DIARY OF A GIGOLO 1. free porn video

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At twenty-two years of age I met a business lady who was a long way from home. Apparently she was married to a man who was the size of a jockey with an appendage of that scale. She had never had a bigger cock than his and was most impressed with my cock and my stamina. She also gave me the best blow job I had ever had at that stage of my life.

At twenty-five years of age I was far more sexually experienced than other men of my age. By then I had learnt much to my satisfaction that some men and women were prepared to pay for my services.

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.”

By now I am in my mid-thirties. I run a legitimate business in the home decorating field, which also gives me the opportunity to meet lots of wealthy women.

I am white, Anglo-Saxon, five-feet ten inches tall, weigh 180 pounds and have a constant all over sun tan as a result of living in a warm climate. I eat and drink sensibly and exercise regularly.

I have some basic rules. No unprotected sex. Males can suck my cock, but no intercourse. Multiple clients are fine at negotiable rates.

When I meet my clients I always dress ‘smart casual’. When I undress for my clients, or they undress me, I always like to be wearing very brief underpants to highlight my cock and tease clients.

My favorite is a white athletic jock strap to contrast with my tan with the front part removed, worn underneath skimpy briefs. When I remove the skimpy briefs my cock is framed by the jock strap and the thin straps of it on my well-formed ass - it looks and feels good. And I love the feeling of my black and chrome figure-eight cock ring I wear for extra special clients.

I love the comments I receive when I undress, such as: “Wow. Magnificent. You are hung like a horse. Magic cock. Hello big boy.”

You might like to read about some of the experiences I have enjoyed and been paid for:

Margaret had heard about me and she wanted to arrange ‘something very special’ for her girlfriend while she watched. Margaret introduced herself when I arrived wearing stiletto heels, very tight fitting white slacks and a black silk blouse with just the bottom button done up. She was a knock out looking woman of around fifty and the effect of her cleavage in her unbuttoned blouse with no bra and nipples protruding into the silk went straight to my cock.

“You appear to like my appearance,” she smiled. Let me introduce you to the birthday girl, Julie. In the next room her friend Julie was sitting completely naked in a carver chair with her arms fastened to the chair with masking tape.

A little younger than Margaret she had a firm and sexually attractive athletic body.

“Julie has had a lesbian lover for two years. She is wondering if it is such a good idea and she hasn’t even seen a naked man for three years. I want you to show her what she has been missing. And I want to watch and enjoy. Can I help you undress?”

Without waiting for an answer she had my shirt and trousers on the floor in a flash. I had worn black briefs over my jock strap and both women had their gaze focused on them. Relishing the attention I dropped them to the floor exposing my very erect cock poking out of my crotch-less jock strap.

“Fuck that is huge,” they both muttered in unison as Margaret removed her blouse, exposing a brilliant pair of tits with very erect nipples. She then removed her slacks to expose brilliant legs topped by a firm and well-rounded ass.

“I want you and I to show my friend Julie what she is missing out on in her lesbian relationship,” Margaret teased as started stroking my cock very close to where her friend was sitting.

“You are a big boy. A very big boy,” she murmured as she knelt in front of me licking the sides of my cock. “Can I suck your cock while my friend watches?”

She does and I tell her she is very good at it as she rakes her nails along my ass cheeks. I can see her friend becoming very agitated and straining against the tape binding her arms.

“Are you sure you want to remain a lesbian? You could be fucking this magic cock if you change your mind today,” she teases as she scratches my balls, then squeezes them.

I can see her friend Julie is enjoying watching me receive and enjoy a very good blow job.

To tease Julie even further she stops sucking me and positions me in front of her in the chair so that the tip of my cock is touching her cunt lips.

“Open your legs and feel what you have been missing as a lesbian.”

She does and she is very wet as I manage to slide the tip of my cock into her, then some more.

“Oh fuck, that is so good. Quickly, untie me so I can have all of him. I want that gorgeous cock right up me. Now.”

As soon as Margaret unties the masking tape binding her arms Julie is all over me, hands raking my chest and ass, then two hands stroking my cock. She leads me to a double bed, and Margaret follows. Julie lies on her back, parts her legs and growls, “Fuck me big boy, fuck me, fuck me, give it all to me.”

I do and I can see Margaret watching very intently with her legs wide open and teasing her very erect nipples.

“Is he good Julie?”

“Fucking fantastic. Never seen or had such a big cock. Never ever.”

