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The 30 Most Batsh*t Insane Don Cherry Jackets of All Time

by: Esteban On  Tuesday, February 10, 2015
Tags:  Announcers   Don Cherry   Fashion   NHL  

Best Don Cherry Jackets

CBC hockey “analyst” Don Cherry makes insightful observations about the NHL every once in a while. However, that’s not why people tune in to his “Coaches Corner” segments on Hockey Night in Canada. They tune in—or watch later on YouTube—for the angry rants and the batsh*t insane Don Cherry jackets.

If you’re a Canadian hockey fan, you understand this. However, if you’re one of the millions of American hockey fans who does not live anywhere near the Canadian border, you might not be aware that, when it comes to fashion, Cherry is basically Craig Sager on acid. And today we’re going to enlighten you.

So without further ado, if you think your fashion sense can handle it, take a look at our definitive ranking of ridiculous Don Cherry jackets.

 

Best Don Cherry Jackets

CBC hockey “analyst” Don Cherry makes insightful observations about the NHL every once in a while. However, that’s not why people tune in to his “Coaches Corner” segments on Hockey Night in Canada. They tune in—or watch later on YouTube—for the angry rants and the batsh*t insane Don Cherry jackets.

If you’re a Canadian hockey fan, you understand this. However, if you’re one of the millions of American hockey fans who does not live anywhere near the Canadian border, you might not be aware that, when it comes to fashion, Cherry is basically Craig Sager on acid. And today we’re going to enlighten you.

So without further ado, if you think your fashion sense can handle it, take a look at our definitive ranking of ridiculous Don Cherry jackets.

 

30 blue and gold plaid - Don Cherry Jackets

You know you have some bold sh*t in your wardrobe when this green, blue, and yellow plaid jacket is the least crazy thing you own.

 

30. Green and Yellow Plaid

30 blue and gold plaid - Don Cherry Jackets

You know you have some bold sh*t in your wardrobe when this green, blue, and yellow plaid jacket is the least crazy thing you own.

 

29 red and blue plaid - Don Cherry Jackets

Don Cherry: You sure this tie doesn’t clash with this jacket?

Mrs. Cherry: [Takes a sip from a high ball glass] No way, babe, you look amazing!

Don Cherry: Awe, thanks hun.

 

29. Red and Blue Plaid

29 red and blue plaid - Don Cherry Jackets

Don Cherry: You sure this tie doesn’t clash with this jacket?

Mrs. Cherry: [Takes a sip from a high ball glass] No way, babe, you look amazing!

Don Cherry: Awe, thanks hun.

 

28 black on black paisley - Don Cherry Jackets

Man I love this look. Cherry looks like Neo from The Matrix if Neo from The Matrix were a pimp in 1982.

 

28. Black on Black Paisley

28 black on black paisley - Don Cherry Jackets

Man I love this look. Cherry looks like Neo from The Matrix if Neo from The Matrix were a pimp in 1982.

 

27 shiny lavender silk - Don Cherry Jackets

After sewing together a double-breasted blazer made of lavender silk, Cherry’s tailor was probably like, “Shiny silver button? Sure, WTF.”

 

27. Lovely in Lavender

27 shiny lavender silk - Don Cherry Jackets

After sewing together a double-breasted blazer made of lavender silk, Cherry’s tailor was probably like, “Shiny silver button? Sure, WTF.”

 

26 blue with white marijuana leaves - Don Cherry Jackets

Am I the only who thinks those white leaves are vaguely reminiscent of marijuana leaves?

 

26. The 420 Suit

26 blue with white marijuana leaves - Don Cherry Jackets

Am I the only who thinks those white leaves are vaguely reminiscent of marijuana leaves?

 

25 purple plaid - Don Cherry Jackets

I like to imagine this is the kind of getup Grimace wears when he dresses up.

 

25. Purple Plaid

25 purple plaid - Don Cherry Jackets

I like to imagine this is the kind of getup Grimace wears when he dresses up.

 

24 shiny whilte silk with polka dots (dalmation pattern) - Don Cherry Jackets

Who wore is better—Don Cherry or Taylor Swift? I’m gonna say Cherry.

