How I Lost My Virginity To My Subway Supervisor free porn video

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He was an interesting guy to say the least, he was 26 y.o, he was I think around 5’9, slender, scruffy facial hair, wicked farmers tan, I thought he was cute and rugged looking but he was in a relationship so I never really tried to pursue anything serious. He was a rather compulsive liar, looking back at it but 16 y.o me ate that shit up. Like the “fact” that he used to be a model, modelled a 2 mil dollar watch, which was given to him, and then stolen out of his very cheap 1998 Honda Civic lol. But I didn’t care, he was mildly cute and giving me attention, flirting with me, I couldn’t help but just ignore the lies or go with it haha.

Anyways, at one point his vehicle had broken down and since I had my license and a small 1988 Toyota pickup my parents allowed me to drive to work, I offered to pick him up. His place was sooooo far away, like I lived 10 mins from work and he was a good 45 mins away. So for a few weeks I picked him up for work, normally his gf would wave us goodbye and we’d be on our way. It started innocently enough, he’d say shit like “ooh girl if I didn’t have a gf.....” and I’d just laugh and blush. I loved the attention and he knew it.

One day as we were pulling out of his driveway, his girlfriend waving from the front door, he reached over from the passenger seat and started to stroke my thigh. I got a little nervous because didn’t want his girlfriend to see, but it was so hot. I mean he’s always been touchy feely, especially at work, he’d been known to call me his work wife, “accidentally” touched my breasts any chance he gets, and sometimes when everyone else has gone home or is busy, he’ll come up behind me and hump me. He’d always makes it seem like it’s some funny joke, but the odd time he would hump me for more than just a few seconds, like the longest was at least a couple of minutes and I could feel his boner between my butt cheeks. It made me so fucking hot but I knew it wouldn’t go anywhere, so I just let him do his thing and kept working.

As we drove into work for our shift he just keep groping me and flirting, saying “my gf doesn’t treat me right...” “I know we would have a good time together” “you’re just so beautiful Olivia” “you make it really hard to stay faithful ‘Liv.” My panties were just gushing at this point. I never realized how easy I was but I knew if he had asked me to pull over and fuck, I would’ve right then and there, but we had a job to get to and he didn’t explicitly say the words, so we kept going. I’d never had sex before and he knew that, we were no strangers to talking about sex and stuff, but yeah i think he knew exactly how easy I was in that moment, because he harassed me all night at work that night.

If I went into the industrial fridge, which I do a lot, he’d be in there, groping my thighs, ass, rubbing my tits, he wasn’t even being playful about it anymore either. He was straight up going in my shirt at one point and pinching my nipples, grabbing my breasts and even quickly sucked on one of my tits, and I just let him. I was so fucking wet, I remember not caring if someone had caught us, if he wanted to go further, I would’ve let him.

When it came time to take out the trash, we always used the buddy system and he made sure I was his partner. When we got down to the bins which was a fair walk away from the storefront, he started playfully pushing me and pretending to wrestle a bit, there was a patch of grass behind the bins so when he ended up pinning me on the ground, it wasn’t so unpleasant haha. I just remember my ass being in the air and him humping me as hard as he could, I could feel his cock just poking at my virgin pussy through my yoga pants. I thought this was it, he’d pull my pants down and fuck me right there, but he eventually stopped, helped me up, laughed it off, composed himself and went back to the store.

Once the store was closed, we got in the car and I started driving him home. He must’ve still been feeling very horny because his hands were all over me. Groping my tits, my thighs, rubbing my pussy through my yoga pants. He could easily feel how wet I was already, my yoga pants were soaked. As I pulled up to the driveway he asked if I wanted to come in, before I could answer he prefaced it by saying I had to be very quiet, I was nervous because I knew his girlfriend was home, but for all I knew we were going to have a drink and I’d go home, no big deal right? Haha

So we go in the house, quiet as we can, he makes me a drink, a pretty strong one too, and we sit out on his back porch. He starts telling me that his gf won’t have sex with him and that he “loves her so much and tries to be a good boyfriend but she just doesn’t care”. Being naive I felt so bad for him, I just wanted to help and make him happy, so when he came in for a kiss, I let him. We kissed for awhile, I could feel his hands exploring my body and I just felt so good. My pussy was aching to be touched and he knew. He pulled away, hushed me, and brought me to the couch in his living room inside.

He sat me down, unzipped his pants and put his big hard cock right on my lips. I knew I had to be quiet so it was either deny it and go home or just take his cock in my mouth, and all I wanted to do was make him feel good, so I started sucking and licking his cock. It was delicious, I loved the taste, he was 7-8 inches? Fairly thick, just a great cock, his pubes could’ve been trimmed a little but otherwise I was so happy to be sucking his cock. I hadn’t really sucked cock before, so it was a bit of a learning curve but he helped guide my head up and down, sometimes holding my head down making me take his whole cock in my mouth. I felt so dirty and slutty, but I was loving it and thank god my gag reflex was not active lol.

