150+ timeless questions organized into guided sessions and a 30-day path, so you never run out of things to say again.
Founders price: $15 $25. Available for the first 100 customers, then price goes up.
+ local tax where applicable
Make date night feel new again.
Turn hangouts into the conversations you remember.
Get stories and perspectives you've never heard before.
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).
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 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.
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.
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.
Date night, long drive, dinner with friends, or catching up with family.
Log into AskForever from any browser, choose a guided session or the 30-day path, and just read the next question on the screen.
Follow the prompts, one question at a time. No prep, no awkwardness, just real conversation.
+ 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."



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:
These are evergreen prompts. They grow with you.
AskForever exists for people who:
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-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
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.
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.
Not at all. Use it with friends, family, new acquaintances, or even solo for self-reflection.
Yes. Once you're in, you'll have the option to subscribe for fresh weekly sessions. Cancel anytime.