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A whole month by myself. I had just started getting into checking out the m4m casual encounters part of craigslist, before they removed it. I never responded to anyone before since there was no way for me to meet up, but finally i had my chance. Coming back from school on a friday I got home and went straight to my phone to check out the casual encounters. A trucker was stopping for the night in a hotel near me was looking for a quick bj. 37 chubby/stocky build 6,5in (perfect size meat in opinion) 6ft tall. Without thinking I replied to him that I wanted to meet and sent him my stats. I waited... about 2hrs later he replied and agreed to meet. He was staying in a nearby hotel, he told me the room # and said to come around 10pm. He mentioned he loved traps and it would be hot if I dressed up. I was in luck since I've dressed up before and really enjoyed it. I went straight to the shower and shaved the little hair I had on my genital area, butt, stomach and armpits. I washed with my. Kerry and I are in our mid 40's and she has known about, and tolerated, my crossdressing from early on in our marriage. She puts up with it because she loves me, and knows that I am faithful to her and in no way homosexual. Kerry permits me to dress and have sex with her while she is dressed in nice elegant clothing about once a month. She realises it is my fetish and thinks if she doesn't allow me my monthly 'treat', I might go elsewhere to get my special pleasures.Kerry actively participates in my crossdressing pleasures, likes the sex and has got used to me being dressed and made up. She assists me in buying clothes, lingerie and make-up.Tonight she has dressed rather sophisticated for the cocktail party. She wears a nice beige suit with a skirt that comes to just above the knee, sheer taupe pantyhose, a lilac teddy, and matching nylon panties. The ensemble is completed with a smart shoulder bag and steel grey court shoes.She looks very attractive for her age and I have been.
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