Awkward AI
10 varied drafts · 5 tones · no signup

Stop rewriting that one text.

Awkward AI is a creative writing tool for the messages you keep drafting. Pick a situation, pick a tone, copy the draft that sounds the most like you.

Built for people who rewrite the same message twelve times and still hit send with dread.

heyawkward.com/new

SITUATION

Need to skip my friend's birthday dinner — last minute. Don't want her to think I bailed.

TONE

funnywholesomeprofessionaldramaticblunt
DRAFT 01 · low riskcopy

Babe, my whole body just gave up on me — I'm so sorry. Today's been chaos and I won't be the version of me you deserve tonight. Can I take you out properly this weekend, just us?

DRAFT 02 · low riskcopy

I'm so bummed — I'm not going to make tonight. I want to celebrate you properly when I'm not running on fumes. Save me a slice of cake?

generating draft 03 of 10…

10

Drafts per run

5

Tones

3

Categories

<5s

Typical full set

Three things we do really well

Skip it. Own it. Say it.

Three categories that cover ninety percent of the texts you've been avoiding all week.

How it works

Three steps. Most people use it in under a minute.

01

Pick a category and a tone

Excuse, apology, or hard talk. Then funny, professional, wholesome, dramatic, or blunt.

🪄Excuses🌿Apologies💬Difficult convos
funnyprofessionalwholesomedramaticblunt

02

Tell us the situation in your words

Be specific — better input, better output. Mention who it's for if it matters.

I overslept the 9am all-hands and missed the start. Want to slip in without making it a whole thing.
Professional

03

Copy the one that sounds like you

We hand you 10 varied drafts plus a quick guide on how to actually send it.

Quick heads-up — flight delay means I’ll miss the 4pm…
Joining late, no need to wait on me — I’ll catch up async.
I’ll be 10 minutes behind. Carry on without me; I’ll listen back.

Pick your flavor

One situation. Five wildly different ways to say it.

Same flight delay. Five tones. Tap a tone to see how the draft changes — then generate your own.

Situation

I told my team I'd join the 4pm all-hands but my flight got delayed

Sample draftProfessional

Quick heads-up — flight delay means I'll miss the 4pm. I'll catch the recording tonight and follow up by EOD tomorrow on anything time-sensitive.

This is a static sample. Your run gives you 10 fresh drafts.

Generate this in professional

What you get

Everything, free for now.

No tiers. No locked tones. No card required.

  • All 5 tones — funny, professional, wholesome, dramatic, blunt.
  • 21 generations per day. About three per tone, or one per minute of typical use.
  • Free forever, for now. If we ever introduce paid tiers, we promise 30 days notice and a real free tier.
Start your first one

Questions

Things people actually ask.

Your move

Got an awkward text to write?

No signup. Ten drafts. Five tones. Copy the one that sounds like you.

Or get three situations a week

Optional. Real moments, short emails, easy unsubscribe.