The Girlfriend Experience Ch. 31

"Years later as an adult, would you pay money to have sex with your old high school crush?"

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Holy smokes.

Donald Stanlick lifted his gaze and met Lindsay Anastacio’s eyes as they crinkled at the corners.

“Welcome to my humble abode.” She motioned toward the all-pink bedroom before shifting her focus to Donald’s paunchy arms as they were crossed tight against his chest at the entryway. “Why don’t we go over to the bed, sit down, and make ourselves comfortable?”

Nineteen-year-old Donald’s heartbeat was on overload and his body thrummed with energy at the reality unfolding around him. Christ, and heavens. Up close Lindsay was intoxicating, with a face framed by the silkiest blonde hair he’d ever seen, a mixture of sunshine and honey contrasting with strands of shimmering golden highlights. For as long as he could remember, it had been this face that dominated his thoughts when he was alone in the dark of night, her voice whispering sweet nothings into his ear. It was those vermillion-red lips and the recollections of Lindsay’s unrivaled beauty that made Donald so excited he couldn’t help but to self-satisfy the intense urges she’d stirred within him since their childhood years.

He tried to speak, but the scent of Lindsay’s wildflower perfume invaded his senses yet again, sending his libido orbiting into the stratosphere, and his tongue became stuck to the roof of his mouth. His eyes raked down her body, noting she’d worn her old Citronelle Blackhawks school hoodie (per his request) over a clingy white V-neck shirt. Just like the old days. She had a wisp of a figure, a brilliant tan, and breasts larger than his memory served, not to mention a bit exaggerated for a girl of her stature. But I ain’t complaining.

Lindsay reached out a dainty hand and pulled one wrist from his chest, projecting a smile that made the tendons in his neck stand out. Blue eyes lingered on his white polo shirt, or more specifically, the pocket protector stuffed in its front, then rose to his again. “Why are you so tense? You need to loosen up.”

“Umm, I …” The young man swept a shaky hand over his brow and his cheeks flushed a crimson red.

“Come on, sweetie. Don’t be shy.” Lindsay’s voice was subdued, calm, and understanding as she flipped her long hair across her shoulder. “Come over to the bed and sit down with me, okay? I promise I won’t bite.”

Donald took stock of the room’s interior and his jaw dropped. Was he dreaming? How could this be? This girl is the gold standard; always has been, always will be. How lucky was he to be in Lindsay’s bedroom? How many guys could make such a claim? Oh, wait … never mind.

No, on second thought, it wasn’t a bedroom – it was her oasis, her private retreat.

The aroma of burning incense – fresh flowers and herbs – filled his nostrils. Neon lights and images from a galaxy projector decorated the ceiling and walls, their vibrant colors livening up the mood and creating a warm, inviting atmosphere. Tapestry quilts lay across the rocking chair and the bed itself. Two wicker chairs were on one side while an endless array of shoes lined the other, assembled by the height of their heels. Oh lordy. I’m definitely dreaming again. The sight of black vinyl boots which must’ve been thigh-high brought an itch to Donald’s scruffy chin. A dresser drawer was somewhat open, too, hinting at satin and lace – sexy lingerie – hidden within.

Donald sucked in a multitude of sharp breaths as he glanced around, cataloging every inch. Maybe she can wear some of those nice things tonight and give me a fashion show. Lindsay was in no rush, providing him time to explore, and enjoyed watching him take in each detail.

Donald envisioned his ultimate crush curled up in the rocking chair at night, wearing a bathrobe, texting her friends for hours on end. God Himself couldn’t pry that phone out of her hand back in high school. Speaking of school, was she attending college now? How could someone work in a place like this and go to college at the same time? And what had become of Lindsay’s life since the tragedy in Citronelle almost one year ago? Is she still dating that old millionaire from Utah? Mike … whatshisname? All her dirty laundry, it seemed, was aired out in the local media. I couldn’t stand the way they portrayed her, how they destroyed her reputation. To Donald, it was so unfair because he knew Lindsay and Evie were the best of friends. She never would’ve done anything to hurt her on purpose.

