Past Ash: wow those myserious edgy boys are really cute wow I wish I was like that, imagine, being a boy and being cool
Present Ash: wow that definitely didn’t inform something about who I am, wow

↓ Transcript
Damian: "I did notice how I'm not supposed to take this seriously and yet had you had a lot to say about Shadi..."
Ash: "OK YES B-BUT LISTEN- I loved this stuff when I was a teen! I could just never really put into words why?"
Ash flashbacks to his school days worth of cute Shadi and Skyler fanart drawings, one eye anime faces and skater S included.

"So yeah Ok I said don't go analysing it but well I - I - i like going into depths about why something is GOOD, actually! Rather than tearing things apart for being "wrong" or whatever!"
Ash is in full joy mode as Damian listens.

Damian: "Yeah, fair point. Torn betweening right and wrong... Ash you really are an edgelord!"
Ash mock gags to Damian's dramatic flair. "Cheesy! ugh"

Ash: "And I rebuff you by saying I would NOT look good with red hair. I should know, I did try it once. Actually that was... not long after i first played this game as a teen... oh."

Ash imagines himself when he was a teenager, longer red dyed hair trying to look cool in a loose hooded, arms crossed across his chest before current adult Ash comes to realise the game impacted his identity. To which Ash stares at us, the "camera" in pause.