Some time ago a twenty-year older woman convinced me to set up a web page with contact details and a bio so I could offer my services. She even measured my erection with a tape measure she ‘just happened to have handy’ while I had a full on erection, an absolute boner, while she was giving me a blow job.
Her girlfriend was watching and wrote down the measurements. “Wow, incredible, eight and a half inches long, and seven inches in circumference. That’s around two inches in diameter.
“You really should consider working as a gigolo, you are a sex machine,” she told me less than an hour later as she was giving me my second blow job while I enjoyed the reaction of her girlfriend watching.
After a wide range of experiences as a gigolo, I developed a preference for a certain type of client: elegant, sophisticated women aged around forty-five years old, with bodies anywhere between size ten to fourteen and not overweight. They were often a long way from home on business. Almost without exception these women would be very good communicators, uninhibited and able to articulate their sexual preferences. And if they enjoyed what I had to offer and recommended me to others that was an added bonus.
“I have been in your city for ten days on business. I leave for Rome tomorrow night. Can I have you for the complete afternoon? I am blond, forty-five and have a good figure,” a woman I now know as Mai, told me over the phone.
When I arrived at Mai’s five star hotel she was beautifully dressed in what appeared to be a black Chanel outfit, a short above the knee skirt and matching jacket, the look enhanced by very high heels. And confirming what she told me on the phone, my first impression was a very good figure.
“I am originally from this country but I have lived and worked in Rome for years in the fashion industry,” she told me as she sat opposite and crossed her legs.
I watched fascinated as she recrossed her legs several times for my benefit, exposing lots of creamy white thigh.
“You may have seen me on the television news in the last few days at our product launch,” she told me as I sized her up. A very confident and articulate woman brimming with sex appeal.
“I asked you for a complete afternoon because I want you to make me feel like a real woman instead of just a sex object. I want you to seduce me like you would a woman on a date. Come and sit beside me.”
I did and we commenced tongue kissing like teenagers with our hands all over each other. “Do you like my outfit?” she asked.
“Very classy, is it Chanel? What are you wearing underneath it?”
“Other than lots of perfume, I am going to tease you while you seduce me before you find out.”
“I love your short skirt and the way it highlights your thighs,” I told her as I teased her thighs with my fingertips while we tongue kissed.
“Kiss my neck and lick my ear lobes, that turns me on,” she whispered. “Is the information on your website correct?” she asked while she ran her fingers over my groin. “That feels like some package. Undo my coat for me, tease me, undo the buttons slowly.
“Like what you see?” she smiled slightly agitated, as I opened the coat. “Nothing but perfume under my coat.”
“Magnificent pair of tits, just magnificent, and I love your big, long nipples.”
“36D,” she whispered as I knelt in front of her and licked each nipple in turn, then licked and kissed between her tits. “Take your shirt off for me so I can run my hands over your chest and lick your nipples.
“You are a very exciting woman, very exciting,” I told her as she flicked my nipples with her wet and hot tongue as she ran her hands all over my chest.
“Now hang my coat up for me,” she told me as she stood and shrugged out of it. “Follow me, come and watch me freshen up my lipstick.”
Mai looked absolutely sensational walking to the bathroom topless in just a short skirt and heels as I watched her ass jiggle. “Magnificent pair of tits, just magnificent, and I love your big, long nipples,” I told her again as I followed her to the bathroom. “Rather lavish bathroom don’t you think, and very sexy with all those mirrors I whispered as I stood behind her and watched fascinated as I ogled her topless body in three mirrors as she applied fresh lipstick.
“You really are turning me on, and you have lovely smooth skin,” I told her as I kissed the back of her neck and teased the tips of her nipples with my fingertips.
“You are doing a very good job of making me feel like a real woman instead of just a sex object. I like it, don’t stop.”
I took the lipstick from her, turned her around and applied some lipstick to both her nipples after I licked them. “Now I am going to lick that off,” I told her as I lightly pinched both nipples and watched them harden even more.
“You have an impressive pair of hips,” I told her as I licked her lipstick smeared nipples with my hands on her ass.
“Forty inches, seeing you asked, and I am pleased you think it is impressive.
“I can’t feel any knickers. Are you wearing any?”
“You will need to seduce me some more before you find out.”
I took her hand and led her back to the main room. “Face that wall length mirror with your legs spread, now lean on the mirror with your hands.”
She did while I licked and kissed all over her back from her neck to the top of her skirt while teasing her nipples with my fingers.
“Do you like that Mai, am I making you horny, am I making you wet? What would you like me to do you next?” Without waiting for an answer I ran the tips of my fingers very slowly up the insides of her thighs as far as I could with her skirt on.
“I love what you are doing, we are on the same page. You are making me very horny, and I am wet for you.”
