Barbara, A Lady Of The Streets (True Story) free porn video

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I wrote this about 10 years ago, and just now pulled it out of the files and updated it to share. It's all true, as well as my failing memory can recall. Enjoy.

Back about 1980, I was living in a large harbor city on the east coast. I was young, dumb, and full of cum, single and over 21. I was also a young pervert, living in the big city with money in my pocket for the first time in my life. There was lots to enjoy in those more sexually free days - adult bookstores, gloryholes, adult theaters, strip joints, and prostitutes. I took advantage of all of them. This is the story of a lady named Barbara I met and enjoyed during that period.

There was a downtown area on the waterfront, the kind of place that had gone seedy in those days of urban decay, before yuppies discovered loft space and quaint old storefronts, and gay men moved in to turn bohemian into money. There was a shipyard there, with a large blue-collar workforce, and the downtown had a good stock of cheap bars, adult bookstores where they mopped out the booths every few hours, and..... hookers. They were there in all shapes and sizes, and there was no problem finding a young lady to haul your ashes for a few bucks if you were in the mood.

One not-unusual evening, I went downtown cruising for some quick sex. The drill was to cruise the stroll, about 4 blocks long, until you saw what you wanted. Then you'd make eye contact, turn onto a side street, and the girl would come to your car. I'd been alternately cruising the blocks, then stopping into one of the bars for a quick drink for about an hour. I was a bit choosier than some of the rough clientele. I liked my girls young, slender, and white. Cruising along, I spotted a likely girl walking on the sidewalk. She wasn't dressed in the slut clothes you see in bad movies, but in that way that "you just know", it was obvious that she was a working girl. I was coming up behind her, and as I drew abreast she looked over at me, we made eye contact, and it was obvious I was right about her line of work. She was about 5'6" with brown hair, a nice figure, maybe about 21 or so. She quickly glanced behind her (checking for police presence) and tilted her head to indicate I should pull around the corner. I pulled onto the next side street and parked, and in a few seconds she opened the passenger door and got in.

She told me her name was Barbara and asked me what I was looking for. We did the are-you-a-cop dance and agreed on straight sex for a price. I wasn't interested in taking her back 20 miles to my apartment, and she told me she had a place. She directed me to a house just off the stroll, and I parked in front. She told me it would be $10 for the room and I should pay the guy in the living room. This was something I've never seen anywhere else, hot-sheet houses. We knocked on the door and a guy who knew Barbara let us in. I gave him $10 and he went back to watching TV while we went through the living room and into a bedroom. The deal was that these folks living in cheap apartments would rent out their bedrooms to hookers on the stroll, $10 for a half hour. Personally, I would have just taken it out in trade, but I'm a pervert, not a poor guy scr****g to make ends meet.

I paid Barbara, and we got naked and got down to cases. Her body was very nice - firm C-cup tits, a rounded ass, slim waist. Her face was rather plain, with teeth that needed an orthodontist, but she smiled and made me feel very comfortable with her. Today her services would be called GFE. As we sat on the bed she caressed my body and kissed me on the mouth, something streetwalkers seldom did. She sucked my cock, taking her time, caressing my balls, complimenting me on the size of my equipment. I was horny as hell, and quickly hard as a rock. She worked a condom onto my shaft, then lay back on the bed and opened her legs. I could hear the television in the next room, two people talking in there, through the thin walls. That made it all the more exciting. I settled between her legs and she guided me into her hole, nice and very tight. It took a few strokes to penetrate her completely, but finally I felt our pubic hair mingling. She lifted her legs and drew her knees up, and I was way deep in a wonderful cunt. I started fucking her, with long deep strokes, trying to keep myself from cumming before I had a chance to enjoy her. Her hands and mouth were everywhere on me. She caressed my ass and pulled me into her. I bent down and took her nipples gently into my mouth one at a time, sucking and nibbling. She kissed my neck and face. Her hips moved with my strokes. It was very good sex, and she was clearly very involved in making it good for me. I kept going as long as I could, then shortened my strokes, driving into her wonderful pussy, and came hard. I settled against her, and she caressed my back and neck with her hands. When I had recovered, we got up smiling at each other.

She cleaned herself with some towels left there for that purpose, my condom went into a trash can, and we got dressed. I told her I had enjoyed myself and would love to see her again. We went out to the living room and she borrowed a pen from the guy watching TV. I found a scrap of paper in my wallet and she wrote down a phone number. We went back out to the street, said a pleasant good-bye, and she walked back onto the stroll as I got into my car.

