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Strap-on Empowerment

Category: Anal Sex
03.05.2021
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Jill and I were always very open to one another about what turned us on, but there was one thing that I hid from her. I had let one of my previous girlfriends to use a vibrator on me while giving me a blowjob. I guess I was just still unsure if this was ok or if it was something I should keep to myself. I knew one thing, and that was that I did enjoy it.

Early on in our relationship we spent a good deal of time talking online and on the phone. It was in one of the conversations that the topic of vibrators and dildos got brought up. I can’t remember now who brought it up, but it was most likely me. I was always interested in sex and thought about it a lot. Anyway, I asked her if she had ever used a vibrator, to which she answered that she had not.

“Have you ever used one?” She asked me.

“Yeah, I have some.” I answered her half truthfully. “Some of my past girlfriends were into toys, and they kind of got me interested in them.”

I could tell I had piqued her interest slightly when she started asking more questions. “How did you use them? Did they use them on themselves while you watched? Did they use them on you?”

It was the last one that made my heart race, but could I tell her the truth? What would she think of me? Would she hang up the phone on me and never talk to me again? These thoughts ran through my mind in a fraction of a second. I knew I could not wait long or she would begin to wonder what she had said that made me speechless.

“It was a mixture of them using the vibrators on themselves, and me using them on them when I would eat them out.” I decided to take the safe route for now unsure of what her reaction might be.

I told her of a couple of my experiences in the past about using vibrators. Trying to gauge her interest in the topic I began to get a little more explicit in some of my stories.

I told her about the first time I used a vibrator on Christie, my girlfriend at the time…

**********

We started out with foreplay like normal. I was kissing on her neck as our bodies wrapped around one another, but still mostly clothed. Our hands roamed over each other’s body like we were mad with lust. I could feel her nipples stiffen beneath her shirt, and my own cock was straining against my shorts begging for attention.

I quickly worked at the button on her jeans and stripped her pants from her. Her pussy was already wet from making out on the bed. I kissed on her lower abdomen and began kissing lower on the outside of her panties. I teased her bit by bit for just a few moments before placing my mouth directly over her clit and blowing air through her damp panties so it was hot on her clit. She let out a moan and squeezed my head between her thighs as my hot breath rushed through her panties.

I reached up to grasp the sides of her panties and began pulling them over her ass. She was so ready to feel my wet tongue on her aching clit she gladly released my head and raised slightly to allow me to pull the panties the rest of the way off her legs. I tossed the damp panties off to the side and admired the completely shaven pussy in front of me. Her wet lips glistened with the juices that were already making their way out of her.

I reached my hand out and gave her pussy a playful slap before I started to lower my head back between her thighs. As I was about to begin licking the entire length of her lips, my eyes closed to completely enjoy her. My eyes snapped back open when my tongue found a realistic feeling penis shaped vibrating dildo, rather than her juicy pussy.

I raised my head up slightly to look at her. She was looking directly into my eyes with a sexy, horny look on her eyes. I took the hint and grabbed the vibrator from her before returning my focus to her. I wrapped my tongue around her clit and began to rub the vibrator up and down her lips. As wet as she was, the vibrator still didn’t want to slide into her tight little pussy. Not even thinking I quickly sucked on the vibrator to get it wet and then returned it to her lips. This time it slid in with only a slight bit of pressure so I resumed my attention to her clit.

I worked the vibrator in and out quicker and quicker as her breathing increased and her orgasm neared. As I fucked her with the toy, my mouth teased her clit to a hard little nub. It didn’t take long before my oral attention had her writhing beneath me and her hands found their way behind my head pulling me into her clit. I ferociously sucked her clit like a tiny little cock until finally, Christie squeezed my head again as her orgasm started.

“Oh, my god!!” she cried out. “I’m cumming! Suck my clit. Please don’t stop.”

I continued to fuck her with the vibrator and sucked her clit until she had finally released her grasp on my head. As she finished coming down I slowly continued to slide the vibrator in and out of her and kissed her gently all over her soaked pussy.

**********

After my story I asked her what she thought. “That sounds so good.” She replied to me without elaborating too much. I could tell she interested, but much like me she seemed to be worried about what I might think. I didn’t press the issue because I was afraid what may come out from me too.

