This sounds like a lot of fun!
Do you have a bike? If so, how about going for a 5km ride. At each km mark, you should take off a different piece of clothing and leave it in a fairly visible location. It's up to you as to whether you start with underwear (which is more subtle) or outer wear. The aim is to be completely naked by the time you reach 5km.
When you reach the end, you can turn around and collect your clothes on the way home. Hopefully they'll still be there.
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