After two years of lesbian activity, she orgasms on my cock over and over, in quick succession.

I look up to see what the whirring noise is and see that Margaret is working a large vibrator in and out of herself.

“Come and masturbate for me and finish yourself off while I watch. I love watching a man masturbate and always wanted to see it happen with someone so big.”

To help me she scratches my balls and ass with her free hand as she keeps using the vibrator. Then she squeezes my balls and watches the pleasure on my face.

“I am going to cum very soon, very soon. Your big cock is such a turn on. Cum with me. Use two hands. Love watching you masturbating,” she screams as we orgasm simultaneously with her friend watching.

A week later Suzie phoned and asked me if I was available to please both her and her husband. She told me they were in their early forty’s, successful business people and they liked to share a man around once a month.

I arrived at their penthouse at the appointed time and was pleasantly surprised to see they were an attractive couple and both sun tanned. Suzie was a German blond with a slight accent and her man was Austrian.

“Watch us undress, then we want to watch you get naked,” she said.

She had his shirt and slacks off in a flash and I was disappointed to see his penis was only two inches long, though he had an athletic body. Then he undressed Suzie. All she was wearing was a loose fitting dress with a long zip down the front, which he slid down slowly exposing Suzie’s brilliant cleavage. She shrugged out the dress letting it fall to floor and stepped out of it. Brilliant body with large, firm tits and nipples to match, very good legs and a closely shaved pussy.

They were straight down to business. “We will toss a coin to see who has your first, ya? We both want to bring your cock to orgasm. The loser can watch.”

Suzie was the loser and helped me undress, loafers, slacks, shirt, bikini briefs and then my crotch-less lock strap. “Your cock is rock hard already, you must like my body. Sit in that chair and my man will start on you while I watch. Can I tease your nipples while he sucks you?”

I can see Suzie’s body in a wall length mirror and focus on it in order to keep my erection as her man teases my cock with his fingers and then takes it into his mouth. Surprise, surprise, he is very good and obviously very experienced at sucking a man’s cock. Suzie was standing behind me teasing my nipples and offering advice to her man. ”That’s what you call a cock. Huge. Not like your wimpy thing.”

Then to me, “He is very good at cock sucking isn’t he. I can tell you like what he is doing to you. Wait until you have me though.”

Then more advice to her man, “Scratch his balls, squeeze his balls, lick both sides, take more of it, take all of it.”

He does all of those and is determined show both of us how good he is with another man’s cock. He manipulates his lips and tongue with a man’s strength around my rock hard cock.

“Is he good baby?” Suzie asks, though neither of us sure which one of us she is asking.

I can’t hold out much longer as Suzie squeezes my nipples and tells him in a very agitated voice, “Scratch his balls, squeeze his balls, do it harder, harder, make him cum while I watch.”

“That was really something,” I tell them both as Suzie cleans me up with a warm towel.

“My turn now, while he watches,” she smiles at both of us. “You have lost that beautiful hard on you had. I will see what I can do to get it back for all of us.”

“Watch what I can do,” she tells two men as she takes my cock in her hand, strokes it, licks it and kisses it, then takes it into her mouth. The different feel of a second person’s mouth on my cock and her naked body has me rock hard instantly.

I promised earlier, “Wait until you have me. My other men all tell me I am very good. Some even say, very, very good. Put your cock ring on for me. Better still let me put it on for you. That is a big size and it is still tight on you. I love the way it wraps around your balls as well. Does it feel as good as it looks?”

It does I tell her as she teases the sides of my cock with her tongue. She tells me to lie on my back on her bed. “Love your big cock. I want to use it to pleasure myself.”

She sits on my cock facing towards my feet and her husband. Until then I hadn’t realized how good her ass was, large but perfectly proportioned and dimple free.

“Love looking at your gorgeous ass while you are fucking my cock.”

“Good, most of my men do. Forty inches. Put it in your hands under it and slide me up and down the full length of your rock hard cock.

I do and she is very good in that position. I can feel her squeezing and alternating her cunt muscles against my cock and the feel of her big ass in my hands is an added turn on.

“Wish all my men were as big as you. Love your big cock. Your bio says you can keep it up for an hour. Let’s find out.”

She rides and teases my cock with great skill as she scratches my balls very teasingly. I watch in the mirror as she alternates by teasing her long, rock hard nipples. And watching her very well formed ass sliding up and down my erection is a constant turn on.

“I’m ready now,” she says looking at her husband thirty minutes later.

