A City Sex Guide on Picking up Chicks

You’ll never guess when Leighton Meester’s far-sighted and sexually promiscuous twin will cross your path, so you better be damn ready hit on her. Here are four pickup scenarios and how to capitalize on them taken from our City Sex vault of essential guidelines.

• Aboard Airplanes

Most men rely on dumb luck, hoping they sit right next to a hot girl. Scratch that. Spot the girl you like before you board, approach her and try to establish a connection with a funny ice breaker. You can then say, “I hate to be stuck on this long flight next to a fat and smelly guy. Let’s sit together.” Once they agree, make a short conversation and then tune her out—put on your earphones to listen to music or go to sleep. This will show her you’re not a conversation terrorist. Resume talking around 30 minutes before touchdown.

• In Elevators

You will have very little time, so our City Sex tips say be interesting, avoid being creepy and be efficient. A friend once in an elevator when a gorgeous woman stepped in as the door closed. “You take your time, don’t you?” he said with a smile. When the door opened as it stopped on other floors, he’d say, “This thing is trying to get rid of you.” She found this funny and figured he was different from the other guys, so he asked for her number.

• In Traffic

This requires even more quickness and guts than in elevators. Ask her to roll down her window, make sure you smile and look friendly then grab her interest immediately. Say something like, “Hi, you look like an expert. Let me ask your take on this dating concern my friend is having.” You can make something up, but before you finish your story, nod towards the changing traffic light, show her your phone and say, “We’re out of time! Can you give me your number? We can’t let my friend down.”

• When She’s with a Date

This is not recommended, but it usually works. When you’re out with friends and a gorgeous girl walks in with her date, ask them to join you. The guy will probably think, “Cool! I can show off in front of her.” But he’ll never know what’s about to hit him. Talk to him as much as her, make him feel good and keep the conversation flowing. Make friends and get both their numbers then call the girl. If you made a good impression and the guy looks up to you, she will recognize this and be possibly attracted to you.

Things a Guy Wishes You'd Do on a Date Hookup

This doesn’t involve a stripper pole, going without underpants or watching the latest sequel to Harold and Kumar’s misadventures. To be honest, guys could really use a playbook. It would be mighty convenient if the ladies can tell clueless men what you like and dislike when out on dates. We’re pretty sure you all feel the same. Here is a run through of things a guy wishes you’d do when out on a date hookup.

• Keep your Internet search findings to yourself

Let’s say you Googled around and found out that he had a hidden tattoo of Super Mario done during college and willfully attended a Black Eyed Peas concert a couple of months back. Unless he starts singing “Don’t Funk with My Heart” and wearing a Mario Brothers t-shirt, you are not allowed to say anything about it.

• Give in to your wacky urges

How will a guy know about your hilarious sense of humor if you always act prim and proper around him all night? You’ve got to have a quirk underneath all that good behavior.

• Flirt, and then flirt some more

A little touch in the elbow or forearm may be simple as to be inconsequential, but there isn’t a man on the planet that doesn’t feel a spark when you do it. Guys are genuine suckers for a woman’s attention.

• Let him know you you’ve checked his body out

Unlike women, guys don’t feel offended when objectified. A general date hookup rule to follow: If a guy mentions a body part more than once, say something positive about it.

• Refrain from telling stories about your ex camouflaged as “your friend”

Guys will know about this because they’ve done it themselves.

• Laugh at his jokes even if they’re not that funny

As long as his attempts on levity are even a tad bit funny and not offensive, there’s no harm in throwing a man a nice chuckle.

• Don’t show photos of your hot friends

All guys are going to think is… threesomes! This goes the same with iPhone slideshows of director’s cut photos of your pet. This makes a guy think of a different kind of threesome; the kind that involves fur and drool.

• Keep in mind that your horoscope has nothing to do with how your date will go

Or, in any case, how your relationship will fare. This goes the same with any fortune cookies you may read while out on a date hookup with him. However, playing fortune cookies in bed tells a different story—it’s fine and even encouraged.