I was so annoyed when it started snowing in the morning. I was working at home since my office had closed, and Friday’s noon BJJ class at the gym was canceled. At least the mats would be fresh since they usually clean them well after Thursday’s night class. The snow turned to sleet as the sun set, and normally I wouldn’t consider driving in that weather.
But the ride to the gym was two miles and totally worth the risk for such a special occasion. I knew my competition felt the same way. With butterflies in my stomach, I showered that evening and put on my outfit and applied a minimal amount of makeup, but spent time putting my hair into a nice braid instead of putting it up like I usually do when I grapple. I thought it looked better, and I had to make some concessions to look good and different versus a normal day at the gym.
Surprised that Victoria’s Secret didn’t carry thong bikinis, I had ordered my outfit online from an unfamiliar retailer. I was relieved the day before when it arrived and actually fit. I had never even worn thong underwear before, so it took some getting used to. Coupled with my new figure, I took to liking it really fast. I loved the sexy black bottom with the cute ties on the side and how it made my butt look, even though I would be mortified to be seen on a real beach with it. I slept in it and washed it the next day to get the “factory” smell off it, the fabric riding between my cheeks serving as a constant reminder of my upcoming match with Claudia.
I complemented the sexy thong with my best matching black bra, because the top it came with just didn’t feel as good. I checked myself in the mirror for the thousandth time since the outfit had arrive the day before, humbly very pleased with the way my workouts had left my bare ass looking. I put on my best jeans and boots, then added a parka and left at 8:50PM.
When I arrived, Claudia’s SUV was the only car parked in the lot. Our gym was part of a larger industrial storage facility, just like many other small martial arts gyms. There wouldn’t be much traffic on a Friday night, especially since the weather sucked. I was grateful for the sleet now that we both had made it, since it gave us added privacy. A fellow student driving by and seeing our cars might get curious and drop in.
The door was locked. I knocked loudly, and Claudia answered. She was wearing a long black overcoat on top of tall black boots, leaving just an inch of bare skin showing above the boots. She looked very Eastern European and fashionable. She gave me a stern look as her eyes went up and down my figure, then she broke out in a smile. We had a quick hug and pecks on the cheek, then I came in out of the cold. Claudia locked the door behind me. It was a sliding bolt, just like the one on the emergency exit, which was the only other way out. There were no windows. We were probably in violation of many fire codes, but at least we had total privacy. She had been there long enough to turn on the heat and make the place comfortable for our impending nudity. I quickly removed my parka. “I didn’t think you’d show,” Claudia said. “I thought the prudish old Amy would use the weather as an excuse and chicken out.”
“No way, I’ve been looking forward to this all week, and I know you have too.”
“True,” she said. “Okay, let’s see your outfit. You go first, I called it.”
“Hey, this was my idea!” I protested. She shrugged her shoulders, and I figured well, we have to strip down anyway. Off came the boots, top, and jeans, leaving me in the bra and thong. I stepped from the concrete onto the mat and turned to let her see my butt, then came back around for the verdict.
“Good lord, you’re gorgeous, Amy. I’m going to eat you up.”
“Your turn,” I said. “Nice boots, by the way. New?” Claudia nodded. She had also applied minimal makeup, but I could tell she had paid attention to the small details, just like me. Her black hair was in the same long braid like we’d agreed. It sure would be fun to pull that hair after I won. Claudia unzipped her long overcoat and gave me a mischievous smile as she pulled it aside. She had nothing but her wresting outfit on underneath.
She had chosen a red thong and top, which I thought was one of her best colors against her skin. However, I hardly noticed it, because when she pulled back the coat, I realized she was already wearing her strap-on. It was the penis of a well-endowed black man: dark brown, realistic looking, and very large. “Oh my God, girl, that thing is huge!” I said. “I suppose I should have expected this since you were in charge of the hardware.” She took off her boots and joined me on the mat. My hand clasped around the black shaft. It felt warm and soft but firm to my touch also. I couldn’t reach all the way around it. I hadn’t even thought about what Claudia would bring. I assumed it would have a bright color and medium size like the ones we had seen in the videos. I felt like I was holding an authentic big black cock attached to a tall stud standing next to me. I couldn’t help it: I giggled like a little girl.
“Only the best for our special night,” Claudia said. “Have you been with a man this big before?” I shook my head no. “I figured a tall, athletic girl like you would appreciate some size, just like me.” She leaned in for a kiss, and I got some tongue briefly for the first time that night. “I want to please you when I fuck you.” I loved Claudia’s combination of dirty talk and affection for me so far that night. She didn’t curse much except sometimes when we were drunk, and tonight we were stone cold sober.
“Sure,” I said, scared to death. “I’ve always been curious about big and black.” I renewed my vow to win the match to save my innocent pussy the monumental task of accommodating Claudia’s enormous penis.
“I brought lube also. I have a tight pussy, so I need it for this big boy. I doubt you will, though, since you’re probably pretty wide already.” I pouted a little at her playful insult. “How do I look?” I realize I hadn’t complimented her yet, even though I had definitely noticed her beauty.
“I’m sorry, I forgot to tell you how beautiful your red outfit is,” I said sincerely. “I also didn’t mention how I’ve been fantasizing about you all week, well, actually longer than that, and that I think you look intimidating but totally hot with that big cock dangling between your legs. It’s too bad you’ll never get to use it on me,” I teased. “You’re being a tad presumptuous wearing it now, aren’t you?”
Claudia loosened the harness and stepped out of it. “Here, you try it on, just so you’ll know how it feels in case you actually pull off an upset,” she said. I ignored the comment. I usually won against Claudia still, but her skills were closing the gap. It would be a fight, but I knew I would win.
I donned it, and she helped me with tightening the straps. I was surprised at how heavy the mass felt dangling between my legs. I didn’t think wearing it would make me feel different on the inside either, but I suddenly felt a lot more powerful and empowered. It would be a blast to wield this weapon in battle and dominate my opponent’s fragile little Latin body. I couldn’t wait. Confident in a victory, I was glad Claudia had brought such a large dildo. She smiled as she turned and pressed her tush against my crotch, the length of the dildo pressed down, aligned against her crack. I had to steady myself as she pressed hard, grinding her ass against the dildo. “It looks good on you, too,” she said. She looked over her shoulder and gave me a quick kiss.
“I like how it feels,” I said. “Can we just skip to the part where I fuck you? Lean over and touch the floor right now and I’ll put it in from behind. You know you want it.”
“I do, Amy.” She was whispering, inches from my face. Then the sexy Latina did just as I asked. Showing her athleticism and flexibility with her lithe body, she reached forward and touched the ground, spreading her legs but keeping them straight. She alternatively arched and rounded her back, forcing her crotch to slide up and down the length of the cock. Then she stopped, reached back, and slowly hooked the thin fabric of the thong with her index finger and pulled it to the side just enough to show me what I was dying to see. “Is this what you want? Go ahead, put it in.”
Claudia’s cute butthole was staring up at me, the tiny radiant lines surrounding her starfish. The one at the bottom turned into thicker and more prominent fold of flesh that must merge just out of sight with the beginning of her pussy. I leaned my head down, trying to see the rest of her treasures barely concealed below her upturned ass cheeks. Claudia was looking back at me, and she giggled. I knew it now; she was teasing me.
She let go of the suit, snapping it back into place. “Or do you want me to bow down for you?” She fell to her knees. She went below doggie even, sitting on feet, her knees spread to the side to allow her upper torso to press flat against the mat. She stretched both hands out far to the front. Claudia was a gorgeous mix of straight lines, curves and symmetry. Her braided hair fell perfectly along her spine and pointed straight to her split, rounded butt. Her knees were a diagonal line out the side, and her hands stretched far to the front. All the Latina’s lines seemed to point to the same place: that beautiful, mysterious area between her legs I wanted so bad to explore. Then she turned her head to the side and put both hands behind her. She took the straps of her bikini and pushed them down her hips just enough to show me an inch of crack. “What are you waiting for?” God I wanted her. But I knew this was a game, and I’d have to earn the prize.
Claudia let me take her in for a few seconds, then she stood. “You’re such a tease,” I accosted her. She joined with me for another hug.
“For now. All you have to do is win, and I will gladly give you whatever you want,” she said. She kissed me lightly. Then I felt a wonderful sensation in my pussy. One of the straps for the harness went between my legs. Claudia exploited the remaining slack in the line and was pulling on it from behind and in front of me, rubbing it gently against my crack. I moaned. “Come on, Amy. Deep down you know you want to receive. You like thinking about me being in charge and having my way with you. There’s no shame, and you know I’ll be good at it. I can treat you like the whiny little whore you are and still make you love my cock, trust me.” I grinned as she waited a few moments before continuing. She had really done her research well on how to take charge after one of these matches, or it came very natural to her. I closed my eyes and enjoyed the light touch against my dampening crack. “Stretch out on the mat, baby. Let me fuck you.” She kissed me lightly again. I felt the weight of the large penis sag lower. Claudia had loosened the straps on the sides. She raised her eyebrows at me and smiled as I stepped out of the harness. The unspoken question was clear. We were both trying win a battle the best way possible: without having to fight.
