Laying the Groundwork

"Extending the boundaries with my fiancee"

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My fiancée and I always have been a bit more adventurous than the average couple when it comes to sex. While we both enjoy the sensual feeling of pure, romantic love-making, we also tend to get a bit rough and voracious when the moment calls. In the past, we had experimented with some anal play, with me initiating most of the contact on her. Fortunately for me, her hands also had wandered a few times in the shower together.

Nevertheless, this was the extent of our pushing the boundaries from that perspective. I always had been hoping to take the next step, but feared how some of my fantasies would resonate in her mind. To my surprise, one fateful day answered all of my questions.

It started like any other Saturday afternoon of unbelievable sex and I mean that in a good way, as it always was unbelieveable. She was on top and was in a particularly rowdy mood, yelling at me to fuck her with my rock hard dick. As her excitement grew, I told her that we needed to order a vibrator so I could rub it on her clit and then slowly slide it into her ass while I fucked her. I watched her face melt in pleasure at the thought of both her ass and her pussy being filled at the same time. I also saw a look on her face like the wheels in her mind were turning.

After a few minutes, she flipped on her back and guided my dick back deep into her pussy. After a few moments of silence, she grabbed my head, pulled my ear close to her mouth, and whispered “I want to use the vibrator on you too.”

At that moment, it took everything I had not to cum. Although I hoped I knew the answer already, I asked what she had in mind. She told me that she wanted to tease me. That she wanted to slowly rub the tip of the vibrator around the outside of my asshole until my dick dripped out of anticipation.

As she told me this fantasy, I couldn’t help but think back to the few times when she had laid on top of me in the past, slowly grinding her pussy against my ass. Instead of listening to the rest of her plans with the vibrator, I jumped right to the point and bluntly said “You want to fuck me don’t you?”

At this question, she moaned in absolute ecstasy “Yes!” she exclaimed.

“I want to lay you face down on a pillow and slowly fuck your ass with a strap-on. I’m going to make you cum harder than you’ve ever cum before.”

To say that we were both dripping wet at this point would be a massive understatement. I could have settled for these unreal revelations that had been exposed, but saw one more massive opportunity to lay the fantasy groundwork in these moments of unbridled passion. You see, I always have had a crossdressing fantasy when it came to my sexual relationships. The thought of a lesbian roleplay or a complete gender role-reversal is enough to make my dick stand at attention at a moment’s notice.

I had some inkling that my fiancée may have felt the same way. In the past, she had confided in me that she enjoyed lesbian porn, even to the point of having me eat her pussy while it played in the background. In addition, there also had been a few occasions where she jokingly had asked to put a bra or makeup on me.

With our passions at their highest, I confidently said “You want to dress me up too, don’t you?”

“How did you know?” She asked, sounding like this last question had pushed her to the absolute edge of exploding.

“I noticed you joking about it in the past and figured that it was something that you wanted.” I explained. “Just so you know, it’s something that turns me on too.”

With that, neither of us could hold on any longer. She screamed at me to fuck her as her body shook and went numb in one of the most powerful orgasms that I have seen. I immediately withdrew my dick and shot reams of cum all over her breasts and rock hard nipples. As we both laid there panting, she finally looked over at me and told me to get the computer. We had toys to buy and many more stories to tell.

Published 10 years ago

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