Sweet and easygoing Eun Ho grew up in a normal middle-class household with a strict and traditional father. Willful plastic surgeon Ki Baek was born into a wealthy family, and has the ego to match his income. Their two worlds collide quite literally when they meet through a paragliding accident. It's a classic case of opposites attract as they fight, falter, and fall in love, but their incompatible families are determined to break them apart.
Eric Mun: Kang Tae Joo is selfish, proud and vain. Hates anything that’s complicated and despises to think but he has a warm heart. Has been working for an event company for three years (Palace Department Store Planning Team). He’s popular with women, handsome and well-mannered to boot. Good at card games, billiards and poker and he hardly ever loses. Perfect except for the fact that he has nothing.
Jung Yoo Mi: Han Eun Soo is Simple, bold, and optimistic. Too honest to the extent that she may be described as blunt and absurd. She dearly loves her half-sister, Ji-soo.
Yoon Ji Hye: Cha Hye Lin is free, liberal, and genuine. She has been very successful with her own designer brand. Put under the spotlight for establishing her own business, unlike other kids of the rich and the famous. But she’s well aware of the fact that her family background worked to her advantage for her success. She seems cold and arrogant but deep down, she has a strong desire for true love.
Lee Kyu Han: Shin Joon Hyuk is rational, perfectionist, and introvert. The power figure of the Palace Department Store who has taken the elite course. He seems like the perfect guy with everything going for him, but deep inside, he has a sense of inferiority about his roots and feels isolated.
Ma Yoo Hee (Han Ga In) is the executive of an advertising company. She would never be caught dead wearing make-up and only dresses in black. Her hairstyle and glasses are very business like looks, her only enjoyment in life appears to be the times when she's criticising everything and anyone. All of her employees and co-workers fear her and she is constantly talked about when she's not around. Her stern and harsh nature has earned her the nickname 'witch' When it comes to romance she is hopeless. No matter how many blind dates she has, not one has ever led to a second. The reason for this is her negativity and her inability to loosen up and express herself. She is, however, completely oblivious of her faults and cannot comprehend why she is so bad when it comes to love.
Chae Mu-Ryong (Jae Hee) is an aspiring chef with a passion for French cuisine. He has an innate ability when it comes to taste and perfection. Every piece of food and every plate he prepares must be perfect. However this tends to get him into a lot of trouble because when working in a kitchen every moment counts and there is not possibly enough time to take so much care in preparation and decoration of meals. His criticism of a head chef's cooking causes him to lose his job. His parents have never really approved of his aspirations and dreams to be a famous chef and insist he return to medical school. He decides to enroll back into medical school but changes his mind at the last minute and decides not to.
Mu-Ryong discusses everything with his best friend and ends up going on a blind date to pretend to be someone else who backed out at the last minute. He declines at first since he already has a girlfriend, but his friend offers him money, and warns him however that the woman he will be meeting is rather different.
The woman he meets is Yoo Hee, and while under normal circumstances she would be rude, brash and boring, she tries to be nice and happy in an attempt to succeed on the date. However, her pretending is not very convincing and Mu-Ryong figures that it would be a matter of time before she loses it. The date ends when Mu-Ryong falls asleep for a moment, resulting in Yoo Hee throwing a glass of water at his face and calling him rude. He retorts back to her also, telling her to take care of her appearance the next time she goes on a blind date. The two then leave on bad terms.
While delivering food from his father's Chinese restaurant, Mu-Ryong becomes involved in a car accident, coincidentally with Yoo Hee. They exchange insurance information and Yoo Hee learns that he lied to her on their date, realizing that he is 1 year younger than her, and that he met her only as a favor to a friend.
Yoo Hee demands the money for the damage to her car to be paid within a week. However, Mu-Ryong doesn't have any money, and yet Yoo Hee is unwilling to compromise with him. He decides to use his school tuition, which was given to him by his parents, to pay for her car. However, he loses the money after being mugged on the way to pay her.