He approaches us with a cane in his hand, raises it and swings it onto his wife’s ass with barely enough time for me to get my hands out of the way.

“Again, harder,” she instructs. “You know I like it. That is so good while I am riding this huge cock. So very good.”

The next time I can feel the cane hitting her ass on my cock as it leaves a red welt on her ass cheeks.

“Three, four, five, one more like you always do. I love the pleasure and pain. I think he does too. Put your hands under my ass. Slide me up and down on your big cock. That is fucking magic, fucking magic. I’m going to cum. Cum with me.

“I told you earlier my other men all tell me I am very good. Some even say, very, very good. What do you think?”

“That really was something I had never had before. Feel free to call me any time.”

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Diary entry 62111

Diary entry 6/21/11Hi diary, It's me again!!Adriana is passed out after our wicked sex fest so I thought I'd bring you up to date! Anyway diary, you'll never believe my fucking day! Weird and wild I'd say!!Anyway you remember Rod? I'm trying to forget the creep, believe me! I wrote to you about him back in the spring time, remember? As you know I stopped banging him about a month ago when I found him with his cock in that slutty ho he works with. I do miss that mans monster missile, he is good...

Group Sex
1 year ago
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Diary of a house boy part two

April 11 Dear Diary, Wow, you should have been with us last week!!! Mr. Foxx took me along with him to San Francisco on business!!! Talk about a wild place, diary, I actually saw two men fucking out in the open in the park and nobody even gave it a second look!!! Mr. Foxx gave me one hundred dollars and sent me on my way to explore the city when he was at his meeting!!! I found this little place that advertised live dancing in private rooms, and since I'd never heard of anything like that...

Gay
2 years ago
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Diary 8211 My Son Made Me Topless Naked Model 8211 Episode V

Read (Chapter ON ROOF) Suddenly my son holds my hand and pulled me from sofa. He also took all camera and apparatus and dressed up. He simply drags me to front veranda. I was stunned and ashamed of my semi nakedness. If any neighbor awoke at this moment they can see me. But I kept quite. He opened main door and stepped up on stairs to go to roof. We came to roof. February’s 4 am is almost dark night and chilly. I shivered with cold and shame. I, a traditional Bihari lady, standing in open...

Incest
2 years ago
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Diary 8211 My Son Made Me Topless Naked Model 8211 Episode IV

(Chapter FRIDGE & HANDCUFF) Love and affection flows from my heart. I want to give him some precious gift. I know if I offer him choice, certainly he asks for mother’s vagina. My eyes are closing with sleep but with apprehension I said- ‘Beta’ I want to give you something precious, ask anything I have. Son Said- Ma’ you just gave me most precious photographs of yours. It is enough for me. Foolishly I insisted him- Ok but you can ask for anything I have. Son Said- Ma’ right now you can give me...

4 years ago
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Diary of a Bloodsucker

November 2nd, 1813 Vienna, mierda! I’m still in Vienna. Diary, I had hoped to be back in Almeria by this time. Back home, for the holiday, for the Day of the Dead. (There is no Day of the Un-dead, so I settle for the closest thing.) During the chaos of those revels, that last well into the early morning, victims are easy to come by. A woman or two disappears and no one notices. No one suspects my hand… But, I am trapped here in Vienna in this wine cellar, hiding like vermin, and I have been...

2 years ago
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Diary of a fledgling dominatrix 2

Introduction: Friday 9/20 and Monday 9/23 Dear Diary, Ethan gone. He proved himself unworthy and removed himself from the picture. I cant really articulate how I feel about this but every bit of it reinforces this.. self-awareness Im experiencing. Like, I am an entity, a whole, stand-alone person. I used to think of Ethan as a piece of me. An extension of self that I needed, but now I think I felt that way because it wasnt Ok for me to want things. Like, I only ever deserved what I needed. Not...

1 year ago
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diary pt1

I bought a house two days ago. I know it’s kind of strange for that to be the first thing you learn about me, but hey, I’m still trying to get used to the idea of having a house of my own, myself. It’s not very big, more like spread out. It has one floor, three bedrooms, a kitchen, a living room and a pool…the bare essentials. I’ve only moved in today so I’m still a bit disoriented when it comes to the house and everything in it. Well actually, there’s nothing in it. It’s empty and only now, as...

