Gigolo Entraps An Old Crush free porn video

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I started my working life working in a store, where my gift of the gab won customers of both sexes over and made me popular with my work colleagues.

I was not an adonis, but from starting my working life I began to make the best of myself by starting a exercise regime and buying good clothes and beauty products, and discovering sex.

I started paying escorts for sex so that I could enjoy a range of uninhibited sexual fantasies and kinks that I had. And professional escorts for a fee were happy to accommodate those fantasies with me.

It was through this as to how I became a professional gigolo. One of the escorts I used often was also a bit of a Madam, and organised sex parties for her punters. And it was she who suggested I help out at one of these gatherings, which after some thought I did, And I found myself enjoying the voyeuristic part of having sex in front of strangers, and more importantly, being able to “perform” in that environment.

The Madam, Victoria subsequently liking how I performed at the event told me that she sometimes got requests from female clients for male sexual partners, and she could if I was willing and for a fee hook me up with some of these women.

I was then nearly 22 years old and thought having sex with women and being paid to do so was a win win and accepted. And so it began and within months I had quit my job and became a full time gigolo.

I sat at the window of the coffee shop, latte in hand relaxing and remembering last night. The client was in her late fifties and overweight, but smelt nice. She was married and kept her ring on her finger and as usual no mention of the spouse was uttered. The meal and small talk was nice and of course she paid and after several drinks at the hotel bar we went to her room.

As soon as we had entered the room I had closed the door, turned to her and pulled her near and grabbed her plump arse in both hands, squeezing her arse cheeks while planting kisses to her neck, and letting her feel my hot breath on her ear before planting a passionate kiss to her lips that turned into a mutual French kiss. It was an approach I used often to allay the sometimes nervousness the client had in asking for what they had payed for…a good no strings attached fuck.

I smiled at the memory of pulling the clients bra down unleashing her large saggy tits from their confines and planting my hands on them and hearing her sighs as I kneaded and planted my mouth on one of her large nipples and feeling it get harder as I suckled it while massaging the other between my fingertips. As usual that was enough to get my cock reacting and so I had guided the now topless client to the bed before moving back and quickly stripping bollock naked for her to admire what she was paying for. I smiled again remembering her face as she watched as I slowly wanked myself before her to get a full hard on.

I must admit I liked to give value for money and knew I had done so last night. When I left the hotel room several hours later she had been made love to and also had raw uninhibited sex too. The smile on my face became a grin recalling her gripping my arm with both hands and her teeth biting into my shoulder trying to stifle groans of passion as I had fingered her wet sploshing cunt to yet another orgasm. I knew I had earned the tip she gave me. and again I had enjoyed the evening, another win win.

Idly perusing the street I suddenly recognised a once familiar face. I peered harder to make sure. Yes I was correct. Margaret was walking towards the coffee shop. My mind went back to when i worked in the store. Margaret was employed in the canteen as the cook. I remembered how I and the other young male employees always flirted with her. She was a good 20 years older than me but there was something of the MILF about her. She was still pretty attractive even with life lines now showing on her face, and she still had a pretty fit looking body for her age, and of course the great pair of tits and accompanying cleavage that always was good for an ogle. And that she was dismissed for theft. I headed for the door.

“Margaret” I called to her and she turned, recognised me and smiled. “It,s great seeing you” and I gave her a hug as though we were close dear friends, which we never were, but my gigolo persona had kicked in automatically. “ Good to see you too” She replied and I released my arms from round her and took her elbow and started guiding her “Lets catch up, come on I will buy us both a drink while we do”. She tried to protest but I continued small talking about our time working together and before she knew it we were sitting opposite one another, drinks on the table in the alcove of the pub.

looking at her, and recognising the familiar stirring in my groin I took in Margaret,s appearance again. The feeling of wanting to know what she was like in bed that was a fantasy of mine years before returned, and I knew I now had the skills to better make it reality.

We stayed there several hours during which I helped things along. Sometimes to get a client nice and relaxed I used pills that if used singly would knock out the lady, and she would not remember what had happened to her. Of course I never went that far. But what I would do sometimes if the client was nervous and shy is divide the tablet into eight sections and by secretly adding one or two of these parts into the clients drink during the evening, she would lose some of her inhibitions and combined with the drink and sexual chemistry…Bingo.

