Once Upon a Time Red Riding Hood love interest

After Emma breaks the Dark Curse and restores the memories of the townspeople, Ruby reunites with David, Mary Margaret and the dwarves. After stopping the townspeople from harming Regina, she agrees to look after Henry for Emma. Later that night, she and Henry stop by the town hall to witness Regina threatening David, who is tied to the wall by her magic. They leave with David after Henry learns of Emma and Mary Margaret's disappearance into a portal. ("Broken")

Ruby takes charge in the aftermath of the Wraith attack, which has left the town damaged and the people shaken. The people gather in clusters at the town hall, and she directs them where to go whether they need beds or counseling. Mother Superior is helping out as well, and she mentions her concern for the townspeople in their current predicament. Ruby reassures her that their prince is working on something. Soon, David arrives but is quickly overwhelmed by everyone's questions and requests that need immediate attention. Leroy reveals, after using Mr. Clark as a test subject, that whoever crosses the town line will lose their Enchanted Forest memories. In an attempt to maintain order, David promises to regroup at the town hall in two hours' time with a plan. As the designated time rolls by, Ruby becomes concerned when David hasn't arrived yet and asks Henry to phone him, but suddenly, Regina bursts in. Having regained her magic by now, Regina uses it in a powerful display to scare the townspeople. Ruby, refusing to be intimidated, boldly asks what she wants. Henry recognizes his mother wants him to go home with her, which he grudgingly complies with in order to make her stop hurting everyone. More afraid of Regina than of losing their memories, the townspeople, decide to take the risk of leaving town, while Ruby runs into David and informs him of what happened, but he is more concerned about finding a way to Emma and Mary Margaret. She persuades him to take care of the current town dilemma since everyone desperately needs his help as soon as possible. With David, Ruby hurries with him to Storybrooke's road exit in a truck and cause a blockade to stop everyone from leaving. In a speech, David wins the residents over by helping them realize the memories of their old lives are an essential part of them and they do not have to choose between the two lives because they are both. ("We Are Both")

While David and the dwarves are mining for fairy dust, which can bring Emma and Mary Margaret home if used on Jefferson's hat, Ruby carries lunch to them. On her diner work shift, she talks to Belle, who is looking for a job and place to stay. Ruby directs her to the closed library; leaving Belle to check it out on her own. A short time later, she is approached by David and Mr. Gold asking for Belle's whereabouts. At first, Ruby refuses to say anything, but with David's persuasion, she admits what transpired before and helps them track Belle using her newly rediscovered heightened smell. She loses the trail at Game of Thorns, the flower shop that Belle's father, Moe French, owns. Inside the shop, Ruby watches David and Mr. Gold question Moe, who admits he sent Belle into a mine cart and across the town border in the hopes she would lose her memories of Mr. Gold. Along with David and Mr. Gold, Ruby heads to the mines to save Belle. Much later after Belle is safe, she introduces the bookish girl to pancakes and how to eat them. She also hands Belle a small box someone left for her. ("The Crocodile")

On the first curse-free night, which is also wolfstime for Ruby, she is cleaning up the diner while David and the dwarves are celebrating over finding fairy dust, an ingredient. To her, Billy confesses his identity in the Enchanted Forest was Gus, a mouse who lived in Cinderella's pantry. He asks her out on a date, but she struggles for an answer, knowing that she is due to shape-shift during the night. Belle, noticing her discomfort, intervenes by telling him they are having a girls' night out. After Billy has left, Ruby notices the time and hurries to the backroom where Granny is fixing up the freezer, which Ruby will use as a cage for herself. During the night, a belligerent Albert, hell-bent on ruining David's life, releases Ruby while she is a wolf, and then kills Billy to give the appearance she did it. In the morning, Ruby wakes up in the forest as a human after a worried David and Granny discover her there. Soon, Billy's butchered body is found, and Ruby believes she is to blame. Albert rallies the townspeople against David; forcing him as sheriff to choose between "justice" or defending a friend who looks guilty. Ruby is locked in a cell for protection, but knowing the angry residents will come for her, she is later chained up in the library as Belle keeps her company. Rather than hide, Ruby Believing the townspeople's hate for her is justified, Ruby tricks Belle into letting her before chaining Belle in her place and going to face the mob. Reverting to a wolf, Ruby faces Albert as he readies his gun at her. Suddenly, David and Granny arrive with the bloody weapon as well as Ruby's magic cloak that was found in Albert's truck. With coaxing from David, Ruby allows him to place the cloak on her. Albert escapes and burns Jefferson's hat, which wipes out the only chance David had for finding his family. Despite David's anger over the destroyed hat, Ruby convinces him not to punish Albert out of vengeance. Later that night, Ruby is in the apartment as she looks to David as he watches over a sleeping Henry. David tells her that Henry may never see Emma or Mary Margaret ever again and his uncertainty about how to break the news to him. Ruby insists he won't have to, but David remains skeptical since fairy dust won't be enough and now Jefferson's hat is gone. She believes in him because she knows he never gives up until he succeeds, in addition to the fact he won't be doing it alone. On her way out, Ruby asks him to phone Granny so someone can unchain Belle from the library. She then uses up the remaining hours of wolfstime to go out for a run through the woods in wolf form. ("Child of the Moon")

