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

by Anya Aurelie

  He stretched her wide open with his thick cock, and she found herself thinking that she wouldn't mind if she had this cock to herself every single night. She struggled to stay put against the wall as he fucked her roughly from behind, thrusting deep into her.

  As he fucked her, she began to moan.

  “You have to be quiet," he said. "Don't get us kicked out."

  “I’m not sure that I can," she gasped. "You just feel so good."

  He picked her lacy underwear up from the sink where she had left it, and shoved it into her mouth. "Scream into this if you need to scream," he said.

  She could smell herself on the panties, her wet, ripe cunt. It turned her on even more. She bit down into them to stifle her scream as he continued pounding away at her. Soon, she could feel her pleasure mounting.

  She screamed into the panties as she began to feel waves of pleasure wash over her body, her orgasm intense as he continued to pound her. She felt him tense up as her cunt squeezed him with her orgasm, and soon he was sent over the edge as well. He began gushing into her, spurt after spurt of hot cum, countering the cold ice cream that at the same time he pressed into her lower back. Hot cream and cold cream covered her body, in and out. She loved the feel of his cum filling her.

  He began to slow, and she knew that his orgasm was subsiding. He pulled out of her cunt, and she could feel herself dripping as he did. She turned around. "Wow," she said, trying to catch her breath. "That was amazing."

  "You're such a dirty girl," he said. "Thank you for meeting me here today."

  "I'm so glad I did," she said. The knock at the door came again, more insistent this time, and a voice called out, “Are you almost done in there?" The person sounded angry.

  "Yes, coming!" she called out.

  She slipped back into her bra as he put his boxers back on, but he stopped her as she went to put her panties on.

  "Leave them off," he said. "I want you to walk out of here with cum dripping down your leg, so that everyone you walk past will see what a dirty slut you are."

  She smiled slyly at him, and complied. She slipped her dress back on, grabbed her panties in her fist, and together they left the restroom. A line of people had gathered outside, and they all glared at them as they went past. "Whore," she heard someone whisper. They all knew what Jenna had been doing in there.

  As they walked out of the mall, back past the Victoria's Secret, the Hot Topic, and the American Eagle where they had played, she did indeed feel his massive load start to drip out of her and down her leg. It was wet and slippery and warm.

  As they exited into the bright sunlight outside the mall, she turned to him. "This was very, very fun," she said. "I would love to do this again sometime."

  "Me too," he said. "You were brilliant."

  He handed her her money, and she turned to leave. Then, at the last minute, she turned back. “Hey,” she said. "Just one last question. I understand why you wanted the ice cream cone, but why the soda?"

  He grinned back at her, taking a long sip from his straw. "I had a feeling you'd be a good workout," he said. “I knew I’d leave thirsty.”

  #3: Jenna’s Sex Ed Class

  (Rough, exhibitionist group play in a college auditorium)

  Jenna had gotten some unusual calls for her escorting services, but this was a new one. The call was from a college professor who wanted her to come to his sex ed class.

  She was confused. "You want me to help you instruct sex ed?" she asked.

  "Yes, in a sense," he said. "I've noticed that many of my students come into college not knowing much at all about sex. Specifically, they learn about the anatomy in school, but they don't learn about pleasure."

  "Okay," she said, still confused. "So what would I be helping with?"

  "These are all 18- and 19-year-olds, and they are extremely sexually inexperienced," he said. "I want you to teach them how to please a woman, and how to take pleasure from a woman. Even the women need a lesson in accepting pleasure."

  Jenna faltered. “That sounds great, but I haven't really done much teaching," she said. "I don't know if I’d be any good at that."

  "Oh, don’t worry about that,” he said. “I’ll do the actual teaching, I just need you to be the…model.”

  She was starting to get an idea of what he meant now. Standing in front of a room full of young men and women, horny and inexperienced, and…what? Pointing to various parts of her body? Discussing her likes and dislikes while the professor explained the mechanics of female pleasure? Would this be like a drawing class? she wondered. Would she actually get naked for them? Surely not. Not in a college class.

  "You're going to need to be more specific," she said.

  "I need you to let my students experiment on you," he said, “and to try out the techniques I’m describing. I may have unorthodox methods, but I find that students learn best by doing." He put in on emphasis on the word “doing.”

  So his students would be looking at her, naked. And…experimenting?

  "When you say doing, do you mean they'll actually be touching me?" she asked.

  “Yes.”

