Young Tranny Ch. 6 Vegas Sugar Daddy Pt 1. free porn video

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Young Tranny Ch. 6 Vegas Sugar Daddy Pt 1.

This is the first half of the sixth story following "How I Started," and shares my experiences between the ages of 19-29. These are prelude stories to the series of "Playtime Stories" I wrote. I hope you enjoy them and comment publicly or privately - it turns me on for some reason! These stories (especially this one) are mostly true so enjoy! I LOVE COMMENTS!!!!

This pic is from around that time... enjoy!


Over the next two years I worked and played in the deep south. From North Carolina I traveled to Atlanta, Charlotte, or D.C. anytime I had the time off to do so. I loved Atlanta, and miss it to this day because the sheer volume of kinky people; it never disappointed. I enjoyed driving up and down parts of I-95 dressed like a whore and making frequent stops -for safety of course- at the many rest stops, where I frequently found other horny travelers to share a hot blowjob or some ass with.
Work was going quite well too. I was 20, had my own car, had skills, and had enough money to afford my recreational desires. One of the perks of the Air Force was the impossibility of stagnation, and it came as a surprise that I was to be transferred. The personnel people had assigned too many people with my skill to North Carolina and being new, I was slotted to depart. Immediately I dreaded my next posting- somewhere in Idaho. Nothing against the place, but I needed more variety and excitement than I would find there, or rather more specific types of excitement.
Luck favors the foolish. About three weeks before I was to depart, I attended the reassignment meeting in a depressed state. I sat dreading the next few years of my life. As if to make things worse they called out our names and read off where we were to go to make sure the orders matched the people.
Chance is a funny thing, because at the first break in the meeting another guy who was also being reassigned asked me, “I have family near there. How would you like to switch with me for Las Vegas?”
Everything went into slow motion. My heart pounded and my sex region throbbed. I think my ass tightened on the inside as I said, “That would be wonderful, sure, anything to help…” I switched to an assignment on the north side of Las Vegas.

As soon as I could, I transferred and arrived in late January, already appreciating the distinct lack of snow in Nevada, vice the heavy snow of Idaho. I pulled into town after an easy drive across the deep south and through Texas that was made longer by several hot distractions along the way. I saved money by sleeping at a gay bathouse and had some amazing sex as a bottom and as a top. I had some intense boy play in truck stops and some nasty gurl play at some of the cities along the way. Texas has some freaks in it…
Anyway, about five days after leaving the deep south I was in Las Fucking Vegas, and I was overwhelmed.
Though I was below the drinking age no one seemed to really check or care at the places I was interested in going. I was popular in the gay clubs and at the bath houses. I played hard and often every weekend and most week nights. In the first two weeks I was there I visited more arcades and porn theaters than I had ever seen in a single town before.
At every opportunity I talked with fellow sex freaks and playmates and learned the lay of the land. I was pointed toward the most popular tranny bar (Las Vegas Lounge) and the various adult entertainment places (gay bath houses, sex clubs, the fucking parking lot pros) near the commercial center and the strip.
For a month I burned both ends of the candle. I sex-binged. On nearly any given week night I would leave work after a meager dinner, partially change into Rebeca in my dorm room then use a deserted parking lot to complete my change into Rebeca and then be a whore until I was too tired or I got the fuck I craved. I came back to my room with only a few hours before I had to get up and start the day. Fortunately, my job was not related to anything all that dangerous and I had access to copious amounts of coffee, and, I could make it though most days. About a month after I arrived I went sixteen days straight with nightly sex activities- almost nightly CD slutting at gay clubs, cheap motel playdays, nice hotel playdays, gay bath houses, swingers clubs, and seemingly endless cocksucking in a few other public places, and of course tons of time at the numerous arcades and adult theaters. I found bathhouses to be a great place to rest, get fucked over and over, and have a less complicated night than going out to the arcades dressed as Rebeca. I was popular and with my tight little body and bubble ass I was impossible to pass on. I began to love having sex, then taking a short nap in my bathhouse room with the door open. Almost every time I was woken by a stranger eating out my ass, fingering me, pushing his cock onto my mouth, or best of all – mounting me. What a delicious r@ipe to wake to!!
There I was living on little food, almost no sleep and tons of hot strange cock. I dropped weight and a dress size, from 164 to about 155, leaning out and looking even more passable as a gurl and more like a dirty twink as a boy.
Finally, my binge came to a halt. I took a break from sex-maniac and resumed life as a normal straight airman. More accurately, my employer saw to it that I did. I was moved to a group that managed a repetitive event that went on every two months and lasted about two weeks. This was a great thing, although at first it didn’t seem like it. For two weeks and maybe a couple days I was on twelve-hour shifts. That’s not too bad when you got used to it, and you know you have break coming at the end of the two weeks. It interrupted my inner sex-maniac and that is when I developed a love of dressing in private like a whore and talking to the perverts on chat lines. I fell in love how freaky it got, and still love it now. For two weeks in my twelve hours off I would refine and improve how I dressed like a whore and I would edge, sometimes for four or even five hours.
The best part about the schedule and work commitment was that since I was diligent and pretty good at my job my bosses felt compelled to not need me around very much in between the events. So, I usually had about a month with no set schedule and minimal responsibilities. This ended up making me manage my inner slut by forcing me to stop every once in a while. I often consider what I could have devolved into had I not had this structure. With unchecked freedom and no responsibilities, I likely would have degenerated into a total sex addict with no skills or professional abilities- an attractive idea, but a short-lived high.
As it was, I had tons of time off to enjoy my inner whore, and what’s a gurl to do with time like that? That’s right, find a sugar daddy. Well, more properly, be discovered by a prospective sugar daddy.

