# Deep Conversations vs WingsuitFlight

The clearest difference is in-app purchases: WingsuitFlight at none against Deep Conversations's 5. WingsuitFlight also leads on update cadence (every 2 weeks vs every 2 months). On price, ads, device support and iOS requirement there is nothing between them.

Both are free to download. Deep Conversations sells 4 in-app purchases, starting at $4.99 per 7 days. WingsuitFlight asks for nothing beyond the download.

Deep Conversations ships an update every 2 months, WingsuitFlight every 2 weeks. The most recent releases landed on October 7, 2026 and October 10, 2026 respectively.

## The numbers

| Metric | Deep Conversations | WingsuitFlight |
| --- | --- | --- |
| Price | Free | Free |
| Rating | **[4.5 (26 ratings)](https://appshunter.io/ios/app/deep-conversations/id6747319544/reviews)** | — |
| Number of ratings | **26** | — |
| In-app purchases | Yes | **No** |
| Ads | No | No |
| Update frequency | Every 2 months | **Every 2 weeks** |
| Monetization | Free with in-app purchases | — |
| Size | 27 MB | 41 MB |
| Requires iOS | 18 | **17.6** |
| Devices | iPhone | iPhone |
| Age rating | 17+ | 9+ |
| Developer | [Alexander Parnev](https://appshunter.io/developer/1645934480) | [Juergen Schneider](https://appshunter.io/developer/1835464170) |

## What reviewers say

### Deep Conversations

[App page](https://appshunter.io/ios/app/deep-conversations/id6747319544)

This app provides thought-provoking questions to move beyond small talk and foster deeper connections. Explore curated prompts on various themes to build trust and understanding with partners, friends, or new acquaintances.

**Highlights:** Thought-provoking question prompts, Themes like love, values, and mental health, Build connection and trust, Suitable for couples, friends, and dates, Simple, distraction-free interface

**Features:** macOS Compatibility, Vision Pro support

**In-app purchases (4)**

| Purchase | Price | Billing |
| --- | --- | --- |
| Pro | $4.99 | per 7 days |
| Pro | $4.99 | per 7 days |
| Pro | $19.99 | per year |
| Lifetime Access | $9.99 | one-time |


### WingsuitFlight

[App page](https://appshunter.io/ios/app/wingsuitflight/id6792124048)

**In-app purchases:** none


## Frequently asked questions

### Is Deep Conversations free?

Deep Conversations is free to download, with in-app purchases available.

### Is WingsuitFlight free?

WingsuitFlight is free to download, with no in-app purchases.

### Do Deep Conversations or WingsuitFlight have ads?

Neither Deep Conversations nor WingsuitFlight shows ads.

### Which is updated more often, Deep Conversations or WingsuitFlight?

Deep Conversations ships an update every 2 months, and WingsuitFlight every 2 weeks. Most recently, Deep Conversations was updated on October 7, 2026 and WingsuitFlight on October 10, 2026.

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*Compared by [AppsHunter](https://appshunter.io/) from daily US App Store data. Review summaries are generated from verbatim App Store reviews.*