A Date With Chester 2: Relive Your Anniversary Romance

8/24/2026, 8:34:14 PM

Release date: 2/2/2026

Tags: #dating-sim #adventure #visual-novel #romance #cartoon #singleplayer #multiple-endings #2d

User Reviews

Score: 98%Very Positive
Review Count: 110 reviews
Fetched At: 8/24/2026, 8:34:14 PM

Reference prices

Japan

Free to Play (JPY)

Steam JP

Free to Play (USD)

Steam

Live Store Snapshot

Body text may reflect the state at publication time. For the latest sale, price, and review changes, prioritize the live price panel, review panel, and the Steam store listing.

Japan Price: Free to Play
Global Price: Free to Play
Sale Status: Regular pricing
Price Checked At: 8/24/2026, 8:30:08 PM

Key highlight

Check the review panel on this page or the Steam listing for the latest user review trend. Developed by Chester the Otter, this short, standalone story offers a charming cartoon aesthetic and multiple endings.

Who this is for

Perfect for those seeking a heartwarming dating sim centered around a special anniversary. Its short playtime makes it ideal for a casual, enjoyable experience.

Details

Overview

A Date With Chester 2 invites players back into a charming, standalone narrative that celebrates enduring relationships. This sequel focuses on the special occasion of an anniversary, prompting players to reflect on their time spent with Chester. The game promises a short yet engaging experience, perfect for a quick dive into a heartwarming story.

Highlights

This dating sim adventure offers a concise playtime, estimated between 30 minutes to 1 hour, making it ideal for a brief, focused gaming session.
Developed and published by Chester the Otter, the game continues the visual novel and romance themes established in its predecessor, featuring a distinct cartoon aesthetic.
As a free-to-play title, A Date With Chester 2 is accessible to a wide audience, offering multiple endings and Steam Achievements for players to discover.

Who It's For

This game is perfect for fans of dating sims and visual novels who appreciate a sweet, romantic story with a nostalgic feel. Its short playtime makes it suitable for players looking for a quick, heartwarming experience to enjoy without a significant time commitment. Those who enjoyed the first game or appreciate charming cartoon art styles will find a lot to love here.