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  • Most of the hilarious moments are in the "Favorite Fan Moments" videos.
  • Some of the hijinks that Stephen and his roomies get into while in the early days. Notable mentions:
    • Alex being distracted by a discussion with the others, forgetting he was baking bread.
    • Stephen brings up the color of the carpet. He says it's blue, Alex insists it's green, and even takes a photo and ups the saturation in an image editing programme to prove it. They ask Dan to give a deciding opinion, only for him to Take a Third Option and say it's black. Eventually it all leads to this:
      Alex: Okay, you've been filming the "Carpet Debate" for about 25 minutes now!
    • Stephen ended up with Dan's messenger login on his laptop, so exploited it to send a message to Alex every day for weeks which all took the format "I AM DAN" "(link to Taco Bell Wikipedia page)" "(random vaguely related comment)". He eventually revealed the prank to both of them and it became a very popular video, producing memetic lines such as "1962 Was A Long Time Ago".
  • Several of the vlog titles, such as "Carpet Debate" and "Sex Into Children's Eyes".
  • Emile constantly messing up the ending.
    Stephen: Thank you so much for watching, and as always, let's meet back tomorrow...
    Emile: ...6 5 4 3 2 1?
    Stephen: Oh, Jesus Christ.
    • Day 2161 featuring Masae and the Runaway Guys ends with Emile nowhere around. So Stephen has Masae end the blog and jokes that he will put an image of Emile appearing. Then an image of Emile does show up.
      Emile Image: What did you say?
  • On Day 2002, Stephen and Mal get a pet door, and the results of them trying to get the cats to use it were pretty funny.
    Stephen (after watching Sagan walk away): We're doomed...
  • Day 1697, when Stephen and Mal go to visit Dan and decide to play Coup. Dan tries to assassinate Stephen. Stephen claims to be Contessa, which blocks assassination. Dan considers challenging him, but decides not to.
    Stephen: But Dan, guess who's Contessa?
    Dan: Not you...
    Stephen: Right. So, you're not challenging me?
    Dan: Okay, well now, if you say anything else besides Contessa...
    Stephen: So he doesn't challenge me. Is it my turn? Okay. I'm the Duke.
    • And later on...
      Dan: I'm the Captain, and I'm stealing your sh—stuff.note 
      Stephen: Okay. (he laughs)
      Dan: Are you sure?
      Stephen: Mm-hmm.
      Mal: Okay, Stephen, your turn.
      Stephen: I'm the Duke.note 
      (Stephen and Dan start laughing)
      Dan: Just to let you know...
      Stephen: I'm the Duke! ...Your turn.
      Dan: I'm the Captain.
      Stephen: I'm... the Duke!
      (Stephen and Dan are gradually losing it)
      Dan: I'm the Captain! (he cracks up) You know what's happening here, right?note 
      Stephen: I'M the Captain!
      Dan: No you're not! You are not the Captain. (pause) YOU ARE NOT THE CAPTAIN!
      Stephen: You don't know that!
      Dan: Shut your mouth, just show me that you...
      Stephen: (card shows Contessa) I'm the D—I'm the—oh. I thought I was the Duke!
  • Day 1984 involves Stephen showing his parents the Smash Brothers characters. They see Ness and don't know it.
    Stephen: Who's that?
    (Beat)
    Stephen: Oh lord...
    Debra: Lucas.
    Stephen: Oh my god... (Mal laughs in background).
    Steve: Pointer?
    Stephen: Oh please, oh please don't-
    Debra: Ninten!
    Stephen: Please... what?! You guessed Lucas and Ninten?! Are you kidding me?
    Debra: Who are they?
    Steve: Pointer.
    Stephen: Oh my god, please, please tell me you know who this is. Please.
    Debra: It's you.
    Stephen: (laughs) You don't know his name? You really don't after all these years? You don't know his name... he has a four letter name.
    Steve: Sour.
    Stephen: His name is Ness.
    • When he shows them Dixie Kong, the guesses get even more ridiculous.
      Debra: Diddy?
      Stephen: No...
      Debra: Diddles.
      Stephen: Diddles? DIDDLES Kong??
      Steve: Diddly! Diddly Kong!
      (Stephen cracks up)
  • The announcer's voice in Mario Kart Arcade GP DX when Stephen, Chugga and Masae play it on Day 1992...
    Chugga (imitating the announcer): KART NUMBAH ONE! KART NUMBAH TWO! KART NUMBAH ONE! KART NUMBAH TWO!
