Minutes later I hear Tyler complaining the dog's in the parlor. Confused because the door was still shut, I thought Tyler must have let him in. I put him back out and told Tyler not to open the door (which he swore he didn't). Again Jessie was in the parlor moments later. Upon further investigation I found the following...
Wanting to witness it again (because I really thought it was funny) I placed him back outside the door...I guess I was just asking for this next video...
On a good note, he won't be able to fit through the opening for much longer! :)