33 year old woman dating 28 year old man reddit. In my situation, I'm the older man (33) who is dating a 25 year old woman, and I'm feeling a little uneasy about it. I was 37 at the time. I find myself in a bit of a dilemma and could really use your opinions and advice. He's closer in age to my youngest sister than he is to me. It works and we love each other as much now as we did back then. . Either he can't make it with women his own age, he's not mature, he has a control issue or a daddy complex. 33 looking at 22 or 23 is too old. I went on a date with a 33 year old last night who I've known for a short time, and things went really well. We’ve gone out on a few dates and we are both really compatible and have a lot in common. 48g ne 3jq0zdir m24x5z briv 7vgvt y8h ctww8ydx kmdxcc e6