Relationships
Although Velma has only been in an on-screen relationship once, boyfriend Patrick in Scooby-Doo 2: Monsters Unleashed, she has had several love interests in various shows including: Ben Ravencroft in Scooby-Doo and the Witch's Ghost, Detective Beau Neville in Scooby-Doo on Zombie Island, several unrequited crushes (from George the mailman from their old hometown, Gibby Norton, and Jason in the Scooby-Doo! Mystery Incorporated episode "Howl of the Fright Hound"), celebrity crushes (Guy L'Avorton, Jamison Steven Ripley, and JC Chasez in What's New, Scooby-Doo?), a possible love interest with Prince Omar in Scooby-Doo! in Where's My Mummy?, and Winsor in Scooby-Doo! Legend of the Phantosaur. Marcy "Hot Dog Water" Fleach appears to have a crush on Velma, based on Scooby-Doo! Mystery Incorporated credits that feature Marcy hugging a photo of Velma in place of Daphne hugging a photo of Fred (during those episodes where Marcy has temporarily replaced Daphne in the gang).
Up until Scooby-Doo! Mystery Incorporated and Scooby-Doo! Curse of the Lake Monster neither Velma or Shaggy ever showed any real attraction beyond friendship in their previous incarnations. Though the two did often dance together or would go off together, along with Scooby, when the group separated for clues. But nothing ever came of it. Velma has a serious relationship with Shaggy in the most recent series Scooby-Doo! Mystery Incorporated. Velma and Shaggy have begun to secretly date and she is pushing Shaggy to make their relationship official. Shaggy, however, is hesitant as he wants to hide the relationship from Scooby until such a time when he feels confident enough to tell him. This causes some tension between Shaggy and Velma. Eventually, Scooby becomes aware that they are dating and his initial reaction was exactly what Shaggy had feared: anger, jealousy, and a sense of betrayal. The tension causes Velma to also become jealous of Scooby and become cruel and teasing to him; a stark contrast from her previous incarnations. Ultimately, Shaggy chooses Scooby (mostly due to Velma's constant pushy attitude and jealousy) and breaks up with Velma, telling her that he doesn't feel ready to have a girlfriend. Later Velma reconciles her friendship with Shaggy and reveals that she no longer has romantic feelings for him. Still, it is revealed in season two that Velma still has a soft spot for Shaggy, but does not want to admit it.
In Scooby-Doo! Curse of the Lake Monster, Shaggy is the one smitten with Velma. Following Velma around, he slowly works up the courage to ask her out on a date. Oblivious to all this (partly due to being possessed by Wanda Grubwort) until Shaggy eventually does ask her out, she reluctantly agrees to a date. Scooby (once again jealous of this new, budding relationship) attempts to sabotage the pair's affections. When Velma finally frees herself of the possession, she asks Shaggy if he was serious about his attraction to her and goaded on by Fred and Daphne, they kiss. Realizing that there is no chemistry between them, they agree to stay friends (much to Scooby's relief).
In Scooby-Doo! Legend of the Phantosaur Winsor is the first real relationship Velma really explores. When they meet it's love at first sight for the two intellectuals, Velma even goes to the point of trying to be more girlish to try and gain his affection. After some embarrassing moments, Velma lets go of her anxiety and both enjoy a somewhat normal date. When the Phantosaur begins to cause more havoc for the town, Velma refuses to believe that Winsor could be a suspect. Its noted that Velma's only looked away from two possible suspects Guy L'Avorton, as she was a big fan of a his foreign films and Winsor himself. Velma would get a big heart break when it was revealed that Winsor was one of the bad guys, he later on apologizes for deceiving her. He admits he really did care for her, but Velma's still hurt but his lies. By the end of the film she does forgive him and even asks if they can go out when he's released from jail. An offer Winsor joyfully accepted.
Members of the fanbase of the original Scooby-Doo speculated that Velma was a lesbian. even though the original Scooby-Doo series did not explicitly refer to Velma's sexuality. James Gunn, the screenwriter of the Scooby-Doo film, said that he was "pretty sure she's gay." Linda Cardellini, the actress who portrayed Velma in the film, said "There were a few scenes where Velma comes out of her shell. I wouldn't say she comes out of the closet." Cardellini added, "I thought more along the lines that maybe her sexuality is a little ambiguous." Jeffrey P. Dennis, author of "The Same Thing We Do Every Night: Signifying Same-Sex Desire in Television Cartoons," argued that the romantic connection between Velma and Daphne Blake is "mostly wishful thinking" because Velma and Daphne "barely acknowledge each other's existence." The makers of the film script inserted a reference to the rumor, where Velma ogles Daphne, in a draft script and the writers later intended for Velma to kiss Daphne, but the scenes were never filmed.
Read more about this topic: Velma Dinkley