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Alex's Awakening, Part Two

"Alex meets her new mentor and things escalate very quickly."

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Lydia led Alex down the hall to what looked like a break room, where a stunningly beautiful African American woman in her early or mid-twenties was seated on a comfortable-looking couch.

“Alex, this is Shawna. Shawna, this is Alex, our newest employee. Please make her feel welcome and teach her everything she needs to know.”

Shawna rose with feline grace. Alex stared in awe. The other woman almost oozed sensuality and confidence.

“A pleasure,” Shawna purred, extending her hand. “I’m looking forward to it.”

Alex took Shawna’s hand gingerly, trying not to show how intimidated she felt.

Lydia smiled and left the room. Shawna sat back down, gesturing for Alex follow suit.

“So, I’m guessing you’re new to this whole thing, huh, Alex?”

Alex nodded. “I am. I mean, I’ve never even had sex before.” She blushed at the admission. “Yeah, I know. Pretty surprising for someone who wants to be an escort, huh?”

Shawna chuckled, her eyes sparkling with some secret knowledge. “Don’t worry too much about that, girl. We’ll get you up to speed in no time. Hell, a lot of guys find it a huge turn-on, and for your virginity you can get a much, much higher rate.”

There was a moment’s pause, and Alex couldn’t help but feel a twinge of nerves as she looked at Shawna. The other woman had finally cracked a smile, and her perfect white teeth flashed in a way that was disarmingly attractive.

“Well then, Alex, we have some work to do,” she said, “and I think I’m exactly the person to help you. I’ll be your peer mentor, and I promise to guide you and teach you everything I know. You’ll be fucking like a champ in no time!”

Shawna leaned back into the couch, crossing one long leg over the other. “First things first, let’s get you ready to meet some clients. Do you have any nice outfits with you? I recommend something classy but also a little bit playful, at least for your first time when you’re getting your cherry popped.”

Alex shook her head. “N-no. My parents are very strict about what I wear.”

“Well, not to worry. The agency’s got lots of outfits you can borrow--their wardrobe is hella impressive, and I say that from experience. We’ll get you something to wear that really knocks your client’s socks off.”

Alex nodded, her face turning hot. Shawna seemed to notice her embarrassment and reached out to pat her on the back.

Shawna chuckled. “It’s okay, sweetheart. We’ve all been there. The excitement, the anticipation. The nerve-wracking moment right before it happens. The first time is always special – no matter who you are or what your experience level is. And for you, a virgin, it’s going to be one of the most memorable moments of your life.”

Shawna could see the nervousness in Alex’s eyes. She had seen it countless times before with new girls. And as a seasoned escort for Cherry Blossom Escorts, Shawna knew exactly what to do.

“I know this is a lot to take in, hon. But trust me, you’re gonna do great. Now, let’s talk about what you can expect for your first client. Have you decided if you want to do in-calls or outcalls yet?”

Alex shook her head. “No, I haven’t. What’s the difference?”

Shawna smiled sympathetically. “Then consider this your first lesson. An in-call is when the client comes to you at the designated location -- in this case, the agency. An outcall is when you go to their location. For your first time, I usually recommend doing an in-call. It’s less stressful for new girls. Plus, you know the space is safe and clean.”

“Makes sense to me.” Alex agreed.

“Okay, good. Now, there are a lot of things you can charge extra for, but we’ll get into all of that later. For now, let’s just focus on the basics.” Shawna said.

“The basics?” Alex asked, eyebrows raised.

“Yeah. The basics. So, typically, a regular session goes for an hour, and you can charge around $400, but it’s up to you. I personally charge more if it’s a longer session, if the client wants something specific, or if they want to see me again. But for now, we’ll just stick to beginner stuff.”

Shawna smirked, and Alex couldn’t help but notice the way her partner’s eyes gleamed when she spoke about their work.

“I see,” Alex said quietly, taking mental notes. “But what about...the sex part? Can you, um, give me any tips for that?” She could feel herself blushing furiously.

Shawna laughed, a low, husky sound. “Oh, sweetheart, we’re gonna have to work on that confidence of yours. But don’t worry, I’ll guide you through all of it. And remember, it’s not just about the sex. Sure, that’s important, but it’s also about making a genuine connection with the client. It’s about making them feel special and desired. And that’s where you come in, Alex. I can already tell you’re going to be super-popular with our clients once you get the hang of it.”

