Loading...Although I had a fair amount of sexual partners during my first year of college, I had to admit that I had never imagined this would happen. Along with my fraternity brothers, Phil, Joey, I was in an older woman’s apartment. She was naked and straddling Joey as he lay on her sofa. His hard-on was in her cunt. Phil stood to the side, had a fist of her hair in his hand and was pumping his cock down her willing throat.
I had the best seat in the house. I was kneeling behind her slim athletic ass. A palm was holding each of her ass cheeks wide and I was slowly working my thick rod into her tight asshole.
As the four of us worked to get into a rhythm, I thought back over the first two months of my summer break and all the sex I was getting.
This is my story:
Our first session of summer swimming lessons was ending. The kids had all received their certificates and were in the locker room.
I saw Linda Murphy wave and call me over. I walked to the edge of the pool deck, with only the eight foot chain link fence separating Linda and I.
She began, “I want to thank you for all the extra time you spent with Ashley. You really are a great swim teacher.”
Two weeks earlier, Ashley had started swimming lessons and was deathly afraid of the water. Over the two week period, she not only lost her fear, but surpassed the other students in the beginner class. In reality, it wasn’t tough. Ashley wanted to swim and just needed to be coaxed through her fears. Once she was comfortable in the water, she took to it very easily.
“You’re welcome. Ashley was fun to work with. I had a feeling that she would do well.”
Linda continued, “Well, as far as I’m concerned, you are a miracle worker. I thought it would be awful dragging her here every evening.”
As I chuckled, I saw Ashley skipping down the path from the locker rooms toward us. She was followed by her Dad, who was holding hands with another woman. Ashley stopped to kiss her Mom and show her the promotion certificate, then skipped on and rejoined her Dad and his friend.
Linda looked sad and said, “It’s her weekend with her Dad.” She looked over her shoulder and continued, “I hate when she’s exposed to his Bimbo.” I noticed a little bit of edge in her comment.
“Ashley is a good kid. She has a great Mom and is going to be fine.”
She smiled and said, “Thanks Chris. I appreciate it. How was school this year?”
“School was fine. Everyone told me to make a good impression with my Professors, freshman year. My grades ended up being better than I expected. I did really well!”
“Congratulations! I’m sure your parents are happy. Other than teaching swimming lessons and life guarding, what are your summer plans?”
“I don’t have any big plans. I cut a few neighbors lawns and am just hanging out with my old high school friends.”
As I finished my thought, Linda’s cell phone beeped. She pulled the phone from her purse, pushed some buttons, read the text and groaned, “Great! Just great! This weekend is going to suck.”
When I didn’t say anything, she finished, “I was going to grill steaks and drink some wine with a girlfriend. She just got a better offer … a date … perfect!”
I laughed again and Linda smiled along. “Looks like you’ll have an extra steak. That’s not too bad.”
Linda rolled her eyes and shook her hips. “I just barely have enough time to exercise as it is and I can’t over eat.” Linda stopped for a second and then hesitantly asked, “Hey listen … ummm … I have two steaks and some skewers of shrimp defrosted. If I don’t grill them tonight, they’ll go bad.” She hesitated again before continuing, “If you haven’t eaten … ummm … maybe you could come over?”
I’ll admit that I was surprised at the offer, but before I could form an answer, Linda said, “Listen, I didn’t mean to put you on the spot. I’m sure you have plans … ”
I didn’t have plans, but wasn’t thrilled to be hanging out with someone pushing forty. But she looked so sad that I smiled and said, “I accept. I have to help the other guards get the pool ready for the morning. Its 6:30 now and I work until 7:30. If I get to your home around 8:30, is that too late?”
Linda’s smile surprised me. She looked so happy. “8:30 is perfect!”
She took a small note book from her purse, scribbled her address on a piece of paper, tore it from the book, folded it and passed it through the chain link fence. She smiled, said “see yeah,” and turned and walked to the parking lot.
It took the full hour, working with the other life guards to prepare the pool for the next day. I drove home and showered a day’s worth of chlorine, sun screen and grim off. I didn’t put much thought into what to wear and pulled on a black A&E tee shirt, khakis shorts and flip flops. As I walked through the cellar to my car, I grabbed two bottles of wine from my parents stash.
Linda’s home was a neat, 1970’s style raised ranch, in a small neighborhood on the edge of town. After parking in her driveway, I grabbed the wine and headed to the front door. When I rang the door bell, Linda’s shout directed me into the house and to the back deck. Her back was to me and she faced the grill and I let out a hearty laugh, when I saw what she was wearing.
When she looked at me questioningly, I nodded at her and said, “We’re dressed like twins.” Linda had changed into a khakis skirt and black sleeveless tee and sandals.
She joined my laughter, when she got the joke. When she spied the bottles of wine in each hand, she said, “I know you’re over eighteen, but I didn’t know you were old enough to buy wine.”
I admitted, “I’m only nineteen. I kind of stole them from my parents wine closet.”
Laughing even harder, Linda said, “Christopher! All the Mom’s and I thought you were such a good boy!”
“Luckily, my Dad buys a few cases of wine at a time and will never notice two missing bottles.”
I followed Linda back into her kitchen. She said, “Since you are not legal to drink, I’m not sure if I should offer you a glass of wine.”
Looking around the kitchen, I spotted her wine glasses hanging upside down, from the bottom of a cabinet. I walked over, slid a glass from the rack, saw an opened wine bottle on the counter and poured a healthy amount. I looked at Linda, smiled and said, “How about if I help myself?”
We toasted and Linda said, “To mostly good boys!”
And I countered, “To mostly good girls,” as we clinked glasses.
I’ll admit I had a great time with Linda. I ended up grilling the steak and shrimp, while she made the salad. We sat together at a small coffee nook in the kitchen, with a view of the back yard. The wine flowed freely and the conversation was great. After clearing the table and pouring the last of the wine, Linda invited me to sit with her in the living room. She sat tucked into the arm of her couch and I sat in an arm chair at the other end of the couch. We each propped our feet on the coffee table in front of us.
