Just giving you guys a little something to ponder…this ’80’s crooner changed his name and his style, but I’m sure some of you will get this even though he’s rocking the Erykah Badu look in this photo.

UPDATE: All correct. On October 4, 2001 Terence Trent D’arby changed his name to Sananda Maitreya, saying “Terence Trent D’arby [is] dead…he watched his suffering as he died a noble death.” Not one of you were fooled by that sassy turban, so winner of…

No hints…I think this one is pretty easy – this artist is still performing and recording even though he last charted in the 90s. As usual, you win nothing but bragging rights.

UPDATE: Ok, ok, this IS MC Brains, and talentedtenth was the first to identify him. I can’t believe he is still out there cuttin’ it up with, as Phil noted in the comments, “cease fire jeans”. Phil, even though you weren’t the winner you…

Enough games. You have to identify all three of these 90’s chartmakers, 1-3 left to right, to be officially correct. There may even be a prize…

UPDATE: I guess this was way harder than I thought it would be.

From left to right, this is INOJ who charted with “Time After Time” and “Love You Down” in 1997, Freedom Williams from C&C Music Factory, and Paperboy, who charted…

I love watching you guys scramble like overachievers to answer these, so I’m going to try to do them more often in the hopes of someday trying to stump you. Don’t do a bunch of research trying to out-Thembi me, though – just dig deep… consider this:

So he’s not black, so what? You know him.

UPDATE: Ok, fine, that is Snow. Ok, you want a hard one? I’ll make it happen, know-it-alls!

I guess I have to make these harder…you guys are pretty good at this, so here’s a toughie. He’s almost a ‘Good Hair Gone Bad” but isn’t famous enough, only having had one very memorable and catchy hit in the 80s. Who is this?

UPDATE: You guys are so funny. Sorry Lil’ Mama, although I’m sure you would never make-up having seen Johnny Kemp around, I refuse to believe that he would leave behind his gentle Cherokee curl for some baby dreads. Actually, Justjudith nailed this…

Well, it’s never really a contest since no one winner has ever claimed their prize, but can anyone tell me who this is? Hint: he had a career as a child but is looking like he smoked too many Newports and blunts in the last 10 years or so.

UPDATE: Gigi, with the first answer, was correct. This…

Although past efforts to give the winner the chance to be a guest blogger on WWTD have remained unfulfilled – ahem, Malika – that is all I have to give to the first person to correctly guess who this is.

Hint: He was big in the 80’s and no it’s not the black Cryptkeeper. He has seriously gone downhill…

UPDATE: Joy wins! This is, sadly, Billy Ocean, known for hits such as “Caribbean Queen,” “Suddenly,” “Sad Songs,” and my personal favorite sexual assualt-themed song…

Answering with a comment, the first of you who can tell me what disillusioned Negro said this will win a special Thembi Prize. No googling allowed.

“Maybe for 50 years and the history of media and television I represent something that’s supposed to not exist.”"This happened to Malcolm X, this happened to Paul Robeson – this misconception can happen to any man of power that loves himself and wants to spread that love and that humanity throughout the world.”…