Sleepy Oliver @sleepyols.bsky.social · 10/10/2026Do I need a haircut? Yes. Did I just wake up from an evening nap? Perhaps. #dogsofbluesky 1130
Sleepy Oliver @sleepyols.bsky.social · 15/09/2026Meet Wyla. She cuddled with me every chance she got. I played it cool, even though I loved her. And then one day, she went to school and never came home. That was 8 years ago. I still miss her. Every day. #dogsofbluesky 1102
Sleepy Oliver @sleepyols.bsky.social · 28/08/2026Feeling extra cuddly? Maybe. Hoping for a second treat? Most definitely. #dogsofbluesky 091
Sleepy Oliver @sleepyols.bsky.social · 20/08/2026Feeling a little cuddly, so my toes are touching my guardian’s leg. But only a little. #dogsofbluesky 021
Sleepy Oliver @sleepyols.bsky.social · 19/08/2026True story. I walked @val-lau.bsky.social to the pet store once. Little did I know it had closed. I’m still disappointed. #dogsofbluesky 031
Sleepy Oliver @sleepyols.bsky.social · 17/08/2026Sometimes I will wait patiently to see if anyone will see my sad little face and take pity on me and my starving stomach that ate 15 long, long minutes ago. No one ever does. Sigh. #dogsofbluesky 1122
Sleepy Oliver @sleepyols.bsky.social · 06/08/2026Am I allowed on the bed? When my people leave me for 4 days and @val-lau.bsky.social isn’t the one watching me, I’m not only going to go up on the bed, I’m gonna make it just the way I like it… extra comfy. #dogsofbluesky 241
Sleepy Oliver @sleepyols.bsky.social · 24/07/2026“Patiently” waiting for my bedtime treat. #dogsofbluesky 080
Sleepy Oliver @sleepyols.bsky.social · 17/07/2026Yes, this is my fifth nap of the day. Yes, it’s only 12:33 in the afternoon. Don’t judge. We both know you’re just jealous. #dogsofbluesky 190
Sleepy Oliver @sleepyols.bsky.social · 16/07/2026Playing tug with my first love, Wyla. Don’t be fooled. I was winning. #dogsofbluesky #throwbackthursday 0113
Sleepy Oliver @sleepyols.bsky.social · 13/07/2026I’m really getting the hang of this. #dogsofbluesky #oldmansit 071
Sleepy Oliver @sleepyols.bsky.social · 12/07/2026Practicing my old man sit for when I am an old man. #dogsofbluesky 080
Sleepy Oliver @sleepyols.bsky.social · 04/07/2026I am a terrible swimmer. I have to wear a life jacket or I sink (even when I paddle my legs furiously). I also like to escape when I get to shore and roll in any wild animal excrement I can find (which explains the long leash). And despite all of this, I’m so adorable it’s ridiculous. #dogsofbluesky 051
Sleepy Oliver @sleepyols.bsky.social · 28/06/2026While the guardians were away, I was living my best life with @val-lau.bsky.social Miss you already ❤️ #dogsofbluesky 0121
Reposted by Sleepy OliverJenny Doesn’t Know @jennydoesntknow.bsky.social · 12/06/2026Someone hating cats is a red flag, but someone hating dogs means they have no soul whatsoever. 171478118
Sleepy Oliver @sleepyols.bsky.social · 13/06/2026But the real question is: where does Pete end and I begin? #dogsofbluesky 1101
Sleepy Oliver @sleepyols.bsky.social · 04/06/2026Got tired of waiting for my human. Decided to nap. Follow me for more time management tips. #dogsofbluesky 0161
Sleepy Oliver @sleepyols.bsky.social · 02/06/2026First nap of the day, or fifth? Who’s counting? #dogsofbluesky 091
Sleepy Oliver @sleepyols.bsky.social · 01/06/2026Pre-haircut, pre-play roll. Man, I love Spring. #dogsofbluesky 092
Sleepy Oliver @sleepyols.bsky.social · 27/05/2026Blackfly bite. Happens every year. Sigh. (No, it does not hurt or itch. Yes, I am fine.) #dogsofbluesky 2121
Sleepy Oliver @sleepyols.bsky.social · 19/05/2026Thank god I’m getting a haircut tomorrow. I cannot handle this heat. (It’s 20 C) #dogsofbluesky #notasummerdog 040
Sleepy Oliver @sleepyols.bsky.social · 15/05/2026My good friend Umpire stole my toy at the park today. You may think he’s adorable, but I think he’s just gloating. #dogsofbluesky 071
Sleepy Oliver @sleepyols.bsky.social · 10/05/2026Sometimes, I love rolling down hills on my back. And by sometimes, I mean every time I’m near a hill. #dogsofbluesky 1154
Sleepy Oliver @sleepyols.bsky.social · 05/05/2026What’s better than falling asleep while chewing on Panda’s belly? Not much, honestly. #dogsofbluesky 1122
Sleepy Oliver @sleepyols.bsky.social · 28/04/2026This puffin came all the way from Iceland. It’s nice to make new friends. Welcome home, Vik. #dogsofbluesky 1162
Sleepy Oliver @sleepyols.bsky.social · 24/04/2026Sometimes I like to snuggle Blanket by holding it in my mouth while wiggling my toes a little. So relaxing. #dogsofbluesky 0111
Sleepy Oliver @sleepyols.bsky.social · 22/04/2026Trying out a bean bag chair as a bed. Not my first choice, but not terrible. 6/10 #dogsofbluesky 093
Sleepy Oliver @sleepyols.bsky.social · 19/04/2026One of my guardians took a video of me eating carrots in slow-mo by accident. Too ridiculous not to share. #dogsofbluesky 091
Sleepy Oliver @sleepyols.bsky.social · 18/04/2026When it’s too hot, I prefer to lie down in the shade. Not walk. Not play. Just shade. #dogsofbluesky 071
Sleepy Oliver @sleepyols.bsky.social · 16/04/2026Catching a quick snooze. It’s exhausting waiting for someone to put on their shoes. #dogsofbluesky 1191
Sleepy Oliver @sleepyols.bsky.social · 10/04/2026Apparently, someone thought I was cold. #dogsofbluesky #throwbackthursday 061
Reposted by Sleepy OliverWeRateDogs @weratedogs.com · 06/04/2026This is Milka. She'll get around to chasing her tail eventually. But for now she is just getting to know it. 12/10 (TT: milka_collie5) 194144731613
Sleepy Oliver @sleepyols.bsky.social · 03/04/2026Someone just got out of the tub. Hint: it was me. #dogsofbluesky 192
Sleepy Oliver @sleepyols.bsky.social · 01/04/2026Morning playtime with Bear is about to begin! #dogsofbluesky 082
Sleepy Oliver @sleepyols.bsky.social · 31/03/2026Not a fan of thunderstorms. Kept one owner up most of the night. Good thing I have time for a nap today. #dogsofbluesky 092
Sleepy Oliver @sleepyols.bsky.social · 28/03/2026When you’ve had enough of “just one more photo”. #dogsofbluesky 050
Sleepy Oliver @sleepyols.bsky.social · 10/03/2026I’m told today has something to do with tongues… #dogsofbluesky #tonguesouttuesday 0101
