“Quick 10” Dating Checklist: Ten Things to Do to Get Ready to Date Again

June 7, 2009 Nicholle Williams
“Quick 10” Dating Checklist: Ten Things to Do to Get Ready to Date Again

Check out The Young, Black & Fabulous (TheYBF.com) or Bossip.com, and you’ll see a whole lot of 20- and 30-something singles out and about dating up a storm.  Problem is, if you’re staring at the other side of 35, you don’t find much there that looks familiar.  Because let’s get real.  As we get older, dating becomes more daunting.

Not only are there less singles to select from, but our exposure decreases dramatically.  We become more settled in our professions, so we don’t come across as many potential new partners; and our priorities shift, so work and spending time with family take a front seat to socializing.  Most importantly, we accumulate “baggage” (for lack of a better word) and a history of some bad experiences.  By the time we are over 35, many of us have been married, have kids, or have at least had one or two serious relationships that didn’t work out…and that likely left us a little skittish about meeting and mingling.

This process—also known as life—creates a whole lot of ladies and gentlemen who let months—or even years—go by without getting back in the game.  Sure, we can make endless excuses: blaming time, opportunity, too small a selection, or even dating being somehow sinful.  But most of all, it’s fear.  The longer that goes by, the less you feel prepared to put yourself out there.  And, the more you find yourself making excuses such as, “I haven’t dated in so long.  I wouldn’t even know what to do or where to begin.”  (Sound familiar?)

If you’ve joined a site like Faithmate, you’re taking a step in the right direction to finding fulfillment with a Christian partner.  And this is fantastic.  But if you’re just gonna browse, you’re not going to get very far.  You need to build your confidence, so you feel safer about connecting with others.

One way to do this is to feel prepared.  Like anything, if you do your homework, you’re going to show up self-assured…or at least assured enough that you show up at all.  Therefore, the list below is about removing yet another roadblock on your path to finding that special partner.

10 things to do to get ready to date again


1.    Cultivate confidence

One of the biggest hindrances to those who haven’t dated in awhile is lack of confidence.  It’s also one of the biggest turnoffs to potential partners.  So do what you can to cultivate a feel-good attitude about yourself, including reading books, blogs, and articles that will help get you in the right frame of mind to feel desirable (try “Christian Singles: Tips for Overcoming Insecurity” as a start).  Write down your most attractive inner and outer attributes and refer to this list should you sense your self-esteem wavering.

2.    Prepare physically
This goes along with number one.  While looks are not nearly the most important factor, they are people’s first impression.  Most of all, if you feel good about yourself, others will be drawn to you.  So definitely don’t hold off on dating until you feel perfectly put together, but do attend to any minor issues that are really killing your confidence.

3. Identify your dealbreakers
To avoid getting sucked in by the wrong man or woman, make a list of any real dealbreakers.  While it goes without saying that he or she must be available, consider any other things that you really couldn’t live with.  Two tips: First, eliminate any judgments; this list is not about what your mama would like the love of your life to look like.  Secondly, keep this list super short…and don’t add any dealbreakers without first considering whether the trait could truly not be overlooked.

4. Make note of your must-haves

The opposite of the above; again, avoid long lists.  This should only consist of really crucial items, like “must like children” if you have kids or “must respect my religious beliefs.”

5. Get real with your expectations

If you are a 48-year-old woman looking for an astoundingly handsome man, who makes more than six figures, is Christian, has no kids, and has never been married, your expectations are out of whack.  Ditto if you are a 50-year-old man who doesn’t want to date a woman over 35.  That being said, holding out for someone who is kind, shares some common interests, and whom you find physically attractive is not too much to ask.

6. Brush up on behavior
Especially if you haven’t been out there lately, I recommend reading “Readying Yourself for Romance Part III: Brushing Up on Behavior” and following the advice of getting up to speed with what is standard (and safe!) dating behavior today.  Probably more important, this article advises you to examine the personal patterns or issues that have held you back in previous relationships—in other words, figure out what you did wrong, so you don’t do it again.

7. Ask for support
Pick one or two close friends or family members who are nonjudgmental and have your best interests at heart (i.e. not that single friend who fears you’ll find someone before her).  Tell them you are ready to start dating again and ask if you can seek their support if and when you come across a low in the inevitable ups and downs of dating.

8. Address your excuses
Just like starting a diet or embarking on an exercise regimen, in a weaker moment, you’ll likely reconsider your decision, as in, “Why the heck did I decide to start dating again?!?”  Even though you know you want to find someone, it’s safer and easier to stay isolated.  And this is when you’ll start shuffling through your excuses: I don’t really have time.  I need to be there for my kids.  I should lose that last 10 pounds.  I’m just too old.  Dating will compromise my connection to Christ.  The way to handle this is with preemptive action.  Before you start, when you’re feeling up, make a list of all the excuses that are stopping you from finding someone…and write down why each is inaccurate.

