Shemales Porn Stories
Page 83

Brought to Heel

Brought to Heel.

Chloe liked shoes. No that doesn't even begin to do it justice. Chloe loved shoes. Court shoes, stilettos, strappy sandals, ankle boots, whatever. She loved them all so long as they had proper heels that allowed her to show her legs to their best.

Chloe had perhaps 30 pairs, she had never really counted them, she wore them whenever she could, certainly every day she wore one pair or another.

As soon as she came home from work, even while she was still in drab, her feet would be slipped into something with at least 4 inches of heel. Putting them on was almost a ritual,... Continue»
Posted by drooroo 2 years ago  |  Categories: Anal, Shemales  |  Views: 169  |  
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I came to soon

Out in my car on a thurs. night / fri. morning calling at all the usual`s, as well as looking for places i`d not yet found, basically dropping in and stopping at every place i knew as a pick-up point an other places i`d just a hunch about really,i hadn`t a clue really but it`s just so nice to pull over along a lane or in a quiet village, sometimes just any where and grab my bag , hat if i`m wearing one hop out and take myself for a walk. With my heels clicking away and a cool evening breese blowing up and around the exposed flesh of my thighs above my stocking tops and barely covered by a mini... Continue»
Posted by Carla69Brown 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 612  |  
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Adventures in Babysitting

When I was 14, me and my BFF, Ashley, started our very own babysitting service. She made an announcement during church and we immediately started getting phone calls.

One day, Ashley said, "Come here...U gotta check this out." And she pulled out a handful of 20's. "Damn, where'd you get that?" I asked. "Babysitting," she said with a smile. I counted it...just a little over $200. "How'd you get $200 babysitting," I asked. Now, Ashley was the neighborhood nymphette and I was the neighborhood crossdresser and I soon found that babysitting services weren't the only thing that men in th... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 12158  |  
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My biggest ever-scary, but rue!

Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usually horny and love to have fun, so I agreed and he gave me his address and digits. I asked him if he would prefer me dressed fem or butch, and he asked me to surprise him. Well, I love playing dressed fem, even though I'm not passable it seems to make guys just that little bit more turned on to see a nic... Continue»
Posted by LRock4fun 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1207  |  
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The Slave and the Sissy part Five

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper’s eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beautiful dream; she smiled to herself, the tenderness she felt in her bottom could not be down to any dream, she had been well and truly fucked and wanted the day over quickly, so as she could entertain her slave once more. There was a slight... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 487  |  
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The Slave and the Sissy part Four

Pepper and I knelt on the silky sheets of the bed and studied each-other in disbelief; our cocks rigid and ready for relief. I took her sweet sissy cock in hand as I sniffed and licked at her face and neck; her skin as white and silky as the sheets. She thrust her slippery little sissy cock back and forth between my fingers as I teased her glistening little pink bell-end. Pepper panted with anticipation as she unhitched her crop top; her sweet little breasts stood firm and inviting, my cock throbbed as I licked and sucked at her stiff little nipples. She quivered and let out a little moan a... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 326  |  
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The Slave and the Sissy Part Three

I was more frustrated than ever now; Ella laughed wickedly as I was led away on my leash, my cock pulsing and dribbling like mad in its cage, was there no end to this torture? We turned a corner and we were approached by a smiling harem girl who, giggling passed a sack to mistress. We stood by a door to another room. Mistress tickled my balls before handing me the sack.

“You have five minutes to complete a task for me; I want you to put all the black ones in the sack.” She smiled and lifted her chin dominantly as if to say ‘I mean it.’ I was puzzled as she opened the door but asked no q... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 510  |  
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The story behind the small penis...

Some guys are not well endowed, or are, because of genetics. Not so with me. I have hypogonadism, basically my body doesn't produce testosterone in amounts higher than females (and yes, females have it too, just less). It results in a small penis, large breasts and receding testicles. Everything works just fine, but those are the physical effects of the condition in extremely abbreviated terms.

It does grow disproportionately large because of the relative smallness to begin with, but gets to be about 6 inches when erect (almost average, just a little on the short side for a male). I am real... Continue»
Posted by or1212 2 years ago  |  Categories: Shemales  |  Views: 1414  |  
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Sissy For My Flatmate, Chapter 2 – The Contr

If you've only just tuned in, here's what's going on in my life. Until recently I was a closet crossdresser trying to keep my hobby from my flatmate. When he caught me in the act, I found out that not only had he known about me for a long time but it was a turn on for him. I agreed to become his sissy slave and started the most incredible journey of my life.

Arriving home after from work, I threw my jacket down on the sofa and breathed a sigh of relief. It was Friday and I now had the weekend to look forward to. I slowly unbuttoned my short to reveal a short corset. It's been a few we... Continue»
Posted by Yosho 2 years ago  |  Categories: BDSM, Shemales  |  Views: 618  |  
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Thai Ladyboy Interview

An Afternoon With Some Thai Ladyboys

I spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who utilise their services.

