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Skyler 🔜 🛌

@puppskyler.dog
432 followers 390 following 1.3K posts

Just a little dog in the big city. Thoughts are my own, as few as there are 🐶 They/them 📍 Chicago 👋 Friendly doggo

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Skyler 🔜 🛌 @puppskyler.dog · 15h
These are all over the south side of Chicago too
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Skyler 🔜 🛌 @puppskyler.dog · 04/10/2026
They were a dog. And they were a dog. Can I make it anymore obvious (they fucked)
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Reposted by Skyler 🔜 🛌
Pup Espy 🔜 MIR, Darklands, 🛌 @espy.dog · 03/10/2026
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Skyler 🔜 🛌 @puppskyler.dog · 02/10/2026
Oof and I did this on a Friday before a busy weekend??? 😭
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Skyler 🔜 🛌 @puppskyler.dog · 02/10/2026
Being a good hoe and getting all my vaccines 💉
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Skyler 🔜 🛌 @puppskyler.dog · 02/10/2026
Also what a spectacular ad. “I’ll move it from the wishlist to the to do list” so you’re not gonna actually do it, just plan to eventually do it
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Skyler 🔜 🛌 @puppskyler.dog · 02/10/2026
South Park screenshots. “This country’s gone to hell. Hopefully everything will be better in November. 

“That’s when grand theft auto 6 comes out”
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Skyler 🔜 🛌 @puppskyler.dog · 01/10/2026
This rain came out of nowhere! — Volume IV, on tape. Call the number on your screen now!
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Skyler 🔜 🛌 @puppskyler.dog · 01/10/2026
Wet. Hydrated. Saturated. Drowned.
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Skyler 🔜 🛌 @puppskyler.dog · 01/10/2026
Moist
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Reposted by Skyler 🔜 🛌
Heather Cherone @heathercherone.bsky.social · 01/10/2026
As is tradition, I wish you a very
A costumed Lori Lightfoot wishes you a happy Oct. 1
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Skyler 🔜 🛌 @puppskyler.dog · 30/09/2026
I mean there’s always a risk of finding slack conversations that have been superseded by decisions made in meetings or elsewhere, but in my experience I’m just as likely to do that with searching slack
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Skyler 🔜 🛌 @puppskyler.dog · 30/09/2026
static.klipy.com
Chicago Cubs W Flag: Fly the W!
Alt: Chicago Cubs W Flag: Fly the W!
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Skyler 🔜 🛌 @puppskyler.dog · 30/09/2026
static.klipy.com
Patricio Boo
Alt: Patricio Boo
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Reposted by Skyler 🔜 🛌
Matty @alolan9tails.bsky.social · 25/09/2026
Some days you just feel like a dog
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Skyler 🔜 🛌 @puppskyler.dog · 30/09/2026
Citation needed 👀
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Skyler 🔜 🛌 @puppskyler.dog · 28/09/2026
Me irl
Disgusted the pleased meme for “manhattan path” and “Chicago path”
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Skyler 🔜 🛌 @puppskyler.dog · 28/09/2026
Claude has made me only about 10-20% more effective in terms of code output. But it has probably 10x’ed my memory. No more am I saying “I remember something like that in slack let me look it up” and instead my Claude finds it in seconds and that is by far the best feature of these agents
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Skyler 🔜 🛌 @puppskyler.dog · 27/09/2026
Birds aren’t real!
static.klipy.com
Lilo & Stitch: Jumba & Pleakley Educate Yourself
Alt: Lilo & Stitch: Jumba & Pleakley Educate Yourself
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Skyler 🔜 🛌 @puppskyler.dog · 27/09/2026
When you vibe code too close to the sun
A dominos menu board asking you to agree to the WiFi terms and conditions
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Reposted by Skyler 🔜 🛌
🏳️‍🌈🚲Cole🚄🚟 @coleurbanist.bsky.social · 26/09/2026
Dogs 😍
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Skyler 🔜 🛌 @puppskyler.dog · 25/09/2026
Would I bring it into an interview? No Would I be upset if someone I interviewed had some and I didn’t? Yes. Yes I would. And my first question in the interview will definitely be “well where’s mine?”
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Skyler 🔜 🛌 @puppskyler.dog · 25/09/2026
My 2.5 hours of meetings became 30 minutes of meetings 😡
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Skyler 🔜 🛌 @puppskyler.dog · 25/09/2026
Good morning I’m headed into the office on a Friday 😭
Skyline

