The origins of this picture are in the description. As Jack has trained in various theatrical and circus arts (as well has having feline agility), it's quite reasonable that he can do this. However, as with the other intimate beach scene it could be categorized as fantasy.
I especially love the kid on the sand as the original title said ALL THE WAY. His bulge is now facing up while his thighs are in the same direction as if you are crawling. he does a ~360 degree with ease!.
I must say I struggled a bit on Jack's face and in the end I think he doesn't look quite like himself in my drawing, so I'm happy to see what the "real" Jack actually looks like in this pose
I also really like your version of the pose! When I was doing mine I kinda feared that I broke him and went out of the character (just because of my weakness for hyperflexible boys XD) but when you confirmed that Jack actually did get the acrobatic training and was actually trained to do this among other things, I became an even bigger fan of him! He's such a cute boy and his employers must be extremely happy to have such an adorable and talented "fool" XD
And among all the boys in your gallery who have such gorgeous bodies, it's really nice to have a boy with such skills among them
Hubert must be staring at me because I didn't say a word about him but hey, he is actually THE reason why I got so attracted to these brothers in the first place, he is literally one of the prettiest boys that I've ever seen in 3D! And the fact he can put his feet upon his head without any training even makes him THE prettiest! XD