Pay for Hooker Goes Wrong Gay
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Keywords High HeelsCategories Bondage TransgenderingSynopsis I was getting too old to hook, profitably?so?. This is really a love story.The Old HookerBy Janet BakerThe flight to Amsterdam was uneventful, I laid back in my first class seat and let the handsome young attendant serve me champagne -- glass after glass. He was a darling. This old hooker would have gladly given him a freebie. I was only fifty but business was slowing down and I could see the...
this story is written by Molly Day, it is autobiographical. I'm just pasting and copying it here.https://storiesonline.net/s/20590/becoming-a-hooker################################Sometimes, in the middle of doing it, I find my mind drifting: trying to figure out how the hell I got here.I’ll be on my knees in an alleyway, or squeezed into the footwell of a car that’s far too small for what the owner intended to do in it, and I’ll think: when you were 14, Molly, is this how you expected things...
Sue was on her way home from work. She was driving in heavy rush hour traffic, but her mind was in turmoil. Since meeting Tim a few weeks ago, she had begun to question everything about her life. Sue Henson was a twenty something college graduate, who worked for a rapidly expanding Midwestern company. Her upper middle management position gave her a respectable income, and plenty of room for advancement. She owned a pleasant two-bedroom condo in one of the city's best high-rises. Although her...
Most of my life, I always figured hookers were druggies. Never even questioned it, a hooker, must be that she's an addict that can't function in the real world and just fucks to get more drugs. Makes sense, right? Well, not really, but that didn't matter because I never really cared to think about them. Unless I was roleplaying as one for my husband, but that's different. I'd dress up for him and we'd pretend that he was picking me up off the street and I was just some college girl trying...
Hello ISS readers, this is Selena here. This is the continuation to the next part where I became a hooker. I really want to thank the ISS community for the overwhelming response to my first story. So let’s continue from where I left. So I wrapped myself in a towel and peeped outside from the bathroom door. I could only see Moin’s back. He must be talking to someone. I could hear 2 more guys talking to him. I came out and was in for a shock. It was Ali and Javed, my neighbors. They saw me in...
First Time Hooker As I came to a stop near that almost deserted corner and rolled down my passenger side window the girl approached me. Something about her gave me the idea that under all of that makeup that she was quite stunning. Her shorts were very short and they were very tight as well. She had on a skimpy bikini top that just barely contained her nipples. Her heels were so high that they looked like stilts. She leaned into my car window allowing her big breasts to droop down...
Keywords High Heels Categories Bondage Transgendered All Sorts of Stuff Synopsis I was getting too old to hook, profitably...so.... This is really a love story. Be aware that in the course of writing this story no animals were?in any way injured. The Old Hooker By Janet Baker The flight to Amsterdam was uneventful, I laid back in my first class seat and let the handsome young attendant serve me champagne -- glass after glass. He was a darling. This old...
This happened back in the Fall of 2016. I don't remember the exact date, but I know it was already getting very cold.-----------------Daddy Jake has a big, beautiful cock. He had been fucking me for over a year now. I craved his big, hard, throbbing cock all the time. It was one of the best cocks I ever had. I loved it.But Daddy is married, so he could only fuck me when ever he could get away. One day, after daddy ravaged me like the cheap whore that I am, daddy brought up one of his...
It was light when I woke up. I lay motionless looking at the ceiling, turning my eyes to the red and gold shade on the window. I was back in my room. in my bed, and I'd slept deeply. I was flat on my back, arms at my sides. I curiously touched my legs and slid my hands up my thighs, past my hips, and across my stomach. The sensations were strong, and I gasped as I touched my breasts and nipples. I inhaled and exhaled, filling my lungs. I was overcome by my new body, and I loved...
