Bobby Mendelsohn

**Bobby Mendelsohn** started the series on the first episode of season five on Webster and was main character from season five to season seven. Bobby has dreams for going to the Olympics for running track and the sport is his whole life. Sometimes he pushes himself too hard to meet his goals. Bobby isn’t the average jock and is actually really sweet, caring, and can sometimes come off as a pushover. He is always looking out for the odd man out and tries to make sure everyone is happy. Bobby is best friends with Jaeden Hawke and Kacey Boswell and good friends with Evan Gallagher, Jordan Piper, Safiya Bachchan and Orlando Whitby.

## Character History

### Season 5

   Bobby started on the series in **#LeavethePastInthePast (1)**, as a sophomore. He is first seen at Wes Gallagher's back to school pool party as he and his best friend Jaeden run into a lonely Kacey. Bobby offers her comfort as she's had a hard time adjusting to attending Webster. He offers to be there for her. In **#LeavethePastInthePast (2)**, Bobby and Jaeden learn that Kacey won't be adopted by her brother's

mom. In **#NoNewFriends**, Bobby sees Jordan Piper and instantly develops a crush on her. He tries to befriend her but she shuts him down due to her not trusting boys. Bobby tries talking to her again and she shuts him down again but this time she does it in a mean way, hurting Bobby's feelings. Bobby is at Starbucks when Jordan approaches him and apologizes for her outburst, confessing that she has trust issues. Bobby accepts her apology and they agree to be friends. In **#CantHideAnymore**, Bobby, Jaeden and Kacey are in gym class when Jaeden refuses to do laps. Later he tells Bobby and Kacey he doesn't want to go to a party they are excited about. Jaeden also starts to have chest pains. Bobby and Kacey become worried about Jaeden and visits him at home. Jaeden reluctantly reveals to them that he has sickle cell disease. Bobby and

Kacey tells him that they support him and will be there for him always. In **#ThanksButNoThanks**, Kacey asks Bobby and Jaeden to help her find out more about her father. Bobby doesn't want to do it because it involves breaking into her foster mother Ronnie's room but Kacey convinces him to do it. In **#GirlsNight**, Bobby, Jaeden and their friend Evan decides to have a boys' night. However Kacey tags along, much to the boys dismay. It becomes uncomfortable for the boys with Kacey there. Jaeden and Evan talk about Kacey when she goes to the bathroom and Bobby agrees with them. Kacey overhears them and leaves the party. Bobby and Jaeden wonder where she is and they discovers her outside alone. Bobby and Jaeden tells her the truth and she understands but they suggests that she joins Evan's twin sister Kenzie's girls' night. In **#MyFirstTime**, Bobby

wants to take Jordan to the school dance but he's too nervous. Jaeden and Kacey pushes him to asking her. Jordan accepts his offer and he's happy. They are still friends but Bobby wants more but tries to be respectful with her. Eventually Jordan becomes open to the idea of letting Bobby in and they kiss. In **#WhatsOnYourMind**, Jordan has a big science project to work on. However Bobby gets her to go ice skating with her. This distracts Jordan from finishing her science project and she becomes angry with him. She finishes her project and Bobby goes to apologize. Jordan accepts him apology but tells him how much science means to her and he knows

that now. In **#InTooDeep**, Bobby finds out that Evan has a crush on Kacey and he becomes jealous. Bobby decides to talk to Kacey about Evan's crush on her and she is actually happy about it. Bobby can't get over it and Jordan takes notice of this. While talking to Jordan, she breaks up with him and she knows that he has feelings for Kacey. Jordan tells him that she's okay with it and she still wants to be friends with him. Bobby feels bad but Jordan assures him that their relationship helped her get over her trust issues. Bobby tells Kacey how he really feels and they end up kissing and begins a relationship together.

## Trivia

* He is the first character to be confirmed to be apart of the Webster Track and Field team.
* Bobby is the second Jewish character of the series.
* Bobby and Jordan are the first couple to break up on good terms.
* He is the first character to end a relationship and start a new relationship in the same episode.
* Bobby is known as the moral compass of his friend group.

## Relationships

Main article: Bobby-Jordan Relationship

* Jordan Piper
	+ Start Up: #MyFirstTime (510)
	+ Break Up: #InTooDeep (518)
		- Reason: Jordan figured out that Bobby had feelings for Kacey and decided to back off and let them date.

Main article: Bobby-Kacey Relationship

* Kacey Boswell
	+ Start Up: #InTooDeep (518)
	+ Break Up: #GoneTooFar (622)
		- Reason: Kacey developed feelings for Orlando and wanted to figure out her feelings without leading Bobby on.