Have a pair of black 1460 Docs I got a while ago... Really liked the idea of wearing them with skinny jeans where the leg openings would hug the boots tightly, kinda like this: http://weheartit.com/entry/group/15026861
Although I came to the realisation that I carry a bit too much weight around my ass/legs to wear jeans that skinny, when I tried these on: http://www.urbanoutfitters.com/uk/catalog/productdetail.jsp?id=5222462114000&parentid=BRANDS-EU
...I pretty much filled the whole pair of jeans out, and just felt that that look is unflattering for myself.
Would be great to get suggestions or pics of people that have pulled off wearing docs without wearing skinny jeans. Cheers!