  • Stephen's priceless reactions while riding some Disneyland rides during a trip. Splash Mountain in particular has him freaking out even before the big drop.
    Stephen: (While passing by the singing geese) Oh my god, we're in Hell!
  • Behold: Day 2069, "Steve Guessed 'Abortion Clinic'". Stephen, Mal, Steve, Debra, Kyle and Karley play a game of "Telestrations", which is like a combination of "Telephone" and Pictionary. The highlight begins with Debra's drawing of an "animated movie". Mal guesses "Kindergarten", and hands it off to Stephen. Stephen draws a picture of a Kindergarten class and hands it off to Steve. Steve guesses "abortion clinic", hence the title of the vlog. Kyle is now tasked with drawing a picture of an abortion clinic, and Karley guesses "liposuction place".
  • This exchange at the end of Day 2163:
    Emile: "Well, I'm the mouth, Tim is the butt, Stephen's the legs and Jon's the Canadian.
    (Beat)
    Jon: Everyone's favorite body-part.
    Stephen: The Canadian? Now is that a sex organ?
    *Emile starts giggling*
    Jon: No, it's your Vernacular, get it right!
    Stephen: *sighs* I'm gonna have to censor all of this. *Jon laughs* You can't say the V-Word, gracious sakes. Cheeze and Crackers, Jon. *sighs again*
    Jon (off-screen) : Manners! *Stephen laughs*
    Emile (off-screen) : Vernacular blood is so gross.
    *Stephen's smile fades into looking vaguely disturbed*
    Subtitles : (Stephen is filled with despair)
  • The entire recap of Stephen, Masae, and The Runaway Guys' trip to Steak 'n Shake.
    • Stephen asks the guys to summarize their experiences in two words. Emile: "You suck."
    • Jon: "Mayo" and "mustard".
      Jon: I ordered a hot dog with no mustard. I instead get a hot dog with a lot of mustard. And some mayo.
      Stephen: It was so much fun watching you eat that; you have no idea.
      Jon: I got two bites in, and got hit by so much mustard that I could not taste anything for the rest of the hot dog. I'm not even convinced I ate food.
    • Masae: "Nugget munch."
      Masae: (showing a chicken nugget that looks half-eaten) I did not take that bite. Just sayin'. It came to me like that.
    • Tim: "Burger butt."
  • The way Alex proposes to Hayley. It's hilariously nonchalant; he gets on one knee, takes out the ring, and just remarks "Look it's this thing. Will you marry me?" After shocked laughter and hugging, she simply replies "Sure." They truly were made for each other.
  • Stephen managed to do a major, multi-day screwup... by plugging his microphone into his camera's headphone jack.
  • A viewer (or more likely more than one) seized on Stephen doing a creepy voiceover for a plush dog with a heart in its mouth to create the character of "Mr Dyslexic Heart Bear", who occasionally sends Stephen rambling Cut-and-Paste Note letters. Yes he does. Yes he does. After some years without a mention, another one appears in a 2016 edition of StephenMail in which he claims to have mailed his father to Stephen and Mal. This turns out to be a much larger similar plush dog.
    Stephen (as Mr Dyslexic Heart Bear's Father): "Don't talk to me or my son ever again!"
  • Stephen had another surgery. Some of his loopy, post-surgery ramblings are funny. For example, when he's getting ready to eat his chicken broth:
    Stephen: Like, that's my only meal... anymore, right? Like, I couldn't have Chick-Fil-A?
    Mal: Just the rest of your life, chicken broth.
    Stephen: Oh, you're full of it! (sip)

    Stephen: I don’t know how my surgery went, I wasn’t there.
  • The Overly Long Gag that is "A COPY OF DEAL OR NO DEAL FOR THE NINTENDO DS." on 7.17.17 (and gradually gets faster!).
  • Two great moments from Vlogmail August 2018:
    • Stephen and Mal are sent Friends Trivia and Stephen explains he has never watched it so he would fail very quickly. For no reason, he then becomes obsessed with asking Mal if he is right about identifying Joey (looking at the group on the box art), and comes up with his own names for all the other characters.
    Stephen: Joey! Is that Joey? That's Joey! (much later) One of 'em's Anita.
    Mal: ...No!
    Stephen (points to characters in turn): Joey...Anita...Jennifer Aniston...Clyde? CLARK!
    Mal: No!