“Okay,” I said as I nodded. For a brief moment, she believed it. I had returned the favor by teasing her and thus evened the score. “If you can earn it.” We both laughed. The teasing was a perfect prelude to turn us on, but we’d have to go to war after all. I knew we were doing the right thing. A good battle would heighten our anticipation and make the sex so much more rewarding. Claudia put the strap-on inside a bag she had sitting on our instructor’s desk then came back. We were standing on the mat facing each other, just wearing the bare minimum outfits we had brought.
“So I’ve been thinking a lot about this match. I have a few proposed rules changes we need,” she said.
“Okay, let’s hear them.”
“I don’t think we should kill each other then go straight to fucking since neither of us has really savored the love of a woman before. So we need to intersperse some foreplay in there just so we can be more familiar with each others bodies without rushing.”
“Sounds good to me.”
“So whenever one of us scores points as if it was a real jiu-jitsu match, we can choose an act of foreplay and stop for a few minutes, then resume from that position.” I liked the idea. Points weren’t scored here at the high rate as the modified wrestling matches we’d seen on the Internet, so the pace would be good. “But we should still try to score points by the same activities as one of the porn matches and not just go for submissions.” No problem, I thought. I could finger-bang her before I did an arm lock to win. “Sound good?”
“When you get all scientific like that, it just makes me look forward to fucking you more,” I teased. “I have one more suggestion though.” I came close and wrapped my arms around her. “Give me one more good kiss and love me before we fight.” Claudia and I shared a kiss for a few minutes similar to the one we had the last night we were together. There was no urgency, awkwardness, or aggression in our kiss. It was a lovely, soft, feminine prelude to the impending carnage. It also served to make my pussy wet even before the match started. I could smell a lovely perfume on her mixed with some kind of berry-scented shampoo. Her breath was minty fresh. I imagined both of us never had put so much time in front of the mirror before a workout.
I moved my right hand down to Claudia’s belly and found the waist of her skimpy bikini, sliding a finger underneath it. She reached down and slapped my hand aggressively. “You have to earn that right, girl.” And suddenly, our kiss was done and it was game-on. I took a step back, then another. Claudia tried to surprise me with a quick takedown and shot in low to grab my legs. She wasn’t quick enough, though. I threw my legs back and sprawled heavy on her, my chest crushing down on her shoulders, forcing her to stay on her knees. It was weird to see my tits jiggle in the bra then flatten out as they pressed hard against her. I was used to doing this in a long sleeve shirt and sports bra. I tried to spin around and take her back, but she reacted quickly and got up, breaking contact. Apparently we were starting on our feet, not on our knees like the porn stars.
As we both continued to work for the takedown, I realized we didn’t have the loud music on that normally blared during workouts here. That was fine. I was much more interested in hearing Claudia’s grunts and labored breathing, and later the noises of her sexual pleasure. We circled each other, occasionally coming together to try to wrap up the other person and take it to the mat, or occasionally shooting in low. Neither of us had success, and we were already breathing hard after a few minutes. I clenched with her and got my arms under hers. I turned my hips and tried for a judo throw. Claudia was off balance for a second and it looked like I had her, then she was able to use her strength to center herself on her feet. While her hands were around my back and our bodies pressed together on our feet, I didn’t notice her tugging at my bra strap until she pulled back a few inches and I felt my tits feel a little less restrained as the straps went slack. I reflexively put both hands on my tits, but it was too late. Claudia pulled hard as she retreated a few steps, and the fabric slid between my fingers. I move my hands aside, and my naked breasts sprang free.
Claudia grinned as she backed up a few more steps so she could gaze at my chest while having enough time to react to any sudden movements. “Do you like?” I asked. I loved my chest, and it was great to finally show it to my best friend. They were more than a handful for sure, but still quite firm with just enough hang to look natural, at least I hoped. My areolae were large and a very light shade of pink, almost indistinguishable from the light flesh on the breasts around them. My nipples were large also, pointing slightly upward, aroused, and raised maybe half an inch.
“Wow, Amy! That is an incredible rack! That bra wasn’t enhancing you at all. You are all-natural, huge, and perfect. I love them,” she said and winked at me. I couldn’t help it and blushed a bit, if I wasn’t already overly red from exertion.
“Glad to hear…” I didn’t get to finish my answer. Claudia was shooting in again. I sprawled on her again hard, my flopping titties mashed against her back. But this time she had penetrated a little further and already had grabbed one of my legs behind the knee. She drove forward to reach the other one and overpowered me for a double-leg takedown. I quickly ensured I was facing her and wrapped her in my guard between my legs, but it was too late to avoid the points. She had scored.
“What happens now? Good shot,” I said. I kept her wrapped up so as to not let her advance her position until I knew we were stopping for foreplay.
I felt her muscles relax, and she said, “Sit up.” The Latina moved to sit behind me, and her legs stretched out to my sides as her arms went around my waist. I was nervous, because if we started grappling, she could easily choke me from this position, but I trusted her to follow the rules. She kissed my neck for a few seconds, raising goosebumps and stoking my arousal. “Kiss me,” she commanded. I leaned back slightly and looked over my shoulder, eagerly obeying. I felt her hand cup my left breast as our tongues slid together. “So heavy,” she mumbled into my mouth as she lifted it slightly. I giggled as she began to massage it gently. It felt incredible, and so far she was not even stimulating the nipples.
This position with a sexy woman I trusted kissing me tenderly and cupping my breasts from behind would turn out to be one of the favorite moments of my life. I could have sat there for hours. The only other person to touch me this way was that asshole from months back that tried to rape me, and he didn’t have nearly as nice a touch as my Latina. She enjoyed my chest for a couple minutes, and soon her gentle caressing soon began to zero in in my erect nipple with a very light caress that turned into a light squeezing. Claudia’s phenomenally great kissing and light pinching on my nips could potentially have gotten me off by itself, but I knew we had to move on even though I didn’t want to stop. “Is that okay? Or too hard,” she asked, referring to her light squeezing of my nipple and breast flesh.
“It’s just right. You have a wonderful touch. Why don’t you kiss one of them? I think I would like that.” I turned slightly to give her a better angle. She complied immediately, and I felt her wet lips and soft suction on my nipple. She alternated between a light suction and flicking it with her tongue while her other hand cupped and massaged my other breast. I barely noticed when Claudia’s other hand settled on my hip and slid over to my crotch. Her middle finger just barely slid underneath the thin fabric as she began her journey south. I put my hand down and stopped her at the top of my runway. I grinned and shook my head no. She’d have to win another small victory to go there, even though I was dying to let her. We knew our brief foreplay interlude had to end. Claudia grinned as I turned to face her, bringing my legs around her torso to return to the earlier position we had stopped in.
“Go,” she said and quickly began to struggle. Her objective was to get out from between my legs and mount me, but I didn’t let her. She had a bad habit of getting greedy when she was on top, and I made her pay. I grabbed her head and pulled her down, then brought a knee into her chest. As I pulled her on me, I scissor-swept my legs, sending her on her back to the side of me, and I easily rolled on top of her, mounted. I also had the presence of mind to grab the string dangling from her back as I did this, so by the time Claudia hit the mat on her back, the top still covering her tits was untied and completely loose.
“That’s points for reversal,” I told her. Her arms went limp, and I slowly pulled the top off her. Claudia’s tits were much smaller than mine, but she certainly wasn’t flat. They were flat against her chest since at that moment since she was lying down, but I could tell there was a perfect amount of mass there to just fill my hand, and the shape was beautiful. Her nipples and areolae were medium sized and dark brown. What really shocked me was that she had nipple rings! I never knew that. They were small silver hoops and looked great on her. I ignored them for the moment and settled my weight on top of her. I began to kiss her as I held her wrists over her head. I slowly worked down and gently took one of her nipples into my mouth. It felt a little strange with the metal there, but I thoroughly enjoyed sucking a woman’s breasts for the first time. I came up and kissed her again, then slowly tightened up my legs on her hips and drove my weight harder on her chest. It was time.
I mounted Claudia for a while, letting her tire herself out trying to buck me off. I made sure to shove my tits her her face and jiggle them around, playfully scoring hypothetical shame points on my sexy opponent as we had seen in the videos. Then I moved one leg across her and got in side control with myself at a ninety degree angle to her, my chest against hers to hold her down. I could feel the metal nipple rings pressing against my own chest. I hoped nothing on me would get snagged on one of those! A good strategy here would be for me to attack the far side arm, isolating it and doing an arm lock to force the submission. Claudia knew this from spending hours on the mat with me training, so her arm was underneath my chest out of sight. But this left her bikini exposed, so I was easily able to untie her strap. She would have to expose her arm to attack to stop me. I yanked the loose fabric out from under her bottom, and Claudia was naked. Finally. “Shit,” she grunted. I giggled between deep breaths.
She was still completely shaved, freshly it appeared. I brought my hand to her crotch and tried to work my middle finger between her tightly clenched legs. I wanted to rub her pussy and finger her against her will, which gives points in one of these matches. The steady pressure of a sweaty hand was working to my advantage as I slowly slid between her legs. “Come on, baby. Don’t make this difficult for me. Let me in there, I want to feel your pussy,” I said.
