Life of an Escort Series Box Set #1–3 + Prequel (Rough play with alpha males, including group play, MFF threesome, domination)

by Anya Aurelie

  They'd found her through an ad in the local paper. She worked as an escort, and she enjoyed her job. But this, this was something she’d never done before. The man who had contacted her, one of the frat brothers, had said she would be open and available to anyone who came by and was interested. Just sitting there naked, on all fours, and ready to go. She had heard stories from other escorts who had done things like this, but she didn't know what to actually expect.

  She pulled into the lot of the big house with Greek letters on the side, feeling a little nervous but mostly excited, and looked around. It looked like any normal college frat house. There were inexpensive, old cars in the lot, and male students walking around with books and backpacks, looking like they were on their way to class. It wasn't anything out of the ordinary, and it certainly didn't look illicit. It didn't look at all scandalous.

  It didn't look, frankly, like the kind of place that Jenna would have been hired come. She walked up to the door that she had been instructed to approach, and she rang the bell. The door required a key code entry, and the man who had contacted her on the phone had not given her the code.

  When he answered her ring, she said, "I'm here for the party."

  "I'll be right down," the male voice said.

  She waited, anxious. She felt her panties getting wet, thinking about what might happen that evening. When the man arrived, he was just as she had imagined him: he was well-built, blond, and looked as though he came from money. He was young, didn’t have a single line on his face, and seemed like he had never had a trouble in his life.

  In short, he was exactly the sort of frat boy she had always wanted to sleep with when she was in college, but who had never been interested in her. Now, at 23 years old, she was more confident than she had ever been in her life. After a year of escorting — since graduation — she now knew with certainty that men were attracted to her, in a way that she never had back in school.

  She held her shoulders back, her head high, and she followed him into the building, looking forward to what was to come that night. She didn't know what to expect still, but she was ready for anything. In the hall, they passed several other frat boys who were getting ready for the party. She saw stacks of red cups, someone wheeling a keg down the hall, and guys were joking around and talking, looking like they were excited about the party.

  "I heard they hired a hooker," one of them said. "I heard she's up for anything."

  Jenna didn't know what to think about this. Was she up for anything? She guessed she would need to decide soon exactly what she was up for. She saw the male eyes on her she walked past, and she wondered whether they knew they were talking about her. She wondered whether, if they did know, they would be interested. Was she their type?

  She felt her nipples harden and tense up there in the hallway. The guy who had answered the door, who still had not introduced himself by name, led her into a main living room in the house. There was a beer bong in one corner, a large, sturdy-looking coffee table in the center, and a big TV and game console behind it. Plates and cups were scattered across the room, and one man was picking them up and throwing them into a big trash bag.

  In short, it looked like the kind of place a lot of young men would live.

  "Now," the man ordered her, "get naked."

  “Already?” she asked, surprised. "I thought maybe I could have a couple of drinks first, talk to some people, and get adjusted to the party." She had not expected to get started the moment she walked in.

  "No," he said. "You need to get naked now."

  “Okay,” she said. And she began peeling off her shirt, her pants, and then stood there almost naked in the frat house, not sure where to go from here. She felt self-conscious. Already eyes were on her, and her face felt hot.

  Finally, she unhooked her bra, and unleashed her massive breasts. She was a 34DD, and men had always been interested in her tits. In her escorting business, it was a big draw. She often had men contact her who had chosen her over others because of the size and shape of her tits. And apparently they got what they wanted, because she certainly seemed to get a lot of repeat business.

  Now, the man who had let her into the building was looking at her with lust in his eyes. "Good," he said. "That's exactly what we were looking for."

  “Great,” she said. Was anyone else going to get naked, or was she just going to be on display? And she peeled off her underwear, which were a silky red lace, and already dripping through. She had a feeling she was going to like this gig.

  The man kept his eyes on her approvingly as she stripped, and she wondered if he was going to grab her right then and there.

  But he didn't. Instead, he said, “Okay, now get up on that table and get down on all fours.”

  What was going to happen? she wondered. But she did as she was told, climbing onto the hard wooden table in the middle of the room and displaying herself for him. He walked all the way around her, examining her from all angles. He nodded as he walked, as though he was giving his approval of her figure.

  Now, he said, “Open yourself up a little bit.”

  “What do you mean?” she asked.

  "You know what I mean,” he said.

  She balanced on one elbow, bringing the other arm behind her, and spread herself apart with her hand, exposing her delicate pink flesh to him. She stood behind her and watched.