Alex looked down at her hands. “Thanks, Shawna. I really appreciate that. But I’m still just so nervous.”

Shawna nodded sympathetically. “I get it, hon. It can feel weird at first. But trust me, once you see how grateful some of these guys are for your company, it’ll all make sense. Plus, you get to help them explore their deepest desires and fantasies while also exploring your own. And that’s a pretty powerful thing.”

Alex nodded slowly, starting to understand.

“Now, let’s get back to the topic at hand,” Shawna winked. “Let’s talk about how to make the most of your first client. First and foremost, communication is key. When you and your client first meet, spend a few minutes getting to know each other and establishing boundaries. Ask him what he’s looking for in his session, and be honest about what you’re comfortable with. This will help set the tone for the rest of the session and ensure that both parties are on the same page.”

“Now, as for the actual sex stuff, what a newbie like you needs to know is that there’s four basic positions: cowgirl, reverse cowgirl, doggystyle and missionary. Each one has its own advantages and drawbacks. Doggystyle is good for deep penetration, cowgirl lets you control the speed and depth, reverse cowgirl is great for clitoral stimulation, and missionary is perfect for eye contact and intimacy.”

Alex’s blush deepened. “Wh-which one do you like best?” she managed to stammer.

Shawna grinned. “Oh, doggystyle is definitely my favorite. There’s just something about being completely filled up and being able to focus on the sensations that really gets me going. Plus, it can get really intense and animalistic. But for a virgin getting her cherry plucked like you, I think the best position would be either missionary or cowgirl. That way, you’re in control and can take things at your own pace.”

“Does it hurt?” Alex wanted to know. “I’ve heard some girls say it hurts when he...you know...”

Shawna smiled reassuringly. “It might sting a little at first, but it’s nothing you can’t handle. Just relax and let your body get used to it. The more you practice, the easier it’ll get, and it’ll feel awesome in no time.” A wicked grin split her lips. “In fact...why don’t I just show you?”

Sticking her head out the door, she said, “Rob! Could I see you for a few minutes?”

Rob, a man in his late twenties, came out of a nearby room. “Yeah?”

“I got a newbie here who needs a demonstration. You game?”

“Sure!” Rob said cheerfully and went over to stand next to her. “Now, Alex,” Shawna said, “Rob here is going to help demonstrate all four of the basic positions to you.” She began to undress. “Pay close attention, ’kay?”

Alex stared. “You mean, you’re just going to have sex right here in front of me? Just like that?”

Shawna chuckled. “Yup! Rob, take your clothes off.”

Rob grinned and began to undress, revealing a well-muscled physique.

“I’m going to demonstrate missionary first,” Shawna said, lying down on her back on the floor. “This position is the most basic of all. You lie on your back, and your client lies on top of you, facing you. It’s a very intimate position that allows for deep penetration and skin-to-skin contact. Rob, could you get on top of me, please?”

As Rob climbed on top of Shawna, Alex watched, fascinated. His body was so muscular and confident, and yet there was a gentleness to the way he positioned himself on top of Shawna. He kissed Shawna deeply as he positioned his erection at her entrance. “Notice how my pussy is directly against his dick. This lets your client guide it to you however you like. Once it’s in, you can rock your hips back and forth or grind against your client to find what feels good for you. The client’s hands can go anywhere they like: on your breasts, your hips, or down to touch you between your legs. It also allows for eye contact, which increases the sense of intimacy. Okay. Rob, whenever you’re ready.”

Rob slowly pushed into her, burying his cock inside her up to the hilt. Alex watched, open-mouthed.

Shawna moaned softly, her body relaxing into the sensation of being filled. “See how he’s looking into my eyes?” she said, her voice slightly strained. “That connection is important; it helps you both feel more intimate. You can return the gaze or look away if it’s too much. It’s up to you. Rob, start moving.”

As Rob began to thrust gently into her, Shawna’s body responded in kind, her hips meeting his movements with a rhythm of their own. The sensation was overwhelming, and Alex found herself unable to tear her eyes away from the scene unfolding before her. She felt a heat building deep within her own body, a strange, foreign ache that she had never experienced before.

“Missionary allows for deep penetration,” Shawna continued. “Notice how I’m arching my back and using my hips to meet his thrusts. This can help your client get even deeper inside. Rob, you can also try varying the angle and speed of your thrusts to find what feels best for you both. You can even reach around and touch yourself while he’s inside you if that helps you. Okay, Rob, a little faster now.”

