The World's Worst Handwriting

Two interesting things today: 
1) I found a document referencing my hometown of Southbury, CT and
2) I found an example of what could be the world's worst handwriting.
They appear to be related to each other, but not clearly to anyone in my collection, and I am too overwhelmed to really delve into it. 

"I, Joseph Holbrook of Southbury in the County of Litchfield and State of Connecticut for the consideration of fifty pounds lawful money rec'd to my full satisfaction of Simeon Loomis of East Windsor in the county of Hartford & state afores'd" Some land maybe in Preston, CT? 21st Day of June 1791. 
This is interesting if only because on the surface it looks like Southbury is a commuter town of strip malls and that sprung to life when the interstate highway was built in the late 1960s. There is no real "downtown" to my town. But there have been farms and villages here since the colonial era and it was just cool to see it referenced in such an old document. 

The Southbury letter was located with two letters? Affidavits? Declarations? Written in an angular, incomprehesible text made all the more frustrating because roughly ever 10th word was clear. This is how I know both documents deal with someone/something in Preston, CT. But the rest of might as well be written in ancient runes. Good thing I'm starting to panic about making progress - it kept me from spending too long trying to read this or getting caught up. It might be something, but my families names weren't readily clear so it's going in the folder marked "Miscellaneous" (that I have to change because I know that is one of B.'s pet peeves)