Oh, I just remembered the actual "worst" t-shirt I ever had to wear... not my sorority's, but Panhel's.
Panhel produced a t-shirt that all sorority members were supposed to wear between the official start of rush and the start of sorority rush parties.
The shirt for my freshman and sophomore years was navy with bright peachy-pink and orangy-yellow printing. The front just said "Panhel Rush" or some such thing. The back had a picture of 5 girls wearing different outfits, with the names of all five sororities surrounding them in a square shape. One of the girls in the picture had a yellow sundress with pink polka dots, and another girl had a yellow top and pink shorts... ugh.
During my sophomore year, my local became a colony of AEPhi, so Panhel had to redesign the t-shirts. The new ones were much nicer, green and white printing on a navy shirt... at the time, I joked that we joined AEPhi so that Panhel would have to create a new rush shirt