Shemales Porn Stories
Page 114

Made my hubby crossdress and get fucked by bbc!

Finally convinced me husband to stop watching me take big cocks and to put on a pair of heels and to get fucked while its my turn to watch him!

ive always loved being a cuckold wife, meeting new people, having fun wherever it happens to be at, it really improved our marriage, finally i took it to the next step.

i spend alot of time at nights checking out mostly pics on xhamster and few videos. ive always been turned on by crossdressers, cumshots, and a few others fetishes im into. this time i finally got to see a live crossdresser fucked, my cuckold husband!

so we arranged to meet a f... Continue»
Posted by discreet4rmlanc 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Adult Video Store #2

I got up and walked into the next room as she closed the door behind me.

I took a second to look around the room. First I noticed the desk she had been leaning against when she first appeared on the tv screen. Looking to my right, I saw a nice camera on a tripod. Behind it was another desk with more camera equipment and a computer with a large monitor. On the monitor, I could see the room I had just been in. The chair I had been sitting in was clearly visible in the center of the screen. I had a feeling, while I was in the other room, that she was able to see me somehow. Now I knew she had ... Continue»
Posted by naughty_bi_interest 6 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Koni & The Carpet Guys

Monday morning, my day off, and my wife just left for work. I just finished shaving my body and legs to a gay silky smoothness. Excitedly, I went to the closet in my den, pulled out my secret duffle bag and began to dress. Picking out red lacy thong panties, then the lazy red matching bra. The black fishnet stockings, which always made me so excited when I had them on; then the little black dress. I sat that neatly to the side and went upstairs to my wife's vanity cabinet. I sat and began to put on my makeup, concealer, eyeshadow, lipstick and blush, until I look so good I wanted to fuck mysel... Continue»
Posted by Konicum 10 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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He NEEDED me!

I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in the guest rooms; no cars on the street, nothing going on at all. Here I was, in platform shoes and a mini dress, face made up, and a very wet g-string from being horny and tucked for hours. I locked the room and strolled around the parking lot, then across a grassy area to where the highway bordered ... Continue»
Posted by dana213 5 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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lucky guy (part 1)

Ive been with my girlfreind may for around 3 years now,she was my fuck buddy until we decided we wanted a realationship.
Although we dont live together as i like to keep my apartment for a bit of space now and then.
After a while the sex dried up and we were more freinds than lovers which was nobodys fault it just turned out that way.
May had a daughter,a very spoilt daughter who was growing up quite quickly,Raynor was 21.
I had never thought of her sexually,that is until May asked me to decorate Rays room while she was on holiday as a suprise for her.
Then it happened.
I had to move Ray... Continue»
Posted by wankersoffagain 5 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Tonia...

One night I went to a different club to check things out. By now, I
knew what I was looking for and where to find it. I was cruising the
area with several bars for people with my kind of preferences you
know women with more to offer a man.

I parked out in the lot and began to walk in as I did I noticed this
beautiful brunette with long legs. I was very interested in
following her into the bar. I rushed to open the door for her as she
just politely blushed and smiled at me. I tipped my head to her in
respect trying hard not to blush too. She smelled very beautiful,
the sweet smell of... Continue»
Posted by NaughtyNshy 4 years ago  |  Categories: Gay Male, Shemales  |  
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World of Confusion

I first fell in love with transexuals when i first stumbled on a video called world of confusion, at first i was like oh yeah! this is gonna be a good porn one guy and three girls awesome, so then at first the guy is jerking off then all of a sudden these three females come out i was like about time now suck his cock, so this one female goes down on him then the other female start playing with the other females ass fingering it i was like oh yea! this is getting hot then out of nowhere he grabs one of the females by her g-string and starts pulling her panties down and then starts licking her p... Continue»
Posted by Ray3 4 years ago  |  Categories: First Time, Sex Humor, Shemales  |  
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First BJ

I have always felt that I was a Woman born into a Man's body. Growing up I remember seeing my Mother in a girdle, garterbelt & Nylon stockings. I always felt that I wanted to wear them also. In school I watched the Girls start wearing their first bras, Nylons, garterbelts, makeup, heels etc. & also listened to them talk about it along with their "Boy" stories. I so wanted to be able to join in but of course couldn't! I had worn stolen or thrown out pieces of lingerie & of course tried on my Mothers but it still wasn't like having my own. I also had wondered what it was like to suck a Man... Continue»
Posted by nyloned1 4 years ago  |  Categories: First Time, Shemales  |  
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I went back for a male massage....

After my last visit, as I said my head was spinning...I'm not gay, but I loved being used that day...have a cock in my mouth and in my ass??...but, I loved it...so here I was again...when I went in, I didn't see the same staff...it was asain women this time...???...ok, this can still be fun but...A very sexy asian lady asked me if I wanted a massage...she was smokin...great face...nice tits...very short dress....hmmm....but her voice??? a little deeper than I expected....
I undress in the room and wait...a few minutes later "she" walks in and as she walks to the head of the table, she runs h... Continue»
Posted by clvsdude 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Part 1, The Succubus with a Cock

Part 1, The Succubus with a Cock
His cock felt so good between my lips. I savored every inch with such great passion he moaned and f***ed my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really did enjoy big cocks in my mouth. I had really acquired a taste for it if you’ll excuse the expression.
But it did not begin here, I stated with a surprise and then I was forever changed. One single act started me down a path that I could not return from. If given t... Continue»
Posted by decarabria 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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My first stranger.

I practiced dressing hundreds of times before I went out in public. I went out in public dozens of times before I tried to pick up someone. I wasn't attracted to gay men - I liked men who appreciated me for my feminine side, so because of that I only wanted to be with a straight guy. Obviously this proves difficult, since straight guys don't want their girl to have a cock. I have found that usually they are so turned on by the time they find you have a cock that they don't care.

