getDare Truth or Dare - Anal Training Dice Dare

I need to break in my virginal holes, but it's more fun if I leave the details up to chance. I made this dice dare primarily for myself, but sharing is caring. Roll your dice before looking! Rerolling is allowed, but add 10 minutes to the amount of time you'll be training for every time you reroll.

Any preparation before starting?

Spoiler:

1 through 3 - Yes.
4 through 6 - No.

To be held in the mouth:

Spoiler:

1. Pacifier
2. Bar of soap
3. Underwear
4. Nothing
5. Sock
6. Nothing

What to wear:

Spoiler:

1 through 3 - Naked.
4 through 6 - Naked from the waist down.

What to watch/listen to:

Spoiler:

1. Audio book
2. Hypnosis video
3. Nothing
4. Porn
5. Music
6. Nothing

How long will you train for?

Spoiler:

1 through 3 - Half an hour.
4 through 6 - An hour.

Permission to cum?

Spoiler:

1. Yes, at any point during the training.
2. Yes, only after you've finished your training for the day.
3. Yes, before the training.
4. No, wait three hours until after the training.
5. No, wait until tomorrow.
6. Ask somebody else.