FUCKING MY FIRST TRANNY free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
FUCKING MY FIRST TRANNY


In the early to mid 90's my wife and I were living in south central L.A. The wife wasn't necessarily a sexual creature nor was she very good at it. This lead me to a lot porn watching and going outside of the house for hot, kinky sex. She doesn't know I'm Bi and still doesn't to this day. I would frequent various adult bookstores to get/give blowjobs, handjobs and visit the occasional gloryhole to get my freak on. I would also travel up and down Figueroa or more commonly know as "Figuerhoa" to catch me a strawberry and get my dick sucked (which the wife wouldn't do, even when dating) or get some pussy.

One summer during these years I had been out with some friends and on the way home, I decided to get my dick sucked before going home. So I made a detour down Figuerhoa to go 'shopping'. After about 20 minutes I came across this skinny dark chocolate sexy thing strolling on the corner (don't remember the cross street, maybe 88th) so I bent the corner and pulled over. I could see in my rear view mirror that she was walking my way. One she got to the passenger door, I rolled the window down and she asked if I wanted a date to which I replied yes. She got in the car and I asked how much for a blowjob and she said $20. I was cool with that and proceeded to give her the cash and I undid my pants and pulled them down. She leaned down across the seat and started sucking my throbbing dick.

As she was sucking, I closed my eyes and rolled my head back on the headrest. It felt so good and wet and she was taking her time licking my nuts as well. While she was sucking I began rubbing her back and ass then moved around to rub her tits but noticed she was slightly flat chested which was cool. I started to run my hand down her thigh to her crotch but before I got there, she pulled my hand away so I figured she was on her period so I didn't really trip. She was slow sucking my dick and nuts I began to get a little paranoid that the po-po would show up any minute and we would get popped. I told her to hold up and would she like to continue this in a room and I would pay for it and give her a few more dollars for her time. She was cool with that proposition so I pulled my pants up, got myself together. I started the car and did a u-turn and turned right on Figuerhoa, I asked her if she wanted something to drink and she said yes.

I drove about a block or so and stopped into a liquor store and got Hennessy for her and Gin and some beer for me. I drove maybe and half a block and pulled into one of infamous motels lined on both sides of the street. After parking my car, I got out, walked to the office window and paid for three hours. Once I received the key, I walked back to the car and opened the door to let her out and told her what room we had. As I watched her walk towards the room, I couldn't help but noticed her tight ass moving and shaking underneath her long tight, white summer dress. Once in the room I gave her her drink and I opened mine and sat on the bed as did she. By now, after a few swigs of Gin I asked her what was her name and she told me Diva. I gave her my real name and gave her the extra cash and I started to take my clothes off. Diva was sitting on the edge of the bed sipping her drink and I asked if she wanted to get naked. She refused and said she just wanted to get back to sucking dick. I told her we had the room for a few hours so we might as well enjoy our drinks and get comfortable. I asked again and she refused but she was polite about it.

I began to start putting the pieces together, at first in the car, she pulled my hand away when I was trying to feel her crotch and then began to wonder why she wouldn't get naked so I just straight out asked her if she had a dick and was that the reason she didn't want to take her dress off. The look on her face was like, "how did he know?". She sheeplessly said yes like she was ashamed but I assured her that I was cool with it. So again, I asked her to take her dress off and let's have some fun. She stood up from the bed and grabbed the bottom of her dress and slowly pulled it up over her head and shoulders exposing a beautiful black 6 inch hardon that throbbed up and down. My dick was extra hard by now and I walked towards her, grabbed her by the waist and we started kissing with our dicks touching. My heart started to race and my breathing got heavy. We were both grinding our dicks against each other and I grabbed and squeezed her tight ass. Diva got down on her knees and started sucking my dick as I grabbed the back of her head and started humping her mouth.