He was aggressively fucking my face, I was in a daze, just letting my face, my little mouth be used for his pleasure was an incredible feeling. With each thrust his cock would go down my throat and I just couldn’t imagine being anywhere else. The added bonus of his girlfriend who was just sleeping upstairs and it got me so fucking wet; thinking she could come down at any moment was an exhilarating thought.

He stopped fucking my face pushed me back on the couch, lifted my legs up, and started to remove my yoga pants, once my pants were at my knees, he kneeled down, holding my legs with one hand and positioning his cock at the entrance of my pussy with the other, he began to guide himself inside of me. As his cock slowly entered my pussy he closed his eyes and moaned ever so quietly, he was savouring the moment he took my virginity. My pussy was not used to having something this big inside of it, so it wasn’t pleasant at first, but it wasn’t bad either. As he began to thrust his cock in and out it started to feel so much better. With my legs pushed back almost behind my head, he began thrusting harder and harder.

I was having a a really hard time keeping quiet. My whimpering and quiet moans were starting to get harder and harder to control, at one point while he was thrusting his cock inside of me, he was afraid I’d wake up his girlfriend so he covered my face with a couch cushion and just kept thrusting into me. He was fucking me so hard and fast, I was almost screaming into that cushion. With just a few more thrusts he unloaded inside my pussy, I could feel his cock throbbing into me. While the sex didn’t last too long, being filled with his cum while his gf slept upstairs was such a a thrill, I was in heaven.



Literally right after he came, he got up, and as I pulled my pants up he asked, “hey are you on birth control?”, I told him not to worry that I was, and he was like “okay cool, see you tomorrow.” So I did the walk of shame back to my truck and drove home with his cum still inside me. The next few weeks I let him do whatever he wanted to me, and he’d always remind me that I was the easy slut who let a committed man take her virginity. It made me feel so dirty and slutty, I loved it. I miss working at subway lol.

Anyways, let me know what you think. Hope you enjoyed! If you want more, let me know!

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(This is my first foray into writing out one of my fantasies into story form. Please let me know what you think.)I get onto the NYC subway late one night after going to a sex club or play party. I’m the only woman in the subway car as the train heads uptown from lower Manhattan. I’m sober but a bit disheveled and I reek of of sex. A group of seven men get on at the next station and one of them notices my appearance and how I smell. He tells his friends in a normal, conversational tone that I...

3 years ago
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Riding the Subway

“Fucking son of a bitch!” I yelled as I clicked off my cell phone. Sometimes having an old fashioned phone would be worth it, just for the satisfaction of slamming it down in someone’s ear. Jason stood me up again to go hang with his “bros.” Well, it’s likely he wasn’t going to be getting a blowjob or laid by those bros. Hope he has fun with them. I called up some friends and we arranged to go clubbing together. Several of them had just broken up with their respective partners, so we were ready...

Group Sex
2 years ago
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Julies Subway Abduction Pt 2

As their feet transferred from gum-stained subway steps to concrete streets, Julie’s eyes peered around. She’d never been this far out on the subway before, she didn’t recognize anything. The low, dense skyline formed by the buildings obscured any view of her more familiar parts of the city. There were little shops between the walk-up tenements: a fried chicken takeout place; a liquor store; a small market with vegetables at prices lower than Julie had ever seen at the stores near her; a...

3 years ago
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Cindis Subway Ride

Cindi was very happy today. It was the last day of school. This summer she would be visiting her Nana in Florida. She planned to go to the beach every day. She was just finishing her junior year and had turned 17 last August. At 5' 9" tall, Cindi was the tallest girl in her class. She felt she was a little slender to be attractive and weighed only about 125 lbs. The fact that her boobs were not yet developed caused her no end of embarrassment in the gym classes. Cindi felt that the other...

3 years ago
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Subway series 7 Please Dont Ask How I Got Home

Going with Clarissa was like teaching yourself to parachute. Exhilarating, but also very unnerving. And darn complicated. A friend of mine set me up on a blind date with her, saying I was moping around too much, six months after I'd ended my first "grown-up" relationship -- you know, the first one where the main reason we broke up wasn't that one of us had gotten sick of "our song." Bobbi and I had been together for three years and we'd split when I got tired of asking her to marry...

3 years ago
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Subway series 2 Thanks for the Memories

You've just stood for five minutes in a cafeteria line to get today's version of an allegedly healthy meal -- wilted brown lettuce and tuna that came from a fish tossed onto the boat by its picky peers because it lacked taste. That and a lukewarm cola from the don't-call-it-Coke machine are going to set you back $4.50, if the unsmiling mouthbreather at the cash register ever finishes her interrogation. That all? For here or to go? Cash, charge or on account? On account of you're driving...