“Ummpphh,” was all Claudia said in return. Unfortunately for her, to get out of this position, she needed to spread her legs and forcefully bridge up and try to create enough space so she could move her hips out. When she tried it, I was ready and maintained my position on top of her and slid my hand between her legs. It was surprisingly easy to blindly find her hole and slide my middle finger inside. She was very wet and open for me.
“Nice,” I said. “You are hot for me. You want to lose this match, I can tell.” I wiggled my finger a bit and thrust it in and out. Now that my hand was there, when she clenched her legs, it was just an annoyance and didn’t stop me. “Shall we call this points and take a break?” I suggested. She couldn’t escape, and I figured I would win soon, so we needed to do foreplay now. She took a few deep breaths, then I kissed her.
“I am at your disposal,” she said. I kissed her nipple again, then peppered her with kisses down her body until I got to her navel. She was tense. I felt her strong abs against my lips. I paused for a few seconds, and her belly went soft as she relaxed. I began to kiss lower, and she got the hint and spread her legs for me. I reached her clitoral hood and gave it a light kiss before moving to lay between her legs on the mat. We exchanged one brief smile as we looked into each others eyes.
“I want to make you cum,” I told her. “Tell me what’s working and I will try my best to please you.”
I thought Claudia’s groomed pussy was a beautiful work of art. Her pussy lips were dark brown, just a tad smaller than mine. I was surprised at how I felt no nervous jitters or guilt at all as my face got closer to her pussy. The act I was about to perform suddenly seemed very natural and an appropriate thing to do for someone I cared for this much, even if she was the same gender as me. Her nice smell helped. Claudia had put a small amount of perfume somewhere near her pussy.
I kissed up her muscular inner thigh until I got to her pussy, then I kissed her clitoral hood again before suckling it gently. My partner rewarded me with a sweet gasp. I flicked it lightly, then lowered my tongue downward, parting her petals until I reached the bottom. So far she smelled and tasted great. We were a tad sweaty now, but the salty taste was barely noticeable on her pussy. I gently eased my tongue inside her. Her hole felt very open to me at first, then she squeezed my tongue gently with her muscles. I felt her hands caressing my head. “You’re doing wonderful, Amy. Don’t change a thing.”
I probed my tongue in and out a few times, then returned my attention to her clit with light strokes. I reached my arms around her legs and gently rubbed her tummy and occasionally one of her breasts as I worked her clit. After a couple minutes of steady build up, Claudia held her breath briefly and pushed against me. I felt a small amount of tasteless, warm wetness gush out, her secretions coating my bottom lip. She was riding the peak of one of her mini-waves that built up to a climax, self-lubricating very well in the process. This is just how she worked I would find out. She began to pull on my head with more pressure, which I translated into the correct action, which was stronger tongue pressure on her clit. I tried to recall what I had read on the topic, since I had never received oral before, let alone given it. I used my left hand to reach around and retract her hood a bit and expose the clit more. With my right hand, I slid a finger inside her and curled it up towards her G-spot. Her breathing and moaning patterns indicated I was on track. Wetness spread to my hand near the finger.
“I’m getting close. I want two fingers,” Claudia said. I added a second finger and slid them in and out twice before leaving them inside her, curled up as I attacked her clit. “That’s it, God, Arrggh!” Claudia’s entire body twitched about five times as orgasmic waves rocked her. I felt her pussy muscles alternate several times from gripping my fingers hard to opening to a wide, aroused hole. She giggled for a few seconds as the tension exited her body. “Yummy. Amy, you are good at that! Come kiss me.” I slid up her body, and we shared a kiss as she basked in post-orgasmic bliss. “Do we have to keep fighting?” she asked.
“You can let me fuck you now if you prefer,” I offered, knowing the answer. I settled my weight on her and swung my legs to the side so I was in the position we had stopped in.
I made Claudia suffer for a few minutes as I kept steady weight on her chest and she struggled to escape. It took effort to hold her down though, so we both continued to ooze sweat. I made a few failed arm locks attempts in the hope of ending the match, then I settled on top of her mounted again with one leg on each side of her. I rubbed my tits in her face a bit as we both laughed, then as I sat upright to transition to another move, Claudia reached between my legs to try to pull herself down and throw me over her head to escape. Instead, I anticipated it and sat back a little, trapping her arm under me. I then scooted up on her a bit and wrapped my right leg under her neck, preparing for a triangle choke with my legs. As I got in position, I felt her trapped hand suddenly pulling my bikini bottom aside. One of her offending digits quickly pressed against my asshole.
“Fuck!” I said as I clenched up my ass cheeks and crushed her hand against her own chest with my body weight. “Not in the stink, Claudia.” I had never taken anything the wrong way up the butthole, and I wasn’t about to have my first time in that department tonight if I could help it. But her digit, slick with sweat and probably her own saliva, was still pressed against the hole. I fought it hard as I rolled over onto my back, pulling her on top of me with her head between my legs and one hand pulling her head, going for the choke with my legs. I reached one hand around my butt and pulled her hand away just as her finger was passing through my sphincter. But by paying attention to her other hand, I had not secured the right grips to finish the choke. Claudia forced her way out and around my legs, and now she was laying across me in a dominant position. She grinned at me, and suddenly I noticed a draft against my pussy. She must have untied me during the scramble.
“Points,” she said. “Now try to relax so I can return the favor.” She sat upright, and I lifted a leg and turned to face her, my legs spread wide around her. I’d never had a partner touch my pussy before, and I was thrilled Claudia was about to become the first. “You look great down here,” Claudia said as she moved back to lay between my legs. “Did you shave for me?”
“Yes.”
“I like it. The red hair you left is a nice touch, and your lips are gorgeous, dear.” She must have remembered I was a little self-conscious about my large labia.
“I’m so glad you like it,” I said. This was again one of those moments where I was vulnerable to criticism and negativity. It really helped me come out of my shell knowing Claudia sincerely enjoyed playing with my pussy. She purposefully stopped an inch short of her target, and I held my breath in anticipation as her hot breath blew across my clit. Then she sucked me into her mouth, and I threw my head back on the mat and moaned. I could already tell how much better this was going to be than a normal masturbation session.
Her tongue parted my lips, and she explored the rest of my vulva. She lingered at my hole for a second before pushing inside a little. It felt tight. I wondered if she would ask me if I had ever had sex before or if this was normal. She had bragged to me earlier about how tight she was, and I know I felt tighter at this moment than she did. Her tongue returned to my clit, and I felt her slender finger with closely trimmed nails slip inside my hole. She flowed it in and out a few times. Since my pussy had not seen a lot of finger play, I was grateful for her gentle touch. If she had fingered me in the match, it would have been forced in against my will and might have hurt my sensitive tunnel.
“Wow, Amy. You’re very tight. It has been a while for you, hasn’t it?”
“Yeah,” I said and laughed. “But I kegel religiously, plus I am not such a whore as you, which helps,” I added to tease her.
“Well, that’s true.” Claudia left the digit inserted as she continued. I noticed that the Latina was definitely taking her time with me, and her technique was similar to mine. She focused on my clit, and the pressure increased as I began to moan more and push my crotch into her face. She had a few surprises of her own though, and twice she brought me to the edge of a climax only to back off and let me cool down, frustrated. She occasionally left the clit to focus on kissing and sucking my large, engorged labia, and I began to really appreciate the extra flesh I had there for her to nibble on.
After two of these false alarms, I noticed my pussy felt more open compared with a typical masturbation session. No doubt it was due to the fact that I had never been more aroused. When Claudia eased a second finger into me, it was my first time with two. I felt a little stretching sensation, but no pain. I put a hand down to stop her, but stopped short. It was okay. She must have seen it, because she was very gentle finishing the insertion. I moaned louder. It was a wonderful, full feeling when combined with her lovely lips on my clitoris.
“Please, let me finish this time,” I begged her. She wasn’t going to leave me hanging. I got used to the two fingers as she flowed them in and out about five times, then she parked them inside me and curled them up as she attacked my clit, just as I had done to her. I gave her about two seconds warning, then I felt my climax overtake me. It was the best one I’d ever had, and the waves just seemed to go on forever, leaving me weak. Claudia came up for air and stretched out on the mat next to me with one hand draped over me. We both sensed a minute of rest was acceptable. “You were amazing,” I told her. “You can do that for me any time. Best oral ever. You teased me, teased me, teased me, then wham! You delivered. I hope you enjoyed it too.”
“Loved it,” Claudia said. “I’ve always liked giving oral. I mean, usually my reward for a job well done is to get a blast of cum across my face, but this was good too!” We both laughed and relaxed for another minute. For just a brief moment, a thought flickered into my brain. She was just too comfortable and skilled at this. Maybe Claudia was a very experienced seducer of women, and I had been played from the beginning. I didn’t explore the thought more, because I was too excited about what might happen next.
“It wouldn’t have been nearly as good if it was any girl but you,” I said, breaking the silence.
“I know. Now let’s get this over with so we can fuck.”
“I agree,” I said. “I can’t possibly get any hornier, so no stopping until it’s over.”
“Sounds good to me,” she said.
The rest of the match looked more like a real BJJ match and less like a porn flick, other than the fact that we were both now naked. As we tired, neither of us wanted to spend energy forcing a fingering or mashing our tits in the other person’s face. We only wanted to get the submission. That was all that mattered. There were no points, only a winner forcing the loser to tap out, then fucking her with that giant cock. I was fighting to keep my virtue and my pride. If I lost, I would be leaving here a different person, definitely with a very sore pussy and maybe even a sore asshole!