“Are you … are you s-s-sure … you don’t mind if I call you … L-L-Lindsay?” Donald was so on edge that it was a massive struggle just to get those words out. Stuttering and butchering the English language around girls had been an issue all his life. “I’ll … I’ll call you Kayleigh if … if you want me to.” But this wasn’t just any girl.

No, this was the girl.

An hour ago, things started in a similar fashion once Lindsay emerged and greeted Donald with open arms in the parlor, hugging him as if that hug had always been inside of her, waiting to come out. I wish she acted that way toward me when we were younger. Of all the reactions he could have predicted from her once seeing him, that was the least likely. Donald was anxious, scared, and intimidated to the point where he experienced a paralyzing hesitation, with bumbling, half-coherent answers. It took time, but Lindsay was able to soothe his nerves and get him to calm down.

Yet now, being in her bedroom – of all places – it was back to square one.

“Don’t be silly! You don’t have to do that.” Lindsay shook her head in a swift arc and perfect teeth shone through her grin. “Kayleigh is my working name, but since you and I know each other, you can call me Lindsay as long as we’re alone together in this room. We’re friends, right? We’ve known each other forever.” Thin, supple fingers wrapped around his hand as they moved toward the bed. “But remember what Colt said, okay? The bartender? You must call me Kayleigh anywhere else in the house.”

“Okay.” Curse those butterflies in his stomach!

“Us girls here value our privacy, our anonymity.”

“Yeah, I understand.” We’re friends? Donald wasn’t sure if, before traveling here to Flagstone, Lindsay would even remember him. Let alone know who I am to begin with. Growing up, he could never summon the courage to approach her and introduce himself. Looking at Lindsay, admiring her from afar each day hurt. It physically hurt because he knew they could never be together. So, why couldn’t Donald tell Lindsay how he felt? Zack would’ve kicked my ass if I said anything to her. She was the unattainable ideal, sashaying into class every morning in her yoga pants and baby tees with an armful of spiral notebooks. Every eye was drawn to her, like metal to a magnet, male and female alike. But she’d put the notebooks down and take a seat, oblivious to the attention.

What exactly did she see in Zack? Was it a case of this so-called “bad boy” oozing confidence with his don’t-care, rough-and-tough, and risk-taking attitude that was so appealing to Lindsay? Sorry, but I’m not a dick like him, nor will I ever be. Zack would walk into any room like he owned it. He was narcissistic, impulsive, imprudent, and cheated on her multiple times. Doesn’t she want someone who would be faithful? Someone who would treat her right and love her without question? In his ongoing fantasies, Donald was Lindsay’s savior, rescuing her from the muscle-bound, dastardly jock. We’d run off on fun adventures and get married every single night.

Last December, rumors quickly became town gospel – The Citronelle Courier cited numerous sources that Evie, before her demise, worked in this very Nevada brothel and was “coerced” into the industry by Lindsay, whom they also reported was a prostitute.

Donald immediately registered on Happy Ending Ranch’s website and scoured its bulletin board for reviews of “Kayleigh” (who at the time was retired (and with Sammy)). Zack posted on social media that Lindsay’s working name was Kayleigh there and, judging from the comments, she was a popular attraction. That’s no surprise. It took two days, but once Donald was able to find an archived copy of her biography page through the Wayback Machine website, he was on cloud nine. How many guys can say they have nude pics of their high school crush all grown up, a crush who never even knew they existed?

“So, I’m flattered that you drove all the way from Citronelle to see me. And in this snow too.” Lindsay settled beside Donald on the bed and wrapped her arms around him for a quick-hitting embrace. His spine went stiff as plywood and yet another lump formed within his throat.

“Whoa, hey there, Donnie. Settle down, okay? Relax.”

Donnie? “I … I had no idea it was supposed to snow.” If he were alone, Donald would go his standard route – he’d gather the nearest pillow, cover his lap, and jerk off. Good ‘ol reliable, right? The only sexual comfort he’d ever known in life? Good Lord, this girl had always done funny things to him. But Donald wasn’t alone, of course, and yet he still had the urge to self-satisfy. Get it together, man! He drew in another deep breath … of her. “I, uhh… the snow only started about fifty miles south of Las Vegas, and … uhh, and since I’d come that far, I was … determined to make it the rest of the way.”