So far I had put 2 into Margarets drinks and they were working, so I suggested we should go, and we left the bar, arms around each others waists.

I could smell her perfume and body warmth as we walked and had to apology as we stopped momentarily as I adjusted my semi hard cock and balls. “Your fault” I said, and she looked down at my groin and the outline of my genitals for longer than a glance and smiled.

We arrived at Margarets flat. It was on the third floor and a stench of urine invaded the lift we had used to get up to her floor. She opened her door and we entered her home. It was tidy and clean but you could tell that money was scarce by the quality of the fittings.

Good, my business brain thought, since she was sacked life has not been good to her, and I was forming a plan that would hopefully benefit her as well as myself financially performing for my client Mister Singh. But first I needed to find out if fucking her will be as much fun as I had fantasised.

I turned her to me and we kissed, our tongues entwining passionately and I felt an urgency in her for human contact and had a feeling she had not had sex for a long time, and I certainly was not here to disappoint her. I gripped her arse and pulled her closer so that she could feel my hardening cock against her stomach. After a couple of seconds she pulled away and said she will just have to freshen up a bit. I smiled and said okay. And she went to the bathroom.

Her bedroom was against the bathroom she was using and I went in and was pleased she had a double bed rather than a single. Better for manoeuvering I smiled. I decided to just get down to it and started to undress and climbed between the duvet and waited.

Margaret came from the bathroom the denim jacket she had worn now on her arm and the grey short sleeved woollen halter neck top showed off her cleavage well. She saw me in her bed and looked slightly surprised so I knew I had to regain the control immediately.

“I just needed to relax, hope you don,t mind” I said with a smile as she stepped into the doorway and saw that I was obviously fondling my cock and balls under the duvet.

“It,s just that I feel so comfortable with you Margaret” I continued and pulled the duvet off me so she could see me naked.

Margaret eyes devoured my body. I had bent one leg so that she could see my now hard cock and the movement of my testicles in my shaved ball sac as I wanked myself slowly. I knew I had a fit body and enjoyed seeing her eyes dilate and her tongue automatically go over her dry lips.

I got up and walked around the bed to her, my rock hard cock swaying and pointing proudly out to her. “ I don,t feel embarrassed with you at all Margaret” I said reaching out and holding her hands “ I love it that you really know what I look like and……what effect you have on me.” I said gesturing down to my cock.

I slowly pulled her hands towards my proud stiff cock, and she put her hands on my hard on and gave out a sigh of pleasure and oh so slowly started moving her gripped hands forwards and backwards.

I started massaging her shoulders as she looked transfixed at her hands round my cock and I slowly moved my hands down and took hold of her top at her waist and gently pulled ii up and over her head exposing her black bra. She smiled and I dropped the top and held her tits in my hands kneading her soft flesh through the material.

I moved my hands to her waist again and undid the top of her jeans and unzipped them and going to my knees in front of her pulled them slowly down, my eyes level with her black panties as I pulled the denim material to her calfs.

I slid my hands upwards over her smooth legs and moved them round and gently felt the peachiness of her arse. I moved my head forward and started kissing and softly licking the material covering her cunt. The smell of her freshness and the panties material combined, almost made me start wanking my cock with pleasure, but instead I started to knead her arse cheeks harder slipping my fingers beneath the material to feel her flesh and hearing her responsive soft moans of pleasure.

I felt the warmth of her cunt as I worshipped her groin and could feel she had pubic hair beneath the scented material. I thought even better as Mister Singh my client preferred the natural look.

I slowly pulled Margaret,s panties down to join the jeans around her slender calfs , admiring her until now hidden pubic area. Her dark neatly trimmed triangle of curly pubes contrasted beautifully against her pale skin and I again moved in and this time kissed,licked and smelt her most intimate area without hindrance. I felt her legs move involuntarily as I explored her slit and clit, and decided it was time for the bed so rose from between her legs and looking directly at her.

