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She's not some random girl, she's your friends sister, you need to clue him in.. Pull the "you're like a little sister to me" card if you have to.

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I'm in love with my best friend's younger sister. I've known her since I've known my best friend and always been attracted to her but never done

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If you're serious about wanting a relationship with her then: 1) Ask Kyle if he's cool with you dating his sister 2) Tell her you want a relationship with her

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And I was good friends with her dad as well before we started dating.. my best friend is going out with my little sister (srs) and its' not weird at Books shelved as best-friend-younger-sister-romance: Say No to the Duke by Eloisa James, Not the Duke's Darling by Elizabeth Hoyt, Instant Gratification.