Naughty pick up lines
that lean into the mischief,
not the mess.

I'd help you with anything tonight. Anything anything. (That's flirting.)

My calendar's clear next weekend. Just letting you know. No reason.

Are you a thunderstorm? Because I had plans, but I'd cancel them for you.

If you play your cards right, I might let you win the first round of Mario Kart.

I’d let you borrow my favorite hoodie. This is a very serious offer.

I'm usually a very responsible person. Usually.

I'd trust you with my Netflix password. That's how I know this is serious.

I was told to look for trouble. Have you seen any around here?

My plants are thirsty. I think they're trying to tell me to invite you over for a drink.

You look like you'd be fun to get stuck in an elevator with.

I have a talent for opening stubborn jars. Just a useful skill I thought you should know.

I'm trying to be good, but then I saw your profile.

I bet you’re the kind of person who gives really good... advice.

You have a nice smile. I bet it gets you out of a lot of trouble.

Quick question — are you up to anything you shouldn't be tonight? Asking for two reasons.

Be honest, do you ever get bored of being well-behaved? Curious.

I have a suggestion for tonight. It's a slightly-bad suggestion. Want to hear it?

What's the most trouble we could get into on a Wednesday? I'm taking notes.

Are you a rule-follower or a rule-breaker? Your answer determines our first date.

Hypothetically, if I suggested we skip our responsibilities for an adventure, what would you say?

On a scale of 1 to 'spontaneous road trip', how's your Friday looking?

Quick question: what’s a small, harmless rule you secretly love to break?

Do you believe in making bad decisions for the sake of a good story? I have some ideas.

What’s your go-to excuse for getting out of plans you don't want to attend?

If we were to commit the perfect crime, what would it be? Mine involves stealing puppies.

So, what kind of trouble are you? The fun kind, I hope.

Are you the type to plan things out, or should I just tell you when to show up?

Is it too soon to ask what your alibi is for this Saturday night?

Are you currently accepting applications for a partner in questionable life choices?

What's the worst idea you've ever had that actually turned out awesome?

Okay, be honest. What’s something you’ve pretended to like to impress a date?

What’s something you’re terrible at that you’d let me teach you?

I dare you to tell me a secret. Is that too forward for a first message?

If we planned an escape, where would we go and what snacks would we bring?

I have a tiny crush on you. The tiny crush is being slightly inappropriate about it. Hi.

Calling it — you're going to make me misbehave with my afternoon plans. Specifically, ignore them.

I'd like to file a complaint about your photos. They're affecting my decision-making.

You seem like the kind of person I'd cancel my plans for. Glad I don't have any.

You have a vibe that makes me want to be slightly less responsible this week.

You look like you're about to make my phone's battery life a lot shorter.

You seem like someone who would be a dangerously fun influence on me.

You have a look that suggests 'adventure,' and I'm tempted to ask for the map.

You seem like the person my parents warned me about, in the best way possible.

You look like you would be worth breaking a few of my personal rules for.

You seem like my next favorite notification.

You look like the perfect excuse to skip the gym and get drinks instead.

You seem like you could talk me into just about anything. We should test that theory.

You have an energy that's making me seriously reconsider my 'early night' policy.

You have what I would describe as an extremely high-quality taste in... well, me.

Confession — I've checked your profile four times. The fourth time was for research.

I had a perfectly polite opener prepared. This is not that opener.

Random confession — I'm slightly bad at not flirting. Currently demonstrating.

I confess, I'm already planning our first hypothetical argument about a TV show finale.

My confession is that I don't have a clever line. I'm just hoping my great taste is enough.

I admit it, I'm usually more mysterious than this. You've somehow broken my composure.

Okay, fine, I'm messaging first. You now owe me a really good story for my bravery.

I'm supposed to be making responsible adult decisions today. This message is not one of them.

I'm telling on myself: I almost sent you a really boring 'hey'. You deserve better.

Full disclosure: I'm probably going to be thinking about your profile for the rest of today.

I have to admit, I rehearsed this opening in my head. It sounded much cooler there.

Alright, confession time: I might have showed your profile to my best friend. They approve.

I'm not supposed to be on this app at work, but I'm glad I broke that rule.

Admittedly, my flirting strategy is just to be direct. How is it working?

I had a whole list of things to do today. Replying to you just became number one.

I'm aware this is slightly naughty. The slight naughtiness IS the move.

Disclaimer — I tend toward the cheekier end of pickup lines. Currently demonstrating.

I had four behaved openers. None felt right. So you get the slightly naughty one.

This is my formal attempt to be more interesting than the other matches in your inbox.

I'm trying to craft a perfect opener, but I think 'Hi, I'm interested' works too.