Mu-Ryong tells Yoo Hee he doesn't have the money but is willing to work it off, no matter how long it takes or what he must do for her to pay her back. Yoo Hee decides that Mu-Ryong could repay her by working as her house keeper, since she continuously loses her previous keepers.
Meanwhile, Mu-Ryongs girlfriend Seung Mi who works at her father's restaurant, is expecting a new head chef: Johnny Kruger (Dennis Oh), a world renowned chef who also happens to be Mu-Ryong's idol and an acquaintance of Yoo Hee as well. Also her first love (Yoo Joon Ha) comes back from studying abroad and is now a renowned doctor. She sees him at a college reunion but is completely embarrassed when her friend (Sae Ra) pulls down her skirt and Yoo Hee is wearing mini mouse boxers.
As Moo Ryung is working as housekeeper he realizes that Yoo Hee has not been on dates for a while and is continuously being reject on her blind dates. One night while drinking Moo Ryung doesn't understand why Yoo Hee get so upset when she's dumped when she shows up on dinner dates dressed like a spy. She then challenges him to fix her love life and if he is successful she will forget about the debt. He agrees. They agree to a contract.
He begins by changing her entire wardrobe then her cold manner. He repeats in his lessons, "smile", "be kind" and "be polite". She gradually changes but completely blows good date when she flips him on his back for putting his hands on her hip in an effort to keep her from falling. She tries to be more feminine and gets much better response from men but she realizes finding love is easier said than done. She asks him if he can continue to be her pretend boyfriend unless he can find her a lover. He again agree but thinks Johnny could be the possible candidate.
Yoo Hee continues to take the dating tips and Moo Ryung continues to be her pretend boyfriend, but since Moo Ryung already has a girlfriend(Seung Mi) there are a lot of misunderstandings. Seung Mi is uncomfortable with him living in Yoo Hee's house: part jealousy and pride and part insecurities. Yoo Hee also continues to fall in love with her first love, who is engaged. She keeps her distance until Sae Ra tells her he broke off the engagement. She invites him to a drink and she asks if they can date but he walks out on her because he has made a deal with her father, just like before. Yoo Hee's father made a deal with Joon Ha when Yoo Hee and him were both in college. If Joon Ha stop seeing his daughter he would fund Joon Ha's studies abroad.
Feeling for each other(Yoo Hee and Joon Ha) grow deeper, but soon she learns that Joon Ha only loves her because of her father and his financial gains from the relationship. She leaves him on the altar and runs away to the country, but they are found by Yoo Hee's manager. She returns to her father, but confesses her love for Moo Ryung. For some period they seem to have a good and honest relationship. It's romantic and sweet. Moo Ryung tells her often how much he loves her unlike Joon Ha who thinks saying "love you" is childish. He continuously interrupts the relationship by wanting to see Yoo Hee. He threatens Moo Ryung while Yoo Hee's father ruins his own daughter by destroying her advertising company and cancelling her credit cards.
Because of the constant phone calls and run ins, she ultimately meet with Joon Ha. He tells her that he loves her, but she's disgusted and leaves because she know its a lie. He ends up getting into an "accident" and can never use his hand again: meaning the end of his career as a surgeon. She then leaves Moo Ryung and goes to his bedside. The engagement and wedding is back on even though its clear that she doesn't love him nor does he. In celebration they(Joon Ha, Yoo Hee, and Yoo Hee's father) go to lunch. Joon Ha could not pick up his knife to cut because of his hand so Yoo Hee cuts for him. Then she gets a call from Johnny. She leaves the table to answer it. Johnny tells her that he's leaving for New York the next day and that Moo Ryung is going too. She hangs up but is devastated. She hears her father from behind the curtain telling Joon Ha to give up the hospital before Yoo Hee gets suspicious and to not mess up this time. Joon Ha has no objection but grabs the cup of water with his "broken hand".
