Halloween Transvestite Stripper! free porn video

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It was Halloween Night 2018 and of course Kristy was going out to party! A local LGBT Club was having it's party and I had the hottest outfit to wear dressed as a Stripper!
From the Red Basque, Thong, Garter and Hose to the Black lace-up over the knee Boots and Sheer white Mini-skirt, I was looking as Hot as I felt!
The 30 minute drive was un-eventful and the club was packed when I got there. I saw several other gurls I knew and chatted with them for a bit while drinking the first of many cocktails. Dancing was both fun and hot as the floor was packed with scantily clad people grinding on each other all over.
After dancing, flirting and being felt up on the dance floor, along with several drinks bought for me I knew I was getting a little too tipsy to drive and my lesbian friend from my neighborhood who was at the club said she would drive me home later. Realizing I didn't have to drive and could stay later and party, that's just what I did. Time flew by and around Midnight my friend was ready to leave. We said our goodbyes and as we walked to her car she mentioned that I looked pretty convincing and I should give stripping a try sometime. Of course I laughed it off as impossible and as we headed home, or so I though!
When we pulled into Fantasies Strip Club parking lot I got a little nervous and asked why she stopped. "We're going in"! No way! I stop in there once or twice a week and know a lot of the dancers. Of course I failed to mention that most of them know about Kristy, and we're always talking about the sexy outfits they wear, but to actually go in dressed as Kristy!!! To my surprise and dismay she just got out of the car and said, "You coming?" My outfit while great for the LGBT club hot and daring, was a way too sexy for a Transvestite in Straight Gentlemen's Club in my opinion, not to mention my tiny red thong barely kept my clitty tucked and unseen through the sheer white miniskirt! At least the parking lot was half empty I thought as I pulled the skirt down to a semi respectful level. With all the courage I could muster I entered the door and presented my license to the bounce who did a double take when he saw my boy ID. I did get in, although I did get some strange looks at first as we walked around the bar to a couple open seats.
We had only been there long enough to get a couple drinks when I noticed a couple girls from the weekdays I knew and they saw me and came over. Having 3 women around me, all saying how hot I looked and feeling my nylon covered legs not only relaxed me some, but started to get me aroused. I think they were doing it on purpose because soon enough I had one of them sitting in my lap grinding on me! My lesbian friend and the other dancer got up after a round of shots and told us they were going to do a lapdance! Mindy, who was sitting on my lap suggested maybe we should go back for one, and I laughed and asked who was giving one to who? With her fingers constantly slipping into the top of my thong, tickling the head of my penis I didn't know if I could make it through one of her lap dances! As we walked into the back I noticed that my friend and her dancer were completely entangled on their couch and the dancer was sucking on her titties! We chose the other side and waited for the next song with Mindy cuddled on my lap pushing her breast in my face!
When the next song came on she and I mean this sincerely went to work! Her butt literally swallowing my now rock hard clitty with almost no clothing between us. Several times my thong slid down with her grinding movements enough that my head was touching her barely covered pussy! I knew I couldn't last with all this stimulation, especially in this setting! My skirt was useless for any kind of cover as it slid up to my waist not long after we started. By the end of the first song her thong was buried deep in the cleft of her vagina and I could feel dampness.
As the second song started she knelt on the floor and rubbed her (36D) tits on my crotch with a sneaky lick each time she slid down on the head of my penis. I was going to cum if she kept it up and she knew it! When she sat back up on my lap facing me she slid her thong just enough to one side that each time she moved her ass back my clitty slid just a little into her pussy. Both our crotches were wet as I realized she was trying to get herself off too. I don't know what did it, the kisses on my neck and ear or having half my clitty slide inside her every few seconds, but when she started shaking I came mostly inside of her. But oh shit, I'm soaked in cum from both of us, thong, skirt, and stockings! I couldn't walk back into the bar part like this! As we gathered ourselves she told me to go to the ladies room and she'll meet me. I wasn't sure what for but I did and was relieved to see her holding a plaid miniskirt for me to wear. I put the Soiled clothes in the purse and a cute schoolgirl plaid mini on, although now without panties.
Back at the bar all four of us had another round with the girls still flirting and playing with me as I tried not to get that aroused again! We left after last call and my friend got me home safe, but now when I go to that Strip Club on my way home those 2-3 times a week Every dancer in there knows me and Kristy! And the Question is "When am I gonna get to meet Kristy?"