Although the evening had been a ball and Linda was a very attractive woman, to this point, I hadn’t even considered the possibility that our evening would turn sexual. I would even bet that Linda hadn’t considered it either.
That changed in a very short amount of time. We were talking about college life and comparing her years in college to mine, when her cell phone chirped.
Linda rolled her eyes and apologized, “Chris, I’m so sorry. Since Ashley is with her Dad, I need to check my phone, in case anything is wrong.”
I answered, “I understand. No problem.”
Linda was walking back to the kitchen, while looking at her cell phone. She stopped in her tracks and as her face turned maroon, she said, “I can’t believe her!”
I asked, “Is everything OK?” As Linda continued to the couch and sat.
“Yeah, it’s my girlfriend, Sherry. She stood me up tonight. She just sent me a silly note.”
“It must have been very silly to turn your face so red,” I teased.
I didn’t think it would be possible, but Linda’s face got even redder. “Well maybe it wasn’t a silly note.” Linda gathered her thoughts and continued, “Sherry’s divorce was finalized a couple of months ago. She’s being … kind of … wild.”
As I said, “There’s nothing wrong with being a little wild,” her phone chirped again. Linda looked at the screen, rolled her eyes and groaned.
“What did she say?” I asked.
She said, “No way buster! This is private girl talk.” As she finished, her phone chirped again. Linda giggled as she read and after another chirp, her giggle turned into a laugh.
“No fair Linda. If the texts are this good, you have to share.”
Instead of refusing, Linda said, “Sherry would kill me!”
Her phone chirped for a fifth time and as she read the text and continued to laugh, I got out of the arm chair and plopped into the couch next to Linda. “Sherry will never know. I promise!”
“Oh God! This is so embarrassing!”
When the phone chirped again, I leaned in and read along with Linda. There were a total of five messages from Sherry.
Got a delicious mouthful of cream for dessert in parking lot.
His cock is hard again — so invited him in. thong is drenched.
69’d and had 2 cums.
Glad im on the pill cuz he filled me with a load of cum.
He admitted he took Viagra is hard again. What next????????
I asked, “What advice are you going to give her?”
“Chris, I’m so embarrassed!” As she admitted her embarrassment, we laughed together.
When I said, “Do you want me to answer?” She laughed even harder.
“You’ll never tell her?” Linda asked.
“I promise.”
Linda handed me the phone. I reread the messages, before typing, “only 1 hole left. B a 3 hole girl!!!”
Linda shrieked, laughed and curled up into the couch, as I hit the send button.
A moment later she announced, “I need a drink of water. Do you want one?”
I agreed and watched as she walked to the kitchen. I heard ice being dropped into water glasses as the phone chirped again. When I looked at the response from Sherry, I was stunned.
I heard, “What did she say?” Come from the kitchen.
As I tried to think of a good answer, the phone chirped again.
When Linda came into the living room carrying two glasses of water, my face was as red as hers was before. “This must be good,” she announced.
She snuggled into the couch between me and the arm and held out her hand. Linda gasped as she read:
Ur the 3 hole girl … the ass slut … lol!!!!!!!!!!
His dick is less than 5. And skinny. Ur right. Ganna let him have my virgin ass n c if its as good as u say. Good nite.
I’m not sure how it happened, but the next thing I remember, we were kissing. Linda had pushed me back, we were lying side by side, our lips were touching and tongues exploring. Linda was an unbelievable kisser. Her hands explored my arms and back, but stayed above my waist. I followed her lead and caressed her arms and back. Occasionally my hands glanced over her hips and ass and luckily, she didn’t seem to mind.
At one point, Linda pulled away and said, “Chris. No one can ever know.”
I nodded and said, “I know.”
I continued to kiss and caress Linda. Her encouraging moans gave me the courage to let my hands slip below the hem of her skirt. My hands quickly found her round ass cheeks and I palmed and massaged them as Linda groaned into my open mouth.
As Linda was twice my age, I was hoping that she would make a more aggressive move. She felt wonderful to my touch. Her kisses were passionate. I was about to slip a finger under the tiny string of her thong and into her pussy, when her phone chirped again.
On cue, our kisses turned to laughter. I was able to reach over Linda back and grab the phone. I said, “I guess Sherry isn’t an anal virgin anymore,” as I clicked on the text.
This time, I saw a picture of a hard cock resting in the open mouth of a masked woman. The message read, “I hope ur having a good nite u dried up old prune.”
Linda gasped, after she turned the screen, so she could read it. The sexy mood was definitely broken, when she said, “That juvenile asshole.”
“Who is it?” I asked.
“My ex,” was her short and defeated answer. After a minute of silence, she said, “I’m sorry that the nights ruined. You should probably go.”
Linda looked incredibly sad. The only thing I could think of saying was, “So you’re going to let him win?”
She angrily cried out, “What the fuck can I do?”
I told her, “My motto is, ‘Don’t get mad. Get even!'”
Linda stared at me sadly and explained, “You don’t understand. For Frank, it’s all about cock size. I’m not a slut, but I’ve been with enough guys and Frank is the biggest.” She bowed her head and seemed ashamed to admit, “He knows I’m a size queen and he holds it against me.”
When I stood up from the couch, Linda mistakenly thought I was going to leave. She said, “Chris, I’m really sorry about tonight.”
Instead of answering, my right hand quickly unfastened the waist button of my shorts and they dropped to the floor. I was going commando and my fat nine inch cock bobbed in front of Linda.
Her response was an immediate, “Holy shit!” She reached out, circled her hand around my shaft and noticed that her fingers didn’t quit meet. “Oh my God! Your cock is beautiful!”
I asked, “Do you still want me to leave?”
She shook her hand and said, “Please no.”
She stroked me and continued, “You’re so hard. So thick.”
After a few more moments, I asked, “Do you want to get even, before we have some fun?”
Linda’s eyes turned hard as she answered, “Fuck yes! What do you have in mind?”
Thinking quickly, I suggested, “Bring me a ruler, an elastic for your hair, a silk scarf and a distinctive piece of jewelry.”
