My Black Tranny Wife Part 3 (final) free porn video

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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 head sticking out. Thigh high stocking connected to a gadder belt and 5" slut heels.I wanted to fuck her right there in front of all of our friends. Her bridesmaids were wearing red g-strings and pasties covering their nipples. My groomsman were wearing black leather jockstraps and collars with black bow ties, even the Justice of the piece was almost naked. He was performing the service with his hard cock sticking under his robe. The guest were in several different forms or undress. I have never seen so many trannies at one time in one place.
The wedding went well. Now it was time for pictures before heading to the reception. The wedding was held at a church on a lake, so we went out back for our pics. After several sexy pictures, the photographer wanted the men to stand behind the woman. Because men being men, all the men pulled out their dicks and rubbed the in the crack of the ladies ass. Heather bent over enough for me to be able to slide my cock into her ass causing her to softly squeal. Tina saw what was going on. She pushed the man who was rubbing his cock against her ass away from her and then came over to me and pull me out of Heather's ass and said you have to wait for that.. She grabbed my dick hard and said put it away.
On the way to reception, except for Tina the men and women rode in separate limo's. Tina sat next to me and started making out with me while playing with my dick over my jock strap. The other two guy just watched us with hard dicks. I said to Tine, I thought you said I had to wait. She said I said you and Heather have to wait, not me. With that she put her head in my lap and started sucking my cock. As always it was the best. As she was blowing me I looked over at the other guys and they were in a hot 69, I didn't even know they were BI. Tina also saw what was happening looked up and said that was fucking hot, and then went back to swallowing my dick. She knew she had a short time to take my second load of the day. Soon after, one of the guy grunted load and and stared filling the others mouth full of cum, followed by the second one doing the same. He must have shot a huge load because his partner started to gag and then cum started dribbling out of his mouth onto hid chin and chest. He started to wipe it off until Tina ordered him to leave it there. He said mistress people will see it and then know I like cock. She answered, so what, i said leave it the fuck there, and both of you keep your dicks hanging out until I tell you otherwise. They both answered yes mistress. I looked at her and said what the fuck was that. She said, baby you don't know everything, now I really need this monster in my cunt. She climbed on me facing the others and started fucking me like the slut that she is. she had me cumming hard in her cunt just minutes before we got to the reception. When she climbed off of me she made one of her sissy's clean her pussy and the other suck the last of load out of me and lick my cock and balls clean. We just finished before we pulled up, good thing we didn't have much to put back on.
Heather and her bride maids got there before us. Just looking at the grooms men who had a face full of dried cum on his face, together with cat ate the canary look on Tina's face Heather knew what had happen on the way their. She looked at us and said really, you couldn't wait until later to fuck. Tina tells her that it was a wedding gift fuck. Heather, with a smile, said yea right, you fucking slut. Tina said yea I know.
We lined up to walk in to the hall in the hotel that were we are staying. Heather leaned to whisper in my ear, you better have enough cum left for me. I said baby, I am going to fuck you harder and better that I have before, and I will flood you with my baby batter, If you could get pregnant I'd give you enough cum to make triplets. She kissed me on the cheek said thank you baby. I looked down at her and from her dick she looks ready now. Her nice fat 7" fat cock it hard tenting her G-string. Tina and the cum covered guy was first in line, getting lots of looks and chuckles. After the last party members was Heather and I entered. Both of us having semi hard dicks. We saw that several people sitting at tables getting blow jobs. After our first dance, it was announced that we will be leaving for a short time to change into something more comfortable post wedding clothes. Me, Tina My best lady, Heather and Mary her maid of honor headed out to one of the rooms we booked.
