Overcompensating (2025): A Hilarious & Heartfelt Comedy-Drama on Prime Video

🎭 Come as you aren’t. That’s the tagline of Overcompensating, the highly anticipated comedy-drama series coming to Amazon Prime Video on May 15, 2025. Created by and starring Benito Skinner, this bold, hilarious, and deeply personal show follows a former football player navigating his identity in an environment that demands conformity.

With a stellar cast, sharp humor, and heartfelt storytelling, Overcompensating is set to be one of the most authentic and relatable coming-of-age series of the year.

🏈 The Story: A Journey of Identity & Friendship

At the heart of Overcompensating is Benny (Benito Skinner), a closeted former football player who’s struggling to fit in after stepping away from his hyper-masculine world. In an effort to reinvent himself, Benny befriends Carmen (Wally Baram), an eccentric and confident college outsider who teaches him the art of survival through wit, sarcasm, and unapologetic self-expression.

As Benny attempts to navigate this new social terrain, he overcompensates in his efforts to hide his true self, leading to awkward, hilarious, and sometimes painful misadventures. Through friendships, relationships, and self-discovery, the show explores themes of masculinity, sexuality, and the lengths people go to fit in—often at the cost of their own happiness.

With laugh-out-loud comedy and moments of raw vulnerability, Overcompensating promises to be a fresh and unique take on the classic college experience.

🌟 The Cast: A Mix of Comedy & Star Power

Overcompensating boasts a fantastic ensemble, blending comedic talent with industry veterans.

Main Cast:

⭐ Benito Skinner as Benny – A closeted former football player navigating his new life.

⭐ Wally Baram as Carmen – The college misfit who becomes Benny’s closest friend.

⭐ Mary Beth Barone as Grace – A mysterious and witty force in Benny’s world.

⭐ Adam DiMarco as Peter – A charming but unpredictable presence in Benny’s life.

⭐ Rish Shah as Miles – Benny’s complicated love interest.

Recurring & Guest Stars:

🎭 Connie Britton (Friday Night Lights, White Lotus) as Kathryn, Benny’s mother.

🎭 Kyle MacLachlan (Twin Peaks, Dune) as John, Benny’s father.

🎭 Kaia Gerber (American Horror Stories) as Esther.

🎭 Charli XCX (pop icon) as herself, adding a touch of celebrity cameo magic.

🎭 Andrea Martin (Only Murders in the Building) in a yet-to-be-revealed role.

🎬 Why Overcompensating Is a Must-Watch

🔹 A Unique Perspective – While college-set comedies are nothing new, Overcompensating brings a fresh take on masculinity, queerness, and self-acceptance, making it relatable for anyone who’s ever felt like an outsider.

🔹 Benito Skinner’s Vision – Known for his hilarious online personas, Skinner is finally bringing his sharp writing and comedic timing to long-form storytelling.

🔹 A24’s Magic Touch – Produced by A24, the studio behind Euphoria, Beef, and Everything Everywhere All at Once, this series is bound to be both visually stylish and emotionally resonant.

🔹 Jonah Hill’s Involvement – With Jonah Hill as an executive producer, expect a blend of sharp comedy and heartfelt character moments, much like his directorial debut Mid90s.

📅 Release Date: May 15, 2025, on Amazon Prime Video

With its smart writing, incredible cast, and a story full of heart, Overcompensating is not just another college comedy—it’s a cultural moment. Whether you’re looking for laughs, emotional depth, or an honest exploration of identity, this series has it all.

Will you be watching Overcompensating? Drop your thoughts below! ⬇️

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