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Helen from Vegas asks: My boyfriend’s ex girlfriend constantly contacts him. I’ve approached him about it but he swears she’s a friend and that I shouldn’t worry. Would I be crossing a line by contacting her?

He Says: Uhh …. YES. You would look like a jealous woman who is threatened by his feelings for his ex. And chances are, he does have feelings for her, but it’s entirely possible that it’s not physical. Maybe he just likes her personality and has nice memories, just as you probably do about your previous bfs.  You could try trusting him and not cause a stink, unless of course you have reason to think he wants something more from her, in which case you have to make him choose. Life is about choices. Men can get easily irritated by insecure and jealous women. If you really want to manipulate the situation, invite her over for dinner with your bf then subtly rip her apart after she leaves. He may see what a pathetic little shrew she is being. 

She Says: You would definitely be crossing the line. Not only will she think you’re a freak show- he will too. What would you even say? So.. are you secretely dating my boyfriend? Clearly if he still wanted to be with her or vice versa they would be together! He wants to be friends with her. I think that’s fine and I would just accept her. The one thing I would not accept is if he starts to tell her his secrets and doesn’t tell you. At some point you should be his best girlfriend so do things to gain his trust. Like not calling his ex behind his back.

New to the Game - New York: Hi. I’m an attractive, smart 47 year old woman who’s been separated for 2 years and is ready to date again. How do I let a guy know I’m interested in a subtle way without seeming overly eager? I’ve been married for 27 years so this is all brand new to me.

She Says: First of all, get out there! You can meet men online, at parties, yoga class, anywhere that people congregate. When you’re ‘dating’ it’s best to stay busy. You’ll automatically be more desirable. Secondly, you have to put out the flirt signs. Lick your lips! Twirl your hair! Laugh a lot and smile! And don’t forget to look men in the eye. Nice guys like nice girls with a little flair. But they have to know you’re available.

He Says: The best way is to find out what he is interested in and try to figure out a way for you to spend time together without seeming overly romantic. For instance, if he is into jazz, you might want to off-handedly say you’re planning to go to a concert and perhaps he could come? Ditto for a museum exhibit, dog show, whatever. Then when you get him out, dress sexy and nice (but don’t overdo it) and act really interested in his interests. He’ll get the hint (unless he’s too dense or shy). If he doesn’t pick up cues after a few dates, try brushing up against him or even put your hands in his as you walk somewhere. Either he’ll respond in kind - or freak out and run!