I was barely recovering from our shared experience and was now eagerly searching Mallory’s face for clues about his decision. There seemed to be real torment at play.
“I… I want to stay. I will just have to make a call…” he finally announced.
“Oh, is someone expecting you somewhere?” Liam asked with a teasing smile that could be heard in his words.
“Yes, Sir. I was supposed to meet my girlfriend Sarah for lunch. I’m… I’m already late,” he stammered.
Liam rose up from the bed, not bothering to cover himself at all. He moved with a powerful masculine confidence, walking to the hotel room’s bathroom. When he returned to us, he had a phone in hand — obviously Mallory’s.
“What is your passcode, dear?” Liam asked.
Mallory paused for perhaps a second, then responded, “1 2 1 8 0 0.”
“Very good. So, let’s see… Sarah. There she is,” he said, and then began narrating as his thumbs typed out a message. “Sarah I am sorry I won’t be able to make lunch today as I ran into an old friend that I haven’t seen in forever and we are catching up.”
He finished typing and I heard the little “swoosh” sound effect of the text making its way off to her.
“Oh god,” Mallory moaned softly to himself.
“Actually, while I’ve got your phone, why don’t you two pose for some photos. Crissy, you and Mallory get up and stand next to each other.”
I climbed up off the bed and adjusted my lingerie a bit, trying to make myself look a little less rumpled. Mallory did the same, though he looked even less comfortable in his bikini.
“Not so shy,” Liam urged us. “Get closer, arms around each other.”
He started taking photos as we posed, moving closer together, awkwardly at first. As he gave more specific commands, we had something clear to do, which made obedience easier.
“That’s it. Hug him close. Good. Reach into his bikini bottoms and cup his cock. Good girl. Mallory, cup Crissy’s little tits. Very good.”
We moved and posed and touched each other, for Liam and for the camera. I was getting redder and warmer, and Mallory was visibly red.
“Good girls. Very good. Now, kiss for me.”
We turned to each other, meeting each other’s gaze for a moment. The look we shared was much more than just resignation or reluctant obedience. It was strange and awkward, to be sure, but there was also something shared between us. He was on my level, in a way, and we were in this together. We both tasted Liam in each other’s mouths.
“Mmm, fuck, look at you two little sluts. You really are making me want to fuck,” Liam commented. “Let me just send a copy of these photos to myself.”
After another “swoosh” sound from Mallory’s phone, Liam tossed it aside and gave us his full attention.
“Mallory,” he said, “Why don’t you help Crissy out of her panties and let’s get her up on all fours on the bed.”
I looked at them both and then stood and waited. The ball was in Mallory’s court. He approached me slowly, his eyes darting to mine for just a moment of acknowledgement, then he brought his hands to my hips and started to tug down my panties, exposing my caged cock and exposed, shaved balls. I drew in a deep, slow breath. It was humiliating to have him see me like this, trapped and small, with my most basic physical reactions and pleasures controlled.
He helped me up on the bed, and I took my position, on all fours, near the foot of the bed.
“Crissy has such a nice plug in her ass, doesn’t she?” Liam asked Mallory.
“Uhm, yes, Sir, yes she does,” he responded, uncertain.
“It reminds her constantly of who and what she is, and by now, Crissy needs anal stimulation to get any kind of physical arousal at all. It also keeps her a bit stretched for me, for moments like these.”
“Yes, Sir,” Mallory answered again.
Kneeling there, I could just hear them behind me as I stared at the generic landscape painting hung over the bed. I was being kept waiting while on display.
“Stroke me, Mallory, and coat me with this lube. I want to be nice and hard for our Crissy, not to mention slippery and glistening.”
“Oh, yes, Sir,” he replied.
I tried to look back over my shoulder, but for the most part I had to imagine the scene while I waited. I could just picture Mallory’s hands shaking as he once again laid hands upon this man and his sizable, throbbing cock. Storking him, warming the lube, watching him swell and lengthen, all the while knowing that he was taking part in my use as well.
The sounds I heard were wet, slippery strokes and deep breathing, quickening and turning into panting.
“Fuck, that’s good,” Liam grunted. “Tug that plug out of Crissy’s ass. Grip the base, get a hold of it, then twist and tug it out. Not too fast.”
It was my turn to groan, as I felt Mallory’s nervous, inexperienced fingers trying to get purchase on the plug’s widened base, touching me so intimately. Finally he got a good hold of the toy and started to pull. I tried to relax, feeling the widest part of the plug passing, biting my lip and moaning.
“Good job,” Liam praised him, as I felt it pulled free, leaving me feeling so wide open for that briefest of moments.
Liam, obviously primed and eager, drove into me from behind. He was so hard that I gasped and groaned as I felt him push me forward. I was thankful for the obviously thick coating of lube that Mallory had smeared all over him.
Liam took his time, thrusting with a controlled pace and depth, giving my body at least some time to get accustomed to his size. He pushed deeper with each thrust, just a bit more each time, as I moaned and gripped the bedding in tight fists.
I felt Liam’s pleasure inside me. I felt my own warmth and strange arousal building up. Somewhere in my mind I was also aware of Mallory, watching all of this. I could imagine how I looked from his vantage point. Ploughed from behind, my tiny trapped cock in a trapped bundle wagging back and forth. My stocking-clad legs spread. The bra wrapped around my chest as a kind of teasing decoration.
The sensations and emotions kept building, growing more intense and powerful with each thrust. I could feel Liam’s rhythm changing, in a way that I was truly beginning to know and anticipate. He got faster and faster, pushing all the way inside me with each drive, rocking my body as he plunged balls deep inside my sissy pussy. My body squeezed him and gripped him inside, and I could feel the size of him. He started to throb and pulse and his motions became a bit slower, but with more authority. He rammed forward, rocking me, and then he started to spurt, exploding his warm cum up inside me.
My thoughts were a blur and my body felt overwhelmed by the sensations and experience of it all. He kept thrusting, driving his load deep within me. With the last drive and spurt, he held himself deep inside, and it was as if I could feel him so perfectly, aware of the moment his erection started to wane.