By Dina PetroMy Name is Mira, I was in My early twenties when this happened, being a good looking woman, with very sexy body, I had many options by then, my best female friend, Tina, was living a very comfortable life, although her family wasn’t so rich, Tina is a real gorgeous looking girl with super sexy, curvy body, we almost looked alike at that point of time, I did not think of asking her how did she manage to get the money, she was spending like crazy, although she was my best friend, but...
my wife was a part time hooker *disclaimer* this story is the product of a horny and slightly perverted husband, and unfortunately, is purely fiction. If there is anyone out there who gets off on it I would love to hear from you.There was a time back a few years ago, when the economy was in the shitter, when my wife and I had fallen on hard times financially. She was unemployed and we were over extended on our bills and could barely make ends meet. I am hoping this is why things ended up like...
My Night As A Hooker by Tanya Fly Comments welcome. Let me tell you a story about a girl, a cheap motel, the hooker stroll, and some very sleazy clothes in my size. Natalie is the kind of girl you see in some rock video or beer commercial. Great T&A, tall, lots of long blond hair, and a wild, kinky imagination. We met in the city. I was a junior advertising "executive" (read go-for) and she was the knockout administrative assistant going to...
Sometimes, in the middle of doing it, I find my mind drifting: trying to figure out how the hell I got here. I’ll be on my knees in an alleyway, or squeezed into the footwell of a car that’s far too small for what the owner intended to do in it, and I’ll think: when you were 14, Molly, is this how you expected things to turn out? Tongue flat under a stranger’s cock, moaning and rubbing myself, about to cum as he fires his load into me, and clutching the few pound notes he pushed into my...
The Walk after the Busted Date or My first Job as a Hooker -Part 2 Toot-toot! Crap that scared me! I wasn't expecting anyone to try to pick me up again. I thought it would have been a fluke. A one-off earlier with the kid and the handjob. Really? Again? I can't say that I'm not flattered. I was, really. Gathering my nerves before turning to see who my next suitor was, I slowly turned without my legs shaking so much this time. Whomever was in the car, they would see me as fairly...
I guess at one time or other, some of you guys out there will have been with a prostitute. Perhaps your wife knew, perhaps she didn't. Perhaps you weren't married and just looking for sex without any attachments. Maybe you went by yourself, maybe in a pair or even a group. Perhaps you cared who she was, more probably you didn't. Did you look at her face while you thrust into her body, or did you take her from behind? - The reason I ask is that the prostitute could have been my wife or, if it...
The Walk after the Busted Date or My first Job as a Hooker It was a Friday evening about eight just before the sun was about to set on a pleasantly cool evening. The brisk air kept me comfortable since my body was a little warm from being nervous with the coming scenario. I was going to meet Phil, my date, as a hooker. We have been planning on this for a few weeks and our schedules finally matched enough to make it happen. The club I was going to served a very eclectic clientele and...
My wife and I have been married about seven years but have known each other since highschool. Paula was always cute with cute girl next door looks and a sexy little body that had curves in all the right places. Her breasts weren't overly big, a generous b'cup but they were always perky and had perfect nipples. She tried to work out when she could so she had some nice muscle tone in her thighs and ass but not enough that there wasn't a nice bumper covering her to give her a soft thickness that...
As described in at the end of this story: Deflowering Jeanette, I fucked Jenny with her younger sister Marcia watching us and fingering her virgin pussy at least once. I also alluded to Marcia becoming so jealous that Jenny and I were having sex and she wanted me to fuck her too Jenny and I had to find other places to have sex other than their house.This is the continuation of that story and the final chapter in this series of true stories.Throughout the rest of high school Jenny and I fucked...
So woke up this afternoon with the intention of seeing a hooker, i went into town and visited one of the famous walk ups in London, walked up stairs saw two doors, one with the name Amy, and the other Kate, i made my choice to see Amy and it was a choice i wouldnt regret, Amy is a curvy girl with black hair and a great pair of tits, D or E cups if i had to guess, she greeted me at the door wearing a short black dress which showed off her tits, she was wearing red 6 inch hooker heels showing of...
CATHLEEN. Diary of a lesbian hooker of the 1930s. PART 2My extra work on Friday evenings had never interfered with my job at the factory. The factory work was quite simple and since I had finished my secondary schooling, I was put in the office doing invoices, shipping notes, bank stuff, etc…I was one of ten clerks doing pretty well the same thing and we were supervised by an office manager who was an Irish girl like me but around 50 years old. She was about my height, a bony face with short...
