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Cross Dreaming

It's been a while since I posted here but I'm still dressing and dreaming! My partner has slowly become more supportive of my feminization desires and has actually dressed with me a few times, helping with my makeup and trying on different outfits and wigs together. She has bought women's thong panties for me which have become my daily underwear and all my jeans are women's jeans. I keep my body shaved smooth and have been growing my hair long and experimenting with feminine hairstyles. She has been amazing but still has concerns as she still wants me to be her man. So between dress up sessions I grow my beard for her.

Our conversations about sex and fantasies have become more open and she has become increasingly Dominant in our play. She knows that I enjoy anal penetration and that having her peg me is a major fantasy for me but she has been reluctant about giving me any anal stimulation during our play. It's a subject I bring up often, mostly in a joking, playful way and a few months ago she said she might be willing, in a few years! Two weeks ago during our playtime, after she had several squirting orgasms on top of me, I got soft, which isn't uncommon for me. This time she ordered me to flip over on my front and as she spanked me she asked what I wanted and I said "Fuck me in the ass with a dildo." To my surprise, she said "Okay"! She then produced a long glass dick from her nightstand and put it up to my mouth and giggled as I hungrily started sucking on it. She pulled it out of my mouth after a few moments then began to slowly work it into my willing hole. She asked me to give her instructions and I went wild as she worked the entire length inside me and fucked me harder or slower at my requests. It ended with her bringing me to an intense orgasm with her hand while she fucked me with the toy! So amazing and I'm excited for the next time!
 
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Once you start dreaming your a girl...your transition is pretty much complete..your subconscious thinks its a girl.
 
DeeDeeGQ said:
I wish I had your courage to be out in the open with your sexuality. I am genderfluid, and my female persona remains private.
Click to expand...
Maybe posting some discreet unidentifying photos would be a start?
 
StoneDiva said:
Today my cross dreaming takes me to looking at the pictures I took from my dressing session a week and a half ago and remembering how great it felt and how sexy and feminine I looked seeing myself in the mirror. Also remembering how awesome it was to have my love see me and even accept and compliment how I looked. I'm excited for the next opportunity I have but am trying to be patient so as not to overdo things with my SO. Here are two shots of the same outfit. One with the brunette wig and one with blonde. I like me as a brunette but am really feeling the blonde!View attachment 2277088View attachment 2277089
Click to expand...
Definitely the brunette, but the blonde is a close second.
 
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