I was flying home from New York once and was selected for a random bag check, by a female transit officer. Unzipping the suitcase revealed women's shoes, bras and panties. This brought a big smile to the agent's face. I told her the truth, "They're my wife's, she's on a different flight later today." She searched the bag and let me go on my way.
The great part about the story for me is two-fold. First, crossing from US to Canada or vice-versa you are not likely to be subjected to a morality search, the agents are looking for contraband and other illegal things. And second, she didn't believe that that was my wife's stuff, she thought it was mine, and as a closeted crossdresser that made me feel great to be busted in that fashion.