My First Time free porn video

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My first time ( A true story) I've always had this feeling deep in my sole that I wasn't who I thought I was if that makes any sense. I was born male in the late 80's and never felt right in my skin. From an early age I always liked girl things and fantasized about what it would be like to be a girl. Ever since I was younger when I would dream I would always be a girl in the dream and wake up crying sometimes when I realized it was only a dream. As I entered my teen years the urge to express myself got more intense. I would sneak into my mother's things when nobody was around and play dress up which gave me great comfort. I was always very careful and never got caught. I could never deal with the embarrassment of being caught. After I graduated from high school it was off to college. I was very fortunate to have my own apartment off campus and live alone. I was able to acquire all of the things that I always wanted to make myself feel feminine. I had quite a wardrobe. Dresses, skirts and tops,shoes, lingerie, lots of makeup and even a couple of wigs. I was finally able to shave my legs and keep them shaved! I kept my whole body shaved which wasn't a big chore since I wasn't very hairy to begin with. And I was able to do my most favorite thing of all and keep my toenails painted all of the time. I would take bubble baths and shave my legs and repaint my toes at least two or three times a week. I was getting really good at doing my makeup too. I wanted to go out in public so bad but just couldn't deal with the humiliation if someone discovered me so I kept my feminine side to myself. One week it was a three day weekend plus I took Friday off to make it a four day weekend. I decided that I wanted to stay myself ( girl mode) for four hole days. I went to the store Friday morning to get some things from the store. A couple of bottles of wine, some things to make light meals, a girls got to watch her figure ya know, and then I decided to stop by the mall and pick up this sexy pair of 6 inch high heel open toe sandals I've had my eye on for sometime now. I also stopped by the drug store to get some new razors and I found a really cute shade of red nail polish to do my toes with that would really look sexy peeking out of my new sandals. I was excited and in a good mood. When I got home I put my things away and decided to do my chores. I first decided to do laundry and took my laundry down to the laundry room in my apartment building. It was a mixed load meaning guy clothes and girly things mixed together. I then got my house cleaning out of the way. When that was done I went down to the laundry room to move my stuff from the washer to the dryer. I then decided to repaint my toenails with my new shade of red. I always do that before I take a bath that way I can scrape around the edges of my toes in the tub. You girls know what I'm talking about. When I was finished with my toes I decided to do my nails as well and got out my box of nail tips and applied a set of nails. Something I'm quite good at. I usually go for a more practical length but since I was going to wear them for a couple of days I decided to make them a little longer than usual. I made the tips squared off which was my favorite. I then applied a base coat and then two coats of my new red polish to match my cute little toes. I finished with a good top coat. I have this clear polish that makes them really shiny. I love a flat color with a really shiny finish it looks so sexy. I then ran a hot bubble bath. Lit some candles and got a glass of wine. I then shaved my legs real slowly. I love looking down at my pretty toenails as I run the razor up my leg. That makes me feel so girly. After that it was time to relax a little. After my bath I went to my closet to decide what to wear first. I decided that I wanted to wear something that would look sexy with my new shoes. I picked out a frilly very short black skirt with a really sexy v neck top. I then put on a pair of black panties and my black bra that holds my 36C breast forms. This bra is amazing. It not only holds my breast forms but it also lifts in such a way that it creates a little cleavage. I then did my make up. I went with dark eyes and dark red lips that matched my new nail polish. Then I put on my favorite long wig. It's brownish blonde with bangs and reaches the middle of my back. Now to try on my new shoes. I put them on and they fit great. I had a little bit of hard time buckling the straps because of my long nails but I got them buckled eventually. I purposely didn't wear stockings because I want to see my beautiful shiny red toes peek out. I stood in front of the mirror and admired myself for a moment. I was one hot looking 22 yer old chick. I poured another glass of wine and sat down on the couch for a moment. Then I remembered. Oh shit! I left my laundry in the dryer in the laundry room. I wasn't about to go get it. I just spent too much time becoming Lyndsey to change. Then I started to think about having to leave my stuff there until Monday. It probably wouldn't be there especially my girly things. Some perv would probably take them. Some of my favorite things were in that load of laundry. I did the only thing I could think of. Have another glass of wine. I looked at the clock. It was almost 11:00pm. Where did the time go? I started thinking that maybe a lot of people in the building went way for the long weekend. It did seen unusually quiet in the halls. I looked out my peep hole in my door and didn't see or hear anything. I decided to go for it. I opened my door slowly and proceeded down the hall to the laundry room. I quickly got my stuff out of the dryer and put it in my laundry basket and walked back to my apartment trying to walk softly so my heels wouldn't click so loudly on the wooden floor of the hallway. I opened my apartment door and slipped in and closed the door behind me. Whew! I made it. My heart was pounding and I thought to myself that was pretty exciting! I was so relieved. Right up until there was a very loud pounding on my door. I was so scared. I looked through my peep