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I got so turned on at work today when i was searching the internet for new shoes. Every crossdresser slut likes some brand new boots to cover her cute crossdresser feet. I couldn’t stop fantasizing about showing off my brand new heels too my boss, i’ve had a crush on him for a long time and i’m just waiting for my chance to suck his big cock.
It was quiet in the office so i thought i’d use the time productively and stroke my panties under my skirt and just tease myself a little before anyone came back. Long black stockings covered my long tranny legs and tight black thong hiding my erect transvestite rod. It wasn’t long before i pulled my little panties down and tugged my filthy transvestite member.
I took my erect tranny shaft into my hands and started pulling it fast. I could feel it pulsing between my fingers, the feel of nylon stockings on my legs and feet making me even more horny. I’m such a horny little tranny slut, i hope my boss doesn’t catch me…
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A long time friend of mine called me last night and said he needed to confess a big secret too me last night. He already knew i was a mean dominatrix bitch so i didn’t know what type of sympathy he was expecting from me. I told him too come to my place in 5 minutes and explain to me what was wrong. 10 minutes passed and he was late, being the Femdom bitch that i am, i put on one of my strapons too punish him when he arrived.
Too my pleasent surprised, when i opened the door to greet him, he was fully dressed as a tranny whore. Long seude gloves and frilly lingerie covered this crossdresserwenchs body so i grabbed him by the ear and pulled him inside. Once inside i pushed him too the floor and told him i didn’t want too hear his whiney confession. I knew he was a transvestite wench he be punished by my strapon.
After some teasing of this tgirls member i started to get rough with my new fuck toy. I pushed this transvestite to the floor and began ramming my big black strapon cock into slutty. Deeper and deeper i pushed until i could feel this transvestite slut gagging. “On your back, now!” i barked at her. It was time for her to feel my stiletto’s pressed on her chest. If she wanted me to keep her nasty little secret, she’d need to beg!
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pantyhose milf in high heels in the street
She walked for quite some time and I slowly followed some way behind her. Suddenly I saw the headlights of a car coming up behind me. I stopped and waited and sure enough it stopped right by Shelley. My heart was pounding like the clappers as I listened in on the audio bug in her handbag. I heard the bloke say to her “You on business darling” and she simply said “Yes” and I saw her get into his car, close the door and he drove very slowly off with me following some way behind. He only drove a very short way and pulled into the kerb where the road was at it’s darkest. I pulled in some way behind and listened in to what was being said.
He said to her “How much darling” to which she said “Oh no, I don’t want any money”. He seemed surprised and said to her “What you just want a fuck then and that’s it”. “Yes” she said “That’s it”. “Fuck me” he said “I can’t believe it. Do you want to use a condom then” “No, definately not” she said. “OK” he said “lets get in the back of the car and I’ll pull the seats down – it’s a hatchback”
At this I decided to leave my car and slowly walk up to where they were parked to see if I could see anything. I saw them both get out of the car and go into the back and I could see he was putting the seats down. I heard him say to her “Have you ever done this before” and she replied “No, never. I don’t know why I’m doing it now. I suppose it’s the drink that’s doing it”. “OK” he said “well lets see what we can do then shall we?” I heard her start to say something but he must have started to kiss her so I walked as quickly as I could to the back of the car. Because it was so dark I was able to almost stand behind the car without being seen. They were both lying flat on the folded seats. He was on top of her and obviously kissing her very passionately. She was rolling around with her arms around his shoulders and rubbing her fingers up and down his neck and back. Her legs were apart and he was lying between them, both fully dressed, but he was moving his buttocks up and down and around so he obviously had a huge hard on and was pushing it against Shelly’s cunt area which was clearly getting her well worked up. After a lot of kissing he moved off her onto his right side and facing her and started to squeeze her fantastic tits. He was rubbing his hand over first the left one then the right one and still kissing her. Then he started to undo her blouse and shoved his hand inside onto her bra slowly pushing each side up so her tits were exposed. He stopped kissing her and started to kiss her tits. I know what that’s like and I could hear her moaning with pleasure as he sucked and nibbled her nipples. She was moving around from side to side and stroking his head.
Then I saw his hand slowly go down her beatiful body until he got to the area of her cunt. He squeezed it with his hand and she moved her buttocks right up in the air. As she did she slid her hand down to his hard cock and started to rub it violently. “You really want a fucking don’t you?” he said. “Yes, I do” she said. At that he started to rub his hand hard and fast around her cunt area through her skirt and she rubbed his cock even faster and said “Fuck me for Christ sake will you”.
At that he got up a bit and started to get his trousers and pants off. She pulled her skirt right up, let her knickers and tights down to her ankles and got one side off. She lay back with her legs half bent and wide apart. He just got right between them and got on top of her, moved about a bit as he was obviously finding her cunt with his cock and then slowly he went down on her body as his cock entered her cunt. He must have wanted to get his cock as far in as he could right deep inside her because once he had stopped moving onto her body he seemed to be pushing his buttocks into her. He stayed like that for a couple of seconds and then slowly he started to move up as his cock came up her cunt and then he went down on her and up and down as he started to fuck her. She was moaning and saying “Yes, yes, yes fuck me fuck me” and he started to go up and down much faster. He fucked her quite fast for a few minutes with her saying “Fuck me, fuck me, fuck me hard, hard”. Then I heard her moaning much louder and he started to fuck her very very fast and shortly she let out a yell that meant she was cumming. She was going up and down with him and as fast as he was. As he pulled his cock to the top of her cunt she moved her lovely body up with him and as he shoved it back down again she stayed up as high as she could so it would go inside her as far as it could.
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