How can I ask an older man out via email while also being subtle in fear of rejection?

Answer You can do anything you want by email, you have nothing to loose. Hint around a few times that you are interested in meeting and maybe he will ask you out and if he doesn't then you come right out and ask him via email of course. However, do be careful on who you meet over the Internet as it's not always safe on the WWW. Do be careful Good luck