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The Craigslist Whorethis story is part of the FanClub (bi:infidelity, 4008 words)

Author: Boyscout Picture in profile
Added: Jan 15 2012Views / Reads: 13137 / 6693 [51%]Story vote: 9.40 (10 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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