#50: The Headmaster’s Birthday
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This is a work of fiction. Names, characters, events, and incidents are the products of the author’s imagination. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are consenting adults over the age of 18.
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The Headmaster opened the envelope. It was addressed to him, and hand-written. There was no stamp (someone had simply left it in his inbox), and where the return address would normally be was a single number: 9. He slit it open carefully. Inside was a single item: a pair of black panties. He sniffed them; they had been worn he guessed, but then dabbed with perfume. He recognized the scent and the room number.
Unsure of what to expect, he entered Liza’s dorm room. Jennifer Martin (Liza’s roommate) was on her bed, naked, her hands tied and her ass pointing in the air. Liza was also naked, but sitting casually on her own bed.
“Happy Birthday, Master! Do you like your gift?” Liza asked, smiling lasciviously.
He smiled too, and bent down to kiss her.
“That’s a very thoughtful gift, Pet.”
“I hope you don’t mind that I unwrapped it for you – I wasn’t sure how much time you’d have.”
“Not at all – and I appreciate that you sent me the wrapping,” he added, taking the panties out of his pocket and removing his clothes.
“So, tell me about my present.”
“Well sir, as you can see, she has a lovely shaved pussy, just waiting for your big dick. She eskişehir escort has a lovely gag reflex if you’d like to fuck her throat. And I’d be happy to roll her over and squeeze her perfect breasts together if you’d like to tit-fuck her. You can have any part you’d like, Master. But I positioned her this way because I assumed you would prefer her tight virgin butt.”
“You know me well, Pet,” he admitted.
“Would you like me to get you ready, Master?” Liza asked, licking her lips.
“I’m quite ready,” he said, using the silky blank panties to stroke his hardening cock. “But Miss Martin might appreciate a little foreplay.”
“I’m sure she would.” Liza slid off her bed and began to lick between Jennifer’s legs. She reached under with both hands to cup her breasts. She loved playing with Jen’s sensitive nipples, pinching them as she tongue fucked her, and twisting her piercing as she sucked on her roommate’s clit. She knew the mixture of pleasure and pain would cause Jen’s pussy juices to flow.
The Headmaster sat next to her, stroking his cock and watching her tongue as it licked Jen’s wet slit, poking between her lips. Jen moaned softly each time Liza’s tongue pushed into one of her tight holes.
“That’s enough. I want you to use that talented tongue on my balls while I fuck her.”
Liza crawled under Jen, with her head between Jen’s legs, and Jen’s head between her legs.
The Headmaster watched as the roommates licked each eskişehir escort bayan other. As much as he wanted to slam his hard cock into those tight holes, he forced himself to wait. Jennifer had such a beautiful round ass, athletic but just plump enough.
Smack! He couldn’t resist a few smacks on each cheek, turning them a lovely shade of pink.
He pressed the head of his thick cock against the young woman’s bare pussy. He rubbed up and down a few times, coating it with her arousal before thrusting deep into her tight cunt.
He fucked her with long thrusts, pulling out slowly to let Liza lick his wet shaft. Sometimes he buried his cock completely and held it there while Liza licked, kissed, and sucked his hairy balls.
He pressed his thumb against her asshole, slowly working it in. She was so tight, and her groans only made him harder. He spit on her hole, rubbing the spit around her tight ring with his thumb. It helped, but it wasn’t enough.
He pulled his thumb out of Jen’s ass and slid it into Liza’s mouth, letting her suck it until it was coated in her saliva, then pushing it back into her ass. He repeated this four or five times before his thumb pushed into the tight pink hole more easily.
He withdrew from her pussy, positioned his wet cock against her tight asshole, and pushed. The virgin asshole stretched slowly open, engulfing his cock. Liza’s legs wrapped around Jen’s head, forcing her against her pussy, muffling escort eskişehir her groans.
He went slowly at first, but he didn’t stop until his cock was buried completely. Then he gradually pulled all the way out, letting her sphincter close again.
Jennifer whimpered each time he entered her. Liza licked her pussy and sucked her clit to distract her from the pain.
He spent far longer in her ass than he had in her pussy. Eventually, it got easier for her. Her gaping ass remained open, making it less painful as he thrust in again. Each time he pulled out of Jen’s ass, Liza’s open mouth was waiting for him. He guided his slick cock past her lips.
She sucked and licked him hard, savoring the taste of her roommate’s ass. She knew going from one girl’s ass into another’s mouth, back and forth over and over, was one of his favorite kinks.
Finally, he was ready to cum. He grabbed her hips and moved in and out, deep, hard, and fast, slamming into her soft butt with each thrust. Then he buried his cock deep in Jen’s ass and held her against him. Liza quickly sucked his balls into her mouth, gently massaging them with her tongue. Jen could feel each throb as he spurted into her again and again, filling her with his warm cum.
As he pulled out, his cum soon followed. Liza didn’t need to be told what to do. She spread Jen’s cheeks, opened her mouth, and used her tongue to catch every drop as it oozed out of her roommate’s asshole.
When the flow finally stopped, she looked up at the Headmaster, keeping her mouth open to show him all the cum.
He leaned over, letting a glob of his spit drip into her open mouth. When he nodded, she swallowed and opened again to show him her empty mouth. “Thank you, Master. I hope you enjoyed your present.”
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