I heard from another researcher in answer to the last post. Thank you to Beverly Watson from the My Jackson Purchase Families website. She has an 1815 Bond from Bourbon County, KY signed by Joseph Pryor and John Pryor. These men were seeking a bond to open a tavern. It looks like their signatures are a very good match to the signatures on the 1829 marriage bond for Juliet Pryor in Owen County, KY.
I think the strongest part of the match are the “P” in both Pryor signatures. It’s also a good match on the tilt of the “h” in Joseph and the loop shape and direction in the “y” in John Pryor.
Since Joseph Pryor Sr. was deceased by about 1813, the signature is most likely Joseph Pryor Jr. on both documents.
Another observation is the time span between documents… 14 years. John Pryor’s projected year of birth from most researchers is about 1773. He was 77 at the time of the 1850 Census. It’s interesting that his signature was consistent.