Linda returned a few minutes later with all the items. While she was gone, I kicked off my flip flops and stepped out of my shorts. My tee shirt was added to the small pile of clothes as she stepped into the room. If it was possible, my cock got even harder when Linda said, “God you’re hot!”
“You’re hot too!” She stepped up to me, pressed her body into me and attacked my mouth with hers. It was one of the most erotic kisses I ever had.
When we were done, she showed me what she had gathered and asked, “What should we do?”
The piece of jewelry that she held was a distinctive white gold bangle bracelet. She said, “Asshole bought it on our honeymoon.”
I slipped the bracelet over my hard cock and held the ruler against it. I nodded to her phone and said, “Take a picture.”
Linda snapped two quick pictures that clearly showed my cock hitting the 9 inch mark on the ruler. My girth could be estimate by the way my shaft filled out the opening of the bracelet. Without instruction, Linda sent her ex the picture.
“Pull your hair back and put it in the elastic.”
She pulled her shoulder length golden hair into a pony tail and held it in place with the elastic. I took the silk scarf, walked behind her and tied the piece over her eyes.
In front of her once again, I pressed my hands to her shoulders and said, “Kneel.”
Gently, I had her pull her head back and I lay my cock over the length of her masked face. “Are you all right with this?”
Linda answered, “Yes. Do it,” as I clicked another picture.
“Open,” was my next instruction. Over the next few minutes, I took pictures of Linda taking more of my cock down her throat. She was an amazing cock sucker. When her nose hit the bangle bracelet, I pulled from her mouth and took the bracelet off my cock, before pushing back into Linda’s warm willing mouth. It took another minute before Linda’s nose was pushed against my groin. I decided that I would get a copy of that picture, as Linda was the first to ever deep throat me completely.
“Baby, I’m getting close. I want to cum in your mouth, but I don’t want you to swallow right away. Do you understand?”
She pulled all but my mushroom shaped head from her mouth and concentrated on sucking the first three inches. Linda cupped my balls and snuck a wet finger into my tight asshole, as I exploded into her mouth.
She captured my entire load. I took a picture of a string of cum, leading from the tip of my cock into her mouth. I took another of her open mouth, filled with my white cum. And a third of her blowing white jizz bubbles.
“Your incredible, Linda.” She smiled as she gulped down a mouthful of my sperm.
She slipped off the scarf and stood. “Can I kiss you?”
I smiled and pulled the still fully clothed woman against me and plunged my tongue into her cum flavored mouth. She groaned, “MMMMMMmmmmmm,” as our kiss escalated.
It was a long passionate kiss. When it ended, Linda excitedly asked, “Let’s see the pictures.” She scrolled through the eight pictures and decided to send them all to her ex. I asked, “Will he be able to tell it’s you?”
She laughed and responded, “Hell yeah! How many women do you think he knows that can swallow a cock that big?” She ended with a deep and satisfying laugh and then asked, “What now?”
I smiled and reached for the hem of her tee shirt. She giggled when I pulled it over her head and tossed it to the floor. I quickly unsnapped her bra and a pair of perky B cup breasts topped with eraser size, mouth watering pink nipples popped in view. All it took was a sharp tug and her skirt pooled at her ankles.
Linda was the definition of a MILF. She was 5’4″, 130lbs, blond hair, blue eyes, full tits, great ass and toned legs. I could see the pink folds of her bald twat through the thin, nearly see-through lace of her thong. She looked better than most of the college co-ed’s I had bedded and I knew first hand, she sucked cock better than any girl I knew.
“Take me to your bedroom,” I suggested. I held out my hand and let her lead me to her second floor bedroom and king size bed. We kissed at the edge of the bed and slowly sat and lay on the mattress. I continued kissing Linda and slowly moved to her cheek, ears and neck. She cooed as my lips pressed against her skin.
Slowly, I worked my kisses to her breasts. I kissed them. I licked them. I sucked them. I lightly bit them, as Linda wrapped her arms around my head and held me against them.
I continued my decent and moved my lips over her stomach. I could smell the scent of her very aroused pussy as I settled between her widely spread thighs. She bucked against my face as I kissed her swollen slit through the lace of her thong.
Linda reached for her thong and pulled it to the side and spoke a single word, “Please!”
She was open and very wet when I first touched my lips to the sensitive folds. She bucked again and the wetness against my face drove my desire. I pushed my face into her pussy and drove my tongue deep into her tunnel. Her fist orgasm came seconds later, but I was just getting started. I ate her pussy, sucked her super sensitive clit and rimmed her pink puckered asshole. Her orgasms came every few minutes. Some were small and others were shivering explosions.
When I pushed two fingers into her wet hole and found her g-spot, and sucked her clit with even greater intensity, she went off like a nuclear blast. She needed a few moments to relax, but she smiled when she saw me kneeling between her spread legs, fisting my fully erect cock.
I asked, “Do you want to be on top to start?”
Linda shook her head and answered, “Stick it in and fuck me.”
That’s what I did. I was balls deep in her tight wet pussy by the third thrust. She hooked her legs around my waist as I power fucked the sexy forty year old. She had another orgasm and when she was through; I held her tight and rolled her over, so she was on top.
Linda fucked me hard and worked her tight pussy up and down on my rock hard cock. I pulled her forward, so I could suck her tits and as I cupped her thrusting ass, I snuck a finger into her tight asshole.
Linda’s response was, “Fuck yeah. Finger my ass.”
She bounced harder and soon shook and orgasmed again. I let her fall against my chest and held her tight. My dick was still embedded in her twat and I felt her twitch and squeeze my shaft.
When Linda regained her senses, we kissed in the after-glow of her orgasm. She eventually asked, “How do you want me next?”
I immediately answered, “From behind.”
Linda’s eyes twinkled as she climbed off me and settled on her knees, her head down, clutching a pillow to her chest for support. I eased behind her and noticed a small sexy butterfly on her ass-cheek. I palmed her cheeks, spread them wide and let my cock head find her drenched slit. She easily accepted me and I fucked her tight willing pussy. My long hard strokes took an almost immediate effect and I could feel the tingle of an approaching orgasm.
Not being sure where I should unload, I announced, “I’m getting close.”
