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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 intercourse.

“It’s a chance to connect with your partner when practiced with a partner, edging can increase intimacy as it requires patience, communication, and understanding. It can help manage premature ejaculation. Edging helps penis owners better understand arousal, gain more control over ejaculation, and promotes relaxation,” I explained to him early in our relationship.

A cocktail party night provided the opportunity to circulate and meet other people at the resort. We were eyeing a drop dead gorgeous brunette woman, Roberta was her name we quickly learnt, circulating without a partner. Tall, slim, killer heels, stockings, a just above the knee black cocktail dress, earrings, an ultra feminine body, her firm, well formed thighs, tits and ass obvious.

“You look drop dead gorgeous,” James told her as we approached and introduced ourselves.

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