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Decider
15 May 2025


NextImg:When does 'Overcompensating' come out? How to watch the Benito Skinner comedy

College may be winding down for the year, but it’s already time to go back to school on Prime Video with the new comedy series Overcompensating.

Overcompensating is created by, written by, and starring Benito Skinner, more commonly known online as Benny Drama. Inspired by his own life, the series follows Benny (Skinner), a closeted former football player struggling to accept his sexuality, and Carmen (Wally Baram), an outsider on a mission to fit in. It will explore “the lengths to which we all overcompensate while finding out who we really are.”

Charli XCX is among the executive producers on the series, and the “Brat” songstress will also appear in an episode of the eight-episode season.

Overcompensating, a new comedy from A24, comes out on May 15 at 3 a.m. ET. You’ll be able to stream all eight episodes of Overcompensating on Prime Video beginning tomorrow, May 15.

Overcompensating is an Amazon Original, so you’ll need a Prime Video subscription to tune in.

If you’re not already an Amazon Prime subscriber, don’t fret — you can still watch Overcompensating for free! Amazon Prime, which includes Prime Video, comes with a 30-day free trial before payment begins. After one month, the subscription costs $14.99/month or $139/year.

Formerly available only to students, all 18-24-year-olds, regardless of student status, are now eligible for a discounted Prime for Young Adults membership with age verification. After a six-month free trial, you’ll pay 50% off the standard Prime monthly price — just $7.49/month — for up to six years.

The star-studded cast of Overcompensating is full of online personalities, fan favorites, and more. Here’s who you’ll see in main roles on the series:

Overcompensating will also feature Connie Britton, Kyle MacLachlan, Kaia Gerber, Owen Thiele, Holmes, and more in its recurring cast.

A stacked roster of guest stars includes executive producer Charli XCX as herself, Andrea Martin, Megan Fox, Lukas Gage, Bowen Yang, Matt Rogers, James Van Der Beek, Didi Conn, Rachel Matthews, Danielle Perez, Boman Martinez-Reid, Yasmine Sahid, and Caleb Hearon.


This article was written by Angela Tricarico, Commerce Writer/Reporter for Decider. Angela keeps readers up to date with cord-cutter-friendly deals, how to watch your favorite sports teams and movies on each streaming service and the very best in tech, like soundbars, to enhance your viewing experience. Not only does Angela test and compare the services, devices and merch she writes about, but she’s also a superfan specializing in the intersection of shopping, tech and pop culture. Prior to joining Decider and the New York Post in 2023, she wrote about streaming and consumer tech at Insider Reviews. 


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