How to Flirt with Women Online

#1 More Conversation Starters

"Not gonna lie, I was kind of hoping you’d message me first."
Confident and lightly vulnerable. Flirty but honest.
"Wait… are you secretly a [cat person]? Or am I imagining that?"
Guess something mildly quirky or fun. Easy way to dive into playful territory without being too forward.
"Random question: Would you survive a zombie apocalypse or would you panic first?"
Use an unexpected hypothetical to break the routine. Gets laughs and imagination involved.
"You seem like someone who would secretly [sing in the shower]. True or false?"
Funny and disarming. A light-hearted guess helps her feel seen and opens playful replies.
"Wait, do you actually believe in [horoscopes] or are you just pretending for the memes?"
Pick something she might have posted about. Makes it about her and invites a real opinion.
"Okay, so I need you to settle a debate: [pineapple on pizza]—yes or no?"
Classic polarizing question. Low effort but high engagement potential.
"You ever have one of those days where everything is annoying except [one person]?"
Suggestively flirty. She’ll know you’re talking about her without you needing to say it.
"You just give off [book lover] energy. Tell me I’m wrong."
Fun guessing game. Even if you're wrong, it creates easy follow-up.
"I need your opinion. You seem like someone who has good taste."
Set up for flirtation by complimenting her subtly. You can follow it with anything—music, clothes, etc.
"Hey. I just realized we haven’t talked in forever. That’s your fault, clearly."
Mock-blaming her is a playful way to re-initiate contact and make her smile.
"Hey. You changed your [profile picture] and didn’t warn me."
Start by noticing something she changed—profile pic, status, name. Shows attention and makes it personal.
"Okay serious question: How do you always look good in [every photo]?"
Flirty and confident. Meant to be flattering and attention-grabbing.
"You always type like you have secrets. That’s suspicious."
Playfully accusing her of mystery. Intriguing, makes her want to respond.
"Okay, your [emoji game] is on point. You practicing or just naturally charming?"
Flirty compliment based on something small. Builds momentum.
"What’s the most illegal thing you’ve done that you can confess in a text?"
Edgy without being creepy. Sparks curiosity. Adds a bit of spice.
"You posted that thing about [coffee], and now I’m craving one too. You’re a bad influence."
React to something she posted. Makes it personal and playful without pressure.
"Confession: I was about to text something cooler, but this is what came out."
Disarming honesty. Funny and self-deprecating. Makes her feel safe replying.
"You survived Monday. That deserves a trophy."
Humorous encouragement tied to the day/week. Low risk, playful, and opens the door for banter.
"I’m guessing you’re procrastinating just like me right now?"
Playful assumption. You’re subtly inviting her to connect over a shared guilty pleasure.
"(pretends to text someone else) Oh wait, wrong chat… unless you do want to talk to me."
Lightly flirty, confident, and playful. Feels spontaneous even if it's not.
"I’m bored. And your name came to mind. So, hi."
Simple but direct. Friendly and a little flirtatious.
"I feel like you have the best laugh. I’ve decided this with no proof."
Sweet and slightly flirty. She’ll likely respond with a giggle or curiosity.
"I just heard a song and it reminded me of you. No idea why."
Creates curiosity. Subtly flirtatious and slightly mysterious.
"Hey. You popped into my head out of nowhere. Weird, right?"
Implies she’s on your mind without being too forward. Friendly, mysterious, and personal.

Difficulty Score

50%

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