Cross posted to /r/asktrp but I got a few messages suggesting I try MRP for more LTR minded advice.
Quick background: private pilot (think glorified cab driver for those with the means). Keeps me VERY busy, so it's really only in the past few years I've slowed down and thought about having a family. Being a pilot, owning jets, and being decent enough looking means plates are not a problem - but the truth of it is I've been bored with that kind of women for a long time. I just turned 41.
A number of months ago one of my regular clients was flying. I'm at the FBO with his crew when he comes rolling up with this woman in his car. His guys all start grinning and going on about her, they're all trying to figure out if she's Evan's friend or something more. She's pretty goddamned gorgeous so I have to say I'm curious too.
We fly a few more times together and I find out a little more about her - sold her business, moved back into the area, wicked smart and that's a turn on for me. I decide no pussy footing around and ask Evan what the deal is between them so I can proceed or not. I don't want to step on his toes, I like the guy. He gives me the green light, says he'd love to go there with her but, no, they both want different things out of a relationship, he's much older, whatever, I've got the go ahead.
I take her flying, we pheasant hunt together, have dinner, a number of really great dates. It takes a bit longer than I'm used to, but we sleep together after awhile and that's phenomenal too. I was starting to think she wasn't interested physically despite her being touchy feely (used to faster paced girls, I suppose), but once she decided she was down it's been nicely nonstop. When I'm gone overnight she now stops at my place and finishes up my laundry, puts a meal to be reheated in the fridge or crockpot, cleans up, just something to be nice.
I've tried to be realistic in my thinking, I don't want to be struck with severe one-itis, but I wonder now if in an attempt to be realistic I'm just psyching myself out. So, I'm here to share my "concerns" and see what you guys think. When I first met her I thought she was mid to late twenties, appearance wise. She's 35. Yay that she's an awesome looking 35, obviously takes care of herself, but wall? I don't have any reason to believe she was some crazy ass hooker in her youth and is trying to change her ways, but I do wonder why no one has pulled her off the market yet. Evan described her as not really being interested in dating, really independent, but despite the fact that I can see what he was saying and I've seen that side of her, she's also very gentle and submissive and feminine around me.
What do I need to be wary of here, guys? Or am I overthinking a good thing?