Stop running out of things to say.
Start conversations that actually matter.

150+ timeless questions organized into guided sessions and a 30-day path, so you never run out of things to say again.

FOUNDERS SALE

Founders price: $15 $25. Available for the first 100 customers, then price goes up.

+ local tax where applicable

Built for people who want more than small talk

Couples

Make date night feel new again.

Friends

Turn hangouts into the conversations you remember.

Family

Get stories and perspectives you've never heard before.

What you get

150+ timeless prompts, organized by relationship & depth

Carefully written questions you can reuse for years, grouped by who you're talking to (partner, friend, family, or coworker/manager) and how deep you want to go (light, deeper, real talk).

10 guided "Closer Sessions" for specific people in your life

Ready-to-use 45-60 minute sessions designed to bring you closer to one person at a time: a friend, a romantic partner or date, a family member, or someone at work. Just pick the relationship and follow the questions in order.

A daily question for self-reflection or connection

A simple "question-a-day" path you can use alone (self-reflection) or with someone else. Start light and gradually go deeper over 30 days to build the habit of real conversation.

Quick-start "3 Question Shuffle"

Short on time? One tap gives you three questions (one light, one deeper, one real-talk) so you can have a meaningful conversation in the next 10 minutes without thinking about what to ask.

Access from any device

Everything lives in your private AskForever hub. Works on any phone, tablet, or computer with a browser. No app to install, no PDFs to manage.

How AskForever works in 3 minutes

1

Pick a moment

Date night, long drive, dinner with friends, or catching up with family.

2

Choose your path

Log into AskForever from any browser, choose a guided session or the 30-day path, and just read the next question on the screen.

3

Ask, listen, connect

Follow the prompts, one question at a time. No prep, no awkwardness, just real conversation.

FOUNDERS SALE

+ local tax where applicable

Hi, I'm George. I've always been the guy who wants to skip small talk.

The best moments of my life have come from deep, honest conversations, with partners, friends, and even people I'd just met. The kind where you walk away thinking, "I didn't know we could talk like that."

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AskForever is my way of turning all the "I wish we talked like this more often" moments into something you can actually repeat on purpose. I'm not a therapist, coach, or relationship guru. I'm just someone who got tired of waiting for great conversations to happen randomly. So I started designing them.

I've spent a ridiculous amount of time writing, testing, and organizing questions so that:

  • You're never stuck wondering what to say next
  • You can choose how deep you want to go
  • You can come back to the same questions years later and get completely different answers

These are evergreen prompts. They grow with you.

AskForever exists for people who:

  • Feel like their relationships deserve more than small talk
  • Want to really know the people in their life
  • Don't need games or therapy-speak, just real questions that work

If that's you, you're in the right place.

I'm still learning and struggling with this stuff myself. The difference now is: instead of just feeling bad about it, I'm building tools you can use too.

If you want help having your next real conversation, start here:

Unlock all 150+ questions, 10 guided sessions, and the 30-day path for a founders-only price of $15.

One tiny price for endless conversations

FOUNDERS SALE
$15

One-time payment

Instant digital access, lifetime updates to this pack.

7-Day Money-Back Guarantee

If you try it within 7 days and don't have at least one better conversation because of it, email us and we'll refund you. No forms, no hoops.

+ local tax where applicable

Quick Questions

Is this a physical card deck or PDF?

Neither. AskForever is 100% online. You'll get a login to a private page with all the questions and guided sessions, designed to work on any phone, tablet, or computer.

Can I use it on my phone?

Yes. Just open your email receipt, tap the login link, and you're in. Most people use it right from their phone during date night, a walk, or on the couch.

Is it only for couples?

Not at all. Use it with friends, family, new acquaintances, or even solo for self-reflection.

Will there be new questions?

Yes. Once you're in, you'll have the option to subscribe for fresh weekly sessions. Cancel anytime.