Trollbox, a unique and quirky feature of the Windows 93 app, has a fascinating history that dates back to around 2016 or 2017. Created by Jankenpopp and Zombectro, Trollbox quickly gained popularity among the Windows 93 community, offering a platform for users to chat and interact in a manner reminiscent of the early internet era.

In 2018, When the OG Trollbox became unavailable anymore, the Trollbox community expanded with the launch of trollbox.fun box.km.mk and other sites. The popularity of Trollbox peaked in 2024.

Despite the challenges, Trollbox remained a beloved part of the Windows 93 community, offering a unique blend of nostalgia, humor, and social interaction. Its rooms, which became popular in 2020 and 2021, provided a space for teams to gather and chat without the need for passwords, fostering a sense of community and belonging among its users.

In December 2023, the original W93 Trollbox became accessible again, marking a resurgence of the platform's popularity. Although the chat's popularity had waned during its inaccessibility, the community continued to engage with Trollbox, showcasing its enduring appeal and the platform's role in bringing the Windows 93 community closer together.

Trollbox's history is a testament to the creativity and resilience of its creators and the community that has grown around it. From its early days as a simple chatbox to its evolution into a beloved community hub, Trollbox has left a lasting impact on the Windows 93 community, offering a unique blend of nostalgia, humor, and social interaction that continues to captivate users today.