Tranny At The Swingers Resort - Sex Stories

Tranny At The Swingers Resort

We decided to email each other a wish list. “How kinky would you like my list to be?”

“Even kinkier than mine,” I replied.

I met James at a cocktail party. Instant chemistry, me in my early forties, he in his late thirties. I am a little taller than average, shoulder length blond hair, attractive facial features, inviting smile, still a good body and I insist on wearing heels to accentuate my legs for matters sexual.

Before we made love the next night I told him, “I chose well, I thought you would be well hung, and thick, you are huge, I do like a man who shaves his cock so it looks even bigger. Your erection must be close to ten-inches and so thick.” It is he told me, immodestly as I stroked it.

After a few weeks I commenced introducing him to some of my friends. Initially female friends, from early twenties to fifty, I loved showing them how big he was when erect and telling them, “I promised you he was almost ten-inches,” before they had him and he had them while I watched. Even better when I joined in and it became obvious to him I was bisexual. Then I started introducing him to some of my male friends.

I made a point of asking him if he would be comfortable having his cock sucked by another man. “Fine, as long as you watch, and I want to be rock hard for maximum pleasure,” he told me. “Would you like me to watch you suck another man’s cock, give another man a blow job?”

“No, I have lots of other sexual preferences before that one. Though the thought of ...

... giving a blow job to a very attractive tranny while you watch has great appeal. Would you like to watch me pleasure a tranny?” I didn’t reply, my smile before I kissed him passionately was my answer, anticipating the day, or night, it might happen.

The first time I watched another man giving him a blow job was a tipping point for both of us. The previous week he had watched a man tongue fuck me while I watched his lady partner gave him a blow job.

I had asked him if he would be comfortable watching another man tongue fucking me while his partner gave him a blow job. “We could watch each other receiving oral sexual pleasure. What are your preferences? What would turn you on the most? Watching a male tongue fuck me or watching a woman tongue fuck me. Or to phrase the question in reverse, would you prefer to watch a female sucking your cock or watch a man sucking your cock?”

I was pleased the next day when he told me, “You asked would you prefer to watch a female sucking my cock or watch a man sucking my cock? Next time I want to watch a man sucking my cock while I watch another man tongue fucking you.”

Less than a week later, his erection was like an iron bar while we watched each other being sexually pleasured by a younger, most attractive man, while we sitting opposite each other.

I taught him to gain greater sexual control through edging. “It’s a way to get to know your own sexual response, which can lead to better control over your orgasms and longer-lasting ...