In a race against time, Emma and Mary Margaret fight to return to Storybrooke from the Enchanted Forest. However, Mr. Gold and Regina share combined fears over the possibility their nemesis, Cora, will be the one to cross into town instead. Using a wand, they take all the diamonds in the mines and convert it into fairy dust to create a life-threatening portal over the wishing well to kill anyone who attempts to enter Storybrooke. Leroy discovers the diamonds are missing and brings Ruby to the mines to show her. They go back to the pawn shop to warn Henry of their suspicion Mr. Gold and Regina are going to do something bad. With Henry, Ruby hurries to the wishing well to stop them. She tries to confront Mr. Gold, who uses magic to render her unconscious. Henry pleads with Regina to undo the portal's effects, and she believes in him enough to do so. As Emma and Mary Margaret come through the well, Ruby awakens and welcomes them home. ("Queen of Hearts")

To commemorate Mary Margaret and Emma's victorious return home, the town residents come together at a party celebration held at Granny's. Ruby is chatting with Bashful when Emma and Mary Margaret arrive. She hurries over to give affectionate hugs to both. A hush falls over the diner when David calls everyone's attention and begins making a speech expressing happiness at reuniting with his wife and daughter. Afterwards, all the party guests raise their glasses in cheer, and all except Emma are shocked when Regina walks in apologizing for her lateness. On the defense, Leroy grabs a knife and asks what she is doing here, which Emma quells by saying Regina was invited by her. With that, everyone dispenses to mingle and have fun at the party. The next day, while on a jog, Ruby encounters Archie and Regina arguing on the dock. She asks them what is going on, and Regina responds by telling her to continue on her walk, to which Ruby reluctantly runs off. Later in the day, Ruby is closing down the diner when she sees Regina enter Archie's office. The following day, Ruby is able to understand Pongo enough to know something is wrong, and she and Emma go and find Archie dead in his office. When Emma asks who could have done this, Ruby responds, "I think I know"; indicating she saw Regina the previous night. ("The Cricket Game")

The death of Archie is announced to the rest of the townspeople after Emma seemingly finds incriminating evidence via the dream catcher of Regina as the murder. Leroy attends the funeral to listen to Mary Margaret give a eulogy dedicated to Archie. After she is finished, Marco gives his own personal farewell. Following this, Leroy, Bashful, Doc, Dopey, Happy, Walter, Marco, Mother Superior, Ruby and Granny spend time in Mary Margaret's loft for a luncheon. Leroy approaches Emma and Mary Margaret to ask, on behalf of himself and other dwarves, when they will be returning to the Enchanted Forest, which perks everyone else's attention to the conversation. He is concerned about Regina being on the loose, but also about the possibility outsiders can wander into town now that the curse is lifted. Ruby agrees with Leroy, recalling her own ability to shapeshift into a wolf, and if people from the Enchanted Forest were afraid of her, then so will people in this world. Emma believes they are safe for now, but Leroy thinks that trouble will happen sooner or later. ("The Outsider")

