When i was in high school skateboards where not allowed on school property. Unfortunately, some schools are still this way. Other than the bullshit factor of such a discriminating rule, the problem was that my skateboard was my primary means of transportation at that time. i lived about 2 miles from the school and after a guy who just gotten out of jail tried to light a girl i really liked on fire while we rode the city bus home from school, i decided that i would no longer be participating in public transportation. i have never been much of one for following rules but at the same time getting yelled at every day is not really a life goal. Skateboarding has taught me to be creative and you can get away with a whole lot of shit if you just use your gray matter and get a little creative. i needed to hide or disguise my skateboard while on campus yet didn't want to effect my skating with a whole lot of weight while not on campus. Logically, the answer was a pillowcase.
My mum had a whole fucking closet full of sheets and blankets and shit. i am a rowdy sleeper and she bought me some extra long pillowcases so i couldn't rip them completely off my pillow while i thrashed around at night. Well, the psychoses payed off because my skateboard fit perfectly in those oversize pillowcases.
Let's face it - people are lazy. If you are not doing anything overtly wrong they typically don't want to be hassled with having to deal with you. i'd get off my board at the edge of school grounds and throw it in the pillowcase. Then i'd carry it to my locker and store it in there for the day. On the rare occasion that a teacher would ask what i had i'd just say it was a project i was bringing in. If you give people an easy way out they will usually take it.
End of the day was just the reverse. When not covering my board, the pillowcase was light and folded up small and easily. i could skate home, skate with friends, or whatever. It was my first skate bag, it was simple, and it was cheap.