My sexy partner simply said, “Fill me,” and I did.
After, we rested. I lay on my back and was propped against a pile of pillows, while Linda snuggled into me. Her right leg was draped across my mid-section. We watched some TV, kissed, talked and touched.
I was enjoying the intimacy and feel of her naked body folded against mine. Linda purred, when my hand caressed her round bottom. I slid the tips of my finger into her crack. Her vaginal fluid coated her anus, as my fingers bumped over her pucker. I noticed that her breathing got deep as my middle finger settled against her anus. She groaned and pushed her ass back into the invading finger. For the next few minutes, I held my finger stiff and let Linda fuck her ass on it.
I’ll admit that the feeling excited me and Linda soon noticed my erection. Her hand circled my shaft and she gently stroked my fully erect cock. Almost as fast as it started, it ended. Linda pulled away and knelt in the middle of the bed.
It took her a few moments before she asked, “Have you ever had anal sex?”
I told her, “No.”
She thought and then asked, “Do you remember the text Sherry sent me?”
I nodded.
“Well here’s the thing. I like sex a lot. I love oral sex. I can deep throat you and you’ve got the biggest cock I’ve ever seen. I like to fuck and I cum like crazy … right?”
I nodded again.
“Sherry was right. I’m an anal slut. I’m a three-hole girl. I become a complete slut, when I have a cock fucking my ass.”
After a slight hesitation, she asked, “Do you think you can handle me if I let you fuck my ass?”
I thought before answering and said, “I’ve already cum twice tonight. I’ll be able to hold off a long time.”
Linda smiled and admitted, “It won’t matter how hard you fuck me and how long you last. It won’t be hard enough and it won’t be long enough.”
She leaned forward, grabbed my cock at the base and held it straight up, lowered her mouth and took me to the root. After twenty strokes with her mouth and throat, she dropped my cock from her mouth and asked, “Are you ready to get kinky?”
I simply said, “Bring it on.”
Linda rolled to the edge of the bed, pulled open the drawer of her bed side table and fished around in the drawer. She tossed a bottle of KY lubricant into the middle of the bed, put her hand back into the drawer and pulled out a plastic case and shimmied back to me.
She asked, “Do you have any anal experience?”
I shook my head no and explained, “My dick is too big and scares the shit out of most of my bed partners. Most will only suck and jerk me off. Occasionally someone will let me fuck their pussy. Other than my finger and tongue, I’ve never had a woman’s ass.”
As Linda unzipped the plastic case, she said, “I guess tonight is your lucky night,” and after a quick look at my rock hard cock, she smiled and continued, “and it’s my lucky night too.”
The case opened and four dildos dropped onto the mattress. They were identical, except for the size. There was a five incher, two seven inchers and a nine incher. The largest dildo was my length, but not nearly as thick as I am.
Linda place one of the seven inch dildos to the side and explained, “We’ll use these three to stretch my ass open and save the other for my pussy.”
She continued, “I might get out of control, but I’ll let you know what to do.”
I smiled confidently at her and suggested, “How about if you trust me and let me give your ass the best workout it’s ever had?” Linda was thinking about an answer, when I continued, “If I do something wrong, tell me. Other than that, enjoy. OK?”
When Linda smiled, I reached for the lube and squirted a dollop onto my finger tips and instructed, “ass up.”
Linda rolled onto her stomach, climbed onto her hands and knees and pointed her ass in my direction. As she settled into place, I continued, “head down … legs wider … pull your ass cheeks open.”
She looked so sexy, with her ass high and legs in a “V”. Her head and shoulders rested on the mattress and each hand held a full white globe open, stretching her crack wide. Her pink crinkled anus and swollen and dripping pussy was spread for me.
I started slowly and rubbed the KY in a circular motion, over her anus and Linda purred at I pressed harder. I teased her and kept the pressure to a point, where I didn’t push through.
“MMMMmmmm. I’m getting fucking hot.”
I squirted a second dollop directly onto her asshole and rubbed some more.
When my index finger popped into her ass, she buried her head deeper into the mattress and groaned, “Mother fucker!”
I very slowly finger fucked her ass, feeling her sphincter hold my digit. I pushed all the way in and pulled back, until I popped free. I watched her close, before I pushed my finger back in.
Each time I reopened her sphincter, she swore. “Ooohhh fuck yeah … stretch my slut ass … make me an ass whore.”
My plan was to take my time, and I did, but Linda’s slutty talk was driving me wild. I added more KY and then a second finger and stretched her a bit more.
She groaned again and added, “I’m going to take your giant cock, Chris.”
Picking up the five inch plastic cock, I coated it with lube, eased it to her hole and slowly fucked her with one inch, repeatedly popping it through her ass ring. “You Mother Fucker …,” was her throaty cry.
Slowly one inch became two, three, four and finally five. Each time I withdrew the dildo completely, before opening her again. She let out a noisy grunt with every stroke.
Linda grunted louder, when I switched to the seven inch plastic cock. She said, “Fuck … fuck … soooo fucking good!”
The seven inch plastic tube slid all way the up her gorgeous back side. She kept her ass cheeks spread. I watched the profile of her pretty face, as it lay against the mattress. Initially, she gritted her teeth, as she felt the extra width of the larger dildo, but it quickly turned to a triumphant smile, as I bottomed out.
“Stretch my hole. Get it ready for your fat cock,” was her plea.
When I moved my left hand under her and slid her fingers along her dripping snatched, she begged, “No. Leave my pussy alone. Just work my ass … please.”
My initial thought was, “she sure is an ass slut,” but quickly decided, “That’s a good thing. At least for me.”
Linda knew when I finally pulled the medium cock from her ass, that in a short time, she’d be getting her final stretching, before taking my cock in her ass.
“Do it. Give me the big one. Make it fucking hurt good.”
She yelled, “Oh fuck yeah!” When I pushed the fat dildo head into her rapidly loosening asshole.
I started a slow thrusting action with my arm and Linda was soon pushing back with equal force. It took a few minutes work, but I was soon fucking her with all nine inches.
“Are you ready Linda?”
“Yes! Fuck yes!”
“You’re an ass slut … right?”
