Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

What makes the 50-year mortgage such a chuckleheaded product?

From Los Angeles Times • Nov. 18, 2025

Even then, the Mets had quickly earned a reputation for chuckleheaded ineptitude.

From New York Times • Sep. 2, 2020

For many years running, Bud Light has bought the first spot after kickoff, using this prime real estate to crack chuckleheaded jokes—often involving concussed groins and/or flatulent animals.

From Slate • Feb. 6, 2012

They have invested too much of their lives in the chuckleheaded fantasy to give it up now, despite how ridiculous the film reveals it to be.

From Slate • Oct. 27, 2011

Matt, you poor, chuckleheaded boy, listen to me.

From Cappy Ricks Or, the Subjugation of Matt Peasley by Kyne, Peter B. (Peter Bernard)