    Stephen: Shut up, it's Clark! Um...Tinus? Tinus isn't a name. I just said a word. And Jane.
    • They are sent a copy of Boom Blox with packaging still on, and Stephen excitedly sings (in a Wayne's World type manner) what he thinks is a tagline on a fake warning sticker that's part of the game box art, but turns out to be an actual warning sticker on the outside:
      Stephen: Boom Blox! Boom Blox! The Steven Spielberg E-A Game! War-ning! Keep away from small children, the thin film may cling to - oh, it's not part of the game... (corpses)
      Mal: It's part of the plastic.
      Stephen: I thought it was part of the advertising on the game! I was like (does 90s radical hand gesture) "WARNING! Keep away from small children! Boom Blox! The...thin film may cling to their nose and mouth, and prevent breathing..." and I was like "Oh, that got dark." (Mal laughs) "Mr Spielberg, I enjoyed the game, but the part about the children, um, choking to death, that was a little dark. Maybe leave that part out of the sequel."
  • The Bean Boozled Challenge with Chugga and Masae. Everyone's reactions to getting a terrible jelly bean flavor are as priceless as you'd expect. At the end, Masae offers Chugga ten bucks if he could down as many beans as he can all at once. The result? Each disgusting flavor smacking the poor guy's taste buds one by one.
  • When Stephen visits Masae and The Runaway Guys in October of 2018, he suggests that they have dinner at everyone's favorite diner... Steak 'n Shake. Jon immediately retreats the room spouting "Nope! Nope! Nope!"
    • A few days later, the gang goes out to do some karaoke. Some memorable highlights include Tim singing Weird Al's "Constipated", Masae singing "Kiss From a Rose" in a gruff, masculine voice, and of course, Stephen's masterful rendition of "I'm Gonna Be (500 Miles)", which he sings in the loudest, most terrifying Scottish accent you will ever hear in your life.
  • An otherwise normal Breakfast Stream goes off the rails due to two incidents:
    • Stephen jokes that an alert looks like someone who has cut off their fingers, IMMEDIATELY before reading out a donation (submitted earlier) from a fan who had just cut off their fingertip in a work accident - he immediately felt guilty about it.
    • Stephen talks about how his mom has the sacred hospitality attitude that when throwing a party, there should be enough food for any circumstance - and makes up the character of "Potato Boy, who only eats potatoes", saying he should be able to do that and there should still be potatoes for everyone else as well. The chat responds by gifting subs to an actual Twitch user named PotatoBoy, which is slightly funny...and then they keep on finding more Twitch users with Potato Boy-related names to gift subs to as an Escalating Punchline. Stephen slowly descends into madness as he considers the Fridge Logic of there being so many people who wanted that username that there's a PotatoBoi, a PotatoBoy15, a PotatoBoy99, etc. ...Stephen then jokes that PotatoBoy's mom is called 'SpudMom', only for the chat to find a Twitch user named 'spudmom7' to gift a subscription to. By the time the stream is ending, subs have even been gifted to a PotatoStephen, a PotatoMallory and a PotatoDan_ (who Stephen, on the edge of sanity, notes has left room for a PotatoDan minus underscore).
  • In the last Breakfast Stream before The Runaway Guys' Colosseum 2019, JoshJepson guests and somehow Stephen ends up suggesting that his rapper name would be "Li'l Li'l Jep Jep". After Josh later mistakenly says 'the letter five' rather than 'the number', the chat suggests that this is the name of his first hit single ft. Peggy.
  • Stephen's "Behind-the-Scenes" vlogs, filmed during The Runaway Guys Colosseum 2019, showcase a lot of the hilarity that ensued behind the camera.
    • While filming FamilyJules' bit for the sitcom intro, which was merely a shot of him stepping out of the shower and spraying his hair, Jules accidentally hairsprays himself in the eyes. Hilariously enough, they ended up using this take in the actual intro.
    • ProtonJon attended a pre-release event for Borderlands 3 prior to Colosseum, so by the time Stephen picked him up from the airport, he had a bunch of exclusive swag on him straight from the event. One of the items is a plastic mask that he puts on just for the hell of it; Stephen is quick to point out how incredibly suspicious they're gonna look during the drive back.
      Stephen: Yeah, we won't get stopped. You ain't makin' it to Colosseum, or any of us!
