Hypothetically Speaking vs AskReal Deep Conversations
Price, ratings, monetisation and update history for both games, side by side — with what reviewers say about each.
Hypothetically Speaking
Engage in thought-provoking conversations by answering "what if" scenarios. Compare your choices with friends and the community, discover shared opinions, and spark debates. Explore over 1,000 questions across diverse categories.
- Answer "what if" questions
- Compare choices with friends
- Explore 1,000+ questions
- Daily challenges
- Community comparisons
- Personal stats
- Submit own questions
Read full descriptionHide full description
What would you do? Hypothetically Speaking turns “what if” questions into conversations. Make your choice, see how other players answered, then challenge a friend to the same questions and find out where you match—or where the debate begins. BUT THERE'S A CATCH Make your choice, then meet the catch: the same options, one new detail. Keep your answer or change your mind, then see how many players changed theirs. WHAT'S YOUR PRICE? Would you give up coffee for a year? Wear a banana costume to work for a month? Pick the lowest offer you'd accept, or refuse them all, and see how other players priced the same deal. Every amount is hypothetical; nothing is bought, sold or paid. PLAYLISTS Save questions into your own playlists for dinner, road trips or game night. Put them in any order and play them back anytime. Playlists stay on your device. CHALLENGE A FRIEND Finish a question or a round and send one friend a private link. They answer the same questions without seeing your choices. Once they finish, you both see every answer side by side and how many you matched. When it comes back, send one in return. No account needed. A NEW SET EVERY WEEK Every week brings five hand-picked questions on a theme, the same set for everyone. Finish it, then send it to a friend. MORE WAYS TO PLAY • More than 1,000 questions across seven categories, from absurd and playful to deep and thoughtful. • The Daily Challenge and Today's Five, with an optional daily reminder. • Compare your choices with community results. • Pass & Reveal with people in the room. • Save favorites and explore your personal stats. • Submit your own hypothetical for review. • Optional playful reminders, four a day, only if you turn them on. No account is required to play. An internet connection is needed to send and complete friend challenges and to load the weekly set for the first time.
AskReal Deep Conversations
Discover thousands of thought-provoking questions designed to spark meaningful discussions. Move beyond small talk and awkward silences to create deeper connections with partners, friends, or anyone curious to explore. Turn everyday chats into memorable, engaging conversations.
- Thousands of conversation-starting questions
- Designed for couples and friends
- Moves beyond small talk
- Encourages deeper connections
- Suitable for icebreakers and games
- Simple to use: pick a question and ask
Read full descriptionHide full description
AskReal Better questions. Better talks. Some conversations just hit different. The kind where time disappears, you forget about your phone, and suddenly you're talking about things that actually matter. AskReal is built for those moments. Inside the app you’ll find thousands of questions designed to turn normal chats into real conversations — the kind that make people laugh, think, and open up a little more than usual. Not small talk. Not awkward silence. Just good questions. Sometimes the questions go deep. Sometimes they’re weird. Sometimes they start the kind of conversation that lasts all night. You can use AskReal with: • your partner • friends • someone you’re just getting to know • a group hanging out • or honestly… anyone curious enough to play along You might use AskReal as: • conversation starters • questions for couples • icebreaker questions • a questions game with friends Open the app, pick a question, and ask it. Ask a better question. See what happens next. Terms of Use: https://shinobiapps.com/terms-of-use/ Privacy: https://shinobiapps.com/privacy-policy/
Screenshots
Verdict
The clearest difference is rating: Hypothetically Speaking at 5.0 against AskReal Deep Conversations's 4.1. Hypothetically Speaking also leads on in-app purchases (none vs 1) and update cadence (weekly vs every 3 weeks). AskReal Deep Conversations's advantage is ratings volume (10 vs 1) and iOS requirement (13.0 vs 18.2). On price, ads and device support there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. AskReal Deep Conversations sells 1 in-app purchase, starting at $5.99 per 7 days. Hypothetically Speaking asks for nothing beyond the download.
Hypothetically Speaking holds the better App Store score, 5.0 against 4.1. That said, the two scores are not equally well evidenced: AskReal Deep Conversations has 10 ratings behind it against 1, so its average is the more settled of the two.
Hypothetically Speaking ships an update weekly, AskReal Deep Conversations every 3 weeks. The most recent releases landed on October 24, 2026 and October 25, 2026 respectively.
| Parameter | Hypothetically Speaking | AskReal Deep Conversations |
|---|---|---|
| Price | Free | Free |
| Rating | 5.0 (1 ratings) — better | 4.1 (10 ratings) |
| Number of ratings | 1 | 10 — better |
| Update frequency | Weekly — better | Every 3 weeks |
| Ads | No | No |
| In-app purchases | No — better | Yes |
| Monetization | Free — better | Free with in-app purchases |
| Devices | iPhone, iPad | iPhone, iPad, iPod — better |
| Requires iOS | 18.2 | 13.0 — better |
| Further details — not scored | ||
| Size | 23 MB | 40 MB |
| Age rating | 9+ | 12+ |
| Developer | Brightgrain LLC | Shinobi Apps |
Customer experience
Hypothetically Speaking
AskReal Deep Conversations
In-app purchases
Hypothetically Speaking
No in-app purchases
AskReal Deep Conversations
- Weekly Premium3 Days trial$5.997 Days
Questions
Is Hypothetically Speaking free?
Is AskReal Deep Conversations free?
Which has better reviews, Hypothetically Speaking or AskReal Deep Conversations?
Do Hypothetically Speaking or AskReal Deep Conversations have ads?
Which is updated more often, Hypothetically Speaking or AskReal Deep Conversations?
Other comparisons















