It's a cruel trade-off Eve is suggesting, that she can ignore the problems Will is both embarrassed by and desperately hurting from, in exchange for a temporary connection. And that's really the center of this story, that they're both hurting and using one another to look past that, and getting no help. I don't think love is possible from this place, even though (we know it!!) they're capable of that. There's a gratefulness in love, layering it over the experience of this pain. Over the course of the decade Eve and Will are different characters in each other's lives, different permutations of love that don't quite stick, before they become their final forms and really find each other.