“You …” Lindsay inclined her head and offered a strained smile, “… don’t get out much, do you?” She eyed his crouched posture and the way his hands trembled at his abdomen. “Don’t take that the wrong way, Donnie. There is nothing wrong with being shy, being introverted. But the one thing I remember most about you back in school was you read books … a lot. Like, all the time. Why?”

“Umm, just wanted good grades and stuff.” He fiddled with his shirt collar. Would you fuck me? Because I’d fuck you. Donald’s mind replayed an explicit fantasy, perhaps his most recurring one, where Lindsay would approach him in her cheerleading uniform after yet another heated argument with Zack. From the moment I first saw you, you made my pussy so wet. I need you. Forget my loser boyfriend; I’m going to fuck you tonight.

Back in the real world, Lindsay’s visage brimmed with warmth. “Relax. Relax, okay? Give me your hand again. Come on, give it to me.” She exhaled and hair rustled across her forehead. “See, that’s not so hard, is it?” Her smile widened. “So, you came here today for a reason, right? You came here specifically wanting to see me. Can you tell me exactly what it is that you’d like from me?”

Instead of answering, Donald rubbed his face with both hands and when he dropped them back onto his knees with a thud, his hair was sticking up where he had ruffled it and his eyes looked wide, if not a little manic.

“It’s okay, baby.” Lindsay flattened down a tuft of his hair, her voice a whisper, and latched on to his right hand again. “There’s no need to be nervous. Take a deep breath and settle down, will you? There. Breathe, baby. Yeah, that’s better. Much better.”

Silence stretched between them until Lindsay was the one who broke it. “Lots of people come to places like this, you know. All kinds of people, many of whom are lonely, and need a pick-me-up. Older, younger, all types. Men, even women too. There’s nothing wrong with it. Nothing wrong at all.

“In a brothel, you can escape your troubles and experience life on your own terms, your own way. I’m not going to judge you, Donnie. I won’t condemn you, either, or look down on you, nor would I ever tell a soul back in Citronelle you came here. That’s not my style; not how I do things, or how brothels operate, especially this one. Whatever happens will be discreet and only between you and me. There is no reason to be scared, okay? I want to help you. I’m here to help you.” She eased closer and gentle, velvety lips brushed his ear, reverberating deep into his soul. “So, what can I do to make this experience one you’ll never forget? I want to make you happy.”

Marry me. “I …” A cold shaft of fear assailed him, so powerful that he again slumped downward like a coward. You’re a loser. The words Donald’s father told him before his junior year, in a fit of anger, rung through his mind. Always have been a loser, always will be a loser.

Fingertips massaged his neck. “Talk to me, Donnie. I can’t help you unless you tell me what you want.” She cupped his chin and angled it up toward her, deep blue eyes holding him captive. “Do you want to have sex with me? Is that what you want?”

“Yes,” he said, surprised at the seriousness in his voice. “Yes, I do.”

“Okay, then. All right.” Lindsay’s cheeks turned a light shade of red. “Progress. That’s good.”

 

*

 

“This dude is a virgin if I ever saw one.” Colt rubbed the spot above his eyes where a headache was forming. “It’s as clear as day.”

“You’re not a fan of Lindsay doing this. I get it.” Pamela stood across from Colt as they monitored the negotiating session via the surveillance system in their office. “Too many complications could arise with Donald knowing her, especially if he goes back to Citronelle and blabs about his experience to the whole town. But she’s a grown adult and wants to do this. It’s her decision.”

“What if two, three, four, or five people suddenly show up from Citronelle and want to party with Lindsay? Or more?” Colt sighed. “That would be awesome for business, I suppose, but there’d be no discretion for her, no privacy. Lindsay doesn’t need to be reminded of her old life and for the people in Citronelle to make even more wild, unfair assumptions about her. What I ultimately want, you know, is for Lindsay to reconcile with her family, but this could impact that possibility, perhaps even destroy it. I don’t know; I don’t relish the income potential the way I used to.” His foot dribbled the floor like a basketball. “Maybe I should just retire and become a zookeeper.”

