Some Homestuck characters are mentally ill. Some readers are mentally ill and picture characters as such. Tell me. Tell me now.
I personally believe that Dave and Dirk both have OCD. I think Dirk also struggles with Dermatillomania, better known as skin picking. That man has so much acne and scars.
I also believe that Karkat, John, and Spades Slick have Autism.
A lot of characters seem to have Depression (Davesprite, Rose, Jade, John, Sollux, Karkat, Kanaya, Terezi) and PTSD (Davesprite, Vriska for certain, WV, AR, Spades Slick). There are plenty more. Share with me the more.
You say you'd still rather wear the outfit. He's got nothing to say about that.