My Halloween crossdressing story

I knew I shouldn't, but I dressed in women's clothes again this Halloween. It turned out much different from last year, but the final results were the same. A cock in my mouth and another one in my, you know where.

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Ha!

I spent all year trying to find a better look for me than last year. I don't pass as a girl too much, but I do keep my face closely shaven and most of the rest of me too. I did let my hair grow out a little bit and had a gal I know give me a cute little pixie cut the day before. These parties are always a little bit unpredictable. The group is very diverse. I go because there are always a few bi curious men around. I like them. I've been with a few. They like to play with guys while I'm in lingerie for some reason. And I'm happy to give them someone to drool over. 

I've been working on the secretary look for my crossdressing. I've got all the right clothes and accessories. I've been practicing walking in heels all year too. Last time I was trying to quickly get away from a guy who was a bit too aggressive but that didn't work out. My maids outfit came with 6 inch high heels. So I couldn't run away. He secured me in a back bedroom in the basement and had his way. I really wasn't into him so much. Kind of old and hairy.  He was a little rough with me when he tied me up. But he said he would be a nice when he 'raped' me. I was nervous at first but he kissed me on my cheek before he slipped in my ass.

He gagged pretty good with a washcloth and a belt. So it didn't matter how long or how hard to fucked me, and we were in the basement, we didn't disturb anyone else at the party. It was a long night. But, I did get a good hard fucking. Turned out he likes a girl who plays hard to get. Although I really was trying to not get got, but he grabbed me and surprised me. So it wasn't a complete loss. It did take a couple of weeks to lose the rope burns from my wrists and ankles. 

So, this year if I need to get away from someone, I'll be more prepared. But don't get me wrong, I want to get caught.

Secretaries are hot. I always wanted to be one. And, as much as I try to fight it, I really did enjoy being bound, gagged and helpless. So to send the right message, I bought a started bondage set of leather wrist and ankle cuffs, and a dog collar that says 'slave' on it to wear as accessories. Maybe if I get lucky I won't have to hide the rope marks this time. 

The outfit looks pretty good. Maybe I'll find Mr. Right tonight. Fingers crossed.

Joe and Bart, or whatever they told me their names were, tried to grab me and drag me downstairs. I'd only been at the party for a few minutes and hadn't really checked out all the guys yet. They were not all that polite, each holding one of my arms as they led me through the house pretending to let me take the tour. Back around the to where we started, they took me downstairs and did a two on one ravage fuck fest with me.

On the floor, on my hands and knees, spit roasted till they both blew their huge loads inside, and all over me. My blouse was ripped half off of me, my skirt pulled off and nowhere to be found. My pantyhose were ripped up the crotch and soaking wet from sweat and Joe's cum load. My pretty lace corset was twisted up so bad I couldn't figure out how to get it back on. It was dripping with sticky cum too, so it didn't matter. I couldn't go back to the party like that. I waited for a long time until I hoped no one was left, or gone to bed.

After 2 am, I quietly walked up the stairs and headed out the door. Finally safe in my car, I look myself over again. What a mess. My mouth was sore and my ass was wet and slippery. I was a sloppy fuck. 

Billy

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