Pamela shot him a curious glance. “Random. But okay.”

“I watched a special on Animal Planet this morning.”

She smirked and perched herself on the corner of the desk. “You love Lindsay the same way I do. I get it, Colt. I really do. You’re concerned with this guy showing up to party with her. Donald told you that even though it’s been well over a year since he last saw Lindsay, he still goes to bed every single night and falls asleep fantasizing about her.”

“That’s not normal.” Colt blew out a breath. “In fact, it’s downright creepy. Maybe even obsessive.”

“This is a brothel.” Pamela’s shoulders flinched. “We deal in the creepy, don’t we? The obsessive too. I’m sure there are a ton of guys who go to bed every night and fantasize about me as well.”

Colt couldn’t camouflage the storm raging in his eyes.

“Don’t second-guess Lindsay or overthink this, okay? The fact you have a heart and you’re not concerned with making maximum money is a secret that’s safe with me. I promise I won’t tell the other girls.”

“Gee, thanks.”

“And I’m overjoyed with the way you and Lindsay have gotten closer since the summertime, the way your relationship with her has grown. You’ve been killing yourself for so long with this place, Colt, worried so much about reducing turnover and improving our profit margin.” Pamela reached for her coffee and a smile tugged at her lips. “I’ve enjoyed watching you and Lindsay evolve and take shape as a couple.”

Colt inclined his head. “What’s with that look?”

“What look?”

“The smirk. The same smirk you always give me when you’re hiding something but refuse to say what it is.”

She passed him another glance. “Stop being silly. I was in love with Lindsay from the start, and I’m just happy you finally smartened up and allowed her into our lives because she’s such a great girl.”

“She is a great girl. I cannot argue with that.” Slowly, Colt rose to his feet and proceeded to walk to the window with hands clasped behind his back. “But I have a bad feeling about this party.”

 *

 “Yeah.” Donald’s eyes misted up. “Yeah, I am.”

“Wow, I’m so honored to be your first.” Lindsay couldn’t help but grin at the reality unfolding around her as well. Despite servicing 152 clients over the past sixteen months, she had yet to be with a virgin. To pop a cherry! This was something she’d been looking forward to for quite some time too. And Donald wasn’t a forty-year-old either. No, he was her age and, even better, Lindsay had a history with him. “Don’t you worry, I will take perfect care of you.” Knowing him would make things somewhat awkward, sure, but at the end of the day it was a job, and Lindsay planned on treating Donald like any other client. I want him to look back fifty years from now and say being with me was the best sex he’s ever had. “So, what are you into?” Then again, this may be the only sex he ever has. “What gets you off, baby?”

“Well, uhh, passion.”

Lindsay moaned and her eyebrows wagged.

“I don’t know. Maybe we could, umm, do some of the stuff I talked about earlier, the things I fantasized about. And maybe you could put on something … n-n-nice for me. I’ve read all your reviews on the website, and … you know, I’m really excited. I’m sorry, but I’m a little stumbling over myself right now.”

“Hey, that’s okay.” Damn, he loved the sound of her voice. “It just means you’re going to enjoy it.”

“Uhh, yeah. I definitely will.” Hell, just the sound of her breathing too.

“You will, trust me. So, is there anything else you want to do this evening?” Lindsay tilted her chin upward, exposing her neck. “What are your thoughts and needs?”

Sweat erupted on Donald’s forehead and he shuddered, gripping the blanket in hopes of stabilizing his emotions. “I’ve waited for this moment for a long, long time, but I’m not into anything crazy. Just a standard treatment.”

“Okay.”

“Whatever you think is nice.”

“So, you want a Girlfriend Experience, huh?” She pinned him with a feral look. “You want the Lindsay Experience? Lots of people do. It’s my most common party request.” She glided her fingers up and down his back. “Hugging and kissing? Oral both ways? Sex in different positions? Lots of cuddling?”

“Yeah.” He bit his lip.

