Cornered
Cornered strip, 4/29/00
She may throw out her back trying to carry him across the threshold...
Wishing Well Mixup
Oui magazine
Contributed anonymously
Normally, these fall under the category of "be careful what you wish for," but this guy really was asking for it...
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A Change of Costume
Batman newspaper comic strip 2/11/46 - 3/23/46
Contributed by Dove Sherman
In these reprints from the 1940's Batman comic strip, we see Batman and Robin go undercover at a costume party. However, since it's a couples-only affair, Robin ends up in a costume not entirely to his liking.
Encyclopedia Brown, Girl Detective
Encyclopedia Brown newspaper comic strip 2/19/79 - 2/24/79
Contributed by Zoe
Anybody else remember Encyclopedia Brown? (Kind of like the Hardy Boys, only with shorter stories where you could guess at the solution. As I recall, there weren't as many smugglers, either.) Well, here we get to see Encyclopedia on the case with his father at a costume party, where "going undercover" takes on a new meaning.
Between this entry and the one before it, I take it that teenage detectives
must have some kind of drag costume rite of passage thing. Either that,
or their mentors just think they look cute like that. 
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Adam and Laura
Adam comic strip
Reprinted in "Life Begins at 6:40" collection
An interesting little dream sequence where Adam and Laura switch roles for a day.
Fashion Statement
Playboy, October 2000
See, this is why I find it so hard to buy clothes for other people...you're never quite sure what they're going to like.
Fatherly Advice
Playboy, September 2000
There's a "Leave it to Beaver" joke in here somewhere, but I'm not going in after it...
9 Chickweed Lane
9 Chickweed Lane strip, 6/5/01
What's the big deal? It looks like a great costume to me...