Hmm… Laugh or cry? I guess it depends. Did it look like it was a habitual thing? Or did it look like he was goofing off?
I’m pretty sure talking about it (without shaming him) is the best thing to do. Remember to not place shame on him – this will only make him feel guilty, dirty, and awful. In fact, it may just drive him to do it more and lie about it! Instead try to find out why. Maybe there are other underlying issues – he was exploring, he was bored, he likes the way they feel, or maybe there’s a different sexual behavior involved?
I knew a woman who caught her boyfriend wearing women’s underwear. The underwear/clothing didn’t belong to her! He bought them (wig, underwear, clothing, and shoes). Oh and did I mention she caught him in the act! Apparently it was a habitual, sexual thing for him. He created the mood with candle lights. He had props (if you know what I mean) set out on the coffee table. His women’s underwear wearing habit was definitely NOT just the “I like the way it feels” or “I’m goofing around wearing your undies” thing.
Chat it up with him… I’m sure there’s a reasonable explanation.