“And you have a thousand-dollar budget, am I right?” Considering this was Donald’s first time in a brothel (and his massive crush on her), Lindsay knew she could fleece him if she wanted to. He’s not going to say “no” to any time frame I offer him. Did Lindsay have it in her to claim that Donald’s money would only be good for a ninety-minute party? Or would she play dirty – lowball him – and say her rate was a thousand bucks for sixty minutes? Scarlett and Mariko wouldn’t have a second thought or a hint of remorse; they’d rob this poor kid blind.

“I’m willing to do a two-hour GFE for a thousand dollars.”

“Two hours?” A smile parted Donald’s lips. “Are you serious? That’s more than I …”

“Yeah, two hours, but no more.” Lindsay didn’t have it in her to jack her rates up like the others would. Donald is a virgin and I want to take things slow, let him enjoy himself. Younger guys always pay the house minimum with me. Most of all, Lindsay wanted the experience to be monumentally epic, one he’d always hold dear. If he’s truly been in love with me forever, I don’t need to be stealing his life’s savings to shave off twenty, thirty, or sixty minutes. I may be a whore, but I’m not a greedy whore. Besides, with this snowstorm, it wasn’t like the house was brimming with customers. Being with Donald will keep me busy until nine or ten o’clock tonight.

But I also hope Pamela, Sahara, and Riley get some action too. She wrestled with a sense of guilt for having back-to-back clients on such a brutal day.

“I’m game for two hours,” he said.

Who would’ve ever thought that Lindsay Anastacio would one day have sex with Donald Stanlick? He was constantly put down, excluded, and hurt by others throughout their school-age years due to his interest in “uncool” things such as comic books and board games. He was the ultimate geek. Morbidly obese and blundering too. Two years ago, just the mere thought of lowering her standards to simply acknowledge Donald’s existence would have repulsed Lindsay. And even now, Talia and Anna would die from laughing if they knew what she was about to do. To hell with those bitches. They’re not my friends anymore. Not after the way they abandoned me last year. But with Lindsay’s new, more mature mindset, she figured those roles could be reversed. Talia and Anna can continue to slave away at the pizza joint for minimum wage while I laugh all the way to the fucking bank.

Lindsay shook her head as if to unshackle those chains from her psyche. Let’s do this. If anything, this job had taught her that everyone – no matter their physical appearance or social status – was unique and deserved attention. Donald seems like such a nice, sweet guy, so I’m going to keep an open mind and try to enjoy myself tonight. She again focused on his pocket protector and grimaced. But that may be easier said than done.

“God, I can feel how hard you are through your pants.” Lindsay brushed sultry lips across Donald’s earlobe as she gave him a gentle handjob. “Can you take it out, baby, so I can see? I want to see it first. I need to see it.” The heavy breathing was an elaborate act on her part; since Donald was a virgin, Lindsay didn’t want to take the time, perhaps ruin his mood, and explain the dick check in detail. …

 <> <> <> <> <>

 A white mesh appliqué corset and white thigh-high stockings. A white lace G-string tucked over the suspenders that hung down from the corset. So Donnie can take them off you easily. The corset, featuring a busk fastening at the front and thick lacing at the back. So he can take it off whenever he wants. Calf-hugging, white faux leather fuck-me boots with elevated platforms and five-inch heels. Because he seemed fascinated with all your sexy footwear.

Lindsay had a difficult time walking in the boots – they were new, and she’d never worn them before, and the odd breathless feeling the corset gave her was unnerving as she tried to balance herself. This was what he asked me to wear. While Donald took his mandatory pre-party shower in the guest washroom, Pamela had Lindsay practice up and down the bedroom several times.

During one of those jaunts, Lindsay caught sight of herself in the mirror and gasped at the way her body seemed perfectly appropriated by the garments not only for presentation but also fucking. She required assistance with the corset beforehand, but Pamela managed to tighten the strings all along the back and, with one final, hard pull, Lindsay felt her abdomen shrinking. If a twenty-two-inch waistline wasn’t trim enough for Donald’s tastes, surely he’d be satisfied with a nineteen, wouldn’t he? With the suspenders and G-string magnifying her appearance, Lindsay saw a submissive bed girl for hire in the mirror.

