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Introduction:

“We have been lovers for almost a year honey, though we have never been on holiday together. Would you like to take me to that upstate swingers resort for a week?,” I asked my current man man James in the bath after a wonderful long sex session.

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. While Roberta and I chatted about women’s fashion, clothing and make up, I recalled the night before we left for the resort when we were scanning some porno clips for ideas and inspiration, when we came across some tranny pics. One of the images was a side on shot of a tranny in panty hose and high heels, her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued our already strong libidos.

“Wow, is it too late to add a tranny to our list? That would be a new and exciting experience for me. How about you?,” James asked, his interest piqued.

Another pic showed a tall, slim, tranny sitting on a chair in front of a wall length mirror wearing nothing but heels and a g-string with her large semi-erect cock poking out.

The most exciting ones, and my biggest turn on were a series of pics where a tranny in a very short, open leather skirt and heels had her very thick erection sucked by another tranny with her erection showing. “She really is thick, thicker than you, and the ecstatic look of pleasure on her face has me wanting the same,” I told James.

“I think she is a tranny,” I whispered to James while Roberta was distracted with the drink waiter.

“So do I, how exciting, let’s go with the flow, Would you?;” he whispered with a huge smile. His cryptic, ‘would you?’ A reference to our mutual question when considering new sexual partners, ‘Would you be comfortable giving or receiving oral sex from him or her for twenty-minutes?’

We found a quiet corner table and the conversation became flirtatious. “Are you two here for any special purpose?,” Roberta smirked, as she asked in her deep voice.

“Sexual pleasure, isn’t it obvious?,” I told her as she held my hand.

“Are you bi, both of you?”

“Yes we are. How did you guess?,” James asked Roberta as she sucked his finger.

“The way both of you undressed me with your eyes. I liked it.”

“And why are you here, all by yourself?,” I asked, excited as to where this might lead to.

“Sexual pleasure, isn’t it obvious? Your room or ours?”

“Let’s watch the floor show first? Then your room.”

Roberta was sitting between us, a hand on each of our legs when the curtain went up. “Wow,” Roberta murmured as a young man, early-twenties, wearing a short resort robe appeared and turned his back to the audience. An older couple, mid-thirties, also wearing short resort robes appeared. The male helped the boy shrug off of his robe. “Gorgeous ass,” Roberta whispered as we all admired the boy’s ass framed by a tiny, black jock strap.

When he turned to face the audience with his large cock hanging out of his crotchless jock strap, the male licked and sucked his nipples while he returned the female’s tongue kisses. Then the male and female removed each other’s gowns to show the audience their very attractive naked bodies.

Huge sexual tension in the audience as the boy turned sideways and the male took the tip of his very erect cock between his lips. The tension increased exponentially as the lady stood behind him and teased his nipples while tongue kissing him. “Wow, I like that, very much,” Roberta whispered as she increased the pressure on our knees.

After what must have been five-minutes, the male and female changed places. The male, his erection pushing against the boy’s ass, was kissing the boys neck and teasing his nipples with his fingertips, as the female expertly deep throated his rock hard erection. “Oh wow, I like that even more, such a turn on,” Roberta whispered just before the boy orgasmed.

Roberta was in the middle of us, holding our hands as we walked the short distance to her room. “That show was a wonderful aphrodisiac, I love a man with a big cock, that boy was huge, he must have been at least eight-inches and so thick,” she told us, obviously aroused. My man and I looked at each, both thinking, ‘if you thought that boy was huge, wait until you see what we have for you.’

Huge sexual frisson as she kissed me with the tip of her tongue, then my man as soon as we were inside the door. “I wanted to have you, both of you, as soon as I saw you both undressing me with your eyes. My birth name was was Robert, so Roberta was as an easy change when I turned.”

Roberta sat on a couch, one of us either side of her, and crossed her legs, intent on showing us her wonderful firm thighs As her dress rode up we could see the tops of her stockings and the black straps holding them up, obviously to a garter belt. “You know I want to have both of you,” she smiled as she sucked my middle finger, then my man’s middle finger. “Seduce me, make me want you even more than I want you,” she told us as we watched her remove her earrings. My man always gets a buzz watching a woman remove her earrings in preparation for sex, so did I at that moment.

James took the initiative, his erection already obvious when he told Roberta to stand. He stood behind her, kissed her neck, licked and sucked her ear lobes, his hands all over her big ass, then slid the zipper down before he slid the top of her dress to her hips. Her good size, firm tits looked wonderful without a bra. I was starting to wonder if Roberta really was a tranny as we kissed with the tips of our tongues, before I licked and sucked her small, though erect nipples.

