They kiss in Never Been Kissed; however, they maintain a close platonic relationship.
Sue Sylvester and Will are called into Principal Figgins' office and he informs them that the budget for both the Cheerios and the Glee Club has been cut by ten percent each, and is going to the football team. Sue is angered by this, and Will is also displeased. Shannon is then revealed to be sitting in the office with them informing them that a successful athletics department is a good way to receive alumni donations. Because of this, Sue and Will team up to get Shannon fired or to make her quit so that their budgets can be restored. The first attempt to make her quit is when they ordered twenty-five pizzas in her name, which she had to then pay for. Their plan backfires when she actually uses the pizzas as a tool to pick new football players. The second attempt, Sue refuses to let Shannon sit with her at lunch, so she instead asks Will. After Will tells her she can't sit with him, Shannon tells Will that she was told that he was the nice guy at McKinley High, but that she guesses her sources were wrong, causing Will to feel guilty. After Finn proposes that Artie join the football team, Shannon kicks Finn off of the team. In Figgins' office, he and Will try to convince Shannon to let him back on the football team, that he is a good kid, did not mean to be insubordinate, and that he should get a chance to show her. Shannon questions Will, indirectly bringing up their situation as enemies, and Will admits that he has not been welcoming towards her. She still refuses to listen to them, and leaves. Later, Sue tells Brittany to accuse Shannon of inappropriately touching her in another attempt to get her fired. Will arrives, knowing what Sue is up to, and believes she has gone too far. He convinces Brittany to tell the truth, in an attempt to redeem himself to Shannon, although she still does not think highly of him. Later, Will asks Shannon if he can sit with her in the staffroom. She doesn't answer him, but he sits anyway. Will apologizes to her, confessing that he thought the Glee Club would have a good reputation after the previous year, but after getting no new members, he realized that they were still on the bottom, which is how he made Shannon feel. They shake hands and Shannon thanks him and accepts his apology. (Audition)
Shannon walks in on Artie and Finn discussing joining the football team. Artie asks her to reconsider her previous decision to not let him on the team. In an attempt to earn her respect, Finn tells her he is no longer supporting Artie. She tells him that he should be because they are now both on the team, showing that she has truly forgiven Will for hurting her. (Britney/Brittany)Will finds out that the guys (and Tina) have been using Shannon as a way to 'cool off' when they are getting too intimate with someone. This makes him angry and he tells them to stop, saying that Shannon is an outsider like them and that she should be respected. Later, Shannon asks Will what all the commotion involving her is about. He refuses to tell her, and she pleads some more, saying that he is the only person at the school she trusts. Feeling obliged, Will tells her the truth. Shannon is upset, taking the situation very personally, and leaves after Will attempts to comfort her. Sue later informs Will that Shannon has quit, which upsets him. He goes to convince her to keep her job, showing that he truly cares about her feelings. He says he can relate to her pain, that it is just like reliving high school scars. She confesses that she isn't gay, and that she's sensitive, even though she has an intimidating figure. Will recommends dating, and that he will help her through the process, and she interrupts him confessing that she has never been kissed. She shows a lack of confidence in herself, and Will tells her she is beautiful on the inside and on the outside. He then kisses her, and tells her that the guys want to apologize to her in song the following afternoon. She jokingly asks if this is an invitation to another make out session, and they hug. (Never Been Kissed)
Shannon and Will form an alliance to fight against Sue's attempt at stealing the gifts from Secret Santa. (A Very Glee Christmas)
Shannon and Will are eating lunch together in the staffroom. Will tells her that there has always been a conflict between the jocks and the Glee Club, but Shannon feels that it is worse now than usual. She tells him that a winning football team will benefit the community, and Will believes she will bring that benefit. He tells her he has a plan to get her team united, and she jokingly asks if he is going to kiss her again. Shannon follows through with his plan, which is to make the football team join Glee Club for one week. She is seen with him throughout the week whenever he is giving lessons, including through "Zombie Camp." Will is also with Shannon when he is telling her about Sue's temper tantrum. She is also seen standing with him during the halftime performance of Thriller/Heads Will Roll. (The Sue Sylvester Shuffle)Will and Shannon have lunch together and discuss Alcohol Awareness Week and Will's personal problems. She tells Will that he needs to relieve some stress, and that she is going to take him to Rosalita's Roadhouse, a honky tonk bar, to do so. They go the following day, and Shannon helps Will home after being intoxicated. He tells her he had a lot of fun, and Shannon kisses him goodbye and tells him she loves him (in the friendship type of way) and Will says the feeling is mutual. They are later seen sitting together during the Glee Club's performance of Tik Tok. (Blame It on the Alcohol)
