Okay Pills of PPD, here's an opportunity to affect actual behavior in a real life situation.

I've been seeing someone recently. I'm going to lay out the facts and let you offer up advice on what I should do next.

(I won't necessarily follow your advice. I'm just curious what you say.)

Here are the facts:

  • Me: late forties, divorced, no kids. Good income, well-traveled and handsome for my age (frequently told so) BUT under no illusions that I'm as HAWT! as a successful guy in his late twenties or early thirties. I'm not rich, but I'm comfortable, drive a luxry car, own a townhouse etc.

  • She: 24, smart (at least smart enough to do well in AP courses) but comes from disadvantaged background so she's still working her way through nursing school. In the meantime she works tough hours (including a few 12 hour shifts) at an assisted living facility, and is considering picking up a second job.

Positive qualities about her: genuinely loves helping people, even cantankerous old Alzheimers patients. Hard working and would always pay her own way if I let her. Has never asked me for anything. Most of our "dates" are smoking a bowl and watching football games at her place, maybe order takeout. (We live in a state where recreational marijuana is legal.)

Bonus: she really knows football so it's fun to watch the games with her.

Negatives: she has a history of alcohol abuse and depression (so do I). She still smokes a lot of pot but wants to stop. She would like to be drug free before she has children.

Some other potentially relevant details:

  • We met on WhatsYourPrice. I offered $25 for a date (my profile says I never offer more). She accepted, we went out, I gave her $25 and that's the last time she expected money from me.

  • I pay for all our dates because she's barely keeping her head above water. She always thanks me.

  • We haven't talked about "the future" that much because it's only been a month, but we are exclusive. She doesn't seem to have a problem with the age difference except as a way to tease me. I've met a couple of her friends in passing, and she wants me to meet more of them at a pumpkin carving party she's hosting. (So, no evidence that she's "hiding" me from anyone, or at least not her friends.)

  • She wants kids someday. FOUR kids! I'm not opposed to that but am wary given my age.

  • She's fairly close to her dad. Her birth mother is literally schizophrenic and she was taken away from her when she was 7 or 8. They remain in contact but it's tense because the birth mother likes to manufacture drama. She gets along with her stepmom but is not close to her. She also is reasonably close to her siblings and has friends that she considers to be like family.

  • She worked as a stripper for 9 months a couple years ago and did a lot of partying during that time. She doesn't have any shame about sex work per se but decided she was partying too much and that she was not good at hustling guys for money. She never dated a customer and refused to provide "extras" beyond a lap dance.

  • She occasionally comments that she "doesn't understand women,"" particularly how they can be passive agressive. She did kinda sorta shit test me at the very beginning but I haven't seen anything like that since. She also says she wants her children to be boys because she understands them better.

  • She's generally very affectionate with me. We have good sex but not every time we see each other. I'm personally fine with that. She pointed out something I hadn't thought of before: if you don't expect sex every time you see each other, it allows the sexual tension to build up so when you do have sex it's very passionate. That's been my experience so far.

  • She has a hot, petite body befitting a stripper, and a cute face. Her grandfather was Japanese so she has a slightly Asian look.

  • She has several tatoos and is about to get a big one on her back (her friend is a tatoo artist so she's not paying anything for it). I don't generally like tatoos on women but can overlook that in her case. Plus, these days it's almost impossible to meet a women without tatoos.

So RPers, BPers, PPers - what do you think I should do going forward?

RPers, what are some AWALT things I should be aware of? Based on what's written above, should I treat her like a loaded gun? In what ways?

BPers, am I smoking crack to think someone that much younger than me is attracted to me? Am I a cradle robber preying on her insecurities?

I really doubt we'll get married and have kids, but I'm still open to the possibility.