  Jenna thought for a moment. Standing up in front of a classroom full of young adults, allowing them to experiment on her body, play with her however they wished, and learn about how to pleasure her? She couldn't quite imagine it, but it sure sounded like fun.

  “I’m in,” she said. "What time do you need me there?"

  They made arrangements for the next week, and Jenna hung up the phone excited.

  When the time came to go to the class, she wasn't sure what to wear. In the end, she decided to go for a casual yet professional look. She hoped it said TA to the students — teaching assistant, that was, not tits and ass. Though come to think of it, she hoped it said both. She wore a button-up shirt over a tank top undershirt, tight slacks that showed off her ample curves, and boots.

  When she arrived at the college campus, she found the classroom the professor had told her, and slipped inside. It was still 20 minutes before class was supposed to start, and the room was empty aside from the professor. "Hi," she said to him, her voice echoing in the empty, cavernous auditorium. It was a larger classroom than she’d expected. "I'm Jenna."

  "Hi, Jenna," he said. "I'm Prof. Markman. Thank you for coming today." His tone was professional and detached enough that she wondered if she had misunderstood his intention.

  The professor looked her up and down.

  Feeling a bit anxious, she asked him, “So what's the plan today?"

  "I'm glad you asked," he said. "Let's walk through it before the students arrive." She stood up. "First, I'm going to tell them about the importance of kissing to get their partner in the mood."

  This was surprisingly tame. Jenna nodded, thinking that perhaps this would be an easier but way more boring day than she had expected.

  The professor moved toward her then. He began kissing her, his tongue rolling around inside her mouth. "Oh," she said, surprised. It wasn't an unpleasant surprise, though. The professor was quite attractive. She kissed him back. She liked the way he tasted.

  "Then we'll move into the importance of breast play," he said, grabbing her tits through her shirt and massaging them with his hand. He grabbed her as though this were a perfectly normal thing for a professor to do to a guest. She glanced behind her, looking at the closed door to the classroom.

  "Then we will begin discussing the genitals," he said with that same professional detachment. He touched between her legs to demonstrate what he meant. She felt herself grow wet at the mention of attention to her pussy.

  “We’ll start with hands, of course, then move into oral action, and end with genital penetration."

  "Okay," she said carefully, trying to strike the balance between professional and sexy. This was an unusual situation indeed.

  “And at the end, I’ll have some of the students experiment on their own and see what they enjoy. May I see your pussy before we start?" he asked. "I just want to know what we're wor
king with today."

  "Certainly," she said, wondering what he meant by that last part. She awkwardly pulled off her boots, unbuttoned her slacks, and pulled them down over her round ass. Shoving her panties to the side, she showed him her pussy.

  "Up onto this desk, please,” he said. She obliged. He examined her carefully. She felt her pussy tingle, wondering if he would touch her.

  “Yes, this will do nicely,” he said. "So this is where you will be lying when the students are examining you as well." As if on cue, the door to the classroom opened and a male student walked in carrying a couple of books, a backpack slung over his shoulder. Jenna jumped as though she had been caught doing something wrong — which, of course, by most standards, she was. But this class was certainly unusual.

  Prof. Markman remained calm. "Ah," he said. "It seems that the students are starting to arrive now. Jenna, you may get dressed." He spoke to her as though she were one of his students as well. It was slightly intimidating, though she certainly liked having a man tell her what to do. And in her profession, she was used to it.

  She jumped up off the desk, put her panties in place, and quickly pulled her jeans back on. She then pulled her boots on as well, even though it seemed a little bit silly when she would just be taking them off again right away. Still, though, she couldn't quite wrap her mind around getting naked here in this college classroom. It was very different from her own college experience had been, that much was sure.

  Over the next few minutes, the room filled up with bubbling young adults. Almost every seat was taken, and she guessed that this lecture was going to be Prof. Markman's most popular of the year. There must have been 100 students in that auditorium. She wondered if everyone there was even enrolled in his class. Young men and women were chattering, and peals of laughter rang out through the room. She guessed that the students were nervous. So was she.

  Prof. Markman was back at his desk, shuffling papers and making notes on his computer, but when it was time for class to start he stood up. Instantly, the room went quiet.

  "Thank you all for being here today," he said to the class. "This is Jenna. She will be joining us for the hands-on component of our lecture today."

  Prof. Markman began lazily pacing back-and-forth at the front of the classroom, looking as though he were pondering something.

  "So," he began, “today we will be discussing sexual pleasure. First of all, kissing is very important for most people in a sexual encounter. Could I have a volunteer, please?"

