"I'd like to see you again. Are you free for [Coffee/Dinner] on [Day]? I know a great spot with a quiet atmosphere."

"I’ve been thinking about our conversation from the other night. You have such a refreshing perspective on [Topic]—I'd love to hear more."

To connect with a mature woman in her late 50s via text, the best approach is to be direct, genuine, and respectful of her time. Skip the overused abbreviations and "games" in favor of clear, straightforward communication that reflects your own maturity.