For this one, I will give you two. They will be short but both are chuckle worthy. Over the years I have had several bouts of just Terribad luck. These were not funny back in the day but now I look back on them and giggle I hope you will as well.
First up was my poor Whisper Gnome Rogue. This was such a fun little burglar in my group’s party. One of the rare played a female character at the table. She was like a ghost when it came time to do anything involving stealth she was legndary. She could slip into your bedroll and rob you and you would never know she was there. The party knew that she was their ace in the hole when it came to such things.
Combat on the other hand. She was an utter mess. It was tragic really. We played that game for around 8 levels easy.. My poor Gnome in the entirety of her adventuring career NEVER hit.. and if she did I forgot about it. BECAUSE She missed that often. She missed so many times it became comical. I would change dice and she would still miss. But I still loved her even if she was USELESS when the time came to draw her weapons.
The second story I give you is another tale of frustration. We were playing a 1920’s era D&D game it was a ton of fun seeing the Eberron meets the legend or Kora. ( This took place YEARS before the LoK) The setting was great. The story was better. I was playing a Warlock. As the game went on one thing became certain. If there was a saving throw to be made… I was sure to fail it. In the quest to wrap up that storyline, I died 4 times. Three times just making a save would have kept me alive. That poor, poor warlock he never had a chance. It became so frustrating I NEARLY did not bring him back from one of his deaths. When the rez game he refused the call and made a deal with a devil to come back more powerful. For as frustrating as all those failed saves were. I still loved that character.
SO Do you have any “worst luck” Stories ?