hole and it was Josh, my neighbor from across the hall. Josh was about 35, divorced and had a room mate. He was kind of nerdy but nice most of the time when he wasn't drinking. Well, I could tell by the sound of his voice he was drinking tonight. He continued to pound on the door and was yelling," I just saw the cutest little thing go into this apartment and I got a pretty good idea who she is or should I say who he is"." Open up cutie pie". " You open this door right now or I'll tell everybody in the building". I didn't know what to do. I opened the door and pulled him in to my apartment and told him to shut up. He came in and sat down on my couch. He said that he heard my heels clicking down the hall and saw me through his peep hole. If I would have just taken my shoes off I would have probably been ok. He sat there with this evil grin on his face and asked me if I had a beer. I said sure and went to the kitchen to get it for him the whole time he's watching my every move and making lewd comments. Then he calmed down a little and so did I. I asked him to please keep my secret I didn't want anyone else to know. He said he would keep my secret and not tell anyone else under one condition. I thought oh god here we go. What condition Josh? Well he said you look really hot and I'm a little horny. If you give me a really good blow job I will never tell a soul. No fucking way!! He then got up from the couch and started to leave. I said wait. Ok I'll do it sit back down. I told him I've never done anything like this before. He said well there's a first time for all cute girls to give a guy a blow job. I've got to piss first and then it's time for you to wrap those girly lips and those pretty fingernails around Mr. Happy and make him feel real good! How crewed. I was sitting on the couch when he came back from the bathroom and stood in front of me with his crotch in my face. He then pulled his gym shorts down and out it flopped. His penis was huge!I twas the biggest penis I have ever seen in my life. I gasped and he said yea it's real beauty ain't it? He pulled me to my feet and he sat down on the couch and then grabbed my wrists and forced me to my knees in front of him. He was starting to get hard and I was scared out of my mind. Even though I didn't have a problem touching a man in that way I always fantasized that it would be with someone I cared about not being forced to do it. I tried to explain that to him but at that point he didn't care. He just wanted a blow job. He then told me that if I couldn't make him come that we would find another way to get him off. I asked him what that meant and he just grinned and mumbled something about bending me over this couch. I was even more scared of the thought of having that huge cock inside my virgin ass. He said common girly you like to dress like a girl lets see if you can suck a cock like a girl. Common you want to be a girl lets go! I reached out and touched it and I moved my mouth closer to it. Again I begged him not to make me do this and he snapped, suck my cock bitch. NOW! I opened my mouth and he pushed the tip in and he said that's it glide it in and out of your mouth. Now you got it. He leaned back an moaned as I sucked his cock. He was quite a mouth full. I was amazed at how natural this was to me It wasn't so bad. I sucked him for almost an hour stopping occasionally to ask him if he was close to cumming yet he said no keep going. My jaw was getting so sore. Finally he said ok I think you need more experience in order to get me off. I said ok I'll try again sometime and he said I had a feeling you liked it. I said I have to admit I did kind of enjoy the feeling. It made me feel like a real woman. Just then he snapped at me and said oh no baby you don't get to be called real woman yet. Remember I said you need to get me off? Then you'll be a real woman. Don't you ever send a man home without pleasing him. Go get me another beer. I'll be right back. Just then he pulled his shorts on and went across the hall. When he came back he had a tube of lube and a condom. I said oh common I can't .Your cock is so big. It's going to hurt. He said it'll be alright I'll go real slow. Then he grabbed me and took me into my bed room and pushed me on my bed. I was sitting on the edge of the bed and he put his cock in front of my face and told me to suck it and get it hard again. He said that I looked so sexy and he got hard really fast. I glanced over at the lube and the condom on the nightstand. He looked at me and told me to rub lube on his cock. I asked him don't you want me to put the condom on you first? He said no since your a virgin I want to take your virginity completely and leave a little something behind for you to remember me by. Look you can't cum in me ok? Oh yes I can and I'm going to. Now turn around and get on all fours. Just then he got kind of nasty with me and said look bitch you want to dress like a girl now your going to get fucked like a girl. Just then I could feel the tip of his penis at my hole. He kept pushing and pushing and the I felt the tip pop into my hole. He began to work it in and out slowly and with each stroke entered me more and more. It hurt like hell. He told me to relax and I begged him to stop but he just kept going. After a while the pain subsided and it actually felt good. He said that's it. Then he picked up the pace and grabbed my hips and was really fucking me hard and I was screaming and moaning how good it felt. I could feel his ball sack slamming against my ass with each stroke and then he tensed up and began to shoot his load in my virgin ass. I was scared and excited all at the same time. I couldn't believe he just fucked me with that huge cock. He then slowly pulled out and slapped me on the ass and said that my blow jobs need work but I was a really good fuck. He told me to get him another beer. As I walked back from the kitchen I could feel his cum running out of me down my leg. I was really wobbly on my 6 inch heels. He was going on about what great fuck I was and now I could call myself a woman and I sat there on the edge of the bed with my legs crossed and thought to myself, damn my toenails look good.

