How to Use Wingman
Everything you need to know to get the most out of Wingman. How your chats work, how to track the people you're talking to, and how to use every feature to its full potential.
How Wingman Works: Your Chat vs. Romantic Interest Chats
This is the most important thing to understand about Wingman, and what makes it different from every other dating AI you've tried.
Wingman doesn't use multiple chat threads like other messaging apps. You have one chat, your personal, ongoing conversation with Wingman. It lives on your home page. This is where you ask general dating questions, get advice, talk through situations, and use any feature. Think of it as your direct line to a dating coach who already knows your situation.
But here's where it gets powerful. When you add a romantic interest (someone you're talking to, dating, or interested in), they get their own dedicated chat. One thread, just for them. When you're in Sarah's chat and you ask "what should I text her?", Wingman already knows you're talking about Sarah. It knows her attachment style, what stage you're at, what's happened before. You don't have to re-explain the backstory every time.
The key idea: One chat for you. One chat for each person you're talking to. Every feature, every conversation, every piece of advice, all in context, all in one place.
Switching between chats is instant. At the top of the screen, you'll see avatar bubbles: your home bubble and one for each romantic interest. Tap any bubble to jump to that person's chat. Tap home to go back.
Your Home Page
Your home page has two tabs: Overview and Chat.
Overview
The Overview tab is your dashboard. It gives you quick access to every feature without having to type a message:
- Rate My Photo and Get Openers/Replies: the two most-used features, front and center
- Customize: update your profile details (name, goals, relationship status) so Wingman's advice stays relevant
- My Profile: view and edit your avatar
- More Features: opens the full feature menu (Compare Photos, Fix My Bio, Full Profile Review, Check My Vibe, Quizzes)
Chat
The Chat tab is your personal conversation with Wingman. This is where you ask questions, get advice, and use features. All results appear inline as cards you can tap to expand. More on this in the Using Chat section below.
Romantic Interests & the Dossier
A romantic interest is anyone you're talking to, dating, or interested in. Adding them to Wingman unlocks the most powerful part of the app: contextual coaching that actually tracks your situation over time instead of giving you generic one-off advice.
Adding a Romantic Interest
You can add someone from the + button in the bubble bar at the top of your screen, from the More Features menu, or from the romantic interests list. Give them a name, age, location, and your current status with them (Crush, Talking, Situationship, FWB, Casual Dating, Relationship, etc).
The Dossier
Each romantic interest has a Dossier, a living profile that grows as you use Wingman. Tap any romantic interest from the bubble bar and you'll land on their Dossier tab. Here's what it tracks:
- Relationship Status & Stage: where things stand (Matched, Texting, First Date, Multiple Dates, Intimate, Committed) and your current label (Crush through Relationship through Ex). Update these as things progress and Wingman adjusts its advice to the stage you're actually at.
- Theory of the Girl: her interests (tags like "hiking," "coffee," "dogs"), her attachment style (Secure, Anxious, Avoidant, Disorganized), and any other notes. The more you fill in, the more targeted the coaching gets.
- Basic Info & Logistics: birthday, age, where you met (Dating App, School, Bar, Work, Gym, etc.), location, timezone.
- Contact Info: phone, email, Instagram, Twitter, Snapchat, Discord. Everything in one place.
At the top of every Dossier you'll also find quick action buttons to jump straight into Get Openers/Replies or Chat About [Name] without switching tabs.
The Romantic Interest Chat
Next to the Dossier tab is the Chat tab. This is that person's dedicated conversation thread with Wingman. Everything you ask here, every conversation screenshot you upload, every feature you use is automatically tied to this person. Wingman always has the full context.
All the same features are available here. Tap the + button and you'll see the same menu as your home chat, but results are associated with this romantic interest.
Using Chat & Uploading Images
Whether you're in your home chat or a romantic interest's chat, the experience works the same way. Type a message and Wingman responds. But there's more to it than a basic chatbot.
Uploading Images
You can share images directly in any chat. Screenshot a conversation from Tinder, Bumble, Hinge, or whatever app you're using, and drop it into the chat. Wingman reads the screenshot and gives you real-time, context-aware advice based on what it sees.
This is one of the fastest ways to get help. Instead of typing out the entire conversation, just screenshot it and ask "what should I say?" or "is she interested?"
Inline Feature Results
When you use a feature from chat (via the + button), the results don't open a separate page. They stream in as an inline card directly in your conversation. You can tap the card to expand the full response, close it, and keep chatting.
Your chat history becomes the running record of every photo rating, every conversation analysis, every piece of advice you've ever gotten. It's all there to scroll back through.
Insights & Frame Score
Wingman doesn't just give you one-off advice. It learns from your conversations over time and surfaces things you might miss on your own.
Personal Insights
On your home Overview tab, you'll see an Insights Card. These are observations about your overall dating patterns: what's working, what's costing you, and where you can level up. They're generated automatically as Wingman picks up on trends across your conversations.