Thus began a relationship that would last 5 years and come close to being a friendship.

I really enjoyed that first meeting with Barbara very much, but those girls came and went quickly - they always do - and I didn't expect to ever see her again. Hookers find a boyfriend, get arrested, find more honest work, move on to another city for whatever reason, and sometimes get invited by the authorities to rapidly relocate. Finding the same girl even weeks later is a slim proposition. I forgot about her and went on with life.

There were other girls around, and I spread my business around. A lot were less than satisfying. I don't know how to explain it, but I need some sort of connection to enjoy sex, even with a prostitute. Some just lay there, pretending you don't exist. The ones I really hate, though, are the ones who make it an acting job, falsely moaning, telling you you've got the biggest dick ever, and they just can't stand the pleasure. All good stuff, but I've never seen a hooker with the talent to carry it off without sounding phony as hell.

Anyway, in the course of events, I found myself looking one night, and happened across Barbara again. I was cruising the stroll and saw her walking. As I passed, we recognized each other immediately, This time, knowing I was harmless, she took me to her apartment. Nothing to write home about, it was a tiny one-bedroom in an old building. Most of the hallway lights were broken, and apartment numbers were painted on the doors with a spray can. It was a rough place.

We went inside, got naked, and lay in her bed. Seeing her things around me, smelling her in the sheets, was exciting. Once again she kissed and caressed me, while I played with her lovely tits and fingered her tight cunt. She sucked my cock until I was hard. I was afraid I was going to cum before I got into her, and asked her to stop. She asked how I wanted to do it, and I told her to start out on top - I wanted to enjoy her with my hands. She slid a condom on me, then straddled me and sank down onto my cock. I played with her tits, cupping them, pinching her nipples, then cupped her ass as she rode me. She was enjoying the fuck, and her moans were soft and definitely not faked. After a while we rolled over, and she tucked her legs up against her chest. I slammed my cock deep into her again and again until I came. Again, I can't explain it, but we connected somehow, and the sex was great. Afterwards we lay there for about 15 minutes talking. She told me she came from a very small town in a remote area, and had come to town looking for work. Lacking education and skills, she'd wound up on her back. She was accepting of the situation, and was making the best of it. I told her I didn't come looking very often, but hoped I'd see her again. We dressed, and I gave her a ride back to the stroll. Before she got out, she gave me a smile and kissed me.

I saw her once every month or two over the next few years. We'd go to her apartment and fuck in her bed. After a while I'd call in the afternoon if I wanted to go out that night, and then just drive to her apartment. In those days I was a lot quicker on the trigger than I am today, so we'd start with naked foreplay, my hands on her ass, her tits, and her luscious cunt. She always got wet enough that no artificial lube was necessary. She'd kiss my face and neck while she played with my rod and caressed my balls. Then we'd progress to her sucking me. Finally we'd get down to the act, and I'd usually I'd slowly fuck her doggy style or get her on top for a while before getting down to hard, fast, orgasm-inducing missionary position. I asked once if I could fuck her in the ass, but she would have none of it.

A couple of episodes from those years stand out:

She found a boyfriend, just some black street character, and they were still living in that shitty little apartment. I was out looking one night, and found her on the street by chance. She was glad to see me, and wanted to take me to her apartment, but she explained that I'd have to be patient, there was a problem there. By this time I trusted her enough to go along, and we headed to her place. When we got there, the boyfriend was in bed, his abdomen heavily bandaged. She whispered to him, and he got up, dressed only in underwear, pain evident on his face, and went into the living room/kitchenette, closing the door behind him. She explained he'd gotten into a fight on the street and had been stabbed. He was recovering, and they needed money. She wasn't asking for anything, just regular payment for her work. For some reason this was incredibly exciting, fucking this woman while her convalescent boyfriend sat in the next room. Once I got her naked I almost attacked her, fucking her so hard I was afraid I was going to hurt her. It was over quickly, her wonderfully tight pussy sucking the cum from my body. Once I was finished I didn't want to keep the poor guy out of his sick bed any longer than necessary, so I dressed, added a healthy tip to her standard fee, and went on my way.

The boyfriend seemed to come and go over the next couple of years. I saw her every now and then, maybe four or five times a year. There was a long time when she wasn't around, and I learned later she had had a baby with the boyfriend, and thus was out of action for an extended time.

Sometimes when we were together neither of us had a condom, and we'd do it bareback (this is pre-AIDS, too.) We trusted each other this much, and I enjoyed the feel of her cunt around my bare rod.

