Don't do it with your Monster. The kickstand is mounted to the aluminum engine casing, a recipe for disaster (Chris Kelley has horror stories of broken casings).
On my R6, FZR or XR650 I used to just pull the bike towards me until I could balance it on the stand, than turn in the desired direction. Also a good way to spin the rear tire if you need to lube the chain without a stand, or to extend the forks when measuring for sag.
Alex don't do it. The kickstands on these things aren't the strongest. They're adequate for the job they do... that is support the bike, but they're not supposed to take the full weight of the bike. (Or our full weight and support the bike.) Check yours every now and then. They do bend and can break if overloaded. They're bolted into the bottom of the case and have been known to come loose. The thought of repairing / replacing a case for this gives me shivers.
All the best.
I don't actually rotate the bike around, but I pull the front end off the ground using the kickstand regularly to check head bearings, cable & hose routing, etc...
That's 2 M10 bolts with about 30mm of thread in the case and most of the weight put on those bolts doing that manuver is in shear. I think that one would break the bolt holding the leg of the stand to the mount or bend the leg itself before it would damage the engine case.
I do the same manuver with my SS which is heavier than the Monster and has a single 10mm ALUMINUM bolt with about 10mm of thread holding the leg to the mount and haven't seen any harm done.
2015 821 stripe I do it whenever I need to...but I make sure I have a puck under my stand to keep it from digging into concrete or blacktop...slow and steady wins the race with this manuver....do it at a crowded Starbucks for maximum effect.
I used to do it all the time till my Monster Cases developed a crack. Caught it early enough to have it welded without issue but i dont spin the bike that way anymore or sit on it with the sidestand down (before anyone asks if i am a fat C%&T, 80KG in my gear. ish.