CuriousUK,
I've seen life through his eyes - having been a young male JW. Being sex starved means the moment you hook up with a girl you're the most attentive lover and it would have been so exciting for him to have this secret forbidden relationship with you. Like a powerful holiday romance without the control of the truth.
His past may be colourful but life is about experience and he may have learned a great deal from his time in America.
But do not be under any illusions. He needs to be in a relationship to be happy, as he is lacking freedom of thought and a satisfying career - all the things that you have (and shouldn't trade). There was purpose in his actions in having the initial relationship with you and confessing it to get his scriptural divorce. You were his excuse to become free to remarry. That didn't work out and it seems his chances of finding a JW mate are becoming exhausted (his reputation will be rock bottom due to his previous reproof - which will always he a stigma he must carry). So now he's thinking back to when he had a great time - and that's when he shows up again (via text).
However nice and wonderful he is, you may find he is more than a little manipulative (something JW's are learn to be). He has already toyed with your emotions, is now asking you to make commitments which are really quite selfish. He doesn't truly know what he wants, may be full of promises and aspirations - a sign of over confidence hiding the low self esteem many male JW's suffer from (and understandably so - poor fella is in a community where he is considered a weak sinner due to his past which is not a good environment to be in).
This may seem overly negative - and may be hit and miss in terms of accuracy but I've been through it, seen it in many other JW's and would advise you take a realistic view. He has spent many years practicing the rote of being very understanding, showing a great personal interest in you (all the old sayings are coming out now!) and you would have rocked his world given your creative talent.
I wish you all the best and let us know how this progresses
mmxiv