I expected her to feel tighter, but she still felt great. I could feel her gripping me. I grabbed both tits and started fucking her hard. She jumped a...little as I was hitting her cervix opening. I guess no one had been that deep in her before. Right as I was about to cum, she moaned loud and wrapped her legs around me. She didn't even sound like herself. She was cumming harder than before. Her pussy was soaking my cock and balls as I unloaded deep inside her. It felt like her pussy was milking. But more on that in a bit.My first successful sissy hunt resulted in Alyssa, a panty wearingpansy formerly known as Alan. When Alan first contacted me, he seemedjust like all the rest. But he surprised me and completed task aftertask. By the end of three months, I had him completely feminized whennot at work. Competent at doing his makeup and conditioned to bearoused by gay porn. I video chatted with him in the first weeks andmade sure that the magic words "Alyssa" and "Good girl" triggered. Damian was now on top of him. "I'm going to do the same thing you've done with my wife."Joseph felt a certain serpent touching his buttock. "I don't think I can do this." Don't ignore it. Feel it."Joseph could feel the warm intruder touching the walls of his little passageway. He clenched his teeth as such a mammoth entity wedged itself through. Once it hit the right spot from deep inside, Joseph closed his eyes and let out a long whimper.Damian whispered, "Don't try to fight it."He started. ”My sister flounced off at the end of the meal. I stopped my mother from calling her back and we cleaned up together, allowing the emotions of the last couple of evenings to dissipate in shared trivialities.Later, I lay in bed thinking about these two evenings with my mother. I had wanted to spend some time with her – but I had not imagined that it would be so intense. One good outcome was it seemed that she was starting to see me as something other than a child. The events of the last two.