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She was sleeping naked when she heard her door open and he walked in. She heard him take his clothes off before he slid in bed beside her. He spooned next to her and reached his arm around her and cupped her tit as his cock pushed against her ass cheeks. He whispered in her ear "I have been thinking of your nice tits all day. My cock has been hard all day waiting to touch you. I need your pussy so much." He played with her nipples and rubbed her tits as she felt his cock get harder pressed...

2 years ago
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Garys Golf Outing Chapter 14 Ladies Favorite Pasttime

Gary's Golf "Outing" Chapter 14 - Ladies' Favorite Activity I finished all of my work assignments and my home chores by Thursday. I had chatted with Kay a few times and was surprised when the phone rang on Thursday evening. "Hi Gabrielle, this is Kimberly. Are you all set for Saturday?" "Hi Kimberly, what's happening Saturday?" "Don't bull-shit me, you bastard. You know what's happening as well as I do and I'll bet you've been thinking about it all week." "I have...

4 years ago
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Airtime

Airtime By Rosie The opening credits roll by and my mother appears on the screen. She's wearing a shiny, lime green jacket. "Is that satin?" I whisper to my father, not wanting to drown the sound of the television. The seams on it are very stiff, making it look almost as if the shoulders are padded, and although the neckline is quite high, her breast are accentuated by darts that run all the way down until they disappear in a black patent leather waist. Below the waist, the...

3 years ago
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A Sissys Teatime

A Sissy's Teatime by dirteesissy It was a beautiful summers day, the sun shone warmly, the birds were singing in the lush treetops and life was good Milly Clarke. The daughter of a billionaire Mother, head of her own division of her company and married for a little over a year. Her new husband, Chris had started out, as per her Mother's orders, at a lower level position in the company with a chance to prove himself as the personal assistant to Adrienne Moore. In fact she was on her...

