The most popular radio format in the United States, country music is nothing to scoff at. It has the largest and most loyal fan base, also making it one of the most demanding and critical of multi-genre crossover. So why have so many pop artists and rock stars made the attempt to build a bridge to troubled waters? Plenty of popular musical artists have Southern- or country-influenced pasts, but it takes guts and confidence to make a move from pop/rock to country and back again. In this hot gallery, find out which big-name artists scored a hit, both with fans and on the country music charts!

We know three things about the ’90s: Michael Bolton was its quintessential singer, the mullet (business in front, party in back) was its quintessential haircut, and one man had the quintessential mullet—you guessed it, Michael Bolton! So as a gift to him for his 61st birthday, we present: The Best ’90s Music Mullets.