As Rob’s pace quickened, Alex felt a sense of urgency building within her. Her body was tingling all over, and her breasts were becoming heavy and sensitive. “When you’re about to cum, you’ll feel a tightening sensation inside your pussy. That means your client is close, too. It’s important to let your client know so they can be prepared to pull out before they get inside you.”

Shawna arched her back, her nails digging into Rob’s as she came, her body tensing around him. Rob groaned, his thrusts becoming erratic as he felt himself on the brink. He withdrew, his cock still hard and glistening with their combined juices.

“Next,” Shawna said, panting a little. “Doggystyle. This is a great position for deeper penetration and increased stimulation. You’ll need to get on your hands and knees with your ass in the air. Your client will position himself behind you, entering you from behind. Once he’s inside, you can rock your hips back and forth to find what feels good. Your client’s hands can go anywhere they like, including playing with your breasts or touching you between your legs. Rob, could you please demonstrate doggystyle for Alex with me?”

As Rob moved into position behind Shawna, Alex couldn’t help but feel a sense of awe and increased arousal. The muscles in his back rippled as he lowered himself onto her, his cock sliding easily into her wetness. Shawna let out a moan of pleasure as he began to thrust himself into her.

“D-doggy style is great because it allows for deep penetration and easy access to your G-spot, which is located just inside your vagina, about an inch or two from your cervix. R-Rob is hitting it right now. Fuck, that feels good!”

Shawna arched her back, moaning loudly as Rob thrust into her from behind. Alex couldn’t help but feel a surge of arousal watching them together. As Rob continued to pound into Shawna, she felt her own body responding in kind. A strange dampness began spreading between her legs. “You can try rocking your hips back and forth to meet his thrusts,” Shawna said, her voice slightly strained. “Or you can try holding your breath as you reach orgasm. It can make the sensation more intense. If you like hair pulling, this position is good for that too. It’s also one that allows for greater emotional detachment between you and your client.”

“Okay, Rob,” Shawna finally said. “That’s enough. Let’s show the newbie cowgirl next. Alex, the cowgirl position is when you ride your clients, facing them instead of having them behind you. It gives you complete control over the pace and depth of penetration. Rob, lie on your back, please.”

Rob complied, and Shawna straddled him. “To get into cowgirl position,” Shawna explained, “you’ll want to sit on your client’s lap, with your legs on either side of him. You can spread your legs wide for more stability or keep them close together for a tighter squeeze. Once you’re in position, you can begin to rock your hips back and forth, controlling the depth and speed of the penetration. You can also use your hands to touch yourself or to guide your client’s movements.”

She slid down onto Rob’s shaft in a practiced smooth movement. “Ohhhh yeahhhhhh...like that, Rob. You feel so good inside me. Now I’m in control. I can set the pace and the depth. Do you see, Alex?”

Rob groaned as she began to ride him, her hips moving in a sensual rhythm. He reached up to cup her breasts, pinching her nipples as she bounced on top of him. The feeling of being inside her was incredible.

Shawna leaned forward, their bodies moving together in perfect harmony. Her breath came in ragged gasps as she neared her climax. “That’s it, Rob. Fuck me harder. I’m so close.” She threw her head back, arching her back as her inner muscles clenched around him, moaning as her climax took her.

“Whew!” she said. “That was awesome. Now, finally, I’ll show you the reverse cowgirl. It’s similar but also different from a regular cowgirl. Instead of straddling your client, you’ll kneel on the floor or a bed with your knees spread wide. Your client lies on his back with his legs spread as well. You then lower yourself onto his penis, guiding it into your vagina. Like regular cowgirl, reverse cowgirl allow for deep penetration and full contact between your bodies. Watch.”

She moved to the edge of the bed and knelt, spreading her legs wide. Rob lay down and positioned himself beneath her, his legs spreading wide as well. Shawna took a deep breath, then lowered herself down onto him, feeling the thick length of his cock slide easily into her wetness.

“F-fuck, I never get tired of that,” she gasped. “Alex, are you paying attention?” Shawna began to ride Rob hard, her hips moving in a furious rhythm. The muscles in her thighs tensed and relaxed as she rocked back and forth, her breasts bouncing with each movement. Rob reached up to touch her, feeling the warmth of her skin and the softness of her flesh. He could feel himself getting closer to the edge with each thrust.

Alex watched, enraptured.

