I am Michael, thirty years old, genetically lucky to have an oversize cock, ten-inches and thick when fully erect. I work though an agent as a male escort. Let me tell you about some of my more unusual assignments.
THE COLLEGE BOYS, My agent Ada asked me if I was prepared to take on an assignment that was a little out of my usual. “A college boy wants six of his buddies to watch him give a head job to an older, really well hung man. The money will be well over standard. Are you interested? It could be very exciting for you. Do you need to think about it Michael?”
I did need to think about it. My specialty is fucking another woman, usually a much older one while her husband, lover or toy boy watch before they give me a head job while the woman watches. The more I thought about a college boy wanting six of his buddies to watch him give me head job the more interested I became. The almost kinky, thought of exposing my thick, ten-inch erection to six college boys, hopefully making them envious, became more appealing the more I thought about it.
When my agent Ada followed up and told me the college boy who wanted to blow me while his buddies watched was an exciting cross dresser I had to say yes. Oh wow, a new sexual diversion for me.
For a Wednesday night the money involved was more than excellent, the venue a large house in an expensive inner city location. By that afternoon I was eagerly looking forward to meeting the boys, my exhibitionist side full of anticipation. Boosting my anticipation and my libido by washing down a little blue pill as soon as I arrived as one of the boys met me and explained the situation. “James wants six of his buddies to watch him give you a head job, he has a thing about older, really well hung man. He is waiting for you in the next room.”
When entered the room I could feel the anticipation of the six college boys sitting in a row on chairs looking closely at me. Just as I expected and anticipated James was a cross dresser, a gorgeous cross dresser in drag, full make up, high heels, stockings, garter belt, topless with male boobs in a short skirt.
James had my full attention even before he told me,“I have a thing about older, really well hung men.”
Wonderful sexual energy when his soft hands removed my shirt, teasing my nipples with his fingertips, licking and sucking my nipples. My cock responding. Any doubts or inhibitions I had about six college boys watching me receiving a head job from their buddy James were already just a memory.
The boys watching James licking his way down my torso, slowly sliding my jeans over my hips, heightening my pleasure, running his fingertips over my naked ass. his tongue and lips on my shaved pubes, then on my already erect cock as my jeans fell to my ankles.
I could hear the six boys gasp, “Oh wow,” at the sight of my erection, all of them leaning forward. Despite being an experienced male escort, this was an exciting first for me. Hands on my hips, holding eye contact with each of the boys in turn. Letting them see how hard and thick I was for James and them. Teasing them and myself while they watched James pleasuring me. Watching James teasing and edging my erection, sucking my balls. For a young college boy he was so good, so experienced.
I had my hands behind my head, soaking up the sexual pleasure, with six college boys staring at James sucking my erection, all of them wondering if he was going to bring me to an orgasm. None of them realizing how desperately I wanted to orgasm for James and them. Sexual pleasure way outside my usual sexual liaisons. My bi-sexual side wanting to please James as much as the six boys, their anticipation an extra turn on for me.
James was incredibly good, knowing he had me so close to orgasm as he licked and sucked just the tip of my throbbing erection while he used his fingertips to softly tease my balls. Four of the six boys with an obvious erection under their trousers, the other two boys masturbating their fully exposed erections while they watched me.
James had a hold over me as continued teasing and edging me, masturbating himself with one hand while he masturbated me with his other hand, my knees shaking as the boys watched me ejaculate.
Two days later Ada told me, “You were a hit with those boys, they were impressed. Did you enjoy the experience?,” she asked with a knowing smile.
THE HENS NIGHT. “One of my girlfriends is getting married for the third time in a few weeks. She has asked me to organize some entertainment for her hen’s night. Can I pencil you in for Friday next week?, Ada asked me over the phone. “I will need to confirm with her exactly what she wants, which options, you and a woman, a girl, a man or a boy for her friend’s amusement and entertainment.”
Shortly before Ada phoned me back later the same day I received a series of erotic images on my computer screen. “Carla is a glamor puss isn’t she? Forty-five with a killer body, tits and ass to die for. She told me she would like to fuck you as entertainment for her girlfriends. However, because her wedding is so close she would feel guilty about it. Though she would like to have oral sex with you while her girlfriends watch. Her last fling before her wedding. Would that be satisfactory for you?"
On the Friday of the hen’s night in a large room of one of the hotel chains there were ten, forty-something still attractive women, all dressed to impress when I arrived. Carla was no where in sight, though one of the women took me into a side room, to introduce me to Carla.
She was even more glamorous than her erotic images suggested, a size-12, super confident brunette. “I want you to be naked, holding my hand when we walk into the room next door where my girlfriends are waiting before you pleasure me. And I want to make them envious,” she told me while the other woman undressed her. Ada was correct, Carla did have tits and ass to die for. The other woman helping her change into a new simple outfit, heels, a cup-less bra, then a long, black dress.