Diva sucked my dick and licked my hanging nuts while I ran my fingers through her long hair. I was moaning as her warm mouth pleasured my dick. She sucked so good that I couldn't cum if I wanted to. I gently grabbed her shoulders and motioned her up and kissed her again before I went down and licked her stiff nipples. She moaned and sighed that she was enjoying what was happening. I then got on my knees and took her dick in my hand and rubbed it across my face before taking it in my mouth. The warmth of her dick felt amazing in my mouth and I started sucking her and rubbing her nuts. Diva was gently fucking my mouth and I was playing with my fuck stick while we were both moaning with pleasure. We took a short break and sat on the bed and had more drink. I think I was more buzzed with having her dick in my mouth (it had been a long while sucking a dick) than me drinking my Gin. While drinking we started talking and she was telling me how she hadn't had anyone play or suck her dick in a while and she was always cautious when dating guys on the stroll for fear of them finding out and what they may do to her. I told her that with me, she didn't have anything to worry about that.

After a few drinks and conversation, I leaned into her and we kissed while we were stroking each other's dicks. I then moved down to take some more dick and she motioned me into the '69' position and we sucked each other when I started fingering her tight asshole. When I did that she trembled a little and let out a sigh. Diva soon after got up and told me to get 'doggy' and began to lick my asshole and suck my dick from behind. That was the most intense feeling from her doing that that now I was on the verge of busting a nut but I resisted because I enjoyed it and her company. By now I wanted to fuck her in the ass but I didn't have any condoms and didn't want to take the risk going bareback. I laid on my back on the bed and we continued with '69ing' and Diva was sucking my dick and I was sucking her dick and licking her ass. She started to suck me harder and faster and within no time I shot my load down her throat as she moaned I could hear her swallowing my shit. She rolled over on her back and told me she needed to cum. I told her I wanted to watch her shoot her load. Diva stroked her dick while I licked and sucked her nipples and kissing her. She started breathing hard and told she was about to cum I looked up and a minute later she let out a long stream of hot cum that landed on her chest and stomach. I rubbed her nuts and dick staring at her creamy load of cum.


We laid on the bed for about 15-20 minutes kissing and caressing each other until it was time to leave. We both got dressed and had a few more sips of our drinks. I asked if she would like me to take her home and she agreed. On the way, I was telling her what a good time I had and would like to see her again if she didn't mind and she was cool with that. In front of her house we kissed some more. I gave her my pager number and said to hit me up anytime particularly on the weekends. One particular time she paged me and told me her roommate would be out of town and could I come by and have some fun. She gave me her address and I showed up one Saturday evening. She had my Gin (chilled) and a six pack and she had her usual Hennessy. We sat in her living room talking, drinking when she said she had to use the restroom. With music playing in the background I was chillin' waiting for her to come back and when she did she was totally naked, dick stuck out like a flagpole. She walked in front of me and I grabbed that hard dick and began to massage and kiss the dickhead flickering my tongue around it.

Diva knelt down in front of me and started undoing my belt, unzipped my pants and pulled them down to my ankles and started sucking my engorged dick. I took a big gulp of my drink and rolled my head and enjoyed her wet mouth. In the meantime, I was rubbing her head and pinching her nipples feeling her hot tongue working my dick and nuts. After a while I asked her to stand up so I could admire her love stick. When I took it in my hand, it felt so soft and smooth and warm. I then asked her to turn around and bend over a little, that's when I spread her ass open and tongued her sweet asshole. Diva quivered and moaned and shoved her ass onto my face to get all that tongue. I could feel my dick throbbing in excitement of what was to come. While licking her ass I pulled her dick back towards me and put it in my waiting mouth and sucked it nice and slow and I honestly could feel it pulsate while I sucked it. So now I had the best of both worlds, sucking her dick and licking her ass.

Some minutes later Diva pulled out of my mouth, turned around bent down and gave me a long passionate wet kiss then grabbed my hand and guided me to her room. Once in her room, it was dark, the only light was coming from scented candles placed in various locations. Diva turned around and started kissing me while rubbing my dick. She started pulling my shirt over my head then licked my nipples. She then ran her tongue down my chest and stomach until reaching my dick, pushing me down on her bed, pulling my pants from around my ankles and once done she got back on my stiff dick. I've never been undressed so sensually like that even from some women I've known. Diva was sucking my dick then ran her hot, wet tongue down both my inner thighs landing at my feet where she sucked my toes which just simply drove me fucking insane! Diva rose up and pushed me back on the bed and got on top of me and started 'dry humping' me with her dick rubbing against mine shoving her hot tongue deep down my throat.