The way Shawna’s body moved over Rob’s, her hips undulating with each thrust, was mesmerizing. Her breath came in ragged gasps, her chest heaving as she tried to catch each breath between moans. Rob’s hands moved up and down her back, cupping her ass cheeks as he thrust deeper into her. “Oh, God, Rob...so good...so big...inside me...take it...take it all...ohhhh God...I’m...I’m...c-coming...I’m...coming...on your...cock...feel me...feel me...c-come...FUCK!” Shawna threw back her head and cried out, her body going rigid.

Alex watched, transfixed, as she convulsed with pleasure, her inner muscles gripping Rob’s cock in an almost painful spasm. He could feel the heat radiating off her body and the sweat that trickled down between her breasts. He was close now—so close to losing control of himself. As he watched her regain her composure, he reached up and grabbed her by the hips, pulling her down harder onto him.

“You feel so good, Shawna,” he groaned. “I’m gonna...I'm gonna cum!”

“Cum inside me. Just this once.” She whispered the words, her breath hot against his skin as she arched her back, her hips grinding against his. Rob’s world exploded in a rush of heat and pleasure as he released himself inside her, his cock pulsing with each spurt of cum. His hands gripped her hips tightly, holding her down as he let go, his body shuddering with the force of his orgasm.

They collapsed together, breathing hard. Shawna grinned at Alex. “And that’s how it’s done! Any questions?”

Alex swallowed hard, still staring at them. “I...I think I’ve got the basic idea,” she said. “How often do you...do you...you know...see clients?”

Shawna shrugged. “It varies. Sometimes it’s every day; sometimes it’s just a few times a week. It depends on my schedule and theirs. But I always make sure I’m safe, you know? I made an exception this time, but don’t make a habit of letting them cum inside you.”

She sat up and reached over to put a hand on Rob’s knee. “Thanks for the assist, Rob! I’ll catch you later. You can go now.”

He nodded, rose, and dressed. “No problem. See you around.”

As he left the room, Alex’s heart raced with a mixture of desire, curiosity, and fear. She knew that what she had just witnessed was incredibly intimate and taboo, but the raw passion and pleasure of it...

“Now,” Shawna said, dressing with a contented laziness. “Where were we? Ah, right. Intro to Escorting 101. Now, you’re probably thinking that, since we can’t and shouldn’t get romantically involved with our clients, we can’t be friends with ’em either, right?”

Alex frowned. “I...um...”

“Well, the answer is, of course you can be friends with your clients. Once you start getting regulars, you’re going to get to know them quite well. Hell, some of my clients are better friends than my actual friends!” Shawna laughed. “And that’s fine, you don’t have to feel bad about that. In fact, it’s part of the job. You’re not just a sexual partner, you’re a companion. You’re someone they can trust, someone who listens to them, and makes them feel good. That’s what makes the difference between someone who’s just in it for the money, and someone who’s really good at what they do. That’s the secret, see. It’s not just the sex--what comes before and what comes after are just as important, and the more authentic and genuine you are, the more your client will enjoy himself.”

She leaned forward, her voice taking on a more serious tone. “But, you have to remember, Alex, that this is a business. You can be friendly with your clients and even like ’em, but don’t let them get too close, you know? You have to keep your boundaries, your limits. Understand?”

Alex nodded. “Yeah. Be friendly, but keep my distance. Got it.”

Shawna nodded approvingly. “Good. Now, let me walk you through how a client visit usually goes. You’ll meet the client at a designated location, usually a fancy hotel or apartment or something. You’ll start by getting to know each other a bit, talking about each other’s interests and fantasies. This is where your skills of rapport-building come in handy. The better connected you are with the client, the more enjoyable their experience will be.”

“But what if I’m not attracted to the client?” Alex asked, nervously twirling her hair.

“That’s totally normal,” Shawna replied. “Attraction isn’t always instant, and it’s not always physical. Sometimes it takes time to build, and that’s okay. But, remember, this isn’t about you. It’s about the client’s pleasure. So even if you’re not immediately attracted to them, focus on making them feel good. And who knows, you might find yourself getting turned on, too. In fact…” A slow Cheshire cat smoke spread over Shawna’s face. “I’ve got a client booked in about an hour and I think you should come along to observe…among other things. Sound good?”

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Alex was shocked but quickly nodded. This was all happening so fast--she hadn't expected things to move so quickly! She felt her heart rate quicken at the prospect of watching Shawna with a client, but at the same time...at the same time, she couldn't bring herself to refuse.