This is the first time that happened to me.

I finally decided I was ready to try to pick up on a guy.
... Continue»
Posted by hotchickinchitown 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Marinate with cum.. I mean love ;)

You see, I am a cum slut. I love to take cum all over my face. The more cum I can get the better. The place I usually go is a local adult movie theater with stalls in the bathroom. What are nice about these stalls are the glory holes. I love to suck cock through glory holes. There is something about sucking a cock from a total stranger that you can't even see. I have sucked a bunch that way, but I am beginning to want something more. I want a cum bath, a bukkake session. I want to be in a room with 10, 20 or even 50 guys with the sole purpose of having them all jack off onto my face. What foll... Continue»
Posted by CumLovingKitty 8 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Feminized by a Black Thug



I had been with my girlfriend since college. Somehow despite being a buxom blond she didn't mind my less than average size member or my slight slim stature, we're almost the same size. We were taking a big step now that we'd graduated, we decided to move in together. My girlfriend, Katy's parents gave her their condo in the north side of Chicago. The place was incredible. 2 bedrooms, a view of the lake, and a balcony, and a sophisticated security system complete with cameras.

I hadn't found a job yet, so I was home all day while Katy was at work. This gave me time to indulge in my secre... Continue»
Posted by naughty_bi_interest 18 days ago  |  Categories: First Time, Fetish, Shemales  |  
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My shemale boss part 3

I was woken by the vibrating noise of my mobile and looked over at the time, the bedside clock said 1am. The caller I'D on the phone simply showed Bitch, naimly my boss Miss Jones, would she never leave me alone.

I answered the phone and still being half asl**p simply said 'yes'.
'Don't answer me with that tone Rob' she said. 'Sorry, but its one in the morning' I replied.
'Be a darling Rob and pick me up from the club, text me when your outside'. Before I could say anything she hung up.

I pulled my arse out of bed, slipped on some tracky bottoms and a t-shirt, jumped in the car and dr... Continue»
Posted by big_rob49 3 years ago  |  Categories: Shemales  |  
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Becoming the neighbourhood slut

The following is a fictional story but mixed up with some real experiences and a few of my actual desires :)



The first real days of spring were finally upon us. This was extra cool since I would be alone for a week or so. I took a few days off of work too, so I can spend the time dressing up at home and possibly try to find some real fun too.

When I got a few free days I always did the needed grocery shopping in the morning so I have the rest of the day completely free to dress up and stay dressed up. I usually went to a shop nearby, grab the needed stuff quickly and go home.

I di... Continue»
Posted by analhottie 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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tranvestite in trouble part 2

How could i have been so stupid?

Here i was, trapped by a guy twice my size and weight, dressed as a sexy secretary, just as he'd asked me, kneeling on this filthy floor, with his solid 8" cock buried deep in my mouth, gagging me.

Andrew was clearly loving acting out his scenario, with his submissive tranny slut, his eyes were bulging from his head. his hips were pumping, back and forth, litterally fucking my mouth, fucking my face.

i could taste the pre cum oozing from him, so much, i'd had to swallow loads, but i could feel it running down my chin, onto my chest. Still.....he couldn... Continue»
Posted by hornyTVluvr 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The best s****r ever part 6

Yes this is all true and please start reading from the first story please.

The next morning again me and my s****r were the early rises and had a fun idea for revealing the f****y secret to my girlfriend. First we went to our parents room to tell them that we were about to tell her this morning everything so we went downstairs to the kitchen and started to cook some toast.

Just before all the toast had been made, my girlfriend came down and walked over to us. She came over to me and when she went aroud the counter she saw all of us had no bottom cloths on and all had hard cocks and she j... Continue»
Posted by horndogs 4 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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fantasy

This is a fictional story, a personal fantasy of mine

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"Cum to my place, I need you ;) xxx" Was the message I recieved from her. Needless to say you do not pass up on an invitation like that so I had a quick shave and a shower, got dressed and headed out to find my 'girl'.

When I arrived in her apartment it was pitch black except from the candels lit down te corridor, guiding me to the bedroom. Feeling the bl**d start to rush away from my head and into my cock I proceeded hastily down to the bedroom. I opened the door, expecting to see my lover but there was a note and a pil... Continue»
Posted by shyadam89 4 years ago  |  Categories: BDSM, Shemales  |  
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My new feminine compulsion

Until I saw shemale porn on the web back around 1998, crossdressing had never occurred to me. But when I saw those doubly-sexy bodies, with both breasts and a cock, my sexual life really changed. I searched out every shemale porn site I could find, and found myself especially excited by hot shemales sucking a man's hard penis. It just turned me on so much! Over time, I started to see pictures of the men sucking the shemales - oh my god! Once I saw that - those beautiful bodies, the stiff cocks, and the men taking them in their mouths, I knew what I wanted.

It started with buying a tube of ... Continue»
Posted by marlynn 3 years ago  |  Categories: Shemales  |  
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My Neighbor and I first time!

Recently I had a college student move into the apartment next to mine. He was small, shaggy blonde hair, without any facial hair, looks like ever. Skinny with little muscle tone. We started talking while he was taking a break. I told him the normal neighborly bs. Then I went on about my day. Seen him and talked to him every now and then. I found out he just turned 18 and was on his own for the first time. We both enjoy sports beer and junk food.

One day I was walking by his window, I just happened to look in and saw a skinny ass in panties. Pink boy shorts, my first thought was good for hi... Continue»
Posted by thetodd83 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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