  "Good, that's very good,” he said. "I like how tight and pink you are."

  "Do you want to touch it?" she asked. Now she was getting into it. This was getting into more familiar territory, flirting and showing off. She relaxed as this all became more familiar and less new. She was excited for the party start.

  "Not yet,” he said. "I'm going to make you wait until you're dripping."

  She could already feel herself starting to drip, but she stayed in her position as he wanted. Other men were starting to filter into the living room, and she wondered how many people would be at this party. They were all staring at her, looking her up and down and over and around, seeing into all her private areas. She was surrounded by men, and was the only woman nearby. They could do anything they wanted to her.

  And she wanted them to. Within half an hour, the house began to fill up. More and more college men began to come into the party. At first, most of them were subdued and didn't seem to know how to act around her. Some didn't look at her, and some glanced furtively at her, and then looked away. They all seemed to think that although she was alluring to them, they should at least pretend that they weren't interested. They acted as though she were a conversation piece more than anything else. They discussed her ass, her tits, her face, her stomach, and most of all her perfect pink cunt.

  But as time went on, and everyone had more should drink, people got looser in their approach. Not too long into the party, one particularly cute frat boy approached her and said cockily, "So, can I do anything I want to?"

  "That's what I've been told," she said. "I've been hired for the night, and I'm here for whatever you want."

  He smirked, and she noticed again that he was cute, even aside from his cocky rich boy attitude.

  "So what do you want to do?" she asked, prompting him.

  "Shut up," he commanded. She was silent. She liked being ordered around.

  He walked around her as the other man had done previously, and looked her up and down. Finally, he came back around to her front, and he put one finger on her lips. She was tempted to lick his finger, she was so turned on by this point, but she resisted. He trailed his finger down her chin, down her neck, and finally grabbed her breast. She loved the way he squeezed it, kneaded it, as though no one else were around and no one else could see, though in fact he was using her in front of everyone in the room.

  Everyone else seemed to be watching them out of the corners of their eyes. It was almost as though they were waiting for permission to do what he was doing, but they needed someone else to break the ice first.

  "Do you like that?" he asked.

  "Yes, s
ir," she said. "Please don't stop."

  "I'll stop when I want to stop," he said. "You don't tell me when to stop."

  He grabbed her other breast, grabbing both of them roughly in both hands, and squeezing and kneading as though he were working bread dough between his palms. He was obviously getting turned on, and she could see the erection protruding from his jeans. She wanted to touch it, to feel it in her hand, in her mouth, and especially in her pussy.

  "Oh please," she said, "fuck me."

  And the guy swept his hand under her breasts, under her stomach, and along toward the end of her body. She was still on all fours. And she wanted him to spread her apart.

  He then grabbed her ass with both hands, and did exactly what she wanted. He spread her ass and pussy, looking at her. She felt all the eyes in the room on them. Finally, he decided to take a taste. He slapped her ass, and then reached down with one finger and started flicking her clit. She moaned in pleasure. This was why she had become an escort, she thought. All the beautiful men in the world, who all wanted a piece of her. It was almost more than she could take. And the night was just getting started.

  He dipped his finger into her cunt, making her moan again.

  "Do you like that?" he asked.

  “Yes,” she said. "I love it." She never wanted him to stop.

  "Do you want more?” he asked.

  "Yes," she said.

  He continued to massage her with his finger, moving in and out of her slowly, but picking up speed. Soon, he was fucking her with his fingers roughly. Then she heard a zipper, and she wondered if he was taking off his pants. She knew she shouldn't move from her statue position, but she stole a quick glance backward, and saw that yes, he was. He was pulling his jeans down slowly, revealing silky boxer shorts tented forward with a massive cock protruding from beneath the cloth.

  More than anything, she wanted to feel that cock inside her. But would he really do that, here, in front of all his friends? Fingering her was one thing, but fucking her?

  The room was now full of 18 to 21-year-old men. All of whom were staring at them, some longingly, some curiously. And then the man pulled down his shorts, and pulled off his shirt too, revealing a ripped chest and a rock-hard cock, both of which were beautiful, perfect specimens of man. He positioned himself behind her, and she felt her heart rate increase. She was the frat house’s toy, to use as they liked, and she was going to make sure they got their money's worth.

  He slapped her ass again to warn her of what was about to come. Then he pushed inside of her all at once, and she was filled up with his massive, hard, throbbing member. She was so dripping wet that she felt herself stretch around him with no problem.

