I get infuriated with her behavior towards Jeb. She acts quite angry over his brash and rude behavior and tells him off. Yet that apparently attracts or intrigues her, so she keeps going to him.
Well, actually, that is consistent with the type of man Carolyn seems to go for. With the exception of Joe, each and every one of them is trouble in one way or another.
Burke: she's told by all and sundry, he's out to ruin her family. Does she pay any attention?
Buzz: well, Buzz is more used than a user, but I think it can be argued that she brings him home to Mother precisely because he is the type of guy you don't bring home to Mother.
Tony: the Angry Young Man. Doesn't fall for her wiles. Tells her she's a spoiled rich brat and she's attracted.
Chris: No job. No prospects. Violent tendencies. Attracts trouble and therefore Carolyn.
I don't include Barnabas in this mess because that was a forced and supernatural relationship and not one she actively chose.
This could all conceivably be tied up with her upbringing and absent father. Pretty much the princess in the tower all her life. Wants excitement. Wants something different (if she didn't, she and Joe would have been married very quickly).
Jeb comes along when she's at her lowest emotionally. He challenges and provokes her, which always seems to get Carolyn excited. He's a young, strong, relatively attractive guy with "Man you so do not bring home to Mother" written all over him (of course, in this case, Mother will be ecstatic, but Carolyn doesn't know this).
Not saying any of this is healthy or sensible (I, in fact, think Carolyn needs a slap upside the head), but it does work characterwise.