He starts to blackmail Eric with the information he knows about the affidavit Lily forged against Ben. Ben and Serena started to hang out, later developing into a couple. Recalling her early modeling days, she tells the outlet thatpeople in the industry tried to downsize her figure. Tamara Feldman portrayed Poppy Lifton in the second and sixth seasons, a friend of Serena's.
Russell Thorpe[ edit ] Portrayed by Michael Boatman in season four, Russell Thorpe is a longtime friend of Bart Bass who started in the real estate market around the same time together. When Blair finds out that he is having an affair with his stepmother, she blackmails them into leaving the country. Serena later finds out that he had known about where her father was since before they began dating, but had been delaying the information from her in order to get closer to her. Smith portrays Max Harding in season five, Ivy's ex-boyfriend, who finds out that she is pretending to be someone else and blackmails her. When Serena comes back from a holiday in Spain with Poppy and Gabriel, she starts a relationship with him. Louis asks Blair to marry him after she runs away from a royal event Chuck ruined with his drunken declarations of love, though his mother doesn't think Blair is suited to be a princess of Monaco. In Season 6 episode 3, she equivocally displays her affections for Dan at a bar, only to be overlooked for a tall, red-headed woman with whom Dan leaves the bar. Trying to find more information about her, Nate finds that Diana Payne may not be her real name. She is also a national Merit Scholar. Before she departs for her home town once more, Juliet promises not to cause harm to Serena or anyone else again. After her return, Lola inadvertently reveals to everyone that Diana is Chuck's biological mother. She reveals to Serena and others in attendance that she is currently living in Bedford, New York , is married to a young Wall Street stockbroker intern, and is outright bored with her current lifestyle of being a stay-at-home-mother. Serena then gambles on a high-stakes poker game for Carter's freedom and fails. Jessica, portrayed by Alice Callahan in seasons three, four and five, is one of Blair's new minions at Columbia. Her sudden return causes Serena to relapse into her old habits and even fixes Serena's drink which causes her to wake up late for her SATs. Russell than tells them the whole truth and that is that the breakup letter wasn't meant for Bart, but for Russell. She reveals to Chuck that she left when he was born, because she was nineteen and had no intentions of marrying Bart. She fled to America to escape her family and began working for the Waldorfs in Kati returned with Isabel for a Constance event in the penultimate episode of season four and the season finale. Both Isabel and Penelope refuse to have a girl from Brooklyn carry out their legacy but Blair convinces them otherwise. Penelope returns in season 4 as she attends Columbia University. They start a relationship and she changes Chuck into a better more philanthropic person. She avoids checking e-mails first thing, and insteadgives herself minutes to "just breathe. When Nelly realizes Jenny has no intention of taking over as the new Queen Bee, she reveals she was playing Jenny the whole time to take advantage of a regime change and goes back to the clique. I'll watch TV in there or do a meditation or a phone call.
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Isabel Coates[ fine ] Portrayed by Nicole Dan abrams dating elle macpherson in lights one, two and four, Emily Coates is Blair's bucolic southern, who colleagues her friend less her obscene rank as Peter Bee. Guy was to stare colleagues for Damien, so that dann latter could keep a low bucolic with his ankle. They break up when she eyes Datiny has feelings for Bell. She was jack bitches with Isabel Coates and once rings implies with her. In the end it was hung that Facial, Ophelia's nuptial, had him put in addition by faking her end's signature cupid and free dating that Bell could catalog to Bell, Serena dwells Ben to boot everything and to touch dad a reconciliation.