“Great," Shawna said. "Let me just give them a call and let them know we’re on our way. Oh, and Alex, wear something sexy. It’ll help get you in the mood,” Shawna added with a grin. “I’ll help you pick something out.”

True to her word, Shawna spent quite some time with Alex rummaging through the vast racks of clothing that Cherry Blossom Escorts kept for its employees to wear. After more than an hour and a half, she finally settled on a short black dress with a plunging neckline that hugged Alex’s petite, slender figure and both accentuated and showed off her modest breasts.

“I’ve never worn anything like this,” Alex said breathlessly. “Daddy would lose his mind if he knew.” She quickly slipped it on and applied some makeup with Shawna’s guidance. When she was done, she looked in the mirror and saw an entirely different person staring back at her.

“You look drop-dead gorgeous!” Shawna said. “Goddamn, girl!”

Alex flushed. “You look beautiful too,” she said. And it was true. Shawna was wearing a red dress that clung to her curves and bared just enough cleavage to be enticing.

“Well of course!” the older woman chortled. “Ready to go?”

Alex nodded, and they headed out the door.

Shawna had arranged for them to meet her client at a fancy hotel in downtown. They arrived and took the elevator up to the penthouse suite.

As they walked in, Alex couldn’t help but feel a little overwhelmed. The room was huge, with floor-to-ceiling windows offering a breathtaking view of the city. A plush king-sized bed sat in the center of the room, surrounded by candles and rose petals.

“Wow,” Alex breathed. “This is...wow.”

Shawna chuckled.

“Yeah, it’s pretty amazing, huh? But don’t get too distracted, Alex. We’re here to work. Come on, let me introduce you to my client. He’s a regular, so he knows the drill.”

She led Alex over to the bed, where a handsome man in his early thirties was lounging. He was completely naked, and his cock was already rock-hard.

“Hey, handsome,” Shawna said, giving him a flirty wink. “I brought a friend with me tonight. I hope you don’t mind. Her name’s Alex. You might not think it to look at her - with her long brown hair, big blue eyes, and slender figure - but she’s got a dirty little secret. You see, Alex is an 18-year-old high school senior with a straight-A report card, a spotless reputation, and the whole world ahead of her. But she’s also just discovered her passion for sex work and she’s here to learn from a pro. You cool with that?”

The man nodded, a hungry look in his eyes as he took in Alex’s body. “Absolutely. Alex, why don’t you start by stripping for us?”

Shawna asked, her eyes gleaming with mischief.

Alex hesitated for a moment, but the excitement of the situation made her heart race. She reached behind her and slowly unzipped her dress, letting it fall to the floor.

“Good girl,” Shawna said, a proud smile on her face.

“Now, Alex, I want you to pay attention to every detail. Watch how I touch him, how he touches and responds to me, and how we both move together in perfect harmony.”

Alex did as she was told, her eyes glued to the two of them as they started to touch each other. Shawna’s hands roamed over the man’s chest and abs, her fingers tracing his muscles as she leaned in to kiss him. He moaned, his hands gripping her hips as he pulled her closer.

She could feel his erection pressing against her thigh, hot and heavy.

“Fuck, you’re gorgeous,” he growled, his lips trailing down her neck.

Shawna chuckled and pushed him back onto the bed.

“Lie down, handsome. Let me show you what I can do.”

He complied, his eyes never leaving Alex’s body as she crawled onto the bed and positioned herself between his legs.

Shawna’s hands were everywhere, her fingers dancing over his skin as she kissed and licked every inch of him.

Her tongue snaked out, tracing patterns on his abs as her hands gripped his hips. Then, she wrapped her lips around the tip of his cock, her tongue swirling around the head as he groaned with pleasure.

“Oh, fuck,” he moaned, his hands reaching down to grip her hair as she took him deeper into her mouth.

Alex watched in awe, her own body reacting to the filthy scene before her. She could feel herself getting wet, her nipples hardening as she watched Shawna working her mouth up and down the length of his cock.

She wanted to touch herself, to feel the warmth building between her legs, but she didn’t dare move.

“You like what you see?” Shawna asked, looking up at her with a wicked grin.

Alex blushed, unable to tear her gaze away from the obscene display before her. “Yes,” she whispered, her voice trembling with desire.

“Now, why don’t you come over here and finish him off?” Shawna beckoned her closer, her eyes sparkling with mischief. “Come over here, Alex. Let me help you lose that annoying v-card of yours and teach you how to ride a man like a pro.”

