TLDR: Divorced middle-aged guy, traveling and seeing a lot of women including SWs. Matched with a girl on an app 5 weeks ago who hinted at being a SW. First 3 dates were paid. 4th date she said "no money today, just friends" and we've basically been inseparable since. She refuses money now, even tries to give it back when I sneak it in her bag. Met her friends, met her mum, flew to her hometown and met the entire extended family who treated me like one of their own. She's beautiful, comes from a good family, university educated, has options but says I'm different because I'm not controlling and love her family/food. She thinks I'm too good for her because of her past.
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Quick background.... Me, middle aged man, was married, now divorced, no kids. Have been travelling and meeting women, through apps and also bars/clubs etc.. I paid for sex many times. Met many wonderful women, massive respect to all SWs, truly from the heart, you are amazing.
About 5 weeks ago I matched a girl on an app, I asked what she was looking for, true love or something else? She sent a funny emoji including this at the end: 💵
Ok fine, we meet up, off the bat, super easy to talk to, very comfortable, she felt immediately different to all the other women I've met the last 6 months. (I met a lot honestly, I'm a real man whore) I ended up paying her more than double because she spent all evening with me, talking, cuddling, fucking etc... 2nd and 3rd date, same thing.
4th date, we arrange a day out, and she says, today we're just friends, no talk about money ok? This throws me a bit but I roll with it. Of course I'm paying for everything on the date. Nothing crazy, she's very comfortable eating at cheap street food and honestly doesn't seem to even want to go anywhere fancy whenever I suggest it.
And then we spent almost every day together since. She invited me to meet her friend group, super cool people, we cook food, chat, play games etc...
Her mum was visiting for the week. She had mentioned prior she was worried and wanted to give her a good experience. I gifted her $500 in an envelope and said don't stress, enjoy the time with your mum, she was very reluctant but I convinced her I wanted her to enjoy the week without worrying. I then spend 1-2 days with her mum and cousin, was a lot of fun honestly.
And then she has to go back to her hometown for the week, and she invites me. I'm thinking woah this is moving fast and I'm confused because I first met her as a customer. But now in my life I choose to say yes to every opportunity and see where life takes me. I was slightly apprehensive but when we land, she had already paid for a hotel 2 minutes from her family, nice touch from her honestly.
I meet her huge extended family, aunts, uncles, cousins etc... All super cool people. They welcomed me like family, her dad was great. He doesn't speak a whole load of English but we used google translate and had a nice conversation in the car whilst the girls shopped.
The week flies by, their family seem to like me a lot, they love that I eat all of their food, a lot of foreigners can't handle it so it's very rare for them. I loved every bite honestly.
So now we go back, she's with me at my rented house every day, we chill, invite her friends, we do couples stuff, go to the spa, beach, eat out.... everything. I tried taking her shopping to a nice mall close by and she wasn't interested in anything.
I've been trying to give her money, because even when she's with me there are a lot of incidentals she pays for, taxis, food, etc.... But it's really hard to get her to accept any kind of money. The last time I dropped some cash in her bag she took it out and gave it back. Also her family are not poor, they're all seemingly eating well and have businesses etc....
Her backstory is, she's from a good family, university educated, decided to leave home 3-4 years ago as she felt trapped with her family. She found a job and moved 1000 miles away and then met a "sugar daddy" who she was in a relationship with, and then a string of longish term relationships that went bad until 6 months ago she split up and went her own way. This matches with her insta and dating app join date.
And so my intuition is she has been using SW to pay her own way since then because she didn't want to have to go home a failure. She says she picks guys that are her type which is what happened with me, she liked my profile and then messaged me.
She's sort of open but still guarded about her past, understandably. She says she has broken a lot of guys hearts and admits she has a number of options waiting for her but she says I'm different. She loves that I eat all her food, love her family, I'm not controlling or obsessive and let her be herself. She's really opened up since meeting her in ways I can't describe. She also thinks I'm too good for her, because she feels like she's been a horrible person in the past.
Also did I mention? She's extremely beautiful. Everyone says that about their partners but, when we go out, random people dap me up and give me that knowing smile that guys give others like damn son you really pulled a baddy.
This is either a fool's errand and I'm going to get burned eventually or it's really some kind of insane 2026 Romeo and Juliet story.