Linda grunted, “AAAaahaaaa!”
“Are you ready to be my ass slut?” I goaded.
She half laughed and half grunted, before answering, “Think your man enough, college boy?”
I left Linda with the nine inch dildo up her ass and slid off the bed. I found the bottle of KY and greased my cock. Reaching to her, I grabbed each ankle and pulled her to the edge of the bed. I positioned her on her back and she complained, “I like it from behind better.”
I told her, “I want to watch your eyes, as I take you.”
Linda laughed and replied, “You fucking perv. You want to see me hurting!”
I stood between her spread thighs, squeezed a large dollop of lube into my palm and coated my cock. Reaching for the plastic cock embedded in Linda’s ass, I took a firm hold of the inch sticking out and slowly pulled it out.
I watched her greased round hole slowly close. Taking hold of her ankles, I doubled her over and pushed each foot into the mattress on either side of her head. “Guide me to your entrance,” was my instruction.
I could feel Linda’s hand surround my staff. She traced the head through her ass crack and settled me against her pucker.
Her eyes were blazing and she asked, “Please. Go slow.”
Despite the time spent trying to loosen her asshole, she was still incredibly tight. She gritted her teeth and closed her eyes, as I leaned in and put more pressure on her slicked up anus.
Linda moaned, “Oh fuck … Oh fuck … mother fucker,” as I popped into her ass.
She looked up from her position on the bed and instructed, “Don’t you fucking dare take it out. Now that it’s in, keep going. Just go fucking slow.”
Linda played with her tits, pussy and clit, as I inched my fat cock into her rectum. “How much more?” She wanted to know.
I looked down at the sexy Mom and told her two more inches. She suggested, “Start ass fucking me. Pull an inch out and try to jam more in.”
It sounded like a plan and I slowly started humping her lubed butt hole. It took another few minutes and twenty or thirty strokes, until I was firmly stuffed up Linda’s butt.
“Fuck me! Fuck me harder.”
I leaned in, balanced myself and started thrusting. I pulled four inches out and pounded back in. She was so unbelievably tight that I knew I wouldn’t last much longer.
“I’m getting close, Linda.”
She was still working her clit and begged, “Not before me!”
And after another minute, she groaned, “Yes … Fuck … Cumming.”
Linda reached around me, and palmed my swinging balls and I immediately started pumping my load into her ass.
When my cum was over, I flopped on the bed next to Linda and rested. We didn’t say anything for the longest time, until Linda started giggling.
I looked over and said, “I’m sorry I was so funny.”
She slapped my chest and answered, “Don’t be a jerk. You know that was about the best sex ever!”
She reached for my hand and together we climbed out of bed and walked down to the living room. She found her phone. Linda started typing a message and before sending it, let me read it. It was to Sherry and it said, “I picked up a young stud with a wrist thick eight inch cock. He came in my mouth, pussy and ass. I’m still the biggest slut you know! Good night!”
Linda and I got together one night a week, when her daughter was with her ex. Although I enjoyed her company, I liked the sex even more. Linda took me in her cunt, mouth and ass, every time we were together.
It was a Wednesday night, about a month into our relationship. Linda had texted me, told me her daughter was with her Dad and asked if I wanted a late date.
I texted back, “Absolutely.”
A few moments later, my phone beeped and I read, “I have a really perverted surprise. Are you up for it?”
“Can’t wait,” was my reply.
I was stunned when Linda responded, “We can’t either!”
“We?” I wondered!
After the end of my life guard shift, I took a quick shower in the pool’s locker room, dressed in shorts, a tee shirt and sandals and headed directly to Linda’s house.
She met me at the door, as I was about to knock, opened the door and pulled me against her sexy body, and kissed me deeply. As we’d been hooking up weekly since our first night together, I was far from shy.
Linda was wearing a short summer dress. Reaching behind her, I slid my hands up her legs and with the back of the dress bunched at her waist; I palmed and squeezed her round athletic ass cheeks. I was rock hard and pulled her against my cock.
As Linda ground her pussy against my wood, I heard, “Wow! You’re starting pretty quick!”
Linda started laughing, before our kiss finished and with one arm over my shoulder, stepped to my side. “Chris, say hi to my friend, Sherry … and Sherry, say hi to my … ummm … stud, Chris.”
I was somewhat embarrassed to be the center of attention and in the company of two attractive older women. Sherry seemed to be older than Linda and in her early 40’s. She was slim, with dark shoulder length hair, dark eyes, thin lips and a very flirty smile.
“Hi stud … I mean Chris.”
I laughed and answered, ‘Hi Sherry.”
“Sherry’s birthday was last weekend and I wasn’t available to celebrate with her. I invited her over for dinner and dessert. We just finished a delicious chicken and pasta dish and some nice wine. Now that you’re here, we can start dessert!
Sherry and I both said, “What????”
Linda stifled a laugh, closed the door behind me and grabbed the bottom of my tee shirt and pulled it over my head. Just as quickly, she unbuttoned my shorts and gave a tug. She pulled them over my now raging cock and let them drop to my ankles.
As she stepped aside and turned to Sherry, she said, “Sherry has been divorced for a couple of months. Unfortunately, she has made some poor choices, as far as men are concerned. Tonight, you and I are going to show her that there are some decent guys around.”
As she talked, Linda wrapped her right hand around my hard-on and gently stroked my length. When I glanced over at Sherry, her eyes were focused on her friend’s hand.
Linda suggested, “Come on over and feel him.”
It took nearly a minute, before Sherry took the three steps to my other side. As her hand moved to my crotch, Linda let go. I watched as Sherry’s small delicate hand surrounded my meat. She croaked, “Holy shit!” As she slowly stroked from my balls to the cock head.
My right arm was around Linda’s waist and I was holding her to my side. My other hand automatically circled Sherry’s waist and she stepped into my left side, as she continued to lightly jerk me.
I turned my head and kissed Linda. Our lips mashed together and our tongues explored each other’s mouths. My hand dropped to her dress covered ass and as I squeezed, she moaned into my mouth.