 

24. White Silk with Black Polka Dots

24 shiny whilte silk with polka dots (dalmation pattern) - Don Cherry Jackets

Who wore is better—Don Cherry or Taylor Swift? I’m gonna say Cherry.

 

23 purple flowers - Don Cherry Jackets

This one looks like some Grateful Dead fan art. All it needs is a big skull in the middle.

 

23. Purple Flower Paisley

23 purple flowers - Don Cherry Jackets

This one looks like some Grateful Dead fan art. All it needs is a big skull in the middle.

 

22 canadian flag jacket - Don Cherry Jackets

Canada is a country of contradictions. On the one hand, it has a reputation as being liberal and progressive and peaceful.

On the other hand, Don Cherry.

 

22. Captain Canada

22 canadian flag jacket - Don Cherry Jackets

Canada is a country of contradictions. On the one hand, it has a reputation as being liberal and progressive and peaceful.

On the other hand, Don Cherry.

 

21 white with daisies - Don Cherry Jackets

The octopus is the least weird thing about this photo.

 

21. Flower Power

21 white with daisies - Don Cherry Jackets

The octopus is the least weird thing about this photo.

 

20 red velvet - Don Cherry Jackets

Get it? The jacket is red velvet, like red velvet cupcakes.

Mmmm cupcakes…

 

20. Hey Cupcake

20 red velvet - Don Cherry Jackets

Get it? The jacket is red velvet, like red velvet cupcakes.

Mmmm cupcakes…

 

19 leprechaun green - Don Cherry Jackets

This one is obviously from St. Patrick’s Day. But honestly, Don Cherry could wear it any time of year and nobody would bat an eye.

 

19. The Leprechaun

19 leprechaun green - Don Cherry Jackets

This one is obviously from St. Patrick’s Day. But honestly, Don Cherry could wear it any time of year and nobody would bat an eye.

 

18 ugly hockey sweater jacket - Don Cherry Jackets

You’ve seen the ugly Don Cherry jacket hockey jerseys. But have you seen the ugly hockey jersey Don Cherry jacket?

 

18. Ugly Hockey Sweater Jacket

18 ugly hockey sweater jacket - Don Cherry Jackets

You’ve seen the ugly Don Cherry jacket hockey jerseys. But have you seen the ugly hockey jersey Don Cherry jacket?

 

17 green and white stripes - Don Cherry Jackets

If you ever see Don Cherry walking down the street in this jacket, look away. Staring directly at it while he’s moving will give you seizures.

 

17. The Mint Julep

17 green and white stripes - Don Cherry Jackets

If you ever see Don Cherry walking down the street in this jacket, look away. Staring directly at it while he’s moving will give you seizures.

 

16 gay pride plaid - Don Cherry Jackets

Don Cherry supports gay marriage officially, but you wouldn’t exactly call him a champion of gay rights. That’s what makes his entire wardrobe—and this jacket in particular—so ironic.

 

16. Gay Pride Plaid

16 gay pride plaid - Don Cherry Jackets

Don Cherry supports gay marriage officially, but you wouldn’t exactly call him a champion of gay rights. That’s what makes his entire wardrobe—and this jacket in particular—so ironic.

 

15 blue with daisies - Don Cherry Jackets

Dark blue shirt with light blue jacket? Sure, why not.

 

15. Blue Skies and Daisies

15 blue with daisies - Don Cherry Jackets

Dark blue shirt with light blue jacket? Sure, why not.

 

14 blue and whte checkers - Don Cherry Jackets

This fabric was obviously inspired by the paper that lines a basket of french fries.

 

14. Mr. Pomme Frites

14 blue and whte checkers - Don Cherry Jackets

This fabric was obviously inspired by the paper that lines a basket of french fries.

 

13 brown and pink muumu print - Don Cherry Jackets

I think Cherry had this one made from a muumu his wife bought in Hawaii in 1968.*

*Just to be clear, that’s a joke. And also, Cherry’s late first wife, Rose, was saint.

13. Nice Muumu

13 brown and pink muumu print - Don Cherry Jackets

I think Cherry had this one made from a muumu his wife bought in Hawaii in 1968.*

*Just to be clear, that’s a joke. And also, Cherry’s late first wife, Rose, was saint.