I was almost fully erect, I could feel the sexual tension when we walked into the room holding hands. Carla using two hands to hold my face while I returned her tongue kisses. Standing behind her, slowly lifting her long dress, exposing her wonderful thighs, then higher to expose her freshly waxed pussy for girlfriends. Then higher still to expose her magnificent tits framed by her cup-less bra. Then taking the dress over her head, her glorious big ass exposed for her girlfriends. Running my fingers over it, so tactile.
Licking and sucking her nipples as she stood with her back to the wall, before I licked my way down to her pussy. Her legs spread, one foot on a low stool, as I used my tongue on her clit. So wet for me and her girlfriends. Licking and teasing her to a climax. Edging her, sliding a finger into her. Edging her some more, teasing her to a climax.
Then my turn to stand with my back to the wall. Ten women watching Carla sucking my erection. Teasing and edging me, showing me and her girlfriends what an expert lover she was. Using her hand to help me ejaculate. Ten woman gasping in unison as I ejaculated.
Half of the women asking for my contact details before I departed.
LOUISE. When I called my new client Louise from the foyer of her hotel she gave me the room number and told me knock before I entered. She was wearing heels and a hotel dressing gown as we looked closely at each other. A gorgeous, self confident, forty-five-year old business woman.
“Sorry, I am running a little late Roger. Business calls. I was about to take a shower. After you take my gown off for me, come and talk to me while I shower.”
From her rear with water running down the flawless smooth skin of her back, Louise was a brunette stunner, similar to most of the other women her age my agent organizes for me to sexually pleasure. Wonderful hips, a big, though attractive, smooth skinned firm ass and good legs. Turning around to show me her incredibly firm tits, before I glanced further down. Looking for a second time, oh wow she had a beautiful, large, almost bald cock.
“Your agent Ada and me are old friends. Did she explain what my plans are for you tonight?,” Louise asked as I dried her off, while admiring her naked body and impressive cock.
Other than telling me Louise and Ada were old friends and that I would find her an exciting challenge, Ada hadn’t told me anything as we firmed up the arrangements a few days earlier.
“I want to turn you on Michael, I want you to make love to me, worship my ass, kiss and lick it, lick and suck my tits before you suck my cock, tease and edge me to a climax. Then I want to take you to dinner in the restaurant downstairs looking like a princess, a tranny princess. A tease for you before I take you back to my room and make love to you.
Louise was an exciting challenge for me. I found it easy and most enjoyable to give Louise everything she requested. to make love to her, worship her ass, kiss and lick it, lick and suck her tits before I sucked her beautiful cock, then teasing and edging her to a climax.
Showering together before we watched each other dress for dinner. Louise choosing a skin tight pair of black satin slacks to wear over her exciting crotch-less g-string. The line of her g-string visible under her slacks from the rear, the outline of her cock visible from the front. Insisting I wasn’t to wear my thong. Telling me when we left the restaurant later she wanted me to have a visible hard on.
It was nine-thirty when we arrived in the restaurant, a top table where we were very visible. A wonderful sexual frisson when we walked in, turning heads. Two sexual exhibitionists looking closely at each other as we flirted for other guests. Louise telling me I had a very impressive cock, loud enough for people to deliberately overhear.
When we were ready to leave, asking me if it was true I liked to have my nipples licked and sucked. “Yes, I get a hard on every time.”
“Imagine me licking, sucking and chewing your nipples. Get a hard on for me. Now imagine me licking and sucking your hard on.”
Holding hands when we made our exit, both of us with obvious erections, both of us enjoying the attention we were garnering, lightly kissing each other in the doorway.
Passionately kissing each other in the elevator. Both of naked as soon as we were in the door. Louise comparing her erection against mine. “Ada told me me you were ten-inches and thick, she was correct, that is magnificent. You are an exciting challenge for me Michael. I want to drain your balls.”
Placing her right hand around my shaft, simultaneously moving her hand and mouth up and down my erection. Enhancing the motion, twisting her wrist back and forth as she moved up and down. Spitting on my erection, lots of lube. Using her other hand to gently massage my balls.
So enthusiastic, telling me, “I wanted to do this to your cock the moment you showed it to me. Do you like how this feels? Or this?”
Teasing and edging me, Using her tongue to stimulate the head of my erection. Applying soft pressure with her tongue against my erection, moving her mouth up and down his rock hard shaft.
Changing the pace, focusing her tongue on the head of my erection and the frenulum. Gripping mu lower shaft with her hand, using the tip of her tongue to lightly lick the top of the head of my erection in a slow circular motion.
Deep throating me, as much as she could take of my erection into her mouth reaching her throat.. So hard for her. Massaging my balls while her lips and tongue pleasured my erection, scratching my ass.
Teasing and edging me, running her tongue up and down my shaft, slowly, as well as kissing and stroking my body. “Do you want me to swallow? Yes? Sixty-nine me.”
“Was Louise an exciting challenge for you Michael?, Ada asked the next day.