When our kissed ended, I looked to Sherry. She smiled and leaned into me. Our kiss started tentatively, but soon escalated. As her mouth opened, to accept my tongue, my hand dropped from her waist, and covered her small tight ass cheek.
For the next few minutes, I swapped kisses with both Sherry and Linda and was shocked, when Linda leaned past me and kissed Sherry. Sherry was just as surprised, but after a moment’s hesitation kissed back just as passionately.
As our kiss marathon continued, my right hand moved under Linda’s dress, worked under her thong and into her steaming slit. She moaned into Sherry’s mouth as a dipped my finger in and out of her slick hole.
Sherry wiggled her ass, as my left hand forced its way into the waist band of her tight shorty-shorts. I couldn’t reach her twat, but was able to reach between her small ass cheeks and rub her tight anus.
Sherry broke her kiss with Linda and moaned, “He’s fingering my ass!” Linda laughed and responded, “And he’s fingering my pussy.”
Linda stepped toward her friend and unbuttoned her blouse. The white bra had a front clasp and Linda flicked it open with a practiced twist of her wrist.
I took a step back and watched Linda push the blouse and bra off Sherry’s shoulders. As Linda reached for the buttons of her shorts, I saw Sherry’s small perfect pink nippled tits. A second later, Sherry’s shorts dropped from her slim waist and she was completely naked.
As Linda inspected her friend, I stepped behind her. I pulled dress over her head, unsnapped her bra and pushed her thong to the floor. She was also naked within half a minute.
I’ll admit that I was hornier than I’d ever been. I suspected that tonight was going to be about Sherry, but I wanted … no needed … to sink my dick into some warm pussy. Since Linda and I had been fucking each other’s brains out for a couple of weeks, I decided she was going to be first.
I took hold of Linda’s arm, guided her to the side of the couch and with a hand on the shoulder, pressed her over the arm, while coaxing her feet apart.
Linda said, “Sherry first,” as I stepped behind her, lined my cock up against her steaming cunt and sank my cock to the hilt on the first push.
She groaned, “UUUrrrrggggg,” as my crotched slapped against her ass. And then continued, “Please! Not me!!! Fuck Sherry!!!”
I held her hips and banged her tight wet pussy and responded, “Sherry can have me next. This one is going to be short. I’m getting close already!”
The greatest benefit of my time spent in Linda’s bed is, she taught me to think of my partner. Although I knew I wouldn’t last long, I wasn’t going to cum, until Linda orgasmed first.
I pounded her hard and felt Linda’s finger play with her swollen clit.
“Fuck me … Fuck me … Fuck me … Fuck me,” was Linda’s urgent cry.
Linda groaned out loud, stiffened and shook as she came and as she settled, I saw Sherry off to the side. I told her, “I need to cum. Grab my balls!”
Sherry walked behind me, put a hand on my shoulder and ran it down my back. When she reached my ass, she paused, gave me a squeeze and asked, “Are you going to fuck me just as good?”
I told her, “Ten times longer and ten times harder.”
She smiled, leaned in and kissed my lips. Her hand reached lower, cupped my balls and massaged them.
I fucking exploded and yelled, “CCCcuuummmng,” as I pumped my first load into Linda’s cunt.
My cock started to shrink, but I stayed buried in Linda’s pussy. I reached for Sherry, put my hand on her waist and pulled her against me. “That was fucking great!”
Sherry laughed and answered, “I think Linda did more work than me.” She waited a second before asking, “How long until your hard?”
I pulled her against me and kissed her, before asking, “Will you suck me hard?”
Sherry’s smile was wicked and she answered, “Hell yes!”
As I pulled from Linda, she whimpered. “We’re going to your room,” was my comment to my sexy prone fuck-buddy,” as I took hold of Sherry’s hand and led her up the stairs and to the master bedroom.
We were both completely naked when we entered the bedroom, when Sherry said, “Let me get a wash cloth from the bathroom.”
I caught her arm and pulled her to me. Our bodies pressed together, I cupped her ass, kissed her and said, “Do you want to be a good-girl or do you want to try being a slut tonight?”
She looked back questioningly and stated, “A slut.”
I smiled and told her, “Sluts don’t need to wash their friend’s pussy juice, before sucking me.”
Sherry’s eyes grew wide and after a pause, she let out a laugh. She sank to her knees, fisted my half hard cock, before opening wide and taking my cock head and first couple of inches. Sherry’s mouth felt incredible and I was fully recharged after just a short couple of strokes.
She couldn’t deep throat me completely, but slowly sucked the first six inches over and over. When she needed a break, Sherry licked my hard stalk and hairy balls and would then take me back into her warm moist mouth.
When I heard noise behind me, I turned and saw Linda standing in the doorway. She asked, “How’s Sherry doing?”
“Fucking great,” was my answer.
“How does Chris taste?”
Sherry grabbed hold of my cock and pulled her mouth off. She looked to Linda, smiled and responded, “He tastes great.” And after a beat continued shyly, “and so do you.”
Sherry held on to my waist and climbed to her feet. She walked to the king sized bed, sat at the edge, leaned back and spread her legs. Looking at Linda, she asked, “Can you slide him into me?”
Linda giggled, walked to me, grabbed my cock and pulled me, cock first to her waiting girlfriend. I stepped between Sherry’s spread legs and let Linda take control. She traced my cock head along Sherry’s pink wet slit. When Linda tapped my cock head against Sherry’s clit, she jumped and moaned.
Linda took a few minutes teasing Sherry. At one point, she pushed my cock into the crease of Sherry’s ass. Sherry jumped, slid away and said, “No anal. At least not tonight.”
We all laughed and Linda moved my cock to the middle of Sherry’s opening. I flexed my hips and pushed half my fat dick into her waiting hole. She opened easily and mewed, “So big … so fucking big!”
Linda traced a hand over Sherry’s small “A” cup breasts and tweaked her erect nipple, but Sherry didn’t react, as I was fucking her hard. My fat cock was pumping in and out.
Linda lay down next to Sherry, took her face in her hands and turned her. Linda kissed Sherry and the two MILF’s traded tongues, as I pounded the sexy woman.