I was a frequent patron and sight to be seen at the now-closed Power Trade over by the Rio hotel. It was a fetish and swinger’s club that has, sadly, closed since then. Like the bathhouses, it was a second home during my first six months in Vegas. The place was a fantasy come true. It was a sex club open to all that was filled with about sixty themed sex rooms and about five or six large play areas including a B/D area, a porn living-room theater, a room with a huge bed and a bunch of couches, and a stripper-pole area. Each room was stocked with lube, condoms, wipes, paper towels, and plenty of horizontal cushioned places to get fucked on. I think they also had trash cans, but I’ll be honest, I left a LOT of messes in those rooms, cause, as we all know, whores are slobs.
The place was amazing and enjoyed an endless supply of new freaky people. Many were vacationers or conventioneers looking to go beyond their normal sex life. Some were curious, many were closeted freaks. A few were couples wanting to see the freak show or, occasionally, far less often then desired, they wanted to try something new with someone else new.
Other T-Gurls, some CDs like me, some fully-trans/shemale, were almost always there. I went often and I was popular with the other gurls. I LOVED being in the place dressed like a whore. I never left there without earning a cum load in my mouth or using some condoms with my ass – never.
One Thursday night (the joke at the time in Vegas was that every night is Thursday) I met Charles, or as he preferred, Chas. I had gotten picked from the crowd and was finger-fucking this sexy MILF-aged Asian woman (Filipino, I think) who was laying back on her man and getting it up her ass and was sucking off a stranger on one of the couches in the big bed room upstairs. Her small tight brown pussy was cumming and She was moaning like an experienced whore. Her cunt was very small and tight and I was hoping, despite being dressed like a naughty white red-headed whore myself, that I would be pumping her tight pussy if I did a good job. She came, screaming and moaning into the big Hispanic or possibly mid-eastern cock she was sucking and then her man came in her ass. She got pumped through another few orgasms and then as her man withdrew, she made a mess of things and had to stop her fuck session. She smiled at me and groped my hard cock, but that was all. I have always wondered how well her cunt would have felt, but alas, it was not to be.
Despite not discussing it here, I also had female friends and lots of hetero sex also. One of the perks of those 12-hour shifts was developing friendships that yielded benefits. I actually had three women I was messing with, a brand new girl on her first posting at 18 and horny as hell, a seasoned MILF-like supervisor that I even screwed a few times during my shift believe it or not, and a hot young lady officer, also on her first assignment that, like the 18 year old was horny as hell all the time, but unlike the 18 tear old, she was into anal and toys as part of sex. She actually got kicked out for fraternization after a short trip overseas in which she’d apparently been the center of a gang-bang. Would have liked to have been there for that. They could have overlooked it, but they didn’t. I guess she wasn’t fucking the right people.
Anyway, at the Power Trade the sexy ass-fucked Asian smiled and then moved off to clean-up her mess. I turned and saw a handsome fit mature guy in his mid-forties with a mature and self-assured look. He had distinguished widow’s peak-like high hairline that enhanced his sexy masculine look. He looked very straight laced and, had he not been stroking his thick hard cock he would have looked out of place. He was staring at me and had obviously enjoyed the show, but there was something else. He was really watching me.