9. Modify your mindset

It’s best if you look at dating as an adventure on your way to meeting your life mate: Remember to have fun and not take it so seriously.  Also, don’t get discouraged each time you have a date with someone who’s not your soul mate.  Instead, define a success as a pleasant afternoon/evening where you learned something about yourself or someone else.  Most of all remember, it only takes one!  Each Mr. or Ms. Wrong gets you one step closer to your true companion.

10. Evaluate your options for meeting men or women

Simply saying, “Okay, I’m ready!” won’t do much to get you dates.  You need to put yourself out there in some fashion.  In “Readying Yourself for Romance Part IV: Evaluating Your Options for Meeting a Mate,” I outline four methods for gaining exposure to potential partners; just pick out the best fits for you.

The final word

Use the list above and simply check off the items one by one.  When you’re finished, you have no more excuses to stay sidelined!  Dating again can seem scary, but in the end, overcoming your insecurity can lead you to a lifetime of love.

17 Comments So Far

I needed to have this. I have not dated in a very long time and I am afraid,but I know what I am afraid of. This list helps me to identify what I should be changing or atleast acknowledging in myself. I must know that I am a beautiful woman who is loved so much by those around me. There is no reason that the man I love should not have the same feelings.

I enjoyed reading your column I felt like you were taking to me. I am 49 and after reading the column I realize that saying I am ready was all in my head because I isolate myself in my work and family. Thanks for caring!

Point 5 about the 48 year old woman was exactly my condition when I still use to think Wrong. Kindness, common interests and especially a friend you can go to, talk to and enjoy the simple things of life is far more valuable.
Bless you.

Point 5 about the 48 year old woman was exactly my condition when I still used to think Wrong. Kindness, common interests and especially a friend you can go to, talk to and enjoy the simple things of life is far more valuable.
Bless you.

Thanks, this article is very rich. however would you consider some suggestions for someone who has never dated;say a him/her who just wants to start life.

i love these tips.i ve adjusted my lifestyle concerning dating.

Can you share how you have adjusted your lifestyle concerning dating. I need help here.

I Love this website it give a 55 years old women some hope. Thank You

I enjoyed reading your column. I felt like you were talking to me too.I am a 46 year young woman. I do want to find Love.Thank’s. God bless you.

I want to thank the wise individual that took time to create such a list.I have not dated in a long time.I have had introductions to men and they often want to get closer but, I push away for the afore reasons mentioned.I know it is time my son who is 12 suggested I join this site now that is sad.I have just learned to tuck myself away and dismiss the advances of would be suitors as fresh men out for one thing.I now know that I am a very deserving and beautiful woman and I must begin to introduce me to the world and lifepartner (if that is God’s will) that awaits.
Be Blessed

I have been real reluctant to even getting on a online dating site. I am thinking of the Bible, hiding myself to be found. Then I thought, how will he find me if I don’t put myself out there. Although I have been a little disappointed on this site, I have only met African (no disrespect) men who are trying to get over on you, I started to cancel my membership. My friend told me not to. I read your just have fun spill, you will meet a lot of wrongs before Mr. Right comes along. I am holding fast to that.

I am happy for each and every person that has found the love of there lives. I have been divorce for some time now, and have not met anyone to fill the emptyness in my heart, but not given up hope in God placing that special someone in my life. Thanks for the tips,and God Bless.

You really kept it real with us. It really helped me after being in a 2 yr relationship that went sour. It feels real good to know there are other ladies experiencing the fear about dating but I’m glad you gave so many helpful tips on the photos and excuses. I’m making time for myself and taking the time to join and put myself out there at 57.I also read the success stories and it really encouraged me.

I needed this. I am a 51 year old professional woman who has not had much success with dating. I can do the “professional thing” but can’t quite get this thing together. I think I am insecure and find it easier to do my job. Sometimes I think I am “too nice.”

I needed to read this article. I had some learning experiences but I have done just that and learned from that. I had to admit the level of desperation that the society and media put on women who are not married or never been married. I have learned.. DONT BE DESPERATE! Be prepared and staying in God’s Word and staying positive has been my motivation and encouragement.

[...] you’re considering getting back in the game, I suggest reading the June 2009 article which gives 10 guidelines for getting ready to date after a period of being single….  These tips will help prepare you to meet, mingle, and eventually mate by boosting your [...]

I read this and was really happy that I did! I just recently joined faithmate after much contemplation and questions about the site itself. I prayed about it, pondered and I went ahead and got started. It is my time, 2010. I am not afraid of dating, I am afraid of making the same mistakes. I promised myself that I would wait on God and His voice and go from there. I am at peace with that decision. So with that said, we shall see what the future holds for me and what transpires on Faithmate!

Leave a Comment