Week 1
Isn't my asshole cute?
I bet you wish you had a tight little girly butt like mine, don't you sissy? It's okay, your ass looks fine for a whore...and that's all you are.
This week, I want you to start using your new plug in the shower. Lube it up really well, then slide it in slowly. Go easy, and take as much time as needed to ease it in. Do you feel full? Good girl.
Immediately after you shower, I want you to pull the plug from your ass and gently ease the new dildo in as far as it can go without hurting. Once you reach that point, just let it rest there. Squeeze your sissy muscles down on that monster cock; they need to get used to being stretched like this.
Let the cock rest in your ass without fucking yourself for five minutes, then clean up, powder your ass, and put your medium plug back in. This is your new daily routine!
At the end of this week, give yourself an enema...get yourself nice and girly clean, inside and out. Then, take your medium dildo and start fucking yourself with it. When your ass is gaping open, take one of the smaller suckers and begin to fuck your ass with it. Let it melt in your ass a little, and let that sugary sweetness run down your legs.
Now, take it from your ass and suck on it. Lick that ass juice off of that lollipop. Doesn't it taste sweet? Doesn't it taste like heaven? Lick your lolly and say, "Mmm...my ass tastes so sweet!"
Do this until the lollipop is noticeably smaller...