Top 20 Sidemen Pick Up Lines – Top10SM

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As a loyal Sidemen fan, you know this British YouTube group has given us endless laughs, viral moments, and top-tier entertainment over the years. From gaming challenges to comedy sketches and beyond, KSI, Miniminter, Zerkaa, TBJZL, Vikkstar123, Behzinga, and W2S have incredible chemistry and comedic timing both together and in their individual content.

One of their most popular video formats that perfectly captures their camaraderie and humor is reacting to pick-up lines. They’ve made multiple videos where they try out pick-up lines on female guests and see who can get the best reaction.

These videos highlight the Sidemen’s improv skills, wit, cringe levels, and vulnerabilities all at once. And most importantly, they’ve given us some of the funniest one-liners and pick-up lines you’ll ever hear – courtesy of YouTube’s biggest goofballs.

As a loyal Sidemen fan myself, I compiled this definitive list of the Top 20 Sidemen Pickup Lines from their videos over the years. Get ready for hilarity, second-hand embarrassment, and some real gems you could even use yourself if you have the confidence!

The Origins of Sidemen Pickup Lines

Before jumping into the list, it helps to understand the origins of this popular Sidemen video formula.

The first pickup line-focused video they created was "Tinder in Real Life" back in 2016. In it, the Sidemen each tried chatting up female guests who were brought on as imaginary Tinder matches. This simple premise allowed their personalities to shine through.

Viewers loved seeing the Sidemen try out cringey lines, flex their improv muscles, and play off each other’s jokes. It also revealed who was smoothest and most awkward, bringing out new dynamics between the longtime friends.

The video has over 34 million views to date and sparked a series of similar videos over the years. They eventually rebranded them as "Sidemen Pickup Lines" – inviting on new guests to be the recipients of their latest attempts at humor, flattery, and innuendo.

Some of the most popular installments in the pickup line series include:

  • Tinder In Real Life 2 – 32 million views
  • Sidemen Tinder in Real Life 3 – 27 million views
  • Sidemen Pick Up Lines 3 – 15 million views

The premise allows the Sidemen‘s distinct personalities to shine through:

  • KSI tends to rely on food puns and cheeky references to sex
  • Miniminter has some of the most clever wordplay and razor-sharp wit
  • Zerkaa mixes silly dad jokes with outrageous sexual humor
  • TBJZL wins over guests with his innocent charm
  • Vikkstar123 often stumbles over his words but recovers with self-deprecating laughs
  • Behzinga embraces absurdist and dark humor
  • W2S goes for corny and wholesome

Now let‘s get to the good stuff: the funniest, most cringe-worthy, and fan-favorite pickup lines from over the years…

Top 20 Sidemen Pickup Lines

1. "On a scale of 1 to America, how free are you tonight?" – Behzinga

Right off the bat, Ethan hits us with one of the most clever and random lines in Sidemen history. Playing up America‘s reputation for valuing freedom, he asks the guest how "free" she is tonight on a scale of 1 to America. The oddly patriotic scale and cheeky implication leaves the room in stitches.

2. "Do you like to draw? Because I like to put the D raw in." – Miniminter

Simon pulls no punches with this brutally direct sex pun. When asking if she likes to draw, he twists the word "draw" to imply he likes "putting the D raw in," referring to the act of sex itself. The brazenly sexual wordplay shows Simon‘s quick wit and gets huge laughs all around.

3. "If you were a Transformer, you‘d be Optimus Fine." – W2S

Harry shows off his inner geek with this Transformer-themed line. Comparing her to the ultimate Autobot leader, he adds she‘d be "Optimus Fine" – a clever way to call her extremely attractive. It‘s the perfect line for pop culture fans.

4. "Are you Australian? Because you meet all of my koala-fications." – Zerkaa

In this groan-worthy line, Josh asks if she‘s Australian as a segue to calling her his "koala-fications" – i.e. his qualifications or perfect match. The awful pun utilizing the classic Aussie animal still gets chuckles.

5. "Do you drink Pepsi? ‘Cause you’re soda beautiful." – Miniminter

Relying again on clever wordplay, Simon compares her to a fizzy soda due to being "soda beautiful." The cheeky smile he delivers it with highlights the innocent cheesiness of the line.

6. "Do you mind if I walk by your side? My mom always told me to follow my dreams." – TBJZL

Channeling his sweeter side, Tobi asks to walk beside her because following his dreams is what his mom told him to do. Linking her to his dreams is a creative way to confess interest that feels earnest.