The match went on for a while as we reversed positions several times and went for submissions. I was getting the better of her and almost won the match three times with a couple arms locks and one great choke attempt. The extra sweat combined with the slippery bodies contributed to her being able to slip out and escape. It was pure joy to grapple with her naked body, but we both knew we had to end it soon. We were very tired. Eventually Claudia was able to escape to her feet. We both paused as we faced each other just like we had started, except now we were both gasping for breath, naked and sweaty. But I knew Claudia’s stamina level and could gauge her body language; she had the look of defeat on her face.
She wearily shot in for my legs, and I easily crushed my weight down on her with a brutal sprawl. She stubbornly stayed on her knees and fished for grips on my legs. I reached over her back to finger her pussy to distract her, but I couldn’t quite reach it. So I decided to return the favor and go for her cute butthole. I pressed my middle finger against it, but not too hard. I figured if it went in anyway with light pressure, I wouldn’t hurt her backdoor. Unlike when Claudia had attempted to finger my tush, we were much sweatier now, plus no doubt a few lucky men had plowed her ass ahead of me and loosened up the hole. After a second of resistance, her pucker opened up and my finger slid inside to the second knuckle. “Argggh, dammit,” Claudia gasped as she tightly squeezed my finger. I reflected for a second on how cool it would be to play with her butt a little longer, but I needed to focus.
I pulled my finger out, then spun around and climbed on her back. Claudia quickly turned to put her own back on the mat and was able to get her legs free and wrap them around me, so I was on top of her between her legs. “You are beaten,” I said, taunting her. “I’m going to pass your guard and finish this.” She was too tired to banter with me. I was confident now I could overpower her for just about any submission I wanted. But I got careless. I pulled up one of her legs to lift it on my shoulder so I could go underneath it and around to the side. But I didn’t hold down her other leg well enough, and the sweat didn’t help either. She pulled on my other arm, and before I knew it, Claudia’s legs were wrapped around my head and one of my arms. She was setting up a triangle choke with her legs, and this happened to be one of her best moves. Her long legs were perfect for this. I was in deep shit.
I tried to pull her legs apart and stand up, but it was too late. She made minor adjustments to tighten the choke. I could feel the heat from her pussy somewhere below my chin. She pulled down on my head, further sealing the victory. I only had a few seconds before I would go unconscious due to constricted blood flow through my carotid arteries. I couldn’t believe I had just blown it. I tapped Claudia’s right thigh to signal the submission. She had won.
I rolled off of her, and we both just laid there catching our breath for a minute. I was now Claudia’s submissive, so I awaited my fate. She was in charge. Finally, she got to her feet, so I did this same. She circled me a couple times, just looking at me. “Let’s get a drink,” she said as we went to sit on the metal chairs by the mat. The cold and perhaps unhygienic chair pressing against my bare ass didn’t bother me; I was too tired. There was a fridge next to us, and Claudia got us each a bottle of water. We sat and drank quietly. We knew there was supposed to be a recovery period before the famed fourth round.
I looked at my conqueror sitting next to me as I drank. She was sweaty from head to toe. The part of her shiny black hair not in the long braid was stuck to her forehead. I got my first good look at her perky, pierced breasts hanging naturally on her, and I thought they fit her slender frame and ripped physique perfectly. She had a soft smile on her face as she looked at my body wearily. God, I loved her. I so wanted to win, but I could think of nobody I’d rather lose to. I leaned back in my chair a bit and casually spread my legs slightly, giving her a better view of her spoils. She had earned the right to plunder me, and I hoped I was up to the challenge. I wondered briefly how she would choose to take me in the beginning. Would I be on my hands and knees when it happened? Would I get to ride her and control the pace? I had my preferences, but not knowing seemed to turn me on the most.
Claudia didn’t speak as we recovered and drank. She just eyed my body, brazenly staring at my breasts and pussy, already imposing her will by objectifying me like this. It was clear she was completing the transition from lover to competitor and now to owner. I was her property.
After a few minutes more of resting and hydration, we were ready for the next act. Claudia stood and went to retrieve the strap-on out of her small gym bag and then threw the bag on the mat. I watched nervously as she took her time donning the harness and carefully adjusting the straps. The intimidating black cock seemed even larger now knowing it was about to plunge into my virginal body. Maybe it was the blood flowing to my extremities from my exertion, but I felt my pussy tingle as I looked at her and anticipated my impalement. Claudia sauntered back over to me, and I waited for her commands. She began by kicking the cheap aluminum chairs next to me away and straddling me, facing me. The dildo was bent up against my belly. She reached around my head and pulled me into her for a kiss.
It started tenderly, but it quickly became more aggressive. Claudia’s tongue probed deeply into my mouth, and her head moved side to side as she controlled my head with her hand. It was a different kind of kiss this time, because it was very assertive on her part with no give and take. We went at her pace, which was increasing in intensity. She was jerking my head, moving me to whatever position she wanted. Her tongue stayed in my mouth the whole time, symbolic of her upcoming hip thrusts with the dildo. I sucked and massaged it gently, but never attempted to insert my tongue into her mouth.
I felt her other hand cup my right breast and squeeze gently. It quickly turned to light pinching of my nipple. I moaned and squealed softly. It hurt, but just a little. The pain excited me. Claudia reached back behind her with her other hand, and I felt it brush my thigh. Seconds later she had found my moist crotch. I parted my legs a bit more to give her access, and her finger slid inside me again. It felt wonderful, and I moaned noisily. Claudia’s lips separated from mine with a loud smack, and she finally looked me in the eyes again and smiled. I saw love in those eyes, but something else too. Perhaps a combination of lust and control. I think this was the point where something clicked for me mentally and I became happy I had lost the match. I was nervous of course, but it felt right to have the experienced woman take charge, and I had a growing desire to be penetrated.
Then suddenly I felt her tug at my braided hair, pulling my head back roughly so I was looking at the ceiling. My view filled with her gorgeous face as she hovered over me. “Amy,” she said softly, leaving a long pause before continuing. “I’m going to destroy you. Do you need a safe word or something?”
“Do what makes you happy,” was my response.
“Good answer. I was going to do that anyway. Get up!” As I stood, she pulled on my hair, steering me towards the mat. I struggled to keep up as my head was jerked down, preventing me from walking completely upright. Claudia took me to the other side of the mat, where there was a tall fence to simulate a cage wall for the students training for cage fights. “Don’t worry, I won’t make you bark like a dog, I just want to fuck you,” she said. “Put your hands on the bar and arch your butt out for me and spread your legs,” she said. The middle of the fence had a bar I could grab and bend over, sticking my ass out presumably for standing doggie. “Look straight ahead. Don’t turn around.”
I complied, feeling very vulnerable but deliciously aroused as I presented two virginal orifices to Claudia with my rear entry exposed like this. A few seconds went by, then I felt a cold, flat object press against both my ass cheeks. Then it was gone for half a second, then suddenly I heard a loud “smack”, and a hot flash of pain swept over me as my ass felt like a hundred bees had stung it. I turned in panic, and saw that Claudia had spanked me with a wooden paddle she must have gotten out of her gym bag.
“Hey, I don’t think they do that in the show,” I objected, pressing my mid-section towards the fence to get my ass out of reach. Claudia reached around my waist and roughly pulled me back to my standing doggie position.
I was still peering back, and I saw her kneel down, then I felt her lips on my ass cheek. For a second I felt her soft touch and thought she intended on loving me, but then she bit down hard on my ass flesh, causing another yelp of pain. She was grinning as she stood. She brought the head of the dildo to my ass crack and slid it down until it was somewhere near my backdoor. “I know you’re not ready for anal, Amy, and I have a feeling maybe you’ve never done it before at all. So unless you want this cock splitting your tailpipe, you will let me spank you. Okay?”
I nodded. The pain had already subsided. I decided to not call her out on the rule that both winner and loser had to agree to anal before any plundering of that orifice took place. I felt the paddle slam into me again, and my head filled with pain stimuli. I saw her swing it this time though and realized she could be doing it a lot harder. I reasoned that Claudia knew what she was doing, and maybe this wasn’t such a bad thing. I got a third paddling, then a fourth. There was a row of mirrors against the wall to my side. Boxes and other clutter covered a lot of it, but I could still see myself getting spanked, and I had to admit it looked sexy as hell. The impact caused my large breasts to jiggle and the remaining fat on my ass to quiver. With my mind prepared for the pain, I noticed that the paddle seemed to tug at my vulva area as the flesh around the ass cheeks was compressed. It oddly turned me on, and by the fifth paddling, I didn’t mind it at all even though it still hurt. The fire in my ass was translating to a bigger burning in my loins.
Claudia grabbed my ass. I felt her soft breast on my upper back as she leaned in to whisper in my ear: “You kind of liked that didn’t you?”
“Maybe it wasn’t so bad. But please don’t do it again, Claudia,” I pleaded. She responded by tugging my hair. She steered me downward until I was on my knees.