No, check that; I see Donald Stanlick’s slut.

“Let me do something with your hair before your trick finishes up.” Pamela’s voice was approving. She sat Lindsay in a chair and made an elegant bun out of the golden hair she brushed until it shined under the room’s multicolored lighting. “You’re such a lucky girl, honey. Oh, I’m so jealous of you. Virgin parties have always been my favorite.” Equal feelings of degradation and luxury swirled throughout Lindsay as Pamela gathered her tresses into a beautiful silver clip, adorned them with a pearl, and draped them over her left shoulder. “I want you to remember that after tonight, you’re going to be a major chapter of Donald’s life story going forward. Do everything you can to make losing his virginity as special as possible.”

“I will.” Donald Stanlick is going to put his dick in me. A shudder went through her. Lindsay had been with worse, hadn’t she? But what did it matter? His money is just as green as a handsome, well-hung silver fox like Dave, isn’t it? She had over $25,000 in savings from working here since the summer and was hellbent on adding to it. I like it that the accounts are in my name, too, and my name only. This way, there was zero chance of anyone else siphoning it dry like before. I still can’t believe I wasted a year of my life with Mike. More than anything, Lindsay kept reminding herself Donald was a good guy, a sweet guy. I used to feel so sorry for him when he got bullied; I’d tell Zack and Clancy to leave him alone, but they wouldn’t listen.

“I’m jealous of Donald, too, honey,” Pamela said. “Look at you in your bridal corset. Such a pretty little present he’s getting tonight. I think once he’s done, after he leaves, I’m gonna pull out my pink strap-on so Colt and I can take turns fucking you. You look super yummy.”

“Use the black one instead?” Lindsay said. “It’s bigger, and it’s my favorite color.” She looked behind her and found Pamela, graceful and sumptuous, smiling.

“You always have been a size queen, haven’t you?”

 *

 Donald stood at the mirror and inspected himself in the trucker’s shower, wearing a gray bathrobe with Happy Ending Ranch’s insignia upon it, under which he was buck naked and ready to lose his virginity to the one and only Lindsay Anastacio. Though I never thought I’d have to pay for it. But this was a wise investment, was it not? Sure, Donald cobbled together every spare nickel and dime he could since December, hopeful Lindsay would one day find her way back to the brothel so he could bring all his fantasies to fruition. People I e-mailed on the website said these girls don’t care what you look like or how you act. Even at his young age, Donald knew he had to take better care of himself, or else he’d suffer severe physical ailments down the line. If I looked like Zack, Lindsay would’ve been all over me in high school too. He recalled two website users in particular he shared countless messages with regarding Lindsay. SammySlams said I couldn’t do any better for someone to have my first time with.

This sure was an awful lot of money to spend, though. I skipped out on attending E3 (a popular gaming expo) in Los Angeles so I could have this opportunity. Everyone on the website said it would be worth it and to forget about the cost. Tony435 told Donald that since he knew her from school and was in love with her, Donald should think of the money as a way to provide for “Kayleigh”, to take care of her. And in turn, he said, she will take care of you. SammySlams advised him that it was a “transaction” and he needed to extract every ounce of pleasure he could to receive maximum return on his purchase. Donald made a face. Sammy told me to “bang the hell out of that bitch” and that he wants a full report once I get back home. But to Donald, Lindsay wasn’t a bitch. She’s an angel. …

What if Evie were not only still alive, but still employed here as well? Oh, cripes. In his mind’s eye, Donald envisioned Lindsay and Evie naked, crisscross applesauce, on the mattress in that decadent bedroom, sharing a massive two-headed dildo. I wonder if they were lovers back in school? Donald would give life and limb – and whatever amount of money – to be in the middle of an indecent lesbian show featuring Lindsay and Evie since Sammy informed him that she far preferred girls over guys. I never would have thought that about Lindsay. Perhaps on his next visit, if he could bring more cash, Donald would get to experience Lindsay and the nice, older lady he spoke to earlier in a threesome. Pamela is her name, right? He wondered if Lindsay had ever enjoyed sex with her too. Hmm, what a sight the two of them together would be!