We would talk before and after the act, and got along well. I really began to have some affection for her, and one night, perhaps foolishly, I gave her my phone number (I drank a lot in those days, and common sense was not my forte.) I told her if she ever really needed help she could call me. I cursed myself for a fool the next day, but there was never a problem. Barbara only called me a few times, and was very discreet on the phone. She'd only call when finances were tight, asking if I might like to come see her. She never took offense if I wasn't available, or didn't really feel like meeting.

The last time I saw Barbara was one night when I had been out partying and felt like a little fun late in the evening. I went down to the stroll, cruising as usual, and there she was. She was happy to see me, and gave me a hug and a kiss when she got in the car. By this time the boyfriend was out again, and she had a nicer apartment - she was sharing a 2-bedroom in a much nicer building with another working girl. We drove to the apartment and went inside. There was a teenage girl babysitting for her little boy, and she told her to take a break for a while. (I was pervert enough to think about asking her to join us, but she was awfully young.) The girl went to her own apartment, and Barbara checked on the baby. He was asleep in the bedroom, so we got down to cases on the living room couch. We got naked, and I had her lie back while I explored her pussy with my fingers. I fingered her, caressed her clit, stroked across her perineum and virgin asshole. She got very wet and seemed to enjoy herself. This was one time neither of us had a condom, and we went bareback. She rode me for a while I sucked on her nipples. She moved well, wriggling her cunt around on my nail-hard cock. Finally I got behind her doggy-style and fucked her deep, alternating long strokes with short hard ones. I moved my hips side-to-side, probing all parts of her wonderful cunt. I held her hips while driving into her, and finally came with our pubic hair pressed together and my cock spasming in orgasm deep inside her. We talked for a little while. She seemed to be doing well. After a while we got dressed, and she called the babysitter to come back. I drove Barbara back to the stroll. She gave me a hug and a kiss, and stepped out to go back to work.

A few months later I moved to another state. I never went back to that east coast town, and never saw Barbara again. It's been 40 years now, and I still remember her fondly. I hope she found some measure of happiness, I hope she's somewhere today alive and content enjoying her grandc***dren. She deserves it, if only for services well-rendered.

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Barbara by Unknown The soft warmth of her lover's breathing fell across Barbara's face. The aroma was a pleasant mixture of his own musky breath and the scent of her lipstick still smudged in a crimson slash across his open mouth. She stirred from a peaceful sleep to find him pressed firmly against her back, his strong legs encircling her slender body, his hand laying gently on her lower belly. She smiled as she tried to move without disturbing him; she concluded that would be...

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Barbara at the beach

The red headed girl had never expected that she could be such a slut but then again, nobody had pushed her as much as her master had. It was odd that she was in love with someone she had never met before and she was dying to see what he looked like.  She was required to put in her butt plug and head to the beach, wearing a bikini. The text even pointed the spot out where she had to lay down. Nervous, the woman headed down to the spot that was pointed out for her. She felt the butt plug with...

3 years ago
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Barbara and Gus Go Full Circle Ch 07

This is a fictional story about a suburban Chicago couple who drift away from each other sexually only to find themselves again. The story contains straight sex, vaginal sex, oral sex, anal sex, non-consent / reluctant sex, gay sex, lesbian sex and bisexuality. It also involves sex between adults and teenagers but all characters are 18 years of age or older. Since the story contains many Literotica categories, I decided to put it in the Novel / Novellas category. I will submit one chapter at a...

4 years ago
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Barbara Runs The Gauntlet Part 3

Barbara had spent the past five days performing sexual acts in a strange game that her friend Lena had told her about. The Gauntlet was the name of it and she only had two more days, which meant two more tries to win the $1000 prize. Her body was so sore and drained from the sex she had already performed. She also was starting to enjoy the constant fucking as well, which was screwing up her mind because she didn’t want to be such a slut but all this sex was turning her into one. It was...

4 years ago
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Barbara Ch 15

Chapter 15: The Bachelor Party (pt1) This is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please, don’t read this or download it. If this is illegal where ever you are reading this stop now. Warning: The next 3 chapters of the Barbara series involve more sexual humiliation and degradation of two girls. These parts include graphic depiction of group anal & oral sex, fisting, excessive participation in watersports, scat sex, and...

