I've been dating around a bit lately, and there's one guy who I've seen a number of times that I sort of like. I'm not entirely sure about how he feels about me, but that's not the issue. My question is, is there some point in the dating process when I should bring up my weightloss journey? I feel sort of obligated to tell him that I used to weigh 50lbs more. It's like...I almost feel deceptive, not telling him about it. Does that make any sense? What do you guys think I should do? Is this something that he should know up front, before this goes any further?



The advice I've been given is that I'll probably want to bring it up before there is any nakedness, to give him a heads-up that there's some loose skin and stretch marks. I'm still pretty enthusiastic about losing, so it would probably come up sooner.