# Wingman AI: Chat Assistant — Confident messages, made easy

> Confident messages, made easy (iPhone/iPad app by Thomas Smith.)

- Source: https://appshunter.io/ios/app/wingman-ai-chat-assistant/id6793262075 (this page in markdown: same URL + `.md`)
- Developer: [Thomas Smith](https://appshunter.io/developer/6788506589)
- Category: Lifestyle
- Price: Free with in-app purchases
- Age rating: 17+
- Requires: iOS 15.1 · 35 MB
- Languages: American English
- Released: 2026-07-23
- Data updated: 2026-08-18
- User reviews in markdown: https://appshunter.io/ios/app/wingman-ai-chat-assistant/id6793262075/reviews.md

## What is Wingman AI?

Meet Wingman AI — your personal AI conversation coach that turns "I don't know what to say" into effortless, confident messages.

Whether you're breaking the ice, replying to a message, reviving a chat that went quiet, or sharpening your profile, Wingman AI helps you find the right words — tailored to the moment, the tone, and the person you're talking to.

WHAT YOU CAN DO
• Instant conversation starters — describe the situation and get openers, icebreakers, and follow-up questions in five distinct tones: Funny, Soft, Gentleman, Respectful, and Direct.
• Photo context — upload a photo and Wingman reads the scene, then suggests messages that reference what it sees.
• Personalized to who you're talking to — save people, keep notes on your conversations, and Wingman tailors every suggestion to them.
• Follow-up messages — never leave a chat hanging. Get reply options based on your actual conversation.
• The Vault — save your best lines, mark the ones that worked, and Wingman learns your style over time.
• Reminders — a gentle nudge to follow up so a good conversation never slips away.
• Tools — write a standout profile bio, get personalized outing ideas, and score a draft before you send it.

BUILT FOR EVERYONE
Set your preferences once — Wingman adapts to your voice and the kind of connection you're building.

Confidence in conversation is a skill. Wingman AI helps you practice it.

Terms of Use:
https://www.apple.com/legal/internet-services/itunes/dev/stdeula/

## Pricing and in-app purchases

Base price: Free.

**Subscriptions**

| Subscription | Price | Period |
| --- | --- | --- |
| Monthly Subscription | $4.99 | per month |
| Yearly Subscription | $39.99 | per year |



## Version history (last 2 releases)

### 1.1 — 2026-08-10

- App improvements

### 1.0 — 2026-07-23

No release notes.

## More apps by Thomas Smith

- [Parental Awareness](https://appshunter.io/ios/app/parental-awareness/id6788506587)

All apps by Thomas Smith: https://appshunter.io/developer/6788506589

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*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 2026-08-18.*