I was 25-years old when Gloria one of my lady friends introduced me to Lana, a glamorous and exciting woman close to forty-years old, incredibly exciting it turned out. Lana was a bi-sexual sex machine.
“Gloria speaks highly of you Jon, you sound like my ideal type of man, a young stud, she told me you are really well hung and can fuck all night long. Is that true?”
Two nights later I took great delight in showing Lana I really was well hung and could fuck all night long. We did make love and fuck for what seemed all night long. I quickly learnt Lana was obviously very sexually experienced, asking me lots of questions while we made love and more questions in the afterglow.
“Would you like one of my girlfriends to watch us making love?” Gloria, the women who had introduced us did watch us making love a few nights later.
“I want to take you to places you probably never thought existed, teach you new levels of sexual pleasure. Let go of your inhibitions, let your sexual pleasure pleasure take over, let our sexual pleasure take over.
“Would you like another man to watch us making love? What would you prefer, a man my age, or a boy younger than you?” A young boy did watch us a few nights later. The first time a male had ever watched me making love to a woman. Surprising myself how much I enjoyed flaunting my erection for another younger male and how much he enjoyed watching me fucking Lana. Masturbating for us while he watched. Stretching my sexual boundaries.
Lana kept on pushing our sexual boundaries, really piquing my interest when she asked, “Would you be comfortable watching a man younger than you giving me cunnilingus, eating me out? No? What if there were two young men, one for you and one for me?”
I had been bi-curious for years, why not tap into this opportunity, let my voyeuristic side watch another man sexually pleasure my older lover while she watches a young man satisfy my bi-curious side.
Lana had gone to a great deal of trouble to arrange two spunky boys, just twenty-years old, watching me undressing her for them. Both of us determined to tease the boys. She had her back to the boys while I helped her skirt fall to the floor, both of the boys gasping at the sight of her magnificent big ass bulging out of her tiny black thong, then turning before her thong fell to her ankles, showing the boys her exciting, shaved pussy.
It was the first time I had ever undressed to flaunt my cock for two young boys. Teasing my nipples with my fingertips while Lana and the boys watched my cock harden. Deliberately tempting the boy who Lana had obviously set up to give me a head job.
Lana and me holding hands while we watched the two boys undressing for us. She had chosen very well, two beautiful young males with six-pack bodies and magnificent erections. I had never, ever thought a naked young boy’s body would be a turn on for me. Until then.
Lana and me were standing with our back to the wall as the boys went down on us. Both of us murmuring, “Oh fuck yes,” as the boy’s tongues and lips found our sex. Lana’s hand on her boy’s head, guiding his tongue to her clit while I had two hands on my boy’s head to guide his lips and tongue along my erection.
These two boys were exceptional. Asking myself why have I waited so long for another male to give me a head job? It got even better when my boy stopped to tell me, “Your cock is magnificent, so big, so thick, so hard, I have never had any man as big as you.” Boosting my ego.
It got even better still when Lana and her boy stopped to watch my boy bring me off. How does a boy that age know how to please another man like that? Teasing and edging me, draining my balls. Lana kissing me with her tongue as I fought to hold back my orgasm. Almost screaming in pleasure when I orgasmed. Incredible, so good.
Then my boy and me watched the other boy giving Lana cunnilingus, licking her engorged clit, telling him to, “Lickamycunt, lickamycunt, lickamycunt.” Teasing and edging her to a climax, then a second climax.
Constant, exciting new sexual challenges for me from Lana. “I want you to tease another man for me, Tony, tempt him to give you a head job while I watch. You know by now most of my male friends are in awe of your large, thick cock.”
When Tony arrived just as Lana had wanted I was naked with my back to a wall, my freshly shaved flaccid cock dangling between my legs. For the first time in my life I was enjoying the thought and expectation of teasing another man with my cock, wanting to gain an erection for him. Wanting to watch Lana watch me receiving a head job from him.
“i told you he was impressive Tony,” Lana told him as she watched my cock harden for him. “Show both of us how good you are Tony.” He was good, incredibly good, new levels of sexual pleasure for me with Lana watching and talking to both of us. “Tease him Tony. Edge him. Like that, just like that. Your cock likes that doesn’t it? Look how hard you are for Tony.”
Lana knew she had a huge hold over me when she asked, “Would you like to watch me suck a man with a huge cock? A man even bigger than you? Even better still I would like to watch you suck a man’s huge cock, bigger than you. at the same time. Will you do that for me?”
So tempting for me. How could I refuse?
