He is a very, very successful man. He is shy, corky, handsome, and could probably get anybody he wants to. I am a very attractive, fit and smart woman. I am 34 years old, 5'11'', brunette, latin, I weight 135lbs and I have a great career. I can't approach him, because when I try to talk to him I freeze. I hate to sound cocky, but I could get anybody if I wanted too. I just somehow lose any kind of game I have when I am around him. I have his phone number, but I have no clue what to say or text him to start a conversation. What should I do?
If you're a hot 34 yo, you could probably get any guy. Remind yourself of that to harden up your balls so you can make that approach. This is why guys have to be so cocky. If we didn't believe we were badasses--even if it's not entirely true--we'd never be able to muster the balls to approach those hot women.
Beyond that, just try to initiate a conversation with him about anything. Seriously, anything. If a beautiful woman struck up a conversation with me about Hello Kitty stickers, I'd be thrilled, not because I'm fascinated by Hello Kitty, but just because this amazing woman was talking to me. If he's down, things will build from there naturally. The hard part is just mustering the balls to break the ice. Good luck!
if corky = cocky then... if you are curvy, you need to practice "opening yourself" more to him up close & personal nonchalantly, e. g. bending over to put on a show that came off or dropped something (view down cleavage or halfway up thigh or buttocks. Then he's the one stammering. You don't NEED to start a conversation if you're his type. Bump into him, spill something on him, borrow something & forget to return it promptly (if he buys another one to avoid fetching it, you're not his type... maybe) ... have him run an errand, eventually... fixing something for you is always classic
Damn! He's lucky! I actually approached a woman who's 12 years my senior, and she turned me down. There's a very strong chance you won't be, however. I'm not sure how you got his number. But I guess since you know him and he knows you, then just call him or text him "Hey. Can we hang out?".
Tell him you have an 18 year old daughter and that she wants to meet him. When he comes over start sucking his dick. When he asks what the fuck is going on, you can admit that the 18 year old daughter was a ruse. Hopefully he'll keep you around until he finds someone younger and better looking than you.