never say never ........but wearing cropped skinny jeans with boots is more comfy and it fits better , i wear cropped siwy hannah . Actually the baggy look with boots is already coming with jodhpurs and harem pants tucked in boots , well like its sooo common now to see a girl with tucked in jeans in UGG boots ...its getting ridiculous. I think fashion isnt so much about what flatters as it is to be different , like skinnies look bad on 90% of most girls over 16 but yet they are popular , because until recently it was different , but now every other girl sports them , it loses its cool and uniqueness. In 2004 , most girls would never dream of wearing tapered jeans , now look . Now samething goes for high waisted jeans , people swore off them , calling them mom jeans , but now people are starting to adopt the look , stores windows are full of mannequins in high waisted jeans. The women behind all this ...kate moss ...same women responsible for skinnies meteoric rise , kate wore high waisted flares to the topshop show in fall 2006 and now look.