Shemales Porn Stories
Page 119

First time giving a blow job.

I was a bit younger than I am now when I met a boy a bit older than I was who just caught my attention. He was a closet gay, I was bi-curious. He was so attractive. 6'1", 80kg, tan, short hair, brown eyes with a great fashion sense. For now, we can call him, Joey.

My friends and I were out clubbing one night when we stumbled upon Joey on his own at the bar. My friends were more interested in dancing, but I wanted to sit with him and see what was up.
We chatted about minor things like school, parents and our sexuality. He was the first person I told that I was curious and I was the first to... Continue»
Posted by ShulaV 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 3950  |  
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my shemale GF part 4

I am now pretty much living at Christys place along with Ashley. So Ive reverted back to my 13 year old self of having wet dreams, and its really annoying especially waking up with a puddle in the bed. Chrisy went shopping, while i was just chilling and smoking weed with Ashley. Christy walks in and pulls out pull-ups, and says "Here this should help with the problem." Ashleys geeking out (histarically laughing) Christy says "You shouldnt be laughing we're all wearing them...." She throws Ashley amd me one. We all take off our pants, and pull them up, they were very comftorable suprisingly, th... Continue»
Posted by germanface 2 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 762  |  
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My favorite time with a man as a Tgirl

I was in the dance clubs with my friends and we were very sexy dressed in heels and low tops and I was in high heels and a mini dress that was flowers all around it. My ass looked so big and round in that dress. It was low on my big boobs and very tight so my boobs looked like they have coming out. I was told by my friends I looked hot and like a real girl.

I felltd like a real girl. Very girly and my hair was long wavy and reach just above my butt. I was sitting down drinking with my girl friends. A man ask me to dance and we dance close and all night. He really like me alot. I was drinkin... Continue»
Posted by JackieRosa 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1102  |  
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My life changed by science (part 1)

For some reason i just loved science lessons at school, it had something mysterious! This lesson was as always mysterious because in the corner of the classroom stood a weird machine with several touchscreens on them and in the machine they installed a chair to sit on. As always with that kind of weird stuff it atracted me.This time i wondered what the machine could do.

The teacher came in the class room and every one sat down at their desks. as always the teacher had to ask me seperatly to sit down at my desk.

As i was walking to it i asked the teacher what the machine could do. Normal... Continue»
Posted by 34carolanne 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1241  |  
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Trapped and Trained Sissy Ch. 06

Trapped and Trained Ch. 06
I did my best to make it over to the door, but the combination of the lightheadedness I was experiencing and the stability issues I had with the 5" heels I was wearing made it extremely difficult to concentrate. Apparently I was taking too long as I felt another burst of electricity flow through my "SLUT" collar, which was enough motivation to clear my mind and speed up my learning curve on the steep heels.

Just before I reached out for the door, my Master realized he had forgotten something. He ordered me to wait and rushed up the stairs, then quickly came back ... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 961  |  
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Start of a new life

One day I got a text massage on my mobile while I was at work, it was from an unknown number, it said come home now. So as I only work down the road from where I lived and also I was just going on lunch so I made the 5 min drive home. When I got there, there was a man standing in my door with a box in his hand. When I got to him he said do you live here and is your name Lucie, I said yes but a bit puzzled as I only use Lucie when I am dressed as a girl. He said good now open the door and let me in. After we got in he gave me the box and a letter. I read the letter it was from my master, it sai... Continue»
Posted by dallasrose 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 6329  |  
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m*****ing a young crossdressing slut part 1

my name is nasty jay as i love to m***** and play with sexy sluts and whores.

i am 58 y/o now and over the years of my live i have had fun playing around with all kinds of fun and kinky people in my life.

i am retired from the army some i got to travel the world as see and play around.

most people think that i am a nice kind of guy but when i get a change i love to be a nasty boy.

so when i was 48 and had just gotten out of the army. i was taking it easy for a year and staying home with the k**s.

