So my mom doesn't know I dug these up, but they are awesome, definitely retro, and pretty funny, all from University of Florida:
This is from Derby Days (note the hats, and Sigma Chi banner in the background), maybe like 1973? Not sure how reliable the dates on the photos are, though. My mom's boyfriend was Sigma Chi, so she has a lot of photos of Sigma Chi stuff. This brother is apparently in drag...
I'm guessing the brother is a pledge. A lot of Derby Days included a "Dec-A-Pledge" contest where each sorority was "assigned" a pledge to "decorate" to match some sort of theme. The chapter with the best "decorated" pledge got points and the pledge usually got some sort of "award" within the Sig chapter. Like not having to do House duty for a month.
I find this hilarious. Even his nails are painted!
(I guess it really is 73, evidenced by the derby in the background)
Seeing the baby bottle makes me think this might be a contest where the pledge has to chug-a-lug. And often, instead of milk, it would be beer. If he wins, the sorority he represents gets points and he gets some "award".
More Derby Days. I LOVE seeing all the letter jerseys together! They're a little hard to see on here, but on the original, I can make out Sigma Chi, AOII, KD, and ADPi.
I'm kind of partial to the short shorts.
I'm guessing this is before a football game. Too bad we can't read the banner! The platinum blonde Gator chick on the swing over the door kills me. The date on the back of this says 1977.
On the left it says "98 lb. weakling," with what appears to be an emaciated tiger...I guess they were playing LSU or Auburn. I think the banner said something about "...in the ring..." so I'm guessing there's a Gator and Tiger off to the left battling it out in the ring.
ETA:
or maybe it's a wildcat for Kentucky?
No way that cat is a Wildcat. He would be blue!