One-named singers worked into common phrases with kooky results. TICKLED PINK worked well for me, now that I actually know who PINK is (learned about her recently ... from crosswords!).
I did struggle with PRO BONO. I think the other singers are all pronounced exactly the same as the normal word, right? But isn't pro BONO pronounced with a long O, while BONO is a short vowel sound? If that's correct, it felt like an outlier to me. I did get a smile out of the BONO pun, though.
Nice to have a bunch of long fill, DYNAMIC DUO my favorite. Yes, it is a [Nickname for a high-achieving couple], but it'll always be Batman and Robin to me. Man oh man, I hope Joseph Gordon-Levitt reprises his role as Robin from the recent "Batman" trilogy.
Great to get TATER TOTS and DRIVE THRU, too. Even CAKE MIX.
I also liked the tightness of having the singer's name at the start of the first themer, the end of the second, the start of the third, etc. The consistency is elegant.
There are definitely compromises, though. That upper left corner with RECT, the awkward L RON, the partialish IN A LIE, and Shatner's "TEK War" makes for a rough start. I wonder if shifting the black squares on top of L RON to the right would have made for a much better entry than L RON, a ??LR?? pattern amenable to things like OIL RIG, KILROY, WALRUS, etc.
Other gluey bits in the grid, too. ABMS reminded me that little-known acronyms are something Will really wants to avoid (this one may or may not pass his test; I'm not positive). Sometimes I think the entry can be rescued by making all the crosses totally fair, but here, I couldn't quite recall what ABMS were (anti-ballistic missiles). ABRS sounded equally good, with DARN crossing it. Darn it!
Overall, the themers didn't quite do it for me, as they didn't elicit as much of a laugh as I want out of a theme like this. But I did appreciate all the long fill, well-chosen for colorful appeal.