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My wild sissy night part 1

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By (user no longer on site) OP   
over a year ago

I'm going to tell you about my most intense and filthiest sissy experience I have had involving 3 friends, 1 random person we met online and 2 escorts at a brothel. (1 single male and a male female couple are the friends. I'm going to change their names for privacy reasons) The single male is called John and the Couple is Dave and Amber.

It started with one of our normal planned nights involving a couple of bags of the good stuff and A LOT of alcohol. We were at Dave and Ambers, the gear was moving quick, the alcohol was flowing and I was soon parading around in my outfits asking them what I looked best in. we settled on red crotchless stockings, black pvc thigh high boots, my maids outfit which is a frilly skirt bottom and pvc top half, long black gloves and my varied shades of pink wig.

Conversation was flowing about sex, John and Dave flashed their cocks every once and while and Amber kept changing herself into differant outfits and giving me lapdancing tips and advice using the guys as practice. After a while we got onto the topic of what my fantasy was. I told them I wanted to be sissified by a woman who then sets me up to be used by alod of men. conversation then continued but Dave and Amber seemed to be on their phones a lot. Soon the door rang and I was a little bit panicked. it was 22:00 at night, who the fuck could this be. I didnt want someone else we knew to find out abit me dressing up, they might not understand like these guys do. 'Don't worry Lexi (my sissy name), it's for you. Dave smiled and so did John. 'Daves just text me the details of this Lexi, you going to FUCKING love it' John said. Amber came back into the room with a 30 something year old man and introduced him as James. 'lexi, this is James, we showed him your pictures on Fab and that you wanted to be fucked by a sissy lover. He's here to do that'. Before I could drop to my knees and wip his dick out in excitement Amber said to me 'but first we need to go and have a girl on girl talk while the men get to know each other'. Amber took me upstairs to her room and sat me by the dressing table. She showed me a couple of different outfits and asked which one I wanted to see her in most. It had to be the red latex catsuit and black 6inch heels. I think she knew i would pick that one because she just said 'good girl' as her response. She put it on and then started to do my make up. eyeliner, eyeshadow, sorting my complexion and bright red lipstick. she made me look like a filthy fuck doll. 'from now on lexi you will call me mistress untill I say so. I'm going to put your pink slut collar on and put you on a leash. when we get downstairs get on all fours and follow me into the living room. Once in there I want you to become the biggest slut you have ever been. if i tell you to do something you do it'. I replied with a simple yes and got the biggest and hardest slap across the face I've ever received. 'what did i just tell you worthless slut. call me mistress!'. My sissy cock pulsed, my boy pussy gaped and I just replied 'yes mistress'.

We got to the bottom of the stairs and I got on all 4's expecting to crawl into the room, following my new mistress to see a man I've never met before waiting to use me. I did crawl in there to see a fully naked James but also my 2 friends Dave and John stood next to him fully naked as well with the biggest and hardest versions of their cocks I have ever seen. 'what's going..' and again another slap from my mistress 'do not speak unless spoken to slut' and she spat in my face. I almost came in excitement. 'Boys, this is my toy whore, who would like to take her for a spin first?' said amber. Both Dave and John nodded at James and said 'like we talked about, fucking abuse this little sissy. she's all of ours for now but yours for the full night. get to know your new whore'.

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By *ark_sentinelCouple
over a year ago

Andover

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By (user no longer on site) OP   
over a year ago

My wild sissy night part 2

James didn't say much through this whole thing. just simple instructions and some filthy name calling. He walked over stroking his already hard cock and told me to open wide. I did as he asked, still on all 4's I began to slowly take his shaft in my mouth. playing with the head of his cock with my tongue. I knew he liked it because off the moans I could hear 'yes you dirty slut, that's it suck my cock' he kept saying. replacing the word slut with whore, sissy and dirty girl every once and while. It wasn't long before my new mistress bent down to my head height and told me 'that's a good little girl, but i don't want you to be a good little girl do i lexi? i told you to be the biggest slut you can be'. and all of a sudden I felt either Dave or John (I still don't know who it was to this day) grab the back of my head and force it all the way onto james' cock. I started to gag but I never pushed back. The thought of this man's cock all the way down my throat was just exhilarating. Soon my head was pulled back and so much spit just out of my mouth and all over this cock I had just been housing in my throat. Everyone laughed and called me more names but I couldn't tell what they were saying. my head was spinning as i gasped for air and i'm pretty sure everyone took it in turns to spit in my mouth and slap my face for a few seconds but it felt like a good ten minutes. My mistress grabbed my head and asked who's next. Dave, her beloved boyfriend and my best friend stepped up. 'you know how we have talked about face fucking Lexi? you gonna have your first experiance now'. a slight bit of fear creped into my mind because i knew just how filhty this guy was and how much he loooovvvveeeddd to face fuck. 'Don't stop until you're about to cum, can't have you wasting it on this whore so soon' amber said with such a demanding tone in her voice. She held my head and I opened wide. He didnt waste anytime in going through the motions. he just stuck it all the way in and started to fuck my face with such enegery and ferocity you would think he was trying out for a porno role. I. FUCKING. LOVED IT. I couldnt breath, spit was going everywhere. someone was spanking my arse from behind. with every slap on the ass i tried to moan but all i could do was gag on this man's huge pulsing pre cum dripping cock. Dave pulled out his cock and 1 drew in as much air as i could knowing i was about to take another cock soon. John quickly jumped in front. John was like me, he liked to talk during sex. we both agree that talking is just a s fucking hot as licking a womasn pussy or slowly sticking the head of your cock into a very tight hole. John forced his massive dick into my mouth and all the way to the back of my throat. i couldnt feel my mistresses hands on my head anymore. only Johns holding it still while he slowly thrusts his cock in and out of my mouth 'That's it you dirty slut, i know you have wanted to suck my cock for a long time.I've seen the messages you have sent to Amber and Dave. Knows your chance whore, show me how good you are at being a fucking sissy little maid and clean my fucking dick'. Just listening to him made me hotter and hotter. I pulled my hands off the floor and went to just my knees and grabbed his bare ass and pushed it into my face so he stayed deeper than he expected. 'Thats it sissy, i fucking love how much off a slag you are. are you ready for more?' he muttered. I didnt know what more ment, how could he get deeper in my mouth? it didn't take long for me to realise what he ment.

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By *ark_sentinelCouple
over a year ago

Andover

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By *istressSubCuckMan
over a year ago

Winchester

Great stuff so far!

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By (user no longer on site)
over a year ago

Amazing can't wait to hear more

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By (user no longer on site)
over a year ago

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