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You arrive home after class, late at night to discover what you knew you would. There is loud music blaring from your apartment, and it sounds like a pretty rowdy crew is inside. You unlock the door, only to realize that it is already unlocked. Going inside you see exactly what you thought you'd see: your roommate, Jack, and seven of his friends are in your "living room" playing loud music and being drunk and disorderly. They completely didn't notice your entrance. But seeing as three of...

4 years ago
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Halloween Bash

Hey group, I thought this one up on the fly after my wife and I came back from a ghost hunt at an abandoned insane asylum. Now you know why I write what I do… Wanted to give you all a flash story just for the fun of it. I hope you enjoy it. _________________________________________________ HALLOWEEN BASH There is one holiday I like more than any other. Halloween. The fun of decorating your yard, kids running around collecting candy and wearing costumes is better than the other holiday...

2 years ago
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Halloween Surprise

I have to say that I firmly believed all of the above just a few short years back as summer ended and September led into October. At the time, if you recall, I was recently divorced and living in the city. I was doing fairly well in a managerial position at a small company my boss John had founded. It probably didn't hurt that I was seeing his wife on the side while he was working long hours at the office. It also didn't hurt that I was going out with a hot looking 23-year-old named Joyce....

2 years ago
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Halloween Personalities

"I should have followed my instinct and not attend that party," I said to myself as I entered my room and removed my Halloween costume.As I undressed I had to concentrate to clear the image of the full red lips and tiny pink tongue of the Corpse Bride licking and kissing the head of my cock. Just thinking about it caused my groin to stir."How did this happen?" I asked myself.It had not been a good end of summer. First, I lost my job and struggled to find another. By the time I did, I was broke...

Incest
4 years ago
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Halloween Personalities

"I should have followed my instinct and not attend that party," I said to myself as I entered my room and removed my Halloween costume.As I undressed I had to concentrate to clear the image of the full red lips and tiny pink tongue of the Corpse Bride licking and kissing the head of my cock. Just thinking about it caused my groin to stir."How did this happen?" I asked myself.It had not been a good end of summer. First, I lost my job and struggled to find another. By the time I did, I was broke...

Incest
3 years ago
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Halloween at Work

Halloween at Work This is a true story...sort of. It is also a completely original work by me, and should be remembered as such. Thank you. Laura _________________________________________________________ Almost a year ago, just after Halloween I was in search of a job. It just so happened that a former manager, and personal friend of mine was looking for another person to work for her at the store she...

2 years ago
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Halloween Swing Night

Halloween Swing Night by Tanya Fly "For the hundredth time, yes, Tommy, you can pull this off," Gina said as she applied the final touches of makeup to her husband's face. "You'll look great and all the girls are going to love it! You'll be the hit of the party, and very popular." "I don't know, Gina. What woman wants to have sex with a someone dressed like a French Maid?" Tommy smiled as he realized what he had just said. He knew that lots of women liked having sex with...

2 years ago
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Halloween Party

Halloween Party by Suzi (Johnson) Thomas "Hi, dear," my wife said when I walked into the house, "how was work?" "Not bad," I replied, "we landed that new account, so the boss was thrilled. What's new?" "We're invited to a Halloween party, a costume party, at the Peterson's Saturday night. Do you want to go?" In truth, we hardly knew the Peterson's, having been introduced by a friend of a friend, and we usually didn't really celebrate Halloween. "I guess so, sure, why not," I...

4 years ago
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Halloween Delight Part One

Halloween Delight; Part one: When I was young, I was only allowed to play in the basement. The upstairs was off limits to me as a play area. I could play in my room, but that was it, other than the basement. This was fine with me, as I found a lot to play with down there, and it was all mine. When I was either 5 or 6, I found a box full of dresses. They were from the late 1800's or the early 1900's and made of silk. They had full skirts that flowed to the ground and long sleeves....

4 years ago
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Halloween Cheerleader Fantasy

Halloween is supposedly a good time to be a TGirl, a time of year when society seems OK with a guy dressing and acting like a girl. Several times on or around Halloween I have walked through Macys or a mall and had salesladies call out "Nice Costume". Or, I as I go into a 7-11 or supermarket, and a couple walks by, the woman will smile and say to her boyfriend, "Hey, next year, let's dress you up as a girl". What's that all about? On the other hand, if my wife and I are invited to a...

2 years ago
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Halloween Spirit

Halloween Spirit By Morpheus I stood in the middle of the office floor, looking over the cubicles and office walls which had all been covered with Halloween decorations. The company of Danner, Dyson, and Dexler...or DDD as most people called it, had always supported holiday cheer, almost regardless of which holiday it was. But since Halloween was Mr. Dyson's favorite holiday, it tended to get a little extra attention. Today was Halloween but most of the employees were thinking...

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