Does A Small Age Gap Still Make Me A Cougar?

Bob the Drag Queen and Jared kick off today’s episode bonding over their favorite WWF wrestlers and swapping stories from their early stand-up comedy days. Then they dive into modern dating drama, including a straight boyfriend who wants to explore drag, but his girlfriend is fee ...  Show more

Jordana is on maternity leave, so Jared Fried is joined by BETCHES’ Jack Maloney to break down a second date disaster featuring aggressive tongue, a “breast exam” style titty grab, and whether bad kissing is an ick or just picky. They share exact language to use in the moment lik ...  Show more

It can be challenging to date at any age. But, certain ages can make things extra challenging. In this episode, Cam and Karen Lee, a mother and son, from the podcast Sex Talk With My Mom are on the show to talk about how to date women of all ages and all the wonderful benefits to ...  Show more

How big is TOO big of an age gap in dating?? Dean reveals what happened when he dated an older woman when he was in his early twenties!   Sharing your location with your significant other can be a sensitive subject in a relationship, and we hear about how Dean got caught by Caely ...  Show more

Whenever an older female celebrity dates a younger guy, it tends to make the news. These women, often referred to as “cougars” or “MILFS,” have long had their relationships subject to scrutiny and stigma. However, the narrative around them has shifted, ...

A typical U.S. couple will have an age gap of 2.3 years -- but this wasn't always the case. Join Caroline and Cristen as they explore the average age gap, May-December relationships and the ultimate question: How large is too large of an age gap?