if she is a st. Augustine native, they would have met like 8 years ago when he first moved there. he is originally from Miami. she would have to be younger than him (which I see she is! he is 28 now and would have moved there when he was 19). he immediately got a job as a mechanic, and shortly thereafter he got. second job as an apprentice at a tattoo shop. he also sold drugs on the side (he still ha all three jobs although now he is an artist as opposed to an apprentice). I'm thinking they could have met when her parents brought their car in for an inspection or flat tire or something. immediately, she caught his attention. normally, he wasn't a relationship type of guy and at first he didn't see it going anywhere.. but there was just something different about her. he was kind of toxic though. drinking, partying, etc. now depending on her personality, they would either fight like cats and dogs and she would go back at him or he would fight with her because he's a dick. her parents DID NOTTTT approve of their relationship. they ended up having to keep it secret for a while. they would break up and get back together, all that lovely dramatic shit. I'm thinking he might have even cheated on her, but it was purely physical. she would have been the only girl he ever really loved.
we could even say they are still kind of on and off now, if your other lines permit!
the other ideas I have less details, but if you wanna hear those too I'll be happy to share!