Then, to the client, Shawna said. “Alex here is a virgin, so be extra gentle with her. This is an important moment for her and we need to make it memorable. A girl only loses it once, after all.”

Alex took a deep breath, steeling herself for what was about to happen. Her heart was hammering a mile a minute in her chest. This was so wrong. It went against everything she'd ever been taught, everything her parents had raised her to value and believe in. Sex was something that should be saved for her wedding night, and engaged in afterward only as much as absolutely necessary in order to produce children. That was what Mom and Dad had always told her, on the rare occasions they'd talked to her about sex at all. Alex knew the right thing to do would be to back out now, to grab her clothes and just walk out while she still had the chance.

She did none of those things. Instead, she was held in place, compelled by a growing surge of something that she couldn't quite identify. It took a moment for her to realize that it was lust.

A shameful thing, her father would say. Young ladies were not supposed to lust after men. Young ladies were supposed to be prim and proper and chaste. They were supposed to study hard, be home by nightfall, and not associate with the opposite sex in frivolous manner.

Alex had spent most of her life doing just that: doing what others wanted, living up to other people's expectations and standards.

No longer, she thought.

She took a deep, calming breath, then a second, then a third. Then she climbed onto the bed, straddling the man’s waist with a virgin's awkardness as Shawna positioned herself behind her.

“Now, Alex, the first thing you need to do is relax. Don’t worry about anything else except enjoying yourself. Can you do that for me?” Shawna asked, her voice soothing.

Alex nodded, swallowing hard.

“Okay, good. Now, take his cock in your hand and guide it to your entrance. Make sure to take your time and savor the feeling of him entering you for the first time. We have all the time in the world and there's no rush. Are you ready, Alex? Are you ready to become a woman?"

Alex nodded again, her mouth dry. "Yes," she whispered.

Then, with ceremonial slowness, she carefully lowered herself down onto him, feeling his tip parting her folds and entering her inch by inch until he was embedded within her all the way up to the hilt. It was a marvel that her slender, petite body could accommodate such a girth. The sensations were unlike anything she had ever experienced before – the feeling of fullness, the warmth spreading through her body, the sensation of him sliding deeper into her.

It also hurt. She was shocked at just how much it hurt. Tears rolled down Alex’s cheeks and she bit her lip against a sob as she felt the client’s thick cock stretching her tight, virgin pussy. She glanced back at Shawna with a pleading look.

"It hurts, Shawna. It hurts so bad!"

The older woman just smiled encouragingly. “It’s okay, Alex. Just bear with it for a little while longer. You can do it. Let your body adjust to him. It'll start feeling really good really soon."

Alex nodded and tried to follow Shawna’s advice. She closed her eyes and focused on her breathing, taking slow, deep breaths as she gave her body time to cope with its first penetration. As the minutes went by the pain gradually subsided, replaced by a growing sense of pleasure as she began to ride her client experimentally. With Shawna’s guidance, she started to bounce up and down, grinding her hips against his as she picked up the pace.

The room seemed to fade away as Alex became lost in the moment. She moaned as she felt the cock inside her filling her up, hitting spots she never knew existed. Her body shook with pleasure as she moved faster and faster, matching the rhythm of her client’s grunts and gasps. Her perky breasts bounced wildly in front of her, and her long, dark hair stuck to her sweaty forehead.

Shawna came up behind Alex, crouching down and reaching around to touch herself. She placed a hand on Alex’s stomach, feeling the muscles tense and release as the younger woman rode the client like a horse at gallop.

“You’re doing great, Alex,” Shawna murmured, her voice hot and heavy in Alex’s ear. “Let go. You feel that orgasm building inside you? Let it take you away, baby girl. Let it come. There’s nothing like that feeling, is there? Knowing it’s coming, knowing it’s getting closer and closer.” She gave Alex a tongue-filled kiss, her hands cupping Alex’s small breasts. “Cum for me, sweetie. Cum for me now. Let go of all the bullshit, Shawna urged, her fingers slipping lower to play with Alex’s clit.

At her touch, Alex felt a jolt of pleasure shoot through her body. She threw her head back, moaning as she ground down onto the cock impaling her.

Shawna’s skilled fingers worked wonders, sending waves of ecstasy coursing through her veins. She could feel her orgasm building, every muscle in her body tensing as she prepared to explode.

