Dating Again

Meet Someone New, Get Beyond the Now, Let Go of the Past, Put the Best Version of You Forward, Finding Love

In This Guide:

When one relationship ends, it can be tough to give yourself the chance to love again... or even just go out and have some fun. If it’s been a while since you’ve dated, anxiety can run high and you may wonder if the rules have changed. In this guide, discover how your words can help encourage a new dater to get back out there.

They Might Be Thinking:

  • It's been a long time since I have been out there on the dating scene.
  • How long should I wait before going on my first date?
  • Am I ready to start dating yet?
  • Where am I going to find someone with similar interests?
  • You can't change anyone; let their heart come to you.
  • I just can't see myself taking a chance on love again.
  • Should I take the plunge and go on a dating site like Match, Bumble or Tindr?
  • Is it safe to go online to find someone to date?
  • Will people think I look ridiculous dating someone younger than me?
  • Should I show people the "real me" on the first date?
  • How long should I wait before we get intimate?
  • How should I dress on my first date?
  • Should we meet at the restaurant?
  • When should I let my date meet my kids?
  • If this person has kids, should I try to meet them?
  • I still haven't found what I am looking for.
  • I am not really sure what to do next.
  • What type of person should I be looking for in my next relationship?
  • Should I date outside my race?
  • Should I date younger men or women?

Words That Might Be Encouraging:

  • You are beautiful. Anyone would be lucky to go out with you.
  • You should just go at your own pace and date when you are ready.
  • I know at least 3 people that would be interested in you at this time.
  • Should we go to dinner or meet for coffee on our first date?
  • I think you should do whatever you feel like doing. It's your life. You have earned the right to do as you see fit.
  • It's your world; I am just here to support you.
  • The good news is that you have the rest of your life to look forward to building something you feel good about.
  • There are at least 100 people within 100 miles that would be a great fit for you.
  • Love is a beautiful thing and you deserve to sit at the table.
  • Start dating when you feel like you are presenting the best version of yourself.
  • Surround yourself with a group of people that have your best interests at heart.
  • Don't send too much information via text.
  • Try to draw lines of clarity when it comes to sex.
  • Be patient in the beginning, middle and end.

Words That Might Be Discouraging:

  • I think you have been through enough already. You should go really slow.
  • It's a jungle out there. I would just wait until you run into someone organically.
  • You should date people your own age.
  • You should date people of your own race.
  • You should do a makeover before you start dating again.
  • You should just pray for someone nice to come into your life.
  • Divorced people over the age of 35 have the most difficult time getting remarried.
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