Taking a deep breath, Donald pushed away from the counter and gave himself one final glance in the mirror. He had two hours to spend with Lindsay and didn’t want to wait another millisecond. Cherish this time, enjoy it.

Tonight, you finally become a man.

“Come on in, Donnie,” Lindsay said in the most pleasant voice once he soon made the short trek to her room. “We’re gonna have a lotta fun.” Donald may have kept his head down, but it didn’t deter his eyes from going to where Lindsay’s pussy bore only a tiny G-string, its cleft peeking out, and the hint of her little nub’s hiding spot. The same pussy Donald had kissed and licked and sucked and tasted numerous times in his dreams.

“Yeah, that’s it, baby.” Lindsay placed her hands on either side of Donald’s waist and leaned in for a slow yet simple kiss. She took a moment to breathe him in. “Hmm, you smell so good after your shower. I appreciate you taking the time to freshen up for me. That was so thoughtful.” Down the hall, Colt activated the stopwatch to keep track of the time as the would-be couple, albeit a temporary one, disappeared behind the bedroom’s door.

“Oooooh, I’m so cold.” To Donald, Lindsay always had a way about her. Just looking at him now with those baby blues, it was disarming but at the same time incredibly sexy. He noticed goosebumps on her arms and realized they were on his too. “How about we get a little closer? I need to warm up. I can’t believe how cold I am.” She escorted him to the edge of the bed and straddled his lap, one knee at a time, and crossed her wrists behind his neck. “I don’t know about you, but I’m not a fan of all this snow.”

He swallowed hard. “That’s pretty close, I’d say. I’m … I’m getting nervous again.”

“Why? Don’t be nervous. It’s just you and me.” Giggles tucked into the nooks and crannies of her words. “Don’t worry, I got you. I’m a pro.” The heat of her sweet breath fanned across his face.

“Oh my God. You’re so beautiful. You’re a million times hotter than you were in high school, and I … I don’t know how that’s possible. I mean, I …”

Before he could finish the thought, not to mention the sentence, Lindsay was there, cupping his face, and her mouth covered his for a prolonged, earth-shattering kiss.

In that instant, when endless longing became reality, Donald forgot to breathe, but Lindsay’s breath filled his lungs. Her lips were soft and plump and achingly moist. She slid her opposite hand over the girth of his chest and balled it around the fabric of his bathrobe, bringing them chest to chest. Oh God. You feel so good. All those years of admiring Lindsay, of wanting her in his arms, to hear her voice, her laugh, and the thought of this amazing girl loving him as much as he loved her all came crashing down on Donald like a tsunami. He felt the weight of it and again wondered why he had to pay for this. Despite the negativity, Donald soon realized he was rock-hard, already, but Lindsay pulled her mouth away so he could collect his bearings.

“Oh, Donnie. I’m so happy you came here to see me, and I promise to make this night one you’ll never forget.” She kissed along his neck and up to his ear. “Now put your hands on me before I go crazy.”

Donald was happy to dive into this quicksand, hoping he’d get pulled under and never escape. His mouth found Lindsay’s and his hands wandered along the lovely corset and over her breasts. He rested a palm over her heart, overjoyed to find it beating fast and pure. But why the hell did Lindsay get breast implants? Why mess with perfection? No worries, that thought was put on the back burner, too, as Lindsay again took control, undoing Donald’s bathrobe and whisking it down his shoulders.

She settled deeper on his lap, a position she seemed comfortable with, and splayed kisses down his shoulder, his forearms, and his chest. Wow, we’re getting into it already, aren’t we? She’s not wasting any time. Donald’s hands went into Lindsay’s hair on pure instinct, kneading away as her lips, tongue, and teeth explored his exposed skin. She moved back up and latched on to his mouth yet again.

Lindsay nudged his legs apart and pushed further up to tower over him, brushing a wayward curl of brown hair away from his eyes. Donald was already on fire and ready but was too in awe of the magnitude of the moment – not to mention how beautiful Lindsay looked – to press the point. Realizing this, she began to move against him, holding his gaze with unmatched scrutiny. As Lindsay increased the rhythm, again wrapping her thighs around his center and clamping down, she buried her face in his neck.

