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comparison / 2026

stop asking chatgpt how to text her.
it doesn't know.

try asking chatgpt to write a flirty opener. you'll get something that makes women physically cringe. AI defaults to corny or creepy because that's what's in its training data. we spent months untraining that.

why ChatGPT is terrible at this

ChatGPT is the most powerful general-purpose AI in the world. it can write code, summarize research papers, and explain quantum physics. it cannot flirt.

this isn't a bug. it's structural. ChatGPT is trained via RLHF to be helpful, harmless, and honest. the "harmless" part is what kills you. flirting requires risk, ambiguity, tension, and edge. ChatGPT's safety training actively suppresses all of that.

the result: every dating text it writes sounds like it was written by HR. proper grammar. exclamation marks. "I'd love to hear more about..." structures. women spot it instantly.

ChatGPT's verbal tics (dead giveaways):

I couldn't help but notice... That's really cool! I'd love to hear more about... No pressure at all! Whenever works for you! Hey [Name]! absolutely definitely Sounds like you...

spot the difference

you (overthinking)
Hey! I saw you like hiking, that's so cool! I just did a trail last weekend. What's your favorite spot?
haha nice
Yeah it was amazing! The views were incredible. Do you go often? I'd love to hear about your favorite trails!
read 2 days ago
ChatGPT
Hey! I love your hiking photos -- you clearly have a great sense of adventure! I'd love to hear about your favorite hikes! :)
thanks lol
Haha no problem! So are you more of a mountain person or beach person? I bet either way you make it look amazing!
unmatched
The Guy
my mom warned me about you
oh no why
idk she just pointed at your picture and started weeping
omg what
orange flag
excuse you! unmatch me then
orange means floor it [number]
this better be worth it
number exchanged

you and ChatGPT wrote essentially the same message. compliment, question, exclamation mark. one sounds like a real person trying too hard. the other sounds like a chatbot trying too hard. she can't tell the difference because there isn't one.

The Guy opened with something absurd. she leaned in. he built tension. he pivoted. 8 messages. number. no emojis. no compliments. no questions about hiking.

things ChatGPT actually generates

these aren't strawmen. paste these prompts into ChatGPT yourself.

she said "haha maybe" to a date suggestion

ChatGPT
Haha, I totally understand! No pressure at all. Whenever you're free, just let me know and we can figure something out. I'm pretty flexible! :)

immediately capitulates. zero confidence. "no pressure at all" is people-pleasing. she suggested "maybe" and he responded with "whenever works for you." attraction: deleted.

after a good first date

ChatGPT
I had such a great time last night! You're really easy to talk to and I loved hearing about your travel stories. We should definitely do that again sometime!

generic. could be sent to anyone. no callback to anything specific or memorable. "we should definitely do that again sometime" is the least committal commitment ever made.

she hasn't responded in 2 days

ChatGPT
Hey! Just wanted to check in and see how your week's going. Hope everything's good!

the classic "check-in" text. signals neediness. adds zero value. communicates that you've been counting the hours since her last message. she knows. and now she cares less.

the Swiss Army knife problem

you wouldn't use a Swiss Army knife to perform surgery. so why are you using a general-purpose AI for the most nuanced form of human communication?

ChatGPT is brilliant at a thousand things. dating texts aren't one of them. it has no model of attraction. no understanding of push-pull dynamics. no concept of investment matching, escalation pacing, or reading subtext. it treats every message as a standalone customer service interaction.

The Guy was built from the ground up to solve the specific problem that general AI cannot: sounding like an actual charming person over text.

feature comparison

featureChatGPTThe Guy
purposegeneral-purpose AIdating text specialist
output1 generic reply3 ranked alternatives + justification
subtext analysisx treats messages at face value> reads what she actually means
coachingx none> explains why each option works
toneHR department energycalibrated, flat delivery, human
safety filterskills all tension and edgeedge without manipulation
stage awarenessx none> opener / mid-convo / close
detectabilityinstantly detectablesounds like a real person
pricingfree / $20 Plus / $200 Pro$59/month or $149/quarter
philosophy"helpful, harmless, honest""text like you're not overthinking"

frequently asked questions

can I use ChatGPT for dating texts?
you can, but you'll sound like every other guy using ChatGPT. the outputs are recognizably AI — proper grammar, exclamation marks, "I'd love to hear more" structures. women on dating apps spot it instantly. it's becoming a red flag.
why does ChatGPT sound so cringe when flirting?
ChatGPT is trained via RLHF to be helpful, harmless, and honest. the "harmless" part kills dating texts. flirting requires risk, ambiguity, tension, and edge — all things safety training suppresses. the result: every output sounds like it was written by HR.
is The Guy just ChatGPT with a custom prompt?
no. The Guy uses a completely different model built on a completely different philosophy. it's not ChatGPT with a wrapper — it approaches dating texts in a way you won't find anywhere else. you can't prompt-engineer ChatGPT into this. the limitations are architectural.
how is The Guy different from using ChatGPT?
ChatGPT gives you one generic reply with no context awareness. The Guy gives you 3 ranked alternatives, analyzes what her message actually means, coaches you on why each option works, and tracks conversation stage. ChatGPT is a Swiss Army knife. The Guy is a scalpel.
is it worth paying $59/month when ChatGPT is free?
ChatGPT is free and actively bad at dating texts. The Guy users average 12 messages from match to date. you're not paying for text generation — you're paying for texts that work.

ChatGPT can't flirt.

stop asking it to.

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