Mr. Boswell

Mr. Boswell is a famous fashion critic who served as a judge for the Miss American Girl Pageant.

History
Homer, Lisa and Bart were watching the Miss American Girl Pageant on TV. Host Troy McClure introduced the panel of judges, describing Mr. Boswell as "the man behind those infamous worst-dressed lists". McClure then asked Boswell for "a sneak peek at this year's list". Boswell replied, "Memo to : Cheerleading tryouts were thirty years ago. Let's grow up, shall we?"

The studio audience laughed uproariously. Bart, watching at home, also laughed, and said, "He's such a bitch!"

Mr. Boswell was at the opening of The Nag and Weasel pub, which was renovated from Moe's Tavern. Kent Brockman asked him what he thought about it and he responded with "Marge Simpson and Moe Szyslak, here's a mash note to your bangers: I wish you could live in me forever!"

Non-canon
Homer had a dream where Mr. Boswell was hosting a fashion show for model donuts.

Behind the Laughter

 * Mr. Boswell is a parody of (1922–2008), a fashion designer and critic who was best known as "Mr. Blackwell" and was most famous for his annual "Ten Worst Dressed Women List".