Dressember is a non-profit organization fighting to end human trafficking. The main fundraising event is a 31-day style challenge where advocates wear a dress or tie every day of December to raise awareness about human trafficking.

Fried dough and philanthropy were on people’s minds this weekend in Schenley Plaza. Crowds of people dressed in donut costumes and donut headbands — even a man wearing a sparkly silver dress adorned...