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Step 1
Determine whether the person has a boyfriend or girlfriend. This is crucial, and will determine how you speak to him/her during the call. If you’re not sure, couch the actual asking out in more general terms. Avoid the specific use of the word friend, but establish a friendly tone.
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Step 2
Know exactly what you’re going to say before you say it. Having a conversation blueprint is critical during such a phone call. Write it all down if it helps, or keep a piece of paper with major bullet points handy when you make the call.
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Step 3
Be casual. Start up a conversation first. Once you feel comfortable talking with the person, start inserting the rehearsed points.
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Step 4
Avoid the awkward silence after you ask at all costs. If the silence lasts longer than 7 to 10 seconds, get out of it with something like "It's OK if you don't want to," or "You don't have to tell me now."
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Step 5
Accept the outcome graciously. If your intended says no, get off the phone politely. If it's a yes, congrats! Establish a time to follow up, hang up and celebrate.
