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Rules of Cougar Dating: When to Have Sex

There comes a time in every woman’s life when she has to ask herself, does it really matter how long after the first date you wait before having sex with a new guy? What if that guy is say 10 or even 19 years younger than you—how do the rules change then? 

After careful albeit brief thought, all I can say is, good grief, is that really a question? Even when I was a younger woman, I never paid attention to the three-date rule—you know, wait three dates before jumping into bed. In fact, it’s a saintly day if I abide by the three-minute rule. Bill Maher had his “New Rules” and I have my, “SeasonedSex Rules.” Here’s the first one. Regardless of timing, if it looks right and feels right, it’s probably worth sitting on. I know, I’m bad but you’re allowed to be when people start calling you an “older woman” (that’s SeasonedSex Rule No. 2).

So, I’m joking. I’m not that bad. In fact, I waited over a year before I had sex with my “cub,” Michael. He’s19 years younger than me and his youthfulness exuberance initially threw me off my game. I tried to walk away but the sexual chemistry would keep sneaking up on me, pulling me back in like a magnet.

Michael eventually became the accidental cub. What I mean by that is I consciously decided to unconsciously have sex with him. As ridiculous as that sounds, it’s easier to manage than you’d think. A few martinis are all you need.

Now don’t get me wrong here, I’m not an advocate of drunken sex. I’ve only done that about 712 times in my life. But it does open up one’s perspective. And damn if it doesn’t ease the nerves. And, boy, I was nervous.

Michael had asked me out on a dinner date with some business people he knows with a text message. Can you believe it? A text message. It was a first for me and it went something like:

Michael: cum dinner fri?
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Comments
10.21.2009
lisa green
I'm glad I looked up this article. I'm a 49 year old woman and for the last year I've had a man who is 25 younger asking me out. we met on dating site-----Cougarmatching.com----- which brings together older women ans younger men looking for love. I am attracted to him, but have put him off because of the age difference. But he is persistant and will not give up. The thing with him is he seems more mature then the 30 or 40 somethings that ask me out. At least he knows what not to say. I guess I've been into the "what will people say" and worrying about the negative comments. But now with this I don't believe continue to run from this, it might just work out.
08.09.2009
Chrystal Bougon
I agree, once the "vibe takes over" as you mention, it just seems silly to hold out. It's NOT very honest to wait until a certain date or whatever your rule is. Waiting until date 3 or date 5 because that is what you think you are SUPPOSED to do ... well it seems like a big game and if you are being honest about your feelings and attraction, you should do what feels natural to you. Maybe it's being 41 that makes me feel that way. In my 30's or 20's I would be concerned how my partner is going to judge me if I "gave in" too soon. Now I would just never want to be with a man who would judge me at all - but that definitely came with age and experience. Great article. I hope we get more from you Pamela Tames!
07.16.2009
Cinnamon Girl
Good article but really - the age of the guy nor the age of the gal should be the factor...its all about what is right timing for you, which hopefully by the time you are a "cougar" and not a "kitten" you know for yourself. Not based on the guy's age. Loved the spanking and cellulite part...and the "bottom line" entendre.
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