Catholic Schoolgirl

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Former schoolgirl's ass is the perfect place for his cock.
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Boxlicker101
Boxlicker101
3,139 Followers

Red Helen ran the best brothel in that county of Nevada, and one reason for its preeminence was that she catered to any preference a horny man might have, as long as it was within the law. Such a man was Rick Rhodes, who lusted after teenaged Catholic school girls. A long time ago, he lost his cherry to one of them, an older girl who attended school with him. Still wearing most of her uniform, she had bared her ass for his cock and, ever since then, the sight of a middy blouse and a plaid skirt around chubby youthful buttocks would drive him wild with lust. He went to Helen and told her what he lusted for.

"I have just the girl for you. Come with me," she said, after taking his money, including a premium for meeting his particular needs.

Before taking him to meet the brothel employee, who was guaranteed to be just what he wanted, Helen called the young woman who specialized in that specific fetish to tell her to get ready to serve a new client. While leading Rick to the part of her establishment where special needs like his were met, she described the girl who would be his sex partner that day.

"Mary's 18 years old, and a genuine Catholic high school girl. At least she was, until she graduated a few months ago and came here. Her uniforms are the real thing too, because they're what she wore her senior year."

Helen stopped and opened a door. On an overstuffed sofa was the girl of Rick's fantasies, plump and fair-skinned and wearing long white stockings, a white blouse and a dark blue plaid skirt that was pulled up, showing off most of her shapely bare ass. She had long, straight brown hair and was looking toward the door and grinning at him, as if she knew what he wanted and wanted the same thing. Helen left and Rick closed the door and hurried to approach his living fantasy, with his cock almost tearing a hole in his pants.

Mary knew what was expected of her. "Oh, gosh, Mister," she said while smiling lewdly at the approaching man with the bulge in his pants. "You sure got a big thingy. I hope you don't want to put it in me. I'm a good Catholic schoolgirl, and a virgin."

Rick went along with what he could see was part of the role-playing. "Yes, Mary, I'm going to stick my big, hard cock into your tight little cunt." As he spoke, he unfastened his pants and opened the fly of his jockey shorts, giving her a better look at his protruding erection, which she saw was actually slightly less than average size.

Even so, her act continued. "Oh, no, Mister. You can't put your big thingy in my tight little cunny. I'm saving myself for marriage, like a good Catholic girl should. It would be way too big to fit in there anyhow."

"Well, Mary, I can see how you want to save yourself for marriage, but what about me? Guys get sick when they get all hard like I am and can't do anything about it. You don't want me to get sick, do you?"

"Gosh, no, Mister." During their conversation, Mary had remained lying on her belly, slowly pulling up her plaid skirt until it was above her hips and she was showing off the rest of her succulent ass. "But I don't know what I can do to help you."

It was obvious to Rick what she would do. He didn't know if her hymen was still intact or not, and didn't really care, because he was sure his cock would be thrusting in and out between those delightful naked white hemispheres in a few minutes. For one thing, Red Helen certainly wouldn't let him down and, more important, he saw a plastic bottle of what looked like Aqualube standing in front of the sofa along with a folded towel. He stepped forward and placed his hand on her lovely ass, gently spreading her cheeks with his fingers.

"What about in here, Mary? You'll still be a virgin and I won't get sick."

She pretended to think about that idea for a few seconds. "Well, I guess that would be alright. Just as long as I'm a virgin for my rich, handsome husband on our wedding night." She reached under her body and pulled her skirt up until all the fabric was above her waist and reached back to spread her cheeks.

"You'll have to use some lube, though," she cautioned, coming briefly out of character. "And a condom," she added, as she handed him the plastic-wrapped packet she had taken from under one of the sofa pillows.

Rick had no problem with either of those requirements. He scuffed off his shoes and sat next to her to pull off his socks and pants and shorts and open the packet. After rolling the condom into place, he stepped up to the sofa where the Aqualube had been left. Trembling in his eagerness, he unscrewed the cap, placed the neck of the bottle against the small hole the former schoolgirl was holding open for him and squeezed in a big dollop.

