Pro Tip for Men: Only Enthusiastic Consent is Consent. Here Is a Guide:

[MineralMan]

23. Hmm...I don't recommend that, really.

It's a pretty crude strategy. A lot of men, I think, have the opinion that women don't actually want to have sex. While I've met a few women who felt that way about it, most women do want to have sex, but only in the right circumstances. Here's what has worked for me in understanding a particular person's point of view:

Once some minimal intimacy has occurred, like making out, a conversation about where things are headed works really well in helping both people understand expectations and reservations. It can start with something like, "We seem to be headed toward increased intimacy. Maybe we should talk about that, so we understand each other better. I don't want to do anything that makes you uncomfortable or apprehensive."

Then, talk about it, sometime when you're not actively involved in intimacy. If you're already moving in that direction, it shouldn't be an uncomfortable conversation. Clearly there's stuff happening, so why not discuss it? That has worked for me, again and again. It has helped to avoid issues, understand where things are and where they are going, and how to communicate clearly without misunderstandings.