“Suck it,” she commanded, the cockhead already pressed against my lips. I opened, and she shoved it about halfway in. My jaw strained as I tried to spread wide enough to accommodate. The dildo had an awful latex or rubbery taste to it, but it was interesting to feel the contour of the head and the veins, all designed to make it simulate a real penis. Claudia had really spared no expense on her toys. I couldn’t imagine how this giant phallus was going to fit inside my vagina. Of course I knew it would, but the idea was very daunting. She pushed a little, and I felt it press against the back of my throat. She withdrew, then pressed again harder, forcing me to gag. “That’s it, bitch. Show me your oral skills, if you even have any.” Her words were mean, but I knew it was part of the act and I had her love. She couldn’t hide her feelings completely. Even as she forced the dildo into my throat, her hands ran affectionately through my hair.
I never had a chance to get used to the dildo in my mouth, and I knew that wasn’t the purpose of this prelude act anyway. She flipped some kind of switch on the base of the toy that I didn’t even know was there, and suddenly the cock in my mouth began to vibrate strongly. I felt it in my teeth and all through my head. Perhaps the vibrations would feel good in my pussy, but they were very annoying inside my head. Claudia nudged it back into my throat a few more times, again forcing my gag reflex, then she pulled it out. I coughed a few times and drooled on the mat and hung my head in shame. “That’s good, Amy. I’m ready to fuck you now.”
I stood back up facing Claudia, and she grabbed my hips assertively and pulled me close. The tip of her cock pressed against my leg. “On your hands and knees. I will take you like a dog first,” she told me.
“Wait, just one second please, Claudia.”
“What now?” she said with mock impatience.
I reached down and grabbed the black dong, moving the vibrating tip to my clitoral hood. I closed my eyes briefly and trembled slightly, enjoying the sensations of the vibrator. “I thought I would win and this wouldn’t matter, but now I have to tell you.” I leaned in so my breasts touched her, and I gave her a peck on the lips. “I’m a virgin.”
Claudia’s face wore a look of confusion for a second, then she turned her head slightly to the side and looked at me. That was her look of doubt. I maintained eye contact and smiled softly, feeling a conflicting combination of embarrassment and pride. After countless hours getting to know each other, we could communicate a lot with just facial expressions. She knew now I was telling the truth. “But what about that guy, what’s his name, I just assumed…”
I shook my head. “I never said I did, and I let you assume. I guess I was embarrassed.”
Claudia broke into a smile. “I think it’s cool, and very, very, very sexy.” She kissed me again for just a second tenderly, then she broke it off and I could tell she was back in character. “You lost fair and square, so I hope you don’t think you’re getting out of this just because I have to pop your cherry. And I don’t have a smaller penis for you. You’re going to have to go big and black on your first time.” One of her hands pulled on my left butt cheek while the other pushed my hip on the other side, trying to twist me so I would be facing away from her.
My grin got bigger, and I leaned in for one more soft kiss on my own terms. “No, Claudia. Please don’t do it. I’m so scared. Your penis is too big. I don’t think I can take it.” I paused between each sentence for a quick kiss. I stopped kissing her and just looked into her eyes for a few seconds, connecting with her. It was obvious I was teasing, although I was indeed a tad nervous. I definitely wanted her. I took a couple steps back, then turned away from her and fell to my knees and assumed a good doggie style on the mat and turned and smiled over my shoulder at her. “I don’t want to get out of it,” I told her. I shook my tush a little for emphasis. “If you can make it fit, the cock you brought with you is fine for the job, unless you don’t want to be my first time?”
“No way I’m going to miss a chance to be your first. We’re consummating this. The sexual energy in here doubled as soon as you said the word ‘virgin’. You want this bad anyway, I can tell. Don’t you?”
“I want it so bad. I need it. But only because It’s you, Claudia,” I said.
She went to her bag and got the lube before approaching my rear and kneeling behind me. It was dead quiet in the room again since she had turned off the vibrations. “Pull your cheeks apart for me,” she said. I rested my face on the mat and reached behind, pulling apart my butt cheeks. “Nice. Have you used a dildo before? Because if it’s already broken in, I might as well go ahead and take you with no mercy like the slut you are. Otherwise I’ll go easy on you at first.”
“No, just a finger. Two of them from you for the first time.” Maybe that was enough, I thought. I had no idea if I would need to stretch or pop or whatever for my first time or if I had inadvertently already done it. With all my MMA training and violent hobbies, it seemed likely I was already “broken”.
“I don’t believe you. I’ll have to check,” Claudia said, clearly enjoying the dominant persona the game allowed for. “I can see your hole, it’s small, but but I don’t see any signs of your virginity.” Her finger slid in briefly and then was withdrawn. “Definitely tight as hell, I’ll give you that. Wider,” she commanded. I stuck my butt out a little more and pulled the flesh apart more. I was pulling from the top near the asshole, then Claudia pulled my inner labia apart from beneath my hand. I felt the hole open a bit more. “Oh, okay. Wow, there it is.”
“What?”
“That’s so cool. You really are intact. I just had to spread you at the right angle. I can see the ring of your hymen clearly. It’s a complete circle except for a small tear on your right side, maybe from me earlier,” she said with a giggle. “Well, maybe. I’m not an expert. We’ll just check it later and compare, then we’ll know.”
I laughed. I had not seen this on myself of course, but I was glad Claudia was enjoying it. I heard the flip to of the lube, then I had a now familiar full feeling as two slippery fingers slid inside me. It felt a little less cramped than my earlier fingering when she had gone down on me. Her digits felt really good. Claudia applied lube several more times and patiently worked the fingers in me, preparing me for my first fuck. I felt myself open up more without any pain as her fingers not only flowed in and out but also pressed lightly on alternating sides of my vagina. She was deliberately stretching me with her fingers. Her other finger rubbed my clit, and her wonderful touch combined with the thrill of my impending fucking quickly had me approaching another orgasm. I masturbated in doggie and on my stomach a lot, so I was skilled at getting off in this position. Claudia accurately gauged my arousal, withdrew her fingers, and slapped my ass in mock protest. “Don’t cum without permission on me, girl. I’m just warming you up.”
“Sorry, it feels so good,” I said.
I felt her spread my lips apart again. “You feel looser, but you’re not broken yet. It’s slightly stubborn,” she said. “Do you want me to finger you some more and stretch you slowly, or are you ready for me to use the dildo?”
I appreciated the offer for more prep, but it was her decision anyway, and I was ready. “Let’s try,” I suggested.
“Good,” she said. “I think you’re ready now too.” I heard the lube top pop open again, and I trusted that Claudia was being generous with the goo on the enormous dildo. I felt her hand on the small of my back. “You really do look gorgeous bent over for me, Amy. I’ve fantasized about putting you in this position before, I admit it. I’m so glad I won.”
“In that case, me too.” Really, I was completely convinced I was better off losing. I had no doubts in my mind now. I wanted to give myself completely to her, and it just seemed more natural to do that as her submissive and be the one to receive penetration.
“Go to your elbows.” I was on my hands and knees, and when I lowered myself to my elbows, I noticed it opened my hindquarters a little more and made me feel lower to the mat and more submissive. My big tits dangled down, and the nipples just barely grazed the mat. Suddenly I felt a firm tug on my hair. “Show me good form. Arch your back. Stick your butt up. Don’t hang your head. I want you to look beautiful and confident.” I complied and waited. A soft buzzing sound started again. “The vibrations will make insertion easier when we, you know, pop the seal on this gorgeous body.”
The head of the dildo pressed against my clit, sending pleasure waves throughout my lower region. Claudia left it there for about ten seconds teasing me, then she ran the large head higher, sliding the tip between my labia over the length of my crack until it rested over my hole. The head was large enough to touch most of my pussy, so the vibrations rocked my clit even when she was poised to enter me. I could tell from her light pressure where the tip of the dildo in the center was located. I moaned in pleasure as my expert lover teased me. I was relieved to feel she had applied ample lube, and it quickly warmed to my body’s temperature. I looked again in the mirror and appreciated how gorgeous and intimidating Claudia looked mounted behind me. I didn’t look half bad, either! I saw her move up her left foot next to my ass with her knee up, then her right knee was on the mat just inside my own knee behind my ass as she moved into a better position for thrusting. Her nipple ring caught the light just right and sparkled.
She ran the dildo up and down my lengthy crack a couple more times. She was in complete control and could take me whenever she pleased, but she wanted me to beg for it. Just like she showed me with her mastery of oral earlier, Claudia could tease me madly with her dildo too. She also respected that it was my first time, even though she had claims to my virginity. Making me ask for it was her way of giving me an out if I wanted to stay a virgin. I did not. The vibrating head felt great against my clit and would surely get me off soon, but it did absolutely nothing to satisfy the new craving that she had started deep inside me. Claudia had opened my eyes tonight, and I knew I could reach levels of pleasure I had not imagined possible before, but to get there she had to take the next step. I had to have her. What was she waiting for? “Claudia?” I asked.
“Mmmm?” she mumbled back, distracted as she looked at my pussy.
“Put it in. Please.” There was an unmistakeable desperation in my voice.
She lifted the dildo again from my clit up the labia, but this time applied a gentle forward pressure as she reached my hole. She jiggled the head slightly to further wedge the tip inside. My lips spread around the head, and the tip slipped into my wet pussy and begin to pry me open. I felt my own flesh inside me tense against the intrusion.
