Both completely round six, with screams and tears. Finally, it was Sam who called out her safe word in round 7. Sam had tried, but she was simply unable to accept the enormous plug at its thickest. Sam’s anus gaped as she was led off stage.
I headed back to the cabana after the challenge and laid down naked on the bed. About forty minutes later, the Host led Sam back to the cabana.
“I thought Miss Piggy did very well,” she said, as she helped Sam down onto the bed next to me.
“I did as well. I’m amazed Fire Crotch was able to take that plug.”
“She is a bit of a size queen.” The beautiful host said with a smile.
“I guess we need to work on the size of the plugs you can take so you can win the contest next time.” Sam oinked in response.
We spent the rest of the day lounging in the cabana. I requested a worker to come by twice during the afternoon to service Sam’s ass while Lollipop spent another two hours licking my cock and balls before I finally erupted. Lollipop swallowed my entire load with a large smile on her face.
As the dinner hour approached, Sam, still wearing the pig snot mask and the pig tail plug in her abused ass and I headed for our room to shower and prepare for dinner.
In the room, I shoved Sam so she was bent over the bed with her ass high in the air. Her ass was really beginning to bruise as I slowly removed the pig tail plug from Sam’s ass.
“Is your ass sore?” I asked. Sam oinked into the mattress. I laughed, pulled Sam standing and removed the pig snot. “You can now speak.”
“Thank you, Sir. Yes, my ass is sore, but my nipples and clit hurt much more.” I hadn’t relieved the pressure on Sam’s nipples until well in the afternoon.
“Good. I like when your nipples and clit hurt. You fuck harder when they hurt. Now, shower and prepare for dinner.” I gave Sam’s already sore ass another painful blow as I sent her to the bathroom to shower.
I showered after Sam and dressed in a charcoal colored suit over a white button up shirt. I made myself a drink and was standing on the balcony as Sam finished getting ready.
She stepped out of the bathroom wearing a white full bodysuit and an extremely tall pair of high heels. The bodysuit ran from the bottom of her feet all the way up to her neck, and down both arms all the way to gloves that covered her fingers. The bodysuit had a wavy pattern, but did nothing to hide her tits, abused ass and tattoos.
I walked up to Sam and kissed her hard on her plump lips covered with blood red lipstick. I placed a bright red lace collar on Sam, attached a leash and headed for dinner.
Sam cried out slightly when she sat on the wooden straight back chair in the steak restaurant. She fidgeted throughout the meal as she tried to find a position where she could sit without being in pain.
We were in the middle of our dinner when Wong and her Master, Mr. Chin stopped by our table.
“I hear our submissives put on a fine show this afternoon,” Mr. Chin said. He was a small man. He barely stood over 5 feet tall and was very thin. Despite his short stature, he was still taller than Wong, who was dressed in a black leather corset, a leather skirt, black fishnet stockings and black high heels.
“They definitely did well. Though I feel they both could have gone a bit farther.”
“I’m off to punish Wong, for not winning. Would you be interested in joining us?”
“Thank you, but it’s been a long day. I would be happy to co-punish our subs in the future.” Mr. Chin and I have worked together in the past to punish Wong and Sam. I glanced at Wong and saw a look of disappointment on her face.
“Very well. Have an excellent evening,” Mr. Chin said, then yanked on Wong’s leash as he led her out of the restaurant.
Sam and I drank a glass of champagne and split dessert before I led Sam back to our room. Once in our room, I pushed Sam down onto the bed, propped her feet on the bed, spread her knees wide and ripped open the crotch of the bodysuit.
Sam’s bald pussy was a gushing mess, and her enormous clit was an angry red color and very engorged. I leaned down and sucked her clit into my mouth and Sam moaned loudly.
In short order, Sam was moaning, crying and writhing on the bed as I sucked on her clit. I reached up and palmed her sore tits.
“You are free to cum as much as you like,” I said, pulling off her clit for a moment, before sucking her clit back into my mouth. Sam immediately erupted with an orgasm. Her entire body spasmed and then stiffened as she released an ear shattering scream.
I still had her wet clit in my mouth as she finally began to come down from her orgasm. I once again began to suck on her clit and Sam began to rise toward another orgasm when Sam’s cell phone began to ring on the nightstand. I released Sam’s clit and grabbed the cell phone as I continued to toy with Sam’s swollen clit.
“It’s Riley. Talk to her on speaker while I fuck you.” I handed Sam her cell phone and buried my cock deep in her messy wet cunt.
“Hello ohhhhhhhh,” Sam answered.
“Sam, this is Riley from the airport. Are you okay?”
“I’m excellent. How are you, Sweetie?” Sam asked, as I began to thrust into her.
“Are you working out? You sound like you’re running or something.”
Sam looked at me and I mouthed to tell the young woman what we were doing at the moment.
“You could say I’m working out. Master Jay is fucking me senseless right now.” Sam moaned loudly.
“OH MY GOSH! I’m so sorry. Call me back. I didn’t mean to interrupt.”
“No, we can talk now.” Sam howled loudly as she was overcome with another orgasm.
“Are you okay?” Riley asked, after hearing Sam howl loudly.
“She’s better than okay. She just came again. How are you doing, Riley?”
“I’m okay.”
“How’s your vacation going?” I asked.
As Riley began to speak, I pulled out of Sam’s dripping wet pussy and flipped her over onto her hands and knees. I moved behind her and slid my cock back into Sam’s throbbing pussy and began to fuck Sam from behind.
“My vacation has been rather boring, honestly. Are you killing Sam?” Riley asked, laughing.
“No. Just fucking her properly. Isn’t that right Babygirl?” I asked, swatting Sam’s sour ass.
“You’re fucking my brains out, Master!” Sam screamed loudly.
“Are you calling to come and visit us?”
“If I could.”
Sam erupted with another orgasm. I rode out Sam’s orgasm before I pulled out and pushed Sam onto her back. I crawled up so I straddled Sam’s chest and jerked my cock.
“Of course you can visit us. When do you want to visit? Sam, tell Riley where I’m cumming.” I ordered as my throbbing cock erupted.
“Sweety, Master Jay is covering my face with his heavenly cum,” Sam said, as rope after rope of my pearly cum covered Sam’s beautiful face.
Riley was silent on the other end of the line. “Riley, are you still there?”
“Yes.” She sounded breathless.
“When would you like to come visit us?”
“Tomorrow?”
“Sounds wonderful.
To be continued…
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