Some time ago one 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 erection, while she was sucking me. Her girlfriend was watching and wrote down the measurements. “Wow, incredible, eight and a half inches long, and five and a half inches in circumference.”
After a wide range of experiences as a male escort, 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.
Jacqui told me over phone she was a forty-two year old widow. “I have been single for twelve-months now. Meeting eligible men is difficult for me in my situation, as I work in a very responsible professional job.
“Would next Saturday afternoon be a suitable time for you? Sex on a relaxing Saturday afternoon has always been a favourite time for me, though it has been a very long time. And I think you will be surprised and enjoy something very special I possess.”
Her unit was in an expensive area and beautifully furnished. Jacqui had an attractive face and appeared to be a full size-12 as I admired her appearance. She appeared to be slightly nervy, though confident in her territory. She was wearing high heels and a very sexy short black petticoat, as I noticed her black bra straps, which gave her a sexy demeanour and showcased her good figure.
“I wasn’t sure what to wear for you, this petticoat or a half petticoat,” she teased with a confident smile as she had my full attention. “Would you like me to change into the other one for you? Or I can roll the top of this one down for the same effect?”
She held my gaze as she very teasingly lowered the top of her petticoat down to her waist. The black bra she was wearing had a very sexy cut and displayed her very impressive cleavage.
“Do you like that like? I thought you would, no one else has seen those for a year,” she smiled. “Want me to take my bra off for you, or would you like to do it?”
“I would like to watch you do it, you are turning me on.”
She was enjoying having my full attention as she teasingly smiled and slowly undid the front clasp, then shrugged out of the bra, letting it drop to the floor.
I gasped in amazement, as I was confronted by the most magnificent pair of very firm and natural tits I had ever had or seen on a size-12 body, with large nipples to match.
“I told you on the phone you would be surprised and enjoy something very special I possess, forty-inches, D cup.”
I couldn’t help but immediately lick and suck her large nipples, now over half an inch long. I have large hands (the old adage big cock, large hands) but I couldn’t cover or hold her wonderful tits with my hands.
“I love my nipples being licked. Get naked for me and show me what you have for me. Let me help.”
Jacqui very quickly had my thong on the floor alongside her bra while I continued licking her nipples and admiring her wonderful tits.
“I have never seen a cock as impressive as that, huge. I love the way it hangs out of your crotch-less jock strap. Your cock and my tits deserve each other. Let’s go fuck. Remember I haven’t had a man for twelve-months, though I must admit my vibrator has had some very good workouts.”
“When was the last time?”
“Last night. I wanted to make today last as long as possible. Sit me on the dining table and lick my nipples with your cock in me.
“We are a good match, big tits and big cock. I love your cock in me, much better than my vibrator, give me all of it, right up to your balls. I am so wet, my wet cunt loves you fucking me.”
I looked down on the table and I noticed a huge puddle under her ass.“You really are wet Jacqui, do you like me fucking you like this?”
“I have been climaxing non-stop ever since you slid your big cock into me. My cunt is running like a tap.”
After thirty minutes the puddle on the table ws dripping onto floor.
“Take me to bed and give me one last really big climax, then I will bring you off.
Jacqui put her hands behind her thighs as she raised them. “Now fuck me really hard, show me what I have been missing for twelve months.”
I slid the full length of my cock into her slowly then increased my tempo.
“Love it baby, harder, what once a year fuck.” she screamed as she climaxed. She sat up on bed and teased her very erect nipples. “Masturbate and cum on tits for me while I play with my nipples.”
“I love a challenge and showing off for you Jacqui. I am on the brink. I can’t last long, especially while I am feasted on your glorious tits, while you watch me stroking my cock.”
And masturbating on those magnificent tits really was something!
Xxxxxxxxx
The door of the apartment in the lavish building was opened by a woman dressed in white clothes, resembling some type of uniform. Slacks, t-shirt and sneakers and oily hands.
“I am June, Vanessa’s masseuse, her nickname is Venus. She is a very well known athlete. She performed yesterday and she always likes a massage the next day. She turned thirty earlier this year so her recovery time is not what it was.
“I will take you in to meet her. She has been talking about you for the last hour. She likes being massaged by me while she is completely naked. Today she wanted a very intimate massage.”
She led me thought the apartment to what was obviously a well-appointed massage room, with mirrors on all four walls and the ceiling.
Venus was lying on the massage table, naked face down on her elbows. She was a tallish blond, with an athletic build and a lovely sexy, smile.
“Hello and welcome, you are just what I need today. Would you like to watch while June finishes my massage? June enjoys a man watching her work on my naked body. Why don’t you get naked for us?”
I slowly undressed while I watched June massage her feet, calves, very well formed thighs, the insides of her thighs, then her very firm, athletic ass.