Sherry had two small cums and they climbed to a huge explosion. She yelled, “Fuuuuuuuuuuuuck!” I fucked Sherry through her bucking climax and when she settled, I pulled out and instructed, “turn on your hands and knees.
Sherry scrambled into the new position. I pushed into her gapping snatch and started pumping. As my cock, pistoned in and out of Sherry, Linda crawled under her friend. Her head was under Sherry’s spread cunt and I felt her fingers circle Sherry’s clit.
Seconds after Linda started fingering her friends clit, Sherry started bucking hard and yelling, “Cumming … Cumming … Fucking … Cummmmmmmmmmmiiiinnngggg.”
As she finished, Sherry slumped down. Linda moved her hand from Sherry’s pussy and cupped my balls. Her hand felt incredible as she massaged them.
I groaned, “Ganna cum,” as I pumped my second load into Sherry’s open hole. My cock started to shrink almost immediately. I pulled from Sherry and took a step back.
Linda was between Sherry’s spread thighs. She reached her hands up and palmed Sherry’s ass cheeks and pulled Sherry’s open cunt to her mouth. When Sherry’s cum drenched pussy was an inch away, Linda said, “This is a new way to eat Chris’ cum.”
Sherry dropped the last inch and implanted her twat onto Linda’s face. Linda started licking my cum from her girlfriends snatch at the same time Sherry dropped her face into Linda’s pussy and began licking my first load from her friends snatch.
I’ll admit, it was an incredible site. I’d always liked girl on girl porn and watching two mature MILF’s in a hot 69, eating my cum from each other’s cunts was an absolute high!
After watching the action for a while, I felt myself getting hard. Linda watched as a started fisting myself and she interrupted me. She said, “Chris, would you mind if Sherry and I were alone for the rest of the night?”
“Of course not,” was my answer. I kissed both women, went back to the living room and found my clothes, dressed and left.
My summer continued and I was fucking two hot older women on a weekly basis. Sherry finally gave up her ass the next week and I was getting six holes. I didn’t think life could get any better.
On Wednesday night toward the middle of the summer, I stayed late in the pool office to finish up some schedules and paperwork.
Around 8:30, my phone rang. Two fraternity brothers were in town to visit me and they’d arrived in the pool’s parking lot. I straightened out the office and was heading through the park a minute later.
Joey and Phil got out of their car as I approached. We high-fived and started making plans for the rest of the night.
We were all somewhat startled, when we heard a female voice ask, “Are you Chris?” The voice came from the open window of the only other car in the parking lot.
The car was parked a few spaces away. I bent down, as I took a couple of steps toward the car and answered, “Yeah. I’m Chris.”
As it was semi-dark, I had a hard time seeing into the car, but the woman looked familiar. She introduced herself and said, “I’m Beth. Ummmm. I’m dating Linda Murphy’s ex-husband.”
I remembered seeing Beth earlier, when she had been with the ex. She continued, “Can I ask you a question?”
By this time, I was at her car, was squatting down, with my arms on the passenger side door. She held out her phone and I could see one of the pictures, I had taken with Linda and sent to her ex. It was a picture of my cock, laying next to a ruler and hitting the eight inch mark.
“Is this you?”
When I shrugged, Beth asked, “Aren’t you going to answer?”
I shook my head and said, “No.”
Beth smiled and told me, “I’ve seen you drive to Linda’s house a couple of times. I’m pretty sure it’s you.”
With the phone still pointed at me, she flipped through each of the eight pictures, we’d sent the ex. Beth continued, “Bill is on a business trip and I was … uuummm … thinking about these pictures. And I was thinking about you. I got incredibly horny. Do you want to come over to my condo?”
Beth was really hot. She had shoulder length dark hair, was slim and athletic with small tits, under a halter top, and nice legs sticking through a pair of shorts.
As much as I wanted to fuck her, I had to decline and told her, “My college buddy’s just arrived for an over-night. They’re on their way to Cape Cod. I’m going to hang out with them. Maybe another time?”
Beth shook her head and told me, “Bill hardly ever travels. He’s pretty jealous and it’s hard for me to get out alone. This is probably a one-night chance.”
It was killing me, but I told her, “Sorry Beth. I just can’t get together tonight.”
She begged, “Please? I’ll let you do anything you want!”
I told her, “I’m not leaving my friends alone.”
Rather than accept defeat, she took a second before hesitantly asking, “Do you think your friends will want to come?”
Although her question caught me totally off-guard, I acted cool and answering for my friends, told her, “I’m sure they’ll be willing to come.”
“Bill is coming home tomorrow. You won’t leave any marks on me?”
“We won’t leave any marks, but I suspect you’ll be really sore.”
I watched Beth’s smile light up the car and she answered, “I like sore!” She continued, “Do you know where the Meadow condo’s are?”
“I do,” was my answer.
“I’m in unit 128. Do you want to follow me or do you think you can find it?”
I told Beth, “We’ll meet you there in thirty minutes. We’re going to stop for some beer first.”
Beth started her car and I watched as she drove out of the parking lot. When I got back to my buddy’s, Phil asked, “What was that about?”
I laughed and told them, “I’ve been fucking her boyfriends, ex-wife. She heard I was hung. Her boyfriend is away on business, so she came over to ask me to fuck her.”
Both Phil and Joey started to laugh and Joey said, “You’re full of shit!”
Instead of answering, I continued, “I told her I couldn’t fuck her tonight and was going to hang out with you guys instead.”
They laughed even harder as I told them, “She offered to do us all. I told her, we’d meet at her place after we picked up some beer.”
“Holy shit, Harrington. This is unreal!”
A half hour later, we were at Beth’s front door. She was understandably nervous, as we filed past her. Without asking, I headed to the kitchen and put the case of beer in the mostly empty refrigerator.
Deciding to speed things along, I stripped off my shorts, tee-shirt and flip-flops and re-entered the living room naked. Joey and Phil were making polite small-talk with Beth.
They were all at a loss for words, as I joined the group. Beth reached out and grabbed my cock and after stroking it, she said, “Yep! I knew the pictures were you!”
