Hi! I have to say that I really like the #2 jeans for a fun addition to a denim line-up. I think they'd look gorgeous with a pair of red heels, or even a pair of white Converse. But I agree, if you're not going to wear them that much, then maybe not worth the investment...
My favorite pair overall is #3, for the reason that they're the simplest and most versatile of the options and seem like they'll go with the most types of tops and blouses.
Have you ever tried L'Agence jeans? I recently found my favorite pair of skinnies ever from them. The material is amazing and really stretchy (without losing its shape); they wash really well; and they're high rise, which is a new favorite style of mine, personally. Very flattering. Even had another mom stop me in the parking lot at Target to ask me where I got them! Here's a link to them at Barney's, but you can find them at quite a few different retailers. I purchased mine at Saks.
And also, in case this is of help to mamas in this thread, I recently wrote an article for LUXYMOM about how to find the perfect pair of mom jeans. I know from talking to so many people that even though it's one of our most common purchases, it's so hard to find the perfect pair!
Hope this helps!