The 6 ladyboys are all with Ladyboy-For-You.com, a ladyboy e****t service. We met up in a central Bangkok bar and over a pleasant lunch we chatted about life in general, and specifically, life as a Thai ladyboy. There are many rumours and much misinformation about ... Continue»
Posted by CrashBoom 2 years ago  |  Categories: Shemales  |  Views: 1035  |  
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Tara's Adventures

Tara's Adventures
Part 1


I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them.
Then a period of time developed when I went into a period of denial. Denial of my female side. I turned off my screen name for almost two months but my female side finally got the better of me. I turned on my screen name again and began chatting again with Mistress Olivia and Marla. In the past both Mistress Olivia... Continue»
Posted by houstontara 2 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  Views: 614  |  
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I Knew Her Secret

I had a serious crush on the postal lady, I would wait on her until I saw that she was coming and then I would either make up some reason to go outside and exchange words with her or I would watch naked from inside of my house. I know it sounds perverted but I just couldn’t get enough of her. Her name was Marla. Obviously, she wore the whole postal get-up with the blue shorter than usual shorts on a daily basis. Usually the post ladies when they wore shorts they would come to the knee, Marla’s came to the mid thigh and were very tight and revealing. She was African-American and had sugar brown... Continue»
Posted by 1234spence 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 2496  |  
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She Took Control

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and can’t really tell u anything after that. When I came to I was in what appeared to be a woman’s room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut underwear. I rolled over and saw a photo of a beautiful yellow skinned African American lady. She had l... Continue»
Posted by 1234spence 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1610  |  
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Where Am I?

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and cant really tell u anything after that. When I came too I was in what appeared to be a womans room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut underwear. I rolled over and saw a photo of a beautiful yellow skinned African American lady. She had lo... Continue»
Posted by 1234spence 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 803  |  
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Becomming Alanna - Part 3

We went up stairs to the kitchen and she had me start to help her ice down beer and get bottles of booze out and open. There was a large bar but I noticed not much in the way of food. I helped tidy and set up cups and get ice and then with a sudden shock to my heart the doorbell rang. As it did I caught a glimpse of myself in the mirror. I looked like a girl and I looked like quite a slut, I was panicked, I had to hide I thought but as I looked around the only entrance to the room was blocked by Samantha. She turned with that evil smile and winked at me. Alanna, these are my… friends I told yo... Continue»
Posted by KristyQuinn 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 814  |  
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The Slave and the Sissy Part Two

Ella smiled with wicked anticipation as she ordered me to sniff her pussy but not lick, not yet. She teased her moist and shiny labia with a long slender finger, bringing the scent of her arousal to its aromatic maximum, then touched my nose and had me lick her finger. I ached to service her, and for release from my cage. My cock hurt, it was so tight in its trap, and dribbled sticky pre-cum much to my new Mistress’s delight. She giggled wickedly.

“I’m so pleased to be able to have you at my beck and call permanently; I’ve longed for this day. You have always been a little special to me,... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 444  |  
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Drinking Decisions

I was at a dance club one night a few years back. It was one of these goth/electro sorta things, it kinda looked like something out of a Marylin Manson video. I had been drinking most of the night with my friends and had a pretty good buzz on. This girl comes to the bar next to me, black vinyl corset, black vinyl pants with a zipper that ran from front to back. Long crazy colored hair. She sees me looking and just licks me on the neck. So I grab her ass and tell her "nice ass" without a word she runs her tongue from my chin to my lips and into my mouth and starts making out with me wildly. Sh... Continue»
Posted by hothothot103 2 years ago  |  Categories: Fetish, Shemales  |  Views: 955  |  
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The wonderful feeling of a sissy penetration by yo

Nothing like that initial penetration, it is soo wonderful however there is so much more for me. just knowing that i intend to give myself to him submitting to his Big Hard Man Cock is a turn on. He wants me ready for him so he can show me his love and make me his girl.

The act of preparation, the douching and initial lubing, knowing I'm going be taking a real man cock inside me builds on the sexual emotion and makes me feel so submissive and feminine.

laying there in my nighty and panties and assuming the position he desires, normally face down, pussy up, legs together, wiggling my bo... Continue»
Posted by sissygirl 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 749  |  
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Devina is blackmailed

This is how I become owned and f***ed to serve my Master…

I had arranged to meet a Dom Master in a hotel, we have spoken more than a few times on line and he has asked many questions about me and my fantasies. He seemed nice and only up for a bit of fun and nothing to heavy or long term. So we arranged to meet in a seedy hotel near King Cross in London one evening for a bit of fun. He would take a few humiliating pics & I would, of course suck is cock.

Anyway he told me how I was to be dressed - short black pvc mini skirt, tight white blouse (top buttons undone), black seemed stockings, ... Continue»
Posted by Devinatv 2 years ago  |  Categories: BDSM, Shemales  |  Views: 785  |  
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Chrissie's High School Reunion

Chrissie’s High School Reunion

When the announcement arrived in the mail notifying Kelly and I that our High School graduating class was organizing a ten year reunion we spent that entire evening discussing the pros and cons of attending. I was fairly certain that I wasn’t interesting in attending but Kelly insisting on listing all the reasons why she felt we should attend.
She was interested in going because she wanted to make passes at all the “stuck-up bitches” that pissed her off in high school. She said it would be fun to hit on these girls in front of their husbands or boyfriends. S... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 1332  |  
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