“Take your bra off so I can see you naked Margaret….let me see you naked” I said soothingly. She reached around and unclasped her bra and started to remove it self consciously. “please” I encouraged softly. She smiled and removed it exposing her breasts for me to see.

“Wow” I said partly to encourage her self confidence of being naked with me, and partly because they were wow. I and my mates had ogled and lusted over those tits, and now she was displaying them before me.

They sagged slightly as is the way things go with age but they were still beautiful and her pink contrasting areola and large erect nipples proudly stuck out.

“Please never wear a bra again with me Margaret” I said admiringly. “ I never want not to look at you like this” with that I moved forward bent and started suckling those magnificent milk makers.

The pliable hardness of her erect nipple in my mouth and the other nipple between my fingertips gave me the opportunity to glide my free hand between her thighs and my middle finger straight into her moist love hole and I started fingering her. She shuddered and moaned , her thighs tightened but I continued the fingering and felt her juices beginning to run. I moved my mouth from her left nipple and looked her in the eyes and continued fingering her harder. The woman I used to fantasise over was standing jeans and panties around her legs and otherwise naked and my finger in her cunt wanking her and now with my other arm around her waist supporting her as her body began to writhe as her orgasm built. She tried to pull my fingering hand away, but I pulled her arm away and held it behind her back, she bent forward slightly nakedly exposed, face flushed and squirted as she orgasmed from my fingering her cunt.

Her legs were shaking from the efforts of her body cumming, and she gave a shy smile “ Im,e sorry…I didn,t ,I mean I have never” she moved her hand down between her now wet legs.

I smiled at her “ You looked beautiful when I made you cum hard like that Margaret, you enjoyed it didn,t you”. She nodded. “ let me take care of this for you.” I continued stroking the wetness before lifting her up and laying her on the bed.

I raised her legs and pulled of her jeans. Then her black panties. I held the panties to my nose and smelt them as she watched. Then I used them to wipe some of the wetness of her cumming from her legs and again smelt the now damp panties.

“ Can I keep these” I asked her. “Please say yes,…. but only if I never wash them.” I stroked her raised leg. “Say it”.

“You can have them” she said.

“But only if?” I prompted.

“If you never wash them”

I smiled again “Deal……..I will never wash them, so your cum will be always on them when I hold them…I will always have the smell of your sex….Thankyou”. With that I tossed them to one side and knelt between her legs and started to finish cleaning her with my tongue, gliding it over hers thighs before moving to her pink wet cunt and started eating her out.

Margaret started to gyrate her hips slightly as I worked on her clit with my mouth and tongue. I needed my own release now and got of the bed and moved to my clothing and got a condom I opened it smiling as Margaret watched me.

I stood and began rolling the protective sheath down my cock shaft. Once done I cupped my ball sac.

“My balls have ached for the last 5 years wanting this moment with you Margaret. Me and you in bed together making love”

I moved my naked body between Margarets legs, lifted them , positioned the head of my cock at her cunt entrance, smiled knowing my fantasy is becoming reality and thrust deep into her.

I fucked Margaret hard, it was not love making, it was fucking and the sight of her naked tits swaying with every thrust of my cock deep into her encouraged my efforts more. I moved down and bit her neck. She grabbed my neck, not to push me away but to pull me nearer. I continued with the love bite and felt my balls tighten as I was about to cum. I thrusted faster and orgasmed, wishing it was directly into her womb rather than into the condom…..but that would be later.

We kissed before I slowly rolled off Margaret.

“Fuck…that was good….better than I dreamt” I told her and we held each other and relaxed. She fell into a deep sleep soon after partly due to the bits of tablet I had laced her drinks with as much as to the fucking. I looked at her sleeping naked with me….. then I rose and got my camera phone and started taking photos of her while she slept naked. Business is business…and Mister Singh after all will want to know what he may be paying for.

To be continued.

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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...

4 years ago
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GIGOLO FOR SANDRA AND HER MAN

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...

2 years ago
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GIGOLO FOR A LADY BEFORE SHE RETURNS TO LONDON

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...