Weeks passed by before the topic of vibrators and dildos came back up. During this conversation though, I finally pushed my concerns aside and confided in her about my past experience with dildos.

“You remember when we talked about this before?” I asked her. “Well, I wasn’t completely honest.”

“You mean the story with you and Christie didn’t really happen?”

“Oh, no that was completely true, but I left out a part after that.” I paused one last time before continuing. “Later on I let her use one of the vibrators on me.”

“What? How?” Was all she could say, but on the positive side she didn’t seem turned off by my comment so I continued. “Well, normally she would use it on me when she was giving me a blowjob, but sometimes she would also use it when she was riding me.”

“Why?” Again, it was still one word questions from her, but I could tell she was interested now. “It started out after I had used the toy on her one time and she had her orgasm. Afterward she returned the favor by giving me a blowjob. She had never been able to make me cum with her mouth, but this time she was determined. After she got me nice and worked up she turned the vibrator on and pressed it up to my asshole. After my asshole relaxed a bit I felt her pressing it into me. The next thing I knew she was thrusting the vibrator into me and bobbing her head on my cock. After another couple thrusts my cum was boiling up in my balls, and then shooting into her waiting mouth. I came harder than I had ever before, and it felt like it was more than ever before too. From then on out she would use the vibrator when she wanted to make me cum.”

“How did it feel?” Finally she was past the shock of what I had told her and was genuinely interested in it now.

“It was amazing. I don’t really know how to describe it more than that though.”

Our conversation changed shortly after that, but that was far from the end of it. When we weren’t on the phone I was looking at vibrators and dildos for us to incorporate into our sex life. Then a new curiosity began to grow inside of me. While I was shopping I ran across the strap-on dildos and a fire was ignited inside of me.

Based on her openness about my past experience I decided to bring this new fantasy out and see if she would help me fulfill it. Of course she was happy to oblige me. At the time I felt as though she was doing it for my benefit only, but now I am not sure she wasn’t as interested as I was.

I shopped online and purchased a strap-on for us to play with, and excitedly waited on our opportunity to use it. The strap-on I purchased was an all black harness that she would wear much like a garter belt with a rubber o-ring to hold the dildo. It came with a black penis shaped dildo that was about an inch and a half wide and about six inches long.

**********

My opportunity to be taken finally arrived after a couple more weeks of waiting. We were curled up on the couch watching a movie and making out when she whispered into my ear “I want to fuck you tonight.”

With those very words my heart skipped a beat and began to pound in my chest. I looked directly into her eyes for what seemed like forever. I was excited, scared, and curious all at the same time. We excitedly got up and moved to the bedroom to get ready. Forgetting all about foreplay we each undressed and I pulled the harness and dildo from the night stand. Since neither one of us had ever used a strap-on I helped her get this one in place and tightened up. After a couple awkward movements and some giggling between the two of us, I finally pulled the last strap tight around her waist to securely hold the dildo.

It was as if I had taken the leash off of a wild animal with that last strap. She looked into my eyes with an almost wicked grin and pulled me in tightly for a passionate kiss. Our tongues caressed one another excitedly. My dick was as hard as ever and sticking straight out from me. As we moved closer I felt her little black fake cock rubbing against mine.

She broke our kiss and stepped back slightly to put a little space between us. Then, without saying a word she put her hands on my shoulders and forcefully pushed me to my knees.

“Suck my dick!” She commanded me. “Make me nice and wet before I fuck your tight little asshole.”

With that I opened my mouth and tentatively moved closer to her bobbing dildo. Questions ran through my head as to if I wanted to do this, or what may happen once I did. Apparently, I had taken to long thinking about it, and Jill decided to answer these questions for me. She reached her hands out and put them on the back of my head. Her touch brought me out of my little trance, but it was no longer my decision to make. She pulled me toward her waiting cock and slid the head between my lips.

As soon as the head was in my mouth my eyes closed and I started to suck on it. Seeing this fueled her fire and she pulled my mouth further down the dildo. She didn’t stop pulling until my nose buried into her stomach and her cock was buried in my throat. I was forced to breathe through my nose as she held me there. Finally, she began to pull her cock out of my mouth and I thought I was going to get a break. All I can say is I was wrong.