3 years ago
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supervisor

When I was 17 before i went to college i got a summer job with a refurbishment company which specialized in renovating old houses for the corporation.The group I was attached to was led by a guy in his fifties. On my first day he was very touchy feely with me and I had a constant hard on which was awkward as my panties were one size too small and were chaffing my bum crack all day.I ignored his advances as it was my first day but as time wore on I started to encourage him a little by bending...

1 year ago
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supervisor

When I was 17 before i went to college i got a summer job with a refurbishment company which specialized in renovating old houses for the corporation.The group I was attached to was led by a guy in his fifties. On my first day he was very touchy feely with me and I had a constant hard on which was awkward as my panties were one size too small and were chaffing my bum crack all day.I ignored his advances as it was my first day but as time wore on I started to encourage him a little by bending...

1 year ago
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On the subway in my miniskirt

There had been some sort of problems with the subways earlier so it was standing room only in the car I boarded. Let me describe myself. I'm about 5 foot 3, naturally honey blond hair in a pageboy cut. I had on a thin white ribbed t-shirt, plaid miniskirt, the skimpy bottoms from an old bikini, with no bra. I'm just small enough that I can get away with it. Mom says I'll droop later in life, but right now, I'm high and proud. I had smoked a bowl before I left, so I was flying. My...

3 years ago
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Subway Girl Ch 10

I was having the best dream that Alicia was going down on me, actually licking me as I petted her soft hair. Then as I grew hard she took me in her mouth, and as I slowly became conscious I realized I wasn’t dreaming at all! ‘Mmmmm,’ I greeted her, ‘What a nice way to wake up. I thought I was dreaming at first. No wonder I call you Dream-Girl.’ But I think I am going to change that to Best Alarm Clock Ever’.’ Alicia giggled and crawled on top of me and kissed me right by my ear. ‘Good...

1 year ago
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Subway fun

Mike and Jill got on the crowded subway car. Mike had closed on a big account four work and they went out to celebrate. Both of them had several drinks and were feeling pretty tipsy. They couldn't wait to get home to ravage each other. They found a spot and Jill grabbed the above head handrail and Mike stood behind her as they took off. Jill could feel Mike's kisses against the back of her neck and his hands trying to move under her skirt. Stop, she told him. People can see. I want you so bad...

2 years ago
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Fun on the subway

Mike and Jill got on the crowded subway car. Mike had closed on a big account four work and they went out to celebrate. Both of them had several drinks and were feeling pretty tipsy. They couldn't wait to get home to ravage each other. They found a spot and Jill grabbed the above head handrail and Mike stood behind her as they took off. Jill could feel Mike's kisses against the back of her neck and his hands trying to move under her skirt. Stop, she told him. People can see. I want you so bad...

1 year ago
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The Sexy Supervisor

I work a boring office job. Don't get me wrong, I don't mind it. It's not a bad gig. It pays well, it isn't very demanding and I enjoy the time with my immediate coworkers. The only problem I would have to confess to is the sexy distraction, I refer to as my supervisor.I'd known him for a short while before he became my supervisor and I'd known of him for longer. He had a reputation throughout the firm as a hard worker and someone who'd worked his way up from an entry-level position. He's one...

Cheating
2 years ago
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Toronto Subway Deepthroat

Swaying in front of me in a black shimmering sequin dress while swinging her black clutch in right hand, her hips seemed to sway in time to the tune she whistled: ‘Young Folks’. With her lips pursed, this atomic beach blonde haired beauty continued to whistle as she took the seat directly opposite me with her legs crossed. Wearing a pair of platinum guild Weitzman Stilettos, the intricately designed straps drew me to her thin ankles and well pedicured toes. Her nail polish and lipstick all...

3 years ago
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THE SUBWAY RIDE1

and incidents either are products of the author's imagination or are used fictitiously. Any resemblance to actual events or locales or persons, living or dead, is entirely coincidental. The Subway Ride FFFF by Marie LeClare Copyright © 2004 It had been ages since I had been to New York City and friends had told me how bad the transit system was but I just had to see for myself. I mean we have a transit system in Dallas but it's just trains and doesn't have the atmosphere of New...

2 years ago
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Public sex in the subway

Riding home from work in the New York subway was something I did every day, but this time it was different. It was rush hour, and it was crowded in that car. Always is, and usually I hate it. Squeezed into a corner of the train, clinging desperately to the handrail above me as I’m surrounded by men and women coming home from work or shopping or whatever it is they did that dragged them out into the misery we shared. I feel arms and knees and elbows and backs all around me, crushing me...

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