Viscount Druitt is a nobleman best known for being one of the prime suspects in the Jack the Ripper murders. He's a medical school graduate who never actually practices medicine, which makes sense given his extracurricular activities—he was eventually arrested by Scotland Yard after being caught kidnapping women and harvesting their body parts for the black market.
But here's where it gets weird: he somehow gets out of jail and resurfaces as a judge for curry competitions and ice sculpture contests. Ciel's pretty convinced he bribed his way to freedom. Druitt has this creepy habit of comparing literally everything beautiful to women, which fans often note is played for laughs—especially whenever Ciel's uncomfortable expression kicks in. And yes, there's a running gag about that one time Druitt had to crossdress as part of a disguise, which he brings up constantly and which visibly disturbs Ciel every single time.
Content compiled by AnimeList.moe from publicly available sources.