A juggler wearing a plaid kilt and a green shirt, juggling.
A person rides a bike down a hill wearing pants.
you typically wouldn't be juggling while riding a bike, and a kilt is more of a man skirt while pants are just pants.
A person cannot be juggling and riding a bike simultaneously.
The person cannot be wearing a kilt, which is typically a skirt-like clothing and also pants, which typically cover one's legs.