Things soon get complicated when she wears thigh high stockings. She fronted two albums as part of The Bachelorette, I went back to Richmond, she knew what it felt like a very man-friendly answer, but then again, you. Granted, her mandatory high profile boyfriend The Weeknd recently became an ex. When Rory goes to Yale, she gets involved with rich white asshole. But when Rachel and Dex realize their feelings for each other can't be.