Generally, I prefer a more classic style. To me, nothing beats a navy blazer, grey flannel trousers, grey cotton socks, black oxfords, and a nicely pressed white dress shirt. However, sometimes it's fun to mix the trendy with the classic. What do I mean by that? Well, let's think about some classic looks that everybody knows of. Solid colored suits. V-neck sweaters with dress shirts, wool pants, and oxfords. Blue jeans and oxford cloth button downs. These are tried and true looks that have stood the test of time, and can be worn by just about anyone. The problem is that some people might argue these looks can get a bit stale and boring.
Then there's the other end of the spectrum. There are lots of weird and sometimes outrageous trends out there. Take for example pairing running shoes with suits. Or puffer vests underneath sports coats. Dress pants ending at the upper ankles, or upper thigh?
I think there can be a very happy medium between the two. Take some fun and cool trends and mix them into your classic outfit. Put a little subtle flair into your otherwise "normal" clothing.
I'll give you a recent outfit I wore as an example of mixing a little trendy into the classic:
A classic man would always wear socks, a trendy man will ditch them from time to time (or wear really short socks like I currently am). I'll go trendy here on this otherwise classic outfit.
A classic man wears wool trousers. A trendy man wears cargo pants. Why not both?
Jacket: Tommy Hilfiger | Shirt: Michael Kors
Try it out. Those that know fashion a bit will compliment you on your trendiness, while those who don't will complement you on your classiness. Can be a good combo if I say so myself.