“Is that on target?” she asked.
“Yes, right where it needs to be.” I knew it was going to hurt, but I wasn’t scared. I knew despite the game we were playing here, this moment was sacred, and she would be as tender as possible.
“Talk to me,” she said, which I took to mean she’d go at my pace if I needed to slow her down. I felt Claudia’s right hand grip my hip and pull gently as she drove forward, using the other hand to guide the dildo into me. I wanted it so bad, I even pushed back to meet her thrust. I didn’t have to wait long for the big event. The tension just inside my opening turned into a burning and tearing sensation immediately. I gasped. The rest of the head easily passed inside my tightness, but the larger girth still tested me. My hymen tore two more times around the perimeter as the elastic ring stretched permanently wide, made completely irrelevant and open now for a lifetime of penetration. “That’s it. Open up, baby,” she said softly.
“Oooh, ummpff. It hurts,” I muttered. I didn’t cry out. The pain was bearable, and I knew it would pass. Quite frankly, I was expecting worse from the gigantic phallus. Claudia correctly sensed I wanted her to proceed despite the pain. The large head disappeared inside me. I felt the shaft begin to enter behind it as my body inside opened up wide against the impaling head.
I grunted, then let out a soft moan before talking again. “God, it’s so huge, Claudia. Don’t stop. I want to do this.” My muscles at the entrance still burned as they stretched wide. But an odd pleasure enveloped me as well. As my tunnel expanded to its largest diameter thus far in its life, it stretched wide but did not tear further. My body was ready for this. Only the barrier at the entrance had to give. Instead of pain, the stretched flesh gave me waves of pleasure as the shaft slid across rich nerve endings I barely knew I had, all designed to give me pleasure and make me crave more cock. And as each inch of shaft was inserted, the effect was compounded as more and more of my vagina was stimulated. Added to that was the excitement of getting fucked for the first time and knowing I had put the worse part behind me, and I was thoroughly enjoying myself.
Claudia cared deeply for me and was prepared to go slower, but it wasn’t necessary. I was clearly prepared thanks to the high arousal my sexy partner delivered. My hymen had stretched without difficulty, and the rest of the way was open and ready. Claudia found a well-lubricated hole that was swollen and open with extreme arousal. She eased herself in confidently and without difficulty. I felt a few more inches slide inside and touch parts of me that had never been explored as she passed finger depth and sunk about six inches into me.
Suddenly I felt Claudia change direction. The dildo was being pulled slowly out of me. It was a wonderful feeling also, but stimulated me slightly differently than insertion. I was so tight around the penis that it pulled my flesh with it as it came out, despite the slippery lube. I felt my large lips being dragged out as they clung to the sliding shaft, and the stimulation was intense and wonderful all along the inside of my vagina also. As she finished her range of motion, there was no comparison of the pain versus the pleasure, although they were both there. The verdict was in, and pleasure had won by a mile over pain from Claudia’s very first thrust.
Claudia stopped just shy of a complete withdrawal, the head about half out and just barely still sandwiched in my tight muscles. The large amount of new space in the wider tunnel created a vacuum, and I heard a strange slurping sound as air rushed into the opened hole. Then she drove back in, still proceeding slowly with great patience and skill. My lover was confident she could finish the job now as she passed the previous insertion point and the remaining couple of inches slid inside easily. The air inside had nowhere to go, and my vagina let out a sexy farting sound as air escaped around the tight seal I made with the dildo. I felt Claudia’s hips press against my butt. I had taken it all, conquering not only the girth, but now the length as well.
The overstuffed, full feeling was fantastic. I think one more millimeter deep might have been too much. She was the perfect size for me, pushing me right to my limit. I had a brief second of regret. Why had I waited so long? I had been so foolish. I was so glad I hadn’t delayed another moment to lose my virginity. But I also knew I had been smart to keep it for the right moment, when I was ready and the time was right. Claudia was clearly the right person for this job.
Claudia left the shaft fully inserted, allowing time for me to adjust to the size before fucking me harder. I felt her weight on me just a little as she leaned over to kiss my neck. “Well, you’re a woman now,” she said after resting the dildo in me for a while. We both laughed at the silliness of that. I thought there were so many better indicators of when a girl became a woman besides virginity. But still, I had felt a little like a girl in many ways until now, so maybe there was something meaningful in that expression. “I’m proud of you, Amy. Hurt still?” Claudia took a hand off my hips and rubbed my lower back affectionately.
“Yes, but I love it. Fuck me, Claudia.” She immediately complied, slowly withdrawing the dildo. I grunted as she drove it home again. Claudia set up a rhythm, pumping my pussy with slow and deep strokes. Every time she pulled it out, I felt my entire tunnel being tugged with her while delicious vibrations tickled every nerve ending along my tight tunnel. The vibrations got noisier as more of the dildo escaped its tight confines. She’d pause just for a second with the ridge of the head barely appearing between my lips as the more intense vibrations near the tip assaulted my clit. Then she was sliding back in, stuffing my inexperienced pussy full of fake black cock. I felt her strong hands gripping my hips and pulling me towards her. The vibrations became dimmer and more muffled as my pussy engulfed its new friend. But inside me, the vibrations spread deeper until I felt them rattling my entire midsection with intense pleasure. The full range of motion perfectly suited me, with the head just barely bottoming out in the back of my pussy and filling all available space without causing discomfort by slamming into the cervix. I grunted uncontrollably each time her hips pressed against me at the point of maximum insertion.
“Your pussy is so tight, baby. This is incredibly hot for me. I don’t think I’ve ever been this turned on,” my partner said as she tunneled in and out. These motions repeated themselves over and over. I don’t know how long it lasted, because I was hopelessly lost in the excitement and pleasure. Claudia tirelessly and patiently fucked me at the same slow pace, allowing me to adjust before taking things to the next level.
“God that’s amazing,” I said, thoroughly enjoying my first fuck and finally putting it into words instead of just moans. “I love it when you fuck me, Claudia.” I turned out to be quite a noisy lover. I had barely made a peep when Claudia was going down on me, even when she gave me that earth-shattering climax. But now I was moaning loudly and even talking dirty. This fed into Claudia’s dominant mood well, and she continued fucking me with full strokes. I had always sort of laughed at porn stars for a lot of their over-the-top moaning, and now I found myself naturally very vocal without even thinking about it as I finally got my turn to fuck.
Gradually Claudia began to get back in character and become more aggressive as she realized I was successfully deflowered trauma-free. “That’s some really good pussy,” Claudia said. “I love seeing those big lips wrapped around this big dick when I pull it out. I’m going to break you in so good.”
“Mmmm,” and a laugh was all I gave her in response as she pleasured me.
I noticed Claudia had increased her tempo, and I only had to wait about a second between thrusts now. My breasts began to quiver slightly as her hips bumped against me a little harder. Her dildo had reshaped my tunnel significantly by now, which combined with my increased pussy juice to allow a faster coupling without any discomfort for me. Her timing was perfect, and I welcomed the escalating attack on my expanding, hungry hole.
Claudia resumed her verbal assault, remembering now she had a role to play. “I almost feel guilty taking your V-card, but you’re the one that stupidly put it on the table in a challenge against me. A man’s penis will never know the tight squeeze inside you like my dildo has right now. Your pussy will never have this toned, tight feel to it again after I wreck it with this huge cock.” She fucked me a few more times, then continued with her monologue with occasional smacks to my ass-cheeks. “You’re going to have hard time finding real cock this big. Just think, you saved your virginity for years, only to get your tight pussy stretched out by my big cock. You can’t fully recover from a dick this big. Some of the damage will be permanent. You will be forever branded as a slut, and any man that enters you will know the truth. When you finally get a real man, you won’t be able to please him with your loose pussy.” Of course, the more she talked like this, the more it turned me on. I’m sure my lover knew that. My pleasurable moans and soft laughs encouraged her.
Then Claudia buried herself completely in me, and I felt her tug and pull on my hair. She made a few hard thrusts that seemed to take my breath away, then pulled my torso up by my scalp. That was certainly the first time I had my hair pulled while getting fucked in doggie, and now I knew why it was a big deal. It was a huge turn on. Now with my torso vertical, Claudia cupped my breasts, squeezing them gently before lightly pinching the nipples.
I looked over my shoulder at her face that was a few inches from my own, feeling her sweet breath on my lips. Our eyes met for the first time since she had deflowered me. She was breathing hard, and hair still stuck to her sweaty brow. Maybe it was the emotion of giving myself away for the first time in my life, but I felt so close to her right then. “I’m glad it was you,” I said. Claudia tried to keep her mock aggressive demeanor, but I broke down her concentration, and she smiled. “If I’d known how good you were with that thing and that you would enjoy using it so much on me, I damn sure would have asked you to do this a long time ago!” I meant every word.
Suddenly, I felt her hand smack my ass again painfully, but she was still smiling.
“Oooh!” I protested and frowned at her.
“Stop!” she said. “Don’t make me break character and tell you how much I love you. You’re my bitch.”
“Happily your bitch, yes,” I said and kissed her on the lips.
“God I love your tits,” she said as she continued pinching the flesh lightly. “It’s going in a lot easier now. Are you ready for me to stop treating you like a fifteen year-old virgin on prom night and start treating you like the whore you really are?”
