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16 -> 29 is a huge red flag. They are in completely different places in their lives, or at least ought to be. There is an inherent power imbalance due to maturity and finance differences.
Could it be a happy, healthy relationship? Odds are extremely thin, but probably non-zero.
From my personal experience this "ought to be" is the problem. Once you get your first job, everyone expects you to drop everything that you're passionate about and start behaving like an adult. That can be overwhelming and I wouldn't judge anyone for wanting to keep that cozy feeling of being young for a bit longer. And as long as all important responsibilities still get taken care of, why not let adults be as childish as they want, whenever they want?
Man, I am a childish adult. My wife will tell you I'm a twelve year old boy in a fifty year old body. This is something else.