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(Long) How do I know if I’m ready?
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Hey everyone! M20 here with a F19 partner. My gf and I are both bi and have discussed inviting others of the same sex into the bedroom on multiple occasions. Most recently she actually gave me the go ahead to meet with men on my own and while I was excited I felt sorta off and have stopped looking.

During one of our earliest conversations I had discussed how I wanted her to be in the room while I was with another man. She felt that if she was just watching she would need to find them attractive as well to actually enjoy herself which she wasn’t sure about. She was also unsure at the time whether she would be able to see me the same after. More recently she and I have been okay with her actually finding the another man attractive as well as her being involved so that she’s not just watching and potentially feeling weird or left out.

I also told her that at this stage in our relationship I think I’d feel comfortable with them having sex during our interaction, with me providing pleasure to her or him while it was going on. She has consistently said that she does not desire sex with them, but that if I found it a turn on or was wanting her too that she may be open to it. The thought and potential of it really excites me and I feel like I’m ready and okay with it, but at the same time I’ve been wondering if I’ll suddenly regret it in the moment once it actually happens. I don’t think it’s something that I couldn’t get over if it did happen, but I also don’t want to rush into it if there’s an easy tell on whether I’m actually okay with it or not.

TLDR: I want to have sex with a man while my gf is involved, in particular I think I’d enjoy pleasing one or both of them while they had P in V sex together. But how do I know if I’m actually ready? I feel like I am, but are there any good ways to tell or should we just do it?

Thanks so much for the help everyone!

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11 months ago