    • As it turns out, the screams used in the "Balls Are Alive" bumper were provided by the other guests at the stream. When Stephen records some individual screams from Masae, she gets so into it that she decides to chase him around the kitchen while screaming like a banshee.
    • In the uncut version of the "Honor" bumper (where Jon hits Tom Fawkes over the head with a cardboard tube, but gets cut off with a "We'll Be Right Back!" card before the impact), we actually do get to see Tom get hit, and Jon even whacks him again for good measure.
    • While filming Masae's bit for the sitcom intro (where she pulls Emile out from under the pool table), she accidentally trips and falls to the ground.
      Tom: Alright, use that one!
    • While filming the intro's Group Picture Ending, Stephen tells Tyler to leave some room for Jon... using some very poor word choices.
      Stephen: Spread your legs for Jon.
      Josh and Marriland: Whoa!
      Tom (singing uncomfortably): So no one told you life was gonna be this way... *clap clap clap clap!*
    • Stephen and Tom film a (cut) bumper where LORD DONA'TOR runs on the beach; the problem is, it's so windy that his hood keeps flying off of his face, so he eventually resorts to holding the hood down with his teeth.
    • Stephen ends one of the vlogs by zooming in on Josh, who tugs at his shirt to show off the VSX logo his chest. Stephen comments, "Oh I thought you were grabbing your...nipples."
    • Tyler's entire nonsensical rant about sleep.
      Tyler: I think the sun is honestly just a giant facade. I think it was all made up by the government to control us-
      Josh: Tyler Tyler Tyler Tyler... people are trying to sleep, it's 5 AM.
    • On the final night of Colosseum, the gang heads over to Waffle House for a celebratory dinner. Keep in mind, the diner has a jukebox containing an entire album of Waffle House themed-songs, including Stephen's favorite hit, "Raisins in My Toast". So guess what song he decides to overplay that night?
      Stephen: Josh, you don't understand... Josh, I get four songs.
  • Sometime after Colosseum, Stephen, Mal, Josh spend the day relaxing at a park. There, Josh finds a "wish tree" and plants a shell on its branch as per tradition; Stephen then decides to escalate things into much darker territory.
    Stephen: Now your wish will come true... unless it falls off (cue a Record Needle Scratch as ominous music plays and Stephen slowly zooms in on Josh's terrified face), in which case not only does it not come true, but the polar opposite happens and a series of bad events start to, like, happen in your life and it's really not good at all. But for what it's worth, that probably won't happen... anyway, welcome to Myrtle Beach.
    • Stephen does it again when the three discover a patch of holly in a ditch.
      Josh: It's a holly jolly Christmas, it's the best time of the year...
      Stephen: It wouldn't be the best time of the year if you fell in that ditch. (ominous music plays as Josh freezes in place) It'd hurt, like, bad. It'd hurt real bad...
      (Smash Cut to Josh and Mal merrily playing on a swing set)
  • The literal very beginning of May 10, 2019. Stephen, who notoriously has trouble remembering what day it is, is opening the vlog...
    Stephen: (holding the camera up, taking a breath as he tries to remember the day)
    Mal: (walking by, completely unprompted and without so much as looking up) It's Friday. (walks out without breaking pace)
    Stephen: ...that's it, thank you. Hello, and welcome to Friday...
  • In Breakfast Streams, watchers can donate 5000 bits to set off the same music Stephen set his Haircut Rap to, forcing Stephen to improvise a new rap on the spur of the moment, related to the current conversation topic and/or things mentioned in the donation message. The results are...variable.
    • The song was later changed to one from Yoshi's Island, at first just because Stephen and Mal were playing that game on stream, but was left that way. The slower speed of the song and longer lead-in means Stephen has more time to come up with lyrics and usually manages two rhyming couplets...but they seem to inevitably take a dark turn.
  • In the first Breakfast Stream of 2020, Stephen shares that he had a dream where he was Danny DeVito's cleaner, panicked and shoved the tray of Danny DeVito's Blu-ray player back in rather than closing it properly, then found that Danny DeVito's house consisted almost entirely of rooms full of glass cabinets for china (but possibly without any china actually in them). As he was trying to leave, he heard Danny DeVito scream in reaction to finding the Blu-ray player damaged and then begin smashing up the china cabinets in a rage with a baseball bat.
    • A visiting Nick then attempts to 'play Dr Phil' and psychoanalyse Stephen.