“Mmm, love that, especially with a nearly naked man watching,” Venus purred as I was down to my black briefs.
Venus turned over onto her back and I could now see her naked front view. Again very athletic, small well formed tits and shaved pussy. While I watched June rubbing oil onto her tits and nipples, I could feel my cock growing as her nipples responded.
I made a point of dropping my briefs just as June commenced massaging Venus’s pubic area, then her cunt lips, and then her protruding clitoris.
Venus was watching in the ceiling mirror while June was watching directly as my cock dangled out of my crotchless jock strap.
“Oh fuck, magnificent, what a cock. Stand alongside me and let me hold it while June finishes my massage.
I was pleased to read the media stories a week later, headlined, THIRTY YEAR OLD WOMAN LEAVES HER CONTENDERS BEHIND.
Xxxxxxxxx
“My name is Margey, I am a little over forty, I lecture at the university and I am still attractive with a good figure, and I am hanging out for fuck. My girlfriend thinks I can’t win a man anymore. Three weeks ago she made a bet with me that I couldn’t win a new man in the next month. I want to prove her wrong big time and make her jealous. Can I book you for dinner, you, her and me on Tuesday and then wild sex. The plan is for her to think you are my new lover and then watch me seduce you and have wild sex.”
Dinner at six with some good wine and seafood passed quickly. Margey, taller than most women, was dressed in a very dark blue leather outfit, snug fitting slacks that highlighted her legs and ass, with the leather top partly open to highlight her very good cleavage. She was obviously not wearing a bra and as I watched her ass jiggle while she moved around, perhaps wearing just a g-string.
After the seafood course Margey asked me to come into another room to help her move something.
“The real reason I asked you in here is because I want to make sure you really are as big and thick as your bio says. You can have a look at my tits while I look at your cock.”
She undid her jacket to reveal a pair of magnificent, large tits with just a little sag and big nipples. I could feel my cock responding. “Thirty six D,” she smirked as she pulled my trousers and briefs down in one swift motion.
“Wow, I think your cock likes my tits, you are really are huge, just as your bio says,” she smiled.
“Let’s have desert,” she said, both of us flushed as she led me back to the dining room with my engorged cock obvious as Lucy looked closely.
Her friend Lucy, also a lecturer, was nowhere near as attractive as Margey and asked lots of questions about how we met which Margey fended off.
After desert and some more wine, Lucy asked, “Is he good in bed, is he well hung Margey?”
“Subtlety never was your strong point Lucy. Come into the bedroom and watch me seduce him and find out. And you have lost your bet. I will forget about the bet. I want to prove you wrong and turn you on while you watch and enjoy.
“You have never seen me naked, Lucy,” Margey purred, as she removed her jacket, exposing her very good, large tits with big erect nipples for both of us.
“Take my slacks off for me?,” she told me. I had to tug hard to get them over her very good ass. She was wearing an even tinier g-string than I thought, which highlighted her ass cheeks.
Margey started tongue kissing me, removing my shirt as I stepped out of my loafers, taking my trousers down, then my thong. Margey’s naked body and tongue kissing had made my cock rock hard.
“You asked is he well hung Lucy, does that answer your question? You also asked is he good in bed Lucy, you can watch him fuck me if you like. Or even better you can watch me suck his huge cock before I fuck him.”
“Okay let’s do it, I would love to watch,” Lucy smiled in an agitated voice.
Margey sat me on a higher than usual chair, then kneeled in front of me. The chair just the right height for her take my cock in her mouth. Lucy was standing behind the chair, in the large wall mirror I could see she was fascinated as her friend Margey prepared to suck my cock while she watched.
“That is seriously big, I can hardly get my mouth around it. Can I play with your balls?”
Lucy moved right up to the back of the chair and I could feel her running her hands across my chest. teasing my nipples with the tips of her fingers, very enjoyable as Margie sucked my rock hard cock.
“You have impressed me with your new man. He is a sex machine, and his is cock is magnificent. And I love watching the way you suck it, love it,” she moaned as she pinched my nipples.
Xxxxxxxxx
Marilyn had the best and most dulcet speaking voice imaginable. When she told me she liked to watch a porno movie to get her into the mood for sex.
Our fist conversation over the phone went like this, “I have no hair on my cunt, it is totally shaved. And I love it being licked by a naked, very well-hung man. Are we on the same page? How is Tuesday for you?”
After some small talk when I arrived on Tuesday I r realised she was a real class act who liked to talk dirty for effect. A slim size-10 with a good figure, her lovely soft, smooth diction was a joy to listen to.
As soon as I arrived she led me to her bed and pressed the play button, then laid on her back on the bed. She loved me licking her totally shaved cunt and as I did she became a different person with her vocabulary reduced to just three words.
