I like an older man I work with, mixed signals...?

A 50 year old player? Honey, you are 20 something. You can do better. Go out and have fun with guys your age. I'm 25 and my friends made fun of me for going out with an 'old' dude who was 35. (Eh, he was nice. But too old. Had to move on. Plus younger guys have WAY nicer bodies.) Just imagine the crap you'll get from your friends for going after an old dude with two girlfriends. Find someone young and hot. :)