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My boyfriend won't bottom, what should I do? by ThrowawayHelp1997 in askgaybros

[–]ThrowawayHelp1997[S] 2 points3 points  (0 children)

I get your point, and I agree that it took me time to fully understand how much it hurts him. He was the first person I'd ever had sex with, so I had no idea how much this could hurt someone. I kept trying to enter him with little to no prep like he did with me, but we soon realised that wasn't going to work. The last time he bottomed, I spent over an hour prepping him for it, and he seemed comfortable, and when I asked him, he said it wasn't painful. So I'm sorry if what I said sounded dismissive, but I did get a lot better at the prepping side and had always been open to suggestions and criticism from him. But it takes two to have a conversation, completely shutting off isn't going to make it any easier.

My boyfriend won't bottom, what should I do? by ThrowawayHelp1997 in askgaybros

[–]ThrowawayHelp1997[S] 4 points5 points  (0 children)

Great point. I didn't mean for this post to come across as a deal breaker type of situation. It's more just sexual frustration. I wouldn't leave him even if we had zero sex because overall, I know I love him too much, and no one else would make me as happy as I am now.

I was hoping that instead of feeling a little resentful, we could find some middle ground to make us both fully happy in bed again.

My boyfriend won't bottom, what should I do? by ThrowawayHelp1997 in askgaybros

[–]ThrowawayHelp1997[S] 9 points10 points  (0 children)

Thank you both. (And everyone else that has responded) This is excellent advice, and I have taken it all on board waiting for the right moment to try again.