Can you answer all 25 of these questions about Jenny Humphrey accurately and correctly? If so, you’re a diehard Gossip Girl fan, for real.

1. Jenny put herself out there in pursuit of true love a handful of times. But who was Jenny’s first kiss on the show?

• Asher Hornsby.
• Damian Dalgaard.
• Chuck Bass.
• Nate Archibald.

Chuck and Jenny shared a couple of awkward, yet consensual kisses before he tried to force himself on her on the rooftop at the Kiss on the Lips party. That was her first kiss on the show, way before she started dating Asher, Nate, or Damian.

2. What were the names of Jenny’s minions?

• Penelope, Kati, and Isabel.
• Carmen, Jane, and Sawyer.
• Nelly, Eric, and Jonathon.
• Arabella, Tracy, and Dawn.

Jenny’s minions were named Carmen, Jane, and Sawyer. Hope you didn’t mix them up with Penelope, Kati, and Isabel, who were also minions, but they were Blair’s minions. At another point on Gossip Girl, Jenny was friends with Nelly, Eric, and Jonathon, but they were never her minions.

3. Jenny and Vanessa Abrams both had feelings for Nate Archibald, and they did a few shady things to each other during their time frame. How did Jenny sabotage Vanessa?

• Jenny encouraged Vanessa to wear a see-through dress.
• Jenny stole Nate’s letter for Vanessa.
• Jenny locked Vanessa inside a wine cellar.
• Jenny convinced Vanessa to move to the west coast.

A true Gossip Girl fan knows Jenny set Vanessa up to wear a sheer gown to an event where she blasted direct light at Vanessa’s body. Vanessa is the one who stole Nate’s letter to Jenny.

4. Blair Waldorf was certainly a bully to Jenny early on. At which event did Blair set Jenny up to get arrested?

• Blair’s annual sleepover.
• Hazel’s birthday party.
• Blair’s bachelorette party.
• Lily and Bart’s wedding.

Blair’s annual sleepover led to a game of Truth or Dare where Jenny was almost arrested for being caught inside Eleanor Waldorf’s storefront.

5. How did Jenny avoid getting arrested at Eleanor Waldorf’s storefront?

• She faked a sprained ankle.
• She called Nate for help.
• She pretended to be Blair.
• She told the cops about the game of Truth or Dare.

Jenny was quick-witted enough to think on her feet when she faked her identity as Blair Waldorf with police officers.

6. Jenny dated a gay guy named Asher Hornsby before finding out that he was using her to hide his sexual orientation. How did Jenny first meet Asher?

• She saw him walking dogs.
• She saw him playing lacrosse.
• She saw him at her dad’s art gallery.
• She saw him giving Dan a text book.

The first time Jenny bumped into Asher, he was walking dogs on the sidewalk in the big apple.

7. How did Jenny first meet Damian?

• Jenny noticed him at a restaurant.
• Lily encouraged Jenny to give Damian a tour of the city.
• Jenny bumped into him on her way to Constance.
• Lily introduced Jenny and Damian at a luncheon.

The first time Jenny and Damian interacted occurred because Lily told Jenny to show Damian around NYC since Lily knew Chuck would be too busy to do it.

8. Jenny first met Agnes after they were both hired by Eleanor Waldorf. What job did Agnes have?

• Model.
• Fashion designer.
• Seamstress.
• Personal assistant.

Agnes was working as a model for Eleanor when she initially struck up a friendship with Jenny.

9. Jenny and Eric met for the first time in Season One and hit it off as friends. How did Jenny first meet Eric?

• Masquerade Ball
• Chuck’s Victrola Celebration
• White Party
• Ivy League Mixer

Jenny and Eric first spoke to each other at the Ivy League Mixer after Eric checked out of the Ostroff Center.

10. Jenny and Serena met for the first time in Season One. How did Jenny first meet Serena?

• While shopping at Bergdorf’s.
• In the hallway at Constance in front of Blair.
• When Serena and Dan rescued Jenny from getting attacked by Chuck.
• When Jenny offered Serena an invite to the Kiss on the Lips party.

The first time Jenny and Serena interacted was when Jenny tried to offer Serena an extra invite to the Kiss on the Lips party while Serena and Blair were feuding.

11. Nate temporarily moved into the loft with Jenny, Dan, and Rufus. What made Dan want to kick him out?

• Dan saw a sexual text from Nate to Jenny.
• Dan saw Nate kissing Jenny.
• Dan saw Nate spying on Jenny while she was changing.
• Dan saw Nate steal Jenn’y underwear.

Dan saw Nate kissing Jenny and he felt betrayed by Bro Code. He instantly told Nate to get packing.

