General

Tell him you know of someone who is gaining weight on purpose, and see his reaction. If it's good, tell him you are considering it too.

I'm curious how it went also. I think the majority of guys do not want their girl friends heavier if they are already at a healthy weight. He may be accepting of it, or he may prefer it, but odds are against him liking it.

I've always wanted to be with a SSBBW (400# say on a tall girl), but I would much prefer someone slimmer for a LTR.