A few nights later Lana had two naked men, both younger than me, standing with their backs to the wall. They both had huge cocks, bigger than me. So tempting, while I watched Lana sucking her man’s huge cock, bigger than me. Recalling her exact words, “I would like to watch you suck a man’s huge cock, bigger than you. at the same time. Will you do that for me?”
She did watch me do it for her. Surprising myself how easy and effortless it was for me to give another man fellatio without any inhibitions. Totally in control while teasing and edging him to a noisy orgasm. The relief hand job he gave me afterwards while Lana and her man watched was further exciting confirmation of my bi-sexuality.
“Would you like to watch a teenage girl seduce me?,” Lana asked one night in the afterglow of a wonderful session of sex. How could I say no? I had often enjoyed watching porn videos of young girls seducing women twice their age. Always impressed how young girls could turn on an older woman.
Jilly the teenage girl was so confident while I watched her approach Lana, kissing her with her tongue, Lana returning her kisses, slowly undressing Lana. Seducing her, totally in control, making Lana want her. Licking and sucking her nipples, licking her clit, making Lana gasp.
“Sit on my face Lana, so I can lick you while Jon fucks me with his tongue.”
What a woman.
One day Lana phoned and gave me the name of a major hotel chain. “Barb and Ronald are expecting you at eight tomorrow night, room 717. Dress to impress them. And go with the flow.”
I had no real idea why Barb and Ronald were expecting me in their hotel room, though by now I was starting to suspect Lana’s friends were part of a high end prostitution ring. Had I been seduced, groomed and trained as a male gigolo?
I did dress to impress and decided to go with the flow when I knocked on the door. “Lana speaks highly of you, Barb and I have been looking forward to meeting you,” Ronald the forty-year old naked male told me as I walked in the door. Barb, his forty-year old wife was also naked apart from her heels. Oh wow, what a situation, wonderful eye candy, two forty-year old gorgeous naked bodies for my visual pleasure.
When Ronald handed me an envelope stuffed with $100 banknotes I was very ready to go with the flow.
“Lana speaks highly of you Jon, you sound like our ideal type of man, a young stud, she told us you are really well hung and can fuck all night long. Is that true?”
“Barb wants to fuck you while I watch,” Ronald told me as I removed my shoes and shirt, then my slacks, enjoying being the centre of attention for both of them, flaunting my naked body and my erection for both of them.
“Barb wants you to worship her big ass, so do I,” Jon told me as he sat me on a chair when Barb stood close by to show me her naked, magnificent, big ass, clenching it for me while I licked and kissed it
“You are really well hung,” Jon told me as he took my erection between his lips while I worshiped his wife’s ass. So good.
“Barb wants to fuck you while I watch,” Ronald told me before Barb lowered herself onto my erection. He did watch his wife fucking me with my hands grasping her magnificent big ass, the three of us watching in the wall mirrors as he masturbated. The first time I had ever watched a man masturbating while I was fucking his wife, an extra turn on for me and his wife.
“Would you like to tell me about last night? Were the arrangements satisfactory?,” Lana asked when she phoned me the next day.
“They were most satisfactory, the first time I had ever watched a man masturbating while I was fucking his wife, an extra turn on for me and his wife.”
“I have another couple who would like to meet you.”
A week later the same hotel, though a suite, not just a room, on a much higher level. A cougar woman with a man younger than me, not much more than a boy. “We both have a kinky thing about watching a man masturbate for us. Especially a well hung man. Are we on the same page?”
We were on the same page when I watched them undressing each other. The woman was a very confident and most attractive brunette in her mid-forties with a voluptuous size 12-14 body, an all over sun tan apart from a thin white bikini line, smooth skin, wonderful thighs, modest breasts and a magnificent big ass and an exciting, closely shaved jet black pussy.
“I want you to masturbate for my boy and me, for both of us, for our sexual pleasure. I want you to turn on both of us while you masturbate”
Her boy was very pretty, very tempting for me when he asked, “Will you masturbate for me while my aunty watches?”
A new scenario for me, a challenging and exciting one for my kinky, bi-sexual side. Any doubts I had about gaining an erection to masturbate for them had evaporated even before I watched the naked woman undress her boy. Wonderful eye candy for me as I stood with my back to the wall glancing at myself in the wall mirror opposite. Staring at the naked bodies of the boy and the woman.
The boy was teasing my balls with a fingertip, as they watched my cock harden for them, applying copious amounts of lube to my cock, almost fully erect for them as I commenced masturbating.
“My sister Lana speaks highly of you Jon, you really are a sex machine, she told me as kissed me with her tongue while I was masturbating for the young boy and her.
Repeating, “You really are a sex machine, a bi-sexual sex machine Jon,” as she watched the boy suck me to orgasm.