While she was humping me I grabbed her chocolate tight ass to make her hump me harder. My dick was hard as a rock and I could feel her hot throbbing dick rolling on my stomach, the feeling was pure ecstasy! After kissing me she slid down, licking and sucking my nipples on the way to my dick and began sucking it and my nuts. With my arms spread out I just laid there with my eyes closed listening to the slurping sounds she was making. Moments later I grabbed her and rolled her over on the bed and I got up, grabbed her long sexy dark legs and pulled them up exposing her ass, nuts and hard dick. I started licking her feet, working my way down both thighs until I reached her asshole and began eating the fuck out of it. Diva started screaming, "yes, yes baby lick that ass, it's all for you!". That turned me on even more and made my dick all the more harder.

After eating Diva's asshole and sucking her dick she got up, reached on the side of the bed and had a bottle of baby oil and a condom. She sat up and put the condom on my dick using her mouth then turned around on the bed doggy style and asked me to pour the baby oil on her dark chocolate ass. Once I started pouring the oil, Diva began rubbing it all over and was massaging her asshole. She then told me to pour some on my dick, I knew what was coming next. Diva gave out a sexy like giggle and told me to come get my love hole, I almost came right then. As my dickhead touched her hole Diva moaned and began backing her ass towards me. I slowly pushed my dick and damn, her ass hole was tight and hot! At this point I had never felt anything like it, it felt better than some of the pussy I'd had. With my dick in I just stood there for a moment to take in the feeling and I could feel her ass muscles squeezing my dick.

I started fucking Diva slow at first and she was matching my rhythm until I stopped and just let her ride the dick. We fucked in just about every position....doggy, her on top and last but not least, missionary. Once in the missionary Diva threw her legs in the air to give me all that ass pussy. As I was fucking Diva I would pinch her hard nipples and stroke her dick and rub her nuts. Occasionally I would lean down and steal some kisses and she would whisper, "damn, this feels so good baby keep fucking me". That caused me to get my dick as deep as I could in her tight ass and she would raise her hips to help. As I was about to reach the point of no return, Diva started stroking her dick saying she wanted to see me cum on her. I picked up the pace and just when I was going to cum I pulled out of her, yanked the rubber off and commenced to jerking my dick. Diva said, "give me that hot shit baby, give it to me". With her saying that that just pushed me over the edge and shot my load on her chest watching my cum run down towards her stomach. Diva leaned back on the bed stroking her swollen dick telling me to watch her cum. She closed her eyes and her stroking got faster and moaned that she was going to cum and shortly after she shot such a huge load that some of it hit her chin.

I got on top of her and rubbed my dick all through the cum that was on her chest and stomach. We laid next each other like the first time and held each other and kissed. Over the next year, we would share many encounters. One time we drove to Hacienda Heights to some park south of 7th Ave and she sucked my dick in the car while some guys were playing basketball then she let me jerk her off and bust her nut. When my wife would be out of town visiting family back east Diva would come and spend the weekend and we would fuck and suck all the time. Somehow Diva and I lost contact with one another and I wish that hadn't happen but I hope she is fine and well and thinks of me/us from time to time. There are a few other occasions with her I'd like to share but will save them for a later date but will simply be titled "Diva".

Same as FUCKING MY FIRST TRANNY Videos

4 years ago
  • 0
  • 61
  • 0

First time with a Tranny

Stevie had always found it relatively easy to get girl friends. Not all had been good experiences. He always felt that after sex he just wasn’t satisfied. Maybe he wanted something different. Some people are perfectly fine about being gay or bisexual, but for others, it is a scary mine field. Stevie was one of those people. People had commented on him being gay for years and he always felt ashamed. He denied it, of course, but as time went by the thoughts about the whole subject haunted him. He...

Gay Male
4 years ago
  • 0
  • 47
  • 0

SARAHS NINE INCH TRANNY

For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall slim tranny sitting...

3 years ago
  • 0
  • 54
  • 0

SARAHS NINE INCH TRANNY

For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall, slim tranny sitting...

3 years ago
  • 0
  • 24
  • 0

My first tranny

I had never been with a tranny before and did not plan on being with one at all but you never know what will happen. I had a bad day, I had been in meetings all day with new clients in another city. I decided to stop for a drink or two before going back to my hotel room. I found this bar that look interesting so I went in. There were lots of beautiful women there so I thought that maybe I would get lucky and not have to be alone tonight. I went to the bar and ordered a drink and checked out the...

