I was asked that by my first boyfriend, and I admit I reacted badly. I kind of re-coiled and was confused, and he never asked me again. In all fairness though, I was a virgin at the time and had never even heard of a straight guy wanting something like that. And I wasn't even sure if I was going to have sex with this guy at all, let alone branch out into things like pegging.
Nothing came of him telling me that, but thinking back he probably still wanted that from me but was just too afraid to ever bring it up again. All I can recommend is that you make sure you're in a comfortable place with this girl sexually before you ask. If you're still getting used to each other (or in my case haven't even had sex yet), then wait until you're both emotionally in a place where you feel safe with each other in the bedroom.
And when you do ask her, have answers ready for her questions. Because I can guarantee there will be questions. "Why would you want such a thing?", "How would something like that even work?", "Does this mean you're gay?". Anticipate what questions she might ask, and have the answers ready in your head. You need to be able to set her at ease while at the same time show her that this is something that you've put a lot of thought into.
Also, make sure you assure her that you'll get the proper equipment. My ex had just talked about me sticking my fingers up his ass and that completely turned me off the idea of it.
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lol well here's a point of view for you, obviously older gen but i wouldn't have a clue what you meant? so id have to ask you slightly embarrassed and anxious exactly what it was...
Ask her. If you can't ask, then she's not the girl for you. If she reacts with disgust or anger, she's probably not the girl for you. Presumably you got some idea of how open-minded she is when you started having sex with her.
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