What to Do When Your Date Remains Active Online

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After hitting it off on a few stellar dates, you’re finding yourself smitten by your new date. You’re compatible, attracted, and ready to invest in what it means to go deep together. Approaching that conversation about exclusivity isn’t always easy, as that topic of “what are we?” has a way of inducing an intense case of ...

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Dating Someone when the “One that Got Away” Comes Back

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Many months ago, I worked with a reader on a struggle he was having with a woman he was talking to. As much as he worked to gain her interest, she never fully returned it. She would go on dates or communicate, then disappear. Or she would seem interested only apparently lose that interest in him a week later. Eventually she stopped responding and while hurt, he did get over her.

I talked about this type of situation in my ...

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Renewed Interest in a Guy after You’ve Rejected Him

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Online dating can introduce some interesting situations and one that I’ve discussed with some women is the issue of becoming interested in a man after you’ve rejected him.

I suppose that this sounds odd to some people, but there are factors with online dating that create this situation. There can be many reasons, but here are a few reasons why a woman may at one point turn a man down but then later find her interest in him growing:

  • When women ...
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Do Successful Women Have a Harder Time in Online Dating?

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I realize there are many conversations about men being intimidated by successful women but I’ve not talked with too many women about this subject. However, I recently received the following email:

I have what may be a unique question that I really need help with! My problem has to do with online dating and sharing my occupation. I will get a wink or an email from someone and the guy and I will email back and forth several times, it ...

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Finding Real Closure in Online Dating

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With online dating, people can sometimes behave in strange ways that may cause us to want to give up on trying to communicate with them. Below is one example of how communication can fall apart as we are building a relationship. After the example, I’ll discuss how I feel it’s best to approach this type of situation.

I met a great guy online in December and we saw each other all that month and into January and everything was great! We ...

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When to Discuss the Type of Relationship You’re Looking For

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Online dating is a great tool for people to find and build relationships. However, the relationship goal can be quite different from one person to the next. For me, I used online dating because I wanted to find a long-term relationship.

looking for a relationship

However, as I discovered over my time dating online, not everyone was looking for the ...

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Height and Education Requirements in Online Dating

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A reader recently contacted me with the following questions:

I had a couple questions I was hoping you could help me with. I am self-employed, make a comfortable living, and I am about 5’8-5’9 in height. I have run into a lot of profiles where the woman has stated that her date needs to have a bachelor’s degree or be taller than I am. Do you think it is still worth it for me to contact them or should I just ...

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Trying Online Dating after the Death of a Spouse

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A reader recently contacted me about determining the “right” time to date again after her husband had died. Specifically, she was looking to know if she should give it a try or if that would be a mistake. Here is the basic idea from her email:

My husband passed away some time ago and I’m starting to consider dating again but I’m not sure if online dating would right for me. I’m not sure if I’m ready. Can I sign up ...

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Men That Go Beyond One Email Attempt in Online Dating

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Recently I wrote an article discussing the topic of a man re-contacting a woman after his first email was unsuccessful (that is, she may have looked at his profile but didn’t respond).

In that article, I discussed how the reader had a theory that contacting later could be beneficial because she may be more able to respond at that time. This wasn’t something that I had considered in my original article on contacting a second time (but an ...

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Why Do People Stop Replying to Online Dating Messages?

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You’ve been sending emails back and forth after meeting using an online dating service. Things are going great! The emails are getting more in-depth, you’re sharing more about each other and a first date seems all but certain.

Then they suddenly stop responding. What’s going on?!

One Reader’s Experience with Disappearing Responses

Below is an email I received recently discussing this very situation:

I have been corresponding with someone on a dating site for a couple weeks. We were emailing each other ...

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