Green’s Dictionary of Slang

T-Willie n.

(US campus) an unpopular individual.

[US]Star-Gaz. (Elmira, NY) 15 May 4/3: Yale College Slang [...] It is easy to express your dislike [...] without even bordering on profanity. He is [...] a ‘T. Willie,’ a ‘jay,’ a ‘shyster,’ a ‘bag of wind.