I'm starting off with this grey ribbed sweater dress from New Look (I'm wearing a size M) which featured in my Snapchat Shopping trip. I love the slouchy fit, the shade of grey (although it also comes in burgundy) and the ribbed texture. It looks great with a pair of OTK boots like these from Stuart Weitzman.
When it comes to knitwear I'm a firm believer in 'the chunkier the better' and that's why this chunky camel sweater dress from Missguided made my top 5. It may be a little too short to wear with bare legs at this time of year but I would pop on a pair of 100 deniers and add some OTK boots for a 60's vibe. It would work just as well layered over some mid wash skinny jeans for a more casual weekend look.
I just Love the casual 'street' vibe of this hooded sweater dress. I would wear it with some kick ass LBB's (Little black boots) and a biker jacket. If you wanted to give yourself a little more shape then you could cinch it in at the waist with a belt. On those super chilly days then you could also wear this over a pair of coated skinny jeans.
For my final choice and a higher price point option I've gone with this long black roll neck sweater dress from Allsaints. With it being black the styling options are pretty endless but for a more edgy look style with some lace up worker boots and a biker jacket. Or for something a little more chic, cinch in at the waist with a statement belt and pair with some killer ankle boots. This sweater dress works on so many levels and is definitely worth the investment.