"I really enjoyed our time today. Your [Attribute, e.g., wit/smile] made my afternoon." 9 Ways to Flirt with an Older Woman over Text - wikiHow
"I'd like to see you again. Are you free for [Coffee/Dinner] on [Day]? I know a great spot with a quiet atmosphere." 58 year old mature lady
"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." "I really enjoyed our time today
: Instead of focusing solely on her appearance, compliment her confidence , intelligence, or specific things you admire about her. compliment her confidence