She enjoyed working for Red Helen, and really liked the feel of a cock driving in and out of her ass, at least as much as she liked it in her pussy. Her name wasn't really Mary, but that seemed like a good name to use when she was being fucked by a man who had that particular fetish. Everything else Red Helen had told Rick about her was true, including the fact she was only 18 years old, the minimum age to ply her profession in that county, and that she had been a student in a Catholic high school until her graduation the previous spring.

It was her idea to tell some men she was trying to preserve her virginity, but it was also in keeping with the role she was playing. Her cherry had been broken long ago, but she liked to tell her customers, especially those with small cocks, that she was still a virgin who was saving herself for marriage so they would be willing to settle for fucking her in the ass. If the customers were really hung, she preferred to take it in her pussy. Another reason for the success of Red Helen's establishment was that her girls really enjoyed sex with their clients, and usually climaxed several times a day while working there.

Rick knew some of what he had been told was to feed his fetish, and didn't care at all if he was being fooled by Red Helen and Mary, or whatever her name was, and he didn't ask any more questions. The sexy young woman's attire was luring him on and her lush bottom was exactly what he wanted to fuck. After squirting a gush of the lubricant into the small pink hole she was holding open for him, he inserted his left middle finger up to the knuckle to spread the lube all around the inside. When her ass was ready, he prepared himself by coating his cock with more of the contents of the bottle and climbed onto the sofa between her legs, which she was spreading for him.

With the thumb and fingers of one hand, Rick reached between the plump ass cheeks Mary's hands were holding apart and pried open the pink rosebud they were framing so beautifully. His other hand guided his cock, and he leaned forward until he felt the tip press against the hole he and the former schoolgirl were creating for him. After moving it up and down for a few seconds, he thrust forward and uttered a grunt of pleasure as he felt the head wedge its way into the tiny opening. A few seconds later, he pushed again and sighed happily as his shaft burrowed in more deeply.

Mary echoed the sounds of joy being emitted by the man between her legs. For several reasons, she loved her job working for Red Helen. The most important was that she immensely enjoyed all varieties of sex with her customers, who almost always treated her better than any of her boyfriends ever had, especially when it came to fucking her ass. The current man, whose name she had been told was Rick, was no exception. Whether it was part of their role-playing or not, he was actually being solicitous of her.

"Does that hurt, Mary," he asked her. "If it hurts, tell me and I'll stop."

"No, Mister. It doesn't hurt at all. It feels really good."

"I'm glad to hear that. If it doesn't hurt, I'll keep going, because it feels great to me too."

It really did feel great to Rick. Mary's ass was tight, and his cock was buried in her deeply enough he no longer needed to guide it. After pausing to wipe off his hands on the towel that had been next to the lubricant, he caressed her white and succulent cheeks, placed his hands on her shoulders and pulled back on them while carefully driving his cock in farther. She moaned, but he was sure it was from pleasure, either simulated or real, and he continued to imbed his cock in her ass in small increments. He didn't stop until it was all the way inside, and he could feel his pubic hair brushing against the soft insides of her cheeks. Rick lay like that for almost a minute, reveling in what was happening to his cock, while the girl squirmed under him, making it even better.

He kept his hands on Mary's shoulders for leverage, and pulled his cock most of the way out, paused and drove it back into her. She was still tight, but the Aqualube was spread evenly all over the inside of her ass, and his hard shaft burrowed its way back into her until his hair was tickling her cheeks again. She moaned, more loudly this time, and the movements of her body became more intense. After once more lying on top of her for a minute, Rick drew back and stroked into her, and he could feel Mary trying to fuck back to meet him.

"Do you like that?" he asked.

"Oooo, yeah, Mister. It feels really good. Don't stop.

Rick had no thought of stopping. Over and over, he thrust his cock into her tight, oily hole, and felt her trying to respond. The Aqualube was working perfectly, and there was no friction, just the tightness of her ass, her plaid skirt and white middy blouse under him and her moans of joy. Good as the fucking was, it could be better, if Mary was willing to change position.

"Do you want to get on your knees?" he asked.

"Okay, Mister, if you want me to."

