Lame Lines, True Love? The 18 Most Eye-Rolling Pick-Up Lines That Somehow Scored

Here’s a chance to dive deep into a treasure trove of tried-and-true pick-up lines that resulted in flourishing relationships. From the conventional to the quirky, this compilation offers a fascinating glimpse into real stories of how a well-placed comment sparked an intriguing conversation, leading to a connection that stood the test of time. It’s time to grab your notepad and jot down these extraordinary tales!

The Drive-Thru Date

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Picture this! A young man pulls up to the window of a fast-food drive-thru. The employee, a sweet girl, hands him his order – a Big Mac and fries. Instead of accepting his order and driving off, the man tells her, “Hey, this isn’t what I ordered. I ordered a Big Mac, a fry, and a date with you!” Can you believe it? Not only did this incredibly bold pick-up line actually work, but it also resulted in a family! This one stands as a firm reminder that fortune indeed favors the bold.

The Airplane Admirer

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Now, here’s one for the books. A charming man approaches a lady and tells her, “Back in my day, we’d have painted you on the side of an airplane.” Imagine that! It’s a playful, nostalgic line that beautifully compliments her appearance while evoking images of a bygone era. 

The Piano Prodigy

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This isn’t a pick-up line but a pick-up performance. A guy sits at a piano in a bar, letting his fingers dance across the keys, drawing all eyes toward him. It’s not just about showcasing talent but also about creating an atmosphere that captivates everyone. It says, “Here’s what I’m passionate about. What’s yours?”

The Puppy Magnet

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A young man at a university decided to let a four-legged friend do all the talking. At every start of the school year, he’d pick a young dog or puppy from a shelter he volunteered at and bring it to campus. He didn’t utter a pick-up line or try too hard. Instead, he relied on the pup’s irresistible charm to attract the ladies. 

The Childhood Connection

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How about the man who met a girl he’d attended kindergarten and first grade in a bar? Instead of the typical small talk, he greeted her with, “So, what have you been up to since first grade?” A simple question that bridges a long-forgotten connection. A dozen years later, they’re happily married with a daughter!

The Honest Tease

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A man once approached a lady and laid it all on the line, “This guy looks like a jerk. I might be one too, but you’ll never know unless you call me.” It’s a bold move – a risky combination of bluntness, humor, and a hint of self-deprecation. And yet, it worked! 

The Long Drive

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A man known as “woman poison” among friends was fond of a woman who lived two hours away. Determined to prove his sincerity, he drove two hours to her house and left a book on her doorstep—a book they had discussed in their previous meeting. He didn’t wait to see her reaction or seek immediate validation. Instead, he clarified his intentions, drove back two hours, and left her to process his gesture. This thoughtful act won her over, leading to marriage, and a beautiful 1-year-old son.

The Six PM Plan

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A man played pool with his friend in their dorm commons when a stunning brunette caught their eye. Noticing her occasional glances, the man waited for the perfect moment to make his move. When his friend casually asked about his plans for the next day, he turned towards the girl, gave a knowing smile, and said, “Whatever she is doing at 6.” It left her surprised and giggling!.

The Fashion Compliment Strategy

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Sometimes, a compliment is all it takes to strike up a conversation with someone. A man once approached a lady and said, “Man, that’s a really cool blazer, don’t ya think?” It may seem like a trivial comment, but this pick-up line does two things brilliantly. The result? A pleasantly surprised woman and a successful conversation.

The Friendship Fishing

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Can fishing help in making friends? In this unique instance, yes! A man once responded to a curious lady’s question, “What are you doing?” with, “I’m fishing for friends.” This line is endearing and humorously innocent, instantly breaking the ice and building a connection. It shows that sometimes, being straightforward with a dash of quirk can lead to a successful meet-cute.

The Slope Stopper

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Imagine seeing a man hurtling down a skiing slope, losing his gear, and heading straight toward a girl standing at the bottom. At the very last moment, he spreads out his arms and legs, managing to stop just in time. Lying face up, looking at the stunned girl, he grins and says, “I’ve been trying to meet you all day.” It became a fun, memorable meeting that intrigued and amused the lady!

The NYE Resolution

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A man at a New Year’s Eve party saw a familiar face looking disappointed a few minutes before midnight. He approached her, asked about her melancholic expression, and she admitted her frustration about not having someone to kiss at midnight. What did the man do? He kissed her right through the countdown! This unplanned yet romantic encounter led to a relationship about to celebrate its 20th anniversary. 

The Paper Trick

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A clever man used to drop a piece of paper with his phone number near girls, pretending they had dropped it. They’d thank him, unaware that they were holding his number. The genius of this approach lies in its simplicity and the element of surprise. Unusual yet effective, this trick worked more often than not.

The Wing Chick

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A woman played the wing chick for her male friends, helping them make connections when they could not do so independently. She would approach potential matches, break the ice, and introduce her friends, setting up a comfortable conversation atmosphere. The success of this strategy is a testament to how friends can be powerful allies in the dating world.

The Survey Switch

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The story of the survey switch brings together a simple approach and a twist of humor. A man asked a woman if she wanted to take a survey. He handed over his phone when she agreed but on the ‘New Contact’ screen! It was a funny, smooth move that caught her off guard and sparked an interesting conversation.

The Blazer Buddy

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This line is as simple as it gets. A man approaches a woman and says, “Man, that’s a cool blazer, don’t ya think?” At face value, it’s just a compliment. But underlying the words clearly acknowledge her taste and style, immediately setting a positive tone for the interaction. Such compliments may seem trivial, but they are surprisingly effective in breaking the ice.

The Pool Plan

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A man playing pool with his buddies noticed a beautiful woman across the room. When one of his friends asked him about his plans for the next day, he pointed towards the woman and smoothly replied, “Whatever she is doing at 6”. This smooth, confident, and casual approach left her blushing, resulting in a date that blossomed into a nearly year-long relationship.

The Throwback Flatter Technique

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A man once approached a woman and told her, “Back in my day, we’d have painted you on the side of an airplane.” This is a cheeky, flattering pick-up line with a nostalgic twist that brings laughter and blushes. It shows that humor and charm are great in the dating arena.

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Twisted Icons: 17 Historical Figures Idolized by Society but Truly Horrible People.

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The 19 Most Overpaid Professions That Offer Little to Society’s Advancement

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Boomers’ Unyielding Attachment to the 60s: 10 Things They Absolutely Refuse to Let Go

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Memories of the “good old days” keep us trapped in the past. Baby boomers love to retell tales of how it was “in my day.” At the same time, millennials will tell them to get with the times. Being stuck in a time warp from which they don’t want to snap out of, here are things that baby boomers still think are fantastic.

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Men Share the 12 Most Unattractive Hobbies Women Enjoy That Make Them Run for the Hills: Fact or Fiction?

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Are there hobbies that send men running for the hills? Is it the avid knitting or the extreme couponing that leaves them perplexed? Or could it be the unusual fascination with insect taxidermy that sends shivers down their spines? While we all have our unique interests and pastimes, there seems to be a list of hobbies that some men find a little… bewildering.

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