Wingman A.I. - Rizz & Dating
AI Texting Reply Assistant
About
This AI-powered keyboard assists with crafting instant, context-aware text replies across any messaging app. Choose from various response types and personality tones to ensure your messages are always engaging and appropriate. It offers a full typing experience with autocorrect and emoji support.
What's New in Wingman A.I.
2.0.0
March 21, 2026
Grok, the new AI, has joined the squad! Pro users can now switch models in the Settings. Additionally, Wingman looks great on iPad, and the Pro upgrade screen has been improved. Keep winging it!
MoreSubscription plans
Wingman Pro Yearly
Unlimited replies, all tones & response types unlocked
Developer apps
FAQ
How many AI replies does Wingman offer for free?
The free plan for Wingman includes 5 AI replies per day. This allows users to test the core functionality before considering a subscription.
What response types are available in the free version of Wingman?
The free plan offers 3 response types: Flirt, Icebreaker, and Comeback. Users also have access to 2 tones (Chill & Funny) and 2 options per request.
Does Wingman have ads?
Wingman does not contain advertisements. The app is free to use with limitations, and offers a premium subscription for full access.
What are the subscription options for Wingman Pro?
Wingman Pro is available as an auto-renewable subscription for $4.99 weekly or $29.99 yearly. Both plans include a 3-day free trial.
Can Wingman analyze screenshots for context?
Yes, Wingman Pro offers photo and screenshot analysis to understand conversation context. This feature helps generate more relevant and accurate replies.
What AI models does Wingman Pro use?
Wingman Pro utilizes advanced AI models, including ChatGPT and Grok AI, to provide sophisticated and context-aware responses.
How do I cancel my Wingman Pro subscription?
You can manage and cancel your Wingman Pro subscription within your Apple ID account settings. Cancellation must be done at least 24 hours before the end of the current subscription period.
What is the age rating for Wingman?
Wingman has an age rating of 17+. This is due to the nature of some of the communication styles and potential content it can generate.