This should be a poll!...
Personally I love Autumn and Winter, but I like spring too!... Summer... well... not so much!
Autumn because I can still wear t-shirts but I'm free to wear scarfs, boots and coats. Because it's colder but not too cold, and it rains! Lots of light leather jackets! And gloves!
The rain is also valid for Spring... I love those showers! I can wear trench coats but I can dress lightly underneath. And then when Summer approaches it's time to show some skin, and I can drive my Vespa without the windshield and feel the warm air, but I can still wear leather jackets at night.
Summer is just dreadful! Too hot to be stylish!... We're stripped to the bare essentials! It's nice to wear shorts and tank tops... show off sun kissed skin!... but when it gets too hot it's just not comfortable to wear anything! I'm from Portugal, the temperatures get really high in the Summer! I like it only at night when the temperature drops a few ºC and I can have a Caipirinha at the beach or by the river, and then go out. People are usually more lighthearted and joyful, so somehow it balances the uncomfortable hot days.
Winter is when I can wear layer upon layer of clothing! Boots! Coats! Gloves! It's just cozy! And incredibly stylish if one wants to... But then again, I'm from Portugal, so only a couple of weeks between December and January are extremely cold (0 to 5ºC), still, mostly sunny! I just love it! People tend to dress up, and some women specifically wear really stylish clothes underneath the bulky fur coats! On the other hand, some people just can't dress for winter and it's an embarrassing sight!...