After my stepsister went off to the big state university, and I opted for community college and staying at home, we never saw each other anymore. I had almost forgot she exists until my stepmom came into my room one morning with a concerned look on her face and a phone in her hand.

"Your sister needs your help!" I immediately thought she was in jail needing to be bailed out. Or tutored in math or something. But it was far more important than that.

"She's doing this sorority fundraiser and it's not going so well. She's really worried about getting kicked out, since they joke about the lowest earning sister getting removed! I don't know why she's doing so bad, she's such a pretty girl…" She turned her phone around to show me my step-sis in front of a Kissing Booth for Charity. I Just laughed.

"Well, just donate a bunch in her name with the QR code or something, what do you need me for?"  
"They're too smart for that! They only count in person donations. It's right in front of their house, so the sisters are always watching."  She pulled out a wad of cash. A genuinely thick roll of twenty dollar bills, shoved in my hand.

"GO. You barely leave the house anyways. Help your sister."  
"Won't it be weird kissing my stepsister?"  
"No one there knows you're related. She'll be happy for the help!" We weren't that close. I don't think she'd be very happy. But my new stepmom was insistent.

When I showed up, I was proven right. My step sis glared at me until I walked up. "What are you doing here?"  
"Your mom insisted I help you out." I say with a sigh. My eyes go over her… she looks different. Way better. Being in the sorority looked good on her. And she still looks really cute when she's angry.  
"Get the fuck out, this is so weird. Just give me the money and leave."  
"That will look even weirder. Your sisters are apparently watching the booth for cheaters. Your mom told me to act like a normal college student here so you get away with it."  
"Ugh, like you could even get in here if you wanted. Aren't you still flunking out of community college?"  
I stay silent at the insult and just slap down a $20. My eyes go over her thick red lipstick.  
"Just make it look good. Or you'll be the one flunking out of your precious sorority."  
She groans and grabs my face, squeezing with one hand, and turns my head to the side. MWAH! Big red smack on the side of my face.  
"Happy? Now get out of here."  I pull the wad of money out. Her eyes go a little wide.  
"Your mom insisted I help you out this much." She groans.  
"I don't want to kiss you what…  a dozen more times! Ugh!"

I back up and read the sign in front of her booth. "It does say that $200 gets one spicy kiss." Her eyes go wide.  
"You are such a pervert"  
"I’m trying to get out of this as fast as possible, wouldn't that be better than a dozen kisses?"

She thinks for a minute then grabs the whole stack of cash out of my hand. She tosses her hair back, makes eye contact with me, deep breath then leans in.

It's probably corny to say that I saw stars, but. It was a very good kiss. Worth every cent of her mom's money. One of her sisters watching from the porch drinking a long island iced tea even gives a big cheer and a WOOOOO as she shoves her tongue down my throat. She's angry, but putting on a good show. After what felt like several minutes making out, she finally pulls back, her sticky lips slowly smacking away from mine. She catches her breath.

"I.. Thank you." she murmurs. "Now please leave I gotta fix my makeup."  I stumble off in a daze. I pass a group of frat guys who look me over and go over to the booth immediately. I blush, but feel like a stud. I end up making my way to a bathroom in the university center, thinking I'd wash off my face, but staring in the mirror… it looks really really hot. Her red lipstick is all over my face and lips and chin, with that first big kiss still visible on my cheek. I resist the urge to jack off in one of the stalls. I think about going home to show my step mom and get her reaction. I grin and walk back out through the quad. It's packed for homecoming week. More guys see me and chuckle, but I can tell get curious and jealous. I point them to my sister's kissing booth, which has a line now.  I decide to get something to eat and right when I finish, I get a ping from my sister.

"I can't believe that worked. I went from last on the leaderboard to top 3. I'd like to thank you. Come to the big party tonight and find me."

\----

A couple ideas for how this might go:  
Step-sis sets me up with one of her sisters as her thank you, but gets a little jealous…  
Step-sis thanks me very directly.  
I go home to shower and change and step mom wants to thank me for helping out, getting a little turned on seeing me looking like a stud.  
Any combination of these ideas!

 

PLEASE shoot me a chat! You do not have to write a paragraphs long starter to get my attention. I will respond (if not swamped) to one  liners! I would love to chat about this and plot and plan before jumping into things! If you want to start, that's great too! I like discord more than managing conversations on here, I'll tell you that name if you ask. Here's my kinks/limits, none of the kinks are mandatory to this.

 

Best: Lipstick (on woman), oral, praise/worship

Kinks: Kissing, public, hair pulling, cheating, creampies, breeding, exhibition/voyeur, facials, dirty talk, spanking, group, rough, lipstick marking, outfits, heels, getting caught, videotaped, excessive cum

Limits: violence, blood, bathroom, non-consent

 

Hope to hear from you soon and play in this idea together!

[M4F] Of course I'll help my step-sis at her Sorority Kissing Booth! it's Homecoming weekend!