Most of Rick's weight was on his knees and, while keeping his cock buried to the hilt in Mary's ass, he straightened up somewhat, pulling on her hips while she pushed against the arm of the sofa. When they were ready to resume their fun, she was kneeling and leaning against that same sofa arm and he was on his knees directly behind her. With his first stroke, he drew back and slowly drove his cock forward.

Mary felt the hard cylinder surging into her ass, stretching her sphincter open and expanding the attached channel and fucked back to meet it. By the time her body and his met, the entire shaft was buried in her ass, and she could feel his short hairs against the sensitive insides of her cheeks. She moaned in bliss, and her happy noises were matched by those of Rick. He drew back and thrust forward again, and this time when their bodies met, their sounds of joy formed another duet. He stayed in that position for almost a minute, reveling in the way her sphincter and other muscles in her ass massaged his cock, before pulling it away and driving it back inside.

They continued like that, with neither of them saying much except to express their excruciating pleasure. The position was much better for Mary, because she could be a more active participant, rather than lying quietly and getting fucked. It could be better, though, and she was the next to make a suggestion.

"Why don't you stay there and let me do the moving and ream myself on your big, hard cock." She was forgetting to stay in character, but neither noticed or, if one of them did, it was not important enough to mention.

"Okay."

Rick was no longer thinking of their fucking as being him and a Catholic school girl, but as a young woman with a fabulously tight ass. Even so, the blue plaid skirt brushing against his bare belly and the middy blouse under his gaze and the long, white stockings rubbing against his legs were enough to keep feeding his fetish. He stayed in place while Mary reached over the arm of the sofa and tugged against it, pulling her ass most of the way from around the cock that felt so wonderful inside her. This time, she was the one who paused, but it was for no more than a few seconds, until she pushed against the arm and impaled herself on Rick's cock. He kept his hands on her round, soft hips and let her completely envelop every inch he had, until her soft ass cheeks were pressed snugly against his thighs.

She repeated those same movements for a long time, swaying back and forth slowly so they could both derive even more pleasure from their coupling. Mary could feel her orgasm building and knew it would soon erupt to the surface, but the cock filling her ass felt too good for her to rush anything. From the way the man behind her was breathing and sighing, she knew he would soon be cumming too, but she wanted to be first to climax.

"Mister, can you play with my man in the boat and make me cum?" she asked.

Except that the other Catholic school girl had addressed him by name, those had been exactly her words, and hearing them made Rick's climax draw rapidly closer. He reached his right hand around her hip to find her pussy, which was dripping with the fragrant juices Mary had been secreting and he had been smelling. When he found her clit, he was elated to see it had become so swollen it was completely free of its protective hood, so he gently pinched the little cutie between two folds of her inner lips and started stroking in the same tempo as her movements to imbed his cock in her ass.

"Like that," she sighed, and started moving faster.

Rick quickly got more active, thrusting forward to match her pace as his cock was enveloped over and over by Mary's tight, succulent ass and stroking her adorable clit at the same tempo. Her movements were becoming more erratic, and his hand and arm on her hips served the double purpose of keeping her upright on the sofa and giving him leverage so he could plunge his cock in harder and faster.

"Uh! Uh!" she started whimpering and her movements became more erratic, until Mary uttered a cry of joy and started cumming.

Her responses to that delightful condition became even more pronounced, so Rick took complete control of the action, pushing Mary against the back of the sofa and hanging onto her with the arm he had around her hip. His fingers and thumb kept stroking her clit and he drove his cock in and out of her while her voluptuous body tossed and bucked in front of him. He was on the verge of cumming when the hot former schoolgirl cried out ecstatically as she climaxed, and rammed her ass back against him for an ultimate time.

After her orgasm, Mary relaxed completely, sagging toward the arm of the sofa, but Rick kept her upright while continuing to ram his cock in and out of her ass. A few seconds later, his climax welled up inside his body and exploded, as he shot a big wad of cum into his condom. He kept fucking with hard, deep strokes until he had ejaculated two more loads of semen before he sagged against the delightfully plump ass of the woman who had just shared with him the best fucking he had done in many years.