3 years ago
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diary pt1

I bought a house two days ago. I know it's kind of strange for that to be the first thing you learn about me, but hey, I'm still trying to get used to the idea of having a house of my own, myself. It's not very big, more like spread out. It has one floor, three bedrooms, a kitchen, a living room and a pool...the bare essentials. I've only moved in today so I'm still a bit disoriented when it comes to the house and everything in it. Well actually, there's nothing in it. It's empty and only now,...

3 years ago
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Diary of a Jailbird

October 17Dear Diary...You showed up in my first care package, and since I'm not doing anything else, I might as well write in you. =)Lemme tell you a bit about myself.  I'm Casey, Casey Shepherd.  I'm, 19, really tall...5 foot 11 to be exact (yay tall me!), weigh about 150 lbs, slender and toned from playing volleyball and softball, straight blonde hair, blue eyes, freckles, 38c, size 10 feet.  In the winter I like to go snowboarding.  If you haven't figured already, I'm a big tomboy.  All...

1 year ago
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Diary of a housemother part one

Dear Diary, My name is Tilly Crawford and for the past ten years I've been the housemother for the Delta House Fraternity here at State U. Another year of school started just yesterday and the boys have been getting ready for fraternity pledge rush week by planning parties and of course the open house to allow the new freshmen to get an idea if they'd like to join Omega House. It was long summer for me diary, I really miss being around the boys and of course my pussy missed the attention it...

Fetish
4 years ago
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The Kings Gigolo

I have always been a little keen on medieval times. I am by no means what you will call a history buff, I enjoy the primitive fashion especially the low neck lines and heaving bosoms and the barbaric behaviour but mostly the romantic interludes that are linked with so many hero’s and legends. On a smaller scale I have always been let’s say amused more than interested in the idea of time travel and teleportation from a very early age from the time I started to read The Chronicles of...

2 years ago
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Aunt Cathys Gigolo

AUNT CATHY’S GIGOLO I served my country honorably until I took a shot to the hip. Not much an Army Ranger can do without a useable hip. I was patched up pretty well, but still given a medical discharge, some very nice VA benefits, and decided to go to college full time. In my four and a half years of active duty I managed to get a full year of college. My Aunt Cathy runs a hair salon from her home about four hours from my parent’s place. About ten minutes from her house is a university I’d...

1 year ago
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Jack the BigDick Gigolo

My name is Jack, and I’m here to tell the story of how I got involved in the business of being a gigolo, male escort, social companion, or whatever you wish to call it.I was twenty three years old when it first began. I was a regular guy; I had a regular job working at the airport. I had a girlfriend. Nothing special.Except in one area, I have a very big dick. Almost nine inches long when I’m fully hard, and two and a half inches wide. Girls seemed to like the width more than the length I...

MILF
4 years ago
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  • 20
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Gigolo

Hi, my name is Al Whitley. Now that may not seem important to you right now. However, I think as you read this you may want to change your mind. I am your average personal trainer, working at Cindy’s Spa and Health Studio here in town. Not much of a job, you might say? Well, in a way your right; and you’re also very wrong. I call the place Cyn’s (sins) meat market and sweat studio. Ladies flock to the Spa looking to lose a few pounds and to get out of the house and away from the curtain...

Cheating
1 year ago
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How Sex With Boss Made Me Gigolo

Hi, ladies, bhabhies, aunties and girls. My name is Rahul(name change) I am from Noida. I am a call boy. Today I’ll tell you how I became a call boy. First, let me tell you about my self. I am 26years old. My height is 5.5”. I don’t have a physique like that of a stud. I am a normal looking boy. My dick is 7” long that can satisfy any lady/ girl. So now without boring you much let me come to the story. I’ll tell in Hindi now. Me ek MNC me kaam karata hun as a Manager. Meri boss Kolkata ki rehne...

2 years ago
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My First Massage Experience Made Me A Professional Gigolo

Hello all ISS readers. My special warm greetings to Girls/Bhabhis/Aunties, all female ones/House wives from #Odisha and #Chhattisgarh. Please give me feedback at “” after reading my experience. I’m Amitav aged 24 years, 5ft 8inch height, grey complexion and handsome athletic body. Now I am going to tell you how my body massage experience with my Aunt made me a professional gigolo one. I am from RAIGARH, CHHATTISGARH and had completed my B.Tech in 2015. Now I’m preparing for job staying away...

