Crispin Freeman is the oldest of three. He has a younger brother, Clark, and youngest sister, Cassidy. All three attended the Latin School of Chicago, where Crispin graduated in a class of 60 in 1990. Crispin had a Mac in 1985. To this day he is still an avid computer geek. Crispin was an active participant in many school plays both on and behind stage. Crispin is a very humble person.