Should I Make A Move?

I've been doing this flirtatious thing with a man for over a year now. He's 50 and I'm 30, so this is why I don't know exactly how to proceed. I know how to handle guys my own age, but I don't know what men his age think. We are aquaintences...I wouldn't even call us friends. I see him a couple of times a month, but not as a date. We make sexual inuendos but nothing physical happened until recently. Over the past few months, there have been some hugging, stroking of arms, etc. along with our flirting. Also, the flirting is getting much more sexual in nature. Last time I saw him, he kissed me on the lips--just a short peck, but enough to send my head spinning! I wanted more right then, but he didn't try anything else, so I left it at the quick kiss. I'm seeing him again in 2 weeks, but I don't want to wait that long. I want to stop by and see him now, and tell him the fantasies I'm having about him and then make my fantasy come true.

I think he would react the way I want him too and take things to the next level. But then a part of me wonders why he didn't just go there on his own last time I saw him. Why did he stop at a peck?

So guys: would you want the girl to stop by out of the blue and heat things up? Or is it best to wait for him to take it there himself?
KaciJoy KaciJoy
26-30
1 Response Sep 18, 2012

The guy is clearly interested in you and ready to go. The problem is probably that he is concerned that with a 20 year age gap other people will think this is weird and he maybe even thinks it is a little strange to be with someone so much younger. There are a lot of ideas going on in people's heads about what is appropriate and what isn't on this topic and I think that is where his hesitancy is coming from. You could bring this topic up and let him know that you find older men very sexy. I am a married guy and I went out on a date last night, with my wife's permission and actually blessing because this kind of thing turns her on, with a 35 year old woman. I am 52, so a similar difference to what your are facing. This woman said she really likes me partially because I am an older man and that is what she is really into.

My advice would be to consider bringing this up in conversation or just take the initiative and don't worry he will follow right along given what you describe. Good luck. Let us know how it goes.