“Yes.”
“Good.” She put her hand between my shoulder blades and pushed me forward hard. My forearms hit the mat but did not stop the momentum, so the side of my face smashed against the mat. She pulled the dildo out of me for the first time since we started. Cool air tickled at the entrance and the inside of the hole. I felt wide open and loose. “Spread yourself for me again,” she commanded. Just like before we had started, I pulled my cheeks apart and felt her pull my labia apart from below.
“I’m still nice and tiny inside, right?” I joked.
“Not even close. It’s complete devastation,” she replied. “That’s so sexy. You have a big gape. I can see your cherry torn and blown apart. That’s very cool, I have to admit. Turn onto your back for me. I want to fuck you in a different position.”
“Okay,” I said. I rolled over but kept my arms on the mat behind me so I was kind of sitting up. I l feasted my eyes on my beautiful lover for a second, then looked down. I was shocked, although I should have been prepared for this. “Oh God!” I said. I saw bloody smudges on both my inner thighs. Some of it had rubbed onto my pubic mound also, with a few drops in my patch of orange hair.
“Totally lied about being a virgin,” Claudia joked. A couple smudges had made it to her belly also from the thrusting and grinding. “Don’t worry, I like it. Seeing evidence of me being your first time is so hot. You’re okay though, right?”
“It definitely hurt at first, but I’m okay now,” I said.
“I can’t believe I just popped a virgin. This is the coolest thing I’ve ever done. Now lay back and lift your legs for me and beg me to fuck you again.” I knew what position she was putting me in. We had seen it employed before in the fourth round of these matches.
“I would say I’ve definitely been popped quite thoroughly. You like that word, don’t you?” I teased her.
She put her hands behind my knees and bent them back, leaning forward with her weight to keep my legs spread and in the air, forcing me into a very vulnerable, cramped missionary style. She didn’t wait for me to beg, but she didn’t have to. I’m sure she could see in my eyes how bad I wanted her. “Put it back in,” she commanded. She could have inserted it, but she wanted to see me guide it into my own hungry pussy.
I reached down and grabbed the black cock and brought it to my moist lips. Claudia wasted no time, and I felt the slippery weapon slide between my fingers and bury itself all the way in until the dildo’s fake balls pressed against my upturned ass-cheeks. “Ahhh, Oomph,” I moaned as I felt the most full I had been all night. The new position angled my vagina such that the penetration felt even deeper. I felt the penis hit the back of my pussy now instead of fitting just perfectly like it had in doggie. She had found my limits.
The position also stimulated my g-spot better. I had barely noticed I had one before when lightly fingering myself, but Claudia’s dildo did something to the roof of my vagina about halfway in that quickly began to drive me crazy. After a few thrusts, I could just tell I would have my first orgasm during penetration from this position. I could feel the waves building and recognized the signs, even though the orgasm was from unfamiliar stimulation.
Claudia was giving me the aggressive demeanor again, but I still felt closer to her than ever now that I could see her beautiful face while she pumped me. Whether as a conqueror or a lover, she was the whole world to me that night, and I adored her. She talked dirty to me, but it just turned me on more, and there was no mistaking the love in her eyes as she looked into my soul as we connected during the hard fucking. I was in heaven now. My pussy was accustomed to the large dildo, and the strong vibrations lit me on fire from the entrance of my pussy all the way deep into my core. My breasts were extremely sensitive now, and they were bouncing around chaotically as Claudia slammed into me hard.
“Ah, ah, ah, ah,” I said over and over, lightly moaning as she tunneled in and out of me. I was approaching orgasm quickly. It was moments away now. “Oh God, I’m about to cum, Claudia, fuck me. Fuck, fuck, fuck, I babbled as the Latina drove hard into me. I could tell she was excited about the prospect of me getting off. My right leg spasmed and shook as I felt the wave reach a crescendo, but it didn’t progress. “Arrggh,” I said in frustration, having almost climaxed. I was so close and wanted to get there so bad. I reached down and rubbed my clit for a few seconds and the wave built up again quickly. I abandoned my clit and put my arms on my lover’s forearms. She had moved them from behind my knees to the mat next to me. I could sense the climax coming from deep inside me, and the direct clitoral stimulation was no longer necessary.
Finally, the triple threat of fullness, intense friction inside the tunnel, and previous clitoral stimulation put me over the edge. A wave of orgasmic pleasure swept over me like nothing I’d ever felt. “Oh God, Oh god, Aiiieeeeee!” I cried out. “Aaaaaaaaah!” If there was anyone within a hundred yards, I had surely just made known to them just much fun I was having. It was a cry of pure unbridled joy and lust.
Coming not just from my clit as I was used to but from deep inside me, the first wave that rocked me was a preamble to an even larger one that hit immediately after. I was rewarded with several more of these before they began to taper off into a small rumble of pleasure and warmth throughout my entire body. My breath and heart seemed to stop as the waves of energy shook me and my whole body lit up. As the fires finally died down between my legs, it seemed to spread to a tingling all over my body.
This climax sapped my strength. If Claudia hadn’t been holding them up, my legs would have gone limp on the mat. I couldn’t help it, and I giggled with joy and ran my hands through her hair. She smiled with pride as she finished getting me off. “It’s about time you learned what a real orgasm was all about now that you’ve been fucked properly.” I couldn’t agree more, and this sealed the deal on any question as to whether or not letting Claudia fuck me was a good decision. She was amazing. I felt the dildo slip out of my spent pussy. Claudia was either done or letting me recover. I quickly found out it was the latter. “Get back on your knees, I’m not finished with you.”
I definitely wanted more cock, but my body was still recovering and slow to respond. I felt weak at the knees as I rolled over into doggie again. My used pussy noisily farted again twice as I turned and my insides readjusted. I felt so open and wet as I got on my hands and knees again for her. Suddenly my right ass cheek burned again as Claudia’s hand smacked hard against it. I almost fell forward onto the mat, but managed to stay in doggie for about five more aggressive spankings. The pain was intense, but only took a second to die down after each slap. I loved it.
Claudia added more lube to the dildo quickly before mounting me again. She planted both her feet next to my knees and gripped my shoulders as she hovered over me, preparing to fuck me from a dominant standing position. “Put it in.” I reached underneath and guided the head inside me. She bottomed out instantly and triggered one final lewd vaginal fart, then began to fuck me hard. She used her strong leg muscles coupled with her grips on my shoulders to violently have her way with me.
Claudia was able to fuck me hard and fast, just like the experienced women from the videos. The recent thunderous orgasm seemed to unlock the last bit of resistance in my pussy, because I was wide open after that. I felt like I had no tightness left, and Claudia had finally worn off all the tread. No man would enter me now and suspect I had been a virgin moments before. My attitude had changed as well. I had a burning desire for her thrusting. Instead of being a passive recipient, I pushed my ass back against her to meet each of her powerful thrusts.
“Whap, whap whap,” came the sound of her hips slamming into my ass several times per second as I got drilled. My tits began to shake and quiver violently. Then her consistent motion forced them into a pattern. I realized I could see our faces since she had positioned me facing the mirror now. My giant tits heaved back towards my belly, were they splayed to the side and gave Claudia a great view of them from above me. Then they were flung violently forward, where the tits came together with the erect nipples pointing straight ahead. Then the cycle repeated over and over.
Claudia moved one hand from my shoulder to grip the long braid of my hair again and tug at it assertively. “Do you like it when I fuck you hard?” she asked.
“Yes! Don’t stop!” I cried out. Even after my earlier orgasms, my body still craved her. I was building toward my third orgasm, and Claudia knew it.
“Cum for me again, baby. I’m going to fuck your pussy hard until you do no matter how worn out you are.” I reached under and began to rub my clit. Claudia’s gripping and pulling against my shoulders helped here, since I didn’t have to stop a ton of forward momentum with my only hand remaining on the mat.
“Almost there,” I told her. The added clitoral stimulation was enough. I had to concentrate this time, but I got home in about two more minutes. The hair pulling definitely helped me get there. I had read that before, but didn’t really believe it until I had someone doing it to me.
I cried out to signal my arriving climax. The waves washed over me again as strongly as they had earlier. I took the hand off my clit, the additional stimulation completely unnecessary as I entered the throes of a vaginal climax that was again seeded deep within me. My arms could no longer support my weight, and Claudia released my hair as my face fell to the mat and my whole body shook. When her thrusts started to push me forward and over, she moved her second hand from my hair to my hips and helped support me as my thighs quivered.
I think Claudia sensed I’d had enough. I was practically turned to jello by this point, and I began to laugh and giggle in ecstasy as the long orgasm wound down. We were both breathing quite hard now and gasping for breath. I felt the dildo plop out as my body collapsed forward. I realized how hard we had both been working when my sweaty body slid so easily on the mat. I rolled to my back and looked at Claudia, but just couldn’t find the words to say anything. She stood over me and quickly loosened the straps and stepped out of her harness. We stared at each other for a minute grinning as our breathing returned to normal. I was so grateful that we took our fitness seriously or the evening would have been nowhere near as hot.
