Growing up in Del Mar, California, Tristan Prettyman lived the quintessential So-Cal lifestyle: surfer by day (placing in local competitions) and model by night (for Roxy/Quicksilver). As she neared the end of her teens, Prettyman honed her songwriting skills a la Ani DiFranco, and began playing at San Diego nightspots, to surfer-rock-friendly crowds. A tour and relationship with Jason Mraz followed after she secured a spot on the soundtrack to the sleeper surf movie, Shelter, with the track "Anything At All." In 2005, Virgin Records released twentythree, her debut album, which showcased a funky, Sublime-like acoustic sound. Tristan's second offering, Hello, offered a fine compromise between the sultry sounds of Norah Jones and the straight-forward pop of Colbie Caillat.