Although there was a strong attraction implied between the two, they never engaged in a true relationship, and were just close friends.
Will and April used to attend William McKinley High School together during their freshman and senior year, respectively. Will had a huge crush on her and thought that she was extremely talented. After finding out that she didn't graduate from High School, Will persuades her to return to McKinley and to join the Glee Club.
Years later in The Rhodes Not Taken, Will tracks April down with a little help from Emma and finds her drunken and washed-up. He manages to convince her to rejoin the Glee Club in hopes of replacing Rachel, who had recently quit to star in the school musical as the female lead. She sings Maybe This Time to impress New Directions leaving them shocked. She then sings Last Name with them at Invitationals. However, Will felt that she was too bad of an influence to handle the rest of the performance, resulting in April's departure from the New Directions. She left with newfound hopes of becoming sober and performing on Broadway.
Will finds April at a roller-rink and they sing Fire. She later tells him that she is now the mistress of an elderly strip mall tycoon, and gave up on being sober. She later tells Will that her lover died and his wife gave her two million dollars in order to keep the affair a secret. She buys New Directions the auditorium. She then leaves again, to start an "all-white production of The Wiz.
April returns to McKinley High School after her plans turned out to be a disaster. After volunteering to make dinner, Will invites April over to his apartment where April attempted to kiss Will after commenting on how good of a teacher he is in inspiring her to make a Broadway show about her life. The attempt is not successful as Will continues to talk about the stress and problems within the glee club. April willingly offers her help to the glee club by performing Dreams with Will in front of New Directions to inspire them to sing songs only from the Fleetwood Mac album Rumours. Later, April and Will sing an original song, Nice to Meet You, Have I Slept with You?. Afterwards, April offers Will to go with her to Broadway where they both can fulfill their dreams together. Will, being tempted to accept the offer, declines in order to support the glee club. April goes off into Broadway with her new show, Crossrhodes: The April Rhodes Story.
Will visited April's Broadway stage of Crossrhodes: The April Rhodes Story, where he performed Still Got Tonight while waiting for April and imagining he was on Broadway. Instead a stage crew member told Will that April was at a cast party. However, the crew member heard Will perform, and told him that he would fit perfectly in Broadway and is welcome to join. Being tempted to join by his desires and by Dustin Goolsby, Will decides not to go to Broadway and stay as a teacher and help the members of New Directions to be able to reach their dream of winning Nationals before they graduate. April Rhodes does not appear in this episode, so it is possible that she doesn't know about Will's decision or has found out some way.
Will invites April to return to Lima when Glee Club is disbanded after their loss at Nationals. Will gives current and alumni New Directions the assignment of re-doing some of their favorite performances from the past, with a new twist. To kick off the celebration of the Glee Club, Will and April duet on Raise Your Glass and everyone else joins in. In an attempt to save the auditorium and Glee Club, April and Will present Sue with paper work that shows the April Rhodes Charitable Foundation has been funding the auditorium, therefore April has say on who can use it. Will says the Glee Club will move permanently to the auditorium. Sue is suspicious of how April has obtained the funds and recruits the assistance of Becky to do some research into April's past. Later, Sue and Becky present April and Will with evidence that shows April is actually broke because her most recent rich boyfriend was involved in criminal activity and April has also been indicted (formally charged). Additionally, Sue shows them a budget sheet that proves Will has bankrupted the Glee Club after the purchase of elaborate costumes and sets for the auditorium. Any money April had donated prior has now run out. Although April attempts to explain herself, Will is angry with her for having given him and the Glee Club hope that it could be saved. In hopes of lifting Will and the Glee Club's spirits, April has located Holly. Holly begins to sing Happy and Will and April and the rest of the group join in.
April and Will were supposed to sing Total Eclipse Of The Heart but it was cut.
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