CATHLEEN. Diary of a lesbian hooker of the 1930s. Part 1.This diary was found in an old hotel room in a city we will not mention. The writing is Cathleen’s but the dialogue is sometimes made up, although it would have been close to the original. Cathleen worked the joints in downtown Boston during the 1930s, the end of Prohibition, the great Depression and especially the golden years of the Mob. Any resemblance to people dead or alive is purely coincidental....
Daddy's Little Hooker© Shyblueeyes1968 2006-2009MF, teen(18+), i****t, spank, anal, oral.Summary: the Father, Mike, feeling frustrated, goes in search of young whore, and ends up having the shock of is life when the girl he tries to pick up, turns out to be his 18 year old daughter, unleashing his repressed i****tal desires. This story is based upon a series of chats and cyber chat with women, and incorporates various ideas from chatting to several women. However, it is fiction and none of the...
Bumfelt opened the door to his car and climbed in. He took the keys from a trouser pocket, turned the ignition and......the passenger door, suddenly opened. Bumfelt's hand went for his holster and the Colt. "Whoooah! Jesus, Theo!" exclaimed the hooker as she leant into the car. "It's me, Nikki. Fucking hell, I thought you was gonna shoot me." "I was," hissed Bumfelt. "Get in." Sexx climbed in. "Drive," she said. Bumfelt did. He put the car into drive and pulled away from the kerbside. "Where?"...
He bought me drink and we chatted for a couple of minutes about sports and what have you and then told me, “I came down to the bar for a blowjob.†When I told him, "Good luck. There’s no hookers around,†he just laughed and said, "No dummy, you're gonna do it." I kept shaking my head, "NO," but I still got up when he did and followed him to the elevator and on up to his room. Needless to say, Frank had me pegged and I learned something about myself that changed my life. A Hooker I'm...
GayFew months after getting married, my wife confessed a fantasy she had. Anita told she wanted to be picked up in the street as she was a prostitute.She put on a very tight black dress, a tiny thong and high heles.She looked gorgeous, ready to be well fucked in the streets…I left her alone in a dim lit street, where we knew usually few hookers were.I made a couple rounds in my car and got surprised as I saw several cars stopping and some men asking Ana what she was offering…But my sensual babe...
My wife Jordan and I have been into the swinging gangbang scene for a number of years.We would both go out on our own and fuck other people as well as attending swinger parties and organised gangbangs.Obviously Jordan fucked way more people than me. She had a few tricks to show guys she was a slut, besides dressing like one.At bars she would bend over wearing nothing under her dress. When opening her purse it was full of condoms and a dildo.Sitting on bar stools she would swing around with her...
Hooker or escort?The credit crunch was biting hard and my expensive tastes had not waned in the slightest. With each extravagant day I was getting closer and closer to financial meltdown, which is the sole reason I was standing in front of a full length mirror, scrutinising my choice of outfit. Tonight I would for the first time offer my body sexually for financial gain. Tonight I would be receiving cock solely for the purpose of creating wealth. Unashamedly the very thought of soliciting my...
Le vol dura des heures, et pourtant Maxime n'en pouvait plus d'excitation. Une heure environ avant d'arriver, il se rendit aux toilettes, et se changea pour prendre sa tenue habituelle - jean, baskets blanches, queue de cheval -. Il se sentait ? l'aise ainsi. C'?tait ainsi qu'il comptait vivre aux USA. Galvin lui avait dit que tout ?tait pr?t pour lui, et qu'il n'avait plus qu'? arriver. Son logement, son contrat de travail. Un v?hicule l'attendait ? l'a?roport et devait le conduire ? l'embarcad?re puis jusq...
Introduction: Saffrons descent from school girl through stripping and pole dancing to street hooker continues Note Reading part 1 first is recommended. Saffron was an innocent 18 yer old in her last year at school when her cousin and his friend frst took her to a strip club. Now a week later she returns for the money she belives she is owed for stripping, pole dancing and having sex with punters. Saffron Part 2 The street glistened wetly after the mornings rain as Saffron walked slowly along...
