Also, how has this been doing ratings wise? I have actually been enjoying it.
In terms of ratings, the debut of HHS rewrote MTV2's record books. Rather than run the risk of littering this thread with links, I recommend googling "Hip Hop Squares ratings", watch for articles dated late May of this year and see for yourself. I'm honestly not sure how the ratings have held up since then -- but if I'm an MTV2 suit, I'm definitely thinking about green-lighting a second season.
I'm on the shy side of 40, I have only recognized a handful of celebs from show to show, I literally don't know jack about hip-hop -- and yet, I've come away entertained. The writing's fresh, the zingers are funny and the party atmosphere's played up to its fullest.
I still believe if they can up the ante a bit, make this either a Monday-through-Friday series or an hour-long show if it's going to stay weekly and Peter Rosenberg can be less robotic (read: not repeat the celeb's answer/bluff to the civilian and ask Mr. X/Miss Circle if (s)he (dis)agrees seemingly after *every* question), I can see this going six seasons -- or beyond.