Early Days
Boston Vibes
Travel
Pop Culture
Grab Bag
100

A sport Clay played in high school.

Golf

100

The neighborhood where Sean and Clay first lived together.

South End

100

The country in which Sean and Clay got engaged.

Colombia

100

The awards show that Clay watches every year.

Oscars

100

One class Sean and Clay took together in law school (that was not part of the 1L curriculum).

Family law, environmental law, corporations, contract drafting, M&A.

200

One role that Sean played in a musical or play.

There are simply so many :)

200

The names of Sean and Clay's cats.

Halona and Rhiannon

200

A city that Sean and Clay visited on their bar trip.

Any of: Rome, Catania, Florence, Venice, Perugia, Taormina, Positano, Naples, Salerno

200

Clay's all-time favorite reality TV show.

Survivor

200

The location of the first trip that Sean took with Clay's family.

Disney Land

300

The names of Sean's niece and nephew.

Brianna and Declan

300

Sean and Clay's go-to movie theater: (A) Coolidge Corner Theater, (B) AMC Boston Common, or (C) AMC Assembly Row

B - AMC Boston Common

300

The country that Sean and Clay would most like to visit.

Thailand

300

One of Sean's favorite Drag Race stars from the last two seasons.

Jewels Sparkles, Plane Jane

300

The extracurricular that Clay won several awards for in college.

Tell us Clay :)

400

The place Clay was born.

Alabama

400

The neighborhood where Sean and Clay had their first date. (Bonus points if you can name the venue.)

Seaport - Yotel

400

The location of Clay's first trip out of the country. (Bonus points if you can name the year.)

Greece, in 2022

400

A concert that Sean and Clay have been to together.

Lil Nas X, Ella Mai, Kacey Musgraves

400

A new hobby that Sean and Clay are getting into.

Tennis

500

The town in Ohio where Sean lived as a child. (Bonus points if you can name his Ohio-based email address.)

Fairborn, OH (will accept Dayton, and Cincinnati if we're being generous).

lost4ohio@yahoo.com

500

As of August 6, 2025, the number of movies on Sean's letterbox marked "Seen with Clay": (A) 75, (B) 138, (C) 167, or (D) 201

(C) - 167

500

An incident that happened in Hawaii while Sean was visiting Shannon that led to Sean's appearance on the news.

An island-wide text about an incoming nuclear missile.

500

One of the two movies that is on both Sean and Clay's top 10 movies list. (Bonus points if you can name both.)

Moonlight

LOTR: Fellowship of the Ring

500
The community service project that Sean did to become an Eagle Scout.

Painting curbs around fire hydrants to mark where you can't park.