The Fanboy smileys (Fanboy and Fanboy II) are the only smileys given out by staff manually. To receive the Fanboy (2011), you had to send handmade art to one of the admins. To get the Fanboy II (2013), you had to do the same. Fanboy II was very rare until it was brought back later in 2016. To get Fanboy II (2016), you had to send your art to the email firstname.lastname@example.org. This, of course, has stopped service as of March 28th.
The Fanboy was first given out by Chris Benjaminsen, the game's creator former owner.