12 fall foliage camo - Don Cherry Jackets

Lord have mercy, what in the hell is this fabric? I don’t even have a joke to make. It’s too ridiculous.

 

12. Fall Foliage Camo

12 fall foliage camo - Don Cherry Jackets

Lord have mercy, what in the hell is this fabric? I don’t even have a joke to make. It’s too ridiculous.

 

11 goal light jacket - Don Cherry Jackets

If I were the commissioner of the NHL, I would make all the goal judges where jackets just like this.

 

11. Goal Light

11 goal light jacket - Don Cherry Jackets

If I were the commissioner of the NHL, I would make all the goal judges where jackets just like this.

 

10 red floral print - Don Cherry Jackets

Cherry didn’t wear a boutonniere with this one because nobody would have seen it anyway.

 

10. Red Carnation

10 red floral print - Don Cherry Jackets

Cherry didn’t wear a boutonniere with this one because nobody would have seen it anyway.

 

9 multi-colored flowers - Don Cherry Jackets

Sure, you look amazing. But every time you leave the house a whole colony of bumble bees tries to pollenate you.

 

9. Flower Power, Part 2

9 multi-colored flowers - Don Cherry Jackets

Sure, you look amazing. But every time you leave the house a whole colony of bumble bees tries to pollenate you.

 

8 roses - Best Don Cherry Jackets

I assume Cherry had this one made to honor his late wife, Rose, which is really sweet. But he still looks ridiculous.

 

8. Rosey

8 roses - Best Don Cherry Jackets

I assume Cherry had this one made to honor his late wife, Rose, which is really sweet. But he still looks ridiculous.

 

7 hot pink tropical pattern - Don Cherry Jackets

Don Cherry was a guest speaker at the inauguration of former Toronto crackmayor Rob Ford back in December of 2010. During his speech, he told the new mayor to stick it to those bike-riding “commie pinkos.”

One can only assume this jacket is ironic.

 

7. Commie Pinko

7 hot pink tropical pattern - Don Cherry Jackets

Don Cherry was a guest speaker at the inauguration of former Toronto crackmayor Rob Ford back in December of 2010. During his speech, he told the new mayor to stick it to those bike-riding “commie pinkos.”

One can only assume this jacket is ironic.

 

6 chartreause tropical print - Don Cherry Jackets

Cherry liked that last one so much, he had his tailer make him another one in chartreuse.

 

6. Chartreuse

6 chartreause tropical print - Don Cherry Jackets

Cherry liked that last one so much, he had his tailer make him another one in chartreuse.

 

5 chinese new year jacket - Don Cherry Jackets

I would say this must be what Don Cherry wore on Chinese New Year, except that there’s no way Don Cherry gives a sh*t about Chinese New Year.

 

5. Enter the Dragon

5 chinese new year jacket - Don Cherry Jackets

I would say this must be what Don Cherry wore on Chinese New Year, except that there’s no way Don Cherry gives a sh*t about Chinese New Year.

 

4 turkish bathroom tile - Don Cherry Jackets

“Do you have any fabric that looks like Turkish bath tile?”

 

4. Tile Guy

4 turkish bathroom tile - Don Cherry Jackets

“Do you have any fabric that looks like Turkish bath tile?”

 

3 television test pattern - Don Cherry Jackets

This jacket looks like a TV test pattern. (Ask your parents what that is, kids. Or Google.)

 

3. Stripey

3 television test pattern - Don Cherry Jackets

This jacket looks like a TV test pattern. (Ask your parents what that is, kids. Or Google.)

 

2 taxi cab print - Don Cherry Jackets

Why does this fabric even exist? Is there some textile factory in China that makes fabrics just for Don Cherry’s jackets?

 

2. Taxi Cab Cherry

2 taxi cab print - Don Cherry Jackets

Why does this fabric even exist? Is there some textile factory in China that makes fabrics just for Don Cherry’s jackets?

 

1 lightning storm - Don Cherry Jackets

No, you’re eyes do not deceive you. That is lightning.

This is easily the greatest Don Cherry jacket of all time.

 

1. Thunder & Lightning

1 lightning storm - Don Cherry Jackets

No, you’re eyes do not deceive you. That is lightning.

This is easily the greatest Don Cherry jacket of all time.

 



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