This post was most recently updated on July 5th, 2019

I’m so excited to share a shiny new addition to my shoe closet & give you the chance to win a pair too! I’m always happy to get my hands on functional shoes and these short Chelsea style Cougar rain boots are no exception. The style is called “Terri” and I just love it in graphic black and white.

With its high gloss, bright white contrast lug sole &herringbone elasticized sides, I’m happily anticipating another rain day!

Click below to see my new YouTube unboxing video featuring these short rain boots & take a look at the outfit I chose to style them with for Spring in Toronto!

Cougar Rain Boots Short Terri Trench Outfit

Chelsea rain boots: c/o Cougar. Short Black Trench Coat: 7 for all Mankind. Colorblock Tote: Indigo Books (on sale!). Silver Rings: c/o Shop for Jayu. Sunglasses: old.

Shop the Look:


If you’re on the market for a pair of short rain boots, well look no further! We’ve partnered up with home grown brand Cougar to give away 1 pair of Spring 2016 rain boots to one of our lucky Canadian readers.

Interested? Well, read all about the boot features & enter to win, at the bottom of the post!

Cougar Rain Boots Review & Unboxing

I decided to style these short rain boots for women in a very Toronto street style fashion: all freaking black! Well, almost 😉 I am loving black on black looks lately, especially when the black materials have different textures (heck, I’ve even dyed my hair back to its original almost-black color!). Really liking the glossy rubber of the rain boots in contrast with my new matte trench (from Winners Bloor St).

Of course, I couldn’t not add a little colour to this outfit (not just because it’s Spring, but I need to distract from the fact that I’m soooo so pale!). This black & royal blue shopper bag, snagged at Indigo Books on clearance last weekend, adds a fun color pop is large and solid enough to double as a literal shopping bag, gym bag & pretty much anything bag. Added bonus that bright blue it a great match to so many colors!

This is my second set of Cougar Boots, as I have a pair of their famous tan colored winter pillow boots. They’re one of my go-to pair for the colder days for their comfort, warmth & durability. I often inadvertently kick things when I walk, so I need shoes that can fight a good sidewalk!

Short Cougar Rain Boots Black & WhiteCougar Rain Boots Short Terri Black 1

Chelsea Cougar Rain Boots Black Trench OutfitChelsea Cougar Rain Boots Black & WhiteCougar Rain Boots Terri Trench OutfitCougar Rain Boots Short Terri Outfit

7 Things to Love about these Cougar Rain Boots

  • The sleek, slimming look. No clunky rain boots here!
  • Thick contrast lug sole with 1.5″ heel
  • Removable insole
  • The printed elastic on both the inside & outside of the shoe
  • Guaranteed waterproof, so feel free to jump in a puddle or two!
  • Unbelievable comfort
  • They’re designed right here, in Canada

Photos by Leo Shen

Cougar Rain Boots Spring Giveaway

Short Cougar Rain Boots Black Trench Outfit

What you could Win:

1 pair of Cougar Rain Boots from their Spring 2016 Collection for 1 winner (subject to availability)

Who can Enter:

 Anyone 13+ years in age, located in Canada

How to Enter:

It’s easy! Enter by using the Rafflecopter widget below. Each entry has its own value. Gain more entries by tweeting daily (see all options when activating the widget, below).


a Rafflecopter giveaway

Giveaway Fineprint

Giveaway starts April 18, 2016 12AM EST and ends May 02, 2016 12AM EST. 1 winner will win 1 pair of Cougar rain boots of their choice from the 2016 Spring collection. Chosen prize is subject to availability. Contestants must leave a comment on the blog answering our question to qualify to enter.  All other entries are optional. The winner will be announced shortly after the end of the giveaway. The winner will be randomly selected by Rafflecopter. The prize is non-transferrable & cannot be redeemed for cash value or exchanged for another product. Applicants must be over 13 years of age and must reside in Canada. Prize will be shipped directly from Cougar Boots.

xo Cristina


  1. Maria McLachlan

    I usually go for tall boots but I’d like to give the shorter ones a try. Like the pair on the post.