“I would love to kiss your ass while you are standing like this. But I can’t with your skirt over it,” I told her as I lifted the bottom of it to let my fingers touch further up her thighs.
“And I would love to tease your cunt with my fingers while I kiss your ass cheeks. And later I want to lick and kiss your cunt lips, tongue fuck you, and make you orgasm. And after that I want fuck your gorgeous body, slowly at first then hard, very hard.”
“And so you shall, I love what you are doing to me, a long slow seduction with lots of talk. Are you turned on at the thought of fucking me? What do you have on under your trousers? Get naked for me while I am standing like this. Can I watch in the mirror?”
“A black crotch-less jock strap and a huge erection,” I boasted as my cock and balls emerged hanging out of it.
“Wow, that is magnificent, long and very thick,” she smiled as she wrapped one hand around it. “Very thick and very hard, my kind of man. Undo the zip at the side of my skirt and slide it to my ankles, slowly.”
“Wow, that really is something, an awesome and absolutely magnificent ass. I love your tiny black g-string and the way it highlights your ass cheeks.”
“Very pleased you like my big ass and I love the way you are licking and kissing it. Looks magic in the mirror.”
“Sit on that chair in front of the mirror Mai.” Mai did and I licked my way up the insides of both her fabulous thighs, stopping just short of her cunt lips.
“Love the way you trim your cunt lips, almost bald. Now put one leg over my shoulder,” I told her as I put my hands under her ass cheeks. “I am going to to lick you like an ice cream. I am going to tease and lick you to orgasm with my tongue, slowly. Show me how long you can hold out for. You are so wet for me Mai, very wet. And I love your glorious big ass in my hands while I lick your cunt.”
“So do I, your tongue is magic on my clit. And my cunt. I love some dirty talk.”
“You told me, you wanted me to seduce you so you felt like a real woman instead of just a sex object. How am I doing so far? Though you really would make a very good sex object. A fucking magnificent sex object.”
“I am warming to the idea. Tell me more. Treat me like a sex object. Use me. Or perhaps I will use you?”
I wasn’t surprised when Mai took the initiative, as many high powered business women do. She had me on my back as she slowly lowered her cunt along the full length of my erection while I grasped her big ass.
“I really needed that, a wonderful fuck on a big erection. Did my language embarrass you? Was it good for you?,” she asked almost thirty minutes later.
“Before we finish today I want to have an extended sexual experience with you I can tell my lovers about, male and female, back in Rome, an experience that will make them jealous and turn them on. Are we on the same page?”
“We are on the same page Mai. How kinky do you want it to be? Do you want me to treat you like a sex object? Good.”
I want you to spank my naked ass before we commence. Then I won’t feel so guilty about doing something my lovers wouldn’t approve of. Even better it will be a huge turn on for me. And maybe you?,” she teased.
“The cheeks of your ass look absolutely fantastic in that g-string,” I told her after I asked her to wear it for her spanking.
“Spank it for me with your hand, then I won’t feel so guilty enjoying being a sex object for you,” she whispered. “Harder, harder,” that is a turn on, a huge turn on. I like it. That’s ten, is my ass red? Two more, then you can treat me like your sex object.
“Are you happy for me to take control Mai? Good. Sit on the toilet so I can watch you pee with your legs spread while I tease my cock. I like that, so do you I think judging by your naughty smile. So does my cock, look how big it is now. Now stop. Kiss me while you give me a golden shower in the bathroom.
“So good, I have never done that before, though for a long time I have wanted to. Would you like me to reciprocate? Now? Good, I want it?”
“Can I wear some of your clothes for you? Some cross dressing? Some of your lingerie? A garter belt? And a g-string? Will you help me on with them? Your g-string is far too small, but my new erection likes it.”
“Would you like room service to take some pics of us?”
“I will use my selfie stick. Now you take some pics.”
“Instead of waiting until you get back to Rome, why not phone one of your lovers now and tell them about extended sexual experience? While I fuck you again. With the phone on speaker?”
“Who would you like me to call, a male lover or a female lover?”
“Hello baby, I leave for home tomorrow.”
“Have you been unfaithful to me? Again?,” a male voice answered.
“Today, for the first time. I was so horny I paid for a gigolo with a big thick cock with my left over expense money.”
“Did you ask him to spank you?
“Did you take some pics for me?”
“Yes, you should have then by now.”
“Did you do anything kinky I would like?”
“Yes, I did, I can’t wait to share it with you.”
“What’s that noise I can hear?”
“He is fucking me. For the second time today.”
“Are you both naked?”
“I am, he is wearing my black garter belt.”
“Looking at your pics now Mai. What a stud. Can I masturbate while I listen to you fucking?”