Winters is a family friend to the Fiori/Castello's having been indebted to them for many years. He in particularly favors the family icon Rivers as most guys of the same size stick together. However Winters has never engaged Rivers or the rowdy cousins he is generally seen with. You can easily assume he is a bit obsessed with wanting to fit in with them.

In his daily life he enjoys working out, and although big he is very much a submissive guy. Winter's is relatively passive to most people and polite when approached, it takes a bit of getting to know him otherwise you'll only get a "hey" or "seeya" out of him.