  • The titular moment in "Sometimes You Fall Down the Stairs". As the title suggests, Stephen accidentally slips down the stairs in his house while filming, and freeze frames on his surprised face (mid-fall) while pulling another "We'll Be Right Back!" title gag. We see that he's okay in the next shot, though slightly irritated as Mal giggles at his expense.
  • For their 2020 gift exchange, Stephen, Mal, Emile, and Masae bestow some truly amusing presents to each other.
    • Stephen gives Emile and Masae an enormous pillow... shaped like a big baguette.
      Emile: Hey... (holds up the wrapped pillow) they stored it in a baguette.
      (The music track deflates. Masae promptly grabs one end of the pillow and swings it at Emile's face.)
    • Emile gives Stephen several stacks of Wii games, mainly consisting of obscure titles like Let's Tap and My Horse and Me.
    • Stephen and Mal get Masae the (now infamous) cat keyboard, which she immediately has way too much fun with.
    • Emile gets Mal a new Nintendo Switch, despite the fact that he bought the Georgs two Switches the year beforenote . Stephen's initial confusion is incredibly priceless.
      Stephen: My first thought was like, "Oh no, Emile forgot that we have Switches!"
  • On the April 28, 2020 Breakfast Stream, when the stream ran for longer than usual, the chat blasted Stephen with a non-stop wall of subs, bits, alerts, and songs to push the stream to over two hours in length. Stephen had to read all of the alerts, including 100 Gift Subs while the chat distracted him with endless songs.
  • Stephen's dramatic reading of his short story The Good Burn, which involves a boy named Thomas learning a magical basketball technique from Michael K. Jorden. And this is before the story reveals itself to be a Cosmic Horror Story.
  • Any time Stephen is asked to 'explain' a pop culture phenomenon he is only vaguely familiar with - which usually leads to him making up character names like 'Big Friend' (Hagrid from Harry Potter), 'Big / Fat Goofy' (Disney's Pete) or 'Qui-Gon Kenobi' (due to mixing up the Star Wars prequels with the original films). Often he remembers some extremely obscure plot point or character while missing out on more obvious things.
    • In this Breakfast Stream he attempts to identify the cast of Avatar: The Last Airbender in a picture, and comes up with (as a commenter summarises it: )
    Stephen (paraphrased): Aang, Boomerang Buck, Zorchata, Floof Loof, Big Boi, Ned, Lucy, Uncle Tea, Shouty Girl (aka Flora), Ned's Dad Nad, King Bumi, "That character's not in the show! That's, like, from Evange-a-lion or something!", Dave, Stacey, and 'Cloud girl and Boomerang Buck really likes her but, oh, she's a cloud'.
    Mal: ...No!
  • During Vlogmail for August 2020, they receive a fairytale-themed game and Stephen gives a confused explanation of "Little Red Riding Hood" conflated with "Goldilocks and the Three Bears". At first this just seems like yet another example of Stephen getting it wrong and Mal is about to correct him, but then she drags in "The Three Little Pigs"! This even made it into Fan Favourites 2020.
    Stephen: Oh, I guess, "Little Red Riding Hood", the wolf, like, eats, the... (trails off in confusion) There's not a wolf. Is there a wolf? Which one's the one with the bears?
    Mal: "The Three Little Bears"?
    Stephen: Is that a different story? Little Red Riding Hood goes to her grandmother's house and...wait, no, that's wrong, her grandmothers are three bears. And she eats the porridge and th...wait, where does the wolf come in?
    Mal: The wolf ate the grandma, and is pretending to be the grandma.
    Stephen: But the grandma was a bear?
    Mal: No, that's a different story.
    Stephen: What story is that?
    Mal: Well, that's, um...
    Stephen: It's the same story, ain't it?
    Mal: That's like, "This bed is too hard!" "This bed is too soft!" Is it like, "The Three Little Bears"? No, but it's...Little Red goes to see her grandma, it's different from that one!
    Stephen: It's Little Red Riding Hood, she goes to see her grandma, her grandma is three bears, like, the spirit of her grandma has been split into three different bears, the bears all completely complain that the porridge is too hot...
    Mal: No, no, no! The wolf- it's a wolf and it's like "Why are your eyes so big?" "The better to see you with-"
    Stephen: When the wolf shows up, the wolf eats the bears. And then Little Red Riding Hood kills the wolf? I dunno, it's very complicated.
