Dating Advice: A Dear John Letter

Dating Advice For Men: What You Say To A Dear John Letter
by Gene Griessman, Ph.D.

A member of the community, whom we will call Richard, has told us what he wrote when he recently received a Dear John letter. We have paraphrased the emails below, changing names and details somewhat to protect the anonymity of the individuals involved.

Richard’s reply is an example of excellent writing.  Here’s the background. Richard dated Amanda–who had broken up with her boyfriend Tom–for about a month. During the time Richard and Amanda were dating, she told Richard that Tom was having a hard time getting over her, that he sent her flowers, and kept calling.  But Amanda assured Richard that she wasn’t interested in continuing the relationship with Tom.

Richard and Amanda had a glorious month of dating. They were a great match, emotionally, mentally, and physically. They even agreed on politics.

Then out of the blue, Richard received this email:

“Richard, I want to be honest and forthright with you concerning us. After meeting with Tom this weekend I have decided to give our relationship another chance. Of course that means I will not be dating anyone else for now. I am not capable of being involved with more than one person and it would not be fair to anyone. The timing is unfortunate because you have been impressive, loving and brilliant. Whoever captures your heart is one lucky girl. I would love to stay friends if possible but I understand if you decide to cut us off completely.”

Richard could have felt angry or betrayed, and he was tempted to send a nasty response. Instead here’s the message that he wrote:

“Samantha,  Sometimes we do need to give relationships a second chance, if for no other reason than because of kindness. I know you have a kind heart.

I do feel a sharp sense of loss, because I will miss seeing you, and feeling your warm and tender body next to mine, to borrow a phrase from Kris Kristofferson.”

Your phone calls will be missed. I hope that we can still have them from time to time, especially about politics because we are absolutely on the same wave length. Will do my best not to have erotic thoughts about you while we are discussing such things as the Missouri caucus.  Till then…

Here is the response that Richard received from Samantha:

“As always your responses are eloquent and gracious. I appreciate your understanding, and as you said it is good to give someone a chance if anything out of pure kindness. Right now it is a relief to get beyond the dating frenzy! That is definitely not my style. I am a one person girl.

I have fond thoughts of you as well dear.  I thought of you today when I was listening to the latest discussion of the debates.

Oh did I leave my Ray Charles CD at your house?  Samantha”

Here’s why likes this reply to a Dear John letter..

One. He was willing to listen to Samantha. He showed no anger, no ugliness. warns you, never say anything nasty or spiteful.

Two. He worked into his email some mental images of special moments they had together.

Three. He did not beg.   That would have made him look weak, and few if any women are crazy about weak men. It’s never easy to deal with rejection, but begging rarely gets you what you want.

Four.  Richard made it easy to continue the connection in a non-threatening way. He recommended phone calls about politics with just a hint that the calls might sometimes be slightly naughty.

Now for the sequel. Richard and Samantha have been sending emails to one another at least once a day, for a couple of weeks, and Richard has offered to hand-deliver the Ray Charles CD to her place some evening. Samantha has not said no to his offer.

I predict that Richard will be successful because of his understanding of Samantha’s basic wishes, and because of his skillful persistence.

The Words Lincoln Lived By

“This is a book to cherish and share.”—Bill Marriott, CEO, Marriott International, Inc.

“Not only does Griessman give us Lincoln quotes, but he also weaves each one into a little jewel of an essay on that particular subject.” Wayne C. Temple, renowned Lincoln scholar, Illinois State Archives

A stirring, inspirational treasury of quotations from our greatest and most admired president, the book offers rich material for interpretation, reflection, and spiritual guidance.

You will also enjoy Lincoln Speaks To Leaders by Gene Griessman and Pat Williams.

Don’t leave yet. You’ve found a goldmine. Check out additional power phrases and unusual quotations.



Gene Griessman is an internationally known keynote speaker, actor, and communication strategist. His book “TheWords Lincoln Lived By” is in its 23rd printing and “Time Tactics of Very Successful People” is in its 43rd printing. His training video “Lincoln on Communication” is owned by thousands of corporations, libraries, and government organizations. He has spoken at conventions and annual meetings all over the world. To learn more about his presentations, call 404-435-2225. Learn more at Atlanta Speakers Bureau or at his website. His latest book “Lincoln and Obama” has just been released by Audible.
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3 Responses to Dating Advice: A Dear John Letter

  1. cristea Ani says:

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