I asked mom a few times if I could wear a dress but she always scolded me, "Don't be silly. Boys don't wear dresses". I hoped my obsession would less...en as I got older but it actually got worse. By the time we got into high school your closet became my refuge and your makeup table became my playground. I did my best to break myself of this curse during college but it got worse and I even started going to the clubs dressed as I wished. After we graduated, the expectation was that we'd would. There have been many stories written in the past and this, though not really a story is again written with her encouragement and mostly for her, but please enjoy and comment.I do blame her, it really is all her fault, had I not met her I would no doubt still be happy in my non sexual marriage not having a clue that my body wanted and demanded more and more attention. What can I say? Not a prude by any means I certainly didn't know what I had inside of me until she started to coyly tempt me to. Mythroat was uncomfortable for sure, but I was gettingbetter at handling this. I thought I could deep throat well, but this was sofar over the top. My ass was also getting myattention. The guy in my ass was not far fromcumming. I could tell this from his very hard andfast motions. I heard him moan and felt him push hiscock deeply in me. I knew he was filling me with cum. After about 5 or 6 hard grunts, I felt him pull hisalready shrinking cock from my ass. I started torelax, but then felt. If people know chess they will know about 8 steps, 11 steps game and stuff. I finished the game in less than 3 minutes and stood in front of her inviting for a hug.She smiled watching me excited and doing stupid stuff.Lana: okay last bet I didn’t do anything and we nullify our bets.Me: what the hell. You didn’t use your chance doesn’t mean I don’t have to. Please stand miss.Lana: hahaha. Heyyy why are you so desperate about these stuff bujji?Me: First stand up then I’ll tell you.Lana stood up.