# What Should I Ask? — Spark meaningful conversations > Conversation starter app for meaningful connections and deeper dialogue. (iPhone/iPad app by Jalen Bell.) - Source: https://appshunter.io/ios/app/what-should-i-ask/id6757575938 (this page in markdown: same URL + `.md`) - Developer: [Jalen Bell](https://appshunter.io/developer/1867350633) - Category: Lifestyle, Social Networking - Price: Free with in-app purchases - Rating: 5.00/5 from 3 App Store ratings · 2 written reviews indexed - Age rating: 9+ - Requires: iOS 15.1 · 45 MB - Languages: American English - Released: 2026-01-12 - Data updated: 2026-06-05 - Monetization: freemium - User reviews in markdown: https://appshunter.io/ios/app/what-should-i-ask/id6757575938/reviews.md ## What is What Should I Ask?? Skip the Small Talk. Start the Connection. [NEW] Unlock our full library with Premium! Plus, stay tuned for our upcoming Play Mode—interactive games designed for your next hangout. Great conversations don’t happen by accident—they start with the right question. What Should I Ask? is your personal conversation companion, designed to turn "how was your day?" into "tell me the story of..." Whether you’re breaking the ice on a first date or deepening a lifelong friendship, we provide the spark. WHY USE WHAT SHOULD I ASK? Beyond the Surface: Curated prompts that bypass clichés and lead straight to meaningful stories. A Deck for Every Moment: Hand-crafted categories for First Dates, Late Night Vibes, Family Bonding, Team Building, and Self-Reflection. Zero Friction: A clean, distraction-free interface designed to be used during a conversation without taking you out of the moment. Spark Meaning, Not Awkwardness: Questions designed by experts to feel natural, curious, and safe. PERFECT FOR: Dating: Move past the "interview" phase and truly see someone. Friendships: Discover things you never knew about your closest friends. Self-Growth: Use it as a digital journal for your own morning reflections. Dinner Parties: The ultimate icebreaker for any gathering. Stop wondering what to say next. Download What Should I Ask? and start the conversations that matter. Privacy Policy: https://docs.google.com/document/d/e/2PACX-1vQ75H0603l-E7IehgufBndaTWdapvkuC1kzxs1OUdYUZB8Z9Frf-xOYEXWPJCOCJie8jp-CZY29qAnD/pub Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ ## Key features - Curated conversation prompts - Categories for different moments - Distraction-free interface - Designed for meaningful dialogue - Icebreaker for gatherings - Self-reflection tool ## Pricing and in-app purchases Base price: Free. **Subscriptions** | Subscription | Price | Period | | --- | --- | --- | | Premium Access - Yearly | $19.99 | per year | | Premium Access - Monthly | $3.99 | per month | ## Recent user reviews (2 of 2) All indexed reviews: https://appshunter.io/ios/app/what-should-i-ask/id6757575938/reviews.md ### 5/5 — What Should I Ask? *2026-01-13, version 1.0* Love this! It’s got some amazing ice breaker questions and helped me dive into some deep conversations. Been fun to use! ### 5/5 — Love it! *2026-01-12, version 1.0* I didn’t realize how much I needed this app until I started using it. The questions are intentional, well-written, and lead to conversations that feel authentic and connecting. It’s great for couples, friends, or even self-reflection. I find myself reaching for it often. ## Frequently asked questions about What Should I Ask? ### What is the short name for "What Should I Ask?"? The short name for the app is "What Should I Ask?". ### Does What Should I Ask? have ads? No, What Should I Ask? does not contain advertisements. The app is free to download and use, with optional premium features available. ### What are the subscription options for What Should I Ask? Premium? What Should I Ask? offers two subscription plans: Premium Access Monthly for $3.99 and Premium Access Yearly for $19.99. These plans unlock the full library of prompts and upcoming features. ### What age rating is What Should I Ask? suitable for? What Should I Ask? is suitable for users aged 9 and older. This age rating indicates the content is generally appropriate for children and adolescents. ### How often is What Should I Ask? updated? The app was last updated on January 15, 2026, with version 1.1. This indicates recent development and ongoing support for the application. ### What devices is What Should I Ask? available on? What Should I Ask? is available on iPhone, iPad, and iPod devices. This broad compatibility ensures access for a wide range of Apple users. ### What kind of conversations can I have with What Should I Ask? prompts? The prompts are designed to move beyond superficial small talk and encourage deeper, more meaningful conversations. They are categorized for various situations like dating, friendships, family bonding, and self-reflection. ### How does What Should I Ask? compare to other conversation apps? What Should I Ask? focuses on curated, expert-designed questions that feel natural and safe, aiming to spark genuine connection rather than just fill silence. Its distraction-free interface is optimized for use during actual conversations. ## Version history (last 2 releases) ### 1.1 — 2026-01-15 We’ve introduced flexible subscription options! You can now choose between a monthly or yearly plan to unlock full access to all premium features. ### 1.0 — 2026-01-12 No release notes. --- *Data collected daily from the US App Store and indexed by [AppsHunter](https://appshunter.io/). User reviews are verbatim App Store reviews. Ratings, prices and chart positions refresh continuously; this snapshot is from 2026-06-05.*