You walk into the gaming shop where you and your nerdy girlfriend, Sarah, play Dungeons and Dragons. You held her hand tight as you wave at the owner of the shop Terry.
He was a lanky black dude who loved playing dnd with you guys. He texts you earlier in the day about a new campaign he has been creating for weeks. When you texted back you were game. He texted back cool and he said he was bringing two extra friends to bring the group to four.
You were Max. A nerdy short and kinda stocky white guy. You went to community college with your girlfriend. She was the same height as you. She was pale and wore a pair of glasses. She loved cosplaying in sexy comic books and anime characters. Her figure however was pretty great. Her body was hidden beneath long t-shirts and baggy pants. Her ass was a phenomenon. Her tits were small but perky.
You and Sarah only had sex a few times. She never made any type of comments about your less-than-average cock. She is a wonderful girlfriend you thought to yourself.
You step threw blue curtains into Terry’s back room where he held his game nights. As both of you walked into the game room, you saw the other two party members. A short black man with his hairline receding around the age of forty you guess. And a black guy who looks like his much older brother of Terry.
The short one spoke first. “Hi. You must be Terry’s friend Max. Oh, and who is this pretty little thang.”
Sarah blushes holding out her hand to greet the older man. “Oh, I’m Sarah sir.”
He planted a large lip kiss on the back of her hand. “Oh no. The pleasure is mine sweetheart. And no need to call me sir. I’m Billy.”
She blush wildly again as the other guy said. “And I’m Trey. I’m Terry’s cousin.”
You kinda got it right you thought. Sarah shook his hand also as you both got ready to sit in your seats.
He walked in with a folder with the campaign secrets inside. “Oh good, you haven’t sat yet. I know Max you like sitting next to your girlfriend during our sessions. But can you please sit next to Trey? He will need a lot of help in the campaign.”
You reluctantly agree. “Okay, Terry. But this campaign better is good.”
You sat next to Trey who already had his character sheet on the table. You thought you read his name wrong but you didn’t.
“Master T.” You asked quizzically.
“Yeah. I want my character to have a lot of dominant and alpha traits. Fuck many chicks and sissies sluts.” He says slapping his brother’s nearby hand.
You stare at his strengths, charisma, and the other stats seeing all in the near 18, blocking out the word sissy. He would have a plus-four on all of his rolls.
“Damn this one strong” you look down at the race. It said the n-word on it. “Human.”
Terry said. “Man don’t worry. We’ll give you both the n-word pass tonight.”
You look over at Sarah who was checking out Billy’s character. Her expression is the same as yours.
“Woah your character is strong to Billy. Are you an alpha too?” She says immediately regretting but with a shy smirk.
Billy said in a deep voice. “Yeah, I’m an alpha. I love fucking other guys’ girlfriends.” He looks over at you. You felt a little embarrassed at his comment. But Sarah looks a little gleeful. “In the game I mean.” He says making you breathe a sigh of relief.
Terry interrupted the banter. “So we need you both to roll a d20 dice to decide your character in my fantasy campaign. If you roll well. You’ll get a uber-strong character sheet. But if you roll badly. Well, you might have to play the new race I created.”
The black and white d20 dice landed on the number seven. Sarah’s face shook knowing her character could be bad or average.
Terry handed her character sheet over. You couldn’t see her strengths as you ready yourself to roll. You saw her face lightening up in relief.
“What you get sweetie?” You said as Terry handed you a brand new set of red and pink dice.
She smiled. “I’m a white human female with my strength at eight. My dexterity at fourteen. Constitution sixteen. Intelligence seven. Wisdom ten. Charisma fourteen.”
“Why are you smiling? Those are pretty darn weak Sarah.” You said.
“Yeah, but it could be worse. I’m just happy that I get to roleplay as something brand new. Playing my elven warrior was getting a tad bit boring.” She said.
You thought about the last time you two fucked. Sarah wanted to roleplay in the bedroom as her elven warrior who got fuck by the evil Rat man from the last DnD campaign. You agreed but you came fast. You never thought why she wanted you to roleplay as the rat-man. Terry was being a huge jackass and misogynist. When you saw her hot body in the elven warrior cosplay outfit. You explode quickly in her pussy leaving her dissatisfied.
You roll a one. Billy chuckles while Terry hand over your character sheet. You did a double take shock at seeing the race you’ll be playing.
You mutter. “What the hell is a sissy?”
Terry smile. “Oh, it’s the weakest race among every other one that I invented. I said if you rolled low. You’ll regret it. Now tell everyone your stats.”
You roll your eyes in anger at playing such a weak character. But you knew you were going to be like Goku in this campaign. Overcome all the obstacles in your way.
You said to the group. “I’m a white sissy human with my strength at two. My dexterity at four. Constitution three. Intelligence eight. Wisdom three. Charisma eight. You know Terry. I’m gonna be the strongest sissy ever.”
This makes Trey and Billy laugh. Trey said while grabbing your shoulder and pulling you closer to him. “Don’t worry Master T will keep your sissy ass safe.”
You felt uncomfortable with his lanky arms around you. This reminds you of when you and Sarah were at the movies on your first date watching a superhero flick. Your string bean arm drapes over her sexy shoulders.
Terry addresses the room. “Now it is about time to begin our campaign. But first, everyone tells us about your backstory Unless I put a red circle around the words.” He saw your puzzle look. “It means a secret that shouldn’t be revealed to the party yet.” You nod.
Billy spoke in a deeper voice. “I’m Larson the black knight. A chaotic evil character who has en working for a dark wizard for ten years. After he was fired for messing up a large potion. I went to a pub to drink my sorrows alway. Nah really I went to find some hot chicks to bang.” Billy broke character slapping hands with Trey.
Terry nod looking at Sarah to tell her back story. She spoke in a sweet slutty voice. “Well I’m Candice the Blonde. A former brothel whore who worked for a mean pimp. I just escape running off toward the nearest pub in this outfit.” She show the group a picture of a naked medieval looking girl.
Billy smiling. “I know what my character going to roll for.”
Terry look at you and Trey next.
“I am Mr. T. The name I have is now consider a nickname. I pickup the name from assassinating higher up nobles and a few princes. No one know my true name beside the assassin guild that took me when I was a child. I’m sitting at the bar inspecting the naked woman while also looking at the man who been banging away gallons of mead. I came to this middling town on a mission that I shouldn’t disclose to anybody.” said Trey who seem to be getting into character.
Terry slaps his cousin hand. Happily that he would loosen up a bit. Terry nods at you to tell everyone how you ended up at the pub.
You thought over what you were going to say as many ideas flood your mind and imagination. You knew you wanted to learn about Trey’s secret mission, but didn’t know how to weasel the information out of his closed-lipped assassin character.
Source: reddit.com/r/eroticliterature/comments/uy203h/sissy_dd_adventures_pt_1