Per-Person Insights
Each romantic interest also has their own insights, visible in the Dossier. These are specific to that person and update automatically as you chat with Wingman about them. Things like patterns in her communication, shifts in interest level, or dynamics you might not have noticed.
Frame Score
Each romantic interest has a Frame Score, a rating that reflects where you stand in the dynamic. It tracks who's chasing whom, whether you're holding your frame, and how the balance is shifting. Tap the score in the Dossier for a full breakdown and actionable advice on how to improve your position.
Features Overview
Every feature in Wingman can be accessed in two ways:
- From the Overview tab: the two primary features (Rate My Photo, Get Openers/Replies) have dedicated buttons. Everything else is in the More Features menu.
- From any chat: tap the + button next to the text input and you'll see the full menu with Rate My Photo, Compare Photos, Fix My Bio, Full Profile Review, Get Openers/Replies, Check My Vibe, and Quizzes.
It doesn't matter where you trigger a feature. If you're inside a romantic interest's chat, the results are automatically tied to that person. If you're in your home chat, they're general.
Here's what each feature does and how to get the most out of it.
Rate My Photo
Upload any photo and get a detailed, honest rating. Not just a number, but a full breakdown of what's working (lighting, expression, setting, outfit) and what's costing you matches, with specific steps to improve.
How to use it
- Tap Rate My Photo on the Overview tab, or tap + in any chat and select it.
- Choose a photo from your gallery or take a new one.
- The analysis streams in real time as an inline card. Tap it for the full breakdown.
Tip: Test multiple photos before updating your profile. Rate them all, compare the feedback, and lead with the one that scores highest.
Compare Photos
Can't decide between two photos? Compare Photos puts them side by side and tells you which one is stronger and why. It's the fastest way to figure out which photo should lead your profile.
How to use it
- Open More Features from the Overview tab, or tap + in chat.
- Select two photos to compare.
- Get a detailed comparison with a clear winner and the reasoning behind it.
Fix My Bio
Paste in your current dating bio and get it torn apart and rebuilt. Wingman identifies what's cliche, what's actually working, and gives you a rewritten version you can copy straight to your profile.
How to use it
- Open More Features from the Overview tab, or tap + in chat.
- Paste your current bio.
- Get a line-by-line critique and a rewritten bio ready to use.
Full Profile Review
The most comprehensive profile tool. Instead of rating one photo or just your bio, a Full Profile Review analyzes your photos and bio together, the way she actually sees your profile. You'll get feedback on photo order, bio effectiveness, overall impression, and specific steps to improve.
How to use it
- Open More Features from the Overview tab, or tap + in chat.
- Upload your profile photos and enter your bio.
- Get a complete audit of your entire profile.
Get Openers & Replies
Upload screenshots of a conversation from any dating app (Tinder, Bumble, Hinge, or anything else) and Wingman reads the exchange, gauges her interest level, and tells you exactly what to say next. The suggestions match your voice, not a generic bot's.
How to use it
- Tap Get Openers/Replies on the Overview tab, or tap + in any chat.
- Upload one or more screenshots of the conversation. Add optional context if there's something Wingman should know ("she hasn't replied in 2 days," "we matched this morning").
- If you're in a romantic interest's chat, she's automatically selected. In your home chat, you can choose which romantic interest to associate it with.
- Wingman transcribes the screenshots, analyzes the conversation, and gives you suggested openers or replies.
Check My Vibe
Before you hit send, run it through Vibe Check. Upload screenshots of the conversation for context, and Wingman analyzes how your messages read. Are you coming across as confident or needy? Interested or desperate? You'll get an honest read on your texting style with specific suggestions to tighten it up.
How to use it
- Open More Features from the Overview tab, or tap + in chat.
- Upload screenshots of the conversation (up to 3).
- Add optional context about the situation.
- Get an analysis of your vibe with actionable suggestions.
Quizzes
Test your dating knowledge with scenario-based quizzes. Each quiz presents real-world situations (hookups, crushes, exes, online dating) and scores your answers with honest feedback and explanations for each question.
How to use it
- Open More Features from the Overview tab, or access Quizzes from the + menu in chat.
- Pick a quiz, answer the questions, and get a scored breakdown with analysis for each answer.
- You can retake quizzes anytime and view your previous results.
Customize Wingman
Wingman tailors its coaching to who you are and what you're looking for. From the Overview tab, tap Customize to update your details:
- Avatar: upload a photo so Wingman can identify your messages in screenshots
- Gender
- Relationship status: single, complicated, in a relationship, or married
- Romantic goal: hookup, girlfriend, pursuing a crush, getting an ex back, or improving a current relationship
- Extra details: anything else that would help Wingman give you better advice
Keep this updated as your situation changes. If you start out looking for hookups and then meet someone you actually like, update your goal and Wingman shifts its coaching accordingly.
That's everything. One chat for general advice, one chat for each person you're talking to, and a full suite of tools to help you at every stage — from picking your best photo to knowing exactly what to text next.
