The University Archives Digital Image Collection, available through the Penn library system, allows you to pull up photos from yesteryear, including ones from alumni events. I love old photos–I love the clothes and the hair styles and wondering what happened to the people in the pictures. I love that you can also search for particular photos. Here’s one what a search for “homecoming” yielded for me (btw, save the date for this year’s Homecoming Weekend featuring arts and culture, November 4-6, 2011. Also, we again face the Princeton Tigers this Homecoming Weekend).
This football guide book was for the game on October 22, 1966.
Artist: Louise Day, October 22, 1966
And here’s the game book from November 2, 1957:
Artist: Robert Foster
Finally, one from November 15, 1952.
This photo was taken a Alumni Day, 1952. I imagine that one of the woman is saying to the other, “Oh, no, Margie, this t-shirt certainly won’t be too small on you.” If you can think of a better caption, please send it along.
Photographer: Mike Pearlman, 1952
Frankly Penn 
How about, “Do you think this would fit Lucy, my French Bulldog?”
“This reminds me of that time you did the laundry.”