3 years ago
  • 0
  • 19
  • 0

My first time with a tranny

I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.In August 2007 I was 24...

2 years ago
  • 0
  • 34
  • 0

First Time with Tranny

So this is the story about how I got my first experience being a bottom, and why it was with a tranny.I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

3 years ago
  • 0
  • 19
  • 0

My first time as a bottom and with a tranny

So this is the story about how i got my first experience being a bottom, and why it was with a trannyI was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

1 year ago
  • 0
  • 29
  • 0

Dream Tranny

Dreams can be strange, sexy things. Your wife may be a stunning knock-out, way the fuck out of your league, but I bet she ain’t your dream girl. No, your perfect fantasy angel has the big tits and pretty face you love so much, but she’s also got something extra: a big ol’ dick between her legs. Sorry, wifey, but tonight may be a good evening to spend with DreamTranny.DreamTranny.com is a site with history. They’ve been around since 2000, making them one of the older shemale porn operations on...

Premium Shemale Porn Sites
2 years ago
  • 0
  • 26
  • 0

My first time with a tranny

It happened on a Monday morning. After waking up with a throbbing hard-on. I called up my regular booty call. But she couldn't make it. Because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex. I sat back and waited. Within minutes, I received over a dozen new messages. But none of them really appealed to me. Then after a few hours of receiving numerous messages, from both women and...

3 years ago
  • 0
  • 25
  • 0

Couple Finds Another Plus Tranny

While I was in the military, there were many opportunities to see some of the wild and crazy sites and people of the world. One time in Japan a bunch of us in a mixed group (men and women) went to a show that featured transsexuals. These were men who now dressed and acted like women. All of the men/women featured had breast implants to additionally make you believe they were real. The show was very exciting with each of the trannies on stage showing us they were as good looking without their...

2 years ago
  • 0
  • 18
  • 0

First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn’t get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

4 years ago
  • 0
  • 21
  • 0

First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn't get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

4 years ago
  • 0
  • 60
  • 0

Im a Meat Packing Girl Tranny

I didn't go looking for a tranny, shemale, dickgirl, or whatever derogatory term a homophobic world has labeled women that happen to be packing a penis. In fact, while I had messed around a little with the man worm, back in college and with a drunken buddy a few times, I considered myself 100% a hetero male, in love with the female form and a total horn dog for a beautiful woman. I must admit, I've jerked off more than a few times to shemale porn on my computer at home, wondering what it would...

2 years ago
  • 0
  • 21
  • 0

Fun with a latina tranny

So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend. I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced...

2 years ago
  • 0
  • 27
  • 0

Revenge on a Tranny

Revenge on a Tranny My relationship with my partner Julie had been strained over the last twoof our ten years together. For a period of six months we?d stopped having sex.I thought she might leave me but I figured that if she was going to find anotherwoman then there was nothing I could do about it and besides, I had a womanor two I knew I could fall back on for affection if I ever found the need.I was a good lover, but there seemed to be something that Julie needed sexuallythat I couldn?t...

3 years ago
  • 0
  • 27
  • 0

Alan Gets A Tranny

-------------------------------------------------------------------------- I went to Alan's house after work one day to talk to him. His mom was single and she need a male figure to discuss masturbation since she had caught him doing it. I rang the bell. I heard footsteps on the stairs and then the door opened. "Hi Alan." "Oh, hi Mr. Jones." “Can i come in?” “Sure,” he said holding the door open. “Alan I have to be home soon, so let me just say this quickly: I know your mom caught...

4 years ago
  • 0
  • 39
  • 0

Trucker the Tranny

Jermaine Simpson drove his white 2010 Peterbilt raised-roof big rig into the truck stop just outside of the city. He called his friend, Mariah.“Hey, baby,” the dark-skinned transsexual answered.“What’s up boo? I’m at the truck stop,” Jermaine shared.“Okay, oool! I’m on my way.”“Awesome! Can I get a shower at your house?”“Of course!”“See you in a few.”“Bet!”Jermaine’s nine-and-a-half-incher was already hard. He loved fucking her whenever he was down this way. Once he had taken her on a six-day...

