a soggy shoe is when a male masturbate and releases his fluids into a person's shoe right before he/she puts it on. and then they put it on with cum all on the inside

when you're hungover as shit after a spending a night drunk as a skunk

When you wear some nice shoes with some socks while its raining and you step in a puddle so your shoe gets soggy and your sock is soggy too, making your feet itchy.

Like going to school and taking your shoes off because of soggy shoes syndrome after you stepped on a puddle