It can be hard moving to a new school, and fifteen-year-old Kyosuke has it harder than most. He’s fallen head over heels for his classmate Madoka, a girl who won’t even give him the time of day, and unintentionally ended up dating her best friend, Hikaru, instead. Worst of all, Kyosuke and his family have amazing supernatural powers, but he has to keep them hidden from the rest of the world! How is Kyosuke ever going to balance the affections (or lack thereof) of two girls, schoolwork, and his secret abilities all at the same time? 
 
(Source: Discotek Media)

It's been several years and Kyosuke Kasuga is now 19. A mysterious phone call warns him of oncoming cars but he doesn't listen. Ironically, he gets hit by a car and because of his telepathic abilities, gets sent three years into the future. His 22 year old future self is now a photographer who is lost in Bosnia and believed to be dead. Kyosuke must find his 22 year old future self and restore himself, the 19 year old, to his correct time. Along the way he reunites with Hikaru who is now a professional and famous dancer. Madoka is also there, distraught over both Kyosuke, the 22 year old, going missing in Bosnia and Kyosuke, the 19 year old, getting hit by a car. 
(Source: Anime News Network)

After the TV-series of Kimagure Orange Road, Kyosuke and Madoka have finally arrived at the point where they are close to graduation and have to decide where they want to go to college. Naturally, they want to go together, so beside all the studying they also have to look for a proper college where they can enter both. 
Hikaru, still a year from graduating, wants to support Kyosuke as well and does that in her own way. But while she does that, Madoka feels jealous and tells her feelings to Kyosuke. 
And then Kyosuke has to take action to finally decide on the girl he loves... thus concluding the story of the Kimagure Orange Road. 
(Source: AniDB)

Kyousuke Kasuga and his family had just moved to a new town to start over after being discovered the Kasuga family has ESP powers. Soon after transferring to his new school, he meets two delinquents Madoka Ayukawa and Hikaru Hiyama. Together, the three main characters develop a strong love triangle that lasts through the rest of their high school lives. (Source: Anime News Network)

Kimagure Orange Road OVA is basically the extension from the TV series. The time frame is probably in the middle of the TV series. 
Order to view with the TV series. 
White Lovers - among the episodes 35 and 45 
Hawai Suspence - among the episodes 17 and 25 
I was a cat, I was a fish - among the episodes 17 and 30 
Hurricane Akane, the shape-shifting girl - among the episodes 20 and 25 
Spring is for Idols - among the episodes 23 and 30 
Birth of a Star - Right after "Spring is for Idols" 
Unexpected Situation - after the OAV of Akane 
Message in Rouge - after the episode 48

A special made before the rest of the KOR anime to test the possibility of making more. Essentially an alternate TV version of episode 46, Kyousuke and Madoka go to the beach only to be trapped alone together.

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