On Friday night after the Diva’s concert I was about to find out. My agent, Ada, told me the Diva wants a sex session to help her wind down after her connect.
I am Michael, in my late twenties, 72 inches tall, 168 pounds, a toned, fit body and genetically lucky to possess a large, thick cock, ten-inches when erect. I live in Sydney, Australia and used to moonlight as a gigolo or male escort.
That was before Ada asked me to work for her ‘exclusive agency’. “We have a wide ranging client list, males and females, and lots of constant work,” she told me as she auditioned me. “And we provide for some very kinky people, even famous people with lots of sexual fetishes.”
I quickly learnt Ada had a niche clientele of older women who enjoy watching their toy boy, lover or husband giving a blowjob to a younger well hung gigolo after they have watched her fucking him. It can be incredibly exciting for me if the woman is actively participating, a three-way, even more exciting if the woman has a sexy persona and a good body.
The Diva’s minders had made arrangements for the concierge to take me to her suite at eleven, expecting her to arrive shortly after her concert. The Diva’s recorded hits playing while I waited for her, wondering about her and the myriad, conflicting gossip stories about her.
It was close to midnight while I waited in her suite of the best hotel in town for her. When she arrived, just as a Diva is expected to arrive, she had two minders doting after her, a male and a female, both just a little over twenty.
The Diva was wearing a lightweight, white coat, which the two minders removed for her. Then I was staring at her magnificent cleavage for the first time. And her voluptuous almost naked hour glass figure. Her wonderful big ass bulging out of her skimpy black thong.
Heels and a black bra straining to hold her magnificent big tits, accentuating her exciting cleavage even more. An overpowering urge to lick her cleavage, which I did while her minders watched, wanting to please the Diva.
The male minder removed her exotic black bra, a type of bra I hadn’t seen before, freeing her magnificent big tits, with large nipples to match, her magnificent tits sagging slightly as the bra slipped sway. The Diva looking at me for a reaction, before she tongue kissed me.
The female minder removing my black, silk dressing gown, then my black g-string, leaving me naked for the Diva and her two minders, already with a boner after looking at the Diva’s wonderful tits, wanting to have them, so confident I was about to have them. Lick them, suck them, slide my erection over the tips of her nipples, then my erection between those famous tits.
The two minders taking their leave after they both remarked on the size of my erection. The male minder looking far more closely than the female minder.
“I need you to help me unwind,” the Diva told me, the concert was marvellous, so exciting. four encores. I need a fuck, a tremendous fuck, from a man twenty-years younger than me. A man with a big thick cock, just like yours. My minders have organised well for me. A tongue fuck first, then a proper fuck with your big cock.
So exciting sliding the Diva’s skimpy black thong over her ankles, her wonderful big ass on full view for me now. Running my hands all over her wonderful big ass while I licked and kissed her tits, her famous tits, the tits hundreds of thousands of men had fantasised over, perhaps millions of men and lots of bi women.
The Diva standing while I licked my way down her naked body, whispering, “Use your tongue to arouse me, to turn me on before you fuck me,” as I ran my tongue over her completely bald cunt lips. The tip of my tongue finding her clit, watching it grow as I showed her my cunnilingus skills.
The Diva on her back on the bed, my hands under her big ass, supporting her big ass. A formidable challenge for me, pleasuring the famous Diva with my tongue, twenty-years older than me, and surely far more experienced than me. What a woman! I am confident and experienced enough, to build anticipation for me and my lover, no rush I learnt long ago anticipation is not the precursor to pleasure; anticipation is pleasure itself.
Paying attention to the Diva’s remarks and requests, Alternately using the tip of my tongue, then the flat of it, and my lips as I explored her vulva, all three sensations a little different, providing subtly different sensations for us both.
Spreading her labia, focusing on licking the area of the front commissure, just above her clit, using my index finger interspersing horizontal finger strokes across her glans with vertical tongue strokes.
Insert a single finger into her in a slow fucking motion, using my tongue to enhance her arousal. Touching her large breasts, gently squeezing her nipples, continuing to apply persistent licks on her clit.
Licking around her Venus mound, licking, kissing and sucking. Using my lips, tongue, fingertips to pique her interest. Edging her, taking my time. building anticipation, building more anticipation, creating more pleasure for the Diva.
Bringing her close to orgasm, then backing off, teasing her, edging her, delaying her climax. Wanting to give her a tongue fuck to remember me by. Wanting to give her an incredibly powerful orgasm.
Fingering the Diva while licking her clit, wanting to provide intense, explosive sexual pleasure as my finger brushed against her g-spot inside her vagina.