I couldn’t blame him. I was very lean yet firm in all the right places. My ass was purrrfect. My legs were ultra-femme looking. My classic black heels, tight black top, stockings, garter belt, and priceless silicon falsies made me look like a total whore-dream cum to life. Had my miniskirt not been pulled up and my cock been out, I would have passed as a dirty redhead gurl. So, he leaned against the wall and stared at me like I was a piece of meat- exactly what I loved. Objectify me, objectify the fuck out of me…
I looked back and gave him a coy look, but wouldn’t look away. I licked my lips to tell him I was a whore in need of a cock in my mouth. He smiled and nodded for me to follow him across the hall and into a private room. Once the privacy d****s were closed by my suitor, he palmed my ass and then moved in behind me, pressing his ample jeans-covered cock into my miniskirt covered ass crack. He said, “Hi, I am Charles, call me Chas. Who are you?”
I pushed myself back against his rock-hard cock and said, “Hi, I am Rebeca. What can I do for you?” This was kind of a standard line for me by now. I was totally confident and very comfortable in almost any way as a gurl. I loved to flaunt myself and be a slut. He said, “Well, I have this thing I need you to work on,” his cock pressing against my mini-skirt covered ass.
I reached back gripped the ample shaft and rotated around to face him and dropped to my knees. I smiled wickedly and began licking his veiny clean-cut shaft like it was a lolly-pop. After about ten licks on the thick eight-inch tootsie-pop I opened wide and smoothly took his wet and slick cock to the back of my throat and then worked him back and forth, each time relishing his heavy cock. I sucked him for five minutes without saying anything, just sucking him, stroking myself to the edge, and listening to him say how great it felt. I went deep a few times and then shallow a few. I twisted like a skilled whore to show off and sucked him hard. Then I got into a rhythmic up and down pace with a medium level of suction and went for a full minute making him cum in my mouth. It was clear that to me that he’d cum rather unexpectedly. Well, unexpectedly for him, but very expected by me. He gathered himself slowly and said, “That was amazing. I mean it. You’re incredible. Very few gurls like you are that talented and that…well, I guess, that willing, or maybe enthusiastic is the real word. Yeah, most gurls don’t like it as much as you. These gurls here all seem to want something.”
The Power Trade was great, but even back then there was a big problem with trannies turning tricks for money, a problem that I think led to the place being shut down.
Chas asked, “How come I have never seen you here before?”
I coyly replied, “I don’t know, how come I haven’t seen you before?” I saw my new friend was actually more interested in me than the usual hook-up guy, and added, “Actually, I just moved here about three months ago.”
“You’re a local? Fantastic!” In Las Fucking Vegas people from somewhere else who live there are called locals, which in essence separates, and in some strange way, elevates them above the vacationers and conventioneers who can only commit to a week or so of the Sin City lifestyle.
I said, “Well, I am becoming a local. I love it still. Is that weird?”
“No, you are supposed to love it here, or leave.” He paused, looked me up and down. My wavy black miniskirt had a few lines of dried cum that was illuminated in the purple black light. My stockings were stretched and looked amazing, but also had someone’s mess on each thigh. My high-heels were shiny and my good old leather vest was tight and presented my cleavage well. I pulled my lipstick from my purse and in a well-practiced manner re-applied it as we spoke for a few minutes.
