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Gwen obeyed as good slaves must. Master handed Regina some lube and she oiled Gwen's star and the strap-on, pushed a button to make it start humming and pushed into Gwen's ass. Both Gwen and Regina climaxed quickly. I wondered what it would be like to be fucked by that vibrating monstrosity or even what it would be like wearing one and fucking someone else. For fifteen minutes, Regina plowed into Gwen's back door and they both had several orgasms. When her time was up, Regina stopped and Gwen hung limply over the back of the couch. It appeared she wouldn't be regretting her time as a sex slave. Regina removed the strap-on and her end was thick with cum. Regina slapped Gwen's ass and she stirred.
"Yes, Mistress, how can I serve you?" Gwen asked.
"Clean this off, slave," handing her the strap-on.
"Yes, Mistress."
Gwen took it and disappeared into the bathroom to wash it.
"Scott," Regina said, "I'd prefer to lie down somewhere more comfortable than the floor. May we adjourn to your bedroom?"
"Of course," Master said, and we all went into the bedroom, because whoever wasn't going to participate was going to watch, even me.
Lisa was next and Edward and Rob were going to be taking her at the same time. I knew how thick their cocks were. Easily the fattest of all of them, though Jerry's was close. Edward in her cunt and Rob in her rump. I shivered to think of it.
Like me, Lisa had only cum a couple times this evening and she was eager to cum again. Slaves like us were cum queens. Edward got on the bed first and Lisa eased down over his stiff mast, stretching wide to take him all.
"Please, Master Rob, use lots of lubricant, and go very slowly," Lisa pleaded, knowing how full she would be.
Rob said he would and Master handed him the bottle. He liberally used a lot in and around her crinkled star, then applied more to his shaft. Then he started to ease himself in. Lisa panted hard as he pushed in, like a woman undergoing labor. I could scarcely believe how much her groin was being stretched by the two cocks. It was like witnessing child birth. Rob did go slowly and it was a few minutes before he was in her all the way.
"Have you started the timer yet, Scott?" Edward asked.
"Not until all the parties are in place," Master answered.
Which left only Regina. I think she'd planned on lying down, but Edward was too big to lie down nearby and still expect Lisa to lick her, so she ended up kneeling over Edward's head. As soon as Lisa's tongue could reach her cunt, Master started the timer.
Despite Lisa's training, she was having a hard time concentrating on her oral duties with both Edward and Rob buried in her booty. It appeared she was doing the best she could, but I could see Regina was somewhat discouraged from the lack of attention her cunt was receiving. Edward saved the day for her. With her widely splayed legs over his face, he was staring up at a most attractive sight. He raised himself on his elbows and started licking Regina's asshole. She squealed slightly when she felt him, then lowered her body and spread her legs farther to give him more access. Ron turned away in disgust.
Poor Ron. He'd been shocked to incredulity when he'd arrived, thinking first his wife would want them to leave, then he was going to be able to bid on and fuck eager slave girls. Instead, he was going to end with two blow jobs while his wife was cumming like a slave herself. And with a tongue in her cunt and one in her ass, she was cumming like a slave, rocking over Edward's face as she orgasmed over and over. Edward couldn't move much, he was pinned to the bed by Lisa on his cock and Regina on his head. Rob was doing most of the thrusting, though Lisa was riding Edward as she pushed back on Rob's bat in her ass. She was cumming hard as well, as much or more than Regina. When the timer ended, neither Edward or Rob had cum yet, so now it would all be determined by the length of time before they climaxed.
Several minutes after the timer ended, Rob grunted and buried himself as deep as he could in Lisa's rectum, spurting his load. The pulsing of his cock must have triggered Edward because we could see the cum rushing up his stalk and filling Lisa's cunt. Thick man cum was leaking out around both their cocks. I doubt I'd ever seen anything as wild and crazy in my life; two cocks spurting their white cream into a single body separated by almost nothing. I almost had an orgasm myself watching, and I grew wetter. That would soon be me.
Of course, when the men's contractions ended, it was also ended for Regina and Lisa. They'd already cum multiple times; Lisa's and Edward's face the proof of that. Master called time and they slowly disentangled themselves from each other, Rob first, then Regina, finally Lisa climbed off of Edward's cock, dripping cum profusely from her crotch. Master sent me for a towel to wipe her off. I got a second towel for Lisa's and Edward's faces so they wouldn't have to smear male cum over their faces to wipe girl cum off.
Before I'd come back, Lisa had started cleaning both of the men's cocks, surprising everyone when she sucked Rob's cock which had been in her ass. There were several gasps, both men and women. Only I knew what we'd done to help prepare for this eventuality. Master would be fucking my ass. Would I have the same ability to clean his cock afterward? No one said anything to Lisa when she was done. I handed her the towel and she wiped her crotch off. I handed the other towel to Edward first. Slaves faces are less important than a Master's.
"Have you and Rob ever fucked the same woman together before?" Master asked Edward.
"Hell no," Edward said. "The sight of our pricks scares a lot of women from fucking us at all. Having one in their ass was never a consideration and both at once, a pipe dream."
Good for Lisa. She'd given a pipe dream to two big men. I suspected her nether regions would be sore for awhile, but likely, so would mine. Neither Jerry nor Master were small men either.
It was my turn. Jerry got on the bed like Edward had. His cock was hard again. I'd known he wouldn't disappoint me. I climbed over his waist, placed his cock at the entrance of my cunt and sank down over his shaft, cumming as I did. My pleasure was known to all as I screamed as I spasmed. Master had me lean down and he greased my rosebud, rubbing lube around the outside and even pushing it in with his fingers, spreading it around the wiry rim. After adding some to his cock, he started the slow penetration first practiced by Rob on Lisa.
I'd been fucked in the cunt with a plug in my ass and fucked in the ass with the Slave Trainer in my cunt. This was a whole new experience; both of them longer and their pricks living flesh and not inanimate objects. It moved and bent and pulsed like living tissue and filled me more than I'd ever been filled before. I climaxed again, before Master was all the way in my bottom, shivering between their two hard bodies. Finally, Master was embedded all the way in.
"Are you doing okay, slave," he asked.
"Yes, sir," I whimpered.
"Ron," he said. "You're next."
Ron stood over our heads and I opened wide and he shoved his cock into my mouth, burying it in my throat. I was airtight for the first time. I moaned around his cock and orgasmed again.
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