First Ten
Coming of Age
Roaring 20s
Dirty 30s
F O R T Y
100

Sharing the name of Casey's husband, this is also Vanessa's zodiac sign

What is Leo

100

Vanessa's first screen name

What is Taloola22

100

The first street that Vanessa lived on in Southie after college

What is Telegraph

100

With his signature red hair, denim overalls, and a murderous glare, this infamous doll was Hunter's halloween costume in 2021

Who is Chuckie

100

One of Vanessa's favorite holidays...since 1776

What is the Fourth of July

200

Vanessa wore roller blades dressed up as this figure skater on Halloween in 1994ish (and maybe fell down the stairs but I might be making that up)

Who is Nancy Kerrigan

200

This person smashed a car trunk on Vanessa's head which required a Milton Hospital visit and stitches

Who is John Kelly

200

Vanessa and JJ's wedding ceremony exit song, which famously includes the line about still "crushing a lot"

What is Still Not A Player by Big Pun

200

During one of Vanessa's many DIY project phases - this personalized craft machine came in handy even though she had to re-learn how to use it every time

What is the Cricut

200

One of Vanessa's favorite pasttimes right now, this is the study of birds

What is ornithology

300

The rhyming names of Vanessa's first two dogs, named after a kids song that tells you what IT'S ALL ABOUT

Who are Hokey and Pokey

300

On the day of a highly-anticipated Eminem concert, Vanessa and Chich’s plans were derailed by this individual's scathing hot take on his music and they weren't allowed to go

Who is Yolanda Minor

300

Lauren tricked Vanessa into a multi-day hike in the Atlas Mountains, northern Africa's highest peak, located in this country

What is Morocco

300

After a brunch at Brick & Beam in 2020, Hunter was left on the doorstop of this East Milton residents home with a note saying that he was the father of the child. 

Who is Joey Bennett

300

From midnight to 2 a.m. for an entire year, Vanessa's intense research into her newly discovered Italian ancestry was triggered by a home DNA kit from this company

What is 23 and Me

400
Vanessa swindled this classmate in Kindergarten by trading her $1 bill for a $5 bill

Who is Sara Spofford (sp?)

400

At the Halloween party that put Vanessa on the map in 6th grade, she slow danced with this leather jacket wearing boy

Who is Tommy

400

Vanessa did not get the job to be a promo girl for this failed antioxident health drink

What is Purple

400

A significant portion of Vanessa's workday is dedicated to this competitive game, where she and her colleagues submit songs based on a theme

What is Music League

400

This is not part of Vanessa's heritage but it is a former country that existed in the west-central part of the Balkan Peninsula 

Where is Yugoslavia

500

As a baby, Vanessa was affectionately given the nickname of this young werewolf from a 1960s sitcom, all because of her dark and impressive head of hair.

Who is Eddie Munster
500

This is Lauren Galahues beauty hair secret

What is stick her head in the sink of water, flip her head over, and apply a headband

500

Vanessa and JJ's first trip to Puerto Rico was accidental, she mixed up the airport codes and intended to book flights to this country instead 

Where is Costa Rica

500
Vanessa, JJ, Jack, Hunter, and Rocky's middle names

None (MARIE also acceptable), James (x2), Wilder, WOFLE

500

One of JJ's farts, from his fart dictionary

What is riboflavin