Hi Trevor, the idea of chastity rings is an interesting one.
My guess the best thing to do is talk to the girl and have no expectations of what she may or not be like- you might be surprised. Chastity rings are a lucrative thing and I have not had any experience of meeting someone with one. Certainly I understand your worries about how she *could be* but she equally could not be like how you think. Equally the same could be with the more fun girl- who knows she could be just as kind and caring too?

Just get to know them both- without the labels of religion/ past experiences of sexually liberated girls. In regards to the girl with chastity ring, intimacy can be founded in many other ways other than sex- but worry about that later on down the line. Just be yourself and do not worry about all the thoughts that may entail 🙂

Sex is ultimately an energy- not the act of sex- and a very powerful thing indeed. Being able to own yourself sexually and know who you are is more important than what other’s may enforce on you 🙂

I’ll tell you this because I myself am in the middle of a scale for religious, I do have religion. I have chosen to have sex after marriage. Not to say if I do have sex before marriage it will be because I feel ready and am comfortable with it and my partner. I do I believe in intimacy in other forms in a relationship, I believe in exploring each other in different ways and am fascinated by sexual spirituality (not to mention I am open to dominance and submission, shibari etc.- I also work for a fetish lingerie company who’d think? :P)

The ultimate answer would be I would not want to choose one over the other, everyone is unique in their own way and have their own story that shapes them to be who they are. I’d give both of them a chance and not worry about where it could go and just enjoy the experience of learning about someone/ something different. We come in contact with all sorts of people in our lives so that our views can change and that we learn something valuable about ourselves. I hope this answers some form of your question!