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Cruel Mistress | Level 9 Boss Fight
The sea did not drown you; it delivered you to her shore. Now, you must survive the attention of the Cruel Mistress!
$20.00
/ Session
Details
Once / Friday - 2:00 AM UTC
Dec 12
Session Duration / 3–4 hours
6 / 6 Seats Filled
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About the adventure
Your ship is wrecked upon the jagged teeth of her island. Here, the very land is an extension of the Cruel Mistress's will, a twisted domain where coral, rock, and rage are one. You are intruders in her sacred, spiteful home. This session is a desperate fight for survival against a legendary foe. Prepare for a deadly, tactical combat where the environment itself attacks you. Can you break her connection to the land before she breaks you? Level: 9 Gear Points: 19 Theme/Setting: Chaotic Evil Boss Fights are standalone combat-focused one-shots. Each session has its own level range, gear point limit, and theme that influence the boss and the battlefield.
Game style
Combat Heavy
Rule of Cool (RoC)
Game themes
Meet the Game Master
About me
I'm a GM, teacher, and improv nerd who runs collaborative, character-driven games. I believe the best RPG stories are forged by the whole table, not written by one person. My background in teaching and improv helps me craft worlds full of heart and humor where your choices truly matter. My goal is to create a fun, inclusive space where we can build something truly epic together.
View Profile →Character creation
Creating your character
Platform & Sources: All characters are to be created in D&D Beyond. You have access to my full library, which includes all official Wizards of the Coast books and available third-party content. Please, no homebrew or other material without prior discussion and approval. Ability Scores & Level: Use either the Point Buy or Standard Array method for your ability scores. Characters will begin at the level specified in the game description. Gear & Magic Items: our character begins with the standard equipment from their class and background. In addition, you can acquire extra gear and magic items using the Gear Points granted in the game description, based on the following costs: - Common: 1 point - Uncommon: 4 points - Rare: 9 points - Very Rare: 16 points - Legendary: 25 points - Artifact: 36 points Encounter Questions: To help inform your character build, after joining you may ask one "yes-or-no" question about the upcoming encounter. You will gain one extra question for each player who joins after you. If the game fills, all players receive a bonus question.
What to expect
Preparing for the session
All characters must be created in D&D Beyond. A link will be provided 1-2 weeks prior to the session. If you don't have an account, creating one is free and quick. By joining, you'll gain full access to my D&D Beyond library, including all official books and third-party content. We will use the D&D Beyond character sheets and the integrated Maps VTT for rolling and gameplay. We will use Discord for voice chat. A server invite will be sent beforehand. Please ensure you have: - A stable internet connection. - A working microphone. - Headphones (to prevent echo). - Webcam (highly recommended but optional) All dice rolls must be made through D&D Beyond and set to public for everyone to see.
What Drew DiSario brings to the table
Limitless Options: Build your character from my full D&D Beyond library, featuring every official book and third-party source available. Integrated Play: Use digital character sheets fully synced with the Maps VTT for seamless dice rolls and tactical combat. Premium Audio: Experience the game through a boosted Discord server with professional audio equipment, immersive music/ambiance from Kenku FM, and real-time voice modulation for NPCs.
Homebrew rules
Gear Points: Characters begin with standard class and background equipment. All additional gear and magic items are purchased using Gear Points. Please see the Character Creation section for full details. Encounter Questions: After joining, you may ask one "yes-or-no" question about the upcoming encounter. You gain one extra question for each player who joins after you. If the game fills, all players receive one bonus question. Potions of Healing: Drinking a potion yourself is a Bonus Action (roll the dice) or a Full Action for maximum healing. Administering a potion to an unconscious ally is always an Action and uses the rolled value. Inspiration: When you spend Inspiration, you may reroll any d20 after seeing the result. You then choose which of the two rolls to use. Rule of Cool: Creative and narrative-driven ideas are always encouraged. If the rules don't clearly cover your ingenious plan, I'll make a fair, fast ruling to keep the game moving and fun.
Equipment needed to play
Internet
Computer
Microphone
Headphones
Webcam
Computer or Mobile Device
Platforms used
Safety
How Drew DiSario creates a safe table
Pre-Game Confidential Check-In: Upon joining, you will receive an optional, confidential Google Form to privately share your Lines, Veils, and any other preferences to help me tailor the experience for everyone's comfort. Session 0 & Ongoing Check-Ins: We will begin with a Session 0 to establish expectations and group norms. At the start of each session, we'll briefly check in and anonymously review any established boundaries to ensure a clear and supportive environment for all. Tools During Play: Breaks are always available. You can signal me at any time, either verbally or via a private message, if something is uncomfortable. I will adjust the scene immediately without question. Aftercare & Feedback: Following each game, I will stay for an optional debrief. This can be a casual chat or a structured "Stars and Wishes" session to share favorite moments and suggestions. Your feedback is essential and directly helps me create better games.
Content warnings
Safety tools used