She began fucking my mouth like it was her whore. Her forceful fucking caused me to place my hands on her ass to hold on. As she continued her assault on my mouth I found myself pulling her into me with each thrust. My mind was reeling from what was happening, but I didn’t stop sucking her strap-on. I am not sure how long it had gone on, but I realized she had removed her hands and I was using her ass to fuck my mouth as she had started. I paused for a second to look up at her. Her eyes were closed and her head thrown back as she pinched and pulled on her nipples.

I took this as my opportunity to move one hand beneath her to rub her pussy. When my fingers found her slit she was already very wet and they slid in all the way with no trouble. She let out a gasp as I slid two fingers into her tight hole. I continued to suck her fake dick as my fingers slid in and out of her, and then I moved my thumb over her clit to tease it. With my touch and her pulling on her nipples it wasn’t long before she was reaching her climax.

“Oh, god!” She moaned. “I’m going to cum. Suck my dick honey. I want to cum while you are sucking my dick.”

She was getting into being in charge. Her power over me only increased her excitement. I could feel her pussy getting tighter and tighter around my fingers, and her thrusting into my mouth was losing its rhythm. I feverishly rubbed her clit with my thumb feeling it harden under my touch. Then, her body began to tremble as her orgasm ripped through her body. Her hips lurched forward burying her cock in my throat again and holding it there. I held her up with my hands while she regained her strength and finally started to pull her cock out of my throat.

I was finally able to breathe again and my cock was aching from watching her orgasm, but I had the feeling I would not get relief yet. I did not have to wonder long about that question until I had my answer. As I looked up to her from where I was still on my knees she was looking at me with the same sexy, evil grin.

**********

She bent over to give me another lust filled kiss and reached her hand down to grab my throbbing cock. Holding it tightly she pulled me up onto my feet and led me toward the side of the bed without saying a word. Once we reached the side of the bed she turned my cock loose, and slapped me on the ass to turn around. I did. I assumed she wanted and faced away from her and looked across the bed. I felt her move behind me and my heartbeat quickened with the anticipation.

As my heart was beating faster and faster I waited for her to tell me what she wanted me to do, but that was not going to happen. Instead she just put both hands on my shoulders and pushed me forward with quite a bit of force. I fell forward on the bed and just lay still thinking about what was happening. Her hands began to caress my ass and squeeze it firmly. With each squeeze she would spread my cheeks and I could feel the cool air from the ceiling fan blowing across my puckered little hole. Finally she removed both of her hands and I heard the familiar sound of the cap clicking open on the bottle of KY.

It was as if my world stopped at that moment as I waited for what I had been looking forward to. She held the bottle of lube above my crack and squirted some on me. I jumped as the cold liquid ran down my ass leaving a slick trail behind it. She used her free hand to spread it around my hole working it in and allowing me to relax. It wasn’t long before I felt the pressure of her finger on my ass as she slipped it inside me. With my past experiences I was able to relax and let her finger slide in without much trouble.

Sensing I was ready for the next step she pulled her finger out and I heard her squirt some more lube into her hand so she could get the dildo slick for me. No amount of ‘practice’ could have prepared me for what happened next. I felt one of her hands move to my hip and I could feel her getting closer behind me. With my face buried into the bed I can only assume that her other hand was wrapped firmly around the fake cock in the same fashion I had used on her because next I felt the head of the dildo pressing against my ass. She pushed firmly until I felt my ass stretch open and the head slide inside of me.

I gasped with the mixture of pleasure and pain that shot through my body when she invaded me. She held still for a few seconds as my breathing calmed a bit. Then she lurched forward burying all six inches of the dildo inside me in one quick push. I even heard her moan as it slid inside of me. Slowly she started pulling out of me as though she was going to pull all the way out. I even felt my ass stretch again as the head got close to coming out, but just before it would come all the way out she would push back in again.

“Now I know why you like doggy style so much.” She remarked. “This is so hot fucking you from behind.”

I could not even respond to the comment I was so wrapped up in all that was going on, not that she was looking for a response. She had moved her other hand to my hip for leverage, and her pace began to quicken as she began sliding into me faster and harder with each thrust. Every time she pushed into me I would push harder into the bed from her force. My aching cock was leaking pre-cum all over the bed below me and the feeling was incredible. Her thighs were slapping into mine with each push.