We all started undressing and this was the first time I have ever seen Mary undressed. For a big white girl, she is put together nicely. Her tits are huge, are almost twice the size of Heather's and and she is a full E cup. She has a fat round ass and for a girl her size, not much cellulite on her thick thighs. Mary is every bit of the high end of 200 pounds, I'd guess 5'11" big round belly and a very pretty face with a beautiful smile. Unlike my sexy, slutty Tina who was already naked, Mary was a little self-conscious about being undressed in front Tina and I. Heather who by that time was in just her G-string which she was trying to pull down over her semi hard dick. Mary knew Heather was a tranny and they both have been naked in front of each other several times and even though I don't know first hand, I am sure they have played together. Heather now nude said don't worry Mary we are all friends here, look at that skinny slut over there, I am surprised she not playing with her pussy. With that Tina shoved two fingers in her cunt and fake moaned. Mary looked on in shock that Tina had done that.
Heather naked as the day she was born walked over to Mary with one of the bottles of booze we had set up in the room ahead of time and said here take a big swig of this. Mary tilted the bottle back and took large gulp. Heather asked her, you feel better. Mary still trying regain her composure from the drink said yes. Heather said her let me help you out of those clothes. By this time I was naked and sitting on the bed with Tine who of course had her hands wrapped around my hardening dick. Heather looked over and said geez Tina, do you always have your hands wrapped around my husbands dick. Tina being the smart ass that she is, said no but then bent over and swallowed me to the hilt. Again Mary had a look of horror, watching this girl she just met a few days ago swallowing her best friends new husbands dick. Tina only gave me a couple of sucks and then sat back up. Tina looked and heather and said see i took my hands away.
Heather looked at Mary and said don't pay that whore any mind, she did that for your benefit, not let get you naked so we can change, those pasty's on your nipples have to be uncomfortable.Carefully Heather pulled off the sticky nipple covers and Tina and I gasped at the same time when we saw how huge her nipples were. They stood out about a inch and a half long and easily an inch around. Tina spoke up first, how the fuck did you hide those behind those stickers. Heather said, yea I know and the feel good in your mouth. Mary had relaxed some so she was too embarrassed about Heather revealing that they have been lovers. Heather was helping her get out of the skirt and then pull down the thong cover her fat bald pussy. Heather turned Mary to face us, stood behind pressing her tits and hard cock against her fat ass, reached around and grabbing Mary's massive tits and said so what do you think, isn't she sexy. I said I'd fuck her and Tina said so would I. We all got a laugh out of that. While grinding her tits into Mary's back and her dick into her ass, Heather started kissing Mary's neck causing her to moan out loud. Heather whispered into Mary's ear does she like this. Mary moaned that she did. Heather asked, what do you like. Mary confessed that she loved feeling Heather's body pressed against hers. Heather said good answer, do you want it to feel even better. Mary answered yes but we can't, because we are not alone. In between Heather kissing and nibbling on her neck, Heather tell her not to worry about them, just bend over so mamma can fuck you with her fat dick, isn't that what you want.
Tina and I are sitting on the other bed still naked and with my hard as a rock dick in her hands stroking me, and my hand rubbing her hard wet clit. Mary bent over the other bed pointing her fat ass up in the air. Heather started teasing Mary's fat hot pussy and then shoves it in balls deep making Mary scream out in lust. Heather reached around and took a hold of her giant tits for leverage and began fucking the hell out of her. This was to much for Tina and I. Facing away from me Tina drops her tight cunt on my hard black riding me while we watch the other fuck like rabbits. Tina leans back on me tells me how much she loves fucking me. She said looked at them go, Heather is really giving it to her. I told her stop worrying about them and ride this black dick buried in your cunt, make me fill you up with my seed. Tina said yes daddy fill your whore up with your baby making juice, give me your baby, I want your black baby daddy. with that she starts cumming. Her pussy squeezes my dick hard while she's cumming and it pushed me over the edge and I start pumping a big hot load of cum in her. when we finally come back down to earth. We looked over at the other two and saw Mary on her back with Heather eating her pussy. Then Mary screamed out I'm cumming again. She locked her fat thighs around my new wife's head creaming all over her face. We hurried to cleanup, get dressed and head back to our reception.
