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50 Dating DOs and DON’Ts

Dating can lead to all kinds of tricky situations. To help you navigate even the most awkward moments, we’ve compiled our 50 best dating tips—some new, some old—given to us by experts, moms, women like you, and even Justin Timberlake.
Glamour // Glamour

DON’T look for perfection.

Couple sitting at a table Next Slide

Encouraging you to settle isn't our style, but separating your desires from your deal-breakers can give your love life a major upgrade. "There are some qualities that your mate must have -- being honest, for example -- and others, such as movie-star looks, that should be thrown in the would-be-nice category," says Elizabeth R. Lombardo, Ph.D., author of A Happy You: Your Ultimate Prescription for Happiness. "Sit down and realistically figure out what characteristics are nonnegotiable and then be open-minded about the rest."

Do you want your sex-related question answered by our sex-pert? Email us at msnlivingmail@microsoft.com and include your question, name and state, or whether you'd like to remain anonymous.

©Glamour
1 of 51 Kactus/Getty Images

DO expect to meet men in unexpected places.

Previous Slide Woman in red dress looking over her shoulder at a man Next Slide

"Keep your eyes open at all times for opportunities to meet quality men, not just when you are all dressed up to go out," says dateologist Tracey Steinberg.

2 of 51 Asia Images Group/Getty Images

DON’T assume that somebody’s not interested in you.

Previous Slide Couple talking at a grocery store Next Slide

Don't conclude that if you don't think you look cute, you don't look cute to someone else, says Paula Bloom, author of Why Does He Do That? Why Does She Do That?.

"So if you're running to the grocery store after the gym, and some guy starts talking to you and trying to make conversation with you, you may be thinking he just wants to talk to you when he's actually really trying to make a connection with you. If you don't think you look attractive, you might miss it."

3 of 51 Emmanuel Faure/Getty Images

DO be confident and make the first move.

Previous Slide Woman standing behind man with her hand on his shoulder Next Slide

The jury is in: Men really do prefer women who make the first move. "It's not because it takes the pressure off of them," said Christopher Brya, coauthor of WTF Are Men Thinking. "Instead, it shows that you're confident, which is really the biggest turn-on." Many guys sense that the frequency of men making the first move (asking for phone numbers or dates, etc.) is actually diminishing. As one guy put it, "Waiting for a man to make the first move is real old-school and outdated." Plus, if you're a take-charge woman in every other facet of your life, why be a wallflower when it comes to men?

4 of 51 Adam Hester/Getty Images

DO make it easy for men to date you.

Previous Slide Woman being friendly Next Slide

True story: Guys have a fear of rejection. If you make it easy for them to ask you out, the more apt they'll be to do it. "Making it easy means telling a man in the clearest terms that you are interested and wouldn't say no to a date," says Harlan Cohen, author of Getting Naked: Five Steps to Finding the Love of Your Life (While Fully Clothed and Totally Sober).

5 of 51 Paul Bradbury/Getty Images

DON’T go out in one huge group.

Previous Slide Couples enjoying dinner together Next Slide

"The best size group to go out with is three," says Shannon Fox, the author of Last One Down the Aisle Wins. Going out alone might invite men to talk to you but only because you seem vulnerable and desperate. Two is too easily unbalanced. (What nice guy wants to ask a girl to dance if it means leaving her friend all alone?) And four is too intimidating -- no guy wants to risk putting himself out there in front of a gang of potentially critical women."

6 of 51 Image Source/Getty Images

DON’T worry about his age—or yours.

Previous Slide Couple embracing Next Slide

The times have changed, and age just isn't as relevant anymore when it comes to dating. Miguel Almaraz, coauthor of WTF Are Men Thinking, said, "Younger men -- 20 to 30 -- really do like dating older women. In fact, 66 percent of the men we polled [for the book] said they would date older women." The main reason given? Experience.

7 of 51 Tetra Images/Getty Images

DO put a friend in charge of finding you a date.

Previous Slide Girlfriends Next Slide

Not great at seeing who's good for you? Then stop trying and let a friend do it for you. Whitney Casey, author of The Man Plan, says to pick a (preferably coupled-up) close friend and put her in charge of finding guys -- any other guy you meet automatically goes in the friend zone. "You'll only go on dates with someone she sets you up with," Casey says. Not only does this help you date better men, you'll also end up acting more genuinely around other guys you meet when the should-I-date-him pressure's off.

8 of 51 Adam Hester/Getty Images

DON’T limit your online dating searches.

Previous Slide Woman laying on the floor looking at her computer Next Slide

Doing the online dating thing? Make sure you cast a wide net. "Extend your search two inches in height below what you want and two years older and younger than what you think you are looking for," says Brenda Della Casa, author of Cinderella Was a Liar.

9 of 51 BDLM/Getty Images

DON’T pretend to be someone you’re not, even online.

Previous Slide Woman skyping Next Slide

Online dating is competitive, but being yourself is essential. "If you're pretending to be someone you're not, you're going to end up on a date with a person who is compatible with the person you're pretending to be, not the person you actually are," says Lisa Daily, author of How to Date Like a Grown-Up.