Coach Beiste helps council Emma and Will, encouraging Emma to go to Washington. Emma eventually agrees, to Will's excitement, leaving tears in Beiste's eyes. Later though, it is revealed that Emma doesn't want to go to Washington and Coach Beiste encourages her to tell him instead of doing something she doesn't want. (The Role You Were Born to Play)
Will and Beiste have a dinner inspired by "Lady & the Tramp"' because Beiste thinks if the "Tubbington Bop" is coming closer to earth, she could at least have one more week upright by spending time with Will. Beiste opens up the Glee Club's lesson about 'Last Chances' and Beiste then confesses her love to Will. But she was then turned down by Will who says that himself and Emma have started dating again which made Coach Beiste leave the dinner. Later on in the episode, Will calls Beiste to the choir to join the Glee Club's "Thank God The World isn't Ending" Glee practice, in hopes of bringing her spirits up. Beiste hesitated in joining, but Will then suggested on singing, busting out dance moves and threatened to rap. This made Beiste accept the offer, until two gun shots sounded across the school. Will and Beiste instructed the Glee Club to spread out and text and tweet their loved ones about the gun shooting, but not to tell where they are located in the school. Sam tries to go out to find Brittany, but Beiste and Will stop him. When the SWAT Team confirmed that all is clear, they all group hug. Later on, Will and Beiste is seen in the teacher's lounge where Sue delivered some doughnuts and Beiste retrieves on. Will and Beiste converse with Sue and worries about the student’s reactions. Beiste said that she wants the student who brought the gun to be suspended then Sue confessed that she brought the gun and left. This leaves Will and Beiste shocked. Will and Beiste are at the school library later where Will showed Beiste that he made an account for her on a dating site and they got a reply from Ken Tanaka who is interested in Beiste's profile. (Shooting Star)
Will and Beiste are seen in the teacher's lounge together eating while Roz Washington appears. Meanwhile, Beiste recommends that Will should talk to Finn and end the tension between the two and apologize. (Sweet Dreams)
Will and Shannon have lunch with Emma in the teacher's lounge and discuss the recent tragic passing of Finn. When Sue interjects with comments they feel are inappropriate, both Shannon and Will call her out. (The Quarterback)Will and Shannon hold auditions for the role of the Virgin Mary for the living Nativity Scene, (along with Artie). Later on, Will and Shannon also oversee the dress rehearsal, where they along with the rest of the Glee Club have come up with a plan to get Kitty to take the part of the Virgin Mary (she wants the part, but told Marley she felt she didn't deserve it) by performing a controversial version of Love Child. Kitty agrees to take the part of the Virgin Mary and Will and Shannon take parts as Shepards in the Nativity Scene. (Previously Unaired Christmas)
Both Will and Shannon are part of Principal Sue's panel to determine this year's Valedictorian. Shannon is visibly moved during both Artie's and Tina's speeches and Will comforts Figgins when he cries during the speeches, also moved. Will rolls his eyes at Sue when she declares the speeches a waste of time. (Frenemies)
When Will confides in Shannon and Sue about his and Emma's trouble in conceiving a baby, Shannon points out that the best way to conceive a baby is by not trying-if they just relax and enjoy one another as husband and wife, they will find themselves pregnant soon enough. The advice proves useful, at the end of the episode, Emma reveals that she is pregnant. (Trio)
When Will learns that Sheldon's car was vandalised by Vocal Adrenaline, after being called to Sue's office in McKinley High School, Will becomes angry, telling him that no one will get away with something like that, especially when it's done to his friends.
Vocal Adrenaline sneak into the McKinley auditorium with Will, under the belief that they are there to pull a prank on New Directions. In actuality, it turns out to be an intervention from Unique (with Will secretly assisting her), to help Coach Beiste feel at home in the transgender community. Sheldon walks in as Unique sings I Know Where I've Been and joins in the performance. Will applauds them when it's over, and argues with VA about why he took the job as a showchoir coach: he cared about the arts. He quits coaching VA. Overhearing, Sheldon tells him that he shouldn't do that just for him. Will tells him that he has, and got Unique and the transpersons choir to make him feel welcome. After that they hug. (Transitioning)
Sheldon is first seen to eat chicken with big appetite and states that the best thing about being a dude is that it isn't even lunch. Will, along with Rachel and Sam are engrossed by looking how much he can eat. Later, when Sue announces, that New Directions, along with Will, Rachel, Sam, Sheldon and her are going to perform at Myron's Bar Mitzvah, Sheldon states, that he understands why she pick Will, but doesn't understand why she pick him. After that, Sheldon and Will, along with Sue, Rachel, and Sam are seen at rehersal before big number. After that, both of them are part of Break Free. (Child Star)
- Will was Sheldon's first kiss.
- They frequently have lunch together in the staff room.
- Matthew Morrison calls their relationship WillBeiste.
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