------------------------------------ "What is that?" Carlie jumped at the unexpected intrusion. She'd had no idea that her brother Dennis was in town, let alone in her room. She'd been so caught up in what she was doing and sure she was alone that she hadn't even noticed when he walked right through her open door and looked over her shoulder. She quickly tried to close the browser. "Dennis! What are you doing here?" "Who is 'Apple'?" Carlie closed her eyes as her...
Mike was feeling increasingly restless. Susan, his 18 year old teenage daughter was staying at her friends, and he had the house to himself. Just him; all alone. Just him and the computer, with only his frustration and loneliness to keep him company. He was flicking through some teen porn pics, the one’s he liked, the one’s that he secretly knew, but his conscience self denied; most resembled his Susan. For a brief, unguarded moment, he allowed her to slip naked into his mind, his cock...
Introduction: How my wife turned into my Hooker Let me start off my saying my wife Aimee is absolutely stunning. She is 58, 105 pounds, dark brown hair, full C and a complete slut in bed. Aimee will do anything I can possible think of and she has a most twisted mind then I. Like last week I came home and she was in her old catholic school girl uniform (which she still fits in from 7 years ago) with a ruler in one hand and and a 12 inch dildo in the other. She said to me, Which one do you want...
Introduction: MY first be easy ******************************* Mike was feeling increasingly restless. Susan, his 18 year old teenage daughter was staying at her friends, and he had the house to himself. Just him, all alone. Just him and the computer, with only his frustration and loneliness to keep him company. He was flicking through some teen porn pics, the ones he liked, the ones that he secretly knew, but his conscience self denied, most resembled his Susan. For a brief, unguarded...
Introduction: This is a story about me being away and my wife comes dressed as a hooker. Absolutely not, I yelled at my wife. You dont need a $500 watch. I said as I walked out the door. That was the angriest I ever left my wife. She wanted to buy a $500 watch and she didnt have any money in her bank account. She expected me to buy the watch for her. Thats why we have separate accounts. We each have our play money and I wasnt going to use my money to buy her a watch. I did call her on the way...
It was 1986 and I was 21 and had been married for less than a year when my husband, Steve, came to me with a problem. Steve owned a painting business and had a crew of 6 mMexicans working for him painitng a new apartment complex here in town. Steve told me that if he could finish the contract a weeek early, he would get a huge bonus. He had promised his crew that if they finished early, he would rent a hotel room, buy them a few cases of beer and whiskey, and hire them a hooker for a party....
"Go to your corner, Samantha," the pimp ordered from the inside of his car. Samantha, or Sam for short, was his youngest and newest hooker. She was a small, busty blonde with a flare for the rough stuff. Her blue eyes scanned the area quickly before she allowed herself to exit the safety of the pimp's car. It was her first night on the corner of 5th and Main. The people on the streets rushed about in their efforts to get to the nearest bar, or they were seen taking another whore into a run-down...
EroticOne night sophomore yr I decided it was time to lose the V-Card, and I decided it the only guaranteed way was with a hooker. Just riding around with friends nights before I kind of had an idea of where there may be hookers. I ride around town looking for hookers. My idea of what I would find was based off Pretty woman and HBO specials, women walking around half naked. After 2 nights of no luck i do some research and find out that's not how it is. After research I had a good idea of where to...
Introduction: Part 3 After Amiee left to go get cleaned up the phone rang. I answered the phone and it was a friend of mine, Jay. Hey Jay what is going on I heard about your party, think i could come Of course you can come, I didnt invite you because you are married, I didnt want to cause tension Ya that was the other thing, Kirsten wants to come too Of course, bring anyone you want, I am sure my wife will eat pussy too Well, she doesnt want to use your wife, she wants to be used Are you ok...
