Need Some Trivia Help!

I’m involved in a huge trivia contest this weekend and I’m looking for some help. The project starts with the release of a series of random pictures. I’m trying to identify as many of the following pics as I can by this weekend.

The idea is to identify exactly where the picture is from. For example, it may be a picture of Barry Sanders, but the correct answer would be ‘Barry Sanders’ Topps rookie card. Get it?

I thank you in advance for all your help and please, any and all brainstorming is encouraged. Your guess might lead someone else in the right direction.

The first picture is above.

Another one…

looks like a Robert Crumb drawing

Good Luck. This is more like a wild goose chase than a trivia contest. I recognize one as a football player, but that’s all I can come up with.

DB

[quote]dollarbill44 wrote:
Good Luck. This is more like a wild goose chase than a trivia contest. I recognize one as a football player, but that’s all I can come up with.

DB[/quote]

Yeah, I guess this first part is like a goose chase, but it is an entire weekend contest. This is not the whole thing.