Blind Item #6

I haven't thought about this in a long time and then someone reminded me of it. See, if you remember it or if you can figure it out. Back in the day this actor was an A list tween on a hit network show. Later, he became an A- list television actor who progressed into made for tv movie acting. Anyway, back when he was still a tween on that show of his, he hooked up with this permanent A list singer, who at the time no one had heard of. It is crazy if you think about them hooking up.