|“||Blood for blood. An eye for an eye. I want back in with the Serpents, and I want him kicked out. Oh, yeah, one last thing. I want his tattoo carved off. And I want to do it myself. With a dirty knife.||”|
|— Penny to FP[src]|
Penny was a shrewd attorney on the Southside, who happened to be in league with the Southside Serpents. However, she did not take monetary payments from fellow Serpent members, but instead, she demanded favors, which she expected in return should the time come. Penny also ran a secret drug trafficking operation, involving the transportation of what she refers to as "pancake mix", from the Southside of Riverdale to Greendale. She later went on to recruit Jughead Jones as her "transportation advisor", otherwise known as her drug-runner, until he exiled her to Greendale.
Penny later returned to Riverdale after allying herself with Hiram Lodge and the Ghoulies. It was through this alliance that Penny, Malachai and the Ghoulies nearly killed Jughead. More than three months later, and Penny, along with the Ghoulies, have full control of the South side, which includes the Whyte Wyrm, from were they run a Jingle Jangle operation.
Penny is a wily backroom attorney that the Southside Serpents keep on retainer in case of run-ins with the law. She prefers that her clients pay her with favors, not cash, as Jughead finds out when he seeks her out to help with his father.
It is unknown exactly when Penny joined the Southside Serpents; however, the Serpents put her through college and she became a lawyer. She still remains a Serpent while behind the desk. Like all other Serpents, at some point in her young youthful years, she presumably completed the Serpents Initiation in order to join the Southside Serpents. During this time, Penny got involved with FP Jones, the extent of which remains unknown. A promise was made at some point from FP to Penny, which he failed to keep. This led to a falling out between the two.
Penny, Malachai and the Ghoulies set a trap for Jughead and the Southside Serpents by stealing the Serpents' dog Hot Dog. The plan works as expected. As Jughead arrives with Betty, Cheryl, Toni, Sweet Pea and Fangs, Penny, Malachai and the Ghoulies surround Jughead. Penny wants to talk, specifically about the spies he had been sending all summer, trying to get into their business. Penny warns him to back off unless he wants to replay riot night, where they almost killed him.
Jughead admits to sending scouts, but lies and says that it was only to retrieve Hot Dog. As he begins to walk away, Penny notices his Serpent jacket. It says "South Side Serpents" despite the fact that the south side no longer belongs to the Serpents, meaning that Penny wants his jacket. Penny had heard about Betty joining the Serpents and contemplates going after her next. With that in mind, Jughead agrees to give up the jacket so long as the Ghoulies stay out of the north side. As Malachai approaches Jughead, he is shot in the shoulder with an arrow by Cheryl, much to Jughead's dismay. When Penny orders the others to just kill the young Serpents, Jughead orders Cheryl to aim her next arrow at Penny, forcing Penny to call off her men. She lets Jughead go, but not before telling him that he just made the north side fair game.
Penny enters Pop's Chock'lit Shoppe in search of Veronica Lodge. Before long, the two are properly introduced. Veronica asks what Penny wants. Penny retorts that it’s not what she wants, but instead what Veronica wants — protection. She and the Ghoulies are offering their services for a modest price. Veronica concludes that the protection would only be against Ghoulie attack, to which she is correct. Penny remarks that the diner is nice and Veronica’s speakeasy is probably nicer and she’d hate for something bad to happen to it. So, she leaves, allowing Veronica to come to a decision.
Penny tracks down Archie to the Jones Yard in Toledo, to claim the bounty on his head. She states that he left more breadcrumbs than a chubby kid in a fairytale. Penny’s attempt to claim the bounty is thwarted by Jellybean Jones, Jughead's younger sister, who is armed with nothing more than a slingshot. When Penny refuses to drop the knife, Jellybean shoots her in the head, knocking Penny unconscious.
Penny wakes up tied to a chair. She is surrounded by a large group of people, among them is Archie, Jughead, Gladys and Jellybean. First off, Gladys isn’t at all surprised that Penny is working with Hiram since she always had unfixed allegiances. She is however surprised that Penny isn't ratting Hiram out yet, leading Gladys to suspect that Hiram must have something on her. While Penny isn’t a snitch, she will say this; Hiram won’t stop until he gets Archie. And there’s nothing anyone can do. Gladys then addresses the fact that Penny carved off Jughead’s Serpent tattoo. Penny states that was business between her and Jughead. Gladys retorts that she’s Jughead’s mother, also making it her business. Gladys grabs a large hunting knife and tells everyone to go inside. Before doing so, Jughead tells Gladys to ask Penny about Gryphons and Gargoyles and how Hiram fits into it all.
Penny is a young woman with straight blonde hair with bangs. She usually has her hair out loose, where small waves are shown. She has blue eyes and a slim body. As seen before on other members of the Southside Serpents, Penny previously had the gang's symbol of a double-headed serpent tattooed on her forearm, however this was removed by Jughead after she was expelled from the Serpents. Before she was expelled from the Serpents, she could often be seen in a Serpent jacket, but with her recent alliance with the Ghoulies, she has been seen wearing a Ghoulie jacket.
Penny appeared to be a kind woman when Jughead initially met her for consultation in regards to his father's case. However, it was later revealed that she is cold-hearted, manipulative, and calculated. This became evident to Jughead when she fooled him into a making a drug-run for her, from Riverdale to Greendale. She did this by fabricating a story of FP being attacked by the Ghoulies while in prison. She then used the surveillance video of Jughead at the drop off point to blackmail him into working for her as her "transportation advisor" (i.e. drug-runner).
- FP, who's had dealings with Penny in the past, tells Jughead that he doesn't want to "be in bed with a snake charmer" and advises him to not seek her council any further.
- Members of the Southside Serpents who know Penny well know not to get in business with her, as they know she is bad news, as her help comes with a heavy debt to be paid back in return.
- In the Little Archie comics, which features many of the Archie Comics characters as grade school children, Penny is the girlfriend of Fangs Fogarty.
- See also: Category:Images of Penny Peabody
Season 2 Screencaps