Raffle Girl
Copyright© 2025 by Lorn Skye
Chapter 10: A Return to Stacy’s
BDSM Sex Story: Chapter 10: A Return to Stacy’s - Dr. Sam White was not lucky. He had never won a single thing in his entire life. His colleagues at work had convinced him to attend a fundraiser for some cause that he knew nothing about. And suddenly, he won. The prize was not at all what he expected! Join Sam as he journeys from confirmed bachelor to the luckiest man in the world with a bevy of beauties surrounding him. ~43000 words
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Slavery MaleDom Anal Sex
When we walked in a cute young girl met us at the door. She immediately noticed Eve’s collar and seem fascinated by it. It was only when I cleared my throat that she turned to look at me.
“You’ll be wanting Stacy I assume?” she asked, sounding a bit disappointed that she wouldn’t be the one to help.
“She should be expecting us,” I answered.
She darted into the back room, and a moment later Stacy appeared, motioning us into the back room.
As I had requested, she had laid out harnesses to match those that Stacy had gotten. She also had a tail and boots, and I was looking forward to enacting a repeat of the session we had enjoyed with Eve, but this time featuring Olivia.
“Strip, both of you!” I ordered and I was pleased to see that their dresses hit the floor in seconds. Each of them carefully folded their clothes and placed them on the small bench just inside the door.
“You are such a lucky son of a bitch,” Stacy exclaimed, looking over Olivia and Eve.
Eve seemed to preen and pose for Stacy, and Olivia, sensing the mood, tried to vamp as best she could.
“I would argue with you, but my mother is rather a bitch, and I am incredibly lucky!” I replied with a grin.
“Olivia, grab the bar and spread your legs!” I ordered, “Stacy needs to take some measurements.”
With a hesitant look to Eve, who nodded in response, Olivia stepped onto the small platform and grabbed the bar over her head. Efficiently as ever, Stacy managed to get Olivia’s measurements and make some adjustments to the harnesses she had laid out for us.
A short time later, Olivia was wearing a harness that seemed to fit her perfectly. I walked slowly around her, taking in the sight of the harness and how it accentuated her curves. When Stacy added the cuffs in the matching color, it made for a vision of beautiful submission.
As with Eve, Olivia was clearly aroused, and when Stacy proceeded with fitting the matching boots, with all the caresses and touches, I thought she might explode with lust. But when she saw the horsetail attached to the butt plug, she had to struggle to stay standing, as her legs began to shake.
I slathered the plug with lubricant, stepped behind her, as I had Eve hold open her cheeks.
“Don’t let go of the bar,” I hoarsely whispered in her ear. I then proceeded to press the plug into her very tight anus. The whimpers and moans she made as I pressed it in were driving me crazy, and I was hard as a steel bar when I pressed it the last little bit to seat it fully within her.
I stepped around to the front of Olivia, grasping her with one arm around each thigh I raised her legs, and I fucked into her with one hard thrust. Eve stepped up behind her and wrapped her arms around her, kissing her softly on the back of her neck.
“Fuck me, Master!” Olivia screamed as she started to orgasm after just a few thrusts into her.
Olivia never let go of the bar, so I used her as a pendulum to fuck my cock. It was kind of like masturbating with a whole woman. And with Eve standing behind her, adding some extra force to each thrust, Olivia was getting well and truly fucked.
And apparently, she was loving it, as she kept screaming out phrases like, “Oh God!” and, “Yes, Master!” and even, “Fuck me!” and the feel of her pussy spasming over, and over, around my cock, soon had me primed and ready to erupt inside her.
A blur of motion caught my eye, and I saw Stacy sitting in a chair in the corner, her skirt hiked up, and her hand furiously masturbating to the spectacle she was observing. That pushed me over the edge and I began to erupt into Olivia.
Olivia screamed and passed out, leaving her body limp between me holding her legs and Eve holding her under the arms. We gently lowered her to the ground, and after making sure she was still breathing comfortably, Eve dropped to her knees in front of me, and began to suck and clean my cock.
Then I watched as Stacy crawled over to Olivia and gently cradled her head in her lap. When Olivia began to awaken, Stacy bent down and softly kissed her. I watched Olivia’s eyes flutter open and she reached up, wrapped her arms around Stacy’s neck, and returned the kiss with vigor.
“Master, Please, fuck me,” Eve begged, turning and presenting her ass to me.
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