Over the course of the past year, my feelings about Annie's new foundsexual pleasures had evolved in a complex manner.At first the newness and the strangeness of being asked (and thencommanded) to become more and more feminine had only stirred me assomeone who was sharing a sexual (albeit somewhat unorthodox) game withsomeone I loved. But as the months passed, I found myself intrigued as towhat new adventure in girlishness Annie could concoct for me. I foundmyself even looking forward to those times when Annie would deliberatelycause me humiliation and shame. Humiliation and shame experienced as aman, the same situations growing more and more thrilling to me as apseudo-woman.So Annie's answer was very important to me."Jim, do you remember in 'Tootsie' how Dustin Hoffman became obsessivewith portraying himself as the best and prettiest woman he could be? Ifound that part of the movie fascinating. But I also found that part ofthe movie to be somewhat unfulfilling to me, personally. As. After a few minutes of oral on her I stripped down and she took my dick in her mouth. She’d been teasing me about not sucking my dick unless I took her swimming at the lake(which I hadn’t yet) so sadly, the most incredible blow job of my life ended in about three minutes. But that’s okay, she laid down and invited me to take her. To her surprise, I didn’t reach for a condom and quickly slid my bare cock in her pussy. The thrill of the skin on skin was almost too much for both of us to handle! We fucked for a good fifteen minutes before she cam. Shortly after, she whispered ‘lets go outside’. What? Your crazy? But when a naked girl walks out your front door, you follow. Now I live way up in the woods, so someone seeing us wasn’t an issue. So we go outside and she proceeds to bend over and grab the porch, ‘fuck me doggy’. I quickly shoved my cock in and went back to work on her pussy. After about ten minutes of this she decided it was time to go back in and finish. Since she’d made her.
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