[sleepiest]

$20 - Someone watches you shower but your back is to them behind a frosted door
$50 - They watch you shower with no door but you can keep your back to them
$100 - they watch you shower and you have to show them full frontal for most of it

$20 - Someone watches you masturbate but you're under the covers and they can't see much
$50 - they watch you masturbate with your penis out of your fly or your pants down enough to see your vagina
$100 - they watch you masturbate to finish butt naked and they can touch your privates once (a few strokes for penis, a quick in and out finger for vagina)

$20 - You are livestreamed sleeping, you are naked under the covers so you would only be seen by chance if you kicked the covers away
$50 - no covers, but underwear
$100 - naked, no covers
mainly because i don't think i could sleep without covers

$20 - Run a block in your underwear
$50 - Run a block naked
$100 - Walk a block naked

$20 - Use the toilet at a restaurant with the stall door open
$50 - use the toilet naked with the door open
$100 - use the toilet and the bathroom is transparent but you are clothed (everyone in the building can see you use the bathroom)