The final nail in the coffin is when out of desperation to be with her again creates an alternate timeline but in it they are miserable together and the timeline ends when alternate phoebe kills him.
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#6
Suggested by
bobbylashley18
Buffy And Angel - Buffy The Vampire Slayer
10
bobbylashley18
5 years ago Report
They ultimately had to seperate because if angel became truly happy with her he would lose his soul and become evil.
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#7
Suggested by
bobbylashley18
Octavia And Lincoln - The 100
10
#8
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bobbylashley18
Sun And Jin - Lost
10
#9
Suggested by
bobbylashley18
Simon And Alisha - Misfits
10
bobbylashley18
5 years ago Report
Their Relationship Is A Time Loop That Begins And Ends With Them Witnessing Each Other Dying.
