Raffle Girl
Copyright© 2025 by Lorn Skye
Chapter 6: The After Party
BDSM Sex Story: Chapter 6: The After Party - 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 I returned to the condo, I found both women as I had instructed. They were bent over the back of the couch, their very fine asses pointing back at me, undulating side to side in anticipation of a good fucking.
I tried my very best to give them exactly that. I stepped behind Olivia and ran my hands around to cup her breasts. She moaned when I got to her nipples and pinched them lightly between my fingers. Her moan grew louder when I pinched them harder.
“Oh God, please, fuck me, Sir!” Olivia moaned as I rolled her nipples firmly between my fingers.
Eve had shifted over so she could rub up against me and I smacked her on the ass, as I shed the last of my clothing.
When I was naked, I pressed against Olivia’s ass and ran my cock along her slit, gathering her moisture and lubricating my cock. Then I placed myself at her entrance and fucked into her with a long, slow, push, until I was fully seated within her.
I think Olivia came just from the sensation of my first penetration, because I felt her shudder and I could feel her pussy clamp down on my cock. I reached around and resumed playing with her nipples and then slowly started to fuck her.
I was certainly primed, and the feel of her second orgasm sweeping through her a few minutes later, pushed me past the edge of my control and I filled her with cum.
“Oh, so good!” Olivia exclaimed, “Fill me with your cum!”
By this time, Eve was pressed up against us, rubbing the side of her body along Olivia, and her hip against mine. I smacked her on the ass, as I pulled out of Olivia, and then stepped behind Eve and fucked into her with one long hard thrust.
I knew from last night that Eve liked it a little rough, so I made sure to give her some good, hard, deep thrusts, along with a smacking of her ass each time I pulled back.
It took ten strokes to make Eve cum, and when she did, she tried to let the whole building know that she was cumming. “Oh, Master! Yes!” she screamed as she convulsed, her entire body quivering from the intensity of it.
Since I had just cum in Olivia, I was nowhere near cumming, and since I was still rock hard, I pulled back and placed my cock at her anus, and then slowly pushed in.
Eve had clearly assumed I would want to fuck her in the ass, as she had lubed herself up while I was gone. As a result, I was seated deep in her bowels moments later.
Eve was still feeling her orgasm and she let out a low guttural moan of pleasure as I began to slowly fuck her very tight ass.
“That is so hot!” Olivia exclaimed from beside me, then she leaned over and kissed Eve.
Soon, the two of them were kissing and moaning, enjoying each other, as I enjoyed the tight, velvety warmth of Eve’s ass.
The sights and sound of the two of them enjoying each other, along with the periodic contractions of Eve’s sphincter around my cock, soon had me primed. I grabbed Eve’s hair and pulled her head back as I shoved in one last time, and then I filled her with my cum.
Having cum twice in the past hour, I knew that it might be a bit before I could go again, but that didn’t seem to deter Eve and Olivia from trying to revive my cock with their best enactment of two lesbians who are madly in love.
And then I realized that was exactly what I was seeing. Eve and Olivia clearly had strong feelings for each other. I was a bit surprised that Eve hadn’t said anything, but then again, perhaps she drew her into this arrangement because she wanted to share everything with her.
They both were clearly bisexual, and I wondered if my presence was somehow enabling them to show the other the depth of their feelings.
“Into the bedroom!” I ordered them both with a smack on the ass for each of them.
Olivia jumped a bit from the force of my spank, but then nodded and ran for the bedroom.
“Yes, Sir!” Eve replied saucily and then strutted down the hall, making sure that she put plenty of sway into her ass as she walked.
I shook my head and headed to the washroom to clean my cock before heading into the bedroom to find Eve and Olivia locked in a sixty-nine on the bed. Olivia was on top, with her ass pointed right at me, so I grabbed some lube and slathered it on my revived erection.
Placing my cock on her rosebud, I started to press in, and Olivia raised her head from Eve’s sex and moaned, “Oh God,” she exclaimed, “Go slow, I’ve never had anything that large in there!”
Eve sucked hard on her clit, as I pressed through her sphincter, and Olivia screamed out in pain, and pleasure, before lowering her head to Eve’s pussy, attacking it with her tongue.
I held still inside her very tight, and very hot ass, feeling her sphincter occasionally spasm around my cock. Watching Eve’s face, just below where my cock was in Olivia’s ass, was a turn on, and when Eve stretched up to lick my balls, I couldn’t resist the urge to fuck Olivia.
I slowly withdrew and then stroked into her ass, once, twice, three times. And then, when I knew she was as loose as she was going to get, I started to fuck her in earnest.
Eve and Olivia were hard at work, tonguing and sucking each other. I just luxuriated in a slow fuck of Olivia’s ass, admiring the beauty of the two women beneath me.
Eve popped first, her orgasm announcing itself with a scream, that turned into a whole-body convulsion, as Olivia apparently bit down on her clit. She clearly knew that Eve liked it a bit rough.
Eventually, Olivia let go of her friend’s clit and raised her head, giving a low moan of sexual satisfaction. “You are so deep inside me!” she exclaimed as I slowly pressed as deep as I could go. “I think I can feel you in my throat!”
And then she laid her head on Eve’s thigh and reached back to feel my cock where I penetrated her ass. She ran her finger around the rim of her ass and then teased at my cock when I pulled back. When I pressed back in, she moaned and grabbed the base of my cock, forcing herself back until her hand was trapped between us.
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