3 years ago
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Bathtime

It was her Saturday morning. She awoke early with her man already awake beside her. Brushing him with a hand, he reached for her and held her. She reached for his cock and knew it would be hard when she found it. He held her tighter when she moved to go down on him. He wanted to lie there just a little longer. Playfully, she broke away from his grip and took his cock in her mouth slowly. It had been awhile since they'd done it in the morning. She knew he loved it and she was gonna give it to...

Masturbation
4 years ago
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Fuck for liftime

Hi friends this is raj. The story am goin to tell is a true story happend some years ago between me n my sister Reema. We were a family of four with my father, mother, me n my sister. Reema was three years elder to me. We were very good friends than like brother n sister. I never liked my parents right from my childhood as i didnt like their behaviour at home. They used to move very close in front of us, like sometimes me n Reema wud end up seeing them kissing, hugging and even while having...

Incest
4 years ago
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Friday Night FunTime

     Friday Night FunTime!A Femdom Family-Slave Story!        TJ Ryder     http://midnightx.com/fpage/fpage.html        Buxom Ballbusters Illustrated StoriesGestapo Mistress, Dommy mommies, femdom cuckolding!     Illustrated Fetish Stories for Adults Only!**************************************   "Hi Billy!"  The 38 year old said to the teenager who he had met thefirst time he came here to the newcomers group.   'Hey Tim, everything okay?"   "Well, its been an experience,(smile)!"   "What's...

4 years ago
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The Timewalker

Sienna watched the sky and waited. She didn’t fancy getting caught in the rain without good cause. A simple shower wouldn’t suffice, there needed to be a storm with thunder and lightning. Without it, heading down to the abandoned depot would be a fruitless walk in the rain.She closed her eyes and could see his face, his dark hair, long and wavy, and his soul-piercing eyes, the color of dark chocolate. If she concentrated hard enough, she could feel his fingertips touching her skin, smell the...

Fantasy & Sci-Fi
2 years ago
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Trouble at the Timeshare

Matt had no reason to feel particularly proud of his 'accomplishment.' All he had done was put an extension on the browser of a public library computer that collects passwords and forwards them to his email, but it still felt rather thrilling to suddenly have such intimate access to other people's lives. He wasn't sure what would come of it, or if he would even do anything with the information. One particularly boring night, he decides to pop into one of the dozens of accounts he had managed to...

Transsexual
4 years ago
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Grannies Goodtimes

I drove a regular route through the Ozarks and frequently stopped for dinner at a little family-type restaurant. Food and prices were good and I got to know the people who ran it. The boss seemed to be a woman they called Grannie, although I wasn’t sure why. She looked barely old enough to maybe be my mom. One night the weather looked grim and I was debating whether to drive into the night. Grannie came over and said she’d just heard from the state police that the roads were getting closed. I...

3 years ago
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Divertimenti

Part One As the music played, I tried to make my legs do everything that was required of them, but I knew it was useless. I was nineteen, twenty in a couple of months, and I had only really taken up this course to keep my figure trim. The constant small details insisted on by my tutor were impossible for me to do. My heart wasn't really in it. Maybe if I'd had the little girl's dream of being a ballerina... But, I didn't. I had a good upbringing, if a bit loveless, and was rather...

4 years ago
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Bathtime

Hi Mark. It's Lisa. Oh, hey. Yeah, I knew it was you. You did? Uh huh. Okay. Listen, I want to ask a favour. Oh. It's not so bad. Right. No, really. What's that ... noise? No, never mind. Listen, I have to go to the city next weekend. Oh, hot date? No, Mark, it's ... you're kidding, right? Well, only kinda. Shouldn't you have climbed back on the bike by now? What? Listen, it's only been a few months... Seven. ... and anyway, how would you know? You think our kids only...