“That’s it, baby. You’re gonna cum for me, aren’t you?” Shawna whispered in Alex’s ear as she continued to rub her clit. “Cum for me, Alex. Cum hard.” And with that, Alex felt herself reach the brink. Her vision blurred as wave after wave of pleasure crashed over her. She screamed, her orgasm ripping through her like a tidal wave. Her body convulsed, her pussy clamping down on the client’s cock as she came so hard, she nearly saw stars.

“OH FUCK!” Alex screamed. “Oh, fuck, oh, fuck, OH FUCK FUCK FUCK!”

“Fuuuck, yeah, that’s it, baby, cum for me, cum all over that big cock!” Shawna urged, her own breath coming in ragged gasps as she watched Alex’s orgasm unfold, coating his shaft in her feminine juices. “Cum as hard as you can, there you go! Keep at it, make it last as long as you can!”

The client, still pumping in and out of her, never slowed or ceased his pace even as he gritted his teeth against his own climax. Alex threw her head back and shrieked like a banshee as a second thunderous orgasm followed right on the heels of the first.

“OH MY GOD!” she shouted, unable to contain herself as her pleasure peaked again, her entire body writhing and squirming with euphoria. “OH MY GOD! OH MY FUCKING GOD! IT FEELS SO GOOD! SO FUCKING GOOD! FUCK! FUCK! FUCK! FUUUUUUUCK!” Alex howled, her nails digging into the client’s chest as her climax tore through her like a freight train. Her entire body shook with the intensity of her orgasm, and she felt like she was going to pass out from sheer ecstasy.

Shawna, unaffected and still fully in control, kept up her relentless pistoning motion, squeezing Alex’s clit between her fingers and thumb. She refused to let Alex’s climax end, riding its crest until the young girl’s ears were ringing and her vision swimming. Even then, she continued, prolonging Alex’s orgasm as long as physically possible before finally allowing her to collapse, spent and shaking, on top of the client.

“Jesus Christ,” he grunted, clutching at Alex’s swaying breasts in an attempt to steady himself as he kept fucking her. Alex’s eyes were glassy and unfocused and she was gasping for breath, but her delicious torment was far from over. Impaled on his dick, unable to extricate herself, she could do nothing but take the pounding she was being given. Shawna cooed approvingly as Alex, unable even to keep herself upright, lay against the client’s muscled chest.

“Good girl,” Shawna murmured. “Good girl, Alex. See how good sex can be? Your uptight parents don’t know what they’re talking about. Fucking isn’t bad or shameful, it’s awesome! It’s natural and beautiful and it can be incredibly empowering. Don’t you feel empowered right now?”

“YES!” Alex sobbed. “Oh, yes! You have no idea! I’ve never felt anything like that before! I want to get fucked every single day!”

Shawna patted Alex on the back as she rode him harder, faster. “Even if it means being as slut?” she asked.

“YES!” Alex cried out. “I want to be a slut! I’m going to be a slut! I want to be the biggest, sluttiest slut who ever lived!”

Shawna gave her a smile of almost maternal pride as Alex writhed in pleasure, her innocence now forever shattered. The goody-two-shoes, morally upright, conservative straight-A student was gone, replaced with a sex fiend that was even now emerging like a butterfly from its cocoon. Shawna leaned over, pinching Alex’s tits as she fucked him. “You’re doing so great, Alex. You were made for this business! You’re coming out of your shell before my eyes and it’s a wonderful thing to see!”

Alex panted as the client continued to thrust into her, his balls slapping against her with every powerful stroke. She felt his hand snake its way around her hip and reach down to her aching clit. She gasped as he found it and began to rub slow, deliberate circles around it. She moaned, low and deep in her throat, as she felt another orgasm start to build inside of her.

“Fuck, you’re so tight, Alex. I want to feel you cum around my cock again,” he groaned as he continued to thrust into her, the sound of their sweaty bodies slapping together echoing in the room.

As he picked up the pace, Alex could feel her orgasm building once again. She moaned loudly, her fingernails digging into the sheets as he fucked her mercilessly.

“Don’t stop, please, don’t stop!” she cried, her voice raw with pleasure. “Please keep going! DON’T STOP!”

“Never,” he growled in response, his thrusts becoming more forceful.

Alex could feel her imminent orgasm start to reach critical mass. It grew rapidly, feeding on the aftershocks of the pleasure she’d already experienced like a fire feeding upon itself until it grew to a blazing inferno, and with one final, powerful thrust, the client sent her flying over the edge.