10 of 51 Malek Chamoun/Getty Images
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DaveV1968
Jan 4, 2013 11:10PM
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How about "Take the ear buds out. Wearing them says you don't want to be sociable"  and "Get off your phone. A gentleman won't interupt your conversation to introduce himself". Seriously, be approachable which means not shutting out the world.
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BlueBruce
Jan 5, 2013 1:33AM
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THIS ARTICLE HAS SOME OF THE DUMBEST IDEAS I HAVE EVER READ. SOME GOOD BUT REALLY !? PLZ READ !!!!
Wow, some serious bull here going on. Going out alone doesn't make you seem "vulnerable and desperate"- quite the opposite, it says you're interesting enough to talk to and confident, without having to have a back-up be a support beam, it also says you don't need others too, because you're good enough to stand on your own.Yes, don't show initiative or think for yourself, have your FRIENDS decide for you, this is already a huge problem with most ppl, and the fact this article enforces it is nothing but vulgar, if you have to have your friends do it for you, then you ARE desperate. And I like how the article implies that if you drink with a man, you're automatically gonna go on a one-night-stand. Sometimes it helps to loosen up a bit, but If you can't handle yourself with alcohol, DON'T DRINK simple as that. If a guy jokes about himself being a certain way, it's not ALWAYS true, once again this article stands as a testament to ignorance by setting in stone:"IF A GUY DOES THIS..THEN ALL MEN ARE SUCH" So utterly asinine..some men are just goofballs, learn this. And an open relationship, allows for benefits with others if you are into that sort of thing, commitment is usually defined as having to take them out on multiple dates, whilst also paying, only for the girl to go "Thanks, catch ya later" Does this sound like taking advantage of the so-called "oh we'll until your worthy, keep proving"? you bet ur @ss. I also like how this says "Don't take advice" basically narrowing it down from friends, when the one on saying you should let friends find your dates is nothing but 100%  hypocritical and contradictory. The "Don't text?" I was lmao at that. As if communicating in messages is not important on ANY level. Girls and guys both do this because it's a nice build up without the worry of having a brain fart on the phone when you can't think of something to say on the fly. "Trust instincts" -the story of this is again..asinine. You think a guy is cheating, can't prove it, and whether it's true or not, he's automatically bad for you? This says if you have worrisome thoughts in a relationship, dump ur partner, because they're not right for you. Again, stupidity strikes. "Listen to your friends, etc" ever consider some friends, idk..ARE JEALOUS. I mean seriously, if you think he's ok, you think he's ok, don't just let your friend dictate whether he's good or bad for you. I really hate how this article doesn't push ppl to think for themselves. If you have read this, know that i am not saying all of this article is bad, but it enforces the notion of being a thoughtless sap who can't stand on you're own two feet while also setting "Well if this isn't like that, it's bad" in stone. People, ultimately you have to decide for yourself, and while sharing ideas with your friends is important, it IS NOT something that they ALWAYS HAVE TO HAVE A SAY IN, it's YOUR LIFE, and their motives might not always be in your best interests, humans are after all humans..remember that.


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MO. E.
Jan 5, 2013 1:45AM
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Women: 

#4 " Do Be confident and make the first move" at the same time women shouldn't wait for "that guy" the GQ guy or thinking there is a "perfect" guy and you say NO to every single guy.

#5 "Do make it easy for men to date you" Totally absolutely, men are SICK and TIRED of these women that constantly do the one and done date cause they have this "imagination" in their head that the date is supposed to be "perfect"... Nothing in life is "perfect" and the date isn't going to be 100% "perfect.

#9 "Don't limit your online dating searches extend your search two inches below what you want." Totally absolutely true especially for the women that demand the 6' only guys or much taller and these women are all of in the range of 5'0" to like 5'5".  Another HUGE HUGE turnoff for men, even the tall ones your after cause it makes you look so shallow. 

#13 "Do be nice to everyone" definitely true. There are a lot of women these days that are so crusty, p*ssed off at the world, complete B's to almost most men. Huge turn off to men.

 
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JE Silverstein
Jan 7, 2013 8:21PM
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Re: #39: "DON’T expect anything if you sleep with him." This made me crazy; while the assumptions inherent in it aren't wrong, they're completely one-sided. How about a corollary? "Don't expect to sleep with a woman just because you buy her dinner" The cost of dinner doesn't obligate a woman to sleep with a man, and any man who thnks it does isn't worth the time spent with him in the first place. Expecting sex in exchange for dinner shows that a man isn't there because he like or respects his date or finds her attractive as a person; it shows he's there for one thing, and one thing only, and I suspect most women don't want to feel like a tool to be disposed of. Have no expectations Be smart, be respectful, and be careful when you go out with someone.
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John W (Father Cynic)
Jan 5, 2013 12:45AM
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RULE #1: Don't do it in the first place.  How much "man" should a man be.  How much "woman" should a woman be.  The danger of a "breech of promise" lawsuit if it goes bad.  The ever present spectre of a "fatal attraction" scenario.  Total incompatibility betwen a man and woman when it comes to sexual desire.  Etc, etc, etc.  Buy a sportscar.  Take a trip around the world.  Make a lot of money.  In other words, do something productive.
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ragnaroc
Jan 9, 2013 9:07PM
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Why doesn't it titled 50 Dating DOs and DON'Ts for women?  How come MSN so rarely displays the name of the person who wrote the article? Not much to be proud of, I suppose. I don't have a problem with articles that are for women only, but I also don't want to spend time on them, if the article is targeted to women, then give us a heads up.
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sinbad thesailor
Jan 5, 2013 12:25AM
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Where are the lies women tell men?  Oh, I forgot.  Sugar and spice and . . . .
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Darnell J
Jan 5, 2013 1:29AM
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How bout don't wait two year to tell ya man by way of text  " and by the way your daughter might not be yours just sayin"  then want him to get over the worse news he ever got. She waited till our second child was born to tell me that..smh.
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