Younger guy dating older girl. I know guys in their late twenties who see, as you say, women in their thirties as sex only, because they know they are easier. It was just fun to dress up when Rob was around. He is one of the best things that has ever happened to me. Be the first to comment! I have a masters degree as almost all of my girlfriends and I work at the financing side of property development, even then older guys look down on me. They respected what I had with her, which was an emotional connection with an experienced, centered person. Single Parent Dating. Share on twitter. She has also become incredibly jealous, to the point where I cannot talk to a woman in her presence and went I am not with her, I must be seeing someone. I can't speak for all ladies, but I have previously refrained from approaching men because I was scared of rejection. What kind of fallacy of logic is that?