We parted but later hooked up again. We hooked up after I’d given three blowjobs and a quick, no a desperate, fuck later, and had given another hand-job to a somewhat overweight married woman as she got fucked by a black guy.
The second time with Chas was better than our first. He had me suck him slowly, and then bent me over a low bed and fucked doggy style for a while and then rotated me over and onto my back. He had far more staying power and fucked my brains out. He was well equipped with a meaty, but not too thick cut eight inches of northern European sausage. Once he put me on my back like a good whore, he made me cum like a good gurly boi without touching my own cock. As he saw me cumming I saw the same look in his eyes that Mr. Carlton had every time we fucked about eight years before his. I was turned on and in a weird way, smitten. Chas worked my ass with perfect gusto and skill. He watched me and watched every orgasmic grimace and every orgasmic eye-roll. He saw it all and seemed to get pleasure from controlling and manipulating my body through my ass-cunt.
He made me cum like a girly-boi, dribbling cum as my insides convulsed in orgasm and my semi-hard cock flopped back and forth in time with his ass-pumps. As I came, he slowed a little, anticipating me to ask him to stop, but I didn’t. Instead, I saw him looking at me, knew his expectation and I said, “Fuck me. Fuck me and use me. I want to feel you breed me and I want to…haahhh…to use me like the whore I am.”
He smiled his own wicked smile and did his best to look down on me as his head faced upward and he breathed hard and began to change his style from fucking for my pleasure toward his own pleasure. As he did, I got horny again and had a few more minor inner orgasms and began to actively stoke myself toward one more big orgasm. After only a few minutes I was stroking my fully hard cock and working to another cumload. He watched me in the ceiling mirror, my hand working my cock, my other hand steadying myself against the headboard to take him deep. His hands went everywhere. He was all over my mid-section and my silicon tits and ended up on my ankles. He held them high and wide. He pumped me deep and looked down at me and told me he was close and he wanted me to cum.
I moaned and bucked backward into his huge cock and took myself there. Another lifetime of fucking went by and, finally, I heard him say, “Oh….ahhhh, uh…Oh, here it ah…cums!”
I rammed myself toward him and made myself cum. He was still working himself in me and I realized that I needed more and that I also needed to get off his cock. As I came, I pulled away and turned to face him and said, “Cum in my mouth! Feed me like a whore!” I dropped to his cock, sheared off the condom, and swallowed his slimy lubed fuck-toy as he shot his cum. He looked down at me in the dim light and worked himself into me in a deep fuck motion. I looked up to see him as he came and found him watching me. It was hot. It’s always hot to see the person’s expression when they cum in your mouth. He was working hard to look down on me and watch everything I was doing. He came and spewed in my mouth and then, after I slowly sucked him to completion for about two full slow minutes, he began to go limp and he pulled out. I smiled and showed him his cumload, sitting up and back on my calves like a trophy pet. I opened wide to let him see in the dim erotic light his load all over my tongue and then I licked my lips and swallowed him with a smile, and said, “That was the hottest fuck I have had in a long time. No k**ding, I am a slut, and that was really hot.”
He sat back on a blow-job throne to get his breath, smiled widely and in a smart-assed manner he said, “Coming from a whore like you, that means a lot.”
I beamed at the degrading remark, enjoying the jocular appreciation.

