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At Karen’s request, I threw in a nightie. I hardly remember Judy’s makeover, but by the time I left trailing a lovely feminine scent courtesy of my makeup artist, I felt truly transformed for the first time. I arrived at Karen’s exactly when she told me to and rang her doorbell. I guess I thought I’d be invited in and we would sit and sip wine while I told her about my history with women’s clothing. The best I could hope for was to show a curious Karen how I was dressed at which point she might be turned on and end up playing with me like a new toy. So I was surprised when she answered the door almost immediately. I couldn’t tell what she was wearing underneath her long leather coat, but there was something subtly different about her. She had a more imperial demeanor and, unless I missed my guess, she was more heavily made up than for our recent dinner. She brushed past me and indicated that I should join her in her car. When I asked where we were going, expressing that I didn’t. The smooth fabric, combined with the warmth and motion of her hand, were beginning to stir something deep within my scrotum, and I knew I’d be coming soon.One thing more.I placed my hands on her shoulders, and began to press her gently downwards. She knew what I wanted immediately, and her eyes went wide, but she allowed me to guide her down onto her knees without missing a stroke. At first she simply continued to stroke me with her panties, but she stared fixedly at the head of my cock as if gathering her courage. Then slowly she leaned forward, continuing to stroke as she brought her lips to the very tip of my cock, kissing it lightly. She started to move away, thought better of it, and returned to kiss it again. She held the kiss for a little while, as if unsure what to do next, then opened her mouth slightly, taking the head of my cock a little way in. Finally, with a sigh, she open her mouth wider and took the head all the way in.The touch of her tongue was all it took. .
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