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Screenshots

  • What Should I? screenshot 1
  • What Should I? screenshot 2
  • What Should I? screenshot 3

About What Should I?

What should I wear? Should I bring an umbrella? Do I need sunscreen? We've all been there — standing at the door, staring outside, completely unsure what to wear or bring. What Should I? is your instant weather brain. Open the app, get your answers, get on with your day. No weather maps. No hourly graphs. No 47 icons to decode. Just the stuff you actually want to know before you walk out the door. Questions we answer: • Should I bring an umbrella? (with timing — "Rain expected around 6 PM") • Should I wear sunscreen? (UV tracking with peak hour alerts) • Should I wear sunglasses? (UV-aware, even on cloudy days) • Should I wear a mask? (real-time air quality + pollutant tracking) • What should I wear indoors? • What should I wear outdoors? (tailored for sitting, walking, running, or cycling) Pick your time range — right now, quick errand, a few hours, or all day — and get recommendations that actually match your plans. Features: • Instant yes/no answers to real questions • Clothing recs based on feels-like temperature and your activity • Works anywhere in the world • Celsius and Fahrenheit • Clean, beautiful interface • No account, no sign-up, no nonsense Weather data provided by Apple Weather. Made with love by Richard Kasperowski • awesomelab.org

What’s new

Version 2026.08.05 · Updated August 6, 2026

Nothing new to look at — this one's all under the hood. Fresh plumbing so the app keeps running smoothly on the latest iOS. Same six questions, same instant answers, same not making you decode 47 weather icons.

App privacy

The developer, RICHARD ALAN KASPEROWSKI, reported these privacy practices to Apple.

Data Not Collected

The developer does not collect any data from this app.

Alternatives to What Should I?

Looking for apps like What Should I?? Here are 6 similar apps on the App Store. The highest rated is WeatherWizard Clothing (5.0/5), and all 6 are free to download.

What Should I? vs. alternatives
App Rating Price Last updated
What Should I? 5.0 / 5 (1 rating) Free August 6, 2026
WeatherWizard Clothing 5.0 / 5 (1) Free Jul 21, 2025
Outfitcast – Free Sep 12, 2026
Weather Wear: Outfit Guide – Free May 7, 2026
Within - Horizons – Free Jan 12, 2026
Comfie: What to Wear – Free Sep 23, 2026
Is Weather – Free Mar 10, 2026