In view of the fact that Captain John was known for his British sentiment, it seems hardly likely that he would have willingly given up his slave to have him fight in the Colonial Army. It would appear the townspeople were more eager to have the Negro man serve in that army than Captain Wooster was to have him leave. It may be the home folks decided to take this action because Captain Daniel Holbrook had offered to free his slaves to serve in the state regiment.
    Captain John's brothers with Tory interests were Henry Wooster, Sr., who lived about a mile south of Whittimore Tavern in Seymour; Thomas Wooster of Oxford Road; Daniel Wooster of Derby, and David Wooster of the area known as Gunntown, which was at one time part of Oxford and was later included in Naugatuck.
    The brothers Henry and David each had a son named after themselves. These two sons, who were cousins, were among the band which took part in the Chauncey Judd kidnapping.
    As the reader may perceive, Henry Wooster, Sr., Capt. John Wooster, Thomas Wooster and David Wooster (all brothers) were the sons of General David Wooster's cousin, Thomas Wooster. Shown diagrammatically, the family tree might be represented as such:

 

Edward Wooster, born in England in 1622, among first settlers of Milford, 1642, and first settler of' Derby in 1654. Among his children were:
Abraham Wooster, who came to  Stratford in 1667 and was a  weaver. His son was:	Lieutenant Thomas Wooster, who married Phebe Tomlinson.  Their son was:
General David Wooster, born in 1710. He died a Revolutionary hero at Danbury in 1777, at the age of 66 years.	Thomas Wooster, born on Feb. 18, 1692. He was a cousin of General David Wooster. Had eight children, including five tory brothers who were:
	Captain John Wooster. Henry Wooster, Sr. (His son Henry, Jr.) Daniel Wooster David Wooster, Sr. (His son David, Jr.)