For single moms this is a scary word, or at least for me it is. lol. I was with my ex for almost 10 years, so from 17-26 we were together. Since our divorce in 4/11 I have been out of a few dates, never really went out with a guy more than once (not my choice). Anyway there is this guy that I have liked for about a year or so now, he is super nice and friendly. He owns his own company, he is financial secure, cute. Everytime I see him he gives me a HUGE hug. I saw him tonight and he gave me one, then asked how much weight I had lost. Said 20lbs and he said you can tell in my eyes. My question/problem is that he is a little bit older than I am. I am 28 and he is 56, he is literally my parents age. His daughter just had a baby too. So I guess my question is, should I try and ask him out or should I forget about it??