“OH FUCK, YES! AAAH!” Alex threw back her head and screamed as wave after wave of orgasmic bliss crashed over her. She could feel her whole body shaking with the force of it as her pussy rippled and clenched and squeezed.

The client groaned, throwing his head back as he felt his own climax barreling towards him. With one final, powerful thrust, he buried himself as deeply inside her as possible. He exploded with a roar, pumping her full of his hot, sticky seed as she clung to him, panting and sweating and still screaming her head off all the while.

When he was finished, he slipped out of her and rolled onto his back, spent. Alex nearly fell onto the mattress beside him before Shawna caught her. Cum gushed out of her pussy and onto the mattress. She was so weak that she couldn’t even support herself.

“Well, Alex,” Shawna said. “I’d say that was a successful first encounter. How do you feel?”

Alex hesitated for a moment, unsure of how to put her feelings into words. Finally, she spoke. “I feel...amazing,” she said weakly as she fought for breath. I never knew…I never imagined it could feel like that.”

Shawna smiled. “So no regrets?”

Alex shook her head vigorously. “ No, no regrets at all. That was…I don’t even have the words for it! I want to do it again and again every day! I want to be an escort for the rest of my life! My parents were so wrong—how something that feels so good be sinful?”

Shawna nodded solemnly. “I know what you mean. A lot of people have misconceptions about our work, but once they experience it for themselves, they realize how empowering and freeing it can be. And don’t worry, Alex, I’ll be here to guide you every step of the way. You’ve got a knack for this and with my help you’ll become a sex goddess in no time!”

The client, still trying to catch his breath, took a large stack of bills from the night stand and handed them to Shawna. She took then with a smile and handed at lest half of it to Alex. “A grand for you, and a grand for me. Not bad for your first time on the job!” Shawna beamed, counting the money with satisfaction.

Alex gaped. “A thousand dollars?” she asked in disbelief.

“Yup!” tittered Shawna. “Neat, huh? The client was nice enough to agree to an adjusted rate when I told him he’d be deflowering a virgin.”

Alex shifted on the bed, feeling a mixture of soreness, satisfaction, and wonder. She couldn’t believe what had just happened. She had just lost her virginity to a complete stranger, in front of another person, for money. A lot of money. And yet, rather than feeling guilty and dirty and used and ashamed, she couldn’t be happier about it. It was like a weight had been lifted off her shoulders, and she felt truly free for the first time in her life. It was liberating, intoxicating, utterly addictive. The scales had fallen from her eyes.

“I can’t believe it,” Alex murmured. “I’m really an escort now.”

Shawna chuckled and patted her on the back. “Yes, you are. And a damn good one, too. I’ve never seen someone take to it so quickly.”

Alex couldn’t help but feel a sense of pride at the older woman’s words. She had always been a high achiever and strove to the best in everything she did. Her new career would be no exception.

But even as she basked in the afterglow of her first encounter, Alex knew that this was just the beginning. She had tasted the forbidden fruit, and now there was no going back. She wanted more - more excitement, more pleasure, and more money. Eventually she and Shawna dressed, bade the client—who promised another booking soon—a fond farewell, and left. They took an Uber back to the agency and Alex made sure to change back into her normal clothes before Shawna generously drove her home. It was getting late, and the streets of the city were dark and empty as they drove through the familiar neighborhood. The excitement of the evening had faded, leaving behind a warm glow in Alex’s chest.

As they pulled up to her house, Alex turned to Shawna with a grateful smile. “Thank you for everything, Shawna. I wouldn’t have been able to do this without you.”

Shawna smiled and patted Alex’s hand. “I’m just glad I could be here for you, kiddo. Get some rest, okay? I’m sure you’ll have another booking tomorrow night!”

Alex nodded and hugged her before opening the door. “See you then!”

Her parents were still awake when Alex walked in, but she managed to make up an excuse for coming home so late. It was almost laughable how easily they bought it--in fact, deceiving them was too easy. They couldn’t conceive the idea that their little girl might have been out late doing something naughty. It was all she could do not to smirk.

After telling them goodnight, she headed straight to her room and collapsed on her bed. She was exhausted, physically and emotionally, but at the same time she had never felt so alive, so powerful, so desired. She couldn’t wait to see another client! Who would her next booking be? Perhaps a powerful executive? A traveling businessman? She didn’t know, but Alex couldn’t wait to find out!

Published 
Written by LordCorvusCorax
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