My Sissy Friend - Made Me A Sissy For A Day free porn video

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Now that I have ventured over and found a sissy friend, we played around for a few months – me being the man and she (Jody) being the lady with a dick. We were very comfortable with each other having fun at least once a weekly, sometime more. She would suck me off, I would fuck her and blow her sometimes.

One Friday night I was able to get away from the wife, Jody decided we should go out to a club so I got to her house about 9 – we had some drinks while she was getting dressed. It amazed me how the transformation she made going from a man to a woman – I asked her once how did she learn to do her self up, it turned out that she was a make-up artist in the theatre, so she new how to make herself so attractive without looking like a man in drag.

As I was watching her transform, she said ‘why don’t I do you up too tonight’ I said no-way, but Jody said ‘come on it I’ll be fun, we’ll have a gurls night out’. As I thought about it, I could feel a tingle of excitement in my balls. OK I’m in I told her, she gave me a big kiss and took me into her bedroom. She started with what clothing would suit me best, hiding bits and pieces and highlighting where needed. She than selected my new undies, a matching bra and panties – I was getting excited, but Jody gave my dick a slap saying ‘settle that dick down, I got to tuck it in’ and so she did, a bit un comfortable at first but I managed. Then she helped me put on some hose, I started to transform.

She gave me another shave, then got into the make-up – keeping it natural and not making me look like a cheap slut. She had 4 high quality wigs and she new which would look best and natural. When she was finished with the hair and make-up – I must say I did look good. So, now on with the dress and blouse, no high heels – just a nice pair of flats, so I wouldn’t fall over.

I was now ready to go out, Jody gave me some pointers on acting lady like and told me just smile a lot and don’t talk to much – as it may give my male identity away. We took an Uber to the club Jody selected, it was a nice soft jazz club in the city. We found ourselves a table and ordered some drinks, chit chatting, having fun and even dancing together! A bit of a struggle at first but we both enjoyed it. About an hour in, two guy came over putting the make on us, she didn’t prepare me for this, but I think she planned it.

Our two new friends were in their forties on a conference from out of town, men are such dirty dogs! We danced and drank for the next 2 hours, then the guy that was hitting on Jody was getting pretty hot on the dance floor, the other guy thought I was shy not saying to much, then Jody grabbed me by my arm and said ‘we’re getting out of her and going to their hotel room’ I sat WHAT!!! ‘don’t worry, we’ll have some fun, you’ve sucked my cock, now you’ll get to try a new one’ but I don’t know I said – don’t worry they’ll never know you have one too.

We took a short walk over to the hotel and went up to their room, they put on some music and kept the light low, next thing I know these guys are all over us – doing what guys do, wanting some pussy. Jody took control, and said ‘hey guys, we both have partners at home so we can’t get to messy, so no fucking’ but she said, pulling her guy closer to her as she sat on the bed – how about this… She then looked at me a winked, she undid his pants and pulled out his semi-hard cock and gave it a big lick. My guy moved over to me as I sat on the chair and expected the same, Jody said to me nice and loud ‘you know you like to suck cock, so show him how good you are’ I was stuck, committed now to suck this guy off. I put up a bit of a fight saying ‘I don’t know, we just met’

He kept persisting, as one would do – they he said ‘look what you’ve done to me’ with that he let his pants fall and I could see the outline of his hard-on. He put his hand on it - this is what you’ve done… Jody turned around taking her guys cock out of her mouth saying ‘I told you she was shy’ Come on Jane (she called me Jane) make him happy… With that he pulled down his jocks revealing a nice size cut cock – Jody and her guy were saying 'suck him, yea suck him' – I put my hands on his hips and moved his cock to my lips, I kissed off some of his pre-cum then let him into my mouth. His cock was rock hard and hot, my mouth quickly filled with his cock, the thought of just having a guy I don't even know putting his cock in my mouth turned me on, I wanted to enjoy my mouth and me his cock.

Jody and I were giving these guys some great head, after about five minutes Jody tells me to sit next to her on the bed, so I moved over there with my guy, she patted on the bed sit closer. I wondered what she was up to, then she grabbed my guys cock and pulled him over to her side and pushed the other guy in my direction. She said ‘time for a new drink’ and with that took my guys cock and started sucking it, the other guy got the message and put his thick cock in front of my face waiting for me to blow him. I opened my mouth, his cock was wet with Jodys saliva it slipped so easily in my mouth, and being thicker and un-cut the sensation was different. I could believe I was now a Sissy Cocksucker and I went to town on his fat cock.

We managed to get the guys on the bed facing in a 69 flat position and we alternated sucking cocks, sucking one then the other and back again like two sluts. Jodys guy said he was ready, I can see her working hard and he tighten up and then he came, and just like that my guy swelled and shot his load, neither one of us stopped till they got soft, as good cocksuckers do… Both guys just laid there sighing from being drained of their loads, Jody motion to me to come close to her, and she gave me a big cum kiss for our boys.

We cleaned up, thanked the boys and giggled all the way home.

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Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

4 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
2 years ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

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