This is the year that Sinfest took a turn for the worse. I'd say it began with the strip in Image 297, appropriately titled "The Revolution Has Begun".
If you enjoyed the humor and the characters so far, I strongly suggest you stop reading at that point. The strip never recovered -- and probably never will.
Someone should have hijacked his comic. This was a precious part of my memories before he soiled it. Slick should have been allowed to live his own life away from pseudo-nique.