Claudia mounted me again and sat over my belly. But she used her hands to support her weight and didn’t crush me. Then she began to work herself forward over my breasts. Soon her pussy was directly over my face with her knees by my head. It was time for me to serve her, and she definitely deserved it. “Eat my pussy,” she commanded, as if I needed the direction. She expertly moved her crotch lower until her lips lightly pressed against my face, giving me enough room to maneuver under her to pleasure her by licking different parts of her genitalia.
Claudia’s pussy was a sweaty mess, and I could also taste some of the lube that had made its way there from all the thrusting with the dildo. Nevertheless, the salty and artificial flavors came off quickly and in no way diminished the lovely taste of her pussy. Plus I just loved her so much and wanted to please her so badly, I happily dove in. I licked all around her vulva, alternating between stimulating her clit and inserting my tongue into the hole. With Claudia on top and controlling the pressure, angle, and where my head was against her, I quickly found what worked for her. She enjoyed some probing with my tongue, but gradually she began to cram her clit hard into my face while pulling up lightly on my head.
Although I had never thought about this while going down on her earlier, I began to think now about all the men that had ridden her pussy before, and how much ejaculate had been pumped into her. I thought about all the semen slowly oozing out of the same pussy I was licking right now. The thought of all of Claudia’s happy, spent customers oddly turned me on, perhaps due to the submissive nature of my evening. “Wait,” she said. Claudia lifted herself off my face and turned the opposite way to face my feet.
“Much better,” she said as she settled her vagina on my face again. This was really hot. Now instead of looking at her breasts and sometimes into her eyes hovering over me, all I got was a face full of ass. I submissively stared into the tiny, hairless anus that occasionally pressed against my nose as she rode me. I loved it. I strained my eyes to focus close enough to see it good. It was a beautiful sight, perfectly symmetrical with a starfish pattern of lines radiating out from a tightly quenched center. Her bronze complexion was consistent from the cheeks to the hole, and those tiny, barely perceptible lines radiating from the center barely betrayed the existence of a hole at all. Considering how much cock had probably plundered her ass, I was impressed with how cute and innocent she looked.
Building on that thought with perfect timing, Claudia moved her hips down my face just a tad and lightened her pressure, aligning her butthole over my mouth. She didn’t cram her ass down on my face right away, because I think she was giving me the option here. I was happy to please her in any way she desired. My tongue lightly pressed against her tight anus. I circled the hole gently with the tip of my tongue, and I heard my dominant lover giggle. “That feels nice,” she said. It was a lovely taste and definitely did not feel dirty at all. She was clean, and all I got was a little sweat and slightly different aroma from her anal scent glands. I enjoyed her shapely butt cheeks against my face as they hardened and softened with her breathing and groaning as she clenched and released them, enjoying the pleasure.
I never had to decide if I wanted to try to probe inside the hole or not. After a minute of light licking, Claudia moved her pussy back over my face and began her end game. “That’s it, bitch, just like that,” Claudia said, reasserting herself. A little bit of taboo oral stimulation to her anus turned on my lover enough to bring her close. “Make me cum.” Instead of simply pressing her clit into my mouth, she started gyrating her hips and rubbing her pussy hard all over my face. I tried to lick her clit, but her chaotic grinding movements made it too hard to consistently find it. But Claudia was doing what she knew would bring her off, and sure enough, she came seconds later while she rode my face.
After she lightened the pressure against my face enough, I said, “I’m so glad I could help you again after all that work you did for me.”
Claudia slowly rose and stood over me. “This wasn’t about you. I fucked you for my own pleasure, not yours. Work on your oral skills. I want better service next time. So annoying that I have to teach you everything.” Then, in one final act as the winner of our match, Claudia slapped my face hard enough to turn my head to the side. Then she left me there with my legs slightly spread, marinating in my own sweat with extra lube sliding out of my gaping pussy. She disappeared into the bathroom carrying the dildo. A few minutes later, she returned and lay next to me on the mat. Game over.
She turned to the side to face me and draped an arm over me, then leaned in for a quick kiss. It was tender now and lacked her earlier aggression. “Thanks for letting me be your first time,” she said.
“I wanted to win so bad,” I said. “I mean I guess I did. Really, I just wanted to be intimate with you one way or another. But I’m glad I lost. I would have definitely missed out otherwise.”
“No regrets?”
“No way,” I said. “I was ready, and you performed phenomenally well. Like I said before, I wanted it to be you.”
Her palm lightly pressed against my pubic mound. “I didn’t have to hurt you too much I hope.” She kissed my cheek lightly.
“Totally worth it,” I said. I spread my legs a little more and brought my finger to my hole for the first time since the dildo had broken me. The difference was startling. “Holy shit, I’m huge in there.” I said and giggled. “You ruined me!” I tried to conceal my joy with a fake pout, but I failed miserably.
“Nah, I just broke it in and made it good for everyone else,” she said. “You did so well to take such a big dick on your first time. Most gringos have to work up to their first big black cock, but you just went for it,” she joked, exaggerating her Latin accent.
We lay there in silence for a couple minutes. “I do have a regret,” I said. “We played it safe waiting until right before I left. That was probably smart, but now I think of all those nights we could have spent in each others arms, letting me kiss you everywhere and express my love for the coolest woman I will ever know. I hope I love my future husband half as much as I love you.” Tears almost immediately welled up in her eyes. “No, don’t you dare,” I told her. “You’ll make me cry, too.”
“Can’t help it, because I love you too so much,” she muttered. It was either the reminder of my impending move or my admission of loving my best friend or some combination that had moved her to tears. Claudia changed the subject. “So are you going to start putting out now, or did I turn you into a lesbian?”
“I plan on sampling a lot of penis starting very soon, yes.” I said. “You’re also going to give me that dildo to practice, right?”
She nodded. “I’m keeping the harness, but the dildo is all yours. It fits you perfectly, like it was made for you.”
“A girl couldn’t ask for a better birthday,” was the last thing I said before leaving.
As I left that night to go home alone, I knew I would miss her terribly. It was such a sad time with my impending move, but I still couldn’t get the smile off my face. I would remember that day in vivid detail for years to come, and I would think back to it often when my mood needed a lift, or when I needed a little push mentally to get me to an orgasm.
I left that night with a barely noticeable dull ache in my pussy, but the soreness kicked in later, and I felt like I was walking funny for a week. I took a week off from anything sexual and let myself recover, then my masturbation habit picked up again and regularly included riding the large dildo. The suction cup base proved to add a lot of value and helped me use my imagination. She had clearly turned me into a size queen. I even enjoyed the visual aspect of pleasuring myself more now that I loved my pussy and how it looked shaved. I noticed that a slight gape seemed to perpetually stay open at the bottom of my crack now. Even if my big lips were stuck together, there was always a slight hole visible at the bottom from all the large penetration. The small red patch above my pussy was eventually shaved off, and I kept the entire area freshly shaved almost daily. I had yet to be with my first man, yet I felt deliciously slutty already.
My story would not be complete without a discussion on how the events with Claudia shaped my sex life. Instead of satisfying my urges for a while, Claudia’s lovemaking only made me determined to have more sex. I wanted desperately to grip real flesh with my pussy and know what it was like to feel a man pour himself into me with his orgasm. A few weeks later, that guy Charles I had been out with a couple times became the first guy to fuck me. His lovemaking was great, and I took a chance with my cycle and allowed him to cum inside. It was a wonderful experience, but not nearly as significant an event as my first time with Claudia, which I considered my true loss of virginity. I didn’t even tell Charles he was my first male lover. We saw each other for a few more weeks, and I honed my orals skills also during this time and learned that I love to swallow. But I soon ended things with Charles. A few personality differences emerged, we were physically far apart now, and quite frankly I was also just not ready to settle down.
A month went by. I focused on work, but I couldn’t escape the urge to scratch the new itch for long. I needed a good fuck. I logged on. The profile went up, this time in my new town. I found myself a few days later drinking with a nice man. He was cute and articulate. After two drinks it was obvious, at least to me, that we were not a good long-term match. But I realized having this man on top of me would still be more fun than spending the night alone.
He was staring at my tits. I didn’t mind. I had selected an outfit that would encourage this kind of behavior as much as possible while still being tasteful. At least he was making an effort to get to know me and seemed very interested in anything I had to say. A few hot blondes walked by, and he paid them zero attention. I got another compliment. This man was dying to fuck me, but he showed confidence and restraint. I smelled no desperation, just desire. I ate it up. We were sitting next to each other at a quiet bar. I could see the bulge in his pants. He either had a very well-endowed flaccid hang or he was already hard for me. I flirted heavily. I sipped a third drink and scooted closer to him and began to touch his arm. How convenient it was to find out this bar he had carefully selected to meet in was three blocks from a new condo he had just moved into. I told him I’d love to see it. It was as if I had learned nothing from almost being raped years before. I put a hand on his thigh. My panties got moist just looking at the look of excitement on his face when he knew he was about to get laid.
His enthusiasm only grew when my top came off and my best assets came into play. Soon I had him inside me, and knowing how much pleasure I was giving him was just as awesome in my head as the pleasure his hard cock gave me as he rode me. This stud gave me two orgasms that night. I did the walk of shame shortly after, sober and ready to drive home. I didn’t care if I ever saw him again. This pattern would repeat itself over and over many times that first year in Baltimore. I was addicted to the rush of having new men want me. I became a slut, eagerly whoring myself out for new lovers. My evolution was complete.