no wife so what's a nasty guy to do but see what's going on during the day as the k... Continue»
Posted by nastyjay2 4 years ago  |  Categories: Shemales  |  Views: 1392  |  
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Becoming the girl i am part 2

I smiled impishly at B, standing there before me looking so sexy in his see-thru camisole, skimpy thong panties and heels. "Sooooo, can i dress up too?" i asked as i stood up and walked over to my best friend. "Sure, if you want to!" he replied excitedly, "you really want to?" Of course i do!" i told him in an excited voice, my own inhibitions overcome by the heat of passion we were having. "Go thru the other bathroom door into the spare room, my s****r clothes are all in there! Pick out something sexy!" he whispered as i slipped into the spare room. I opened the pantie drawer and spent som... Continue»
Posted by dirtygurl4u 3 years ago  |  Categories: First Time, Shemales  |  Views: 425  |  
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Caught dressed

I had been dressing for a while when I got married. I had enjoyed my time dressing and especially when I would go out of town.

One trip I took I got hjome and was called to go help a friend right away. I left with out unpacking my bags. I really didn't think about what I had in my bags when I left the house. When I came home I went into the house and I found a note that said I will be home soon I have a surprize for you.

I went into the bedroom and remembered what I had in my bags. My clothes and under them were my sexy clothes. I had panties, hoses, garters, crotchless hoses, heels and... Continue»
Posted by pamcd 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1766  |  
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My shemale mother!!!!!!!!

I know there is a similar story similar to these but be assured, the other story only served its purpose as a catalyst for this one. This is a pure fantasy, the top fantasy that has been lingering in my mind for several years..here it is....


I am 35 years old and had always been living with my mother, who is almost 50 since my father left us 20 years ago. I am not sure of the reasons but I do know that my mother is an average looking woman with nice looks and a not so fantastic body. Her pear shaped figure is a norm for any woman with Indian origin and what I do know best is her mammary g... Continue»
Posted by yarracuda 3 years ago  |  Categories: Fetish, Mature, Shemales  |  Views: 5757  |  
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Learning how to deep throat pt2

Looking up at me from her kneeling position she said 'you aren't to let me choke my self on your cock, but you get the idea.' She stood up, I knelt down, she reminded 'make a fist with your thumb inside and squeeze tight, you will be able to take my cock in you mouth and possible your throat.

I followed her example and was able to get the entire length of her cock into my mouth and she was right, her penis glans was at the entrance of my throat and I was not gagging on it at all.

Chandra lovingly cupped my head in her hands and gently fucked her stiff cock into my oral orifice. Her... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 680  |  
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Poker Night Part 2

Over the next two weeks, I heard the static crackling each night. Never had any dreams however, and the static was always louder on Friday nights. I swear I could hear something coming from the walls, just couldn't make it out. "O....hey....uk...ok. CC. r hip ok. O...hey ter...O...hey" Over and over again is what it sounded like. But I could not make it out clearly. I drifted off to sl**p each night. I resolved shortly after to see what was going on. I searched every corner of my room and found nothing. So I gave up. I thought I must just be hearing things, which was known to happen with me. S... Continue»
Posted by ConvertedGirl914 6 months ago  |  Categories: Gay Male, Shemales  |  Views: 2375  |  
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friday meeting

this story has just happened, I had been browsing a well known tv site when i looked into the phsyical meet section and there was a tv who lived fairly close to me and wanted meets weds/sunday from 12 till 3pm and only accomodates but will not meet outdoors as she has her own place she cannot understand why she needs to.

The day I was browsing was thursday 16th and the meet was the next day at 12.00 at hers, as we have never meet before as timings and days were never compatable this time was my lucky day she could meet at that time tommorrow friday 17th.

