Magenta fuzzy-textured retro trucker cap with a patch of Telly Monster from Sesame Street holding a triangle shape, black border, magenta mesh back with an Overlord logo.
Woven patch of Telly Monster from Sesame Street holding a triangle shape on a white background with a black border, stitched onto a magenta fuzzy-textured retro trucker cap.
Model wearing the magenta Telly Monster from Sesame Street retro trucker cap with a magenta mesh side.
Magenta fuzzy-textured retro trucker cap with a patch of Telly Monster from Sesame Street holding a triangle shape, black border, magenta mesh back with an Overlord logo, shown on a dark background.
Underside of the Telly Monster from Sesame Street retro trucker cap showing a teal brim with a yellow triangle print, a green Overlord and Sesame Street tag, a magenta mesh crown, and green Overlord branded taping with yellow text.
Magenta fuzzy-textured retro trucker cap with a patch of Telly Monster from Sesame Street holding a triangle shape, black border, magenta mesh back with an Overlord logo.
Woven patch of Telly Monster from Sesame Street holding a triangle shape on a white background with a black border, stitched onto a magenta fuzzy-textured retro trucker cap.
Model wearing the magenta Telly Monster from Sesame Street retro trucker cap with a magenta mesh side.
Magenta fuzzy-textured retro trucker cap with a patch of Telly Monster from Sesame Street holding a triangle shape, black border, magenta mesh back with an Overlord logo, shown on a dark background.
Underside of the Telly Monster from Sesame Street retro trucker cap showing a teal brim with a yellow triangle print, a green Overlord and Sesame Street tag, a magenta mesh crown, and green Overlord branded taping with yellow text.

OVERLORD™ x Sesame Street - Telly Monster

OVERLORD™ x Sesame Street - Oscar The Grouch
OVERLORD™ x Sesame Street - Cookie Monster
OVERLORD™ x Sesame Street - Elmo
OVERLORD™ x Sesame Street - Grover
OVERLORD™ x Sesame Street - Snuffleupagus
OVERLORD™ x Sesame Street - Bert
OVERLORD™ x Sesame Street - Ernie
OVERLORD™ x Sesame Street - The Count
OVERLORD™ x Sesame Street - Big Bird
OVERLORD™ x Sesame Street - Super Grover
OVERLORD™ x Sesame Street - Two-Headed Monster
OVERLORD™ x Sesame Street - Blue Yip-Yip
OVERLORD™ x Sesame Street - Pink Yip-Yip
OVERLORD™ x Sesame Street - Abby Cadabby
OVERLORD™ x Sesame Street - Sherlock Hemlock (Cashmere)
OVERLORD™ x Sesame Street - Zoe
OVERLORD™ x Sesame Street - Telly Monster
OVERLORD™ x The Monster at the End of This Book – Grover
OVERLORD™ x Sesame Street – Alistair Cookie
OVERLORD™ x Sesame Street – Frazzle
$40
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Sizing Guide

Soft-Spoken Subversion: The OVERLORD x Sesame Street Telly Monster Trucker Cap

Anxiety, but make it iconic. The OVERLORD Telly Monster Trucker Cap reframes one of Sesame Street’s most endearing overthinkers as a piece of wearable, self-aware design culture. This isn’t chaos—it’s contemplation. A cap for people whose minds never quite turn off, and whose taste is sharp enough to make that a feature, not a flaw.

Telly’s expression says everything: alert, unsure, deeply invested. He’s the patron saint of spiraling thoughts and quiet intelligence, captured here in a way that feels less “character merch” and more conceptual fashion object. The mood is introspective but playful—soft texture, sharp idea.

This piece lives in that rare space where vulnerability becomes confidence. It reads ironic, but not cold. Emotional, but controlled. The kind of cap that feels almost therapeutic—like letting people know you’re thinking things through, even when you don’t say a word.

Wear it when you’re questioning everything. Or when you’ve already thought it all the way through.

Features:
🧠 Telly Monster energy—thoughtful, expressive, and endlessly internal
💭 A plush, saturated presence that feels comforting yet deliberate
🎭 Designed for those who feel deeply, think constantly, and dress intentionally

✅This is an officially licensed Sesame Street Workshop product.

  • Fabric: 90% POLYESTER / 10% COTTON
  • Brim: 2 1/2"
  • Closure: Snapback
  • Size: ONE SIZE (Adult)
FREE SHIPPING ON DOMESTIC USA ORDERS OVER $100! 

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