Halloween slut

centrum1000

Really Really Experienced
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Nov 30, 2009
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Halloween slut (open to all)

Around this time of year for the past few years i've had a reoccurring fantasy that I can't get out of my head. I think I first got the idea from a few stories that i've read, but not of them have all of the elements that make it really work for me. Even though i'm writing this as my fantasy, which it is, I think that this would make for good role playing.

My fantasy takes place on Halloween, maybe that why it starts to creep into my mind at this time of year. It involves dressing up in a sexy costume, something along the lines of a slutty dorothy or french maid, with a short skirt, silky panties, stockings, heels and a wig. I guess this is a good time to mention that i'm a guy. I've never had any sexual experiences with men, or even really fantasized bout it for that matter, but for some reason this story line is stuck in my head. Because it's halloween it's easy for me to get dressed up like this and go out in public. I would go to a bar, a party/college/frat party might work better for the story though, and make a very convincing woman. I end up hooking up with several guys through the night doing various things - blowjobs/handjobs/receive anal, but everyone thinks im a girl. At the end of the night a guy comes up to me who realizes that i'm not what i seem. He starts to rub me through my panties drops to his knees and proceeds to give me head. That pretty much sums it up.

From a role playing perspective there are a lot of variables. This could be voluntary or submissive/humil. My sister/wife/girlfriend might have caught me in panties and came up with the plan. Either way it is a first time experience.

I would love to act this out sometime, but I think reality would get in the way a bit so I am left with my imagination and this board.
 
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I guess I should give it a start.

My name is Mark. I'm six feet tall, slim athletic build, and 19 years old. Ever since I saw an old porno magazine at my uncles house when I was younger i've had a fantasy. The magazine was called SHE and was filled with pictures of men dressed like women and in various states of undress. I've always been attracted to girls, but those pictures stuck in my head.

This year as halloween approached I decided I was going to have some fun. I was a sophomore at a big college in southern california that was know for wild parties, and halloween was no different.

I knew about several costume parties and decided to dress for the occasion. My first stop was the costume store. I knew of a place just outside of town that was perfect. Most of the year they just sold lingerie, but for halloween they also stocked costumes. I figured I needed something to wear under the outfit anyway. Since the weather was in the mid seventies, I decided to get something short and skimpy. Fortunately, I was very slim and never really had much hair so I figured I might be able to pull it off.

I went to the store after my late class and ended up being the only one there. I was clearly overwhelmed by the choices when the stunning sales woman came over to see if I needed help. She introduced herself as Stacy. Stacy was wearing a short purple skirt that fell less than halfway down her thighs, a cute fitted silver silk blouse and high heeled boots that almost came up to her knees. From the little grin she flashed as she came over I couldn't tell if she knew I was picking out a sexy outfit for myself.

I've never done this before and quickly got embarrassed, so I blurted out that I was looking for something for my girlfriend. I don't think she believed me as she noticed that I was feeling all of the fabrics. I wanted something that felt sexy after all! But she went along with it anyway.

"What kind of costume do you have in mind?"

I shyly replied "I was thinking of something short and frilly"

"Well you're in the wrong aisle. Follow me."

After leading me through a beaded curtain separating a small back room with a red light from the rest of the store she turned around and asked me what size my girlfriend was. Since Stacy was about my height I blurted out that she was about her build.

"Lets see what we have."

As she stretched to reach some of the costumes on a high rack I could just make out the gentle curves of her ass peeking out from her skirt. I couldn't help put get aroused. At this point I figured I didn't have anything to lose so I decided to see if I could convince her to model some costumes for me before picking one for myself.
 
I guess I should give it a start.

My name is Mark. I'm six feet tall, slim athletic build, and 19 years old. Ever since I saw an old porno magazine at my uncles house when I was younger i've had a fantasy. The magazine was called SHE and was filled with pictures of men dressed like women and in various states of undress. I've always been attracted to girls, but those pictures stuck in my head.

This year as halloween approached I decided I was going to have some fun. I was a sophomore at a big college in southern california that was know for wild parties, and halloween was no different.

I knew about several costume parties and decided to dress for the occasion. My first stop was the costume store. I knew of a place just outside of town that was perfect. Most of the year they just sold lingerie, but for halloween they also stocked costumes. I figured I needed something to wear under the outfit anyway. Since the weather was in the mid seventies, I decided to get something short and skimpy. Fortunately, I was very slim and never really had much hair so I figured I might be able to pull it off.

I went to the store after my late class and ended up being the only one there. I was clearly overwhelmed by the choices when the stunning sales woman came over to see if I needed help. She introduced herself as Stacy. Stacy was wearing a short purple skirt that fell less than halfway down her thighs, a cute fitted silver silk blouse and high heeled boots that almost came up to her knees. From the little grin she flashed as she came over I couldn't tell if she knew I was picking out a sexy outfit for myself.

I've never done this before and quickly got embarrassed, so I blurted out that I was looking for something for my girlfriend. I don't think she believed me as she noticed that I was feeling all of the fabrics. I wanted something that felt sexy after all! But she went along with it anyway.

"What kind of costume do you have in mind?"

I shyly replied "I was thinking of something short and frilly"

"Well you're in the wrong aisle. Follow me."

After leading me through a beaded curtain separating a small back room with a red light from the rest of the store she turned around and asked me what size my girlfriend was. Since Stacy was about my height I blurted out that she was about her build.

"Lets see what we have."

As she stretched to reach some of the costumes on a high rack I could just make out the gentle curves of her ass peeking out from her skirt. I couldn't help put get aroused. At this point I figured I didn't have anything to lose so I decided to see if I could convince her to model some costumes for me before picking one for myself.
 
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