Seducing a MILF
So I work on a radio station once a week. Just spinning the records I love for the fans that I adore. So there is a girl I have seen there once before with a really sexy body. She is older than me and I feel like the graduate around her. I was really flirty with her last time I saw her, but I wasn’t sure if she was a lesbian and I didn’t want to create an awkward situation in front of a girl that I thought might be her girlfriend.

This time I am setting up and she is in the studio too. I make sure she’s the last one to leave and I escalate like a maniac. I use my new number close move from the L Word. I just go direct. I think you’re sexy and I wanna kiss you and I want to call you. I really create a ton of sexual tension, but I can’t take it too far as I have records to spin. I get her number and she escapes.
I send her a ton of sexual texts and she is responding big time. I push and hope she’ll invite me straight over after my show but no dice. The next day I continue my text barrage and get a date set up. She lives almost an hour away from my be train. So I make sure she meets near my house. I also tell her to dress sexy.
We meet up and bounce through my 3 favorite bars near my house. I spend a couple of hours with her playing the question game and trying to work on my rapport. We are building a nice connection, but she mentions her age constantly. She keeps subcommunicating that she doesn’t know why I want to be around her. I’m trying not to let it kill my mood. I keep chatting and we play the questions game for ages. I keep building sexual tension with deep gazes. Finally when the moment is right we kiss.
And my God. She is the worst kisser I have ever encountered. I have tried to describe it to a few people but I really can’t with just words. Basically it’s like kissing an Alien. She pulls her lips back and just uses her teeth. I think I really let myself down because I didn’t say anything. I was like she’s 35 and will freak out if someone as much younger as me tries to correct her. But it was HORRIBLE. So instead of going for a makeout I kept kissing her neck. Anything to avoid her mouth. I swear I don’t know who taught her that, but I hate them…..So I build more rapport just to avoid having to kiss her.
It’s a 10 minutes walk to my place from the last one, but I keep telling her there’s one more place I love. We are walking and she asked about 5 times about our destination. I stick with what Sebastian Drake taught me and keep it vague. I keep saying I got a couple of places in mind. Suddenly, we are near my place and I have to pee like a racehorse.
So I say I need to pop in to use the toilet. I nearly run up the stairs and pee for like 5 minutes straight. What irony! I set a record at the worst possible moment. I drag her into my room and throw her onto the bed. I start really escalating and playing with her boobs, but she is like I don’t put out on the first date. I almost mention that her clock is ticking big time. But I stay my ground.
She asks me what I want to happen tonight. So I say ideally my penis inside her vagina. She was like and what if that doesn’t happen? So I say I would like my penis inside her mouth. Maybe I was too direct? I meant we’re on my bed with the lights out. She tells me that she doesn’t give head. I jump up off the bed and say “They still make you?!? I thought that model was discontinued!!” Then I realize I might have broken too much rapport, as she is from an older generation. But seriously. That is not ok.
I actually step around the corner in the hall. I now know I could never have a relationship with her. And I know why she lives alone. I meant no head and terrible kissing? Why does she even have a mouth. I really liked her and found her sexy and intruiging, but she is making all the wrong moves. I come back into the room and we mess around some more. She clearly isn’t gonna have sex with me and I push, but probably not enough. She keeps saying she has to take the train home for work. I try to stop her a few times, but not enough.
I learned a lot from this experience about going direct and escalating CaliPimp style, but I need to do more work on my rapport.
UPDATE – We texted some the next day. She LJBFd me. I let her know that I have friends. I really don’t have any desire to be friends with her, as she lives super far away and had the audacity to try and next me. I sent her some more texts and about 5 days later she stopped replying. I have no regrets on that front.