2 years ago
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George Isolde etc Ch VII

Chapter VII George had been sitting on the front stoop, nursing a bottle of Boh when Terry pulled up. He stood up and walked toward the car. Sticking out his hand, he said, “Hi. I’m George. Welcome. Bob said you were making hay today. There’s a hose ‘round back, if you wanna knock the dust off.” Terry shook hands and said, “Name’s Terwilliger, but everyone calls me Terry. A hose doesn’t do very well. I was thinking maybe I’d run over to Mago Vista and jump in the river.” He cocked his head...

Novels
1 year ago
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George Isolde etc Chapter XV

Chapter XV They were all sitting at the breakfast table, having a second cup of coffee, when Isolde spoke up. “I have an idea,” she said. “On those nights when I don’t feel like shutting one of you out, would you both mind coming to my bed with me, and just snuggling, and going to sleep that way?” George and Terry looked at each other. “I’m game, if you are,” Terry said. “Okay,” George said. “We can give it a try.” He wanted to say that things might be moving a little too fast, but he...

Novels
3 years ago
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George Isolde and the Brass Ring Pola Band Ch IV

Chapter IV When they got to the gig, Will, the drummer, was just setting up. He nodded to George and Isolde as he fiddled with his equipment. The bass player hadn’t arrived yet, but that was no surprise. He had told George three months ago that he was playing a wedding in Ocean City “on a Friday afternoon, for God sakes! Doesn’t anyone get married on a Saturday anymore?” he had rhetorically asked. “Maybe they got a three-day weekend special,” was George’s laconic reply. “Yeah. So now they are...

Novels
2 years ago
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GIGOLO FOR A LADY BUSINESS TYCOON

Lily white skin, long brunette hair that hangs below her shoulders and a big sexy smile with very attractive facial features. “One of her pet fetishes is watching a much younger, very well hung man masturbate for her. And she loves talking and offering advice and encouragement while it is happening,” she tells me as she leads me into the main room. When I first see her boss it is easy to understand why she is too old for conventional sex or intercourse, though she still has a very sexy...

4 years ago
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GIGOLO FOR LADY ELISE

I arrive a little early and right on the appointed time a knockout looking impeccably groomed woman strides very confidently across the foyer. Sun tanned brunette, sixty-six inches tall, voluptuous size 12-14, high heels, black silk blouse, wearing the tightest white slacks I have ever seen which highlight her brilliant thighs and arse; poetry in motion I muse. “You must be Jon, you come highly recommended. We are leaving for London tomorrow and I have never had sex in this country, so I want...

4 years ago
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GIGOLO FOR JODI AND HER NEW MAN

“He has enjoyed me telling him about you and our brief time together, especially when I am sucking his cock. He gets off on it. “It has been more than a month for me, I am hanging out for a second man. I want to please and be pleased. “What time would suit you?” Jodi asks. We agree that two o’clock on Saturday afternoon works well for us. After some small talk I notice Marco is rather agitated as he ogles my groin area. “Are you looking forward to watching another man have me and being...

3 years ago
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Gigolo Ch 08

‘How was yours?’ I asked Mickie as we arrived back in my new penthouse followed by Matt, Hannah, Paula, two other twenty-somethings Jenny and Lucy, plus the black guy I mentioned earlier, Tony. ‘Lovely guy. Nice dick too, actually, although not that pretty and told me he loved me. He actually proposed!’ ‘What did you say?’ asked Paula, more interested because she was actually engaged to a regular of hers, although she obviously shagged other men and women, and once he’d shagged Hannah. ‘No,...

2 years ago
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gigolo

There is a proverb that girls and ladies behave in strange ways; rather nobody can predict how they would behave. I am going to describe it in one of my experiences, being my second and last incident during train journeys. Once, I was coming back from my hometown. As it was Deepawali season, there was heavy rush in the train. I boarded the train around 12.20 AM (midnight) and went looking for my lower berth. In the dim light of night-bulb I found somebody sleeping on it with a bed sheet...

