Sorry, I might come off a bit biased but whoever said Thrasher was the best skating game before Skate is retarded. Yeah, it's good, it's a cult classic even. The learning curve was high but the difficulty is what people liked. However, as a full game, you gotta be kidding me, not even close. THPS2 alone was 10x better then Thrasher not counting the other additions to the series. Grind session is fun, but it's THPS without the star power or features, not really much difference.
If you're looking for some old playstation Extreme sports game nostalgia here's some of my favorites people don't really pay attention too.
Razor: Freestyle Scooter
http://www.youtube.com/watch?v=AZlbi...eature=related
Like Grind Session with scooters. I had fun with it.
Aggressive Inline
http://www.youtube.com/watch?v=t-Uos-GBOT4
More well known but it still falls short on peoples memory.
Disneys Extreme Skate
http://www.youtube.com/watch?v=o6V0u...eature=related
One of my favorites. THPS4 engine with Create-A-Skater and fun levels/characters. Loved it.
X-Games Skateboarding
http://www.youtube.com/watch?v=LHSstRe67Dw
I was in the minority of people who actually liked this but I really did enjoy it and I have fond memories.
Evolution Skateboarding
http://www.youtube.com/watch?v=IE2yd...eature=related
If there was a skating game that had potential it was Evolution Skateboarding. It was the first game introducing create-a-trick and the gameplay wasn't horrible. It was fun and I enjoyed it a lot as a kid.
Honorable mention:MTV Snowboarding
http://www.youtube.com/watch?v=XUEUx...feature=relmfu
I don't know if you like snowboarding games, the obvious winners are SSX but this game was one of my favorites growing up. I liked the fast paced gameplay and it felt smoother/easier to pick up than any other ps1 snowboarding game available.
Dishonorable mention: BMXXX
http://www.youtube.com/watch?v=cMO9Vr32d6A
Since everyone is mentioning Dave Mirra, remember this crappy gem of art? This was suppose to change the way we look at video games as adults forever, haha. No.