Pain Killer The Boss and Juan

HamletMachine

This is such an honor because I loooove AnK, it really inspired me in so many ways!

HamletMachine

Thank you so much! (Yes, the useful flap, haha!) I really like this difference between characters as well- one cool and in control, the other falling apart--! I'm so glad you like it, Cam!🙏💕💕

HamletMachine

I'm so glad you enjoyed this! And yesss, power dynamics like this really do it for me, too! Thank you so much!😤💨💕💕💕

HamletMachine

I'm so happy you like him, JP! Thank you so much! ✨💕💕

HamletMachine

What an honor, thank you!😤💨💨

HamletMachine

Ooh, an assistant! Yes, that is a good job to fill.. Juan needs more training, for sure!😤💨💨

HamletMachine

Your comments are always so lovely!😍💕 Thank you, Eli!

HamletMachine

Oh yes, I think his dick is really aching--!😤💨🙌🙌💕💕 Thank you!

HamletMachine

Hopefully we can get you next time! Thank you so much, Kayce, I'm so glad that you like it!😘💕💕

HamletMachine

Aw, I'm so glad we were able to chat a little during the last LS! Thank you so much as always, Mega! 😍💕💕

HamletMachine

I'm so happy that you liked that detail!🙌💨💨 And thank you! I love an arched back.. the more curved, the more wanton, it feel sometimes?? 😚💕💕

HamletMachine

My pleasure, Emi! Thank you so much!😘💕💕

HamletMachine

Thank you so much, Ramones!🙌💨💨💨💨 He's gotta keep Juan under strict control.. 😤

The dynamic reminds me of Rikki and Iason from Ai no Kusabi! (The old version, not the reboot)

👌🏽💦😈 Boss is getting hotter each time you draw him! I’m always weakest for long-haired characters. And him being dressed while Juan is naked, as well Boss’ stance while Juan is in blissful hell adds to the mood. That indeed is a most useful clothing flap

My god, that boss is just so damn hot! I love that even the body language shows their difference in power: Juan is helpless, back arched, full naked and leaking, while the boss is so collected and cool and fully clothed... aghhhh you're amazing hamlet

Hamlet, I will love and devote myself to all of your characters with long hair😔😔 I’m so weak to them, especially the Boss!! He’s so 🤤❤️

Aysha U. Farah

You draw such nice dicks!!!!

Sapfo

Commanders leadership style, how does it differ from Cooks? Juan trying so hard to please, and by Commanders smile it seems he is doing a good job, but the leash says he got a long way to go🤔 Wonder if Commander got an assistant? Maybe he is standing just outside this image with a tray with different object: Vaseline, chains... oh gosh what a job😂💕

I missed the livestream because I was at work 😩 I’m always working or sleeping lmao. But tbh Boss could fuck me up.

Frost

Love how much Juan is enjoying the pounding 😍

Fuck that's hot! 😍🔥 Sad I missed tonight!

Brookie

I love that both of Juan’s hands are on the Boss’s. Ooh and that arch of his back! 💖🔥❤️

Awwww, I missed it! At least I can see the finished product, thank you very much! ❤️ ❤️ ❤️ 🙏 😭

Aaaaaaaaaaaahhhhhh!!! This looks fantastic finished!! It was such a treat to watch you draw it in the LS thank you for hosting one 🙏🏼🙏🏼🙏🏼

Renni

Its just magnificent. I really adore the boss pulling the collar.

HamletMachine

Thank you so much for coming, it was my pleasure to do it!😚💕💕

HamletMachine

Marissa!😂💨💕💕 your comments always make me so happy! Thank you so much.. Dear Futa suggested the clothed Boss and I think it worked out- I'm so happy you like it, too! It makes him seem more in control, right?😚 I'm so happy you like Juan's special assets!! Thank you so much again!💕🤗🤗🤗

HamletMachine

My pleasure, Sitka!🤗💕💕💕 It was so much fun to chat with you tonight! Thank you!

HamletMachine

I'm so happy you like it!🙌💕💕 It was truly genius to suggest the boss being clothed, it really made the drawing, so THANK YOU!

Samantha Moreno

It was a great stream! Thank you Hamlet!

buggy

I LOOOOVE how unaffected and collected the boss looks while juan is falling apart 😍😍😍 there's something about one person being completely clothes while the other is naked that really gets to me 🤯🔥 also love juan's plush rump and leaking dick 💦💦💦 lovely work as always hamlet!!!💕

SitkaSpruce

Ahhh it's delicious! Thank you Hamlet :heart:

futagogo

It's perfect and beautiful!! Thank you for indulging all of us in such a wholesome treat!!