I suppose I’ll chime in on the prison boyfriend too. I left that alone originally because it’s your business who to date, but I’ve known enough addicts who always seem to find poor gals who are ready to put a lot of heart into a situation and get absolutely nothing in return. That’s usually one of the better outcomes, too.
I don’t know any pertinent details besides “soon-to-be-released-from-prison-boyfriend” and your sense of obligation to be there for him when he gets out. To him, to yourself, to your ethical code, to your feelings, whatever. You sound like you think it is your duty.
Fair enough. But if you think you’re the only person in a position to help, you’re not. First and foremost, the entire process is on him. Second, there are entire support networks that will be available to him who make it their business to help. Third, your ability to shape his outcomes is severely limited. You may feel like you can be a force in his life, and you can, but odds are this guy’s got a rough road ahead of him no matter who he latches on to and how great they are.
Again, I don’t know enough about you or the situation to call this specific advice, but what you describe sure fits patterns I’ve seen before. I’m wracking my brain trying to think of a situation where a girl swooped in and rescued a guy I knew with SERIOUS issues. I’m coming up blank in my rolodex of about a dozen or so people I’ve known who fit that bill. Things might seem fine for a while, but they all seem to end up badly.
The biggest sense of rejection I ever felt was losing out on my crush when I was 18 to a budding heroin addict. He was much better looking than I was and she was attracted to him, not me, even though I tried way harder than that loser did. Talk about a rough blow, losing a girl to a junkie…
She was a catch too, gorgeous gal with a Christian upbringing, good values and and she didn’t sleep around. He never quit using, but she thought things were going well enough to marry him a couple years later. She never doubted her ability to save him. She literally believed it was God’s plan.
Not long after that I cut all of my drug-using friends out of my life and moved far away. I didn’t want to know anything about what was happening among the people I grew up with, which seemed like a nonstop stream of bad news. I recently started re-connecting with a few people over social media. I have absolutely no idea what’s happened in the last 17 or so years with her, but I recently learned she was arrested for breaking into a house with some dude who is 20 years older than her. She has a serious heroin addiction and seemingly all of the problems that go along with it, 20 years after she fell in love with that charming junkie. Now she’s in prison and looks like she’s been through hell. She probably has been.
I couldn’t say whether or not she’d be in that kind of place if she had just dated me instead of the dashingly-handsome junkie who told her all of the right things. It would seem like an unlikely event considering life as I’ve known it. Who knows, maybe she had it in her from the start, but I doubt it. Something in the last 20 years turned the best gal I knew into an unrecognizable shell of who she used to be. I think marrying a heroin addict may have been a factor.
I can rattle off about a dozen similar situations with people I’ve known over the decades, but this one I just learned about recently and it hits pretty close to home.
Am I saying you’re going to fall apart if you date this guy? Not at all. You’re in charge of your outcomes. All I’m saying is that a similar sense of duty to another person pulled a well-meaning and genuinely good woman I knew into an orbit of destructive behavior and terrible outcomes.