We finally got changed. This time I am wearing another jock, blue with a red tongue on the front and a blue t-shirt with the same picture. Tina was wearing very sheer pair of red and white stripped boy shorts that was open at her wet pussy and a red see through scarf wrapped around her tits doing nothing to hide her hard nipples. Like always hot a hell. She would get a dead man hard. Mary was wearing a black thong, and a black lace bra trying to hold up those massive tits with nipples poking out. Over that she was wearing a sheer black robe that barely covered her fat ass. I am definitely shoving my big black cock in that ass. And now my new wife. She is wearing a tan sheer thong. So small and tight that her black balls are hanging out the sides and the head of her cock it poking out the top. She is wearing a tan half bra holding up her big tits but the top half of them are uncovered so her nipple are hard and exposed. And like Marry wearing a sheer robe barely reaching her ass. MMM I do love fucking that ass, and her tits also. And then come Heather. She is wearing a tan fishnet thong, so tight that her balls are hanging out the side and the head of her dick was poking out the top. Her top was a tan lace corset that came under her big tits just enough to make them stand up tall and her big hard nipples poking straight out. Over it she wore a sheer tan robe that came just above her ass.
As we were standing at the entrance waiting enter, the party was going strong and the free booze was flowing. I saw all kinds of sex and fucking. This was more of a huge orgy than a wedding reception. The DJ noticed us and stopped the music and introduced us. As we got to the center of the floor, everyone moved to the side. The lights were lowered and we had our second first dance of the night While we were dancing close, Heather put a hand between us and pulled my semi hard dick out of my jock, stroking it slowly. She whispered to me that she needs my cock in her ass so badly. I said I know baby. latter it will be yours all night. I bent down and suck a hard nipple into my mouth. She moaned and the crowd cheered.
When the song ended I didn't bother putting my dick away. We went to sit at our head table. Heather on one side of me and Tina on the other and the other two groomsmen beside her. Next to Heather was Mary and two other bridesmaids. I wonder if they know that their dates are gay, hell, maybe they are lesbians.
I have never been a fan of the glass clinging when people want the newlyweds kiss. I have kissed every part of this woman's body more times than I care to count. I don't need a bunch of glass clinging to add to it. I came up with what I thought was clever way to stop that tradition, but I was wrong. Taking into the fact of what type of crowd that was here I should have known better. When the first person clinked their glass, the DJ stopped the music and told the crowd that our wishes were that instead of clinking a glass for us to kiss, you will stand and masturbate for 10 seconds before we kiss. They would have to get the DJ to make an announcement before it would happen. The person that the DJ stopped was a tranny. She stood up and pulled this decent sized white dick from under a tight short dress. Not sure how she hid it. She starts stroking hard and fast for over 10 seconds, playing it up by thrusting her hips forward, until we kissed. The crowd went wild.
This went on several different times and many different ways. While eating my slutty Tina couldn't keep her hands to herself. You would have thought that we were never going to fuck again. I can't tell you how many times Heather slapped her hands off of my cock. At one point I looked over at her and she had her head back, moaning quietly. I noticed that one of her sissy's was missing. I looked under the table and there he was eating her hot pussy. She looked at me smiling and I called her a slut. She could only grin. I saw that next look on her face, so I knew she was cumming. She tried, but did a bad job at hiding her orgasm. Heather only rolled her eyes. Next thing I noticed was a mouth on my cock. Tina made her sissy move down the table to me. The little twink knew his way around a cock. Sudden he left me and from her reaction, I could tell he was now blowing Heather, but she made no move to stop him. She bent over to kiss me and asked who was blowing her. I told her and she said MMM he's good baby, do you mind if I pump his mouth full of my cum. While kissing her, I grabbed a nipple and said go for it. She reached under the table and forced her fat dick down his throat and started filling his gut with a groan. I could hear him gagging. I know she can pump out some big loads. When she felt he drained her, she let him go and he worked his way back to his seat next to Tina. She saw that he has left some of Heather's cum on his chin, she licked it off like it was ice cream. She has always loved the taste of Heather's cum.