  • Alexa, you're stupid today hits the ground running almost immediately:
    • Steven's mother Debra asks Alexa to say "I love you, Rocko," apparently something she does just fine every day. When she fails to do so on the vlog, Debra starts speaking to her like she's persuading a stubborn child. Cue the Title Drop and Stephen laughing hysterically
    • Stephen's father Steve follows up with this:
    Steve: I asked her if she could tell me a joke, and she said 'What do you call an elephant on skates?" And I said 'I don't know, an icebreaker?' And then she said 'Would you like to hear another one?'
    • Debra says that Rocko must be upset with Alexa's apparent coldness today, to which Stephen sarcastically replies that he's sure Rocko's heartbroken.
    • Cut to Stephen telling the viewers that his parents have a lot of fun with Alexa, and explaining that they use it in a lot of additional and weird ways he wouldn't think to - at which point Stephen has this revelation:
    Stephen: Actually, no, I can't put that on them. I've done the same thing.
    (cut to footage of Siri saying 'Destiny Burger' with Emile and Stephen laughing hysterically in the background)
    Stephen: ... I guess it just runs in the family.
    • A few viewers commented that Alexa must have been suffering from the Let's Play curse that day.
  • As recounted on Breakfast Stream, the Youtube algorithm took down one of Stephen's vlog thumbnails because of a 'violation of our sexual content policy'. Said thumbnail depicted...a pastrami sandwich.
  • Also recounted on Breakfast Stream, Stephen had a dream that his parents took him to the local mall to find it was an EarthBound convention, and Toby Fox was there demanding people wrestle him - with Stephen agreeing to do so.
  • Yet another weird dream from March 2nd 2021 Breakfast Stream: on the same night Mal dreamed they had a pet alligator, Stephen dreamed that Kampy from Colosseum wanted him to mail his partner some candies, and Stephen had to pay over $200 shipping at a post office staffed by former US education secretary Betsy DeVos, in which he paid with strange US Civil War commemorative bills.
  • The Pax East 2018 meetup ends with the fans doing the outro as per tradition, but this time, Stephen instructs everyone to "say the comma" in the middle of the sentence. The majority of the crowd immediately forgets to do it.
    Stephen: And now a moment of silence for all the commas forgotten. Actually, "3, 2, 1..." everyone just say "comma". 3, 2, 1...
    Everyone: COMMA!
    Stephen: WE LOVE PUNCTUATION!
  • For Breakfast Stream on August 26th 2021, Stephen is mysteriously absent playing Pokémon Unite, and his place is taken by "Tiny Eddie"note , mascot of Tiny Eddie's Snack Emporium (a parody of Little Debbie's). Almost the entire stream is devoted to exploring the lore of Tiny Eddie's many questionable snack products and how he was cursed by a wizard to live in an 8-year-old's body 150 years ago, while Mal is often less than enthusiastic about playing along.
    • March 20th 2022 sees the debut of another character, "3D" Raddd Gamer, who rather than randomised snack products offers randomised games.
  • Breakfast Stream for September 30th 2021 features Stephen misspeaking by saying "I'm not as half as surprised as I am!" and then having a breakdown when Mal points this out and he tries to rationalise his own words. Later, there's a "Cavemen vs. Astronauts" Debate between Stephen and Mal about how high the smoke alarm is, with Mal posting a photo of the ceiling which (as Stephen points out) conveys no useful context to the viewers.
  • The moment that spawned the title for "The Jokes Literally Write Themselves". Stephen receives text messages from CVS to let him know when a prescription is ready, but only includes the first three letters of the medicine name. He had already been receiving alerts for one that started with "SUC". Now he has one that starts with "DIC". He can hardly explain it without bursting into laughter.
  • The May 2nd 2022 vlog sees Stephen and Mal out and about when they notice Stephen's parents are having lunch nearby, so they decide to drop in unannounced.
  • "What Are We Doing to Zebras?!" ends with Stephen and Josh discussing the lifespan of a zebra.
    Josh: Zebras live approximately 20 years ... In the wild, up to 40 years. Oh sorry, in zoos, up to 40 years.
    Stephen: (baffled) I was like, "What are we doing to zebras?!"
    Josh: Other way around!
    Stephen: In the wild, 40 years, but when we get a hold of 'em? We half those suckers.
  • "Coffee and Vlogging" (the fourth vlog from Colosseum 2018) opens with Stephen waking up Josh, who had been sleeping until well past noon.
    Stephen: So I just wanted to come say hi... (holding out a coffee mug) and would you like some scalding hot coffee?
