Riders #43-23

You could never be my daddy, darling. You were made to suck on my holes and whimper.

The look a beta gets when he’s been a good boy, done all the chores he was assigned, but then goes above and beyond, makes it all worth it - all the hard work, all the sacrifices, all the soul crushing humiliation. Her genuine smile is worth every bit of it. Sure, it still hurts when that smile is followed by a command like “okay Sissy, time for me to leave for my date- fetch my purse and car keys for me”, but you have that smile and the knowledge that you’ve pleased her to console you while you’re home alone all night, and for a submissive beta sissy simp like you, that’s enough.

take him strap shopping so he can personally pick the dick he wants to stretch him out later 🥰

Source: MSPbound

I've got to admit, I can't seem to stay away from your blog (That seems to be a reoccurring theme around here.) Keeping a boy on an academically tied release schedule sounds like the perfect way to keep college students in line (And just what I need 😅). Have you kept any other boys on unusual schedules before?

I’m very pleased to hear it! Come! See! (Just don’t cum.)

I’m sort of constantly setting “goals” for chaste boys. I don’t always put a ton of thought or planning into it. I just dish out assignments as I think of them. Let’s see. So, just off the top of my head, within the last couple days:

 I gave one married man an assignment to make dinner every day for the next 14 days.

 I told one young chap that his orgasm depended on the outcome of a cricket game. (I know next to nothing about cricket so we’ll see what happens.)

I made one guy roll a pair of 12-sided dice to determine the number of days until release.

I checked in on a student whose orgasms are tied, not to grades, but to the number of social events he attends. He’s a veritable hermit and he needs to get out and make friends. This is one of my favorite things to do, by the way.

I implied a man might be getting out if he sent me flowers. The flowers arrived and I sent him pictures of me entertaining guests with the flowers in full view. A small key was nestled into the arrangement. No release, though. Woops!

I checked up on several men in weight loss chastity. That’s always ongoing. It’s fun to watch the pounds melt away.

Played the most dangerous guessing game: Guess the date I’m thinking. Guess too low and you get punished by adding double or triple the difference. Guess too high and, well, obviously you are prepared to do that many days. You can keep that date.

Look her in the eyes

Ah ah ah look at my eyes baby. There that’s a good boy! Your body is all strapped down, including your head, can’t move it anywhere but straight forward. So why not point those eyes of your straight forward too. Aww I know you’re hungry, but first you gotta make pee pees while looking Nursey straight in the eyes, it’s not a requirement technically, but I love seeing the look of defeat. Aww I know pee pees can be a lil harder to make than poopies, you can’t force em like you did while I threatened to spank you, and let’s face it, when I fed you that formula it was bound to come out either way. But nah pee pees are different baby, you have to truly FEEL like a baby to do them. You’re even on a toilet now to trick your brain into a familiar setting, but obviously the one thing you need to get used to is the giant diaper wrapped around you. But guess what baby, you started out with one on anyways, so all you need to do is relax and let em out. Aww, not yet?

Ooop Nurse Jenna it sounds like baby boy needs a catheter, should you bring him over to me?

Hmm idk, Doctor Joy? What do you think baby? Are you gonna be a good boy and relax?

NOW SHE OWNS U