  2. Laurie W.

    I prefer short rainboots in a black so that they go with everything.

  3. Love a short rainboot and black is so classic!

  4. Lori Sexton

    I like the short and colourful Ruby Wild Rose

  5. I like a mid calf boot. While shopping for rain boots I ended up finding some great Dav boots.

  6. Aarone Mawdsley

    tall and either brown or black distressed leather

  7. I love a tall and very colourful rain boot – I love bright colours on dull days!

  8. I like my rain boots tall and fashionably chic (some colours can’t hurt!).

  9. lori butler

    for sure something tall and lots of colors

  10. Nicole Jubleew

    My favourite are short and brightly coloured to brighten up a grey day!

  11. Emma Walpole

    tall, colourful and maybe a pattern are a fav

  12. Short or tall doesn’t matter to me really but they have to be either fun or colorful!

  13. nicolthepickle

    I like tall rain boots with polka dots.

  14. ginette4

    I love short and wild..I love their ROYALE ABERDEEN PLAID boots

  15. Charlotte/chalbe

    I prefer short rain boots, easier to wear with pants or skirts

  16. Rhonda W G.

    These are really nice looking rain boots! I like all styles…lol…1 of each please…

  17. Samantha

    I really like tall and neutral colored boots. That why I know it won’t get onto my socks and will match everything!

  18. Heather D

    I used to have tall rain boots. I think I would preder short though.

  19. Margaret

    I like the short rain boots….actually, I love them all!!

  20. Alayne Langford

    I am totally smittened with your Cougar black and white short boots! I could wear those every day, whatever the weather! 🙂

  21. Julie Moore

    I really love the medium tall Rage Magestic. They look bad ass

  22. I love the ankle style and the black look really stylish.

  23. Kim Keithline

    I like a tall boot the color I don’t care about though

  24. Tall boots with a nice cheery spring colour are my favourite.

  25. Michelle Hill

    Short or tall as long as they are colorful to brighten up rainy, gloomy days!

  26. katherinek

    I just love the Terri Spring flower short boot

  27. Sunshine G

    I like ankle rainboots – they’re so much more stylish!

  28. Jennifer C

    I love them all but tall and colourful would be my choice. Thanks for the chance.

  29. Marlene J


  30. susan smoaks

    i like colorful and short boots. they are my favorite.

  31. I like my rain boots like I like my men…tall and pretty, just kidding, sort of!

  32. I love tall, colourful rain boots with funky patterns!

  33. Robyn Bellefleur

    I prefer shorter boots with lots of bright colors.

  34. Cheryl Germain

    My fav rainboot type is tall, to help keep more of me dry, especially during “sideways” rain!

  35. brandy c

    I like short rainboots that are colorful, but most important keep my feet dry.

  36. Christine Holliday

    I have a pair of tall boots and I hardly ever wear them. They are cumbersome. I want some shiny shorty, colourful ones now.

  37. Heather Williams

    I am addicted to rain boots. I love tall ones with designs and colors. I feel like a kid stomping about the yard doing yard work. Plus they are just fun to look at.

  38. I usually prefer a taller rainboot style but I really like the Cougar royal aberdeen plaid.

  39. Bailey Dexter

    I love the short rain boots, perfect for any type of pant, leggings or dress.

  40. robyn paris

    I love regent flora. They are perfect in height and the pattern is incredible.

  41. Danielle Marie

    i normally like tall and colorful. prints too!

  42. Christina G.

    My favorite are the mid-calf length boots. Thanks for the giveaway!

  43. Lisa bolduc

    I have reserally big short boots are a must for me

  44. gayle bellemare

    I love demi or short boots and don’t think I’ve ever owned rain boots as an adult. I would love to wear these and might even start hoping for rain lol!

  45. Sandi Tymchuk

    I’ve never owned fashionable rainboots–I love these short and shiny ones–better for pants!

  46. I like a mid-length colourful rain boots because it makes walking in puddles more fun.

  47. Edith Rennes

    After looking at the selection, I’m surprised to say I like the colorful short ones.

