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ASKWINGMAN
Social · Dating Advice

Ask what you can't ask the group chat

AskWingman is an anonymous, 24-hour advice feed for guys. Post the text, the profile, or the question. Get honest reads from people who owe you nothing. Then watch it disappear.

Free · 18+

Textingexpires 3h 20m

@quietfox_88

She left me on read after a great first date. Do I text again or let it breathe?

Three days of silence. The date felt real, we closed the place down. I do not want to look desperate but I also do not want to lose it.

12847LIVE FROM THE APP

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Anonymous by design

No real name, no pressure.

Ephemeral on purpose

Hop on the app, get advice, and hop off.

No AI slop

Real humans reply to your posts. No bots, no auto-generated advice.

Get dating advice in 3 steps

  1. 01

    Post it anonymously

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  2. 02

    Replies roll in

    Comments and replies on a post in the AskWingman app
  3. 03

    It vanishes in 24h

    An expired post that has disappeared after 24 hours

8 categories for 8 problems

Every post lands in a lane.

Straight from the feed

5.0 / 5 from early users

What AskWingman is

AskWingman is an anonymous, ephemeral dating advice app for guys. You post a question, a screenshot, or a profile, real people give you honest feedback, and the whole thread disappears 24 hours later. No matching, no swiping, no profile to maintain.

It exists for the moments dating actually turns on: the opener you are second-guessing, the text you keep rewriting, the photo you suspect is the problem. Instead of asking friends who will be nice or a forum that never forgets, you get blunt reads from people who owe you nothing.

Because every post is anonymous and gone by tomorrow, people tell you the truth and you can ask the thing you would never say out loud. That is the whole idea: honest advice, low stakes, right now.

Before you ask

What is AskWingman?

AskWingman is a mobile app where guys post dating and relationship questions and get honest, anonymous feedback from other users. Every post is ephemeral: it disappears 24 hours after you create it, along with all its comments and votes.

Is AskWingman a dating app?

No. AskWingman does not match you with anyone and has no swiping. It is a social feedback community, listed under Social Networking, not Dating. You come here for advice on the dating you are already doing elsewhere.

Is it really anonymous?

You post under a pseudonymous handle, auto-generated if you want. You can browse and post as a guest without giving personal details. The point is to ask the question you would never put in your group chat.

Why do posts disappear after 24 hours?

Ephemeral posts keep the feed honest and low-stakes. Nothing follows you around, nothing gets screenshotted into a permanent record, and people give franker advice when it is not carved in stone. After 24 hours the post, its comments, and its votes are permanently deleted.

What can I post about?

Anything dating-adjacent: opening lines, texting threads, first-date plans, profile and photo reviews, relationship questions, style and grooming, or an honest read on how you come across. Posts are sorted into categories like Approaching, Texting, First Date, Profile Review, Relationship, Rate Me, Style, and General.

How much does it cost?

AskWingman is free to download and use. It is supported by non-personalized ads, which are not targeted using your personal data.

The feed is already online.

Download AskWingman, drop your first question, and get honest reads before the night is over.

Free · 18+ · Posts vanish in 24h