Ross Byron is a thirty something guitarist in a rock band who doesn't seem to realize is that his slender, young rocker frame is now a 36 inch waist – and his former flowing blonde locks are now severely thinning and balding. Stacy and Clinton need to get Ross into the 21st century by getting him out of his acid wash jeans and gold chains and into a more mature yet stylish look. As for his hair, Nick Arrojo must persuade Ross that less is more since hair loss is better disguised with a shorter style. Will this musician rock his new age-appropriate style with grace?