The time came for the cake cutting. Heather fed me her piece of cake by putting between her tits, and I didn't leave a crumb. When it came to me, I put it on my hard cock. She got on her knees and lick and ate every bit of it and then sucked on me a little longer than needed but I wasn't complaining. Then it was time for more dancing. A group of Heather's friend got me away from her to dance and another group got her. I was surrounded by five woman and trannies. At one point or another one of them was on their knees blowing me. I had tits pushed into my mouth. Finally they got me onto the floor and one of the tranny's climbed on and sunk down on my rock hard cock. When she bottomed out, She groaned, holy fuck, this is a big fat cock, no wonder Heather married him. For about five songs and 20 minutes later all them got to ride my dick and when I was ready to cum I shot it all over three of their faces and in there mouths. They let me up, I looked around for Heather. I saw her in a crowd. She was fucking a got little slut and had another guy banging her tight fat ass. She had one tranny to her side and she was blowing her and the one girl she was fucking had a nice black cock buried deep in her throat.I left her to enjoy herself. As I looked around for Tina, I lost how many sex acts were going on. Even the DJ had a twink bent over his board fucking him hard. I found Tina in a corner, riding her pussy on a hard tranny dick with another one buried in her ass and one in her mouth. She looked up at me, took the cock out of her mouth and said I love you and then went back to sucking. I don't regret marrying Heather, but it wouldn't have taken much for me to take Tina away from Carl and married her.
I was making my way back to my to my seat. Spoke with several people along the way. When I got to the table, Mary was sitting there. She had two different girls sucking on her massive tits and a twink between her legs eating her pussy. I smiled at her and asked, having fun. Through moans, she said yes, but It good be better. I said really how. Looking straight at my semi hard dick, she said I could be fucking you. I said true, but looks like you're kind of busy now. She said I got room for you, bring that dick here and fuck my throat. Who am I to turn down a blow job. I walked up behind her, turned her head towards me and slid my dick into her mouth. She did her best to blow me but the angle was hard on her. She pushed the others off of her, stood up, took my hand and lead me to the nearest empty room. It was a room similar to the one we were using, but empty. She dropped to her knees in front of me and attacked my dick like it was her last meal. It didn't take long before I was fucking her face like a hot wet pussy, she was taking every inch of it like a pro. She took my dick out of her mouth, stood up and started taking what little clothing she had on, off. She said get naked, I want to fuck the hell out of you, but I want you naked, I want to feel every inch of your naked black body against me. When she was naked, she striped me. Then she laid on her back, spread her leg wide and begged me to get on her and fuck her like a true whore. I wasted no time and getting between her fat legs and slid my cock into balls deep in one move. She screamed out loud in pleasure. She said yes baby, that what I needed, your huge black cock in my fat white cunt. It's better that Heather told me it was. Baby fuck me, fuck me hard. Yummy you big balls feel good slapping off my fat ass. Suck my big tits, bite my nipples hard baby. I took a big nipple in my mouth and suck and bit it hard while I fucked her even harder. Her cunt was wet and getting wetter. She has already squirted three times. I pulled my dick out of her, moved up, and began fucking her tits while twisting on both nipples. She was going wild. Every time my cock came out the top of her tits she would suck on the head before I pulled back. She was moaning so loud, I am surprised no one heard her. She said she never had her tits fucked that good, never had a cock big enough to fill them.
I got up and told her to get on her hands and knees so I can fuck her like the bitch that she is. She said daddy and did as she was told. I got behind her and jammed my dick all the way in her. For such a fat pussy, she is really tight. As I fucked her hard, I smacked her ass hard making it jiggle. I reached around, grabbed a huge tit in each hand for leverage and banged the hell out of her hot cunt. I felt the tingle in my balls, so I knew I was close, but I wasn't ready to cum so I pulled out of her pussy and rubbed it on her huge ass. She said daddy, put it back in. I said shut up slut, I am going to put it back in you, but it's going in your fat ass. She pleaded with me not to because, she has never had a dick that big in her ass, saying it won't fit. I asked her, do you ever want to have my cock in your pussy ever again. She yes daddy, whenever you want, this is your cunt now. Good answer, then you're going to have to give up the ass first. She said OK daddy, but please be gentle. I thought to myself fuck gentle I am tearing this ass up. I rubbed