I believe ibaesha's is from
this.
Luna's comes from the GL days. The first picture she posted of herself was somewhat goth-ish (more artsy and dramatic, really, but the "goth" thing stuck). And she's a
limey. So she was referred to (and referred to herself) as a "goth limey chick" pre-mafiascum, and I gave her the custom title when she registered.
I
think
that Neo's is a reference to the original n00b title (Sheep).
Pooky got his after jeepfest. Just a catchphrase really, he said it a lot during games to try to make deals/get people to trust him/etc. and by the end of jeepfest pretty much everyone was saying it.
ralphmerridew's is leftover from his 2005 Scummie, I think.
SK was known on the GL (and later here) for posting in blue. Her title on the GL (and/or here early on, perhaps) was "This is supposed to be blue". jeep h4x0red things so to make her title actually appear blue, and changed it to the current form.
Yoko's comes from jeepfest. He kept setting off his own car alarm whenever we went somewhere.