Phil said, “Pictures? What pictures?” As I put a hand on each of Beth’s shoulders and nudged her to her knees. As she started to kneel, I took hold of the bottom of her halter and pulled it over her head, as she dropped in front of me.
Topless, Beth took hold of my rock hard cock and guided it to her mouth. She kissed it, licked it and sucked it. Beth was an incredible cock sucker and just like Linda, was able to deep throat my entire length.
As Phil and Joey watched on, Beth grabbed an ass cheek in each hand and slowly sucked my cock. When her jaw needed a break, she used her head to nudge my cock out of the way and she bent her head and sucked my balls.
Beth wasn’t in a hurry and seemed to enjoy lovingly sucking me. She’d slowly deep throat me for a dozen strokes and then suck my balls. It was incredibly sensual. After nearly fifteen minutes, I wanted to cum. I took hold of her pretty head and started to fuck her.
Beth’s hands stayed on my ass as she hung on. It didn’t take long and I was soon blasting a load into her mouth. Beth gulped down every bit of cum.
As she caught her breath, at my feet, I said to my friends, “Why don’t you strip.” I nodded toward Beth’s living room and told them, “Go sit next to each other, on the couch.”
Phil and Joey pulled their clothes off and headed to the couch, I helped Beth to her feet. I kissed her cum soaked mouth, then bent, unbuttoned and unzipped her shorts and tugged them over her hips, until they fell to the floor.
Beth took my hand, stepped out of her shorts and let me lead her into the living room. She knew what to do and kneeled in front of the guys. Using the same slow deliberate speed, she sucked Joey and then Phil. She went from one cock to the other every minute or so.
I watched her bobbing her head on cock from a near-by chair, until I was hard. I walked behind Beth’s upturned ass, settled behind her, lined my cock up with her needy pussy and pushed in.
She spit out Phil’s cock, when I entered her, but resumed her cock sucking, when I bottomed out and found my rhythm.
Beth was amazing. She came after just a few minutes, but kept a cock in her mouth. Her body tensed. She shook. Her cunt gripped my cock, but she kept sucking the boys.
Her head went back and forth between Phil and Joey’s cocks, as I pounded her from behind.
Joey was the next to cum and Beth savored every drop, before moving back to Phil. As she deep throated Phil’s cock, Joey moved to the side and sat in a chair to watch the sexy action.
I kept drilling Beth and she’d cum every few minutes, while Phil enjoyed an uninterrupted blow job. It didn’t take long. Phil erupted into Beth’s mouth and with a load of cum, she grunted and groaned through another cum, as I dumped a second load into her cunt.
Phil and I stood and took a step back. Beth was in a sex trance. She was kneeling on the floor, with her head resting on the couch. I thought it might be a good idea to give her a break, but Joey had other ideas.
He was rock hard again. He helped Beth onto the couch and onto her back. She started to protest, when Joey spread her legs, but she didn’t get a chance to talk, as Joey pushed his cock into her wet hole. As he started to pump into her, Beth’s left hand found her clit and she started to rub.
As I headed to the kitchen for a beer, I heard her grunt, “Cuuuummmming!!!”
Joey was going strong, when I returned with four beers. Phil and I drank our, as Joey fucked Beth’s well used pussy. He lasted over twenty minutes and when he finished dumping into her and pulled out and stood, Phil immediately took his place.
Beth grunted, “Mother fuckers!” But wrapped her legs around Phil and hung on, as she continued her gang-bang.
Phil fucked her from the top and after a few minutes, wanted to switch positions. He pulled Beth on top of him, but she was so tired that she barely moved. He switched to a doggie and was able to fuck her, until he pumped a load into her well-used pussy.
I passed Phil and a somewhat embarrassed Beth each a beer. When we all finished our drinks, I got another round. Beth asked, “So … am I as big a slut as Linda?”
In unison, Joey and Phil asked, “Who’s Linda?”
I told them all, “I don’t talk about my sex life.”
Beth continued, “I like to get fucked in the ass, as much as Linda!”
Joey and Phil asked again, “Who’s Linda?”
I asked, “Do you really care who Linda is, or do you want to ass-fuck Beth?”
It was quickly decided that we wanted more sex. Phil lay on his back on the sofa and Beth straddled his waist, aimed his cock at her pussy and lowered herself onto him. I knelt behind her, held her hips steady and pressed into her tight asshole. Joey took hold of a fist full of hair and pulled her mouth to his cock.
We made her air-tight and used her holes together. I wanted to cum and told the other guys to hold still. The others held their cocks still, inside Beth, while I grabbed her hips and power fucked her asshole. She was incredibly tight and I filled her rectum with cum in just a few minutes.
When I was done, Joey pulled from Beth’s mouth and took my place at her ass. He fucked her for another fifteen minutes, before he shot his spunk into her.
When Joey pulled out, Phil hugged Beth to him and rolled her onto her back. He pulled from her pussy and pressed into her cum filled asshole and started to stroke her.
We found out later that it was Phil’s first ass fuck. Despite already cumming, it only took two minutes, before he unloaded into her now abused asshole.
We had another beer and rested. Beth asked, “Will you fuck me, like you’ve been fucking Linda and Sherry?” We all laughed when Joey and Phil demanded, “Who are Linda and Sherry?”
Rather than answer, I asked, “What about your boyfriend? I thought he kept you on a short leash?”
Beth answered, “He does! But I want to get fucked by you again.”
Although I was sexually exhausted, I knew I wanted to be with Beth again. I told her, “Give me a call when you can get free.”
She nodded her thanks and said, “I’m going to take a shower and go to bed. Will you see yourself out?”
We agreed and she stepped to each of us and gave us a kiss, before turning toward the stairs and climbing to her second floor bedroom.
We sat in her living room and had another beer, as we heard the shower start upstairs. A few minutes later, as we finished our beers, Phil asked, “Since you’re going to get to fuck her for the rest of the summer, do you think she’ll care if Joey and I stay the night with her?”
I told them, “There’s only one way to find out.” I shook their hands, as they were leaving for Cape Cod in the morning, wished them luck and headed to the door, as Joey and Phil started climbing the stairs for the next round with Beth.