Editing Simon Cooper (section)

=== Romances ===
'''Carli D'Amato:''' Simon and Carli's families have been very close since the two were eight years old, which, as Simon says, is the sense which he has 'lusted after' her. The two have been very good and close friends all their life and while Simon keeps desperately trying to ask her out, these attempts always have devastating and humiliating results for Simon and often others. Carli, on the other hand, likes Simon very much; albeit as a friend, and bears no romantic feelings for him. Despite their friendship, Carli is not above using Simon to her own advantage, such as when she gets him to help her revise Geography during the run-up to exam time, despite the fact that Simon does not study Geography, and in the movie when Carli kisses him passionately on the party boat to get back at her boyfriend, who repeatedly abuses the gang. Simon eventually gets his intimate moment with her after helping Carli study, with the latter kissing him twice on the lips, giving Simon the impression that they are now dating, much to the disbelief of Jay, who tells Simon to "come back to [him] once you're wanking over her arse as she frigs herself off." Later, Simon is crushed as Carli tells him that she's back with her old boyfriend, Tom, a massive rugby player. However, at the end of the show's finale, Simon apparently gets her back after Jay, through Simon's mobile, tells her that Simon, "loves [her] from the bottom of my cock." .

This is confirmed at the beginning of the movie when Simon and Carli are shown snogging in the latter's bedroom, though it is quickly followed by a crushing breakup due to 'their relationship being "too hard to keep things going long-distance" when the two go to uni.' The truth is Carli fancied her rep in Malia, who turns out to be Carli's new boyfriend. The rejection leaves Simon in tears though he maintains his hopes for their relationship after spotting Carli in Malia due to Neil's extremely awful holiday planning. At the end of the movie, Simon realises that he means nothing romantic to Carli, and her hold over him is finally broken.

'''Lauren Harris:''' During the pilot episode of series 2, part of the school goes on a field trip to Swanage, including Lauren Harris, an Irish new girl whom Will fancies after sharing the coach with her. However, it is made very clear that Lauren prefers Simon. The brief relationship causes friction between Simon and Will, up to the point where Will manipulates Simon into choosing to meet up with Carli instead of Lauren after Simon hastily makes plans to meet them both at the same place and the same time. This results in the relationship to end. Will mentions in his narration at the end of the episode that Lauren moved away shortly after the trip and never saw Simon again.

'''[[Tara Brown]]''': Tara is a temporary 'fifth Inbetweener' in series 3. She is Simon's first official girlfriend. In episode 2 of series 3, Simon accidentally sits on a girl called Tara after chasing Carli into school. This results in the Simon chatting her up, much to the amazement of his onlooking friends. The two arrange a date after Simon lies about being a drug dealer, which turns Tara on. Jay manages to get a hold of weed at the club for Simon, despite the dealer assuming he and Neil are "two little suburban racists, who see [him] as some kind of a stereotype". After Simon accidentally smacks Tara off the stage during 'moshing', he takes her to the back of the club. The result of the weed-head smack combination is Tara vomiting over their shoes then snogging Simon, who immediately forgets that Tara has sick in her mouth and throat. In episode 3 Simon goes so far as to dress up in a completely ridiculous getup which makes him look like a bent posh child to please Tara.

He also sets Will up with Tara's friend, Big Kerry, an extremely tall, monotonous, boring person whom Will can't stand by informing him of Kerry's claim to fame; she is infamous for, as Will angrily puts it, "giving out blowjobs like they're going out of fashion", omitting the fact that Kerry's father had recently died. In episode 4, Simon and Tara are seen snogging in Simon's bedroom, but are soon interrupted by Simon's parents, who remind of their arrangement; Simon can have girls in his room, so long as he keeps the door open, so that they "don't miss any of the good stuff." After Simon's parents leave, Tara makes plans with Simon to have sex at her sister's place at Warwick University. Jay, Neil and Will all tag along to 'offer Simon sex advice'. Simon impulsively listens to Jay's sex advice of masturbating before having sex with Tara, as a result, he couldn't retain an erection, emotionally breaks down in front of her and even begins to hit his own genitals. The night gets further ruined by Will getting peer pressured by Sophie's room-mate and his friends into eating a house plant, Neil urinating in Christian's bedroom, and Jay drunkenly propositioning and trying to seduce Sophie and Heike into having sex with him, resulting in Will, Simon, Jay and Neil being kicked out of the house and spending the night in Simon's car. In the morning, while driving home, Simon receives a text from Tara, ordering him to never contact her again, thus ending the relationship. Tara is never seen or mentioned again.

'''Lucy:''' The gang meet Lucy and her friends at Marco's Nightclub in Malia. Lucy bears romantic feelings towards Simon, however, the latter seeing Carli in Malia results in him boring Lucy senseless and frigid with stories about Carli and how amazing she is. Despite this, Lucy keeps on hoping that Simon will notice her affection and reciprocate them. When everyone goes skinny-dipping at the sea, Simon and Lucy share a romantic moment until the former spots Carli walking along the beach herself and swims right past Lucy. Her feelings for Simon even run as deep as giving him her ticket to the boat party, thus handing him the way to win back Carli. Simon immediately takes advantage of the offer but later regrets it as he realises that Carli has no feelings for him. As Simon sees how much Lucy actually means to him he strips to his boxers, swan-dives off the boat, and tries to swim to shore, but fails, spending time in the hospital after nearly drowning. Simon and Lucy then spend the rest of their holidays together.

Unfortunately, Lucy's personality from a kind and polite girl turned into an abusive, obsessive and clingy girl in the second film. At Jay's Uncle's house, Simon attempts to break up with Lucy via Skype, however, Jay's Uncle interferes, which causes Simon to propose to Lucy so much to her enjoyment. Lucy likes to cut up Simon's hoodies, burn all of Simon's possessions such as his trainers and his PlayStation. At the end of the film, Lucy breaks up with Simon via Skype and ends their "engagement" after confirming she has begun a relationship with his "Uni friend" Pete. Simon responds by cheering and abruptly hanging up on her.