287: On Sex and the City: Valley of the Twenty-Something Guys

Every Outfit

On today’s episode, we revisit “Valley of the Twenty-Something Guys,” also known as the episode where Carrie dates Timothy Olyphant, Miranda embraces androgyny, Charlotte contemplates anal sex, and Samantha delivers the iconic line: “a hole is a hole”.

Today's episode is brought to you by Warby Parker! When you buy one pair of glasses and get 20% off any additional pair at WarbyParker.com/OUTFIT.

As well as WhatNot. Download Whatnot today and get $20 Off and free shipping on your first purchase.

As well as Quince! Upgrade your everyday. Download the Quince app for app-exclusive offers, or go to Quince.com/outfit for free shipping on your order and 365 day returns. Now available in Canada and the UK, too!

Download Cash App Today #CashAppPod. New Cash App customers can earn $10 if they use code CASHAPP10 in their profile at signup and send $5 to a friend within 14 days. Terms apply. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. Cash App Visa® Debit Flex Cards issued by Sutton Bank, Member FDIC, and The Bancorp Bank, N.A., pursuant to a license from Visa U.S.A. Inc. See terms and conditions for the Sutton prepaid card, Sutton debit flex card, and Bancorp debit flex card. Cash App Green features, Savings, Direct deposit, Round ups, Overdraft coverage and Discounts provided by Cash App, a Block, Inc. brand. Visit cash.app/legal/podcast for full disclosures.

More description

On today’s episode, we revisit “Valley of the Twenty-Something Guys,” also known as the episode where Carrie dates Timothy Olyphant, Miranda embraces androgyny, Charlotte contemplates anal sex, and Samantha delivers the iconic line: “a hole is a hole”.

Today's episode is brought to you by Warby Parker! When you buy one pair of glasses and get 20% off any additional pair at WarbyParker.com/OUTFIT.

As well as WhatNot. Download Whatnot today and get $20 Off and free shipping on your first purchase.

As well as Quince! Upgrade your everyday. Download the Quince app for app-exclusive offers, or go to Quince.com/outfit for free shipping on your order and 365 day returns. Now available in Canada and the UK, too!

Download Cash App Today #CashAppPod. New Cash App customers can earn $10 if they use code CASHAPP10 in their profile at signup and send $5 to a friend within 14 days. Terms apply. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. Cash App Visa® Debit Flex Cards issued by Sutton Bank, Member FDIC, and The Bancorp Bank, N.A., pursuant to a license from Visa U.S.A. Inc. See terms and conditions for the Sutton prepaid card, Sutton debit flex card, and Bancorp debit flex card. Cash App Green features, Savings, Direct deposit, Round ups, Overdraft coverage and Discounts provided by Cash App, a Block, Inc. brand. Visit cash.app/legal/podcast for full disclosures.

2026-08-21 76 min
Listen elsewhere

Available Results

Generated results are saved to your library for reuse and search.

No generated results are available for this episode yet.

Transcript

No transcript is available for this episode yet.
Sign in to generate a transcript for review.
Sign in

Chapters

No chapters available.