Whoever said that going off to college was a sad thing clearly didn't go to Barnard College. Jaime is happy--even euphoric--about heading off to school. They load up Sheila and Ally's cars with all of Jaime's stuff (doesn't she realize how small dorm rooms are?) and head off to Barnard to start her new life.
Jaime arrives and goes through orientation and becomes an official freshman at Barnard. "It's proof that if you work hard and don't give up, you too can get to college," she says. Jaime is taking two English classes, a philosophy, a women studies and a yoga class. She's worried that two English classes might be too heavy of a load. Jaime meets her new roommate Amanda and finds that they both love Audrey Hepburn and make plans to go to Urban Outfitters to shop for their room. She's settling into the college life already.
Meanwhile, Ally is at her dad's office in a meeting to share her ideas about the junior's line. While the designers "listen," she expresses her feelings on graphics on T's and the direction the line should take. She asks, "Do you know what I mean?" The question is answered mostly by blank stares and silence. Afterward, Ally is afraid that the designers think that she knows better or they think "it's easy for Ally Hilfiger to come in here and tell us what to do." Tommy reassures her that she is the age of the customer and she's giving them valuable information. While they're shopping at Macy's, poor Tommy is called Ralph Lauren. Ally finds it pretty funny. Her dad takes it well but he's not sure whether they were joking or not.
Ally starts the daunting task of organizing her clothes. Who better than to help such an undertaking-Tommy Hilfiger! He checks out all the labels as they organize to see where his money is going-better not be Ralph Lauren (uh oh!). As they start to categorize her jeans, Tommy finds a denim Ralph Lauren skirt. This is the ultimate betrayal for a designer. She swears she bought it at a discount but he has a hard time getting over it and can't believe anyone would buy that horrid skirt let alone his own daughter! Tommy can't see Ralph Lauren ever helping his daughter clean out her closet, so Ally better appreciate what he's doing.
Michael V. (remember him? The "putz") wrote Jaime another email. She hasn't spoken to him in over two months to make a point that he f***ed up, but now might be the appropriate time for her to call him. They meet for dinner to catch up and he talks on and on about how much he loves Julia and how she's the greatest thing that's ever happened to him. Jaime doesn't really want to hear that but she gathers the courage to put him on the spot about him being an ass in the past. She's proud that she's moved on.
Ally doesn't see Jaime as much as she'd like, but notices that when they do see each other there is more substance to their conversations. They practically lived with each other over the summer, and spent all their time together. Jaime says, "We really are on to separate paths but our two separate lives are just going to prove how strong our friendship really is." Time will tell…