12. Who did Jenny secure an interview with in Season Four to further her fashion career?

• Tim Gunn.
• Gil Goldschein.
• Tom Ford.
• Michael Kors.

Chuck helped Jenny land an interview with Tim Gunn while he was in the midst of feuding with Blair.

13. When Jenny attends Cotillion, what color dress does she wear?

• Green.
• Black.
• Silver.
• Lavender.

Jenny looked divine at Cotillion in a black dress as she was presented to society with Nate as her date.

14. Singing in the Constance Billard Choir was another passion for Jenny along with fashion designing. Which song did Jenny sing with the group?

• “Teenage Dream” by Katy Perry.
• “Love Story” by Taylor Swift.
• “Glamorous” by Fergie.
• “The Climb” by Miley Cyrus.

Jenny and the rest of the Constance Billard Choir sang “Glamorous” by Fergie.

15. It was revealed that Jenny moved to a European city in Season Five, even though there were no scenes of her there. Which country was it?

• London.
• Paris.
• Rome.
• Athens.

Jenny moved to London to attend Central Saint Martins, and the show would’ve been more interesting if viewers had seen a scene or two of her there.

16. What was Jenny’s nickname on the Gossip Girl blog?

• Little J.
• Missy J.
• Baby J.
• Sugar J.

Anytime Gossip girl blasts were published about Jenny, she was referred to as Little J.

17. In a desperate attempt to fit in with her much wealthier friends, Jenny stole a dress from Hazel’s mother’s closet. What color was it?

• White.
• Gold.
• Black.
• Red.

The dress Jenny stole was red, and she was caught red-handed wearing it.

18. How did Jenny earn quick cash when she was in a pinch during Season One?

• Selling drugs.
• Selling seductive pictures.
• Pawn shop sales.
• Writing essays for classmates.

Jenny would pawn her valuables at a pawn shop when she needed money in the first Season of the show. She didn’t start selling drugs until Season Three.

19.. Where did Jenny move after she was banished?

• Stamford.
• Yonkers.
• Hudson.
• Hoboken.

Jenny moved in with her mother in Hudson after Blair told her she wasn’t welcome in Manhattan anymore.

20. Jenny did NOT get along with her father, Rufus Humphrey. What was Jenny’s biggest and most heartbreaking threat to Rufus?

• To file for emancipation.
• To get pregnant with Nate’s child.
• To starve herself with an eating disorder.
• To bully her own brother, Dan.

Jenny attempted to file for emancipation from Rufus and her mother, Alison, because they weren’t supportive of her career path in fashion.

21. In Gossip Girl‘s finale, it’s revealed that Jenny and Blair got into business together. What fashion line does Jenny create with Blair? 

• Humphrey X Waldorf.
• J & B Styles.
• B & J Apparel.
• J by Waldorf.

In the finale, viewers can spot a “J by Waldorf” logo on Jenny’s bag during Dan and Serena’s wedding scene.

22. Jenny missed her mom’s event in Season 1 to sew up Blair’s ripped dress. What event did she miss?

• Art opening.
• Society award acceptance speech.
• Coffee shop concert.
• Flower exhibition.

Jenny promised she’d attend her mother’s art opening, but when Blair accidentally ripped her dress at the Cotillion, Jenny sewed the dress up as a way of trying to get on Blair’s good side. She ultimately bailed on Alison because of that.

23. A creepy photographer almost took nude photos of Jenny while she was friends either Agnes. What was his name?

• Max.
• Melvin.
• Manuel.
• Marshall.

The photographer’s name was Max, and he was definitely a weirdo for hanging out with underage girls.

24. Damian pressures Jenny to have sex but she ultimately swipes her V-card with Chuck. How old was she when she lost her virginity?

• 15.
• 16.
• 17.
• 18.

Jenny loses her virginity at the end of Season Three when she’s 16 years old. We know for a fact she;’s 16 because the episode titled “16-Year-Old Virgin” was named in her honor just a few episodes prior when she almost lost her virginity to Damian.

25. Jenny tried to sabotage Nate and Serena’s relationship multiple times. Which of these methods did she use?

• She sent a Gossip Girl blast of Serena asleep next to Dan.
• She convinced Nate that Serena was an alcoholic.
• She told Serena that Nate was secretly hooking up with Blair.
• She secretly blocked Serena’s number on Nate’s phone.

Jenny saw that Serena and Dan had innocently fallen asleep next to each other, and she took it as her opportunity to ruin Serena’s relationship with Nate. She snapped a pic and sent it in as a Gossip Girl blast right away.

How many of these questions did YOU get right? Let us know in the comment section.