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Chapter 3
by
Tyff
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Private show for 1
You always knew your roommate did something in the nightlife industry but you gave her the benefit of the doubt and thought she was in a bartender. She was really pretty and had a personality that fit with someone that could make quite a bit of money by flirting her way to higher tips. You were about to come to the realization of how she made her money when she called you in for some assistance.
“Holy shit Deb…you’re butt fucking naked…” you say with your mouth hanging open in awe.
“Well yeah you know that I’m a stripper. How did you think I made so much money with tips?” She chuckled while telling you to take a seat.
“I just thought you were an excellent bartender if we were being honest,” you say as you happily take your seat.
“You’re funny, Jerry but also cute for being so pure minded,” she got to her feet and put some slow paced music on as she sat back down on her feet with her naked boobs facing towards you. She began to gyrate to the music as she jiggled her tits and move her hips from side to side. “How long has it been since we’ve been roomies?”
“Um if you count college it’s been six years…” you timidly say as you really are focusing on her naked skin rather than her questions.
“I count college years as well. Six years…fuck…that longest relationship I’ve ever had…” she quietly says to you as she spreads her legs and rubs her thighs to highlight her pussy. You had never seen naked before and my gawd! This was better than you ever could have imagined. You were hoping to try a new drink since she said she needed your help with a work project but being treated to a naked show was one million times better.
“I’m truly blessed, Deb…” you say with a smile. “I wouldn’t trade anything for what we have.”
Deb got to her feet and began to run her hands through her hair as she maintained eye contact. “Such a smooth talker, Jerry. Looks like you’ve stepped up your game a bit.” She sits herself on your lap with her ass grinding against your hardened cock. You groan as her ass has sandwiched itself on top of your cock and she is jiggling the her plump cheeks back and forth on top of it. “How come we have never dated?” She asks as she lays back on you. You attempt to touch her but she keeps your hands at your side as she clicks her tongue and wags a finger. “No touchy touch, mister.”
You chuckle and answer her question, “Usually one of us was dating when the other was available. Also I didn’t think you were interested in me that way.”
“Hmmm is that right? My tiny outfits and flirtatious comments were not big enough hints?” She asked as she turned around and shook her tits in your face. The urge to suckle her tits or kiss her lips was driving you but she put her fingers on your lips to stop your lustful desires. “Are you dating right now then?”
You smirk and say, “No…and you?”
She smirks back and says, “Not me either…so what do we do now?” You grab her hand and give it a kiss. She coos with pleasure as your hand grabs a handful of her firm yet cushiony ass cheek. “I guess I’ll let you break the rules…”
“Good I plan to make up for lost time…” you say as you give her a kiss and invade your tongue into her mouth. An electricity soars through your body with each kiss as something long overdue has finally come to fruition. Her hands hold your face tightly as both of your hands grip onto both of her ass cheeks just as tight as you both continue your long overdue make out session.
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Updated on May 3, 2026
by Tyff
Created on May 6, 2025
by Tyff
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