He's 39, incredibly attractive, smart and business savvy. The only downside is that he has a tiny package, about the size of my thumb but a little thicker.
He has been single for 10 years. He and I really hit it off and he started to let his guard down but then quickly put it back up. His first true love broke his heart 10 years back and he has been afraid to move on and let go.
Since then he has had about 6-8 women in a rotation that he throws attention to and then withdraws from. Most of these women are big time catches some of them are women who are easy and kind of on the trashier side, the kind you'd find in a bar brawl fighting with a beer in one hand and a dozen photos of themselves in bras with snapchat filters on their facebook. He treats the prominent/socialite type women who are his colleagues, wealthy friends all very well, traveling with them, promoting their businesses, treating them to fancy dinners, going to retreats with them etc. Then he treats the women he sees as lesser to take out food, weekend trips, a lot of sex and running errands with them giving them small things like flowers etc.
The crazy thing is that its blatantly obvious to met from the outside that he is playing these women all at the same time, feeding them all the same empty promises, yet none of them leave him. This same group of women have been in his rotation for a year or more at this point.
Do some women just not care? Will he ever choose one of them? Or will he likely remain single?