After an outsider crashes his car into the town border, he is taken the hospital for treatment. Hook and an amnesiac Belle are also taken in as patients. Ruby meets up with David, Emma, Leroy and Mary Margaret to break into the stranger's phone to learn more about him. Emma quickly discovers the outsider's name is Greg Mendell, and from looking at his phone information, he appears to be a normal person. Dr. Whale informs them that Greg is bleeding into the chest cavity, and asks Mr. Gold to use magic to fix it. Mr. Gold refuses to assist and warns them that it'd be better if they don't save the outsider because the man saw his use of magic. After much discussion, they decide to save Greg's life. After Dr. Whale leaves the room to prep for the surgery, Greg's phone rings, but no one dares to answer as the call might be traced to Storybrooke. Following Dr. Whale's sudden disappearance from the hospital, Ruby tracks him down in time to stop him from committing suicide. He shares his woes about concerning his family name, Frankenstein, and how everyone associates it with a monster. Sympathetically, she talks about her own pained past of feeling like a monster after accidentally killing her boyfriend. However, she believes both of them have a chance at new lives. Dr. Whale goes through with the surgery, which is a success. As sheriff, Emma questions Greg about the accident and learns, much to the relief of everyone else, that he was texting and driving and did not see Mr. Gold using magic. ("In the Name of the Brother")

On the same night Greg ends up in Storybrooke, Belle receives a gunshot wound from Mr. Gold's nemesis, Hook, which causes the loss of her Enchanted Forest memories after she falls across the town line. In concern for her friend, Ruby visits Belle in the hospital as she is recovering from the ordeal. She explains they were once friends, which the girl does not believe. Hoping to cheer her up, Ruby gives Belle a book by her favorite author Jules Verne. Uneasily, Belle talks about the night at the town line, in which she saw Mr. Gold holding a fireball. To prevent exposure of magic, Ruby brushes off her recollection as a side effect of the hospital medication. Belle, who is frustrated no one will believe her, begins acting out. The nurse arrives to sedate her, to which Ruby asks if Belle's behavior is a common occurrence. As a reply, the nurse confirms it is because of her condition. Soon, Storybrooke is terrorized by a giant, Anton, after he is freed from Hook's ship and eats a magical mushroom to return to his massive size. However, when the mushroom’s effect wears off, he ends up clinging to keep from falling into a hole. Working together to save his life, Granny ties a rope to the back of a car and Ruby and the dwarves stabilize the rope as David scales down the concrete edges of the hole. Though distrustful of humans, Anton accepts David’s help. Afterward, they bring Anton to the diner in an effort to make him feel at home. As they talk, Ruby serves them beer at the counter. Mary Margaret says they have made this land their home since there is no way to get back to their old land. At this, Anton shows them a stem of a beanstalk that could likely grow magic beans. ("Tiny")

Attacked by Hook, an injured Mr. Gold returns to Storybrooke via a ship. With his son, Neal, Ruby also helps to steer him away from the dock towards David's truck. Emma, deciding she must protect Mr. Gold and be on the lookout for Regina's dangerous mother, Cora, asks Ruby to watch over Henry in her absence. ("The Miller's Daughter")

At the diner, as Neal waits for Emma and Henry to show up, he orders something for Henry. The boy plops down into the seat at the table across from Neal, and Ruby comes over carrying a large sundae with "extra everything". She goes back to the counter to get Emma some coffee when Greg, who recently got out of the hospital, walks in. Ruby hands him his already prepared order on a separate tray but asks if he could have it to go, and she walks away to wrap it up for him. While waiting, he chats with Emma about going on a nature hike. Emma muses she thought he might have already been back to Pennsylvania by now. Ruby comes back with his bagged food just as he says Storybrooke is starting to grow on him. He thanks Ruby for her service and pays for his order. Ruby and Emma exchange a curious look after he is gone. ("Welcome to Storybrooke")

When Pan casts his own version of the Dark Curse on the town's inhabitants, Regina intends to combat this by undoing the curse she cast. As the price of magic, the town will be wiped out and everyone in it must return to the Enchanted Forest. Ruby is not at the town line when Regina undos both her and Pan's curses, though she is presumably still in Storybrooke at this time before she is whisked back to the Enchanted Forest. ("Going Home")

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