After a few minutes of total relaxation, Rick carefully pulled his cock from the tight hole where it had given and gotten so much pleasure. The transaction between him and Mary and Red Helen's brothel was over, but he hoped they could do the same thing in the near future. After properly disposing of his condom and putting his clothing back on, he made that suggestion to the young woman who was still displaying her bare pink and white ass to his admiring gaze.

"I think I'd like that, Mister." She smiled and continued. "But, you'll have to talk to Helen about that. I just work here."

Rick left the small room, but stopped before leaving the brothel to set up a series of appointments for the next several weekends. His sex life had been adequate before, but he expected it to be vastly better in the following months.

Thank you for reading this story by me, Boxlicker101. Here is an URL to many more of my stories: http://www.literotica.com/stories/memberpage.php?uid=207952&page=submissions

I hope you had as much fun as Rick and Mary had. I like writing stories on Literotica, but I like it a lot more when I know that people are reading and enjoying them, and I appreciate it when readers take the time to express their opinions by voting. Like most authors on Literotica, I practically live for feedback from readers, either public comments or email to me. Such feedback, whether praise or criticism, helps me to write more and better stories, and I respond to it whenever I can.

Boxlicker101
Boxlicker101
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3 Comments
ReefBeachReefBeachover 9 years ago
Great little story

Loved the description of her pale skin and plump cheeks. Never heard of a little man in a boat before!

AnonymousAnonymousover 10 years ago

I like older women, 50 +especially their arses. My wife who is 50 doesn't like anal, so I rang around the local brothels, there were only 2 and I got lucky at the second. I was told she was an older lady,who only worked 1 day a week, is that o.k. I couldn't believe my luck.I made the first appointment, I had to wait 2 days, I went there and was shown to a room. I sat on the chair, my cock hard in anticipation. The door opened, a tall plump woman entered,my wifes 58 year old sister, I lost my erection as we stared at each other.She spoke,well this is a shock,,your not wrong there. Why are you here,i explained, and I said what about you, she said well Alan has lost his sex drive,not interested and he doesn't work anymore so I told him I would get a part time job cleaning to help make ends meet. Because of my age you get guys who want an older woman. It was awkward, well what are we going to do. I said I am willing to give it a go,she said o.k. $200, I paid. Undress, I did,sit on the bed,she then began to undress, her big breasts bouncing out, teasing as she lowered her skirt, no panties,suspenders,stockings and she turned and bent over and parted her round arse. My cock went hard, she moved over to me,lick me, I grabbed her and pulled her back my tongue working around her arse. She moved away, knelt before me and stroked my cock before putting it in her mouth, sucking, she was good, she then stood up, I watched as she applied some lube to her arse and then she lay down. I moved to her and she held my cock and placed it at her pussy and I pushed forward,sliding into her, fucking her, my cock hard,i felt my cumm rising, im going to cumm and she pushed up to meet my thrusts as my cumm shot into her pussy. We lay there and then I pulled out,i felt disappointed, but she said don't worry,as she played with my cock, you will thank me later. we talked a little, she stroked my cock, then she sat up, o.k.and straddled my face, her cumm filled pussy at my mouth as she began to stroke my cock, as I licked her pussy I could see her hole, I felt my cock getting hard> As she sucked, I felt a finger at my hole, moving around, a little push, moving around, then just entering me, moving, my cock grew hard. She said o.k. as she rolled off, lay on her back, lifted her legs,holding them and said o.k big boy, fuck my arse. I knelt between them,holding my cock and positioned it and slowly pushed into her arse. I felt her open,my cock inside and then the wonderful tight feeling of my cock being swallowed by her arse. she let go of her legs as I fucked her,her finger at her pussy, I went slowly, it felt great as my cock was gripped by her tightness. I went faster, I heard her say that's it, fuck my arse, faster, her finger at her pussy, I pushed her legs back further and pushed harder and faster, I felt her arse grip my cock as she yelled yes and orgasmed,her arse milking my cumm as I deposited it into her. we lay there, my cock still in her arse until I shrank and it popped out. I lay there as she showered, then I showered. She thanked me and said I am here every Wednesday, I hope to see you again. I realized I had married the wrong sister.

AnonymousAnonymousover 12 years ago
getting the young ass

Very well written story with a good flow of action. he's like me, I perfer to fuck young ass rather than pussy.

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