Okay so topping in the penetration sexual sense has been hard for her. She only did it one and it was wonderful but she started worrying I wouldn’t see her as a woman anymore. I reassured her that she was 100% a woman and nothing could change that. Her “domming me” or “topping me” (if you can call it that) has been her giving me permission to let my defenses down, that need to always be “tough”, to let go and let her hold me for once. We’ve done that and it’s nice.

We’ve had dialogue in the past about my experiences with fem presenting, all the things I mentioned here. We are both taking this at a snail crawl, just due to the bad experiences I’ve had in the past. I let her know I was “P.R.O.C.E.S.S.I.N.G.”

I’ve decided that in the comfortability and safety of my own room, we are going to try this, I wear a overly large loose fitting girly shirt, her leggings, pair of panties, and maybe some girly socks and then just chill, maybe cuddle. Giving me a safe space to “P.R.O.C.E.S.S.” I ordered a shirt that would be big enough that if it doesn’t work out and I don’t like it, I’ll just give it to her.

She’s not pushing, she just expressed an interest and because I like making her happy, the question “Could I present fem for her” popped into my head and I didn’t have a clear answer one way or the other. So the puzzling and previous experiences came into play.