“Fuck my cunt. Fuck my cunt. Fuck my cunt. Fuck my cunt.”
“I love the commentary baby, love it, don’t stop,” I told her.
And when she had my roaring eight and half inch erection pumping into her from behind, her commentary really became interesting.
“Love your huge cock pumping into my ass.
Xxxxxxxxx
“We are here from South Africa for a holiday while we check out business opportunities. We have done our sight seeing and would like some real excitement before we go home. My man and I are in our early forties, he has always wanted to watch me give a blow job to a really well hung man. And he wants to fuck me doggy style at the same time so he can watch. What day very soon would be suitable for you? We are staying in a large serviced apartment with water views close to the city.”
It ws a very warm day and when I arrived I felt sweaty. Garth and Ruth were both dressed in matching, very short lightweight towelling gowns. Garth was an attractive and powerfully built man, Ruth was a willowy, classic honey blond with long well formed legs, beautifully displayed in her very short gown and heels.
“We have just had a shower. You look as though you could do with one as well, can we watch you shower for foreplay, would you like that?,” Ruth smiled.
While I showered the exhibitionist in me was enjoying Garth and Ruth watching, two voyeurs. They were both looking at my semi-erect cock as they opened their gowns. A semi-naked body with a coat, shirt or gown on the shoulders can be far sexier than a fully naked body I mused as my eyes took in their bodies.
“We have been sun bathing nude as you can see,” Garth boasted as I noticed the only white patch on his body was a small area close to his cock, while Ruth had no white patches at all. Garth was very well hung, and his thick cock was semi-erect.
Ruth leaned over a small narrow table with her legs apart with Garth’s erect cock in her hand. “You have always wanted to watch me give a blow job to a really well hung man while you fuck me doggy style. This is the moment baby, I am very wet for you, and your cock has never been this big or hard in my hand before. Just look at the size of that cock I am going to have. Watch and enjoy while you fuck me baby.
“And make it very good for me baby, really good.”
I watched as Garth positioned himself, taking one of her ass cheeks in each hand and slowly feed his erection into her, then build into a slow fucking rhythm.
“Make it really good for me baby, really good,” she repeated, as I listened to him slapping into her ass. “Now you, in my mouth. As much as you can.”
Garth was obviously very turned on watching his partner suck my rock hard cock as he fucked her doggy style. He alternated with long, slow strokes, then much faster, all the while looking intently at my erect cock sliding in and out of his partner’s mouth. Ruth expertly used her thumb and forefinger to stroke my cock with just the tip of it between he lips.
“Make it really good for me baby,” she almost pleaded, “Fuck me harder, harder, harder,” as he slapped into her ass.
Looking at his face I could see Garth was not going to hold out much longer, so I determined to outlast him, even though I was close to orgasm.
Perhaps Ruth could sense this as she urged, “Cum for me baby, fuck me harder, give it to me, slam into me.”
Garth tensed, shuddered and had huge orgasm while he was watching his partner tease the tip of my cock with her lips, tongue and mouth while stroking my full erection with her thumb and forefinger.
When she used her other hand to tease and squeeze my balls, while Garth watched, that was enough to bring me to a huge orgasm
Xxxxxxxxx
“My girlfriend and I are bisexual. We both share the Libra astrology sign and it’s our milestone fortieth birthday next week, just a few days apart. Would you like to be our birthday present? You have been highly recommended and we have never had a really huge cock.”
I arrived at the appointed time and Kerri and Lorraine introduced themselves. They both had attractive facial features and were dressed in nothing more than expensive men’s shirts with slits at the sides and with just one button done up that made it obvious they were naked under their shirts.
Their unit was attractive and well furnished, I learnt they had well-paid professional jobs, They were both were size 12, though Kerri appeared to have a really good pair of tits (36D she told me later), while Lorraine had obviously had a breast enhancement, though not a major one. She also had very well developed thighs and a fabulous ass.
“We have abstained from sex for the past week to make your visit special and memorable for all of us,” Kerri smiled. “Get undressed for us and show us what you have for us.”
“Better if you undress me, it will heighten the tension,” I smiled as I stepped out of my loafers.
In a flash they had my shirt and trousers off, then my black thong. “Wow, love your cock hanging out of that crotch less jock strap. Lay on your back on the bed. You are magnificent, really big, and thick too, really magnificent. Watch me suck him Kerri, I love a huge cock in my mouth. ” Lorraine said as both of them removed their shirts.
The sight of two very attractive, naked bodies made my cock even harder. “Sit on his face and watch. Wow, that is a mouthful, magnificent” Lorraine mumbled as she expertly squeezed and scratched my balls and kissed, licked and sucked my cock.
“Which one of us would you like to fuck first? I really should have asked which one of us would you like to fuck you first?”
“Instead of sucking my cock, sit on it and fuck it.”