I got her address and turned up a... Continue»
Posted by natasha1975 2 years ago  |  Categories: Shemales  |  Views: 343  |  
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Cuckold

i meet whit this guy,to call him Peter in internet.He was Straight or be curious.he has sex only whit girls,but he start to talk with me.He invited me to visit him and we begin a relationship.But we have a problem:He cheated me.If he do it only with girls would be ok,but he do it with boys also.One night we was in a gay bar,i was is in white -little white dress,white stockings,white lingerie and platinum blonde wig.Peter was athletic boy with nice dick,not very big-16sm and sweet baby face.i talk with many people and in one moment i lose Peter and i try to find them.I go to the toilet and sa... Continue»
Posted by lian_cd 5 months ago  |  Categories: Interracial Sex, Shemales, Voyeur  |  Views: 3046  |  
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gut next door

Well after Dan next door find out I was a crossdresser and we had sex.I knew there was something I had to do.
I woke sunday morning and loaded some boxes in to back of my pick up.He seen I was dressed as Paula and came over and asked what was in the boxes.The stuff I don,t want anymore all of Paul's old clothes.For now on you only see Paula.
He said really?Yes, what about the other nieghors he asked.I don't care what they thing it free world and they know.I said well I better take this stuff and but it collection box for homeless.He opened my door for me and gave me kiss before I left.I... Continue»
Posted by cdpaula 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1192  |  
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The best s****r ever part 3

As always yes my s****r is a shemale and yes this is all true every word of it.

So since we have formed our new relationship we have been fucking not stop for about 4 years now so im 14 and my s****r is 16 years old. I have now a thick 6" hard cock and my s****r has a huge 7 1/2" cock and we are both familiar with each others bodies but her breasts were so perfect, they were 32DD cups for a shemale.

Well it was a Thursday and both mom and dad said they would be working late which gave my s****r the grin I loved to see and I just grinned bak at her. We heard the door close and the car lea... Continue»
Posted by horndogs 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2008  |  
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my first gay experience

it was the christmas party and last orders were finished, so i was making my way out when debbie and jenny two lesbians who i work with asked me if i fancied another drink. yes i replied where are you going? we are going to the gay bar wanna come? after a brief pause i said yes but only because i want another beer. we entered the club and i bought the girls a drink, after about five minutes this stunning brunette came over and started hugging the girls, then they introduced me, paul amanda amanda this is paul. i just stuttered as i shook her hand she was amazing a tight fitting little black mi... Continue»
Posted by pabs42 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2940  |  
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High School Cocksucker Outted (another story)

When I was 16 I slept over at Kyles a lot. Mostly I slept over because he'd fall asl**p while we were playing video games and watching tv. It was up to me whether I stayed and slept or went home. Kyle is black about 6'2 and has a strong build. He has a white Mother (Molly) and a black father (Wayne). He has a s****r named Jazyln who just entered high school. She has her mothers facial structure and a tight little body with breasts that seem to spring over night to about a large B cup. She was sexy and I always had to be careful when I was checking her out. Once or twice I caught her coming out... Continue»
Posted by Msgrv32 1 year ago  |  Categories: Taboo, Shemales  |  Views: 7332  |  
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Growing up wrong

Hello my name is Krystal, but everyone calls me Krissy. I'm 25 & live in the Detroit area. I work at a local hospital as a Physicians assist & I love it! I'm pretty much a doctor but limited at meds I can proscribe & I don't have to have malpractice insurance.

Last night was my third date with Jordan. We went to see his friends band at a nightclub here in greater Detroit area. I ran into Jordan at the mall. I mean literally ran into him. I was running late for my meeting my s****r for our mouth lunch date that usually included a mani & pedi or getting our eyebrows waxed or our hair done. ... Continue»
Posted by KD2010 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 863  |  
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foxxiroxxi gets fucked by a black bull at a costum

I was invited to a costume party by a good friend of mine named lexi , she has been my friend since we were k**s and knows i love to dress up as a women from time to time so she invited me and i accepted . The theme of the party was tight and short so unless you had the dress code on you dont get in . Lexi and i had to go shopping for new outfits to wear , we head straight to this dress shop that only has sexy club wear and dresses that only just cover your privates which was exactly what we wanted . Now both us were going to this party looking like two girls that wanted nothing more than cock... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 3723  |  
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