Yoo Hee goes to the hospital the next day to confirm what she saw at the restaurant. She sees Joon Ha walking across the hall ready to go do a surgery. His cast is gone and his hand is fine. She catches him and her father both in a lie together. She walks away disgusted but her father has a heart attack and decides to stay.
Moo Ryung is at the airport with Johnny waiting, wishing that Yoo Hee comes to see him. When Yoo Hee's father waits up he is embarrassed by what he's done and tells her to leave. Then Joon Ha waiting outside the door tries to make one last attempt to make her stay with him but she tells that she has to see Moo Ryung and he offers her a ride. She meets Moo Ryung. He didn't get on the plane because of her and they embrace and kiss.
Over the Rainbow is about three people who loved to dance. The main characters are played by young talents Hwanhee, Kim Ok-bin, and Ji Hyun-woo. Jeong Hee-su (Kim Ok-bin) ran away from her father in New Zealand and tried to make a go as a singer in Seoul. She ended up renting a room in Hwon Hyeok-ju's (Ji Hyun-woo) home and helped him realized his talent in dancing. Her main goal was to become famous and for that she turned to the famous singer Rex (Hwanhee) and dumped her boyfriend Hyeok-ju. Rex didn't mind being used and helped her along even though Hee-su wasn't that talented. Then there was this oddball, Sang-mi, who was a huge fan of Rex. She was poor but full of passion for doing the things she loved. At first, she was despised by everyone but bit by bit she won people over. Hyeok-ju began to develop feelings for her. Things went crazy when Rex started to fall for Sang-mi.
Hyeok-Ju and his group, Gangster, are signed on to Pride, the company of which Rex and Hee-su are part of. They are signed on because Rex's popularity is falling because his fans feel that he doesn't have as much passion in his singing as he used to have. Sang-mi was the stylist for Gangster when they were still anonymous, but the president of Pride didn't let her be their stylist anymore, so she instead became Rex's stylist (after an intense scene between Sang-mi and Rex, which Hyeok-ju was not pleased about). Hee-su destroys her own career by singing live, since she cannot sing well, and it is difficult to sing and dance at the same time. She takes pills and is almost in critical condition. Hyeok-ju rushes to the hospital, and Sang-mi follows, and Rex tries to stop her. When she insists on going, he takes her there in his car.
Hyeok-Ju and Hee-su reconcile, and Sang-mi walks into the hospital room when they are hugging and Hee-su is crying. She feels like an outsider and leaves, and Rex, seeing her face, takes her to a karaoke place. He sings her his song "Tomorrow" and puts his arm around her while she cries but tries to smile at the same time.
Eventually Rex falls in love with Sang-mi, but Sang-mi is still in love with Hyeok-ju.
Hyun-Woo contracts amnesia after a failed attempt on his life. Eun-Soon and her father discover him on the roadside and nurse him back to health. Over the course of his recovery Eun-Soo and the stranger who has been name "Baek Chang Ho" fall in love. Prior to their engagement, Eun-Soo's father passes away. After another accident Hyun-Woo regains his original memory but forgets about the time spent with Eun-Soo causing him to leave Eun-Soon and seek out his past life.
Eun-Soo is determined to find her lost love and travels to the city where she meets with Hyun-Woo again. Slowly Hyun-Woo falls in love with Eun-Soo again. A close confidant of Hyun-Woo, Tae-Min is revealed to be a traitor as he seeks to gain control of the company from Hyun-Woo. Tae-Min is ultimately exposed and Hyun-Woo regains ownership of the company.
In a final desperate attempt, Tae-Min tries to run over Hyun-Woo with his car but accidentally hits Eun-Soo, paralysing her from the waist down. Refusing to be Hyunwoo's burden, Eunsoo disappears and works as a teacher for the home of the disabled until one day when Hyun-woo sees a familiar drawing. After months of searching, he and Eun-soo are back together again. The final credits of the drama shows Eun-Soo slowly learning to walk again with Hyun-Woo's assistance.
