Your sister's not in a good place, Cid. I hope she sees the light soon and gets rid of that scumbag before he goes psycho with his possessiveness, which he probably will do at some point.
I could never be in a relationship like that; but at the same time, that's a very easy thing to say. I've seen strong women brought down by men like your sister's boyfriend; they start by accepting the possessive/jealous thing, and then move into a defensive position where questions about their shitty boyfriend only prompt rationalisations of their behaviour and crap about how it's backward to think that men should pay for everything. Pointing out that having the woman pay for everything is no more forward thinking does nothing.
If your sister started from a position of low self confidence, she probably took the jealousy as a compliment. Women who haven't had too many men or think that their chances of finding a new one should their current relationship end will go to any lengths of inner rationalisation to keep the 'relationship' going, if not alive.
To answer your questions, I've never been with a jealous layabout before, and I've never had a relationship my family didn't approve of.
I have a question for you, if you don't mind - does your sister have friends, and time to see them between her two jobs and her man? Does she get out with the girlies often? If so, it could be in your interests to ask them what they think of the boyfriend. Girly girls can be a powerful tool in a woman's life if you get them on side.
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