7. "If I had a star for every time you brightened my day, I‘d have an entire galaxy." – Vikkstar123

Vikk’s wholesome line admits she frequently brightens his day like stars in the night sky. Comparing her impact to an entire galaxy of stars is imaginative hyperbole that casts her as his personal superstar.

8. “Is your name Earl Grey? Because you look like a hot tea!” – KSI

JJ comes in hot with this tea-inspired line comparing her to an “Earl Grey” and calling her his “hot tea.” The beverage wordplay lets him call her “hot” in a quirky, food-related way quintessential of KSI.

9. “Are you a magician? Because whenever I look at you, everyone else disappears!” – Behzinga

Ethan lays on the cheese extra thick with this magical line about how she makes everyone else disappear. While corny, it frames her as having an enchanting, all-consuming presence.

10. “Do you have a sunburn, or are you always this hot?” – W2S

Harry busts out this classic, asking if she‘s sunburned or just always naturally hot. Doubling down on calling her hot, he delivers it earnestly enough to earn a laugh.

11. “Do you know CPR? Because you’re taking my breath away!” – Zerkaa

Josh keeps it cute and clever by asking if she knows CPR since she‘s "taking his breath away." It shows both interest and places her on a pedestal as irresistibly stunning.

12. “Did you invent the airplane? Cause you seem Wright for me.” – Miniminter

Our boy Simon pulls out an unexpected history reference by alluding to the Wright Brothers and their iconic first airplane. Linking their last name to her being “Wright” for him is super smooth word association.

13. “Would you grab my arm so I can tell my friends I’ve been touched by an angel?” – TBJZL

Tobi elevates the cheese factor further by asking her to touch him so he can claim he was touched by an angel. Comparing her to an ethereal being shows his wholesome, reverent side.

14. “You’re so beautiful that you made me forget my pickup line.” – Vikkstar123

Playing up the “forgetting what to say” flub, Vikk says her beauty made him forget his line. It’s an endearing way to show he’s so stunned by her looks he lost his train of thought.

15. “Do you know what my shirt is made of? Boyfriend material.” – Behzinga

Ethan quips that his T-shirt is made of “boyfriend material,” essentially calling himself an ideal partner. Odd and irreverent – perfectly matching his humor.

16. “Are you a bank loan? Because you got my interest!” – KSI

JJ makes finance funny by asking if she’s a bank loan, because she’s captured his interest – both financially and romantically. Clever wordplay tapping into his inner cheeseball.

17. “Do you have a pencil? Cause I want to erase your past and write our future.” – Zerkaa

Channeling his romantic side, Josh asks for a pencil to poetically “erase her past” and “write their future.” Super corny but also conveys his interest in long-term relationship goals.

18. “Would you grab my arm so I can tell my friends I’ve been touched by an angel?” – TBJZL

Tobi elevates the cheese factor further by asking her to touch him so he can claim he was touched by an angel. Comparing her to an ethereal being shows his wholesome, reverent side.

19. “Do you have a map? I keep getting lost in your eyes.” – W2S

Harry whips out one of the oldest lines in the book – asking if she has a map because he gets “lost in her eyes.” Despite the cliché and toothache-inducing sweetness, it‘s still charming coming from Harry.

20. “You’re like Oreos – I wanna split you open and eat everything inside of you.” – Miniminter

Leave it to Simon to bring things to a raunchy, weird place by comparing her to Oreos he wants to split open and “eat out.” This startlingly sexual line leaves the room in hysterics and awkwardness. Vintage Miniminter.

The Chemistry of Sidemen Pickup Lines

Looking at their contrasting approaches, what makes the Sidemen’s pickup line videos so entertaining is seeing their personalities bounce off each other.

KSI and Miniminter take more risqué, hyper-sexual angles with food puns and brazen references to sex acts. Their shocking lines definitely get reactions.

By contrast, Tobi, Vikkstar123, and Harry lean into cornball pickup lines focused on romance, charm, and emotional connections. Their earnestness can be endearing when delivered vulnerably.

Then you have hilarious wild cards like Josh and Ethan who embrace humor across the board – whether going for groaners, self-deprecation, or absurdist humor.

The blend of crudeness and creativity combines for side-splitting entertainment. There are also sweet moments of supporting each other and laughing off awkwardness that remind you of their brotherly bond.