  From the back of the room, a scrawny boy raised his hand. Prof. Markman called on him. “Yes, you, come on down here." The boy walked down the steps of the auditorium and came to the front.

  "Show me how you would kiss her to get her excited and want her to have sex with you," he said. The boy looked nervous. Slowly, he leaned over Jenna, who was still standing awkwardly at the front of the classroom. His lips hit hers, and then his tongue was thrusting in and out of her mouth. It felt like he was attacking her.

  "Now, Jenna," the professor said. "Is this the way you like to be kissed? Is this a kiss that turns you on?"

  The oddness of the situation was turning her on, but she had to admit that this man's kiss did not.

  "A little bit softer, less tongue,” she said tentatively, not sure what Prof. Markman wanted from her.

  “Excellent,” the professor said. "Now, please try again," he said to the man standing in front of her. He leaned over her again, landing his lips on hers, and gently inserted his tongue into her mouth, kissing her nicely and gently. She could tell he was getting excited by this kiss, and the force of his kiss quickly grew to insistent.

  "What happened there, Jenna?" the professor asked.

  "He started going faster and with more force," Jenna answered, feeling like one of the students herself. "Personally, I like that."

  "Excellent," the professor said again. "It's good to feel out what an individual woman likes or dislikes. It's very important to pay attention to their reactions. This young woman seems to like forcefulness in her sexual interactions.”

  The young man looked pleased with himself. The professor dismissed him and he went back to his seat in the back of the classroom.

  "Next," the professor said, "we move on to the breast." This was going exactly as he had told her it would, no surprises, and she found herself beginning to relax and enjoy herself. She loved having her breasts massaged and was looking forward to this part of the class.

  "Now, for many women the breasts are a very sensitive area," the professor said to the class. “May I have another volunteer?" A young woman sitting on the left side of the room slowly raised her hand. The professor called on her, and she came forward. "Please show us how you would touch Jenna’s breasts," the professor said. The student reached out and gently ran her hand over and around Jenna’s breasts through the fabric of her T-shirt. She felt the outline of them, the shape of them, their size and heaviness. Jenna prided herself on her large, round breasts. Her nipples hardened at the woman's touch.

  "Excellent," the professor said. “Now, does it seem as though Jenna wants you to continue?"

  “Yes,” the girl said, seeming unsure.

  "How do you know?" the professor asked.

  "She's leaning into my hand.” Jenna hadn’t even noticed that she was doing this, but when the woman said so, she realized it was true.

  "Okay," the professor said. “Now you may take her shirt off.” The young woman began unbuttoning Jenna’s shirt, then dropped it to the floor. The woman pulled the tank top up over her head too, revealing Jenna’s creamy skin underneath. Her stomach was taut, and her breasts longed to escape the demi bra they were confined in.

  The woman was getting into it now. Without prompting, she ran her hands over Jenna’s breasts, feeling the smooth material of her bra and the bare skin above the bra line.

  Jenna felt herself flush with pleasure. Even in front of this many people, even with the whole class watching — perhaps even more so because the whole class was watching — this felt very good.

  When the young woman had sat back down, the professor continued. "Now we have a choice. Some people would take off the bra first. Others would take off the pants and leave her in underwear and bra both. Who has a preference?"

  Two young men raised their hands at the same time. "Take off the pants!" one of them called. The professor called them both down to the front together.

  They walked to the front of the room, and Jenna obligingly hopped up on the desk where she had originally shown the professor her pussy. She thought about pulling off her boots, but then decided she would let them do it for her.

  One of the young men unbuttoned the top button of her slacks, and then realized his mistake. He fumbled with her boots, then pulled them off. Moving back to her pants, he unbuttoned the top button and unzipped the zipper. Together, both the men pulled her pants down over her ass.

  They waited for further instruction. "Good," the professor said to them, nodding approvingly. "Okay, now what would you do next?"

  One of the boys grabbed her tits through her bra, and the professor nodded. Then, without waiting for permission, he reached around behind her and unclasped the hooks of bra. Shoving the straps off her shoulders, he lowered his face to her breasts and begin licking and sucking her nipples. Jenna moaned in pleasure, throwing her head back.

  "Great," the professor said. “You can tell she likes that by her reaction. Keep going."

  The boy looked pleased with himself. His friend, wanting to prove that he knew what to do with women too, grabbed the back of her head and began kissing her mouth roughly. He held her hair tightly in his hands, and she was unable to move her head.