34. Manny Pacquiao "Sometimes When We Touch" (2011)
It's one thing to have that guilty pleasure favorite song that we sing in private. It's a completely different thing to go out and actually record a cover of the song. Manny Pacquiao does just that with his personal favorite "Sometimes When We Touch," with Dan Hill in the background.
It's not that his singing is bad. It's just so awkward to watch him baring his soul in the form of a decades' old love song. The dude has a sparkle in his eye for the whole video. We just can't handle this sort of emotional intensity.