I Can't Get No Sleep - Masters At Work, featuring India.
Original edit (long). -- I went back and forth between this one and Cherry for my final pick. India is an actual diva. Such a voice. Vocalist induced orgasm good. Check out some of her other stuff. Towards the end of the original edit she'll tell you she's going to lick you like a lollipop == chills. Probably my favorite dtf song ever. Why not this one instead of Cherry? I think maybe just a little too 90's club for me, but it was mostly a coin flip.
Soul Cages - Sting. Apart from being a fantastic song with tons of brooding menace, the final bridge about the boy's dream to save his dying father brings tears to my eyes just about every time I hear it.
King Of Pain (Live 1993) - Sting. I know you think you've heard this one before. If nothing else, do me the solid of skipping to the middle (about 2:55) for the instrumental section where Dominic Miller lays down one of the best guitar solos I've ever heard - it also gives me chills every time I hear it.
The First Song - Band Of Horses. Somewhat plodding, it still gives me chills, particularly the last few lines of the lyrics. Otis approved.
Seven Deadly Sins - Bryan Ferry. The whole thing is so beautifully haunting, so rich, so exact, from the open gregorian style warbling to the final acoustic piano accent keystrokes. Even the drum machine tracks almost sound organic. Chills from start to finish.
If you've made it this far, thanks for indulging.