Grow Up
- thedirtydianaxxx
- Jul 18
- 3 min read

A problem I’ve noticed with being in “the lifestyle” is that the dating pool seems very… immature. I’ve aged out of dating college girls at this point. I’m not saying if a super hot college girl pursued me I’d say no, but I will not be doing the pursuing. We don’t have anything in common and my attraction will almost certainly drain away as soon as we start conversing.
I have found men even just a couple years younger than me are not compatible. I complained about Gen Z men before, I think. The fact they seem inept at basic small talk and won’t ask a single question on dates? I don’t get it. I haven’t noticed the same with the women, although they’re still immature in other ways.
So we’ve ruled out 18-22 year old women (I would never even attempt to date men that young), 23-27 year old anythings (except Sean… who admittedly is a bit immature, but in a bearable and honestly kind of entertaining way), and by happenstance I haven’t really dated anyone 28-31 (my age). So that leaves people older than me.
You would think dating more mature people would mean they’re… well, more mature. They are not. There’s been several examples of people I’ve gone on one or two dates with, people that don’t stand out and I don’t remember. But I’ve told you all about some of the stand outs. There’s Asian Ashley, who at the time was 29 but I was roughly 25 when we met. So older than me but not even close to my maturity level. Obviously there’s Sara, who’s literally two years from middle aged but has continued to act like a 19 year old. The latest, seemingly immature person in my dating adventures is Liz.
Liz is a 47 year old milf with a daughter literally my age. I’m hoping she’ll have a threesome with me and Ryan and she seems down, albeit busy. Liz and I cannot text. The generational gap makes it difficult. Even Ryan has said she’s hard to text, and I can notice an age difference between us when we text, so if she’s too old for him… idk.
But the thing is she’s super fun in person! Maybe too fun. We met up and I had a great time. We were at a bar next to her house and we walked back so we could continue to hangout and I could sober up before driving. There were a couple other people with us at this point, I guess she’s a regular at this bar and some of her friends came to sit with us by the end of the night so they also came back to the house.
Liz ended up getting sick and then passing out in her own bed while we were all in her house. Now, we’ve all had an experience like this in college or whatever. But at forty-seven? This single event didn’t bother me much, but her drinking on a boat posting her titties on snapchat two days later did a little bit. Now, obviously I can appreciate titty pics. And she spent some money on them so she wants to show them off, fair enough. But when you’re 47 and seemingly the only thing you post is you drinking with your titties out… Idk. A bit of a red flag.
It’s not gonna stop me from fucking, but I don’t see how we can become close friends. I really wish I could find some normal (but kinky) thirty year old friends that I can do fun things with that aren’t just partying. Normal friends who don’t have baby daddy drama or constantly get fired from their jobs. Is my tolerance just too low? I cannot possibly be more mature than everyone around me. Do I have a weird standard by which I measure maturity? Does the promiscuity of open relationships just tend to attract a less mature crowd? I don’t see why you can’t have your shit together and also like to fuck?
Oh well. At least the “immature” shenanigans are fun.










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