4 years ago
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Gigolo Ch 07

My first client was a woman, in her late teens, a woman who had a wedding ring, her husband’s credit card, G cup breasts and thick glasses. I didn’t discriminate, though, and just took her glasses off before sitting myself in the back seat of her lawyer husband’s Maserati Quattroporte (a car I had an eye on to buy myself, loving the looks and the obvious sexual practicalities), hooking my knob out and watching her strip completely nude before riding me to two orgasms in half an hour. ...

3 years ago
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Gigolo Ch 06

It was back to old school solicitation for me, just standing on the side of the road looking hot and looking to pick up some cash, at least until my first booking arrived. Hannah, Mickie and Matt went off with a client at least each, and then Claire’s bloke turned up, got out of the car, checked her out and asked if they could just do it right here. ‘Afraid not,’ she replied coyly. ‘Gotta be somewhere more private…’ ‘Why?’ I asked from a slight distance. ‘Go ahead, fuck her on the bonnet,...

1 year ago
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Gigolo Ch 10

I exited the bathroom half an hour later, still resting whilst I prepared for another session — albeit a small one this time — with Tanya, Claire and Claire’s secret guest, who was still to arrive, when there was a knock at the door. I vocally volunteered to get it, and walked the short distance to the front door. As a force of habit, I glanced to who was outside through the peep hole. Claire had decided she needed more practice before her first female clients that would be tonight, and she...

2 years ago
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Gigolo Ch 05

‘Can I thank you? Because a girlfriend told me that wasn’t the thing to say,’ she said. I just giggled, snogged her and fell off of her. ‘You’re welcome,’ I chuckled some more, standing off of the bed. ‘Night’s still young, champagne and a Jacuzzi?’ I asked, well aware I’d see her again if I gave her the Presidential Suite in Central to solicit from whilst she earned enough money to buy her own place, which, if she was half as hot as I thought she was, would take less than a week. ‘Nah,’...

4 years ago
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Gigolo Ch 04

That day, I went alone into Enfield and the industrial estates around there in search of some high-end chilling equipment. I found a Magnet store that could send someone around to design your kitchen, or take measurements and do one for you in the store. Vera had intricate details on her house documents, so I took them in, told the young Asian gent what I was after and told him to spare no expense and fill in with gadgets. I ended up buying two large chiller cabinets (one for the bedroom, one...

2 years ago
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Gigolo Ch 03

Claire made a point, with Will at work and Joe up country for the evening, of walking around in a top and panties for the next ten minutes until I left. When I did leave, she was in the fridge, ass out and very, very inviting. If I moved out, I could go ahead and shag her, I had shagged and was to shag much worse than this firm bodied girl. I said goodbye to her, promised to come see her when I got back in (although not knowing what that meant), and drove to the usual spot before walking to the...

4 years ago
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Gigolo in Washington DC part 4

This is a continuation of part 1: http://xhamster.com/user/moanw/posts/483396.html And part 2: http://xhamster.com/user/moanw/posts/483400.html And part 3: http://xhamster.com/user/moanw/posts/490082.html I remember four blonde women from that time. Three were surprisingly freaky. The last one was possibly my favorite. The first blonde was a petite southern belle from South Carolina. Bonnie looked so put together when she opened the door to her gorgeous home. I would have sworn that she was...

4 years ago
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Gigolo in Washington DC part 3

This is a continuation of part 1: http://xhamster.com/user/moanw/posts/483396.html And part 2: http://xhamster.com/user/moanw/posts/483400.html After my second consulting project I was in demand. The jobs lined up one after the next. To tell you the truth, the women all sort of ran together. I can’t quite remember who was third, fourth and fifth. I can sort them by hair color. There were three redheaded women that I remember well. Missy was the redheaded wife of a representative from...

3 years ago
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Gigolo for a day

I only remembered this yesterday but I thought I would share it with you.It all came about because about 44 years ago I was 21, vibrant, without a girlfriend and just finding my feet in London in only my second contract in the oil game.  By chance I knew an Argentinian guy, who was about the same age as me, who had made a fortune offering a massage service ……..for men.He advertised around Park Lane and had made so much money he already owned a flat just 100 yards north of Hyde Park.  Most of...