I could see James kissing and licking her naked back with his hands inside her dress, feeling her ass cheeks. I was pleased when I first learnt he has an ass fetish, I like it, so does my ass. So erotic while I alternated tongue kissing her and licking and sucking her nipples.

“I love your big ass,” James told her as he slowly dropped her dress to her ankles, while I watched, enjoying and turned on by the moment. “Magnificent, big and firm,” he whispered, as I mentally agreed. Roberta was now naked apart from her stockings, garter belt and her sexy, black masculine jock strap. Like most jock straps, it had lots of fabric at the front to to cover and support it’s contents, originally designed for sportsmen, before men learnt it could be a mutual turn on for them and a partner, female or male.

Her ass really did look magnificent, framed by the thin straps of the jock strap, enhanced by the black straps from her garter belt holding her stockings, and the areas of white thigh above the stockings. I love dressing in a garter belt and stockings for James. So does he.

“Pass James the oil Veronica, the bottle on the sideboard. Tip some onto his hands.” Roberta and and I resumed kissing with the tips of our tongues while I watched my man enjoy rubbing oil all over her big, firm ass. Wonderfully erotic. “Now you Veronica, oil my ass for me.” Even more erotic as James licked and sucked her tits, his huge erection obvious under his tight slacks while I oiled her ass.

Roberta had a fingertip on the clasp of her jock strap as she whispered, “Undo, it’s too tight now.”

“Oh wow,” James and I whispered in unison, as we ogled her much larger than average erect cock, hairless apart from a trimmed, jet black tuft above and firm, feminine tits, confirming Roberta was a tranny, a most attractive and desirable one.

Not to be outdone, James undressed me slowly while Roberta and I tongue kissed, while glancing at and touching her erection intermittently. I had been looking forward to James flaunting his erection for Roberta almost as much as he, perhaps even more. James didn’t disappoint, his almost ten-inch, thick erection was rock hard as he flaunted it, then touched it against Roberta’s erection to show her just how big he is..

It seemed only natural, for me to lick and suck Roberta’s erection while she licked and sucked my man’s erection.

I had enjoyed watching bi men sucking my man’s cock a few times. The first time was memorable as he flaunted his almost ten-inch, thick erection, hands on hips, as he watched a blond, thirty-year old man, lick and kiss his cock. Then stand with his hands behind his head, legs spread, while I enjoyed watching the blond man gave him a most impressive blow job. Tongue kissing each other as the blond man expertly teased and edged him to a huge orgasm was a magic moment.

I had waited a long time to watch my man suck a cock. Earlier in our relationship I made a point of asking him if he would be comfortable sucking another man’s cock. “No, 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.

“I want you to lick my cunt while my man James sucks your cock,” I told Roberta in a very agitated voice as I watched James commence licking and kissing her nipples with a hand on her erection. “Where do you want me?”

“Sit on my face so I can lick your cunt while you watch your man sucking my cock,” Roberta told me as she laid on her back on the bed.

Any inhibitions James may have had about sex with a tranny were long gone as Roberta and I both ogled his almost ten-inch erection, as he licked and kissed Roberta’s erect nipples, adding to my sexual excitement. At the very moment James took Roberta’s erection between his lips I could feel her eager tongue on my cunt lips. If I told my girlfriends what we were doing at this very moment they would never believe me, I mused. Though I will enjoy telling them soon and making some of them very envious.

“I am so horny, so fucking horny,” I was moaning softly to myself as Roberta’s tongue probed my cunt lips while I watched my man sucking her with half of her erection between his lips.

My body was trembling slightly as my first orgasm came quickly. Then I lost count of the number of increasingly strong orgasms that followed as Roberta’s tongue worked magic on my cunt lips while I watched my man sucking her cock. When she found and teased the tip of my clit I exploded in a huge, noisy orgasm. “Want some more Veronica?,” Roberta managed to mutter as she had her hands on my ass and manipulated my cunt lips along her tongue.

“Your man is very good, did you teach him how to blow cocks like that? He is extremely good, I am very close, so close, your man has a huge erection. Can I watch you suck it for me Veronica. I have wanted to kiss your glorious ass all day. Can I kiss it while you bring him off?,” Roberta was muttering almost incomprehensibly as he tensed and shot a huge load.

“Better still, you can watch him fuck me,” I moaned as I thrived on the sensation of Roberta kissing my ass as my man was thrusting his raging erection into my cunt as we both seeked sexual release.

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