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You really do need a friend to encourage you – and also to provide an independent opinion on which picture you should post online, or which person you should email back or approach online. I found it so when I went online and starting dating again when I was 55 and had left a marriage of 23 years. Pepper Schwartz: First, you can tell friends you really want to start dating again, and see if they know anyone suitable. More often, however, they do not, and then you have two choices: Start going to lots of community events and organizations in hopes of meeting new men or women who might also be single and looking for companionship, or going online. But whichever way you choose to begin, I suggest you get a close male or female friend who can be your support and help you feel brave enough to go to a singles event or start a new group membership, or fill out a profile online.
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