There is this woman I am interested in asking out, but here is the deal she is almost half my age. I am 36 she is 19. Is this bad, should I or shouldnt I ? I am told from some of her co-workers and friends that she is interested in me. But she is struggling with the age difference. If I do ask her what is something we could do that would be fun for her and myself? I know what I would do if she was closer to my age.