WinGangster
WinGangster is a crime comedy day planner that runs in your browser, dressed up in Windows 98 style.
Pick a city and fill up your agenda: chillin', mugging, deals, jobs and more. Then hit Start Day and watch the street report roll in.
Bank the cash, buy hardware from Reggie and take Vince's "advice." Just don't get cooked by heat, stings or your own terrible ideas.
What You Get
- Plays in your browser (HTML5) with nothing to install
- A Win98 interface built with 98.css, with menus, pop-up windows and all that late '90s desktop energy
- A plan, play and pay loop: fill your agenda hours, watch the live report, then on to the next day
- Dark humor aimed at you, the player. It's mean to you, not a political essay.
Controls
Everything is played with the mouse. Plan your day, click through the menus and try to survive your own schedule.
Content Warning
Mature content: cartoon street crime, crude language and adult themes.
Credits and Notes
WinGangster is not an official remaster of any 2000s PC game. It's a spiritual successor in vibe only.
- UI chrome: 98.css (MIT license)
- Some UI art was generated with AI
| Updated | 4 days ago |
| Status | In development |
| Platforms | HTML5 |
| Author | keranik |
| Genre | Simulation, Strategy |
| Tags | 2D, browser-game, Comedy, Crime, Dark Humor, NSFW, Retro, Singleplayer, Text based |
| Average session | A few seconds |
| AI Disclosure | AI Assisted, Code, Graphics, Sounds, Text |





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