4 years ago
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GIGOLO FOR A FRENCH COUPLE

Xxxxxxxxx The man with a French accent asked over the phone, “Can we make a booking with you for next Saturday afternoon? Your abilities and prowess have been highly recommended by some mutual clients. We are from France and we are in your country on business. We run a very successful fashion business and we have just done some huge deals with some of the big stores here. And we are bilingual and bisexual. The day after that we are returning home. And my partner loves having two men at the...

4 years ago
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Gigolo With Bhubaneswar Lady In Car

Hi, this in Neil back again to narrate another incident. This is completely true apart from the names for the purpose of protecting privacy. I would love to receive your messages on and even would be available for chat on google Hangout. However, I would strongly discourage guys who ask for contact details of ladies. Please understand that it’s an ethical obligation to maintain confidentiality. So coming on to the story… I’m in this beautiful city of Bhubaneswar these days for my work. One day...

2 years ago
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Gigolo Service 8211 Neha Ki Chudai Karke Use Satisfy Kiya

Hi dosto… Main apka Rahul , from West Delhi , aapne meri phli story GIGLO SERVICE :- MERI PHLI CLIENT , ko pada and kafi response kiya jiske liye thanks…aese hi ache response ki vajh se aaj main aap sab k samne apni dusri story pesh kr raha hu , hope apko achi lagegi.. Pls ek request hai. Jaise Maine phle ki story main kaha tha ki agar kisi Bhabhi lady, Aunty ko service chaiye then they can mail me at , but pls khali mera ye janne ki Maine agency kaise join ki vagrh vagrh ya join krva do pls...

3 years ago
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Gigolo Service in Gujarat

Hello dosto,kalp again,mai gujarat me rahata hu ap sab ne meri pehli story padhi hogi. Lekin ek response ek married female ka mila. Usne likha tha “ nav, mujhe aapki story achhi lagi, kash ye mere sath bhi ho pata!” To dosto main us ledy ke sath ka apna experience share kerna chahta hoon. Meri ye real story padh ke response zaroor bhejein. To dosto maine us mail ka reply diya, usne mujhe milne ke liye bulaya when her husband was not at home. Main uske batai hui jagah per pahuncha. There was a...

4 years ago
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Gigolo story

I am 31 yrs male rediding in ahmedabad a parttime callboy in ahmedabad.iam good looking and has a 6×3 inch stud.one day during sex chatting i chatted with a female who is married and stays in ahmedabad xxxxxxx,when she chatted with me she asked me the charge per day , i said it would be 2000 per visit . She asked me to come to a particular place where we both can meet. i went to that place and iam surprised to see the most beautiful lady.we hired an auto and went to her apartment where she is...

3 years ago
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GIGOLO FOR SUE AND CHRIS

“Would eight this Friday night be satisfactory for you?,” my contact asks after we negotiate a fee with some included for him. I am looking to what might eventuate tonight as I arrive right on time. “I am Christine, Sue’s secretary, you probably saw her on TV this week as she made some announcements concerning her business expansion in this city. “Sue has an incredibly high sex drive with a huge libido to match. She hasn’t had a man to fuck her for weeks, not that I am aware of anyway. Was...

4 years ago
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GIGOLO FOR A FASHION INDUSTRY COUPLE

When I arrived I was greeted by two glamorous women, both beautifully dressed. “I am Sandra and this is Celine, we are yours to pleasure and be pleasured,” the more feminine one smiles as cursory introductions are made. They are both wearing designer label dresses and killer heels. Both of them have all the buttons undone on the top of their dresses and they both have very appealing cleavage. “The concierge speaks highly of you, she told us you have a large cock and that you have an arse...

2 years ago
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Gigolo At Gym Tastes Wet Ass Pussy Of A Dominatrix

“No, not here, my husband might see us… Uhmm! Your fingers are magical… keep rubbing my clit, just like that, O yes….”, I said to Priya’s husband who had lifted the frock coat and had grabbed my pussy when I was washing my hands in the washbasin. “I like that chubby ass of yours, you dirty slut. I’ll spank it hard and make it red”, a coarse voice spoke to me. Strange enough, I couldn’t see the washbasin, nor did I felt the water running on my fingers. But more importantly, I thought why was...

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