I feel like I've been featuring this style of jean a lot lately, but ever since the weather cooled down I've been a bit obsessed with my boyfriend jeans. I bought a pair from Bardot just before summer last year so probably only got to wear them once or twice. They're definitely not as baggy as boyfriend jeans go but I like them a little more slim-fitting.
I always wear flats with mine - whether ballet flats, converse or sandals. I would say no to boots, but if you're a heel person then heeled sandals are another option. You can get away with wearing any top, but best not something tight. Just keep it relaxed and easy.