the head of my dick around her hole before I started pushing it in her. It took a bit before my head slipped in causing her to groan out in pain. I slid in slowly until I was balls deep in her. I gave her a few moments to adjust to it. I told her to get ready for the ride of her life. I began fucking her ass like it was her pussy. It took a while but soon she was liking it and started fucking me back. Mary was crying out load, fuck me daddy, tear my fat white ass up with your monster black cock, MMMM I love it, give me more. I feel my ball getting tight, my dick is swelling so I know I am going to cum. I asked Mary, I am going to cum slut, where do you want my big hot black load. She said shot it on my face and big tits baby, paint me with your load. I pulled out of her ass with a pop. Mary flipped onto her back and held her huge tits up to me and said, right here baby, cover them in your cum. I stood up over her stroking my dick hard and fast. My big balls were bouncing up and down. Just when I feel my cum coming up my shaft I pointed it at her tits. The first shot hit her right between her tits. I was aiming my shooting cock at her like a fire hose pumping ropes of cum all over her tits, then aimed the last of my load at her pretty face. It was a huge load, more than enough to cover her tits and face. When I was done, I knelt down over her face and put my dick in her mouth so she could suck me dry and clean my dick. Then i put my balls in her mouth so she could lick cum cum off of them. I got up and put my clothes back on. I went and got a towel off of the counter so her could clean up the cum, but she took it and through it aside. Mary said I want to wear your load on my all night, and then started rubbing it into her body. She got dressed and we walked back out to the hall. Heather, Tina and the others were back at the head table. Tina had her sissies licking cum off of her and Heather was looking like she was ridden hard and put away wet. I sat down, gave her a kiss and could taste cum on her lips. I said, taste like you had a good time. She said I did, and from the look of Mary, looks like you had fun also, I said I did. She said thanks for fucking Mary, she wasn't thinking she was worthy of fucking someone like you. I said the pleasure was all mine, she is a good fuck and has a tight ass.
The rest of the evening was a lot of the same. Sucking and fucking everywhere. We had a conga line the turned into a record breaking daisy chain. Tina sat her hot ass on my dick while sitting at the table until I pumped her full of cum. For our last dance of the night, it started out normal, but ended up with behind Heather fucking her in the middle of a cheering crowd. The party continued into the hotel area. I had booked most of the rooms that surrounded the indoor pool, so of course a lot of fucking in and out of the pool. Heather and I had our own orgy in our sweet with a group of out closet friends. We fucked each other silly. I woke up in the morning naked in bed with Heather, Tina and another tranny I didn't know. We went home after a long night and morning. I dropped Heather off first, then took Tina home. She gave a nice wet blow job in the back of them limo. After she swallowed my cum, she snuggled up naked against me. She said I am happy for you baby and you know I love you very much. I said I love you too, you will never lose me, my heart and cock belong to you too. Before she got out of the car she gave me a deep tongue filled kiss, with tears in her eyes. I looked at her and said don't worry baby, we will be just fine. She smiled as she got out of the car and walked her almost naked ass up to her door. I got back home and found Heather on her back with her legs spread wide and he hard cock in her hand stroking it slow. She said get over her baby, fuck your new wife. Put a black baby in my man cunt. We fucked for hours, fell a sleep, woke up and fucked some more. The next day we left on our honeymoon, only thing is that Tina and Mary went with us. We went to a private swingers resort in the Caribbean Islands that catered to Transgenders, that was clothing optional. The reason we brought Tina is that we want a baby and of course that not possible for Heather. So Tina is going to be our surrogate. For the next to week we are both going to fuck her as much as possible and with luck one of us will get her pregnant. She will be carrying my/our baby. This was actually Tina's idea. She was never going to have c***dren with Carl and this was just one more way for her to connect to me. Mary just came for the fun of it. We had a great time and yes, Tina did get pregnant. Nine months later She gave birth to a baby boy Timmy, after her. Tina divorced Carl and moved into the spare wing of the house, where we all lived together, played and fucked as much as we wanted to. Also we raised our c***d together. Months later Mary joined our little family, she moved into he same wing as Tina.

