Was told this would be a good spot for the good gurl]]]]]4yr ⋅ Worldly-Measurement ⋅ r/dogswearinghats
I don’t know if this counts but this is my dog wearing headphone4yr ⋅ Imaginary_Mail ⋅ r/dogswearinghats
This big guy passed on from this world on Sunday. I miss him dearly. This will always be my favorite photo of him. Good bye Dexter, I'll be home soon.3yr ⋅ HappyNazgul ⋅ r/dogswearinghats
Are you really gonna scroll on by without sayin howdy, pardner?1yr ⋅ YugeFrigginGoy ⋅ r/dogswearinghats
Silly Hats 301: We lost a fantastic Unicorn.... (Our Great Dane Lily crossed over on 12/18/2021 peacefully)2yr ⋅ DyneDenethor ⋅ r/dogswearinghats
Silly Hats 266: What does the fox say? Baby it’s cold outside...3yr ⋅ DyneDenethor ⋅ r/dogswearinghats
My dog and I recreate famous artworks and this one involved him sporting a nice hat 🎩3yr ⋅ WearyFrog ⋅ r/dogswearinghats
Silly Hats 192: Three tiny, and three not so tiny rein-pups....4yr ⋅ DyneDenethor ⋅ r/dogswearinghats
Buster got attacked by another dog today. Please send good vibes as we wait at the ER.1yr ⋅ jaskmackey ⋅ r/dogswearinghats
Hola! My name is Nube Sordita (little deaf cloud), I am a rescued deaf double merle border collie, and I am a...pwincess3yr ⋅ Odd-Sky6488 ⋅ r/dogswearinghats
He's worried that he can't celebrate at the pub and no one will see his hat4yr ⋅ nottherealilluminati ⋅ r/dogswearinghats
Silly Hats 206: PSA - Masks are for sick people and healthcare providers (unless you make your own) -stay safe!4yr ⋅ DyneDenethor ⋅ r/dogswearinghats
I know she's not technically a dog but she thinks she is, so maybe this counts anyway...?4yr ⋅ boocees ⋅ r/dogswearinghats
Silly Hats 338: Always be yourself, unless you can be a Viking!1yr ⋅ DyneDenethor ⋅ r/dogswearinghats
Since Peanut was received so nicely last night, here is another photo of the little devil in a different hat. Thanks for the love!5yr ⋅ timthebass ⋅ r/dogswearinghats
so. woody was very popular on this subreddit, I would like to let you all know that he passed away on Friday. He was very much loved in his final moments, I'm going back over the comments of my old posts and smiling, hopefully here he can keep making people smile. he was read every comment 🙂1yr ⋅ Token_Panda1066 ⋅ r/dogswearinghats
He was surprisingly okay with this and let me get more than one picture! Probably because he looks cool.3yr ⋅ PoliticalMilkman ⋅ r/dogswearinghats
Silly Hats 172: Paper Flowers (courtesy of the Barrington Public Library)5yr ⋅ DyneDenethor ⋅ r/dogswearinghats
Today is Poppy's 5th birthday, so she got to wear the special birthday hat and eat cupcakes.4yr ⋅ theredkrawler ⋅ r/dogswearinghats
He works at a niche coffee shop you probably haven’t heard of4yr ⋅ Lower_Than_a_Kite ⋅ r/dogswearinghats
Disclaimer...not a dog, but he thinks he’s a dog...I hope this is okay for this page. This is Shenron, my bearded dragon in his favorite cowboy hat!1yr ⋅ rupertgm ⋅ r/dogswearinghats
My 4 year old niece can't read and bought me this birthday card because it featured 'a cute dog with a party hat'5yr ⋅ billybillybean ⋅ r/dogswearinghats
i saw someone post their dog with a grad cap and wanted to do it too3yr ⋅ yeIIowIedbetter ⋅ r/dogswearinghats
This is my Lily! She gets told she’s a heckin good girl every time she gets an updoot!4yr ⋅ ShaneBowley ⋅ r/dogswearinghats