Quote Originally Posted by dehro View Post
It's almost as bad as"does this dress make me look fat?"
You could tell her why you like and what you like about her, and tell her it's the closest answer to why you love her she's ever going to get but isn't the actual answe.
You handle "does this dress make me look fat" in the context of a preexisting romantic relationship by showing, not telling. It's very unlikely that she's actually not sure she looks good in that dress, she's been dressing herself for years and probably knows her good and bad points. What's far more likely is she doesn't feel attractive for whatever reason, and this is your opportunity to reassure her that you do, in fact, find her attractive.

So you can either try and evaluate how she looks according to your best judgement and probably tick her off by accident, or you can claim you need a baseline for comparison, ask her to take the dress off, and then proceed to makeout/sexytime. Show, don't tell. If she asks you again or insists on an answer, same game plan only leave the dress on.

@dnasrepma:
GTFO. Bail. Not only is that girl bad news, but you being around her dramatically reduces the odds of you being able to have feelings for anyone more stable who might happen to come along and it is highly likely she'll try to sabotage any other relationships you do manage to have. Run away.

Oh, and if you're not getting that depression treated, treat it. If you ARE getting it treated, inform your doctor that things aren't working as well as they could be, and it might either be time to increase firepower on what you're currently doing or evaluate a different tactic.