Dan "Lonely Boy" Humphrey is the son of rocker Rufus Humphrey, and is the older sibling of Jenny Humphrey. His best friend is Vanessa Abrams, whom he had feelings for a سال prior to the pilot episode of Gossip Girl. Dan is a poet and attends the St. Jude's School for boys. He has longed for Serena وین der Woodsen since a party when they were fifteen, and she was the only person who was nice to him. He has somewhat of a disgust for Serena’s best friend, Blair Waldorf; however سے طرف کی the end of the third season Dan and Blair have warmed up to each other, to the point that Dan comforts Blair after her breakup with Chuck. Dan and his family reside in Dumbo, Brooklyn, and he wishes to attend Dartmouth University. Season 1
His mother lives away from home, in Hudson, as an artist. He is financially strained compared to his wealthy classmates at St. Jude's.
Dan is one of the first people to see Serena back in person. He accidentally bumps into her, causing her to fall and spill the contents of her پرس, تھیلی and leave behind her cellphone. In an attempt to see her again, he returns the phone to The New York Palace Hotel where she lives. He runs into Serena there and ends up on a تاریخ that with her so she does not have to go to the "Kiss On The Lips" party which Blair is throwing. They have a rocky first date, going to his dad's concert. The تاریخ is ended early because he gets a text from Jenny saying that she needs help at the party. Serena helps Jenny and saves her from Chuck Bass. Dan is highly embarrassed after this, as at the end of the تاریخ he only waves to her from a taxi. He and Serena end up going out again but he leaves her after Blair tells him about Serena and Nate sleeping together when Nate and Blair were a couple. They make up and become a constant ذریعہ of attention.
At the Ivy Mixer, Blair tells the whole school and Ivy scouts that Serena is a patient at the Ostroff Centre, presumably for alcoholism. Serena then goes on stage and lies to protect the real patient at the Centre: her brother. Dan is surprised at Serena's apparent problem, especially after it seems that Serena has been making a real effort to change from her old partying ways. However, Jenny reveals that Eric is the actual patient, which then causes Dan to respect Serena for protecting her family. This event actually strengthens their relationship, instead of weakening it like Blair had intended it to do.
Behind the scenes, though, is Dan's childhood best friend Vanessa, who is clearly jealous of Serena and very much in love with Dan. Dan is oblivious to this. Despite Dan's clear preference for Serena, Serena cannot help but feel jealous of how close Dan is with Vanessa, such as when Dan tells Vanessa that his mother came home, while Serena learns this from Vanessa instead of Dan himself.
When he learns from the Gossip Girl site that Serena was seen buying pregnancy tests he freaks out knowing that the child could very well be his as they've slept together. His father sees this as well and is extremely upset that his son may be a teenage father. Dan explains he will stay with Serena no matter what she does because he loves her. He tells this to Serena who says she's not having a child. Later on, he tells her that he loves her, and she responds with "Okay." which is not the response he was looking for. She later asks him why he loves her and he tells her a فہرست he made of the reasons. She believes him and says she loves him as well, but she needs to help Blair. When he asks why, she says "one of the many reasons آپ love me."
When Georgina Sparks arrives at the Upper East Side, intent on making Serena's life hell, she gets to know Dan behind Serena's back, pretending to be 'Sarah' and accidentally-on-purpose letting her dog run off its leash in the park, giving her an excuse to talk to Dan. It is later seen that Dan and Vanessa have taken "Sarah" under their wing as they believe she is a new girl to the Upper East Side who doesn't know her way around.
Eventually, Dan breaks up with Serena, because he believes that she has slept with someone else and he is tired of her holding secrets from him. A few hours after he breaks up with Serena, he kisses Georgina, believing that she is a helpless girl who is running away from a psychotic ex-boyfriend. Soon thereafter, Dan is convinced that Georgina is lying to him سے طرف کی being told the truth سے طرف کی Serena. He and Blair manage to fool Georgina into thinking that Dan would like to meet up with her. The real purpose of the plan, though, is to get Georgina to meet with her parents and then get sent to a reform school. Dan and Serena rekindle what is left of their relationship before Dan ultimately ends it entirely. He is last seen spending some time with Vanessa during the start of the summer holidays.