Hi fellas! I met this cougar the other day. We exchanged numbers and then I met her for a drink. We were at her place 30min later. Sex was… hmmm… we’ll she’s really freaky and slutty. I always fantasised about having sex with a woman like her but I was not that turned on. Maybe if I got her when I was 18 it would be like a 4 hours hard core porn scene. But it still was very interesting and exciting. What’s important is that she is super interesting educated woman.

So she tells me she’s late 40s but she looks like she was late 50s. I’m 29. Now, she wants to take me out to some sick clubs in NYC tomorrow and I started feeling a bit of shame. Usually I don’t give a shit and do what I want but something is different here. She’s got waaaaay more money than me and know super rich people and the power dynamic makes me feel a bit weird. Going out with her to places and publicly being her “toy boy” or something is a weird one. I’m not sure how to feel about it.

Have you guys been in a similar situation??