Jennifer Tallulah Humphrey

Jennifer Tallulah Humphrey

Born March 30^th, 1993

Nicknames: “Jenny”, “Little J”

Jenny is an insecure, vulnerable, aspiring fashion designer with a desperate need to be popular. She takes the elite high school world by storm and is a focus of the Gossip Girl blog.

Background: Jenny is Dan’s sister, his minor by two years. She is smart, talented, and very creative with her fashion designs but she desperately wants to be as popular as Blair Waldorf and she (secretly) wants to date Nate. Jenny spends most of her freshman and sophomore year trying to get on Blair’s good side and to imitate Serena. People sympathize with her after she is nearly raped by Chuck Bass her freshman year. By her sophomore year she mastered the game of deception. During her junior year, Blair graduates and leaves her to be Queen B, or should we say Queen J? This is also the same year Jenny moves out of her Brooklyn home and into her new step-mother’s – Lily’s – home. However, her friend and now stepbrother Eric recognizes Jenny is becoming a horrible person, full of manipulation and lies. Jenny begins to deal drugs with and eventually date Damien Daalgard. She lies and claims she lost her virginity to him. She also finally goes after Nate, but he doesn’t tease her or reciprocate the feelings. Jenny’s life begins to spin more and more out of control, and Jenny ends up sleeping with Chuck. She goes away to live with her mother in Hudson, but is still planning on applying to Parson’s School of Design in Manhattan so she may pursue her career dreams.

Relationships: Jenny dates Asher Hornsby her freshman year of high school, but their relationship was short-lived as he was gay. Nate is always nice to Jenny, and she has crushed on him for a very long time, but never seems to win him over. She dates Damien Daalgard, but ends up loosing her virginity to Chuck. Jenny has yet to have a long-term relationship.

Personality: Jenny thinks of herself as a normal or even less-than-average girl trying to make it into the Upper East Side social and fashion worlds. She is very insecure yet at the same time tries to appear as though she is bursting with confidence. Because of this one flaw, she often sacrifices herself and her morals in order to gain things that will make her feel accepted and secure, such as high social status and a boyfriend. However, she has been sent away from Manhattan for a while and so far is not up for any more games of deception.

Style: Jenny’s style is complex. In the first half of her high school career, Jenny sacrificed a lot of time, effort, and money, to make sure she looked just like the other kids at her school. As a freshman she dressed in pink dresses, cropped cardigans, headbands and sparkles. She has a side part and her hair is often wavy or softly curled, sometimes in a bun. By her sophomore year she is a bit more confident in wearing more daring styles and she cuts her hair, but she still tries to fit in. For the first half of high school, she wears pastels with pops and splashes of bright color, short skirts, long coats, and plaids. By her junior and senior years Jenny is much more confident in her own personal fashion tastes. She gets extensions and side bangs. Jenny wears bolder clothes and makeup while still staying fashion-forward. She begins to wear longer cardigans, longer necklaces, and chunkier boots. She wears darker pieces, but still pairs them with bold colorful items.