Here's a different take on that taking account of later replies, including later comments from you. You seem to like her talking about sexual things she did or might do with others, so get her to tell you and replay them with her. Tell her you want to try everything she's done with others, including her swallowing, and do them all with her. I did that with one gf that had experimented before me, it was good fun, and a way to find my own kinks. (She always swallowed enthusiastically so that wasn't one of them. Mild bondage was.) It's interesting that swallowing cum really is a line for some women, but in your case, she's crossed it often with another guy and you should enjoy that experience yourself. I guess if she's never done anal say and that excites you, you could work to that as your own thing with her. I also like the suggestion of waking her up for sex and increasing the sexual level of the relationship if only to make up for lost time.