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The Craigslist Whorethis story is part of the FanClub (bi:infidelity, 4008 words)
Author: Boyscout Picture in profileAdded: Jan 15 2012Views/Reads: 12934/6690 [52%]Story vote: 9.36 (11 votes)
I was curious how many guys thought I was attractive while dressed up in a skirt and after placing a personals ad on Craigslist I soon found out.

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I don't know why or how I ended up browsing in the womens clothing
section of the store but there I was browsing through some stuff they 
had on a clearance rack. I was there with my female friend Kristina so 
I didn't stick out too much but I still felt like people were gawking 
at me as I took a white tennis skirt from the rack and showed it to 
Kristina. "What do you think of this one?" I asked her as I held it up 
for her to see. "That would look great with your tan" she said. She was 
right. It was summer and I had been outside a lot this season and I 
definately had a rich tan going on especially on my legs since I was in 
shorts all the time. "You think it will fit?" I asked. She took it from 
me and held it to my waist. After a moment she pulled it away and 
replied "It will be snug but it will fit. You want it to be snug so you 
can show off your ass". I agreed with what she said and as I glanced 
back over to the rack I found the matching white top that went with the 
skirt. "Perfect" I said. We were done shopping for now. 

Kristina and I had become friends not too long ago and I felt
comfortable enough around her to trust her with some deep secrets of 
mine, mainly my very secret bisexual tendancies. She thought it was 
great that I could be so sexually open minded. So ever since I told her 
about it she had suggested taking things a step further and seeing what 
I'd look like in a skirt. "You have amazingly sexy legs for a guy" she 
said, "I bet if we put a skirt on you it would make them even sexier."  
I had to admit that the thought had crossed my mind a time or two. 
"Heck I bet once you wear the skirt and take some pics you won't be 
able to tell the difference between your legs and a real females" she 
said. The fact that I had been shaving my legs for many years now did 
help the fact that I had some feminine loking legs so I had to agree 
with her. 

After we left the store we headed straight to my house to try on the
outfit. It was s porty looking outfit which was something I liked, 
mostly because of my sneakers fetish I had developed since the 
beginning of puberty. I couldn't and wouldn't find anything sexually 
appealing or arousing unless there were some white socks and sneakers 
involved which was probably why I always tended to wear them and all 
previous girlfiends did too, mostly at my request of course. I kept the 
tags on the skirt and top in case we needed to return them but as it 
turned out they fit just fine. Snug around the ass and hips which 
really made them look good. The top was snug also but not bad at all. 

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