There's this boy — he's 29; I'm 46 and female. We met when we were 23 and 41. I was not and am not into little boys. The Kid chased me, and I turned him down for months — until I got drunk one night and caved. It was supposed to be a one-night stand, but it isn't anymore. We've never been "together," because the Kid wants kids and happily ever after and all that horseshit, and I don't (and I'm too old even if I did). The Kid has been in several relationships over the years, looking for "the one," and I genuinely hope he finds her. In my wildest dreams, I'm invited to their wedding and their children call me auntie. But in the meantime, the Kid runs to me when he hits a hiccup in a relationship, and I let him — meaning, he gets mad at her and fucks me madly. Afterward, I get him to talk about it — he tells me what happened, and I always try to advise him how to make it better, how to make it work. But so far it hasn't, and we're "us" again until he meets another girl. I do love this Kid, for what it's worth. But I'm afraid I'm ruining his chances. I'm afraid that by being an escape hatch, I'm giving him a reason not to work on these relationships and he will never find the kids/forever thing he's looking for. Should I let him go for his own sake? If I tell him honestly why, he won't accept it, so I'd have to just vanish. I'd hate that. It would be worth it if I knew he met someone and got to live happily ever after. But I'd spend my life feeling bad for disappearing on him, and I'd always wonder if the Kid wound up alone.
Don't Call Me Cougar
I don't see any conflict between what the Kid says he wants in the long run — kids and happily ever after and all that horseshit — and the things his actions indicate he wants now, i.e., your rear and your ear. He's young, he hasn't met a woman he could see himself with for the long haul, and he appears to be in no rush — he can have his first kid next year or 20 years from now.
And the meantime, DCMC, he has you.
Here's where I detect some conflict between statements and actions: The fact that you keep fucking the Kid while he's technically still with other women — first you fuck him (madly) and then you advise him (sagely) — is a pretty good indication that you're not ready to let go of him, either. If you really wanted to encourage the Kid to work things out with whatever woman he happens to be seeing, DCMC, you would offer him your make-it-work advice without fucking him first.
Fucking someone who has a girlfriend — especially someone who has a girlfriend he's supposed to be with exclusively — doesn't exactly telegraph "I think you two should work it out." So going forward, maybe you should offer the Kid your advice when he's seeing someone, fuck the shit out of him when he's single, and don't waste too much time worrying about whether fucking you incentivizes being single. Because single/you may be what he wants right now.
If I first met someone on a hookup site or at a sex party and then we start seeing each other, what's the best way to explain how we met when we're at a social event and people ask?
Torrid Revelations Undermining Totally Honesty
The truth is always nice — and in your case, TRUTH, telling the truth about your relationship could be constructive.
There are a lot of people out there in loving committed relationships (LCR) that had crazy sleazy starts (CSS). But very few people in a LCR with a CSS tell the truth when asked how they met. A couple who met at a sex party will say they met at a dinner party, a couple that met inside a cage in a sex dungeon will say they met doing a team-building exercise at a work retreat, a couple that met during an impulsive, drunken threesome will say they met at a riotous protest outside a Trump rally.
These lies are understandable: People don't want to be judged or shamed. But when a CSS couple lies about how they met, TRUTH, they reinforce the very shame and stigma that made them feel like they had to lie in the first place. And they play into the sex-negative, self-defeating, and super-hypocritical assumption made by singles who attend sex parties, spend time in cages, and have impulsive threesomes — these single people who do sleazy things often refuse to date the people they meet at sex parties, etc., because they believe no LCR ever had a CSS. If couples that had sleazy starts told the truth about themselves, single people would be less likely to rule out dating people they met sleazily.