A friend of mine once went to a shop to buy opera gloves. He needed them for entirely non BDSM purposes (he needed them for far dodgier reasons than that... ). He felt the need to explain to the shop assistant when he was buying them that no, he was not a transvestite he just liked dressing up as an elf...

Of course it is the ultimate public humiliation thing to send a sub into a shop with instructions to humiliate themselves. For example, sending a male sub into a female clothes shop and asking them to ask opinions of the staff as to which dress suits their colouring better and what shoes and underwear they need to wear with it However, when it happens accidentaly it is often more funny than humiliating...