2 years ago
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Barbara 1 Broods

Barbara is a blonde beauty bloom, barely eighteen, barely two houses from me, we live in a small-town suburbBarbara is brooding, she seeks some immediate tutoring to make sure she shall pass her exams, & much moreBarbara is a smart seductress, when we meet in the street she reads my eyes: her crush on me seems mutual!Barbara is a smart synthesist when she combines both urgent needs: proposes Peter to tutor in all his strengthsBarbara is blooming ever since she meets Peter, soon tutoring her...

3 years ago
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Barbara and the Priest

I am writing this story at the request of a reader of my previous submissions, Pastor Thomas’ Last Friday, parts I and II. My reader wanted a love story concerning a priest. Pastor Thomas was a total degenerate who deserved all the punishment he got. But he was just a figment of my perverted imagination. In real life, I have had a couple of friends who are Catholic priests. I admire these two for their hard work, sacrifice and dedication to their calling, even though I do not share their...

1 year ago
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Barbara and Gus Go Full Circle Ch 0304

This is a fictional story about a suburban Chicago couple who drift away from each other sexually only to find themselves again. The story contains straight sex, vaginal sex, oral sex, anal sex, non-consent / reluctant sex, gay sex, lesbian sex and bisexuality. It also involves sex between adults and teenagers but all characters are 18 years of age or older. Since the story contains many Literotica categories, I decided to put it in the Novel / Novellas category. I will submit one chapter at a...

4 years ago
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Barbara

Something happened the other day that made me end up cumming so hard, I found profile of a ssbbw with huge breasts and a huge ass and I sent a friend request and she accepted, and I sent her a message saying that her huge breasts made me cum hard, and I told from just the little I could see if her face and the from how big her breasts and ass were, she reminded me of a teacher I used to be in love with in high school, in a language arts class where I was made to sit in the front row because I...

4 years ago
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Barbara and Gus Go Full Circle Ch 06

This is a fictional story about a suburban Chicago couple who drift away from each other sexually only to find themselves again. The story contains straight sex, vaginal sex, oral sex, anal sex, non-consent / reluctant sex, gay sex, lesbian sex and bisexuality. It also involves sex between adults and teenagers but all characters are 18 years of age or older. Since the story contains many Literotica categories, I decided to put it in the Novel / Novellas category. I will submit one chapter at a...

3 years ago
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Barbara Learns to be Submissive 2

Mark intentionally didn't call Barbara the next day. She got antsy and called him around 8PM. He claimed he was busy and hadn't gotten the time. She was slightly miffed. Mark begged off and said he'd call tomorrow. Barbara was confused. Was this just a one night stand? He had been so tender and loving. She began to get depressed. Another asshole. Shit. The next morning Mark called. Barbara's heart skipped a beat, she was really excited about Mark and seeing him again. “We need...

4 years ago
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Barbara

Barbara. Several years ago I was a middle manager in a large company and, like most ambitious people, working my butt off for every promotion I could get. Everything was going quite well until Barbara came on the scene. One day she just appeared, transferred in from a subsidiary, and I saw her walking across the road. Have you ever known Lust-At-First-Sight? I instantly absorbed her red hair framing an imperious face, her lips in a luscious red half-smile that informed the world...

4 years ago
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Barbara Learns to be Submissive

After her second divorce, Barbara moved into a high rise condominium building in New Orleans. It offered security and amenities like a swimming pool, workout room and community room. Barbara particularly liked the social events like the Sunday pot luck dinner. She enjoyed the camaraderie and social interaction. Most of the people that attended were paired up either by marriage or commitment. But there were always a couple of singles in attendance. Barbara had maintained her curvy...

1 year ago
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Barbara Jeremy Ch 06

If this is your first visit to one of my stories, you may want to read Barbara and Jeremy 1-5 prior to reading this story. I also invite you to read the Pastor Sarah which was the forerunner to the Barbara and Jeremy story. Barbara and Jeremy were spending their honeymoon in a very unique and rewarding way. Following their marriage, they decided to see if they could help another church grow the way Pastor Sarah’s church had grown. When they arrived in Hawaii, they researched the various...

2 years ago
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Barbara and Gus Go Full Circle Ch 13

This is a fictional story about a suburban Chicago couple who drift away from each other sexually only to find themselves again. The story contains straight sex, vaginal sex, oral sex, anal sex, non-consent / reluctant sex, gay sex, lesbian sex and bisexuality. It also involves sex between adults and teenagers but all characters are 18 years of age or older. Since the story contains many Literotica categories, I decided to put it in the Novel / Novellas category. I will submit one chapter at a...