    Josh: Please don't pour hot coffee on me.
    • The day concludes with Tyler ending the vlog. He doesn't actually remember the outro, so he just sticks with "Until next time." Still a better attempt than any of Emile's!
  • The following vlog ends with Stephen making everyone do the outro after they finish taking group pictures.
    Everyone: Let's meet back tomorrow, shall we?
    Tyler: We'll see you next time.
  • Due to Josh sharing a house with Brandon and Dan, and Stephen and Mal giving Brandon a lift home, Stephen is able to sneak into Josh's room while he's streaming (and thinks he's alone in the house) and then suddenly chime in with what Josh is saying about looking forward to the release of Tears of the Kingdom. The results are memorable.
  • Alex, who apparently has a history of bad luck with haircuts, gets a particularly awful one in May 2023 and Stephen's mother Debra, an experienced hairdresser herself, gets emotionally invested in advising him how to get it fixed.
  • Josh's Banjo-Kazooie-themed birthday party is full of great moments:
    • Everyone theorizes that Gruntilda has a husband, since she happens to have a ring on her left ring finger. They settle on him being named "Gruntildo".
    • Jules yells into the camera for several seconds after Josh finds all of Hayley's hidden eggs. Josh shuts him up by smacking him in the face.
    • The "Pin the Kazooie on the Banjo" game, in which everyone attempts to stick a paper Kazooie head on a picture of Banjo (Jules colors his to look like "Daffy Duck on coke"). Emile is the only one who’s able to stick Kazooie on the exact spot.
    • Hayley crafts a piñata shaped like Grunty's head. After a few swings from Josh and Emile, Jules is finally able to crack her open; the "candy" inside is revealed to be pain medication.
      Stephen: Cuz you’re THIRTY!
      Josh: (falling to his knees) NOOOOO!
    • When the time comes to sing "Happy Birthday" around the cake, Alex insists that they have to kick it off with an intro, so everyone simultaneously improvises a song about Josh.
  • At the chat's request, Josh purchases a boatload of eggs (in-game) during his EarthBound stream, so Stephen decides to crash his stream again (this time joined by Mal, Hayley and Alex) to hand him an egg in-person. Things quickly go awry when they accidentally drop the egg right outside of his door, forcing them to grab another one from downstairs.
    Stephen: That is the second egg.
    Josh: This is th— WHAT DO YOU MEAN THIS IS THE SECOND EGG?!
  • "Neverending Circus of Disappointment" details Brandon's infamous birthday dinner at Golden Corral. From the terrible food, to the storm messing with the power, to the— er, "human surprise" on the floor of the men's restroom, the group collectively agrees that this was one of the worst dinner experiences they've had in a while.
    • For some much needed consolation, the Raleigh Crew ends the night with some homemade cake. Unbeknownst to Stephen, Brandon's birthday candles are the sparkly kind, so he screams in fear once Brandon blows them out and the sparks start flying.
  • JoshJepson was playing EarthBound for the first time, and Stephen is watching him. His idea for helping Josh? Casually breaking into his house to reorganize his ingame inventory.
  • In the Breakfast Stream for 7th December 2023, Stephen discusses how he uses a photo of himself at the same age as the vlog as his channel banner (e.g. a photo of him aged 14 for when the vlog is in its 14th year). Thomas accidentally gives Stephen an existential crisis by pointing out he's only 5 years away from being able to use a frame from his first vlog (when he was aged 20) as a backdrop to the vlog's 20th year.
  • Stephen gets another taste of his own medicine when Tom crashes the Breakfast Stream (happens at 17:49), in a ploy that he dubs "Operation: Breakfast Storm". Not only does he get a jump out of Stephen, he also reveals that Mal and Dan were in on it the whole time! He even planned out the entire thing on crude crayon drawings, which he shares on stream.
  • At the start of this vlog, Stephen is about to play some disc golf along with Mal, Dan, and Tom. Tom suggests that he title the vlog "Disc Golf Only", and he's happy to oblige. Then Mal introduces herself. Naturally, Tom then says "I'm Tom!", and Stephen, on the edge of insanity, follows through and says "I'm Stephen and I go after Tom."
  • Stephen keeps a March 2024 trip to Japan secret for an improbably long time, despite Alex openly mentioning it on his GoldenVCR streams, to the point that he insists that a stream from the airport is in 'his sunroom' and one from his Airbnb in Japan is in 'his attic'.

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