The Walk after the Busted Date or My first Job as a Hooker Part 3 "So what did you have in mind?" I said in my best sultry voice while turning part way around. My back was arched slightly to make my ass stick out just right. It must have made the two young men a little nervous. One, for being so forward and assuming in my nature and what would you expect. My body was well worked over finishing less than a hour ago by four delicious cocks and the opportunity to make a couple more...
"Hey Jay what is going on" "I heard about your party, think i could come" "Of course you can come, I didn't invite you because you are married, I didn't want to cause tension" "Ya that was the other thing, Kirsten wants to come too" "Of course, bring anyone you want, I am sure my wife will eat pussy too" "Well, she doesn't want to use your wife, she wants to be used" "Are you ok with that Jay" "Ya, she said if I could fuck Amiee, then she was going to fuck anyone that...
Grew up in a small town. In high school I was on the football team, had friends, was a bigger guy, but not obese. i was naturally shy when it came to women so I was a virgin all through HS.Fall 2005 I move to a mid-size town for college. Still naturally shy when it came to women. All of freshman year I remained a virgin. Lame, I known. What kind of guy can't get laid in college.One night sophomore yr I decided it was time to lose the V-Card, and I decided it the only guaranteed way was with a...
Jon Douglas had been married for almost twelve years. He was pretty happy; he had a decent job, enough money to support his wife, whom he loved. But their sex life wasn’t great.To be honest it had never been that good at the start of their relationship. She was a bit too timid, even shy. This was why he had, for the past four years or so, visited hookers on a fairly regular basis.He liked to act out his fantasies with a really filthy-minded woman, and this was the perfect way to do it. Around...
Cheatingthe first and the last time i ever picked up a hooker , if you know me you know i love panties and bras and underwear in general . i was driving through the what you call the redlight district of the east end of vancouver bc when i saw a few hookers . observing them i take notice of what they are dressed in more than what they look like . there was this one in particular i had noticed , she was a bit heavy set and had big boobs and a fat ass . in one of my times circling around i noticed she...
After a very boozy night on a colleagues leaving do in Preston I was making my way back to the Travelodge and thinking how good a blow job would be to finish off the evening. I took a slight detour through the red light district and was confronted by the usual skanky d**ggy prostitutes. I'd quickly put the BJ idea to the back of my mind but then as I turned the corner to the main road a slightly shy girl appeared and asked if I had a spare cigarette. I did and as I lit it for her, even in the...
Hubby would normally arrive home from the around 6.00pm. Why was his key turning the front door lock at 11.30am on a Thursday? Closing the door behind him, I could hear his footsteps all the way till he reached the kitchen. I was sitting at the breakfast bar, holding a half drank cup of coffee wearing only a silk robe. "Glad I caught you!" he started. Sitting on the stool opposite he continued."We'll need to go round to your flat to pack a bag full of toys and outfits!" "Why do we need to do...
"Hey Jay, damn your wife is a slut, what the hell is that about" "I know, i wasn't suppose to let anyone know." "Well I know and Amiee knows, she just ate my cum out of Amiee's ass." "Are you serious?" "Ya, where were you, I could have used some help?" "I was told to wait in the livingroom with her stuff." "That isn't the way it works tonight. I let her know the rules for tonight. If you want her, or Aimee go get those bitches" "She doesn't listen to me" "You such...
Introduction: Chapter 4 I walk out of the bedroom and walk into the livingroom. Jay is sitting on the couch with a bag next to him. Hey Jay, damn your wife is a slut, what the hell is that about I know, i wasnt suppose to let anyone know. Well I know and Amiee knows, she just ate my cum out of Amiees ass. Are you serious? Ya, where were you, I could have used some help? I was told to wait in the livingroom with her stuff. That isnt the way it works tonight. I let her know the rules for tonight....
“Thank God they don’t know!” she thought with a blush. What they didn’t know was that they were ogling a pair of crotchless pantyhose, with a tiny little pair of panties over them. And that for a few hundred dollars, any one of them could be fucking her. She leaned over to kiss Robbie and Alicia good-bye, careful to keep the back of her flared skirt in a respectable position. “Where are you going today, mom?” Alicia asked. “You smell really nice!” “The agency called last night,” Lori...
