My girlfriend and I have been together for a year and a half. She has vaginismus, and is mentally affected by it, making sex a touchy subject for us. We have outercourse, and she’ll give me head occasionally, but outside of the times when we’re actively doing it, we very very rarely talk about anything sexual, largely because it has a habit of reminding her of her condition and from how she says it “highlights what she can’t provide for me” (I’m trying my best to support her and convince her its not as big an issue as her brain would have her think, but its to no avail).
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I am a closeted bisexual man, but open to her. Recently, I have been fantasizing about the possibility of being pegged. We’re not strangers to toys in our sex life, however I don’t think a vibrator being used on her and a strap-on are really comparable. I’ve hinted at it, and I honestly have 0 idea if she is apposed to it or curious to try it, because her reactions to me being like “I had a dream where you pegged me, and like, it was weirdly good” (which is true) kind of gave us both outcomes. I just don’t know how to approach her without it being too weird if she doesn’t want to. Like, I don’t want that embarrassment haha.