The newest "It Bag" changes like clockwork every season, making us dash to get our hands on what's new, while trying not to blow every penny of our paycheck. Being the admitted vintage fanatics that we are, R29 turned to one of the most respected curators of pre-owned designer goods—that are just as beautiful but at a much lowered price tag. Portero Luxury is our trusted source for vintage luxury items, such as Hermes scarves and Rolex watches, and they want to make your "It Bag" wishes come true. Remember the chic Chanel 2.55 or the appeal of a monogrammed Louis Vuitton? Well of course you do! Portero Luxury is here to grant one lucky winner a chance to take home an "It Bag" that's not just a fair-weather item, but a classic, investment piece that will fit the bill for years to come. There's no way we're spilling the beans on which mystery "It Bag" it could be, but we want to hear what you think. Leave a comment below letting us know which beautiful handbag you have your heart set on, and then head to Portero Luxury to enter for your chance to win. "It" could be you!