Ranked #1
Dan Lippert's First Roommate
Dan Lippert's First Roommate
30 Aug 2019
•
1hr 10mins
Ranked #2
Alana Johnston's First Kiss
Alana Johnston's First Kiss
4 Oct 2019
•
1hr 11mins
Ranked #3
Zach Reino's First Time Getting Really Really High
Zach Reino's First Time Getting Really Really High
3 May 2019
•
55mins
Ranked #4
Jack Allison's First Time Having Sex
Jack Allison's First Time Having Sex
24 May 2019
•
53mins
Ranked #5
Mano Agapion's First Time Getting Plastic Surgery
Mano Agapion's First Time Getting Plastic Surgery
Mano (Horny4Horror and What the Tuck) talks about the first time he got plastic surgery. Olivia and Mano also discuss bo... Read more
8 Mar 2019
•
1hr 2mins
Ranked #6
Alyssa Morton's First Time Confronting A Crush
Alyssa Morton's First Time Confronting A Crush
1 Nov 2019
•
58mins
Ranked #7
Natalie Palamides' First Time Taking Mushrooms
Natalie Palamides' First Time Taking Mushrooms
22 Nov 2019
•
1hr
Ranked #8
Betsy's First Time Traveling Abroad
Betsy's First Time Traveling Abroad
21 Jun 2019
•
1hr 23mins
Ranked #9
Noël Wells' First Time Eating Beef in 13 Years
Noël Wells' First Time Eating Beef in 13 Years
Noël Wells (Master of None, SNL) talks about the first time she ate beef in 13 years. Olivia and Noël talk a lot about... Read more
19 Apr 2019
•
58mins
Ranked #10
Dave Horwitz's First Bad Break Up
Dave Horwitz's First Bad Break Up
14 Jun 2019
•
58mins
Ranked #11
Mano Agapion's First Adult Break Up
Mano Agapion's First Adult Break Up
6 Mar 2020
•
1hr 1min
Ranked #12
Jeremy Guskin's First Time Getting Mugged
Jeremy Guskin's First Time Getting Mugged
6 Dec 2019
•
1hr 12mins
Ranked #13
Joan Ford's First Time Presenting as Femme
Joan Ford's First Time Presenting as Femme
29 Nov 2019
•
1hr 6mins
Ranked #14
Lucas Kavner's First Time Moving
Lucas Kavner's First Time Moving
20 Dec 2019
•
1hr 6mins
Ranked #15
Amber Coney's First Big Break
Amber Coney's First Big Break
31 May 2019
•
1hr 7mins
Ranked #16
Mark Rennie's First Time Getting Shot at and Jennie Pierson's First Date
Mark Rennie's First Time Getting Shot at and Jennie Pierson's First Date
There's two guest on today's episode! Mark Rennie talks about the time he got shot at and Jennie Pierson talks about her... Read more
12 Apr 2019
•
59mins
Ranked #17
Eva Anderson's First Time Winning A Contest
Eva Anderson's First Time Winning A Contest
10 Jan 2020
•
53mins
Ranked #18
Mary Holland's First Time Skydiving
Mary Holland's First Time Skydiving
20 Sep 2019
•
49mins
Ranked #19
Toni Charlene's First Time Ghosting Someone
Toni Charlene's First Time Ghosting Someone
23 Aug 2019
•
1hr 12mins
Ranked #20
Lauren McGuire's First Time Traveling Alone
Lauren McGuire's First Time Traveling Alone
25 Oct 2019
•
56mins