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Anal desires  

oralb4both 70M
7 posts
9/13/2021 9:20 am
Anal desires


My earliest experiences with anal play was when I was about or . As part of my beginnings in crossdressing and being a girly I was in the bathroom playing with a family member’s bra and wondered what it was like to have my body penetrated. I saw a tooth brush and used it to slide into me. Being thin it did enter me easily and did feel different but in a pleasing way. I did enjoy the feeling of something sliding in and out of me. I did not do this often but it was the start. Not long after this I was with family and a friend working in a resort town. Having to share a bed with others I was awoken during the night with a friends finger in my ass. He was asleep and was probably dreaming about my sister who was his girlfriend. I was not thrilled about it but did not make anything of it. Nothing happened for several years but the desire was there every once in a while. For several years I tried a few things to see if I could take more into me. Some worked and some not. My first wife and I would from time to time use anal play as something extra and it was pretty good. Mainly she would use her vibrator on me. One time she held it between her thighs and did me from behind. That was nice, feeling it going in and out of me with her thighs pushing into me felt great. We talked about a strap on but that never happened with her. After a divorce I was getting more into crossdressing. I did have a few toys that I was using from time to time. After getting married again we decided to get a strap on. This was nice but we did not use it to often do to me wanting to be “clean”. I took a bit of time to give myself a good cleaning and was not worth it. Now from time to time when my wife is out for awhile I will take a<b> slender </font></b>dildo that has a suction base a place it on the bathroom wall, lube it up and back up to it and take it easily into me. I will use it and call myself a slutty cock while thinking of be fucked by a woman while sucking on a real coc Between my marriages I did try to take a real cock twice. The first time did not go well due to lack of lube and the second was a bit better but not very satisfying. The second guy kept wanting to take the condom off but I would go for that. I do fantasize a lot about being fucked by women. I would let a guy fuck me if I was licking his wife’s pussy while she sucked me. Besides that, I do not think of being with a guy for anal, giving or receiving even if fully dressed like a woman. I have tried to take a thicker dildo but have not been able to relax enough.

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