Not really by choice - but I streaked for about 1/2 mile in broad daylight while at Stanford once. A bunch of frat. bros. got me laughing so hard - then stripped my gym shorts off - threw me into the Claw fountain (center of campus - think Grand Central Station). In view of hundreds of students / faculty (still laughing) I climbed out and ran back to the house. It still makes me laugh - all the crazy stuff we did.
The only other time I streaked was through a bowling alley with a bunch of my friends (still in my under grad days). Somebody from the Palo Alto Times took a picture of us - and even though I turned my face away - my parents still knew who it was, because I had a cast on below the knee. Got a lecture for that one!