Some time ago an older lady convinced me to set up a web page with contact details and a bio so I could offer my services.
She even measured my cock with a tape measure she ‘just happened to have handy’ while I had a full on erection, while she was sucking me. Her girlfriend was watching and wrote down the measurements. “Wow, incredible, almost ten-inches long, and seven inches in circumference.”
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 a proposition for you. You might recall that I won a night with you, a lucky door prize at a hen’s night some time ago. I often think about that night and I still enjoy telling my girlfriends about it.
“One of my girlfriends turns forty-five next week. She has never ever had oral sex, from either sex, though we talk about it and our sex lives all the time,” Fiona told me over the phone.
“To show her what she has been missing out on I want to demonstrate some Oral Sex 101 positions to her with you while she watches, in one long session.
“I am bisexual, and I want her to watch me blow a well hung man, that’s you, after you lick me to orgasm while she watches.
“And a few other variations as well perhaps? Hopefully she will learn something and join in.
“I love a challenge and I have always wanted to have her, so maybe it will happen and you can watch. We are both well off and turn men’s heads when we are out. I am a Libra and she is a Taurus if you are into that stuff.”
We discuss arrangements and I ask her to book the honeymoon suite at the five-star hotel I often use.
“What should we wear?” Fiona asks with a touch of irony as we finalise arrangements.
“Leave it to you, but less is more in these circumstances.”
When I arrive Fiona opens the door, she is a knockout and determined to make an impression.
“Remember me?”
“Of course. You were my door prize.”
“Like my skirt?” she smiles as she lets me in and turns on her heels to show me.
The shortest skirt I have ever seen on a woman, or is it a shirt, and obviously no knickers. It stops just half way down her pubic area and I can see lots of pubic hair poking under it and the start of gorgeous ass cheeks.
“Candy is in the sauna-shower room waiting totally naked for us.
“We arrived early deliberately so we could discuss our plans for today.
“In light of the circumstances we got naked to discuss them.
“Without knowing it we both bought a vibrator with us.
“We were both so horny and excited with our plans for you that we used them on ourselves, one at a time, while the other watched, while I told her about our previous encounter when I won your as a lucky door prize.
“I told her you were ten years younger than me. I told her you had the biggest and thickest cock I had ever seen or had.
“I told her how you licked me to orgasm before I sucked your cock. Then I told her how you fucked me every which way for almost an hour in a room with mirrors on all the walls and the ceiling.
“Candy enjoyed listening to my story and she had two orgasms before I had one.”
“Come and meet our man Candy,” Fiona smiles as shrugs out of her dress or shirt as she leads me to the dressing room.
“Do you want to undress now, or in front of both of us?”
Ever the exhibitionist I wait until Candy appears.
“Did I choose well Candy?” Fiona asks as Candy appears stark naked.
I have a formula I use for sizing up new women: would I be comfortable giving her oral sex and receiving oral sex for twenty minutes?
In this case very comfortable. They are both very attractive and very fuckable women in their forties with good bodies.
“Show Candy what you have for us, and you can remind me.”
Always a buzz undressing for two naked women, and I enjoy both of them gasping as my almost erect cock bulges out of my skimpy black crotch-less g-string as I pose with my hands on my hips.
“I thought you and I could start by having two-way oral sex while Candy watches, then try it both ways with her,” Fiona teases as she dries me off after a quick shower I had while they both watched.
“Sit and watch us Candy. Relax and enjoy,” Fiona smiles as we all move to the bedroom.
Mirrors on all the walls, and the ceiling, with naked flesh on show in all directions.
“Tell Candy what you are going to do to me,” Fiona whispers as I kneel between her legs and lick my way up both her wonderful, firm thighs, stopping just short of her cunt lips.
“I am going to lick your cunt lips with my tongue, tongue fuck you, until you have an orgasm.”
“Hear that Candy, he is going to lick my cunt with his tongue, tongue fuck me, until I have an orgasm.
“That is fucking heaven Candy, you don’t know what you are missing out on.
“He is teasing my clit with the tip of his tongue.
“Now he is licking all the way along my very wet cunt lips.
“And I love the way he is holding my big ass off the chair with his hands while he licks my cunt.
“Want to try that later Candy? Is that exciting for you?
“I want to lick your cunt, tongue fuck you later Candy while he watches.
“I have been wanting to lick your cunt ever since I first met you Candy.
“It’s very exciting for me, having my cunt licked while you watch.
“I can’t hold out much longer Candy.
“Come and tongue kiss me, drive me over the top so I can suck his huge cock while you watch.
“Fantastic, fucking magic, that really was something Candy, you don’t know what you are missing out on,” Fiona groans as she tenses, shudders and orgasms.
“Now watch me pleasure him. He is rock hard for the two of us,” Fiona smiles as she licks the sides of my cock with one hand cupping my balls.
Candy watches fascinated as Fiona slowly and expertly brings me to orgasm, always a huge turn on for me with another sexy naked woman watching as another woman blows you!
“Want to try that later Candy? Was that exciting for you? It was for me, pleasuring that huge cock with my lips, tongue and mouth.
“Did you enjoy watching? We enjoyed you watching. Did it turn you on?” she asks as Candy sprays her naked body, then mine with the hand held shower.
Fiona takes the hand held shower from her, tells her to sit back and enjoy as she sets it to fine needle spray and aims it directly onto her cunts lips.
“It really is time you shrugged off your inhibitions Candy. Relax and enjoy, today is your voyage of discovery, put your heels and crotchless thong on. “Turn all of on.”
“I have wanted to tongue fuck you and lick you to orgasm since the day I met you. And I want our man to enjoy watching. And join in.”
“Lots of time for us to give you oral pleasure Candy, from both of us,” Fiona whispers as she motions for me to stand behind her and wrap my arms under hers.
“Your shaved cunt looks wonderful, a huge turn on. And fuckable, very fuckable with my tongue," Fiona whispers as the tip of her tongue finds her engorged clit and her body jerks. Do you want me stop?,” she teases as Candy tilts her head so she can tongue kiss me.
“I love it, so good,” Candy tells her, her body arching forward as she soaks up the sexual pleasure. “So good. fuck my cunt, fuck my cunt, fuckamycunt.”
“I have waited years to hear those words from you. Keep telling me.”
After what must have been ten minutes, Fiona and I swapped positions. Fiona and Candy were tongue kissing passionately as I grasped Candy’s ass cheeks and pleasured her with my tongue.
Later Fiona organized Candy on the bed with a pillow under her ass. “Put your legs over my shoulders. I am going to tongue fuck you some more while you suck our man’s cock.
“Is that a relief for you Candy? A huge milestone in your sex life,” Fiona asked as we unwound, naked in the large shower room together.
“Though we do have some unfinished business,” I told them as I stood behind Fiona and wrapped my arms under hers.
“I have waited so long to have my cunt licked and pleasured by you Candy. But worth the wait. Put a finger in me, two fingers. I love it.”
“Can we share you again soon?,” Candy asked with a smile. “I still have lots of unfinished business to catch up on.”