99 Questions: Deep Talk
For better conversations
Only for iPhone
Free · In‑App Purchases · Designed for iPhone. Not verified for macOS.
iPhone
Better conversations start with better questions.
99 Questions is made for people who want to know each other beyond the obvious.
Whether you are meeting someone for the first time, spending time with friends, getting closer in a relationship or simply looking for a conversation that goes somewhere, 99 Questions gives you different ways to connect.
Inside the app, you will find seven conversation formats designed to make talking, thinking and getting to know each other more interesting.
QUESTIONS
Discover carefully selected questions for different situations and levels of depth.
From easy conversation starters to personal questions that reveal how someone thinks, feels and sees the world.
DEBATE
Choose a topic and discuss it from different perspectives.
In Opinion Mode, you argue your actual point of view.
In Debate Mode, you are assigned a position and have to defend it, even when you disagree with it.
A simple way to practise perspective taking, reasoning and understanding another point of view.
PHILOSOPHY
Explore questions about life, morality, relationships, identity, success and the way we see the world.
Philosophy is about questioning an idea, sitting with ambiguity and discovering how differently two people can think about the same thing.
You'll also find perspectives from philosophers to inspire new thoughts and help you see the question from a different angle.
QUIZ
How well do you really know each other?
Choose between Basic and Deep questions, guess the other person's answer and see your final score.
Sometimes the best part is getting the answer right. Sometimes it is realizing how much someone truly sees you.
FUN
Step outside reality for a moment.
Explore hypothetical scenarios, impossible choices and thought experiments designed to spark imagination, laughter and unexpectedly revealing answers.
MOST LIKELY
Perfect for friends, couples and groups.
Choose who is most likely to match a statement and discover the stories behind everyone's choices.
CONNECT
Keep the conversation going when you are apart.
Send someone a question together with your own answer. They see your answer only after giving theirs.
Both people answer independently, creating a more honest and equal exchange.
Because some things are easier to say when we take the time to write them down.
MADE FOR
First dates
Couples
Friends
Families
New connections
Long distance relationships
Dinner conversations
Road trips
Quiet evenings
Anyone who is tired of small talk
You probably already know a lot about the people in your life.
99 Questions helps you discover what you have never thought to ask.
Don't guess. Ask.
PREMIUM
The seven formats are part of 99 Questions Premium. The first 3 days are free.
Monthly: 4.99 EUR
Yearly: 44.99 EUR
The subscription renews automatically unless it is cancelled at least 24 hours before the current period ends. You can manage and cancel it in your iPhone settings under Apple Account, Subscriptions. Payment is charged to your Apple Account.
Terms of Use: https://blissandbeyond.de/terms
Privacy Policy: https://blissandbeyond.de/privacy
Ratings & Reviews
- This app hasn’t received enough ratings or reviews to display an overview.
What's new:
• Conversation and Quiz at the Basic level, now without a subscription
• Daily reminder with a different reflection prompt each day
• Confirm your email address with a code, on any device
• A short welcome for everyone who is new
The developer, Kira Henneberg, indicated that the app’s privacy practices may include handling of data as described below. For more information, see the developer’s privacy policy .
Data Linked to You
The following data may be collected and linked to your identity:
- Contact Info
- User Content
- Identifiers
Accessibility
The developer has not yet indicated which accessibility features this app supports. Learn More
Information
- Seller
- Kira Henneberg
- Size
- 43.8 MB
- Category
- Lifestyle
- Compatibility
Requires iOS 15.1 or later.
- iPhone
Requires iOS 15.1 or later. - iPod touch
Requires iOS 15.1 or later. - Mac
Requires macOS 12.0 or later and a Mac with Apple M1 chip or later. - Apple Vision
Requires visionOS 1.0 or later.
- iPhone
- Languages
- English
- Age Rating
13+
- 13+
- Contains
Messaging and Chat
User-Generated Content
Social Media
- In-App Purchases
Yes
- Premium Monthly $5.99
- Premium Yearly $39.99
- Copyright
- © 2026 Bliss & Beyond