I definitely think it’s better to go out with someone a little frummer than you , rather than a little less. Believe me, I’ve heard from others what they have to go through, when they end up marrying someone who is really much less then them.
Ummm. Doesn’t that mean you shouldn’t marry someone who is frummer than you also? Because otherwise they will be the one marrying someone less frum than them (you). And since I’ve never heard a marriage where one was happy and the other not…