4 years ago
  • 0
  • 36
  • 0

BuildaTranny

Garvey Williams kissed the pretty, effeminate, white boy he had had been secretly fucking since they were high school sophomores. Back then, Garvey was a standout wide receiver with high prospects of moving on to Division One. He had progressed as everyone thought and Jamie Collier, the femboi, followed him to the large state university. Garvey and the Mustangs earned a national championship his junior year. The football prodigy decided that he should enter the NFL draft immediately following...

1 year ago
  • 0
  • 26
  • 0

Fun Time With A Top Tranny

So since I got a good rating for my first sex story, I shall write another one about my first time with a tranny. This happened last year. She was 25, and I was 21. So I am Ash, I am 22, I pretty good and masculine looking. I am mostly a bottom though. I have always been a huge fan of shemales and ladyboys. Respect them and also lust for them :p anyway, so I was in dubai last year and I thought that there might be much more shemales and easier to meet since the place was quite forward with a...

Gay Male
1 year ago
  • 0
  • 32
  • 0

Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...

She Males
2 years ago
  • 0
  • 45
  • 0

My New GF has a Cock Tranny

I'm your run of the mill middle-aged white guy; divorced, decent job, plenty of hobbies, and your standard list of perversions. I love women. I love the way they smell, I love their bodies, I love their personalities, and I really love having sex with them. I've had a few bisexual encounters in my day, mostly back in college, and while I have no phobias about man-on-man action, I have never been attracted to the same sex. Although admittedly, the sight of a large, erect cock has always made my...

2 years ago
  • 0
  • 21
  • 0

beautiful tranny

This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my family have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I...

2 years ago
  • 0
  • 40
  • 0

My beautiful tranny

This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my family have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I...

4 years ago
  • 0
  • 22
  • 0

First tranny

I’d been single for a few months and having the shittyist of luck on dating sites. I was unemployed and making some deliveries to the gay community for some extra cash. One of my regular stops was to a tranny named Tory she wasn’t bad looking and she never made a move on me other than asking if I’d like to hangout for a few minutes. Anyway I’d seen her on one of the chat rooms on a dating site... now I’d been without sex for at least a few weeks and I got a little curious. I started...

2 years ago
  • 0
  • 23
  • 0

FIRST TIME TRANNY

It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to find out about the rumours about sexual activity. I was still a virgin and although had messed around wanking at home, I was very naïve. I walked into the last cubicle, shut and bolted the door, took...

2 years ago
  • 0
  • 22
  • 0

FIRST TIME TRANNY

It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place.What was I doing in here? In truth I did not know but I was 16, horny and wanted to find out about the rumours about sexual activity.I was still a virgin and although had messed around wanking at home, I was very naïve.I walked into the last cubicle, shut and bolted the door, took my...

3 years ago
  • 0
  • 25
  • 0

my first tranny

[i[/i]im donnie, i had just dropped my girlfriend of at shipyard to work graveyard shift. i wanted to have a drink in bar, not a beer in a parking lot. as i drove toward the bridge i saw a cocktail sign, u know a cocktail glass. so i made my way to that street and pulled up in front of "the black rose". i went in and sat at the bar and ordered shot of jack and a bud. ik looked around and thought i died and went to heaven. all i saw was tits and leg and pretty women. i was enjoying the view...

4 years ago
  • 0
  • 22
  • 0

My First Tranny

I met Charkara (her real name) through an adult dating site. You can find her pictures on my xhamster page titled, "My First Tranny". We corresponded through the dating site quite regularly before we decided to take it to next level and exchange phone numbers and email addresses. We talked on the phone getting to know each other, what we liked to do sexually, etc. She came off as a total freak willing to do most anything which was an extreme turn-on for me. We then begun having phone sex...

2 years ago
  • 0
  • 23
  • 0

first time with a Tranny

My first tranny I had was back after I graduated from high school. I was working with her/him at a Wal-Mart store. We got along pretty good then we started to date, I was living on my own so we usually go to my apartment. I had no clue she had a cock, she was a very beautiful woman with size B tits. We dated for about a month when talk her into just taking her shirt off, after a while without her shirt off she finally took her bra off. I would make out with her and suck on her tits, lick her...

