biketyke,
For some discussion on shorts/chamois, check out the "Craft Chamois" thread in the "Apparel" area. I am sure there is a lot of info in the archives as well. There are definitely good shorts out there that don't cost $80, and sales can help too. Performancebike.com has great sales!
Jerseys....along with what Irulan noted about the wicking properties of the fabric, a couple of other advantages are pockets in the back to stash....cell phone, bandanna (to wipe sweat or nose), energy bars/bananas/other snacks of choice, wind vest, or whatever. They are also more aerodynamic as t-shirts catch the breeze and slow you down, where jerseys are more form-fitting. Much more comfy for riding. I used to be a t-shirt-wearing rider also, but once you try jerseys, you'll never go back. Plus, there are so many pretty colors and designs...I have an ever-growing collection and love finding new ones. Almost too much!
Socks...a lot of it is just style too (the pricy ones) - they can match your jerseys and come in cool designs and colors, but functionally, they're also thin and wicking. You don't have to buy the pricy ones, but just make sure to wear thinner athletic socks if you wear non cycling-specific socks. I also like the Smartwool cycling socks for cooler weather - keeps those toes warm!
Good luck, welcome, and have fun!
Emily




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