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My time as TS stripper
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By (user no longer on site) OP
over a year ago
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I went through a phase when I wanted to try as many things as possible. My GF had suggested that I would look good if I shaved my body hair including my legs. It felt so good smooth I started to dabble with cross dressing and then started to wonder what it would be like to fuck men dressed as a woman and how convincing I could make it. I found I could do an amazing job so much so I could pass for a very tall woman. I kept taking the fantasy further and started to advertise myself as a paid for services on TV and TS websites. I was inundated with booking and requests to meet.
In this story, I will recount the wildest experience I had. One evening I saw a request from a guy on the site.
He DM me: “Me and some other friends who are into trans wanted to know if you would perform for a group of us?” This hit my exhibitionist button. What did you have in mind? I replied.
“We would like you to do a striptease for us, then we would like to share fucking you; it would happen at a local football club boardroom. There will be four of us. Are you Ok with sucking and fucking us?”
I replied, “I am happy to do that, but it will cost you .”
I didn’t actually care about the money it was just to add to the fantasy that I loved being paid for.
“That’s Ok; when can you get here.”
I told him it would take me about an hour to get ready and then about 20 mins to drive to where they were.”
All agreed. I went and showered and touched up, making my skin smooth all over. I took my time making my make-up as slutty and as convincing as possible. I had pillar box red waterproof lipstick on, eyeliner, blue eye shadow, and fake lashes. My nails were well-manicured and long. I painted them to match my lipstick. I was sporting a brunette bob for my wig that night. I first put on my stockings and added my suspender belt. I did what I needed to to make it look like I had a convincing cleavage with silicone implants that looked real under the matching sheer bra and G-string. The string was the trickiest bit as I have quite a respectable cock to try and get under the flimsiest of material, but I had grown adept at this. I slipped in t a short black dress that was easy to slip off and only covered my stocking tops. Added to this were my black heels, and I was ready to put on a show with my long coat on I stepped outside and carefully got into my without being observed.
The drive over was always a tingle of excitement, and wondered what they would be like. Soon I would find out, and I parked up outside the club. It was dark apart from some lights where the boardroom was, as they said there would be. I called them and walked to meet them at the door, my heart racing.
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By (user no longer on site) OP
over a year ago
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The door opened and a stocky guy about 40 looked me up and down. “Fuck me I thought you were a real woman for a sec.”
He was about 6 ft and I was 6’5 in my heels towering over him.
“ The lads are going to love you!”
I smiled said nothing and walked past him. He slapped my arse as I went past which sent shivers round my body.
I went in and three guys were drinking round a table in a small bar at the side of the board room where a huge long table took up most of the room.
I got some whistles as I strutted in. My heart was pounding and my cockhead was soaking wet with excitement.
One went to put some music on. I got ready and blew them a kiss as they settled back to watch me. Mustang Sally, by the commitments, came on. I had requested it because I had stripped to it before although that was a man not a TV. I dropped my coat and began to gyrate my hips. Walking up and down in front of them. I would bend and reach for my ankles and then slowly move up swaying my rear to the music as they showed their appreciation.
“Fucking love your legs Jane!”
At 35 inches inside they were quite impressive and so toned too. After the first chorus, I slowly slipped my dress off. Now there was nothing left to the imagination with my shear G-string, bra all that was covering me up.
I continued to dance for them then lifted one leg onto the table and slid it along until I was doing the splits. Somehow my string kept my cock in pace I was so tight as I was beginning to swell. I pulled myself up onto the table and slid to my knees, trusting my hips Flash dance style. The song was in full throttle
“all you got to do is ride around Sally……”
I stood up turned away and pulled my g string to the ground. As my cock released it sprung to attention, and I turned to a chorus of cheers as I gyrated my hips in perfect time and my cock waving in the air free of the restraints, my hands moving all over my smooth body moved over to the guys who were all struggling with bugles some them very large indeed.
As I went amongst them, they groped my arse and balls and cock. I went for the guy that showed me in and felt his bulge. I shuddered when I realised he was huge, I wondered just how huge he would be as I undid his belt.
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By (user no longer on site) OP
over a year ago
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As I pulled his pants and trousers down the biggest cock I had ever seen rose to meet me. I am a tlal man and my hand just about closed around it. It seemed about 10 inches long as it swelled into my grasp. A circumcised smooth head pushed towards my lips and I opened them to allow him entry. He wanted to push in hard but I held him firm and slowly eased my mouth over his length. I relaxed and took him all the way back until my lips met the base of his shaft. I was slow close to choking but I focused on being relaxed and it went away as I began to enjoy this huge weapon.
