Headed out? Why not make a stop?

Reading

Detective Pony - The greatest Homestuck fanfiction ever written, and likely the best that will ever be written.
what happens next - Deliciously intriguing webcomic about a chronically online trans man and the checkered past he can't escape from. Heed the content warnings.
Horse Isle 3, War Crimes, and LGBTQ Visibility - A thorough chronicle of some truly insane horse-themed MMORPG drama.
Goth Western - One of the most binge-able webcomics ever. Lesbians, cowboys, necromancy, and all that jazz.
Scoob and Shag - Just read this. Trust me.
"Maybe she had so much money she just lost track of it" - The legendary tale of Anna Delvey.
Broken Telephone - I first read this comic back in 2019, and haven't been able to stop thinking about it since.
The Anxiety of Influencers - I don't really feel like writing a manifesto on my reasons for weaning myself off of social media. But if I did, I'd cite this.
Laika's Comet - A beautifully drawn furry webcomic about space, magic, and growing up trans.

The Fesh Pince of Blair - As one commenter aptly described it, this is the Citizen Kane of Youtube Poops. Some of the humor is in rather poor taste, and there are a few slurs (it's from the 2000s), so watch with caution.
Here's What We Missed on Glee - One of my favorite video essays ever. The creator is really funny and explains the plot well, and I've never even watched Glee.
Who's Afraid of Modern Art - For anyone who's ever looked at a work of modern art and thought "I could do that".
The Meat Planet - One of those funny videos that you can actually show to your parents.

Internet Story - Required viewing for all fans of web horror. [CW: Brief mentions of homophobia, cartoon blood/violence]
Mystery Flesh Pit National Park - An ongoing Unfiction project about a mysterious pit in east Texas, the resulting tourism circus, and the catastrophe that brought it all crashing down. [CW: body horror, psychological horror]
Flesh, Blood, and Concrete - A relatively recent RPG Maker game about a man who stumbles upon a strange apartment building... [CW: body horror, AI-generated images]
Gemini Home Entertainment - Analog horror is a pretty saturated niche nowadays, but trust me when I say this is the best one. [CW: body horror, some misappropriation of the term "skinwalker"]

A Dark Room - Somewhere between an idle game and a text adventure game. I think about it often.
meiker.io - Hosts a boatload of user-submitted dress up games. Think Picrew, but more sophisticated.
Rusty Lake - My favorite series of point-and-click games. Play them. Do it.
Soul Void - The best GB Studio game I've ever played. Recently got a remaster!
Cookie Clicker - The one and only.
HIKEBACK - A clever, scary visual novel where replaying to get multiple endings is a core mechanic. I recommend going into this one at least a little blind.
6 Degrees of Wikipedia - Finds the shortest possible path between whichever 2 Wikipedia pages you input. It's fun to see all the wacky routes this takes.

Hawaii Part II - One of my favorite albums ever.
Project Discovery - A beautifully done Daft Punk cover album. Their versions of Digital Love and Crescendolls are especially fantastic.
Color Contrast Checker - Quick 'n' dirty tool for checking the readability of your text color against your background color.
The Pink Trombone - Goof around with a virtual model of a throat.
Ian's Shoelace Site - An absolute treasure of the internet. Has everything you could ever possibly hope to know about shoelaces.
HORG - The Holotypic Occlupanid Research Group. Describes those little bread bag clips as if they were actual organisms, with a stunningly intricate taxonomy.
Library of Babel - An online realization of Jorge Luis Borges' story of the same name.
Lo-Fi ATC - Plays a live feed of your chosen airport's air traffic control radio, laid over lo-fi music. The PWM one is always broken for some reason, though...
Radio Garden - Speaking of radio, this one allows you to connect to basically any station on Earth.
Speech Accent Archive - A massive database of audio samples of various accents. Great for reference, comparing/contrasting, or just curiosity.