Sneaking your arm around your date is typically the first step to getting that hug or better yet––a big, fat smooch. Whether you're a bold, take charge kind of woman or a guy trying to figure out the best way to make the first move, finding a way to sneak your arm around your date’s shoulders should be performed with finesse and skill. You may need to practice this move so you come off looking smooth instead of awkward.

Method 1
Method 1 of 2:

Preparations

  1. 1
    Be sure it's time to get this intimate. While putting your arm around your date isn’t an overly invasive gesture, it usually signals that you're interested in a romantic, more deeply connected relationship. Before sneaking your arm around, be totally sure that you're ready to send out these signals! If it's your first date, it might move things too quickly, especially if you're serious about getting to know one another properly. And if you feel that you don't have romantic feelings toward your date after all, but would like to stay in the "friend zone", avoid the arm sneak altogether, as it'll send out the wrong signals and isn't fair to your date.
  2. 2
    Check for signs of your date being at ease. Are you getting signals that your date wants to hold hands or get cozy? If you can read your date, you may see your date's own strong signals that he or she wouldn’t mind you getting closer for an intimate snuggle. This can help you pluck up the courage needed!
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  3. 3
    Choose the right time and place. There are wrong times (such as when he's slurping his linguine with clam sauce or she's trying on a pair of shoes) and there are right times to sneak your arm around your date. Choose an intimate moment and exercise patience––the right time will present itself in due course. Perfect arm-sneaking times include:
    • At the movies during a romantic, sad or scary point in the film. This classic arm-sneaking territory is so well used precisely because it contains all the necessary elements––darkness, close proximity, potential need for comfort during a scary or hairy moment in a film, comfortableness of the seating, and general inability to look at each other, something that could otherwise break the arm hold spell. Just be careful not to send out the wrong signal (such as sneaking an arm around during an explicit sex scene) or spoiling the climax of an action scene with a distracting arm sneak. Emotional scenes or scary scenes are usually good bets.
    • Walking down the street. If you're walking closely together and talking, this can serve as an ideal moment to sneak an arm around your date. Time it to coincide with a meaningful or caring discussion; avoid any moment that's too mundane or involves a heated discussion about politics. A good moment is when you're both expressing awe at the beauty of the day or the prettiness of the flowers along the path.
    • When seated together at drinks or a party. Depending on where you're sitting, a dirty martini or a plate of tapas might just present the ideal moment for sliding your arm around your honey. Another opportunity might be during special announcements or when making a toast––after speaking, slide your arm behind your date's back or shoulders in a friendly gesture of celebration.
  4. 4
    Make sure you're both close enough so that you don’t have to reach. Arm sneaking isn't about struggling, strangling or finding yourself dangling! Make sure you're in a comfortable spot and close enough to your partner. Avoid any arm sneaking if there's a risk you might become unbalanced and end up using your date as support! The best position is to be side by side, so aim for some shoulder to shoulder closeness.
  5. 5
    If you're shy or sly, combine the arm sneak with another movement, so that it all appears seamless. For example, offer your jacket to your date if it's cold and then simply leave your arm there after placing the jacket on. Or talk and move at the same time, such as saying "You know that I find you so adorable", while sliding your arm around his or her back at the same time. Or go window shopping together and as your date is peering at something closely, sidle up and mention how interesting the items in the window appear, while at the same time sneaking your arm around your date's back.
  6. 6
    Make it fun. Try this on for size: Ask your date "If you were a pirate, would you have a parrot on this shoulder (point to the shoulder closest to you), or this shoulder (point the shoulder furthest from you)?" When your hand reaches the shoulder furthest from you, casually just leave your hand there, with the arm draped around your date's back. Done!
    • This can get even more intimate… Try asking: "If you were Casanova, would you kiss someone on this cheek, or on this cheek…" You get the drift!
  7. 7
    Have courage but don't go over the top. If you're certain that it's the right time and place, then go with your instinct and trust that your date is ready for the arm sneak. On the other hand, if your date shrinks back, asks that you kindly remove your arm or looks horrified, then it's either too soon or it's never going to happen. Be polite and remove your arm with a short apology and simply move on by suggesting that the two of you do something else. The implications of the response may be something you need to reflect on, and you may even need to discuss the future of your relationship after some reflection.
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Method 2
Method 2 of 2:

The classic yawn and drop arm maneuver

The yawn/cough or stretch move may still work, however this move has been played to death in numerous teen comedies so if you try it, have a sense of humor as you may get busted. It's provided here for your information, just in case you think you can get away with it.

  1. 1
    Choose the right place. This move can be made at the movies, in a bar, wherever you're seated together, etc.
  2. 2
    Wait for your date to appear at ease. This includes signs of having settled in comfortably, not talking too much (nerves) and enjoying the occasion.
  3. 3
    Start yawning. Bring your hand up to your mouth to "stifle" the yawn.
  4. 4
    Follow the covered yawn action with a stretch. Raise the arm closest to your date into the air behind you as part of the fake stretching post-yawn. Leave it there for at least 5 seconds to convince your date you are really yawning.
  5. 5
    When bringing your arm back down, oops, it appears to have rested on the shoulders of your date rather than returning to your side. Done.
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Warnings

  • Never try this move if you’ve just arrived home from the gym, have been in bed with the flu or simply haven’t showered in days. The arm around the shoulder move will release your inner “essence” and you don’t want that “essence” to be the odor of funk.
    ⧼thumbs_response⧽
  • When attempting this move, make sure you land squarely on the shoulders or mid-back. Never use this move to grab at your date’s buttocks. In most cases that would be considered assault until you're far more intimately involved.
    ⧼thumbs_response⧽
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About This Article

Connell Barrett
Co-authored by:
Dating Coach
This article was co-authored by Connell Barrett. Connell Barrett is a Relationship Expert and the Founder and Executive Coach of Dating Transformation in New York City. Connell has over five years of experience as an international coach who helps men connect with women by unlocking their best, true, most confident selves. He is the author of the Amazon bestseller “Dating Sucks but You Don’t,” and has appeared on Good Morning America, the "Today" show, Access Hollywood, and in Best Life, Cosmopolitan, and The Oprah Magazine. In 2019 he was named Datezie.com's “New York City’s Best Male Dating Coach." This article has been viewed 249,893 times.
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Co-authors: 24
Updated: March 13, 2023
Views: 249,893
Categories: Featured Articles | Dating
Article SummaryX

Putting an arm around your date is a great way to break the touch barrier. Wait for a moment when you’re both feeling relaxed and having fun. If you notice your date leaning close to you, making lots of eye contact, and smiling a lot, they might be ready. If you’re sitting together, try the classic yawn-and-stretch maneuver. After you stretch your arms, slip one of them around your date’s shoulders instead of putting it back down at your side. Or, if they’re cold, put your jacket around their shoulders and then leave your arm there. You can also try something a little more playful—for example, say something like, “If you were a pirate, would your parrot sit on this shoulder, or this one?” If your date leans in and gets cozy, that’s great! But if they move away or act uncomfortable, move your arm and apologize. Don’t make a big deal out of it—just move on. To learn how to choose the perfect moment to sneak your arm around your date, read on!

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