The only connection I can draw is the flower is a hippie sign (“flower power”), Emma’s yellow bug is from the 60s, and Mystery Man (aka “Neal”) has a NYC apartment full of items from the 60s like the vinyl records. He seems to have a thing for that time period and to be connected to the “Beat Generation” since Neal Cassady is a character from that novel On the Road. Maybe the tattoo is something Emma got out of love for “Neal” when they went on the road together in that yellow bug.
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"That’s how you know you’ve really got a home. When you leave it, there’s this feeling that you can’t shake. You just miss it." Neal Cassidy