How to Flirt with Guys
#1 More Conversation Starters
"Did you seriously just [do something impressive]? That’s actually kind of hot."
React to something he does and call it out. Honest and confident flirt.
"Be honest: do you practice looking that confident or is it natural?"
Flirty and bold. Most men enjoy being called out in this way if it's lighthearted.
"Hey. I need to settle a debate. Are you more of a [morning guy / cat person / winter person]?"
Framed as a “mission” but it’s a door to a real talk and shared preferences.
"Hey. Are you always this focused or are you just trying to look impressive today?"
Playful teasing that flatters. Great for catching his attention in a lighthearted way.
"You know you walk like someone who’s been in a fight… did you win?"
Flirty teasing with masculine energy. Works well with athletic or confident guys.
"I like your [shoes / bracelet / jacket]—where did you get that?"
Simple compliment. Great for neutral environments. Easy for him to reply to.
"Hey. I just realized I’ve never asked—what would you do if you won the lottery today?"
Unexpected opener. Light, creative, and encourages playful conversation.
"Hey. Can I ask your opinion on something dumb but important?"
Safe, effective starter. He’ll usually lean in to help and it builds rapport.
"Be honest—how many [pushups / coffees / girls] did you impress today?"
Flirty and teasing. Great with confident or cocky guys who enjoy the attention.
"You’re smiling at your phone. Should I be jealous or is it just a meme?"
Reacting to his behavior and opening up space for a personal or funny answer.
"Hey, do you ever stop being effortlessly charming, or is that just your thing now?"
Charming compliment. Implies attraction while sounding casual.
"Are you always this [chill / competitive / mysterious] or is this just a Tuesday thing?"
Soft compliment that leads into personal traits. Works almost anytime.
"Did you just laugh at that? Now I have to know what your sense of humor is like."
Jump on a shared moment or reaction. Great for bonding through shared experience.
"Sorry, random question. You seem like the type who never skips [gym / dessert / Sunday naps]. Am I right?"
Playful assumption with room for correction or jokes.
"You look like you know things. What’s the best [movie / series / restaurant] right now?"
Boosts his ego and invites him to talk. Great neutral ground to flirt from.
"Okay, I have to ask… what’s your secret? You always seem so [confident / put-together / happy]."
Warm opener. Opens space for sincere conversation and flirty undertones.
"You strike me as someone who thinks pineapple belongs on pizza. Prove me wrong."
Fun opener that sparks a playful debate. Good for teasing.
"I swear you always have this look like you’re up to something. True or false?"
Flirty accusation. Makes him explain himself in a fun way.
"I was just about to say something clever, but now I’m distracted. That’s on you."
Flirt disguised as banter. Slightly bold but fun and disarming.
"Is that [watch / cologne / shirt] new or are you just trying to get compliments today?"
Fun and suggestive. Opens space to flirt if he’s responsive.
"Wait, did you always have that [tattoo / shirt / haircut] or am I just noticing now?"
Pretend surprise and curiosity. Opens the door to a compliment or story.
"How come I’ve never seen you [smile / this dressed up / lose at anything]?"
Notice something different and call it out with charm.
"(Accidentally bump into him) Oh wow—sorry! I should watch where I’m going… unless that was fate."
Funny and flirty. Physical proximity makes it natural. Lets him respond with a smile or tease back.
"Okay, serious question—are you secretly famous or just giving off main character energy?"
Trendy phrase. Teasing and flattering.