MrRockPaper

I have a friend to whom I was attracted before she got into escort work. We even discussed her getting into that line of work before she started. Some escorts had met her at a Super Bowl party and told her they thought she'd enjoy it and be good at it. Apparently they were right because it's been several years now.

How do I discuss my interest in her? I'd be happy to be a friend-and-client but I don't even know if escorts have that as a thing. I am nonmonogamous myself and I have no problem with her being an escort and just being FWB or just a client.

However if it came down to "Look, would you rather sleep with her once OR remain friends with her indefinitely" I'd choose the latter. It's just a confusing situation. How do I even talk to her about it? Or maybe I don't?

Ooh, thanks, that's REALLY helpful. I have NO idea what the job entails, but it did intuitively feel weird to me approaching her as a client or a FWB or whatever.

So my best shot of approaching her as a romantic or sexual partner is just to let things be for now and hope sometime that circumstances allow for the possibility (like if she retires, or just says to me "I wish I had a boyfriend.")

It's a pity because when we were closest was back when I was married so I couldn't say or do anything about that. Now I'm not married, but she's off in Singapore this weekend drinking cocktails atop a skyscraper. Ah well, best I can do is hope life brings an opportunity to renew our friendship.

Thanks again.