2 years ago
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Beccas Breaktime

I spent my lunch break in the women's locker room at the factory, buried balls-deep in Becca Ferguson, the nineteen-year-old press operator who wanted me. I didn't want Becca. She was flat-chested and kind of dumb, no real ambition but to get married and start cranking out babies like a puppy mill. Still, she wanted me, and I was willing to use her to get what I really wanted, which was Susan. Becca and I had our shirts on, but our pants around our ankles. I pounded into her, stroke after...

2 years ago
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Bathtime

As she shook the rain from her hair, she sighed - alone again! Jim had rung up to say he had been detained by his customer to discuss pricing and options further. 'This was happening too much' she mused. She poured herself a drink, turned on the box, and sat down. 'Jim was getting busier and busier with his work - some weeks she hardly saw him at all.' The phone rang, she grabbed it. Tom was on the line, wanting to know if he could come round for the evening. He had managed to lock...

4 years ago
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Parttime

I had been coasting along, enjoying graduate school and plowing through my research when I hit a snag at about the same time my savings ran out. I would have to work for a change, but I still wanted to get my doctorate. I found a job that fit perfectly. I signed to teach at what the school called halftime pay, just Monday, Wednesday and Friday for three one-hour sessions, all the same course, introductory U.S. History, a course I should be able to talk my way through without much in the way of...

4 years ago
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Wonderful Christmastime

He looked around the Muggle house, decorated for a festive holiday. He wanted to give her this gift, this unique gift. Friends and work colleagues had been invited over tomorrow evening for a night of friends reminiscing about the good times, thankful that they were all here to celebrate another year and the fact that they were together, alive and relatively happy ... They carefully avoided talking about the darkness of their past, focusing on what the future would bring them. The holidays were...

2 years ago
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Picnickers MChapter 5 Simmertime

“When are your sisters visiting this year?” Marilyn asked Andy in the back seat Wednesday. Now, he was interested in her as much as he was interested in sex with her. Still this was on odd place, as well as an odd subject, for conversation. “Late July; early August, just before we go back. Come in the 23rd of July; leave the 6th of August. Why?” “Think you could get specific days off in early July?” “I might. Mr. Schmidt likes me, and most of the workers do, too. Many days, on the other...

4 years ago
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Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

3 years ago
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Picnickers FChapter 5 Simmertime

All sorts of things could have gone wrong with Marilyn’s plans to have some privacy with Andy, but nothing did. Pete went off as he was supposed to. Mom went to the Food Depository as she was supposed to. She was bathed, dressed, made up, and perfumed when Andy rang the bell a few minutes before 10:00. After she locked the door, they had a sweet kiss. When his hands began to roam, she led him upstairs. She finally had him in her room with the door shut behind her. He kissed her while taking...

2 years ago
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FlashedBathtime

Natalie's university accommodation dashed her hopes of escaping her prudish parents. She was staying in St. Sandrine's, an all female hall of residence run by a strict matron. One evening, four months into her course, Natalie finished an assignment and decided on a long soak in the bath, rather than sneak out to the pub with her friends. The hall only had one bathroom and it was rare to find one of the two baths free. She locked herself in the cubicle and shaved her legs while she waited...

3 years ago
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Courtneys ConversionChapter 7 Camptime

Mark and Carly were having dinner out with us. They are about twenty years younger but we have a good time together. We've swapped with them but only on vacation. See the "Caravanning" story for some background. Mark made an announcement, "Three weeks from this weekend we are going to a friend's hunting camp for the opening of deer season. I'll let you know what to pack." Courtney and Carly and I looked at him with question marks on our faces. Courtney spoke up, "What do you mean...

1 year ago
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ShooshTime

Want to laugh your ass off at Shoosh Time? A long time ago when I was younger, I came across this random amateur porn video. The video showcased a group of sluts teasing this fat slob- who clearly had no idea what to do with the sudden attention his johnson was getting. The video ended when one of the ladies pulled down his pants, wrapped her lips around his two-inch pecker, and then started laughing as he immediately started pre-ejaculating all over his XXL undies.I remember sending this to my...

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