Okay so I guess I should finally answer for this question but it's like you would ask mother which baby she love the most and anyway I don't think I am able to pick only 5(some fav but not in order) xD

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1.Oliver & Felicity | Something Beautiful {1x22}
https://www.youtube.com/watch?v=ohA7r90CKWk

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2. Oliver & Felicity | Stay {2x06}
https://www.youtube.com/watch?v=p5LXlidWJA0

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3. All by Mrseclipse555-srsly I can't choose one fav

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4. Oliver&Felicity | Salvation
https://www.youtube.com/watch?v=GLoxC2KY3Ls

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5. {arrow} oliver + felicity; I lost who I am [2x22]
https://www.youtube.com/watch?v=n59qg8HBK6I

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6.Oliver & Felicity - I'll bury my LOVE [2x21]
https://www.youtube.com/watch?v=_Nx-i1OHz4s

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7. Oliver + Felicity | "I love YOU" [2x23]
https://www.youtube.com/watch?v=dm1n_Kh58Bc

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8.Oliver & Felicity | Fix You !
https://www.youtube.com/watch?v=S0vkNciwm3w

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9.oliver&felicity | "i love you" (2x23)
https://www.youtube.com/watch?v=JnqWldV0yn8