4 years ago
  • 0
  • 29
  • 0

First time with top tranny

We went in her room, I paid her and while I was getting undressed, she was waiting for me by the bed. She was slowly stroking her cock, and didn't bother to remove her panties or lace body suit. She just moved them aside and pulled out her cock and boobs.She was tall, at least 180cm, latina, slim, hot, long dark hair big boobs and nice and big cock, (later when she was hard, she was probably 18-20cm). She didn't speak English, but she was so hot and I was so horny, ready to make my fantasy come...

4 years ago
  • 0
  • 23
  • 0

My First Tranny

My name is Holly, and I'm twenty-eight. I'm a blonde, and I happen to be a lesbian. I have been with a couple guys before, but that's it. Anyway, one night, I was at a club securing the perimeter. Looking for some cute ladies, that maybe I'd take home. I saw a lot of worthy candidates, and a couple with D-cup racks. I wasn't a slut or anything like that, but I definitely played the field. I looked around the entire club a few times, and caught a few eyes. I saw a few ladies casually stirring...

Trans
2 years ago
  • 0
  • 20
  • 0

My date with a tranny

I had been alone for a while and I was really horny. I am not the best looking guy but cute and a little over weight. I am 6'1" tall and about 280. So going to a bar was not going to work so I started to search craigslist for some one. I found a couple women but after emailing them I found out they all wanted me to join some web site and I was not looking for that. So I kept looking and I found a woman who was real and interested in me after we exchanged emails. So I set a date with her to get...

2 years ago
  • 0
  • 27
  • 0

My Frist time with a tranny

My Frist time it was back when AOL frist came out. I was in a miami chatroom and I met a tranylicous. We Started to chat. I remember going to the profile on the side of the message window and I found out throu pics what a tranny was. I must of been 13 at the time or so. She gave me her address. it was not to far from Downtown so I head over to meet her as I smoked a joint. She had a nice apt, pretty empty She had just moved from Ny. After a little chat we had that helped me relax She came...

4 years ago
  • 0
  • 23
  • 0

The Trucker and The Tranny

The Truck Driver and the Tranny fiction by [email protected] This is a work of fiction for mature readers, containing explicit sexual acts which may be illegal in some backward parts of the world. If it's illegal where you're reading it, you should MOVE! If you're too young to be reading erotic and explicit sexual fiction, don't go any further. I was working as a truck driver, moving periodically to new areas of the country (mostly around my hometown of Nashville, TN) in...

1 year ago
  • 0
  • 18
  • 0

Hotel Pool Tranny

As I headed toward the office, I could see the pool, and immediately thought about taking a swim after checking in. After getting my room key, I decided to cut through the pool area. It was a large pool for a hotel, there were plenty of chairs, and it looked very clean and inviting. Casually looking around, there were only a few people, and as I continued toward the other end where my room was, there was an attractive younger lady that caught my eye. She was laying on one of the loungers by...

3 years ago
  • 0
  • 18
  • 0

My sister my first the tranny

A little something different to spice up your lives*******************************************************************************************************************************************************************************************It was the first week of June and school was out for the summer, I was 18 and had just finished my senior year. One night while we were eating dinner, My Mom and step dad informed me that they were going away for two weeks. When they got married they did not go...

4 years ago
  • 0
  • 18
  • 0

First ass I fucked was also my first Tranny

Me again, I haven't shared any of my stories in a while but was chatting to an old friend about this one last week and thought I would share the story. Again names have been changed to protect identity, all my stories are true and I am not a author, just a horny guy with some horny stories. Thanks.I was 20 years old and had been playing with guys and gals for many years now (check old stories). I had arranged a night out with some of my friends to celebrate a birthday so put on my new shirt,...

4 years ago
  • 0
  • 18
  • 0

Finally My First Tranny

I just came out of the doctor's office in downtown Philly from my 3 month check-up. I was pretty horney since my doctor is a female and I had a complete physical so she and her nurse were in the room with me. I got to the train station to go back to Willow Grove and was standing on the platform when I saw this beautiful brunette haired woman about 10 feet from me. She was wearing jeans, and a spagetti top shirt. I could see that she had a real nice pair of tits and my cock started to get hard...

