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Most of his friends weren't surprised as he had always been discrete about that part of his life. I remained friends with Stan after I divorced his sister although we rarely hung out any more. But one night I got together with him and a couple of friends and he joked about how one time he cross dressed at a Halloween Party at a gay bar and was the spitting image of his younger sister. Everyone laughed and the conversation turned to other things. There was no smoking allowed inside the house we were at so Stan and I went outside to smoke. While we were outside Stan suggested that he come over to my house and dress up like his sister. He told me that I wouldn't believe it. "Sure, sounds like fun." I said, knowing that Stan had always been reserved around his close friends about his sexuality.So, I didn't really know what to expect but didn't figure anything sexual would happen and just figured I would cross that road when I got to it.He did as he said and came over with a small. " I said in a quiet voice."Do what?" Chloe questioned.I took a deep breath, firming my resolve and answered "Whatever you guys want."My mother and sisters eyes lit up with a mixture of shock and excitement when I said this. Now my mother spoke "This is unexpected, what brought it on?"Not really having an answer, I just said "Well I couldn't leave you two to drool over me, and there wasn't really much else I could do. I just hope I don't disappoint you." Don't worry about that, you've just made two women very happy." Chloe said with a big grin on her face."Glad to hear it" I replied, genuinely happy to be helping them. "So are we starting tonight, or...?" I stopped talking there as both women stood and had each grabbed one of my hands, leading me to my sisters' room.When we reached the room they released my hands and started undressing slowly. Starting with their tops Chloe soon pulled hers over her head while my mom was unbuttoning her blouse. Both women now stood in bras, skirts,.
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