Ten minutes later, my mouth cleaned out and refreshed with Listerine, my lips renewed with fresh burgundy lip color and gloss, I strutted up to him as he sat on the arm of a couch downstairs, looking at a pay-for-play shemale advertising her adequate cock as she masturbated watching a straight anal gang-bang movie.
Chas turned and smiled as he handed me a note with his name and number.

Hope you enjoyed it...comment!!! Say anything on our mind - You suck, learn how to write you ignorant whore, or maybe - hey that was fucking hot...whatever you want...the comments public and private turn me on
Pic of me form that time period...a cheap Vegas Gurl in a cheap Vegas Mo-tel...don't worry that story will also come out sometime soon...as long as you fucking comment..yes you!

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I have been dressing since an early age, dressing in my mothers stockings, suspender belt, bra, panties and heels. I used to feel my smooth legs and my cock would get hard straight away. I love how my cock looks when im dressed as a sissy slut and from that early age all ive ever wanted is to have a horny guy in front of me, with his cock hard knowing that he wants to fuck me. My fantasy and dressing got a lot more sluttier when I first in with my first love. Her name was Claire and she loved...

1 year ago
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My black tranny wife part 3 final

Heather's dress or lack of was amazing. It was white and floor length in the back. It was open down far enough exposing half of her tight ass. The front was cut open down to her naval it was covered in very sheer lace, so the inside of her tits and her cleavage were easy to see. From her waist down, it was also open. She was wearing a sheer G-string. She must have been excited because you dick was semi hard and it really filled out her panties. If you looked close enough you could see her dick...

3 years ago
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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
3 years ago
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Threesome with a tranny and a woman

I have a friend with benefits that I have been with for a few months. Her name is Bree and she is a tranny. I figured out I was Bi a few years ago so I started looking around for guy's to have sex with. Like others, I found guys who seemed to want to get together but would not pan out for some reason or another. That's when I discovered tranny's and new I wanted to be with one. So I started to look around for one and that's when I met Bree. She was beautiful 5'3" tall, dark hair and a tight...

1 year ago
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Nate and his tranny neighbour

My first ever story. Depicting sex between a man and a transsexual.It is lengthy but personally I enjoy these best. Constructive feedback is greatly appreciated, so feel free to write to me. Enjoy ; )Nathan (Nate for short) was an average eighteen year old boy; liked girls, sports, partying, and being on his summer holidays he enjoyed the time off school. With some exceptions to the average rule, he loved his kinky dirty thoughts and porn. Frequently watching shemale porn, gorgeous busty women...

1 year ago
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My first but not last encounter with a tranny

My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet. Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and...

She Males
3 years ago
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Tranny Wife Me

I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred...

1 year ago
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Royal Vegas Casino

You may think that your broke ass doesn’t belong at a place like Royal Vegas Casino. I don’t know if I should disagree with that. If this was a physical casino that looks as lustrous as it sounds, I would probably be correct.But this isn’t a physical casino. Royal Vegas Casino is an online casino that brings a taste of the high life of the Vegas strip to your neck of the woods. And the online casino differs wildly from the typical Vegas attractions, anyway. Skip the endless ocean of STDs,...

Betting Sites
1 year ago
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New Vegas Casino

Did the Pandemic kill your weekly trip to the local casino? Who the fuck even wants to visit that disease-ridden place anyway?! I say good riddance! Besides, you don’t need to visit a casino to get that fucking bet on!In its place, you could visit New Vegas and take a gander at all the casino action you are missing out on. Quickly, you will be convinced that casinos can take place outside your local establishment. You can bet and win big wherever you are! New Vegas makes it happen, and it all...

Betting Sites
2 years ago
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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
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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...

