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Introduction:

The third and final guest arrives to Callie's initiation ritual.
Travis opened the door for the third guest: Ryan, a 40-year old married man who could only get off on taboo. He was 5’10” and quite good-looking with a square jaw and charming smile. His hair was cut short, and it was dark but graying at the temples. He stepped inside and immediately gravitated to Callie after briefly greeting Travis and paying his service fee.

“Looks like this fuckpig pussy has been well used,” Ryan remarked while standing over Callie as he began to unzip his pants to free his hardening cock. Callie was hit by a pang of humiliation that hardened her nipples when she heard him so casually degrade her. Her pussy was indeed quite swollen, especially around her entrance. At the same time, her lips were parted and her pussyhole was still partially visible due to being stretched so recently. And her little rosebud asshole was sticky with the spunk of the two strange men before Ryan as well as Callie’s own cum. “Just how I like it.”

Travis sat back and smirked as he watched Ryan practically start to salivate over his newest girl; he knew that Ryan preferred a sloppy, used hole so he was the perfect man to be third in line to receive service. Travis set the timer once again for thirty minutes once Ryan took his cock out and started to stroke it with one hand while spreading Callie’s ass open with the other.

Just like the men before him, Ryan hocked a wad of spit onto the used hole below him. Not that it needed much lube at this point, but it just made her eager little fuckhole look that much more sloppy which made Ryan’s seven-inch cock as rock hard as it could possibly get. He slapped the tip of his cock head on her pussy hole a few times before pushing it inside her, immediately shoving his entire length in. Callie yelped and then groaned, feeling his thickness stretch her sore walls and his tip press against her cervix.

“That’s right…,” Ryan groaned as he smacked his palms down on both of her big ass cheeks, then grabbed and jiggled them. “Take that cock bitch…fuuuckk it feels so good in this pig pussy.” He began thrusting slightly, not wanting to take his cock too far out of her. His balls kept rubbing up against Callie’s clit, making her moans a bit more intense and measured.

“Fuck yes…you like having your pig hole fucked, don’t you?”

“Yes, sir,” Callie managed to slur out, her cheek pressed to the air mattress. It was the first time one of the men had directly spoken to her, and it somehow felt even more humiliating to have to admit the pleasure she received from this situation.

Ryan began to fuck her harder, pulling his shaft out to the head and then slamming it back inside of her balls deep. Her warm, fat pussy was still incredibly juicy. His cock rubbed against her g-spot at the perfect angle each time he thrusted back inside her. Callie was drooling at this point, she was both exhausted from all the cock she had received and euphoric from all the adrenaline and endorphins rushing through her as Ryan continued to pound her mercilessly.

Callie began to let out a low groan just as the ten minute alarm sounded. Ryan shifted his weight and swung his right leg around and pressed his sneakered foot to the side of her face, smushing her face into the mattress that was now soaked with her drool at one end and her cunt juices at the other. He was still fully clothed, as this was a quick nut for him. With his foot still pressed firmly to her head, Ryan began viciously pumping his cock in and out of her stretched hole, his balls slapping against her engorged lips. Callie came hard and let out a muffled scream. Her g-spot had finally been stimulated to the point of climax; Callie let it take over her body and shuddered as the waves of euphoria washed over her. Then Ryan came deep inside of her, filling her with a big hot load that he’d been saving up all day. He grunted as he slammed his cock balls-deep inside her one last time, making sure her cervix and walls were covered with his cum. Then, he deftly pulled his cock from her hot, stretched cunt and released his foot from her face. Just like the two men before him, Ryan walked around to Callie’s mouth and fed her his softening dick. Exhausted as she was, she greedily and happily sucked on his mushroom head until the last drop of spunk was gone. Ryan hocked a wad of spit onto Callie’s face as she sucked him. The final alarm sounded.

“Fuck, this bitch is about to make me hard again!” He chuckled as he extracted her cock from her mouth and stood to zip his pants.

