advice for singles

5 Easy Ways to Get Him to Approach You…and Ask You Out


If you’re not getting approached, you might wonder, ‘What are these men looking for?’ or ‘What is wrong with me?’ To answer the question, it’s important to note the difference between desirability and approachability. We all have traits that make us desirable, but unless we look available and willing to engage in conversation, our best qualities will stay a secret. In other words, YOU are not the problem, but there might be something wrong with the SIGNALS you send.

When it comes to approaching an interesting stranger, men and women are quite similar. We all have egos to protect. To make sure they don’t end up embarrassed or rejected, men look for any clue that reason to initiate conversation. If you want him to make the first move, try these five tips.

  1. Choose your group wisely.

Women tend to go out in packs, adding extra pressure on someone deciding when and how to approach. When he knows he will not only have to impress you, but also your friends, you’re making it easier for him to bow out.

Men are also sensitive to other males. It doesn’t matter whether he’s your brother or gay best friend. He’s not paying attention to the context, just the chromosomes.

Pro Tip: If the group is large, stand to the side so you can be approached without forcing him to engage the group. If you’re not interested, you can easily segue back into the group setting.


  1. Cultivate an inviting vibe.

Your facial expression and body language matter. Smile at him and the people around you to put out the ‘I’m friendly and won’t be standoff-ish’ vibe. To escalate the moment, catch his gaze for sustained eye contact. All nonverbal communication has meaning, so consider what your posture and demeanor are saying.

Pro Tip: Always scan your surroundings to see if someone is trying to communicate with you via nonverbal cues. If you’re fixated on the conversation, you’ll miss opportunities to reciprocate interest.


  1. Give him something to say.

For men, the hardest part of the approach is knowing what to say. You can grease the wheels by inadvertently supplying the topic via clothing or behavior. You might wear a sports jersey to give him an invitation to talk about the team or the upcoming game. Or, you could peruse the menu at length to give him an invitation to talk about what he ordered.

Pro Tips: Bring a prop. If you’re at the coffee shop, leave the book you’re reading on the table. It will give him the perfect springboard into conversation.

You might also consider wearing an unusual pendant when you’re out and about. The pendant doesn’t need to be expensive, but it needs to stand out to be a great ice breaker. As you’re sitting in the café, run your fingers along the chain while “reading” your book and glance up, locking gaze with an attractive male. You’re signaling interest without saying a word and inviting him to talk to you.

A pendant with a great story will help you gain even more traction. Maybe it’s an unusual crystal you had cast in silver from a hike you took in the Dolomites or a coin from your great grandmother. Sharing an interesting story about yourself is a great way to keep his attention and reveal your sense of adventure. And who doesn’t love being entertained by an interesting, worldly woman?


  1. Remember: Location, Location, Location.

Proximity is one of the biggest factors when it comes to the approach. If you’re moving around, you’ll be a lot harder to catch. Try to stay in the same place to give him an opportunity to make a move.

Pro Tip: Settle in a place that is central to the room. If you are in a corner, not only are you harder to access, but you’ve raised the stakes by making it harder for him (and you) to move along if there’s no conversation.


  1. Give him a reason to contact you.

Getting him to approach you is only the first step. You can escalate the conversation by bringing up topics that segue into plans. Upcoming events make for perfect conversation, even if you don’t end up attending the event together. In the conversation, you might ask about an extra ticket, but days later you might find yourselves circling back to talk about how the event was.

Pro Tip: Have personal calling cards with you at all times. Whereas business cards reveal too much personal information (like your last name) and tend to set the stage for business, a personal calling card is a smart dating tool that gives him all the information he needs to get in touch. Think first name, personal email, and mobile. Simple, classic, and elegant is best.

Ultimately, all of your actions should be inviting and reassuring to help your partner escalate the interaction into a more romantic situation. Smiling and encouraging the conversation to flow will make you more attractive to interested strangers.



“Do You Have Anyone… Younger?”

We hear this question perhaps more often than any other — at least once a day, sometimes once an hour, and never, ever, in jest. We hear it from men and women young and old, from divorcees and widows, from single mothers, lonely dads, and those hoping to find a Happily Ever After that keeps them from becoming one of the above. We hear it… all the time.iStock_000019428153Small

There are a lot of reasons someone might want a younger spouse; beyond the superficial, men tend to point out the desire for fertility in women (funny we’ve never heard that one before guys!), and women tend to point that men don’t live as long as they do, so each gender can certainly make a valid point. But most of the time that we get asked for an introduction to someone younger, age actually has very little to do with it. Most of the time, people aren’t looking for someone young. They’re looking for someone youthful, and they’re hoping to go on a date with a man or woman who is willing to exhibit real, unbridled enthusiasm; they’re looking for a date who is excited about meeting them.

For those of us who’ve been dating for longer than we’d like, or who’ve cycled through the same three first date restaurants far too many times, we can start to think that every first date will be just like those that didn’t work before. We already know where we want to sit, what we’ll likely order, and how bad or good a particular waiter might be. We can fall into a familiar routine far too easily, and treat our dates like they’re part of a longstanding pattern that he or she did nothing at all to establish. In fact, it’s OUR responsibility to try to break that pattern; after all the only common link in all of those failed first dates is… us.

Try to remember that it’s not your date’s fault that you already go to Left Bank with your friends every Thursday night. Don’t talk to the guy across the table from you about all of your ex’s past sins. And please, please, don’t tell the woman you’re trying to court all about how you “destroyed your ex-wife in the courtroom.” Young people think a lot about the future; older people think a lot about the past. Which one do you find more attractive? And which one do you think you want to be? Age may dictate lots of things about your body, but it doesn’t have to play any role at all in your attitude; you may not always be young, but you can always be youthful.

We do our best to rise to the challenge when our clients ask to meet someone younger, but more often than not, we know that an age gap isn’t really the solution. Our clients quickly realize it too, but instead of understanding that the difference in age is too big, they usually decide that it simply isn’t big enough. When we’re really, really lucky, they finally admit that they might be better off taking our advice about the men or women they should date. And in the very best cases — when we’ve met people who are optimistic, full of life, and looking toward the future — we’re able to say to our clients “We happen to know an incredibly warm and youthful person you should meet… and the two of you happen to be about the same age.”