ChastitySub

@mentordadson2 Thank you! Definitely stung more today than yesterday. But still think I can do better.

@ChastityPain Good boy

Punishment Spanking: Day 2 The new spatula is much thicker, much sturdier. Definitely stung more than yesterday’s tool. Did a better job on the right cheek than the left, but overall a better spanking than yesterday. Effort: A Execution: B

Few more pics too. Because, for whatever reason, phone snapped them mid video? Not complaining, though. They’re good pics. lol.

@ItsSkylarD Such a pretty butt. 🥵🥵👅👅👅🥵🥵

ive always been thick i guess

Not me, obviously, but a friend who wanted me to post this on here, mainly so he couldn’t “change his mind” and take it down later. He’ll be watching this post, so if you like what you see, say something so he knows you appreciate him!

@AllTooJosh I would. Maybe we’d get serenaded by Bowser too! It’s been a few years since the Super Mario Bros. Movie … surely he’s got a new musical act ready by now!!

If I was kidnapped by Bowser which of you would come save me? 👉👈

@snorlaxkisses 👅👅👅

clean me up?

@AllTooJosh With a sexy boy butt like that, I think you will win. The world doesn’t stand a chance against you!!

Me and my boy butt against the world, really

Punishment Poses: Expose Took a pic, then held the pose for 30 minutes in a silent hotel room. Spent the time thinking about how bad I was, and how I deserve my punishment. Then took another pic at the end. And then one from the back.

Punishment spanking Day 1: Need a better implement. Spanked fresh out of the shower for maximum effect. Some pinking from impacts. Definitely stung a bit. A for effort. C for execution. I can do better.

@mentordadson2 That’s the idea. Very sore cheeks tucked into my work pants, without the comfort of undies again.

@ChastityPain Good boy. Make sure to get them nice and sore

Well, I was bad (again). Didn’t keep up on my punishments that were ordered before. New, stricter punishments were given to me. Just hope I can do better, and not continue to disappoint. Butt pic because …… butt pic.

@mentordadson2 He and I have talked before, at length, about how self-spanking doesn’t really work on me very well. I think that’s why the low number. But He said hard, so will spank 5 on each cheek as hard as I can. High pain, low reps.

@ChastityPain Lucky it’s not more spanks

Good morning everyone! Been a rough few days, but I have been keeping up with … well, most of my punishments. Have been “forcing” myself to cum every day. lol. To think, before I started locking up I would cum 3-4 times a day with no problem. Now, I just wanna lock up and not cum.

@buttmxnch So beautiful. 😈🤤👅🤤😈

Happy Sunday!! Slept a bit late this morning, but a lazy day at home means I am already wearing all I’ll wear today! Hope your day is everything you want it to be! Spend as much of it as naked as you can, you won’t regret it!

Rainy day outside. Nakey day inside. All it’s missing … is my cage. Hope everyone is enjoying their Saturday.

Sob It’s doing it again

Punishment Poses, Day Four: Hopefully the poll works today. Despite a few of you DMing me telling me you voted for “X” pose yesterday, I see 0 votes for all pics. These are the final four poses. The set will reset next week, where I post them again, hopefully with improvement. Once again, if you feel any need to be redone, let me know and I will reperform.

@myunderweargasm They’re tighty They’re whitie I guess they match my mood? In a very mellow, non-descript mood today, and tighty whities are definitely mellow and non-descript.

Friday 8th of May 2026 debate: does your underwear match your mood today? Show us and explain! 😂 #MensUnderwear #Underwear #UnderwearOfTheDay #Bulge #MenStyle