Even though Amiee is an absolute slut in bed, we have never brought anyone else in. She has always said "I am your slut and your slut only. You can do with me as you please and I will never say no." I always took this as noone else can fuck her. One night (while fucking her in the ass) I decided to bring up the possibility of having her fuck some other people. Aimee was on her hands and knees on the floor with me behind her ripping her ass the pieces. I grabbed a hand full of hair and...
By the time she was nineteen she thought it to be the easiest way to pay for her rent and other expenses. Now at 22 she was an experienced and in demand hooker. Sheila worked through an agent for some time. Her pimp was called Andre and he was a Latino. André would get her most of her customers though Sheila never had a tough time finding men eager to fuck her. Shortly though she fell out with Andre because of payments and told him she didn’t want to work with him. André was furious as...
That was the angriest I ever left my wife. She wanted to buy a $500 watch and she didn’t have any money in her bank account. She expected me to buy the watch for her. That’s why we have separate accounts. We each have our play money and I wasn’t going to use my money to buy her a watch. I did call her on the way to make up. I was on my way to a project about 2 hours outside town. I was going to be gone all week and I knew I would be missing her. I wouldn’t only be missing the sex...
I’d been working with this technology firm about 6 months after graduating from the university. Traveling from one state to another wasn’t my idea of a ‘plum’ position, but the job certainly paid well. I was currently on a 2 month road trip and since all of the locations were close, the company provided a car. My responsibilities were to provide expert technical support for our company’s products and training the customer how to use them. When I’d first applied for this position, it had been my...
Confessions of a transvestite hooker or whore – you cannot be serious I hear you cry – well I am as I reflect on my life in dresses to date and some of my experiences which I am about to write about here as a memoirs of a life in dresses.So why use the term ‘hooker’ or ‘whore’ – well what I am about to relate from my current stage of life the memories are that upon reflection the meets I am about to relate felt more like me being a provider of sexual services and pleasure to people desperate...
I decided to give selling my body as a street girl another go, Harry suggested an extra challenge to raise money for the homeless and to be fucked by a homeless guy (guys). Harry gets off on me sinking to a new low - whatever next (suggestions welcome)Friday evening, I had a couple of stiff drinks, to help me deal with other stiff things! Although my expensive lingerie had stood me out last time we thought it best to do the same rather than try and ape the other girls, although I started the...
For as long as I can remember I've been a boob guy. The bigger the better, always. I would wank myself to whatever pair of boobs I found on the internet or in magazines when I was a teenager. I lost my virginity at 18 to a girl called Katie who had lovely D cups with large pale areolas. The sex was fantastic at the time. In hindsight, not so great. For years afterwards I would picture those marvellous breasts swinging in my face as she bounced on top of me. It was around 5 years until I got a...
All my stories are from my experiencesIf you have not read any of my Tgirl Hooker stories, I would advise you do as they will help set the story and you will read, she was no longer a hooker to me but more of a fuck buddy.You may recall from my last story that the time before we met I was still bruised inside from the pounding my ass had taken from her monster cock. I loved the feel of Emma inside me and she had promised the next time she fucked me it would be a completely different...
All my stories are based on my experiencesI’m sure most of you have read The Tgirl Hooker pt1 & pt2 with Emma who I found on a well known website. Pt 1 & pt2 was about my very first meeting with this Eastern European beauty who had a body to die for and a cock to match. I used to get the odd text from Emma every now and again asking when was I coming to see her, which then led to us chatting a bit and then as I got to know her, we then started to text or chat online nearly every day. ...
I had called up maintenance to have one or more of the guys come up to my condo, under the pretenses of doing some work, so that I could get fucked. I was stoned and horny and I hadn't seen my neighbor or boyfriend in weeks. Shawn was gone as usual, since we had been fighting, along with my car, so I was relegated to being by myself. The guy who answered was new and he explained that the staff had recently been let go. He didn't go into detail, but he kind of let me know that other tenants had...