I am relatively new to cycling and have decided that my bad cycling shorts from a local sporting goods store need to be upgraded. To give you an idea how bad they are, they only cost me 20 dollars.

So where do I begin? I have been overwhelmed by the choices! I live in Connecticut and the weather is getting slightly chilly (and I tend to be cold a lot) so I thought I may want Knickers. However, my boyfriend is suggesting I get a decent pair of shorts and some legwarmers. What would you suggest? Also, I have no idea the difference in padding and good or bad brands.

I have noticed that some cycling bottoms come with leg-grippers and others don't. I feel they would be nice to have on shorts, but what about knickers and tights?

Sorry that these may be dumb questions, but I really have no idea and am very confused. Thanks for your help.