Second Meeting- Sonic Adventure 2- taking backstory from Classic era (Modern Knuxamy)
Third Meeting- Sonic Boom (Boom Knuxamy)
It seems that Amy and Knuckles first meet in Sonic fighters and become friends after this since Knuckles never met Amy in Sonic CD. In Sonic Adventure 2 and onwards, the two seem to be very good friends but haven't paired too much together since she is chasing Sonic all the time. In Sonic Boom, the two seem to be good friends. (although their mirror counterparts seem even closer than ever).
Things I like about this ship/dislike.
-Amy is very patient with Knuckles but isn't afraid to knock him down a peg if he isn't making much sense. Shows very much in Sonic adventure 2 and Sonic X. (or maybe gets annoyed for talking smack shit about Sonic).
-Would work well together since Knuckles would be the one to Amy a chance. (Sonic always runs away from Amy and Tails has Sonic to work with). The hammer and fist duo. (do not tell me that Knuckles is into people that would kick your ass because he is)
-Boom Knuckles is shown in the show to have fantasies about Amy having a crush on him which is funny and adorable at the same time. Yes, he is very dumb but would be able to have fun with her.
-Even though Knuckles and Amy haven't had too much time in the classic era of themselves. She would love Knuckles strength and would show off to him with her Hammer. It's cute and I want more of it. (couldn't find any cute fanart of these two in this era)
Classic Knuxamy gets a 6.5/10.
Modern Knuxamy gets a 7/10.
Boom Knuxamy gets a 7/10.
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