Next, she reached up with her right hand and grabbed a handful of my hair pulling my head back toward her thrusting. It wasn’t until then that I realized we were right in front of the dresser mirror. I stared into the mirror watching her fuck me with all she could. The sight was amazing. Her body glistened with sweat from how hard she was slamming into me. Her nipples were as hard as I have ever seen them; the areola was puckered up with excitement. She would alternate between her head thrown back and her eyes closed to looking down at her fake dick sliding in and out of my ass.

Eventually she looked into the mirror and saw me staring at her. Our eyes locked momentarily before she pushed my head back down into the bed with a slightly evil grin. That gesture was met with a hard slap on my ass from her hand as she buried herself into me and held it. Next I felt her lean down over me and run her arms under my chest to grab my shoulders. She was just close enough that I could feel her breasts swaying across my back as she used her new leverage to keep pumping in and out of me. She began to slow her rhythm as she laid on my back and her head resting on my shoulder.

Soon she stopped as she told me, “I’m tired of doing all the work. It’s time for me to lie down and you to ride me!”

**********

She pulled out of me abruptly leaving me feeling empty and wanting much more. I stood up having to hold onto the bed to keep from falling because my knees were so weak from pleasure. She climbed into the bed and rolled onto her back in the middle with her cock pointing straight up from her. The black dildo made such a perfect contrast to her creamy white skin. As I awkwardly moved into a position of straddling her I admired just how incredibly hot she looked lying like that.

Our eyes were fixed on one another as I slowly lowered myself down on top of her waiting dildo. I couldn’t help but close my eyes and moan as I felt the dick slide back inside me. Trying to find out what felt the best I started bouncing up and down on her, but soon changed to basically grinding on her. My rock hard cock bounced and slapped her stomach with each of my movements leaving behind a trail of pre cum. I knew right away this was how I wanted to cum. It just felt so natural in this position so I reached down to her hand and pulled it to my cock. She expertly began stroking me as I continued to ride her with a growing passion.

I leaned forward to place my hands on her heaving breasts and caressed each one lovingly. It didn’t take long before I could feel my semen building in my balls and I knew I was going to cum very soon. I shifted my weight back to make it easier for her to continue jerking my dick.

“I’m going to cum.” I gasped roughly.

“Cum for me baby!” She encouraged me while increasing her pace on my cock. “I want you to cum all over my stomach.”

That was all I needed to push me over the edge as the first jet of cum came rushing out of my dick and shot past her stomach, across her breasts and landed on her shoulder. While I could no longer move other than a twitch, she continued jerking me to coax all of the cum out. Shot after shot of thick, hot cum squirted across her breasts and stomach for what felt like minutes. I felt like it was the most I had ever came in my life. Finally, she had drained every drop of cum from my balls and I was completely spent.

I sat there grinning on top of her in my post orgasmic bliss ignoring the mess I had made of her body.

“Are you just going to sit there or are you going to clean me up?” She asked me in a rhetorical tone.

“I’m sorry.” I responded as I started to finally get off of her and began to make my way toward the bathroom for a towel.

“Where do you think you are going?” She questioned me before I could even get off of the bed. “I didn’t say anything about getting me a towel. Get back over here and lick me clean!”

I paused momentarily to see if she was joking or serious, but I could see that she meant every word of it. Truthfully, as good as I felt I would have done anything for her at that point. I quickly got myself into a position where I was lying beside her and I could smell the cum on her body. Timidly I took my first lick across her stomach barely even getting anything in my mouth.

Surprisingly the taste was not that bad and I decided; “What the hell, I might as well go for it.” My second lick was much more direct and I ended up with a cum coated tongue before swallowing the load. I spent the next few minutes licking every drop of cum from her coated skin, but I saved her breasts and nipples for last. Then I licked all around the breasts teasing her mercilessly before taking each nipple into my mouth one at a time and sucking it hard.

With her satisfied that she was clean, not to mention I was just about full of cum, I moved off to the side of her and lay staring at the ceiling. Neither of us said a word for the longest time just thinking about everything that had just happened. Finally she broke the silence.

“I hope you enjoyed that as much as I did, because we are definitely doing it again!”

“Thank you!” was the only way that I could think to respond. I knew I would be looking forward to the next time she was in the mood to take charge.

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