Why didn’t he Pursue me when he had the chance?

Viniiii
I had a guy friend who I was close with from high school. When I Graduated in 2015, we didn’t talk anymore. Later that year he was on the news and is now in prison. From my understanding he got life, but five years later he reconnected with me via Snapchat saying he’s going to be released next year. During school he was a major hoe but never tried me, even though I gave him the green light. I knew he cared about me cause he would be super jealous if other guys talk to me, even hit a guy for that reason. Plus I was a virgin back then. So now he asking if I have kids and saying he miss me and saying we forever.
Why didn’t he Pursue me when he had the chance?
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