Waiting for Britney Spears: An Evening with Jeff Weiss

Schedule

Wed Oct 15 2025 at 07:00 pm to 08:00 pm

UTC-04:00

Location

2153 1st Ave S | St. Petersburg, FL

Advertisement
Jeff Weiss and Caroline Calloway at the bookstore for Waiting for Britney Spears!
About this Event

A frenetic, gonzo account of Britney Spears’s historic rise and equally tragic fall told by an iconoclastic music journalist.

Tombolo Books is thrilled to welcome Jeff Weiss to the bookstore to chat about his transformative cultural critique, Waiting for Britney Spears: A True Story, Allegedly!

With the narrative flair that established him as a singular chronicler of modern pop culture, Weiss goes for broke in Waiting for Britney Spears, a descent into a neon hall of mirrors reflecting our obsession with fame, morality, and the mystery of what really happened to the last great pop star.

Weiss will be in conversation with ifluencer and author Caroline Calloway!

More about Waiting for Britney Spears

America, 2003: A country at war, its shiny veneer beginning to crack. Von Dutch and The Simple Life dominate. And on the cover of every magazine, a twenty-one-year-old pop star named Britney Spears. Tracking her every move for a third-tier gossip rag in Los Angeles was an unknown young writer taking whatever job he could while pursuing his distant literary dreams. He'd instead become an eyewitness to the slow tragedy of a changing nation, represented in spirit by “the coy it-girl at the end of history.”

Years later, after finally establishing himself as a celebrated journalist, Jeff Weiss presents Waiting for Britney Spears, a gonzo, nostalgic, and “allegedly true” recounting of his years as a tabloid spy in the lurid underbelly of Los Angeles. Weiss follows America’s sweetheart through Vegas superclubs and Malibu car chases, annulled marriages and soul-crushing legal battles, all the way to Britney’s infamous 2007 VMA performance. As Weiss lives through the chaos leading to Britney’s conservatorship, he observes, with peerless style, cringe-inducing fashion waves, destructive celebrity surveillance, and a country whose decline is embodied by the devastating downturn of its former golden child.

Jeff Weiss is a music writer and cultural critic whose work has appeared in The Washington Post, the Los Angeles Times, Pitchfork, The FADER, and many other outlets. A former columnist for LA Weekly, he is the cofounder of The LAnd magazine and the founder of the pioneering hip-hop blog Passion of the Weiss, along with its record label, POW Recordings. He lives in Los Angeles.

Caroline Calloway is known for being the author of Scammer and nothing else. Don’t google her! She’s fine.

Advertisement

Where is it happening?

2153 1st Ave S, 2153 1st Avenue South, St. Petersburg, United States

Event Location & Nearby Stays:

Tickets

USD 0.00

Tombolo Books

Host or Publisher Tombolo Books

It's more fun with friends. Share with friends

Discover More Events in St. Petersburg

Sip, Savor, Socialize: Black Leaf Singles Mixer
Wed, 15 Oct at 06:00 pm Sip, Savor, Socialize: Black Leaf Singles Mixer

237 2nd Avenue South, Saint Petersburg, FL, United States, Florida 33701

SINGLES-PARTIES MEETUPS
Mic Drop: Open Mic Comedy Night at The Ball
Wed, 15 Oct at 06:00 pm Mic Drop: Open Mic Comedy Night at The Ball

49 24th Street North, Saint Petersburg, FL, United States, Florida 33713

COMEDY OPEN-MIC
Cult Classic Film Series - The Blob (1988) - FREE Screening
Wed, 15 Oct at 06:30 pm Cult Classic Film Series - The Blob (1988) - FREE Screening

Coastal Creative, 1st Avenue South, St. Petersburg, FL, USA

ENTERTAINMENT
Pumpkin Centerpiece Workshop
Wed, 15 Oct at 06:30 pm Pumpkin Centerpiece Workshop

3 Daughters Brewing

WORKSHOPS
What's Brewing Thursday Monthly Real Estate Networking-St. Petersburg
Thu, 16 Oct at 09:30 am What's Brewing Thursday Monthly Real Estate Networking-St. Petersburg

Craft Kafe Downtown

Leaded Glass Class: Bat in Flight
Thu, 16 Oct at 10:00 am Leaded Glass Class: Bat in Flight

355 4th Street North, Saint Petersburg, FL, United States, Florida 33701

WORKSHOPS
St. Pete Car Seat Distribution Class-Thursday October 16, 2025
Thu, 16 Oct at 10:00 am St. Pete Car Seat Distribution Class-Thursday October 16, 2025

Johns Hopkins All Children's Hospital, Main Campus

WORKSHOPS NONPROFIT
Ocean Resin Wine Glasses &  Cork Coasters Workshop
Thu, 16 Oct at 11:30 am Ocean Resin Wine Glasses & Cork Coasters Workshop

Beach House 5317

WORKSHOPS ART
Baseball in Pinellas County: An Evening with Dan Hirshberg
Tue, 30 Sep at 07:00 pm Baseball in Pinellas County: An Evening with Dan Hirshberg

2153 1st Ave S

ART LITERARY-ART
Extinction Capital of the World: An Evening with Mariah Rigg
Thu, 02 Oct at 07:00 pm Extinction Capital of the World: An Evening with Mariah Rigg

Tombolo Books

ART LITERARY-ART
Coffee, Connections & Community: A Therapist Networking Event
Sat, 04 Oct at 08:30 am Coffee, Connections & Community: A Therapist Networking Event

2837 1st Ave N, St Petersburg, Fl, 33713

BINGO CONTESTS
Will There Ever Be Another You - An Evening with Patricia Lockwood
Sat, 04 Oct at 06:00 pm Will There Ever Be Another You - An Evening with Patricia Lockwood

Tombolo Books

ART LITERARY-ART
Waiting for Britney Spears: An Evening with Jeff Weiss
Wed, 15 Oct at 07:00 pm Waiting for Britney Spears: An Evening with Jeff Weiss

2153 1st Ave S

ART LITERARY-ART
Author Talk with Mohsen M. Milani
Thu, 16 Oct at 12:00 pm Author Talk with Mohsen M. Milani

Bookstore

ART LITERARY-ART
Mockingbird Court: A Shady Hollow Mystery with Juneau Black
Thu, 16 Oct at 07:00 pm Mockingbird Court: A Shady Hollow Mystery with Juneau Black

2153 1st Ave S

ART LITERARY-ART
The Leadership Shelf: Book Club Session 2
Tue, 21 Oct at 03:30 pm The Leadership Shelf: Book Club Session 2

Lynn Pippenger Hall

Reading Between The Wines
Tue, 21 Oct at 06:30 pm Reading Between The Wines

2053 Central Ave., Saint Petersburg, FL

ART LITERARY-ART
Ring Shout: An Evening with P. Dj\u00e8l\u00ed Clark
Tue, 21 Oct at 07:00 pm Ring Shout: An Evening with P. Djèlí Clark

2153 1st Ave S

ART LITERARY-ART
Other People's Mothers: An Evening with Julie Marie Wade
Thu, 23 Oct at 07:00 pm Other People's Mothers: An Evening with Julie Marie Wade

Tombolo Books

ART LITERARY-ART
The Proving Ground: An Evening With Michael Connelly
Tue, 28 Oct at 07:00 pm The Proving Ground: An Evening With Michael Connelly

2153 1st Ave S., Saint Petersburg, FL, United States, Florida 33712

ART LITERARY-ART

What's Happening Next in St. Petersburg?

Discover St. Petersburg Events