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Fallen For Your Friend’s Brother or Sister? Follow These 6 Guidelines

The only thing more awkward than falling for your best friend’s ex, is falling for your best friend’s sibling! Add five awkwardness points if that sibling is younger. And add ten if you can remember when that sibling could barely crawl. While this is a truly touchy situation no matter how you cut it – it’s not necessarily a dead end.

Heed the following tips to achieve your dreams of finding true love with your bestie’s sister or brother – and keep your bestie from strangling you in the process!

1. Show Yourself Worthy

If you don’t already have a white-as-snow clean character, start scrubbing from this second. There’s no way your friend will even consider being cool with you dating his or her brother or sister if you are a terrible person; one who will score a dismal F on his dating and attitude report card.

Start taking dating seriously, whatever it takes to legitimize you as a viable potential partner in the eyes of your friend.

2. Never Flirt!

While you are at it, keep the “eye winking”, “hand holding”, and “romantic talk” to yourself, not only in front of your friend, but even when he or she isn’t around. You don’t want news getting back to your buddy in any way, as it will overshadow your honest intentions (hopefully), and sabotage your long-term plan.

Instead, focus on building a genuine and friendly relationship with your pal’s sibling – one that you wouldn’t be ashamed to demonstrate in front of Grandma.

3. Be Their Family’s “Unofficial Adopted Child”

In preparation for your “big move,” get on the good side of the family, but in a genuine, out-of-a-desire-to-bond with your future love’s parents. (These folks could, after all, be your in-laws someday, right?)

Furthermore, having the support of his or her parents when you go public with your new relationship will greatly soften the blow for your friend – and might even bypass any tension altogether.

4. Move In Slowly

Try to hang in groups, as you continue to foster that genuine relationship mentioned earlier, demonstrating in public to your friend that you legitimately have things in common. Send some tasteful signals that you are interested to see if your friend’s brother or sister feels the same way (e.g. compliment him or her; smile a lot). If you feel a spark, move on to the next step…

5. Give Your Friend The Heads Up

Most importantly, notify your friend of your plan to ask his or her sibling out. This is not so much to ask permission (your friend’s sibling is his or her own person, and doesn’t belong to your friend, or anyone else, for that matter), but to state your intentions and make it clear that you respect your friend enough to let him or her know before anything happens.

Be ready to defend your feelings, and ensure your friend sees that you genuinely see a potential future here.

6. Class It Up

Finally, it’s time to make your move! It’s important to do so in a respectful manner, demonstrating in person or over the phone that your goals are wholesome. Gentlemen: you can even write a funny card to make it especially romantic.

With some show of genuineness, class, and a whole lot of preparation, the three of you may well be Best Friends Forever in the truest sense of it!

2 thoughts on “Fallen For Your Friend’s Brother or Sister? Follow These 6 Guidelines”

    1. You could start off with being friends, that never hurt anyone. Further, the fear is only in your head. Challenge yourself to do something everyday that scares the juice out of you. Once you face your fear, and jump that hurdle, the rest is easier. But, first, MURDER your fear. I should know, I have been there.

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