The other guys were stripping off their clothes and I was presented with three more cocks waving in my direction. I grabbed two as I held stocky mans in my mouth. My head now bobbing up and down to the music as he moaned. The others were not a huge to my relief but none were small from around 6 inches to 8 they were all decent cocks. So hard as I wanked them. The smallest of the guys was pulling a condom onto his cock and I knew he had a mind to fuck me. Get her on the table he said. They carried me over put me on the table. I got on all fours waving my arse in the air and my cock swayed in a semi turgid state below. |
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By (user no longer on site) OP
over a year ago
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Two of the guys got onto it with me the guy with the smallest cock.Ironically the tallest and biggest of them. He was about 6'3 and gym fit too. Eased out my jewelled butt plug and grasped my arse to guide his manhood into me.
The other guy presented me with a uncircumsised cock hard and throbbing in front of me. He was an older black guy, well muscled with a typical dad bod, but a nice eight inches desperate for my attention. As Mr fit guided his cockhead into me i took hold of the magnificent black beauty and eased his skin back as I slipped my lips over the head he sighed. Mr. Muscles now started thrust his cock in earnest and moans escaped my fully burdened lips, which had to stretch to accomodate a really thick ebony beauty. |
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By (user no longer on site) OP
over a year ago
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The pounding from behind gave me my rythmn to take my first bbc. Who was holding onto my shoulders as my head thrust up and down his cock to the pounding i got from behind. His balls slapped into mine with each thrust and I felt my self swelling once again.
"Look at the ditry bitch loving your cocks, Shes got all hard again!" Mr massive cock sat stroking his tool enjoying the show. I felt the other guy reach for mine and give it a squeeze as i continued to be pounded between the two guys. Almost in unison they both grunted and i felt hot torrents pour down throat, but I could not swallow it quick enough and some escaped my lips and dribbled down my chin. I could feel the other guys cock spasm in my arse as he filled his rubber. |
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By (user no longer on site) OP
over a year ago
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Their now soft cocks slipped out of me spent. I licked up the last remains of the cum of my lips and eased off the table to walk too Mr. Chunky, huge cock.  I gave him a sloppy, spunk tasting kiss as i took over massaging his monstrosity. This took him by surprise and he clearly enjoyed it. I turned in front of the other guys and pushed my arse to his cock. Slowly I eased my self onto his tip and gradually took him in. I leaned back as i slid down his pole and he kissed my neck and grabbed my clevage my arms reached back and pulled his head into my neck as he bit and sucked on me.
My cock waved in a rock hard state as I started to ride his massive tool. The fourth guy presented me with his turgid penis and my lips welcomed it. The Black guy had slipped of the table and started to suck on my hardness as I rode the tower of a cock.
I enjoyed the feeling of being totally full and having some attention myself. I worked my self up and down using my hips to flex on his unbelievable phallus. All this debauchery became too much and my moans became louder as they escaped the sucking of the last guy. I could feel myself building and pulled my face free of him. I am cumming i moaned the black hunk released me, but kept pumping as my cum shot into the air. Stream after stream arching across the room.
Monster pahllus pushed me off his cock and got me to kneel before him and the last guy. I knew they wanted to shower me and took turns on each of them. Their moans getting louder as I brought them to the edge. First one then the other started to twitch in my hands as their cum came forth monsters in a huge spurt that caught me in the face the other guy dribbled as his balls clenched. I tpok each other their tools and suched as much xum clean from them.
Then to my surprise another load hit my face from the side. Mr. Muscles had wanked a second load from his average tool. Slowly I eased up on them as they were drianed. |
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By (user no longer on site) OP
over a year ago
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I got up and wiped the cum off my face. I grabbed my dress and slipped it on. I just grabbed my string and put it on the coat pocket as the guys got dressed. My chunky walked me to the door. "£200 we agreed? " yes I grinned back concious i was hanging free under the dress. "Here you go that was so much fun i added a tip!" As i turned he slapped my arse again. " We must do this again! He smirked as I walked away with a strutt to my car. |
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By (user no longer on site) OP
over a year ago
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It was a rush that I never bettered. I did it for them a couple more times.
Even fucking two wives whilst their cuckold husbands watched did not have the same rush. |
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