Hello all,
I have some issues that I would appreciate help with.
I’ve been seeing this lovely woman for more than two years now, and about a year into our relationship I shared my crossdressing dreams with her. I was quite nervous about how she might react initially, but she handled it well, seeming puzzled at first as she tried to grasp why I enjoy the practice.
We started experimenting early on; she would dress me up like a girl, and we even began having anal sex (using a strapon), which both of us really liked! Then came the moment when I introduced her to chastity. She thought it was cool that I could go without an orgasm for a period, but after some time she started feeling sorry for me. When I bought a chastity belt and we tried wearing it, she seemed hesitant right from the start and didn’t quite like the idea. She mentioned it looked uncomfortable with my penis squeezed into such a tight space.
I tried to reassure her that it wasn’t painful and explained it might help curb my masturbation habit (which she definitely dislikes). This made her somewhat annoyed; she argued that I shouldn’t need a device just to stop myself from wanking, especially since I have a girlfriend like her. She felt I shouldn’t feel the urge to masturbate as much.
I proposed that if I acted up, she could punish me by locking me in my chastity belt and teasing me for an extended period. But she countered with: what’s the point of punishing me with something I actually enjoy? Being locked feels good to me; how is it really a punishment?
Ever since then, I’ve left the belt aside, but I still feel that urge to use it because stopping masturbation isn’t easy for me. Does my girlfriend have a valid point? Is she right about this? Please advise.
Another issue: Along with crossdressing, I watch some porn sites and when I see videos of girls giving guys BJ’s, I get curious and aroused. Lately, I’ve been secretly masturbating while thinking about being with another man (or having a girl make me give head to a guy).
However, I’m not sexually attracted to men in the traditional sense; it’s specifically the idea of performing oral sex on a man and feeling submissive that turns me on. I wonder if this makes me bi? It’s hard to say because I can’t picture myself kissing another man or doing other typical same-sex romantic things. Should I tell my girlfriend all this? If so, how do I bring it up?