1 year ago
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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
1 year ago
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Vegas

Vegas By The Professor "Have you ever seen anything like it?" The man who asked that over my shoulder was the last person I would have expected to say that. Lt. Matt Henshaw, Las Vegas Metropolitan Police Department, had probably seen more strange things than most people could ever imagine. I didn't answer him, because if I said yes, I'd be compromising classified material, but in fact, this wasn't the first time I'd seen anything like it - or rather pictures of it during...

4 years ago
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Part 1 Country Western FUN in Vegas Angel had a

We were at home 1 night watching TV when the phone rang. I answered it to hear an old friend of Angels ask to speak to her. He was a Country Western star & band leader that Angel had met years before we met the 1st time when he was performing at a bar she was a cocktail waitress at then. He took a liking to her then & during a break he asked her to dance & after the show to a late dinner. Dinner then led to his room & more fun that night. Then he asked her to join his troupe...

1 year ago
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Two Japanese girls in Vegas

I did deserve the holiday so I made sure I was a long way from home to enjoy it. I booked a hotel in Las Vegas to play some poker and perhaps get the money back. It was a hard time finding a hotel with vacant rooms. There was some kind of event going on and almost every room was booked well in advance.I didn't care. When I finally arrived at the hotel I only wanted to get to my room, take a hot bath and get to bed. The 10 hour flight had almost killed me. So when I got to my room and opened it...

2 years ago
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Stag Night Tranny Gang Bang

I really still don’t know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!! I’d met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn’t dress himself and described himself as an ardent ‘admirer’. He’d approached me at the bar one night and we’d got talking. Although I was much much older than him it only seemed...

2 years ago
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Stag Night Tranny Gang Bang

I really still don't know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!!I'd met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn't dress himself and described himself as an ardent 'admirer'. He'd approached me at the bar one night and we'd got talking. Although I was much much older than him it only seemed...

3 years ago
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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...

1 year ago
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What Happens in Vegas Part 1

The Explanation The computer mouse danced over multiple LCD monitors as Brian listened with lax enthusiasm to the various voices talking through the speakers. CNBC played on a large television near the window, the volume only barely discernible. Two German Shepherds were strewn along the two couches near the window, lying lazily as if waiting for Brian to finally find a tennis ball to throw. The various Directors from Finance, Sales and Operations recited their monthly reports: sales, profits,...

Wife Lovers
1 year ago
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The Italian Sugar Daddy

I had been on the hunt for the perfect sugar daddy since my birthday back in January. I’ve dated a couple of men but no one I found intriguing enough to want to keep going with. I wanted what I had at one time, a daddy who was everything to me. A lover, a best friend, someone confident in me and himself. But with the changing of times and of course ageing twelve years, I was having a hard time finding ‘the one.’ I was ready to give up when I started getting messages from a man who was local to...

1 year ago
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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...

4 years ago
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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...

1 year ago
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My Tranny Schoolgirl Fantasy

As I sat on my couch, i was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty tranny schoolgirl who would do what i like. All of a sudden, I heard a sexy female voice say to me, "Hey Brian, you bad boy, you big stud." I woke up, and there was this hot tranny girl who was dressed as a naughty tranny schoolgirl. She had nice lovely pigtails, a very sexy tied tight white top, in...

3 years ago
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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...

3 years ago
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Nate and his tranny neighbour Part 3

Nate and his transsexual neighbour part three, as always hope you freaks enjoy and let me know what you think ; ) Nate woke up thinking about his last two encounters with his hot big-dicked neighbour. Having never had much experience with woman to having the hottest sex he could hope for was a dream come true. However as he slowly stroked his hard morning wood he realised he had yet to fuck Jez, her gorgeous tight ass in lycra was a vision to behold. Wanting nothing more to feel her pretty...

1 year ago
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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...

3 years ago
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Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.She was dressed to nines in a mini skirt, tight halter top, and pumps leading up a pair of fishnet clad legs. I invited her into a private boothand once inside, went over her price for someadult fun. She told me I couldn't fuck her as shewas on her period but I knew something was up and asked her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just...