  “Mmm,” he groaned, "you feel so good."

  She felt the same way about him.

  He thrust into her again and again, getting deeper with every thrust, and she felt as though he was going to break her apart. She remained planted to that spot, not moving, and allowed herself to be plowed. The eyes on her all around the room were the sexiest thing she had ever experienced. She relished being watched, and this many men was something she never could have asked for. And to think that she was getting paid on top of all of it.

  He moved faster and faster inside of her, and before long she could feel that he was close to orgasm. He got harder as he moved, and soon he was moaning and groaning, and had tensed up, as though to shoot his load. He groaned, “Ohhhhh,” and she knew it was coming.

  And then she felt it: warm, wet spurts of his cum filling up her insides. She loved every second of it. She wanted more and more. He emptied all of him cum inside of her, hot and wet, until there was no more left.

  Spent, he collapsed on her briefly, before pulling out and moving away from her, and she couldn't even see him behind her as he pulled on his clothes and rejoined the party as though nothing had happened.

  She stayed in position, feeling his hot cum dripping out of her hole and down her leg, wondering who would be next. She didn't have to wait for long. Soon, two other men approached.

  "So," one of them asked, "you like to be fucked in front of a roomful of guys?"

  "Apparently I do,” she said with a smile. "Are you ready to try?"

  In answer, they simply took off her pants, their belts jingling as they hit the floor. She felt herself tingling in anticipation. One of them, who had an exceptionally large dick, waved it in front of her face. "You like this?" he asked.

  "Yes," she gasped. "Yes, I love it."

  Then he shoved it into her mouth before she could say anything else. She sucked it enthusiastically, licking up and down the shaft and feeling his hardness inside her mouth. She could taste his delicious pre-cum. Meanwhile, the other one had also pulled out his cock.

  "Taste mine too,” he said. She was more than happy to do so. She hungrily pulled it into her mouth, licking and sucking his hard cock. It was not quite as large as the other man's, but it was even harder. They both tasted delicious. She looked up at them from where she was perched, and enjoyed the looks on their faces of ecstasy as they watched her sucking them off.

  She could feel another drip exiting her cunt and dripping toward the floor down her leg. She didn't know whether it was from the man who had cum inside of her, or if it was her own excited juices. She went back and forth between the two, sucking them both at once, jerking one while she licked the other, and then back to the first. They seem to love the back-and-forth, and had no problems at all with sharing her. She loved both of these cocks aimed at her face, the power she had over their orgasms.

  Soon, one of them said, "I think I'm going to cum."

  She was excited. "I'm ready," she said. She let the man jerk himself, his cock slick from her mouth, while she licked the other up and down his shaft, and then the man who was jerking himself spurted all over her face. His cum came in spurts, and it hit her mouth, her nose, her cheeks, and dripped down her chin, but she never stopped licking the other cock. The guy she was licking and sucking only seemed to get harder when he felt her persistence in the face of his friend’s orgasm.

  When the first man was spent, he wiped his wet cock off on her cheek. “That was great," he said. "You have a very talented little mouth."

  She smiled up at him. She thought so too. She prided herself on her skills at sucking cock. And it turned her on to know and to see what she could do to men. He continued to slap her with his increasingly flaccid cock, and soon his friend was on the point of orgasm himself as she continued to worship his cock.

  "Get up on your knees," he gasped.

  She stood up on her knees on the low coffee table, and he shot his cum first up into her open mouth, and then onto her waiting tits. Jenna was impressed with how far he managed to shoot it, and with the accuracy of his aim. Her tits dripped with his hot, white semen. He seemed lost in the ecstasy.

  When he had finished milking every drop, he rubbed her tits thoroughly, massaging his cum into them.

  "You leave that on there all night," he instructed.

  "I will,” she said with a wink. She had enjoyed getting her tits splashed very much. She returned to her original position, on all fours, feeling the sperm already starting to dry on her hanging breasts.

  The man walked away, and she reoriented herself to the room. It was getting even more crowded now, with men wandering around so close to her that occasionally one bumped into her by accident. Or at least, it seemed accidental. Maybe it wasn't.

  Several people wandered by and slapped her ass or squeezed her tits, and she enjoyed their poking and prodding very much, getting more and more turned on with every anonymous pinch or slap. But for the next hour, she was left hanging, not sure if anyone else would want to enjoy her. Everyone seemed to be hanging back, waiting and watching, not ready to take the leap themselves.