Don't ask the person on a "date" at all. Have some fun activity X planned for yourself, going to the beach or a dance club or hiking or a sport, whatever YOU like to do for fun. Casually invite the person along much like you'd invite a regular friend. Have a regular phone chat about the latest interesting events in your life / her life / current events just as you would with a friend, let the conversation wrap up "It's been good talking to you, I have to get going now for (mention the reason: work/dinner/plans/whatever)". But before you hang up, interrupt yourself to enthusiastically mention "Hey, I'm doing (activity X) later/tomorrow/Saturday (whatever day.) You should come along, it'll be fun". That takes all of the mentally stressful "date" pressure off of you and her. You're not asking the person out, you're just a fun person with fun plans and you're saying she can come have fun too. Do not even make it a question! State what your plans are and state that she can or should join you for a fun time. If she expresses interest wrap up any details quickly and GET OFF THE PHONE. More phone chat is just a chance to go downhill. Quicker and easier but less effective would be to skip the smalltalk, get on the phone and tell her you only have a moment to talk, tell the person what fun thing you have planned for yourself, tell the person they can or should come have fun too, and get off the phone quickly. to be continued...