2 years ago
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Barbara Gets Some Sex

Barbara Hennessey was a married woman aged sixty-eight and she was randy.Her marital sex life had come to an end about ten years previously when her husband Peter completely lost interest in love making and they had had seperate bedrooms for the last six years.At first Barbara was not too bothered but in recent times, although she had never completely given up sexual thoughts, she was thinking more and more about sex.She had joined an online sex site on which she read sex stories and very...

Mature
4 years ago
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Barbara Ch 01

Chapter 1: Model Turns Slut This is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please, don’t read this or download it. If this is illegal where ever you are reading this stop now. * * * * * I spent most of my morning reviewing applications for my latest modeling job. I was surprised at the response of my newspaper ad. Finding one attractive girl to model swimsuits would be an easy task, out of the 100 applications I received. The...

2 years ago
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Barbara and Gus Go Full Circle Ch 15

This is a fictional story about a suburban Chicago couple who drift away from each other sexually only to find themselves again. The story contains straight sex, vaginal sex, oral sex, anal sex, non-consent / reluctant sex, gay sex, lesbian sex and bisexuality. It also involves sex between adults and teenagers but all characters are 18 years of age or older. Since the story contains many Literotica categories, I decided to put it in the Novel / Novellas category. I will submit one chapter at a...

3 years ago
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Barbara and Gus Go Full Circle Ch 17

This is a fictional story about a suburban Chicago couple who drift away from each other sexually only to find themselves again. The story contains straight sex, vaginal sex, oral sex, anal sex, non-consent / reluctant sex, gay sex, lesbian sex and bisexuality. It also involves sex between adults and teenagers but all characters are 18 years of age or older. Since the story contains many Literotica categories, I decided to put it in the Novel / Novellas category. I will submit one chapter at a...

3 years ago
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Barbaras undercover night REPRISE

Barbara was a very ambitious career woman in the police force. As a university graduate she was fast tracked into her current role as a detective inspector in CID within a short space ofl time bypassing the lower ranks including uniformed officers. Because of this, she felt she needed to put a bit more work effort simply to earn the respect of colleagues where some were of the opinion she shouldn't be there due to her career jump. Eventually she gained the respect & trust of those...

4 years ago
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Barbara the bored mature housewife

(It was the summer of 1990, I had started work as a temporary postman. I had just taken a house on a 1 Yr rental and needed the money.The job was only temporary as I had applied for a number of graduate sales jobs. I lived in a nice part of Nottingham but my first post as a postie was in a really affluent area, lots of big houses with big gardens and tree lined drives.The people were nice but were always in a hurry to go to work. I didnt hugely want to chat as I could go home as soon as I...

2 years ago
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Barbara Jeremy Ch 07

The party at Sandi Blake’s penthouse had been fun for all. The men enjoyed being outnumbered 6 to 1. The hot tub game had gotten everyone in the mood to stretch a little further than normal. Sandi had invited Angie to stay with her for the night. Jeremy was driving the van, dropping each of the women off at her house. When they arrived back at the parsonage it was after midnight, but everyone was still ready for sex. As they sat having a glass of wine, Pastor George talked about how much...

3 years ago
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Barbara Jean Blow Job Queen

Sixteen-year-old Barbara Jean was a pretty blond with flawless skin, blue eyes, and a hot little body. There wasn’t a man in town that didn’t get a boner at just the mention of her name. After all, most of those boners had, at one time or another, found their way into Barbara Jean’s mouth.It all started back in high school when Barbara Jean was a cheerleader and was dating the football team’s star quarterback, Todd Johnson. Things got kind of hot and heavy one night in the back of Todd’s car...

Oral Sex
4 years ago
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Barbara Jeremy Ch 04

It is a good thing that Jeremy had completed the presentation he was preparing for the board of deacons, because when Angie came walking toward him with a clean shaven pussy, wearing nothing but a pair of high heel shoes, he knew what he was going to be doing for the next hour. He turned and started to fondle her tits, however, she said ‘I just came to see your presentation.’ Reluctantly he started the presentation, which was projecting on a six foot screen. She stood behind him watching the...

4 years ago
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Barbara takes the Scouts SkiingChapter 2

Climbing off the coach, the difference in temperature had an immediate effect on Barbara's nipples. They hardened and swelled to the size of olives and looked like they were trying to burst through her tight, see-through Girl Guide blouse like two little aliens. The scouts and Barbara had all gathered in the foyer of the hostel, whilst the receptionist looked in the register for which rooms they'd been allocated. "Ah yes, Scout Party — 8 beds," he mumbled to himself, "that'll be...

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