As promised, HFH is back this Friday. Dave is soliciting candidates on his blog page.
First one to spring to my mind (and I know he's played it before, but still...) is Playground in My Mind. Positively hideous song.
I've always found it rather sweet. Seriously. And Clint Holmes is doing a helluva Johnny Mathis imitation. I've gotta try to come up with recent HFS -- the set is usuallly '70s/'80s skewed.
"My Humps" would be a good place to start. Or maybe "Milkshake."
My Hits! my Hits! My lovely Hellish Hits! Agreed, tho' I'm more interested in HFHs that are also KFOG staples (Alanis' "Ironic" would be one example).
I think the most recent songs to appear in HFH sets have been Celine D's "Titanic" theme and (in a covers-from-hell set) the hideous Pearl jam version of "Last Kiss".
As to "Milkshake", I'd pick Gwen Stefani's "Hollaback", which always struck me as a total ripoff of Kelis's hit --and a miilion times more annoying.