Wear a pair of used underwear from the opposite sex, or go commando?
I go commando a lot but both are fine
Wear a t shirt which says you have a butt plug in, or that you like to be spanked?
I think the spanking one would better
Let dice decide how many items of clothing you can wear that day, or let your ex decide?
Dice for sure. Fuck them
Wear comfortable underwear with rough clothing, or rough underwear with comfortable clothing?
wear comfortable clothing. Underwear is mostly something i can ignore
Go clothes shopping in your underwear, or go underwear shopping whilst commando and with the person choosing the underwear for you?
Go commando with someone choosing that sounds way hotter
Be topless or bottomless? (underwear included)
Be topless
Use panties/boxers or socks as a gag?
Panties smell better so those
Wear a crotch rope or chest harness under your clothes?
I have done both and crotch rope is hotter
Have to ask 5 random people for permission to get dressed, or submit to 1 person but having to complete 1 dislike?
It would depend on the dislike. But just one person would be way easier
I go commando a lot but both are fine
Wear a t shirt which says you have a butt plug in, or that you like to be spanked?
I think the spanking one would better
Let dice decide how many items of clothing you can wear that day, or let your ex decide?
Dice for sure. Fuck them
Wear comfortable underwear with rough clothing, or rough underwear with comfortable clothing?
wear comfortable clothing. Underwear is mostly something i can ignore
Go clothes shopping in your underwear, or go underwear shopping whilst commando and with the person choosing the underwear for you?
Go commando with someone choosing that sounds way hotter
Be topless or bottomless? (underwear included)
Be topless
Use panties/boxers or socks as a gag?
Panties smell better so those
Wear a crotch rope or chest harness under your clothes?
I have done both and crotch rope is hotter
Have to ask 5 random people for permission to get dressed, or submit to 1 person but having to complete 1 dislike?
It would depend on the dislike. But just one person would be way easier