Part 2 of 3 in the Maid Jessie Trilogy!
Part 1, which started this running "gag" was drawn by the wonderfully talented: iconTCPolecat7: after a conversation he and I had about Tasha and Jessie dressed up as maids. This was the result:
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I was encouraged to see this idea flourish. So, after the excellent work done by
on a trio of pics featuring Fantasy versions of Jessie and Tasha in various forms of distress, I commissioned her to draw two pics featuring Jessie and Tasha in the cutely sexy and skimpy maid outfits. The first of the two I wanted to have Jessie and Tasha actually working in their uniforms. The third will feature the two of them in their natural element. You'll note the word "Bound" in the title. A bit of foreshadowing if you will. ![;) (Wink) ;)]()
So, here we have Jessie and Tasha at work, cleaning and tidying up the home of their employer. I haven't figured out whether they are directly employed by the "lord of the manor" or just members of their own or a larger independent maid service. Anyway, Jessie is really starting to get into the flow of the job. Of course this is the easy part of the job. He has yet to tackle the tougher chores like cleaning the bathroom, cooking, etc. Jessie seems to be getting the hang of it. If nothing else, he loves sauntering around the house in such a cute and skimpy outfit. Jessie wasn't too sure about it at first, given how short and loose the skirt is. It reveals a bit more than Jessie would prefer. It didn't take long for him to get used to it and fortunately their employer doesn't seem to mind that Jessie is a crossdresser. Tasha knows that this is only the beginning of all the work the two of them will need to do, but she doesn't want to put too much pressure on Jessie on his first day, so she's leaving him be. Besides, Jessie's chipper attitude along with his outfit make him look too cute to disturb. However, it didn't take long for Jessie to lose his focus and not pay attention to his surroundings. Jessie realizes that he's missed a spot. In his haste and lack of focus, Jessie has bent over and bumped into a valuable vase. As the vase tips over, Tasha notices the disaster that is about to occur. Will Tasha catch the vase before it falls? What will happen to Jessie if Tasha fails to catch the vase? Will Tasha be held accountable too if she is unable to prevent the vase from falling over and shattering?
Stay tuned! Same foxy time! Same foxy channel! ;D
On a side note: I should probably mention that Jessie is a known clutz and ditz amongst his friends. Jessie can't help himself from knocking things over or dropping items or bumping into things (or people). You can chalk it up to a combination of a lack of focus at times as well as simple bad luck. Jessie is also known to sometimes be ditzy and a bit of a scatterbrain. How appropriate is it that he is a blonde? He doesn't perpetuate the stereotype at all.![Wink/Razz ;P]()
However, Jessie is much smarter than he would appear to be at times. A short attention span and a pension for getting distracted easily only helps to perpetuate the image of a dumb blonde.
With that said, in this case there is an acronym for MAID that seems appropriate:
Massively
Air-headed
Incompetent
Ditz
It might sound like I'm being harsh, but it's all in good fun. I like a good joshing, even if I'm the recipient. One shouldn't take themselves too seriously. XD
Jessie © Me ^_^
Tasha ©![TCPolecat7 :icontcpolecat7:]()
Art by![Scarlett-the-Red :iconscarlett-the-red:]()
Part 1, which started this running "gag" was drawn by the wonderfully talented: iconTCPolecat7: after a conversation he and I had about Tasha and Jessie dressed up as maids. This was the result:

I was encouraged to see this idea flourish. So, after the excellent work done by


So, here we have Jessie and Tasha at work, cleaning and tidying up the home of their employer. I haven't figured out whether they are directly employed by the "lord of the manor" or just members of their own or a larger independent maid service. Anyway, Jessie is really starting to get into the flow of the job. Of course this is the easy part of the job. He has yet to tackle the tougher chores like cleaning the bathroom, cooking, etc. Jessie seems to be getting the hang of it. If nothing else, he loves sauntering around the house in such a cute and skimpy outfit. Jessie wasn't too sure about it at first, given how short and loose the skirt is. It reveals a bit more than Jessie would prefer. It didn't take long for him to get used to it and fortunately their employer doesn't seem to mind that Jessie is a crossdresser. Tasha knows that this is only the beginning of all the work the two of them will need to do, but she doesn't want to put too much pressure on Jessie on his first day, so she's leaving him be. Besides, Jessie's chipper attitude along with his outfit make him look too cute to disturb. However, it didn't take long for Jessie to lose his focus and not pay attention to his surroundings. Jessie realizes that he's missed a spot. In his haste and lack of focus, Jessie has bent over and bumped into a valuable vase. As the vase tips over, Tasha notices the disaster that is about to occur. Will Tasha catch the vase before it falls? What will happen to Jessie if Tasha fails to catch the vase? Will Tasha be held accountable too if she is unable to prevent the vase from falling over and shattering?
Stay tuned! Same foxy time! Same foxy channel! ;D
On a side note: I should probably mention that Jessie is a known clutz and ditz amongst his friends. Jessie can't help himself from knocking things over or dropping items or bumping into things (or people). You can chalk it up to a combination of a lack of focus at times as well as simple bad luck. Jessie is also known to sometimes be ditzy and a bit of a scatterbrain. How appropriate is it that he is a blonde? He doesn't perpetuate the stereotype at all.

However, Jessie is much smarter than he would appear to be at times. A short attention span and a pension for getting distracted easily only helps to perpetuate the image of a dumb blonde.
With that said, in this case there is an acronym for MAID that seems appropriate:
Massively
Air-headed
Incompetent
Ditz
It might sound like I'm being harsh, but it's all in good fun. I like a good joshing, even if I'm the recipient. One shouldn't take themselves too seriously. XD
Jessie © Me ^_^
Tasha ©

Art by