Telling her, “I love to tongue another woman, you are a real woman, such an exciting woman, a Diva, so good.”
“Tell me what you want?,” I asked the Diva, “Slow and sensual or rougher, harder, or faster. Tell me and I will give you what you want.”
“Slow and sensual, make me cum with your tongue. Like that, just like that. Fuck a my cunt, fuckamycunt, fuckamycunt, fuckamycunt.”
Whispering to the Diva, “I intend to shortly.” So pleased when she moaned and orgasmed for me, her whole body trembling.
Minutes later, the Diva telling me, “I like to watch,” while I fucked her from behind, her wonderful big ass in my hands, as we watched each other fucking in the wall mirrors. Urging me on, “Your cock is so big and thick.”
The Diva and me were relaxed and comfortable after we showered together, while washing her beautiful tits for her, washing her complete body, admiring the sexy dimples on her large, sexy ass while I washed it.
I was like a boy in a toy shop, slightly above my usual comfort zone, toying with the Diva’s famous tits and cleavage, encouraging me, a twenty-year younger stud for hire. Wanting to memorise her famous tits and cleavage for my future reference.
It was close to two in the morning when Quinlan the young male minder returned, taking in our naked bodies on the bed before he headed to the bathroom.
“You know Quinlan expects to have you, give you a head job while I watch don’t you? He told me your agent promised you were amenable to another man giving you a head job as long as a woman was present and watching,” the Diva told me.
The first time my agent Ada, interviewed me she made a point of asking if I would be comfortable with another man giving me fellatio, a head job, sucking my cock. Yes, I told her if another woman was watching.
Since then enjoying the sensation of another man blowing me, many times, while his female partner or associate watched, sometimes talking to me while she watched. Sometimes talking to both of us while she watched. Sometimes with a man far older than me, though never with a much younger man.
Quinlan undressing for me and the Diva, as he emerged from the bathroom, obviously not the first time he and the Diva had done this, letting his silk dressing gown fall from his shoulders. Flaunting his ten-year younger, naked body for me and the Diva. The type of body I would expect on a Twink.
“The Diva promised me, she wants to watch me give you fellatio, a head job, suck your big cock,” Quinlan told me while he slid his fingertips along my already engorged cock. The thought of him giving me a head job while the Diva watched, her magnificent tits and ass on show for me was very appealing.
Perhaps licking and sucking her huge tits and ass while Quinlan gives me a head job? Not to mention his age, far younger than me, he would be the youngest man who had ever given me a head job, not much more than a boy.
The Diva, one of my older dream women, offering me her magnificent tits to lick and suck, placing my hand on her big ass while Quinlan went to work on my cock, intent on bringing me to a full, thick, ten-erection for him, intent on having me for his gratification, while the Diva, his boss watched.
Quinlan was so enthusiastic, telling me in an excited voice,, “I wanted to do this to your cock the moment I saw it. So big, so thick.” Asking me “Do you like how this feels? Or this?”
Expertly using his tongue to stimulate the head of my erection. Moving his mouth up and down my rock hard erection while the Diva watched. Offering me her magnificent tits to lick and suck while her minder was giving me a head job. A tremendous head job, Quinlan was extremely good and obviously very experienced, showing me his fellatio skills as well as his boss, the Diva.
Gripping my lower shaft with his hand, using the tip of his tongue to lightly lick the top of the head of my erection in a slow circular motion, my hand on the Diva’s wonderful big ass all the time.
Deep throating me, this boy was good, my erection so far into his mouth it reached his throat. Making it a full-body experience for me, licking, sucking and chewing my nipples.
The Diva tongue kissing me, my hand on her ass, as his mouth pleasured my erection, teasing my balls. The Diva leaning over me, feeding her tits into my mouth. Quinlan intent on bringing me to orgasm while the Diva was offering advice to us both. Double pleasure, a thirty-year age gap between my two sexual partners. Wondering about their relationship, work, or …? Surely not the Diva’s step son?
Quinlan was teasing me by touching and running his tongue up and down my erection, slowly, his only contact with me, as the Diva gave me her nipples to suck. Then Quinlan sucking my erection in a frenzy. The Diva whispering to Quinlan, “We have never had a man this big baby,” as he had me on the edge.
Running his hands along my erection while he licked and sucked the head of my erection. Increasing the intensity and pressure of his hands. So good, sucking one of my dream woman’s tits and nipples while I fought to hold back my orgasm, my second in my session with the Diva.
“On my tits, on my big tits,” the Diva whispered. An orgasm for the ages.