Great now I want chili
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Skyler 🔜 🛌 @puppskyler.dog · 24/09/2026
Starbucks person handing out the drinks knows my name now 😂
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Reposted by Skyler 🔜 🛌
Laurie! Live! @laurie-merrell.bsky.social · 24/09/2026
"Jesus, I see what you've done for other people, and I want that for me." meme
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Skyler 🔜 🛌 @puppskyler.dog · 23/09/2026
I love eating 2 whole wheels of cheese as a lil snack 🧀 (They’re babybel)
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Reposted by Skyler 🔜 🛌
V 🔜 FRFC, SC, NFC @v-art.co.uk · 23/09/2026
*Flicks joint to one side*
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Skyler 🔜 🛌 @puppskyler.dog · 23/09/2026
Then rolling around on the floor, trying to shove them down your throat once you figure out how to get them out of the cheese
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Skyler 🔜 🛌 @puppskyler.dog · 23/09/2026
Take me back to being a dog all day every day 😩 🩷🐶: my bf (no socials) 📸: @hypno.fyi
Me standing in a field in my blue rubber catsuit. I have heavy cuffs and my collar on. My bf is on his hands and knees in front of me being a dog 🐶
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Skyler 🔜 🛌 @puppskyler.dog · 22/09/2026
Lmao work gave me a promotion then today wiped out a perk that just about cancels out the pay bump I got
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Skyler 🔜 🛌 @puppskyler.dog · 22/09/2026
static.klipy.com
Alexa Bliss Says 'ME!'
Alt: Alexa Bliss Says 'ME!'
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Skyler 🔜 🛌 @puppskyler.dog · 22/09/2026
Lmao an hour wait just to buy a phone that I need no help setting up because I gotta have someone help me set it up I’ll just buy online thank you
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Skyler 🔜 🛌 @puppskyler.dog · 22/09/2026
Cars banned 🥳
ABC 7 Chicago article about concrete barriers collapsing from a bridge onto route 53 below
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Skyler 🔜 🛌 @puppskyler.dog · 21/09/2026
Guess she should’ve Worked It harder
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Skyler 🔜 🛌 @puppskyler.dog · 21/09/2026
Person spending $1000 a month on a car in the city: you’re gonna spend how much on your phone???
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Skyler 🔜 🛌 @puppskyler.dog · 21/09/2026
I do this for “weed near me”
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Skyler 🔜 🛌 @puppskyler.dog · 21/09/2026
Recent conversation with my mom went something like this: Mom: our neighbor is so nice and he works in tech, but has some weird eating habits so if he comes over for dinner we have to make him a PB sandwich Me: someone in tech has a touch of the ‘tisim? I’m shocked Mom: oh…
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Skyler 🔜 🛌 @puppskyler.dog · 21/09/2026
If they show me one (1) ad I will burn Disney World to the ground. Or just cancel my subscription. Whichever is easier
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Skyler 🔜 🛌 @puppskyler.dog · 21/09/2026
Is anyone running against Pat Dowell so we can get her lips off the tailpipes of all the suburban drivers?
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Skyler 🔜 🛌 @puppskyler.dog · 20/09/2026
CARROT!!!!
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Skyler 🔜 🛌 @puppskyler.dog · 20/09/2026
I have to go back to work tomorrow 😭
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Skyler 🔜 🛌 @puppskyler.dog · 20/09/2026
This is my answer as well
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Skyler 🔜 🛌 @puppskyler.dog · 20/09/2026
Dumb dog 🐶
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Skyler 🔜 🛌 @puppskyler.dog · 18/09/2026
“Sorry can’t come back to work on Monday, I need some time off to recover from my vacation”
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Skyler 🔜 🛌 @puppskyler.dog · 18/09/2026
Got promoted 🥳 guess I should take 2 week vacations more often!
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Skyler 🔜 🛌 @puppskyler.dog · 18/09/2026
Just from the past 6 months, and all within half a mile of my home
Someone drove up a curb, into a planter and the sign behind it, and even crashed into the car on the other side of the wallThis fence was standing 24 hours before this photo. A driver skidded on wet pavement trying to take a left too fast, went over the curb and into a fence around an empty lotA fence next to an office building. A driver drove up on the sidewalk and into the fence. This is just feet from a bus stop
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Skyler 🔜 🛌 @puppskyler.dog · 18/09/2026
Unbelievable levels of dog. Previously unknown levels of dog
Maybe the best photo I’ve ever taken. My (bio) dog, mouth open and smiling, with another (bio) dog “kissing” him on the cheek
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Skyler 🔜 🛌 @puppskyler.dog · 18/09/2026
There’s an awful lot of dog happening in this house rn 👀
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Skyler 🔜 🛌 @puppskyler.dog · 17/09/2026
A lime? For donuts?? 🍋‍🟩 🍩
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