  48. My current ones are tall and colourful,but these are nice :).Thanks!

  49. Krista M

    I’ve always liked the tall rainboots but since I’m not a tall person, a short to mid calf design would suit me much better. I absolutely adore the Kirby pair, they are stylin’!

  50. I like the short rain boots, the Teri black & white ones are very smart!

  51. Florence C

    I like the shorter and colourful rainboot.

  52. Leslie Crosbie

    What is the point of wearing Rainboots if they are not tall?? lol So I pick tall rainboots!!

  53. Silvia D

    rains alot here so a taller colorful rain boot.

  54. Scott MacMillan

    My Wife really likes the short ones.This would be a real surprise for her.

    • Scott MacMillan

      Plain black and white are what she likes.

  55. Those rain boots are ADORABLE. Living in Seattle, I don’t know if I would say that it would make me wish for more rain, but a pair of those would definitely make drizzling days more fun. I really like the white sole as well – so sporty and chic!
    XO, Janea

  56. Linda Svarovsky

    I like tall as its more functional when walking

  57. Daniela Plume

    I like a tall colourful boot but i’ve not tried a short boot yet.

  58. I like tall rainboots best, first, a classic black, then a colourful pair.

  59. dawn gordon

    i like the kerns and the rage snake skin….

  60. Monique Rizzo

    I like tall brightly colored boots with a fun pattern, like umbrellas!
    Thank you for the chance.

  61. Wanda Bergman

    I usually like tall and colourful. From the catalogue, my favourite pair is the Rage Wild Rose.

  62. Ali Celestino

    Rage Aberdeen Plaid love them!! Not to short or high and would easily match anything.

  63. Stephanie C

    I prefer a tall dark boot… they go with everything

  64. I have a tall pair of rain boots that I love but never wear in the store. The short ones, however, are absolutely adorable. I think I will get some for next year.

  65. Vanessa L

    I’m a fan of short ones. They’re easy to slip on. The Regent Black Polka Dot is my fave!

  66. Suzanne G

    I like a short rain boot that is bright and colourful.

  67. I like my rain boots short and colourful! Bright is great on a rainy day….

  68. Jessica Vallee

    I love short and colourful! I like to make a statement without getting sweaty calves, haha!

  69. Aimee Robison

    I am liking the short boots in black and white.

  70. patricia skinner

    My favorite boot type is short and colorful, I do love solid colors too.

  71. melissa fowers

    I love the tall boots so stylish and practical

  72. janine a

    i have the tall black hunter boots as my rain boots currently, love the socks that go with them. these boots are so cute and funky though! love them

  73. Amy Heffernan

    I like a short boot and in black! Thanks!

  74. Tari Lawson

    I like the look of the tall ones but for me, the short would be more practical. I also like colors.

  75. Emily Morelli

    I like colorful, tall and soft rain boots. The Talon are pretty cute.

  76. heather sibley

    I like short funky rain boots like the Royale Polka Dot:

  77. Stephanie

    I like short rain boots in black or colourful.

  78. Jessica Kaufman

    I like Tall rain boots best. They fit well over my pants.

  79. Belinda McNabb

    I like short rain boots that still look stylish!

  80. ivy pluchinsky

    I love tall boots! keeps my socks dry

  81. I like tall rainboots in a neutral colour like black that will match with anything.

  82. Judy Cowan

    I love short and usually stick with black since it goes with everything! I do like these black & white ones!

  83. Stephanie V

    for light rains – love short and black — just like the ones pictured! For serious rain, tall and dark!

  84. Angela Mitchell

    I usually like tall, colourful, rain boots but these short black and white ones are so, so cute, and they would go with so many things!

  85. Alyce Poalillo

    I prefer the shorter ones and also use them in the garden.

  86. I like the taller boots if I am wear them for weather purposes. I also like a “splash” of color on them (anything bright).

  87. I like tall rain boots because they’re better at keeping out rain, although as spring/summer approaches I think the shorter rain boots will be a good choice. I usually opt for minimalist rain boots.

  88. i like a tall colourful rain boot — when it is raining, i may as well make the most of it!