A good Frank Sinatra (or similar) song for a wedding.?

My younger brother is singing at our wedding and we've to pick the song. He's got quite a deep voice and likes things like Frank Sinatra and Jamie Cullum. I'm trying to find a good song for him to sing that's wedding appropriate, but also appropriate for my 14 year old brother to be singing and... show more My younger brother is singing at our wedding and we've to pick the song. He's got quite a deep voice and likes things like Frank Sinatra and Jamie Cullum. I'm trying to find a good song for him to sing that's wedding appropriate, but also appropriate for my 14 year old brother to be singing and not a total cliche. Something a bit different.

Anyone have any lesser known songs that would be good? Not necissarily Sinatra, just that style.
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