3 years ago
  • 0
  • 18
  • 0

My First Tranny

My name is Holly, and I’m twenty-eight. I’m a blonde, and I happen to be a lesbian. I have been with a couple guys before, but that’s it. Anyway, one night, I was at a club securing the perimeter. Looking for some cute ladies, that maybe I’d take home. I saw a lot of worthy candidates, and a couple with D-cup racks. I wasn’t a slut or anything like that, but I definitely played the field. I looked around the entire club a few times, and caught a few eyes. I saw a few ladies casually stirring...

4 years ago
  • 0
  • 17
  • 0

I WAS HIS FIRST TRANNY

I had been on this sex dating site for only a few weeks, when I got a request to meet from phillip, I looked at his profile and it read 25 year old single male, looking for older women, sexual orientation-straight,I thought to myself , should I tell him? No fuck it let him find out for himself.So I arranged a meet with phil for the following day at 2pm,I douched, showered, took my time putting on make-up, dressed , did my hair (wig) and nails, although I say it myself I looked hot, not slutty...

4 years ago
  • 0
  • 22
  • 0

Truckpark Tranny

I would never go out looking for it, I'm a good girl. But I would never avoid it. After all, just being dressed in black inch-mesh fishnets, held up by suspenders from a black lacy basque, nipped hard at my waist, with my cock-clit barely covered by my pink g-string pouch and the string over my divine snow white left cheek, while I tottered about on 8", platform heeled, "fuck-me" shoes, and nothing ...

3 years ago
  • 0
  • 25
  • 0

Amber The Teen Tranny

I was horny as fuck that day as I hadn’t jizzed in a few days due to work being so hectic. I debated how to get my rocks off and decided to go cruising at the park for some cock. I took a quick shower, threw on a pair of pink frilly panties, a pair of loose sport shorts, and a long tshirt. I hopped in my car and drove to the park, teasing my little prick by rubbing it in my sissy panties, leaking copious amounts of precum into them as a result. I parked and headed towards the wooded area...

3 years ago
  • 0
  • 21
  • 0

Laundromat Tranny

It was laundry day. Vincent, or Vinnie to his friends, loved laundry day. It was a time to relax, catch up on reading, and listen to music while the washing machines whirred in the background.He was tall and ruggedly handsome, with dark, almost Spanish features. In his five or so years of living alone, he always cherished his trips to the laundromat.Walking slowly from his house to the laundromat, he whistled a tune. In his little trolley, he had his laundry and detergent. Sitting on top of his...

Trans
2 years ago
  • 0
  • 31
  • 0

Exploring the Tranny

At first I didn’t like that my wife, Jan, was hanging out with a “guy” several times per month. She insisted, however, that her friend “Crystal” was actually a girl trapped in a man’s body — and as such was attracted to men. Since she posed no sexual threat, she enjoyed their time together because they shop and talk and hangout without expectations. To be fair, my wife had a soft spot for gay men - she’s had numerous gay friends over the 8 years we’ve been together. Crystal (formerly Chris) was...

Transsexual
4 years ago
  • 0
  • 22
  • 0

My 2nd time with my tranny

I’ve been talking to this woman for awhile. After our steamy car make out session I was hooked. I didn’t care if she had a dick. I wanted more of her. It was clear that she wanted more from me. We texted non stop everyday. It was fun. She blew up my phone with loads of naked selfies. I’d sit and admire her beautiful body. With every picture she’d send, my dick would throb with excitement. She would even ask if videos of me masterbating to her pictures haha she was amazing. whenever I worked...

3 years ago
  • 0
  • 32
  • 0

Supermarket Tranny

It was a typical Saturday morning. I was at the grocery store doing my weekly food shopping. As I was perusing through the vegetable section my eyes caught sight of a a very attractive woman. She had long dark brown hair, pretty face and a nice body. I worked my way over to her and checked her left hand for a wedding ring. She had none. I made some remarks about the slim pickings the supermarket had. She and I quickly engaged in conversation about cooking etc.We walked around the store side by...

3 years ago
  • 0
  • 23
  • 0

Building site tranny

So I woke this morning in a particularly aroused state, I decided I would treat myself some naughty fun, I decided to dress like a slut under my work clothes. I rummaged around in my drawer and pulled out some black seamed nylons, black lace panties and and my favourite lace corset. I began by showering and shaving my whole body, once I had finished I began by rolling the smooth nylons on to my smooth muscular legs, then came the lace corset followed by the small lace panties, I then reached...