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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
1 year ago
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Young Tranny at Great Grandmas Funeral

“What’s going on,” inquired the 34 year-old construction and building inspector.“Nothing,” smiled the high school senior with the 22-inch dark brown wavy hair extensions and gray contacts. “What’s up with you.”“I want summa that.” he leaned forward trapping her between his heaving chest and the counter.“What?”“That sweet potato pie over there,” he winked.“Oh, okay! I’ll cut you a piece.”“You do that,” he said not moving an inch and running a forefinger down her weave.She darted her eyes away,...

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...

2 years 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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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
3 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...

4 years ago
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Abused as a tranny at a sex party with my mum

This story is a follow up to "Caught wearing my mother's stockings"I decided to go to the party and be the tranny slut they were looking for. After all, it's nice to be wanted and I really would do anything to keep those photos of me dressed in my mum's stockings, private from my friends.I've never had anything up my ass before, in fact I've never even had sex at all. This was going to be my first sexual experience. Unless you include being wanked off by my mum or kissing and groping fat girl,...

2 years 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...

2 years 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...

2 years 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...

4 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...

2 years ago
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HOW I BECAME A TRANNY WHORE PART 2

HOW I BECAME A TRANNY WHORE (PART TWO)After my first night working for Mama T, I was hooked. At least once a week I was a worthless whore at her trailer. I would be at her trailer, ready to serve her cliental. Of course most the Johns picked one of the real girls over me, but there were the occasional guys that wanted some thing different or couldn’t wait. I didn’t mind. I just craved being in this sleazy environment knowing I was nothing more than a piece of useless meat on sale. After...

2 years ago
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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...

2 years ago
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Flat Mates Chapter 2 My first visit to a Tranny Club

FLAT MATES Chapter 2: My first visit to a Tranny Club Having told Gloria that everything was "cool" between us, she then proceeded to shock me with her next statement. "If you wouldn't be embarrassed to be seen out in public with me," Gloria continued, "why don't you come with me to the club tonight? The band you say you like so much are playing again and I am sure you would enjoy yourself." "I'm not sure," I answered. "I would really like to hear the band but I'm not confident...

1 year ago
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Truck Stop Tranny Sluts

My girlfriend and lover Candi and I were driving back to her place for some steamy tranny sex after a night of partying at a tranny/gay bar in town when we passed a truck stop on the highway. Buzzed and horny as we were, we laughed about stopping in the lot and doing so hookin’ as a means to get us some trucker cock. After a minute or two of silence, Candi said lets do it and before I could answer she was turning back for the truck stop! Candi and I are both bisexual crossdressers and we pass...

Crossdressing
3 years ago
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Satin Tranny Bride in the SunPart 2

A blushing bride I was not. I was all woman. I stood transfixed as I looked at myself. I was in awe of the creature I had created. I had feelings I'd never felt before. I was horny, yes my cock was rock hard but I felt more. It was pure lust. I had a hole and I wanted it filled. I wanted a man inside me. I needed a cock inside me to make me his and I needed it now. I was aching. I was snapped from my trans by my phone. It was 11 am and Phil was parked in my driveway. I thought I'd be nervous...

4 years ago
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Tranny in Toronto Chapter 2

Introduction: Read first two stories on my profile. I cant seem to find the conversation we had by e-mail. ~~~ Since I lost my virginity to a couple I met on Craigslist (read my past story) and I not only had a wonderful time, but got paid as well, I decided to post my own ad on Craigslist. It was a simple ad, a tranny in Toronto looking for fun time. He saw my ad on Craigslist and decided to message me to see whether or not we could get together or not. His name was Marc, a young black boy...

2 years ago
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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...

