Theodore "Teddy" Montgomery is a fictional character on The CW television series 90210, the fourth series in the Beverly Hills, 90210 franchise. Portrayed by Trevor Donovan, Teddy Montgomery was introduced in the second season premiere as a recurring character. Where in season three he was upgraded to series regular; however, by season four he was downgraded to a recurring cast member once more. In season 5, he returned in a recurring role. The character was introduced during the second season of the show. In season two, Teddy was known as a "player" who had commitment problems with many women, including with Adrianna and Silver. During the hiatus between the second and third season, it was revealed that a character from the show would come out as gay. This was later revealed to be Teddy. In the third season, Teddy deals with the many complications and struggles of being gay, which includes harassment, acceptance and relationships. Unlike the second season, where the character had received many negative reviews from both critics and fans, he became extremely popular and well liked in the third season. Storylines Season 2 At the beginning of the season, Teddy comes to town as Adrianna's ex and childhood friend. Adrianna ends up leaving her boyfriend, Navid, to be with Teddy. But Teddy later tells Adrianna that he isn't the relationship type, leaving Adrianna devastated. Now attending West Bev, Teddy grows close to one of Adrianna's closest friends, Silver, who is struggling to take care of her mother who has cancer. Teddy relates to Silver when he tells her that his mother died of breast cancer when he was younger. As time progresses, Teddy develops feelings for Silver and asks her to the West Bev Winter Wonderland Dance. Silver rejects Teddy's offer due to him playing Adrianna. Teddy later realizes that Silver is the one he wants to be with, so he makes a video and shows it to the entire school during the morning announcements and reveals that Silver is the only girl he would date. Unfortunately, Silver turns him down again. Though, later at the dance Teddy asks Silver to dance but as friends. While dancing Teddy kisses a shocked Silver, and she walks away. Later Silver sees Teddy hugging another girl in the presence of Dixon, who is her ex-boyfriend. Dixon asks Teddy to tell him who the girl was, and Teddy reveals it was