Middle School Variation
From Homestar Runner Wiki
In the Strong Bad Email highschool, Strong Bad reminisced on what the main characters of Homestar Runner were like in their younger years. In middle school, he claims that the gang was "a bunch of melon-headed babies with gigantic eyes and enormous imaginations." Although he states the characters depicted are in middle school, they appear to be infants or toddlers in a nursery school. However, this may be due to his "extremely unphotographic (or doodle) memory". They appear to be a parody of Jim Henson's Muppet Babies.
 Baby Coach Z
Baby Coach Z is how Coach Z appeared in "middle school". Here, Coach Z and Strong Bad are shown to be around the same age, contradicting stand-up, which showed Coach Z to be an adult while Strong Bad was a kid. He tosses a cardboard box labeled "NOT A BALL!" (despite the fact that there is a football right next to him) up and down as he pretends to be "craptain of the foortball torm". He wears green footie pajamas, supporting the notion that the modern-day Coach Z wears a green body suit.
 Baby Strong Bad
Baby Strong Bad is how Strong Bad appeared in "middle school". He is wearing a blue hat, a diaper, and his left eye has a star-shaped reflection, which was also seen in Main Page 11 and the Old 404 error page. He pretends to be playing better video games, and complains that "that freakin' duck swallowed both [his] pixels". Judging by the "freakin' duck", he is probably playing Adventure, though the sound effects are from Secret Collect. and he is holding an NES controller.
 The Diapersmith
The Diapersmith is the title for The Poopsmith as he appeared in "middle school". The Poopsmith's shovel appears to have been predated by a baby rattle that is either similarly besmirched with whatsit, or simply decorated in a pattern that suggests it. The Diapersmith's orange shoulder-length gloves are lighter and suprisingly clean. Behind him is a large pile of diapers. Baby Strong Sad pretends he is not sitting next to him. Also, he blows a raspberry—one of the few times that he's seen to make a noise with his mouth.
 Baby Strong Sad
Baby Strong Sad is how Strong Sad appeared in "middle school". He has a pink bow on his head, long eylashes, and a frilly divide between his torso and legs that make him look like a girl. He does not like the smell of The Diapersmith's pile of diapers, and he pretends that he is not sitting next to him. He apparently does not have his belly button yet, which Strong Bad implied to have given him using a drill in origins.
 Baby Pom Pom
 Homestar Runner
Although Homestar Runner does not make an appearance as an infant, he does appear as an adult nanny character who tells the children to "skedaddle" while waving a broom at them. He has red and white striped pants and is only seen from the waist down. Unlike the other middle school characters, his voice is the same as the modern-day counterpart. He appears to be a reference to and hybrid of both Nanny from Muppet Babies and the Mammy-Two-Shoes character from Tom and Jerry. The costume and Southern colloquialisms are suggestive of the "Mammy" character, who often wallops the cat with a broom when he misbehaves. "Nanny", likewise, was only shown from the waist down.