2 years ago
  • 0
  • 33
  • 0

Amber The Teen Tranny

I was horny as fuck that day as I hadn't jizzed in a few days due to work being so hectic. I debated how to get my rocks off and decided to go cruising at the park for some cock. I took a quick shower, threw on a pair of pink frilly panties, a pair of loose sport shorts, and a long tshirt. I hopped in my car and drove to the park, teasing my little prick by rubbing it in my sissy panties, leaking copious amounts of precum into them as a result. I parked and headed towards the wooded area...

4 years ago
  • 0
  • 19
  • 0

supermarket tranny

It was a typical Saturday morning. I was at the grocery store doing my weekly food shopping. As I was perusing through the vegetable section my eyes caught sight of a a very attractive woman. She had long dark brown hair, pretty face and a nice body. I worked my way over to her and checked her left hand for a wedding ring. She had none. I made some remarks about the slim pickings the supermarket had. She and I quickly engaged in conversation about cooking etc.We walked around the store side by...

4 years ago
  • 0
  • 23
  • 0

Shooting with a tranny

I was bored one day so i decided to rent out a transsexual escort. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacket that came to her waist. Her hair was long and curly and she was fair skinned and spanish about 5'8 with heels on. She walked in and asked me where i wanted to start. I pointed to the couch and she...

2 years ago
  • 0
  • 28
  • 0

tranny

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself. Her name was misty, she thanked me for helping her and asked if I need a...

2 years ago
  • 0
  • 22
  • 0

My dream encounter with a tranny

There is nothing more hot than to have a slim, pretty body on my hands to fondle. To feel their erections starting to grow and to taste their cocks in my mouth. I lose control when I'm around a shemale.I have fantasized a lot about getting fucked for long periods of time and in a lot of different positions. Unfortunately, all my shemale hookups have been with escorts that do the deeds rather quickly and then leave. I still have to find a shemale friend to spend long long hours either fucking,...

2 years ago
  • 0
  • 54
  • 0

Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

2 years ago
  • 0
  • 81
  • 0

Sex Survey Females Firsts 3

I invite all my fine female dear readers to respond to this sweet sexy survey of their number #1 erotic experience. I invite you to write me the best possible sex you dream to have in the future, or maybe it better stays only fantasy?I invite you to tell us as much as you like about the ideal circumstances needed and the sexy scenario you long for.I invite you to share your feelings about your favourite fantasy. Why is it so special? A secret? A taboo? A fetish?I invite you all to check as well...

3 years ago
  • 0
  • 40
  • 0

Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

BDSM
3 years ago
  • 0
  • 21
  • 0

The Trannyformation

I headed back to the adult bookstore where I had my first taste of cock and cum. I needed more, and headed for the gloryholes in the back booths. It wasn't long before a man entered the next booth. He rubbed his crotch and slowly lowered his zipper. My heart was beating faster in anticipation of sucking his big cock. He pulled it out of his shorts, and it was about 3 inches long, and not very thick. He moved toward the hole, his uncut cock being stroked slowly and tantalizingly, precum...

2 years ago
  • 0
  • 24
  • 0

TrannyFantasy

I have a fantasy that involves being stripped,blindfolded,bentover,forced to lie on a leather bench,face-down,and to be anally and orally assaualted.This would happen again and again.One Tranny(it would have to be Trannies)cock would be in my ass,and one Tranny cock would be in my mouth,and I would be forced to take hot load after hot load of hot,juicy Tranny cum down my well-fucked throat,and my hot sore ass.I would luv it very much if anyone out there could make my fantasy cum true.

1 year ago
  • 0
  • 21
  • 0

TrannyTube

Who’s ready for some tranny porn at Tranny Tube? I’m going to go out on a limb and guess if you’re reading this, you want to see some chicks with dicks… sucking other dicks. It ain’t really my thing, but hey, I’m The Porn Dude, so I got you covered. Today we’re going to take a look and see why Tranny Tube is currently pulling around 8 million views a month.Tranny has become an offensive word in a world that seems increasingly tranny-friendly. Wake up, you woke fucks. Porno was tranny-friendly...

Shemale Porn Sites

Porn Trends