I'm 19 here, and a few months ago when I was at school me and some friends went clubbing in Hollywood. I was in a blazer and some gray jeans, so I was looking pretty classy. Anyways, a woman who looked 35 or 40 approached me when I was just hanging around talking to my buddy. This before I started reading this sub so I didn't do any kino. We had a lot of fluff (where she lived, what she does, blah) and she asked why I wasn't on the dance floor, so I responded "I'm just chilling here, and why not lets go dance then." She said she was a little too old for that scene.

So her friend eventually comes up and starts bugger her how she wants a drink from the bar, so she tells me she'll be right back, she really enjoyed talking to me and she wants to continue to, and she asks me if I'm going to stay where I am and I say yes. Of course, I'm hammered, so I don't get her number and I walk off to go look for more ass to look at. Damnit, I blew that.

But later in the night there were these two other MILFs who had been sitting outside of the bar in the middle of the area with their high heel and short skirts. They had been there for awhile and I mentioned to another guy from my university, "Damn they're fucking hot". The guy, who's actually 21 said they frequent the club we were at, and that they like the young studs.

So through out the night, I'd turn around, notice two guys would come up and sit besides them, and then went I turned around again, another group of two guys would sit besides them. Must have been at least a dozen guys that got shot down.

I never approached them, older women really intimidate me. But how would you guys approach older women? That's whats most mind boggling for me. I'm 19, go to a great top 25 school but have no degree, no idea, no business I own, nothing. It's easy for me to get stuck into the realm of "I'm young and worthless to her, why else would she want me other than sex? And what's attractive about someone who hasn't proved anything or done interesting things in life?"