How Long Should I Wait for Him to Ask Me Out Again?

“How long should I wait for him to ask me out again?” is a common lament from single women everywhere. If you’ve been asking this question too, check out this post.

Are You Tired of Waiting for a Second Date?

How long should I wait for him“Dear Dating Coach Ronnie,

I met a guy on a seemingly more relationship-centric site. We emailed a bit and then exchanged numbers. He texted me on Monday and asked when we could get together. Unfortunately, he was out of town the upcoming weekend but said we’ll be in touch later that week to set a day and time. He texted when he got back in town (almost a week later but did what he said he’d do) and we decided to go out on the upcoming week.

The date was actually pretty great. He was a gentleman and asked me midway through the date if I wanted to hang out again. I said definitely. He has plans both days this weekend and suggested getting together next week but I’m heading out of town for 10 days on Thursday, and I won’t be back until the middle of May.

At the end of the date, he gave me a kiss and then texted to say he had a great time and to see if I got home safely. He again mentioned seeing each other again but set no firm plans. He hasn’t texted since then.

I recognize it’s only been two days but in my mind if he was really interested, he would try and hang out with me before I leave. Is that an unrealistic expectation? What’s the appropriate number of days I should give him to text before writing it off as uninterested?

Thanks for the advice!”
Waiting in Wisconsin


Dear Waiting,

I’m going to answer each question in order and address somethings you didn’t even ask.

Relationship-Centric Dating Sites Are Hype

When you talk about a relationship-centric site, I’m going to point out that most women care a lot more about that then men. Some men might be more relationship ready. Others might join because they think it will be easier to get dates. But don’t think for one minute that kind of site automatically attracts men who are relationship-ready any more than other sites. It’s just hype.

Tips for Setting a Date

When a man asks you out and you aren’t free to see him, always provide an alternative time right then in the conversation. That way you don’t need to wait for him to suggest something. In this case – you won’t be free for several weeks down the road. That can be a problem, because he could lose interest, but there’s nothing much you can do about it.

You wanted to see him before you went away. Once he asked to see you again you could have suggested getting together by saying, “I’m leaving for a trip Saturday, but I do have time Thursday and Friday.” That makes it clear so he knows you want to see him and when you are free.

He’s Seeing Other Women

Keep in mind you just met him and he’s likely seeing other women. That’s probably why he’s booked for the upcoming weekend. He might not have time when you are available. This is one of the struggles of modern dating when everyone is traveling.

With only one date, he might not jump to see you again as quickly as you would like. Being realistic, it’s way too early to know that.

There’s a Shelf Life on His Interest

As I eluded to above, there is a shelf life on a man’s interest. Like a limited time offer. This is a fact and there is nothing anyone can do about it. When people travel that can permanently throw off the timing and squash the dating window of opportunity for two people.

Timing Is Everything

When neither of you can schedule a date, it’s very disappointing and frustrating as well. I recommend relying on this basic truth:  He must not have been the right man or the timing would have been worked out. Using this fatalistic approach makes it easier to deal with such disappointments when they occur. Think of it as “fate” that your timing was off.

On occasion things can still work out with a guy when your travel schedules were off to begin with, but it’s pretty rare. If you’re not available when he’s in town, he can easily find another woman who is. He’s not being thoughtless, fickle or mean – it’s just a matter of supply and demand.

Handling Difficult Schedules

For this reason, I remind women to suggest an alternate meeting time during the conversation so you don’t have to wait for him to ask again another time. Just set it up while you are already discussing options. This is the best way to work around difficult schedules.

How Long Should I Wait for Him to Ask Me Out Again?

Next, you asked, “How long should I wait for him to ask me out before I write him off?” As you said, it’s only been two days. Since you’ve only had one date it might take as many as seven days and this would still be in the ball park for a decent man to respond.

After seven days his stocks goes down for sure because he’s likely not interested enough to be serious about getting to know you.

I think you should wait a few more days before you write him off. This is a place when you can give a man the benefit of the doubt.

I often tell my clients not to be too generous with the benefit of the doubt. Many women over do it hoping some day the guy will come around and become the man they dream of. That NEVER happens.

In the mean time, why not meet a few other men to keep your options open? That is the best dating strategy there is to find love with the right man for you.

Wishing You Love,

how long should I wait for him


If you want to learn more about understanding men and mixed signals, get my free book His Mixed Signals Are So Confusing! Find Out What He Really Means and my newsletter filled with helpful and empowering tips for women












Single for too long, Ronnie wanted to find love. So, she made a few tweaks and then dated 30 men in 15 months to meet her adorable husband Paul. Discovering the keys to midlife dating, she founded It’s Never Too Late for Love to help other smart, successful women find love too! Her mission is to share her proven dating advice  and keen insights about men with women everywhere who are serious about finding love with the right man. Ronnie Ann Ryan, MBA, CCC is a Certified Coach who has helped 1,000’s of midlife women with her Love & Dating Coach services. She’s been featured on BBC’s 5 Live Radio, NBC, ABC, and Fox News, NPR, eHarmony,,, Connecticut Magazine among others around the world. An established author, you can find her 6 books on Amazon.

4 thoughts on “How Long Should I Wait for Him to Ask Me Out Again?”

  1. Hi, I met this guy on tinder and asked him for a coffee and we ended up with dinner. We had good conversation and i asked him about what was he looking for in tinder? He said he was looking for long term and would like to settle down soon. I said I wished for the same. He showed me pictures of where he lived growing up and what he does weekends. Then we left, he hugged me which was really warm and waited till i got my cab for home. WE texted after getting home and he said he had a good time. One day he visited me at work for a coffee, but hasn’t yet mentioned meeting again. Nor does he call. It’s been a week but he texts in between asking how I’m doing. Is he interested or how should I take this forward? I’m confused if he’s on the same page as I am. I need your advice.

    • Hi Delenia, It might be too soon to tell, but I would say you are not on the same page since he’s not making any effort to see you again, nor call. I know this might seem frustrating but as the woman, you can’t do anything to move this forward. Either he’s interested or he’s not and if you do anything you could push him away or get attached to a man who agrees to see you when you ask but is likely just filling his time until someone better comes along. The best thing you can do is NOTHING and if he asks you out again in the next few days go and enjoy. Since it’s already been a week it’s a sign he’s not serious about you.

  2. 5 days has passed since our first date, I really wonder if he’ll ask me out again. I met the guy online and before the date he initiated a text conversation everyday. He uses emoticons, often says good night and all that cute stuff.

    During the date we met for dinner for 5 hours. It went well, we get along. He’s more serious than his texting style belies, funny guy but not cutesy. Gave him a lift home, he invited me up, I went up as I did want a kiss and also to see the place. Had wine and conversation for I think 45min, then he we had a nice make-out session.

    After the date, we both texted: I said “thanks for dinner”. His thank you message was sweet but strangely formal – sounded different from before-date texting. He has since only texted briefly Monday and Thursday. No good nights, cute emoticons, or everyday texts like at first. The post-date texting style is really throwing me off. I can’t tell if he seldom makes out on the first date and is feeling awkward or is just not that into me. Anyway, I will give him another 2 days…

    • Hey Lalaland,
      This is not always true, but I advise my clients not to go to a man’s home for several weeks. Sometimes men are old school with double standards and once you fool around they are done. So you may not get a second date even though you just made out. I have found when a man doesn’t continue his pursuit in the same way after the first date, he’ll probably disappear. So like you say, he has two more days. Who knows, he may surprise you, but be prepared for ghosting.

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