4 years ago
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Tranny Delight

I had been feeling particularly horny one day and waiting for Joe to come home I got to thinking about having sex with a black woman and then watching as Joe took her and then thought even more that perhaps a black tranny might be a bit more fun. So when Joe came home I easily talked him into going down to the alternative nightclub we had visited once before and off we went. Upon entering the club I saw that it was as crowded as usual and Joe and I took up a small table and settled with our...

3 years ago
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The Perils of Pauline Tranny at the Truck Stop

Paul sat behind the wheel of his Mustang, the windscreen opaque with heavy rain. It had been raining hard for the last hour and he was hoping it would have stopped before he reached the truck stop. He looked through the windshield as the wipers lazily swept back and forth across the glass. The sodium vapour lamps bathed the parking lot in an orange hue. The blacktop was slick with rain and puddles had formed in the numerous potholes. The lot was quiet; as it usually was at 8:30pm on a Tuesday...

4 years ago
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Vegas Ch 03

This is my first attempt at writing, having been inspired by a small band of authors whose work I immensely admire, and I have attempted to occasionally incorporate a flavour of their imagination in this story in tribute to them. I know that having completed the novel, I have learnt so much more than I knew at the outset. Two areas of feedback are welcomed: 1. Comments of encouragement that will inspire me to write more… and constructive criticism that will help me improve. 2. Voting that...

2 years ago
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Fear and Lusting in Las Vegas

Fear And Lusting In Las Vegas By Cooper There is nothing more depraved than beer drunk Southern Baptists on a tear in Las Vegas. Nothing. Spending most of the year wearing pants that are three sizes too small in the crotch area, married to frigid women with bee-hive hairdos on their heads-- and in their skirts-- pounding Bibles and burning crosses, these hypocrisy-drenched Jesus freaks come to Vegas once a year, hit the Casinos and make Jim Morrison look like Jim Baker. Let...

1 year ago
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Loving Las Vegas

‘CindySpice, you are an amazing woman.’ Hello Las Vegas! That was my motto for three beautiful nights and two and a half days. They say that what happens in Vegas stays in Vegas, how true that is. At least it is for me. I had never been to Las Vegas before though I’d had the opportunity to go once before but just didn’t think it smart at the time. Looking back I’m grateful that I didn’t go when I had the chance because I don’t think I would have done all that I did this time, probably not even...

1 year ago
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VEGAS GETAWAY CHAPTER 1

VEGAS GETAWAYA STORY OF drunkEN SEX & DIRTY SECRETSFICTION BYAMANDA WRIGHTERCHAPTER 1My head was pounding as I tried to fall back asleep. It was no use, of course. I yawned involuntarily and stretched my legs, trying to remember how to open my eyes. I was hung over...seriously hung over. As my eyelids fluttered, I flinched at the brightness in the room. It was probably mid-afternoon by now. I had been up drinking until at least four in the morning. But hey...that's what you're supposed to...

2 years ago
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What happens in Vegas stays in Vegas

WHAT HAPPENS IN VEGAS, STAYS IN VEGASI’d never been in Vegas before, but the other day my sugar daddy called me and asked me to go meet him there. Seems he had some kind of a conference and that would give him an excuse to stay a few extra days and he wanted me to be there with him. I said sure, why not; I’d never been there and I liked spending time with him, plus I was going to stay in a fancy hotel suite (he had to book two rooms for appearances) and he was surely going to buy me lots of...

3 years ago
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What Happens in Vegas

Dorothy Clark looked around herself as she stepped into the Sagebrush Hotel in Las Vegas, Nevada. The sound of slot machines and other gambling activities seemed magical and new to the small town housewife. She looked in every direction and was constantly awed by the glitz and glamour of her surroundings. Though the Sagebrush was a newer and smaller casino, they had spared no expense in making the place seem magical. "Come on Dor," called the voice of her friend, Terri Stevens. "Good lord,...

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