How I Met Your Mother: Every Time Ted’s Red Cowboy Boots Made An Appearance

There were several serious episodes of How I Met Your Mother due to the premise of the show, and Ted’s journey to find love featured surprisingly emotional moments. However, it remained a sitcom at heart. The series thrived off of making viewers laugh, and the characters’ personalities largely attributed to the comedy.
The obsession Ted has with his red cowboy boots is one of the funniest running gags in How I Met Your Mother, as well as the claim that he “pulls them off.” Ted’s shoes are the origin of several jokes, and the gang uses them as fuel against him. They are featured multiple times throughout the show, and each appearance is better than the last.

Season 3, Episode 19: “Everything Must Go”

The first time Ted’s cowboy boots are ever brought up is by Marshall and Lily. He’s so offended that no one likes his boots as much as he does that he puts them on to model them for his friends. Whether Ted can actually “pull them off” is up for interpretation, but he still sought some kind of validation.

Season 4, Episode 21: “The Three Days Rule”

Barney takes whatever opportunity he can to poke fun at Ted, but it’s not as common for Marshall to get involved. Their team-up made this episode even funnier, as they encouraged each other to keep catfishing Ted in the most hilarious ways.

Season 5, Episode 23: “The Wedding Bride”

Unless Tony broke into the apartment to steal the red cowboy boots, it’s safe to say that Ted’s pair wasn’t featured in The Wedding Bride. Considering how attached he is, there’s no way Ted wouldn’t have noticed their absence.

Season 6, Episode 21: “Hopeless”

Although they first appeared in How I Met Your Mother Season 3, when and why Ted bought the boots remained unknown. Given Ted’s character, it seemed likely that he saw them in the store and felt inspired, but that surprisingly wasn’t the case.

Season 8, Episode 10: “The Over-Correction”

Ted’s friends don’t just use his red cowboy boots to make fun of him—they also use them for blackmailing purposes. Trapped in Barney’s closet and desperate for a way to sneak out unseen, Robin tells Ted his boots are in the closet with her.

Season 8, Episode 16: “Bad Crazy”

Out of all of Ted’s major love interests in How I Met Your Mother, Jeanette was arguably the worst. Her relationship with Ted didn’t last long, and she was so violent that she was single-handily the reason he decided it was time to settle down.

Season 8, Episode 18: “Weekend At Barney’s”

The red cowboy boots were finally destroyed in How I Met Your Mother Season 8. Jeanette burned them along with the rest of Ted’s things, and he was distraught to see what was left of them fall from his apartment onto the street.

Season 9, Episode 19: “Vesuvius”

Ted’s boots don’t return from the dead, and Season 8 Episode 18 is the last time the real ones appear. However, the knockoff pair is featured in Tony’s latest screenplay, The Wedding Bride 2.


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