2 years ago
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  • 14
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Majburi Ki Chudai Majburi Me Bana Gigolo

Hi….. Readers this is my first story on Indian sex stories … I am interested to write this story in Hindi.. Mera naam sagar hai aur main up ke ncr area se attech area se belong karta hu aur mai college student hu. 25 yr young handsome and tall boy With a average tool.. Ek din hum sabhi college ke dosto ka plan bana kyu na aaj raat ko party ki jaye kisi disco me jaker, aur hum sabhi ne decide kiya hub sab friends club me hi millenge. Time ke according hum sabhi dost club gye aur drinks ki aur...

3 years ago
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Me And Aunty Sonia Made Me A Gigolo

My name is Tarun, I am a resident of Gujarat. I am a handsome guy to my height is 5.6 Feet. This story is a true story of how my boy, my aunt made me call. My aunt’s name is Sonia, their age 29 years, when they are very beautiful and sexy. Their butts are raised upwards to see if anyone stands Lund, the figure is 36 32 38. Aunt lives in Rajkot, he is a boy of 5 years. My uncle is a military, they remain out of the house. He visit 2 time a year. Join the paper after I got 12th, I was bored at...

Incest
3 years ago
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  • 19
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Aunt Cathys Gigolo

AUNT CATHY’S GIGOLO I served my country honorably until I took a shot to the hip. Not much an Army Ranger can do without a useable hip. I was patched up pretty well, but still given a medical discharge, some very nice VA benefits, and decided to go to college full time. In my four and a half years of active duty I managed to get a full year of college. My Aunt Cathy runs a hair salon from her home about four hours from my parent’s place. About ten minutes from her house is a university I’d...

Straight Sex
3 years ago
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  • 18
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The Gigolo

Laura puckered her lips as she applied the eyeliner. For years she’d had no idea why she puckered up when she put on eyeliner until a friend had questioned her about it several months ago. It had taken her three weeks of casual pondering before she suddenly realized there was no real reason for it. Her mother had always pouted when she put on makeup and she had passed the habit onto her only daughter. Laura in turn had passed it onto her three daughters. Her long blonde hair was beginning to...

Straight Sex
2 years ago
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  • 9
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NRI Lady Sex perience of Gigolo

Hi friends im back once again with real gr8 experience with NRI lady who kalp me for 24 hours Not wasting much time let start the story baat yeh november end ki hai i was just chatting on yahoo i met one lady from USA her name was Kajal we just chatted normal things then she asked me what u do i told her that i m gigolo by profession she asked me kahan se ho tum maine kaha mein gujarat mein rehta hu tho ek dam boli arre mein bhi abhi india mein aayi hu she came to bardoli phir mere se poochi...

3 years ago
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Mom Fucked By A Gigolo

It was hard, long, thick, and black. I had never seen a cock this big before. He was tall, dark, and muscular, maybe a gym freak. Or maybe this was just a job requirement for him. But mom loved it. She bent down and kissed the head of his throbbing fat cock. Then sat on her knees and took half of it in her mouth. It was so fat that she had to open her mouth wide to take it in. She looked up at him with a naughty look on her face while there was just a slight smile on his face. With his hands on...

3 years ago
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Diary of a fledgling dominatrix 2

Ethan gone. He proved himself unworthy and removed himself from the picture. I can't really articulate how I feel about this but every bit of it reinforces this.. self-awareness I'm experiencing. Like, I am an entity, a whole, stand-alone person. I used to think of Ethan as a piece of me. An extension of self that I needed; but now I think I felt that way because it wasn't Ok for me to want things. Like, I only ever deserved what I needed. Not anymore. Almost overnight I feel -- quite...

3 years ago
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  • 11
  • 0

Diary Confessions Tales of Week Two

Introduction: We are step-Siblings of four years and wish to share our journey. TALES OF WEEK TWO TORI-LEE We were officially one week into our life changing journey and I must have had more eye opening experiences than I could ever remember. My mind was going a million miles an hour taking in everything I was learning. Which, at 18, lead my hormones to go crazy. Id never even lived with guys before, so after 7 days sharing a 40 foot bus with my mamas new man and his son I had urges and...

3 years ago
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Diary of a Nazi Rape Squad

My name is Barbara Luttice   My name is Marla Eton.? I?m a 43-year-old Briton, currently living what I consider to be my dream life with Julio, a considerate, handsome, late-thirty-something Italian university art history instructor and avid painter, here in sunny Italy.? Ever since my stressful divorce from a Fleet Street solicitor four years ago, I?ve lived here in the beautiful Tuscan countryside, an hour?s drive from Florence, were I now work part-time as a visiting professor of...

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