Nintendo Power Couple 2: Beauty and the Beast

UPDATE: So, Clara and I both forgot about the flush on Jessie's cheeks as he blushes that was originally in the sketch. Clara realized this first and made the necessary addition. Thanks, hun! ^_^

So, I was pleasantly surprised when noted me with the progress of my second commission featuring my OC Jessie and Nintendo's own Bowser, the first of which you can find here:

The first pic has Jessie posing as Samus Aran as Princess Samus, a concept drawn up by in her online comic Systems of Entertainment: heartgear.deviantart.com/galle…
Check it out!

This pic continues with the more intimate part of Princess Jessie/Samus's new partnership with Bowser, the part Jessie enjoys the most, being Bowser's captive. A willing captive, but captive nonetheless. During the day, Jessie most often gets to be a proper princess as he struts around Bowser's castle, sometimes in a haughty and stuck up manner; power can do that to you.
Sometimes though, Jessie does fulfill his role as  Bowser's prison and spend some time bound and gagged like a proper damsel in distress. Sometimes he'll be left in a cell or a cage. Sometimes he'll be hung from the ceiling, dangling on a chain attached to a body harness. Sometimes he'll just be led around on a leash by the King Koopa to assert his authority over the pretty boy. However, when night time rolls around and it's time for even the mighty Bowser to get some rest, he likes to make sure his pretty captive princess is right by his side in proper captivity. Bowser seems to like this part of the day the most as he's even gone to the trouble of having lingerie made for Jessie to make their time together in his chambers more intimate. Jessie doesn't really mind this, however he can't help but wonder what the iconic villain is thinking about when he smiles fiendishly at his pretty princess. Leaving Jessie to wonder, did he get more than he bargained for.

I'm not suggesting anything, but I doubt Bowser is having any pure thoughts in this pic. XD
I was surprised with this pic because I was expecting something a little different with how this scenario was meant to play out in my head. That being said, I'm very happy with the result! ^_^
Afterall, we all know that there was good chance something similar to this played out with Bowser and Peach. The difference here is we know for sure that Jessie is a willing participant and that he doesn't mind being in Bowser's bedroom in a suggestive outfit and being completely helpless to whatever Bowser has planned for him.
I may commission another pic with these two in the near future and try to get the kind of scenario I was originally thinking of, to which you'll have to wait to find out what it is.



Jessie © Me ^_^

Samus Aran, Princess Peach, and Bowser/King Koopa © Nintendo Enterainment

Princess Samus concept and Systems of Entertainment by

Art by