10 Flirty Ways to Get Him to Kiss You (Without the Awkwardness)

How to Get a Guy to Kiss You—The Natural, Confident Way

Dating after 50 can feel like stepping back into high school—especially when it comes to that first kiss. You might be out of practice, a little shy, or just unsure how to signal your interest. But here’s the good news: you’re wiser now. When the moment is right (and the guy is right), that first kiss will happen effortlessly. Still, if you want to nudge things along, these 10 tips will help you get him to kiss you—without the stress or guesswork.

10 Proven Ways to Get a Guy to Kiss You

First things first: Never force it. If your gut tells you he’s not interested, don’t push it. Consent and mutual excitement make the experience enjoyable for both of you. And always make sure he’s single—no exceptions!

1. Always Be Kiss-Ready

Before anything else, ensure your lips are in top shape. Chapped lips, cold sores, or sticky lipstick are major turn-offs. Brush your teeth, floss, and gargle for fresh breath. Toss a few mints or a pack of gum in your purse for good measure. You want to be ready when the moment strikes.

2. Draw Attention to Your Lips

Subtle cues can work wonders. A touch of lipstick and a little puckering can catch his eye. Try these flirty moves:

Cover your mouth when you laugh (especially at his jokes).
Bite the tip of your finger when he asks a deep question, as if you’re pondering your answer.
Lightly bite your lower lip while chatting with him.
Eat something lickable—ice cream, a popsicle, or a juicy peach—to naturally draw his gaze.

3. Invade His Personal Space (Tactfully)

Get close—physically. If it’s cold, snuggle in with a playful, “I’m so cold!” If you’re indoors, find a reason to lean in. Whisper something in his ear, or pretend to pick an eyelash off his cheek (even if there isn’t one). The closer you are, the easier it is for him to make a move. And if you can get him alone? Even better.

4. Lock Eyes (Then Let Them Wander)

Eye contact is powerful. It shows you’re engaged and interested. But here’s the secret: alternate between his eyes and his lips. Look into his eyes, then slowly let your gaze drift to his mouth. Hold it there for a second, then return to his eyes. Repeat. This subtle signal tells him you’re thinking about kissing him—and it’s incredibly effective.

5. Use Body Language to Your Advantage

Your body speaks louder than words. To signal interest:

Keep your posture open and relaxed—no slouching or crossed arms.
Face him directly, whether you’re standing or sitting.
Play with your hair, hold it off your neck, or adjust your necklace.
Tilt your head slightly to the side.

Playing hard to get is outdated. Confidence and openness are far more attractive.

6. Close the Gap

Lean in. Literally. Reduce the distance between you so he doesn’t have far to go. Tilt your head up (or down, depending on your heights) and lean in just enough to show you’re ready. This removes any doubt about your intentions.

7. Break the Touch Barrier

Physical touch builds intimacy. Lightly touch his arm when you laugh, brush his hand “accidentally,” or let your legs touch if you’re sitting side by side. These small gestures signal that you’re comfortable with physical closeness—and that he should be too.

8. Bring Up Kissing in Conversation

Plant the idea in his mind. Ask him playful questions like:

“When was your first kiss?”
“How would you rate yourself as a kisser?”
“Your lips look so soft—do you take care of them?”

Tease him about the fact that he hasn’t kissed you yet. The more you normalize the idea, the more likely he’ll act on it.

9. Just Ask Him

Some guys are oblivious to hints. Others are just as nervous as you are. If you’ve tried everything and he’s still not making a move, take the lead. Be direct but playful:

“When are you going to kiss me?”
“Do you want to kiss me?”

Confidence is attractive, and most men will appreciate your honesty. And if he says no? No big deal. There are plenty of other fish in the sea.

10. Take the Initiative

When all else fails, go for it. Graze his hand with yours, give him your best “come hither” look, and stare at his lips. Tell him how kissable they are, tilt your head, and slowly lean in. Sometimes, the best way to get a guy to kiss you is to kiss him first.

Kiss-Ready Essentials

Want to be prepared for that perfect moment? Here are a few must-haves to keep on hand:

Listerine Cool Mint Pocketpaks – Discreet, dissolvable sheets for instant fresh breath.
Cliganic USDA Organic Lip Balm Set – Six flavors to keep your lips soft and smooth.
Listerine Cool Mint Pocketmist – A light, refreshing mist that won’t overpower your partner.
Clarins Lip Comfort Oil – Nourishing oils in flattering shades for hydrated, kissable lips.

For more dating tips, check out Psychology Today’s relationship advice.