2 years ago
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Tranny in Toronto Chapter 2

~~~ Since I lost my virginity to a couple I met on Craigslist (read my past story) and I not only had a wonderful time, but got paid as well, I decided to post my own ad on Craigslist. It was a simple ad, a tranny in Toronto looking for fun time. He saw my ad on Craigslist and decided to message me to see whether or not we could get together or not. His name was Marc, a young black boy who lived in Scarborough. He said he was a shy guy, a virgin, and he watched a lot of tranny videos...

3 years ago
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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...

2 years ago
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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...

3 years ago
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My Tranny Teacher 4

This is a fantasy story. Every day left me feeling more horny and excited for our next tutoring session with Ms. Bennett (Becca). I was hard about 90% of the time just going thru all of my special clothing and deciding what I could get away with wearing to school that would light up my teacher and make her clitty into a full stiff dick that I could put to use. After looking at everything I decided that black lace top stockings would be exciting and could not be noticed under my school clothes....

2 years ago
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Tranny Arschfick in der Jugendherberge

Fabianes ersten ErfahrungenFabiane, die ursprünglich einmal Fabian hieß, war eine Tranny und hatte gerade ihren 20. Geburtstag gefeiert. Sie war Berufsschülerin. Als solche übernachtete sie regelmäßig die Woche über in dem Hotel, in dem ich an der Rezeption arbeitete. Dieses Hotel war zwar an sich eine Jugendherberge, aber ganz im Stiele eines Hotels. Somit hatte ich mit vielen jungen, coolen Menschen zu tun. Mit einigen entwickelten sich manchmal Freundschaften, so auch mit Fabiane. Sie kannte...

4 years ago
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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
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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...

4 years ago
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My first tranny girl experience got me hooked

I have always wanted to have sex with a tranny. I find these women sexy. In my daily life I dont know any, so I look online find a tranny to fuck. As I look online I find a sexy Cuban t-girl advertising sex. I instantly give her a call and arrange a time to go meet. One thing that turned me on is that she just moved from Cuba and had an spanish accent that turned my dick rock hard. Once I get to her home she leads me to the bedroom. She is 5'5 about 125 pounds. My girlfriend is 5'9 160. So my...

1 year ago
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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
4 years ago
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Tranny Night

Tranny Night: My name is Andrew and I had known Jane since we were very young. She was a precocious child and could play piano and read music from a very early age as well as reading complex novels when most children our age were struggling with reading Enid Blyton novels. I was the brightest boy in our class and would have liked to pretend I was the brightest pupil in the class but Jane's results were always better than mine, although I would not admit it as she was a girl. As...

4 years ago
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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...

1 year ago
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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
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Tranny Night Out

Tranny Night Out and One Kinky SessionGuess I should start by explaining myself, as a young guy I always knew I was not the same as a lotof my friends and enemies for that matter, girls had no interest in me at all apart from ones who werelong term friends.I knew something was wrong but never worked out what it was till one evening whilst dating a girlnamed Becky I had met on an online dating service who seemed to accept me for who I am.We had been dating for 3 months or so and I always loved...

2 years ago
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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...

3 years ago
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Young Tranny Ch 6 Vegas Sugar Daddy Pt 1

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...

3 years ago
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Advice for dating a tranny for the semistraig

I will apologize right of for the grammar etc. I am not a professional writer by any means. A bit of prep is in order here. As an adult no one really likes being told how to think or what to do, we have TV commercials for that. That said, as a "Gurl" I may have a bit of insight into why your long fantasized about date with a chick with a dick didn't go as you dreamed. I would also like to point out I am in no way an expert and I am sure my views will differ form other "gurls" so take it for...

1 year ago
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my first tranny pt 1

you always remember your first time. I remember my first blow job from an ex. (believe me, thats another story.) the first time I touched a pair of tits. the first time I ever ate pussy. the first time I fucked a woman in the ass. & I'll always remember the first time I was with a tranny.her name was brooke. I always wanted to be with a tranny because I was always curious. I mean, shes a chick right. but then she has a dick. you all know some trannies are drop dead beautiful. this one was....

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