1. More or less the same thing that I wear. Cargo pants, some sort of t-shirt, usually a Pittsburgh Penguins one, with either running shoes or waterproof boots, both black. Bundeswehr field jacket and fingerless gloves if need be in cold weather, with a liner for the jacket and thicker gloves in winter. In the summer, cargo shorts with a belt, the same sort of t-shirts and running shoes (if it's really hot he'll just go shirtless and barefoot though).
2. Yes, I own and wear the clothing that my fursona wears.
3. Well, there's some basic items in the jacket or pants pockets, Swiss Army knife, a little money, screwdriver, watch and the like. I guess you could count the jacket and gloves as "accessories". Oh, and rubber-lined dog tags with personal info. He carries many more things and wears different clothes when airsofting just like I do, but I'd get completely carried away if I were to go into that.
4. His usual one, I guess.
5. There's a hole in the seat of all pants for his tail, and slits in the top of any headgear for his ears. Other than that, I don't think so.