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Shitty skateparks are usually more fun than good ones
I agree with this one, but some parks are so shitty there's not even fun weird things to skate or good ground. I really hate the street league type skate parks, they just feel so stale.
Yeah, "shitty" can mean a lot of things.
I feel like when people say "I like shitty parks" they mean a bafflingly conceived park, almost funny, but with one or two bizarre obstacles that one very specific style of skater will have a trick for, eg - "this would be great for the pole jam guy" or "the wallride guy could do something fun on this weird thing".
Personally, when I say "shitty park" I mean like a small patch of shitty concrete with a few Woodward prefabs slapped on top, or a park in such a state of disrepair you're more likely to get tetanus than a clip.