“Thank you, sir,” Callie managed to squeak out, her voice raspy from her moans and screams. She remained face-down, ass up on the mattress while Ryan got himself together.

“And well-trained, too. You’ve done a nice job with this little slampig,” he remarked to Travis as he made his way to the door.

Travis smirked, mainly at the fact that he’d barely done any training at all with her yet and she was already impressing his friends. “Glad you enjoyed her, man. I’ll definitely be in touch about the next round.” The two fist-bumped and Ryan left the apartment.

Travis went back to Callie and knelt next to her, placing a warm hand on her back. “Come on sweetheart, let’s get you cleaned up.” He helped Callie to slowly get to her feet; her legs felt like jello after being pounded for the past couple of hours. Travis walked her to the bathroom where he helped her to remove her fishnets. After also removing his own clothes, they both got in the shower and let the hot water rain down on them. Travis gently washed Callie from head to toe. When he got to her pussy, he gently washed with soap around her lips, and took the opportunity to carefully spread them apart to observe her freshly-fucked hole.

“Good girl…I know you’re sore but it doesn’t look like you’ve torn.” Then he instructed Callie to bend over at the waist so that he could administer a douche to really get her cleaned. He used one hand to spread her left ass cheek open, while with the other hand he carefully prodded the nozzle inside her swollen hole, quickly squeezing the bulb to flush out her canal. Travis then placed a hand on the small of her back, guiding her to remain bent over. He shifted his attention to her puckered little rosebud, sitting perfectly tight stop her stretched pussy. He gingerly rubbed his fingertip in a circle around the wrinkled edges of her virgin shithole, observing it closely. The more he gently massaged, her little hole would contract ever so slightly.

After he was satisfied with her state of cleanliness, Travis shut off the water and helped Callie out of the shower, offering her a large fluffy towel. After she briefly toweled off her hair and body, Travis took her back out to the living room where he wrapped her in a blanket and they both sat on the couch, facing one another.

Travis lit another joint as he began to debrief the evening with Callie. She expressed that she thoroughly enjoyed herself and the way everything transpired. It had been exhilarating to be so open and vulnerable, and to completely relinquish control. Not to mention, the whole thing had turned her on incredibly, and it ended with perhaps the most intense orgasm she had ever experienced up to that point.

“Ah yes, I could tell,” Travis said, recalling Callie on all fours getting absolutely pounded by her last guest. “It is absolutely remarkable to watch you…but darling, from here on out you must ask my permission before you cum. Remember that it is about the guest’s pleasure first and foremost.”

Callie nodded in agreement, feeling her cheeks flush a bit with the embarrassment that she may have done something wrong.

“Also, from now on you’re to address me as Master or Master T.”

“Yes, Master,” Callie said obediently.

“And what will you remember to always ask your Master?”

“‘May I please cum, Master?’”

“Good girl….” Travis reached out to cup Callie’s round face in his hand. Then he dropped his hand to her bare knee, which was poking out from the towel she was still wrapped in. “The next thing we need to work on is prepping and training your ass. All of the guests tonight want to know when it’s ready for service.”

Callie nodded again, though this time with much more hesitancy. She had never done anal before, thought she had always been curious about it. The most she had done was experiment with her middle finger in the shower one day. She remembered liking the sensation, but she wasn’t sure if she could fit anything more.

Travis could sense her nervousness right away. He chuckled softly and began to rub her knee, trying to soothe her fears. “Trust me, sweetheart, you’ll be just fine. One thing you should know about me is that I’ve trained many girls in my day, and each one eventually came to love, and even crave, having their ass used. But besides that, it’s a non-negotiable. A good whore always has two cunts available for service…do you understand? Your asshole will become your second cunt.”

Callie nodded, chewing her lip anxiously. Deep down she knew that becoming a well used anal whore would blast her fantasy into another dimension. It was exactly what she needed.
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