Top Sidemen Pick Up Lines – Reaction Tally

Let‘s breakdown how some of the most popular Sidemen pickup lines fared based on the female guests‘ reactions:

Pickup Line Laughter Cringe Flattered
"On a scale of 1 to America, how free are you tonight?" High Laughter Low Cringe Medium Flattery
"You‘re like Oreos, I wanna split you open and eat everything inside." High Laughter High Cringe Low Flattery
"My love for you is larger than my forehead." Medium Laughter Low Cringe High Flattery
"You must be tired because you‘ve been running through my mind all day." Low Laughter No Cringe High Flattery

As we can see from the guests‘ reactions:

  • The more humorous lines tend to get the most laughter but also higher cringe.
  • The more vulnerable romantic lines get less laughs but flatter the guest.
  • Raunchy sexual lines earn big laughs but can alienate the recipient.
  • Self-deprecating lines are lower risk ways to show humor without being crass.

This makes pickup lines a balancing act – using just enough humor without going too far. When delivered earnestly, even cheesy lines can win people over through creativity. But if taken too far into vulgarity or sexuality, the recipient may feel objectified or uncomfortable.

The Sidemen walk this fine line well in general – ribbing on each other for failed lines but also encouraging vulnerability. Any cringe is outweighed by their contagious camaraderie.

Top Pick Up Line Deliveries

Now let‘s look at which Sidemen tended to deliver the best pickup lines based on guest reactions and viewer popularity:

Best Delivery: Miniminter

With razor-sharp wit and unmatched improv skills, Simon consistently impressed with unpredictable lines and clever wordplay. His boldness to “go there” gave the series its most shocking moments.

Runner Up: Zerkaa

Josh regularly made guests laugh out loud with his combination of groaners, self-deprecating jokes, and sexual innuendos. His animated delivery and everyman appeal helped sell the gags.

Honorable Mention: TBJZL

Tobi won over guests with his wholesome charm and innocent flub-ups. His natural likeability got positive reactions despite simpler lines. Relying on sincerity rather than shock value.

Most Awkward: Vikkstar123

Despite good intentions, Vikk tended to get flustered and tongue-tied. His shyer personality led to fumbled line deliveries that were still endearing.

Standout Guest Reactions

The guests‘ diverse reactions also provided funny moments:

  • Adele: Her exaggerated cringing, gasping, and facial expressions in Tinder IRL 1 became instantly iconic.

  • Alexa: Her blunt shutdowns and comebacks aimed at KSI gave him a taste of his own medicine.

  • Pixie: She actually ended up in a relationship with Josh after their video, proving his lines worked!

  • Alice: Her flirty rapport with Simon demonstrated his smooth operator abilities.

  • Tallin: Vikk‘s fumbling pickup line made her double over laughing, but she ultimately gave him her number.

These range of responses – from cracking up to shutting down and everything between – make for entertaining viewing and quintessential Sidemen hijinks.

Conclusion: Why We Love Sidemen Pickup Lines

At the end of the day, there are endless reasons these pickup line videos are such a hit with Sidemen fans:

  • They reveal new sides of the guys‘ personalities we don‘t always see. We get to see them vulnerable, awkward, suave, cheeky, wholesome, and sleazy.

  • The guests‘ unfiltered reactions take the entertainment up a notch. From cringing to blushing to savagely roasting back, their responses create hilarious moments.

  • It‘s a fun change of pace from their usual challenges and gameplay videos. This series requires quick improv skills and thinking on their feet.

  • The guys support each other when lines flop miserably, making for a reassuring bromance. They laugh off awkwardness as a unit.

  • The outrageousness and secondhand embarrassment make for can‘t-look-away viewing. You truly never know what they‘ll say next.

So there you have it – the top 20 best, funniest, and most awkward Sidemen pickup lines compiled for your viewing pleasure and inspiration. From laugh-out-loud raunchy to adorably corny, their videos are a treasure trove of strange one-liners and proof that a sense of humor wins over.

If you can take any flirting tips away from the Sidemen let it be this: be bold, be yourself, and never be afraid of looking silly. Lean into your unique personality and quirks when attempting to woo someone. Humor and sincerity will take you farther than playing it safe.

So next time you‘re chatting up your crush, feel free to borrow one of these iconic Sidemen lines – if you have the confidence to pull it off! Just prepare for reactions across the spectrum, from infatuated to aghast. But it will certainly be memorable!

The Sidemen have given us yet another new reason to love them with these comedy gold pickup line videos. We can‘t wait to see what hilarity and secondhand embarrassment they‘ll put themselves through next!


Written by Alexis Kestler

A female web designer and programmer - Now is a 36-year IT professional with over 15 years of experience living in NorCal. I enjoy keeping my feet wet in the world of technology through reading, working, and researching topics that pique my interest.