What kind of boyfriend do you think Hyde would've been to a girl before he dated Jackie? Not just one of his sexual flings but actually emotionally invested.
I don’t think he would be any different as we saw with Jackie, mostly because we did saw him learning better in the first episodes of season 5, so his characterization as a boyfriend wouldn’t had been so different.Â
Except, maybe, he wouldn’t had a girlfriend that actually makes him question his own bullshit and makes him taste his shit, like Jackie often does when he pulls something crappy at her and she turns it back.
But if Hyde had his season 1 characterization, that would had been awful. Look at how he was with both, Donna and Chrissy: needy and obssessive, idealizing the poor girl and calling them weird names (easy? oh my God), being pretty stalkish and just, overall, going into extremes.Â
Boy, that would be a very abusive and unhealthy relationship, probably a short one.
Season 2 and 3 is way better, I think it would had gone like in season 5, like I said at the beginning of this answer. Now, season 4? Horrible.Â
We see him act like an idiot in one of the most ooc episodes of the show when the gang throws a party to get Hyde a girlfriend. He gets manipulated and acts like a cave man in front of a girl he supposedly likes for more than a fling. If that Hyde would had been the one in a relationship, I wouldn’t expect it to become an actually healthy and good one.
No relationship that has that kind of agressive manipulation will EVER be good.
The other episode we see him holding it with a girl for more than three days is when Eric gets #nohomo jealous of this Jill girl he gets for everything, included the circle, just because she wouldn’t open her legs to him when he wanted. Disgusting.Â
That’s no boyfriend material, that’s jail material.
So honestly, season 1 and 4 Hyde wouldn’t be ready for a relationship, and could easily become abusers or be abused in a any relationship they could start in those points. While season 2-3 Hyde, I think would had a better chance to get into something good.
He’s caring and sweet when he loves someone, he would do a good boyfriend to any girl he would actually feel something real for.Â
But the thing with Jackie, is that he has a lot of time to develop those feelings. An entire year or even more before they finally got together during summer, so whatever relationship he may had before Jackie’s, that love wouldn’t be as mature and deep as what he feels for her.