• More reply options at once: screen assist now suggests up to three different replies, such as playful, flirty or curious, so you can pick the one that sounds like you without asking again. • On iOS 27, Turn on in Wingmate Keyboard can start screen sharing right over your chat. Confirm Share Entire Screen and your first replies appear, with no switch to Wingmate. • A connection’s photo and name now stay at the top while you browse their notes and coach memories.

On iOS 27, turn on screen assist right from Wingmate Keyboard. Tap Turn on, confirm Share Entire Screen, then tap your chat app’s name at the very top left to return. Your first replies appear automatically.

Screen assist now prepares your first replies automatically after sharing starts and you return to the keyboard. Tap More replies whenever you want another set. Clearer setup instructions replace the confusing waiting screen, and we improved retry behavior and support for larger text.

Find the coach who fits your conversation. • Meet all four coaches: compare their styles and strengths, hear an intro, and choose who to coach with. • Clearer labels in light mode, including Hear intro and Use text. • A smaller download, with lighter Wingmate Keyboard and Share extensions.

Wingmate Keyboard is easier to use inside your dating apps. • Screen assist now has one on/off switch in Settings › Wingmate Keyboard, and it turns back on reliably after you turn it off. • In the keyboard, Turn off and Turn on are right on top, with the minutes left. • A simpler Wingmate Keyboard page: a two-step setup, then the switch. • Replies your coach already wrote stay put when an app closes and reopens the keyboard, and sent-over replies open first. • Smarter typing: back to letters after an apostrophe, "i" becomes "I", "im" becomes "I’m", your Text Replacements work, and the keyboard keeps one height. • Turn it on from Siri or Shortcuts: "Start Wingmate screen assist".

New in 1.5: your coach, right inside your keyboard. • Wingmate Keyboard: in your chats, tap Reply and your coach reads the conversation on your screen, then suggests reply ideas. Tap one to add it at the cursor without replacing your draft; edit and send it yourself. • Share to Wingmate: share a screenshot or text from another app to prepare replies, then use them from the keyboard. • Separate AI permissions for the app, Share and the keyboard, each one yours to turn off in Settings. Set up Wingmate Keyboard: 1. In iPhone Settings, go to General > Keyboard > Keyboards > Add New Keyboard and choose Wingmate. 2. Tap Wingmate in that list and turn on Allow Full Access. Live coaching needs the internet; ordinary typing stays on your device. 3. In Wingmate > Settings > Wingmate Keyboard > Use it in your chats, review screen AI permission and start screen assist. Confirm Apple’s sharing sheet, return to your chat, and choose Wingmate with the globe key. Tap a suggested reply to use it in your draft. The keyboard icon brings back the keys; Saved opens prepared replies. In Wingmate, Settings > Wingmate Keyboard > Try it here > Open practice chat lets you try it without sending a message.

Your coach now shows which app each conversation lives on, in words — pick Tinder, Hinge, Bumble, Instagram, Snapchat, Messages or Any app, and the coaching adapts to that app's own rules. Added Snapchat. Fixed a bug where choosing an app changed the icon but not the label, where a new chat inherited the previous conversation's app, and where editing a connection in Connections never reached an open chat.

A more focused chat layout keeps your coach and conversation together, with clearer History and New Chat controls. Tap a coach portrait to open their larger profile, or tap their name to choose among all four coaches and Auto. Shared screenshots keep their full proportions, and saved openers have a neater Copy button. Improved Auto coach selection for a first request with saved connection context, plus refinements for larger text.

New: Auto coach. Turn it on for a conversation and Wingmate chooses a coach for a new request, keeping the same coach for follow-ups. You can pick a coach yourself at any time, and each reply shows who answered. Your coaches have refreshed portraits and more natural movement when you listen to replies. Conversation headers keep your coach and connection in view. Replies are easier to scan, with clearer headings and suggested messages that are simple to copy, save and share. Openers, Connections, History and Settings are easier to read in light and dark mode, with better support for larger text and VoiceOver.

Redeem a code from the Plus screen. A code used to be redeemable only from Settings. That is the wrong place for it: when your free messages run out, the Plus screen is what you are looking at, and Settings sits behind a tab bar you cannot reach without closing it first. The Plus screen now offers redemption too. Your own messages are readable now. The text in your chat bubbles was white on a light accent colour, which is fine for "hey" and punishing for anything longer. It is now dark on the same colour, on every coach. The message box follows what you are typing. Past about six lines it used to stay stuck on your first paragraph while the words you were writing scrolled out of sight below the edge. Hit your daily limit as a subscriber and your message is no longer lost. It goes back into the box instead of disappearing along with any screenshots attached to it. Fixed: the connection picker could open away from the button that opened it once the list had been scrolled. The chat header showed a third busy indicator for a reply that was already announcing itself twice. A connection count reading "4 active - 3 apps" could be read as three apps being connected; it now reads "4 active across 3 apps".

Openers and Connections rebuilt. Search your whole opener vault, filter it by app, and star the lines that worked so they sit at the top. Openers you have already copied are marked, so the same line does not go to two people. Connections now searches too, and sorts by who you last got coaching on rather than by the day you added them. Every app now has its own badge, and colours were re-picked so nothing disappears in light or dark mode. Text scales properly throughout. Fixed: in Light mode the coach names on the welcome screen were unreadable. A saved conversation could show the wrong app in its header.

Under-the-hood security and reliability work. Nothing changes in how Wingmate works day to day — your coaches, connections and saved replies are exactly where you left them.