I’m going to have sex with this girl!

Her hand moved down his side and squeezed his dick. Hard. That was all Donald needed, too, as his body went rigid, and he cried out her name. Surprised, Lindsay witnessed an orgasm tear through him, just like that, taking hold and consuming him. Her lips curled into a devilish grin once Donald’s body burned hot, every muscle flexed, as his head fell back and his eyes slammed shut. As the last of it subsided, he went limp beneath her, exhausted.

Although it happened oh-so-quickly, Donald marveled at what he’d experienced. What was that? Ninety seconds? Sixty seconds? No matter, it was otherworldly good. It wasn’t just the physical aspect either. No, it was the intense feeling of connection, his lifelong attraction to Lindsay. I’ve been in love with this girl forever and want nothing more than to be with her! His ongoing fantasy to be the man who Lindsay deserved, to protect and take care of her, to touch her, taste her, be gentle, hard, soft, deep, to worship every square inch of her magnificent body, to know her heart was just as full as his. …

For the first time in his life, this young man felt overwhelmed and was ready to burst into tears.

“Donnie.” Lindsay’s hushed whisper offered a moment of clarity and allowed his emotions a respite.

Her lips shifted into the most radiant smile he’d ever seen. “Am I going too fast? Should I slow down?”

“No. No, not at all.”

“Can I kiss you again?”

“Please do.”

This time, Lindsay lowered her lips and praised him with kisses along his nose, eyebrows, forehead, and eyes, before gathering his head into her arms and offering a full embrace. Lindsay felt his fingers touch the bands of her corset, and she knew how he wished he could tug those strings free. “Oh, Donnie. I’m going to teach you how to be a great lover.” He moaned and trembled beneath her.

When her hips began rocking about on his lap, Lindsay noticed her right hand had a heavy blotch of semen splattered on it. She contemplated things for a split second, then made certain Donald’s vision was still shielded away, only to bring that hand to her mouth and give it a quick, furtive lick with her tongue. No doubt, Lindsay loved the taste of cum. She was addicted to it yet hated the restrictions working in a brothel placed on her.

“Donnie?” She pulled back and, after swallowing the substance, kissed him again. Colt and/or Pamela must never know what she had done, of the house rule and state law she’d broken. Lindsay settled her lips over the curve at the base of Donald’s neck and couldn’t fight the urge to sink her teeth in and suck it in against her tongue. “Why don’t you lay down on the bed and relax? I like being on top. That way, I can really take care of you.”

“What … what do you mean?”

“I want to get your dick hard again so we can fuck.”

“Oh God. Yeah, yeah, okay.” Donald rolled onto his back without any further coaxing. Yes, please, yes. Lindsay stretched out on her side and delicate fingers traced the contours of his heaving chest. Lips followed her fingertips, leaving a slippery trail across his midriff as her left hand clutched his hip. Then she blew little puffs on the wet, slick trail, sending more shivers right up his spine.

“Oh Jesus. Oh my fucking God.”

As Donald watched Lindsay glide her tongue past his waistline, she produced a condom and slipped it down the length of his cock. Why are condoms required for oral sex here? For a moment their gazes locked, then Lindsay giggled and swiped her tongue over the head, which twitched uncontrollably. Donald’s heart leaped into his throat, and he clutched both hands to the quilt as Lindsay lashed away at his dick, once dormant but no more. She placed a loose fist around its diameter and stroked while nuzzling a testicle with her nose and lips.

“Will you go to the prom with me, Donnie?”

“God, yes!”

Adhering to his role-play request from negotiations, Lindsay’s lower lip pushed out into a sexy pout. “I broke up with Zack and know you’d treat me right, never do me wrong.” She scooted closer and kissed the side of Donald’s cock. Heaven help her, Lindsay loved dicks of all shapes and sizes, to be honest – even Donald’s – and couldn’t help herself as she licked up and down like a good girl with a lollipop, savoring the feeling of his thick veins pulsing under her expert care. “After we go to the prom, baby, maybe we could get a hotel in Palm Springs and fuck?”

“I’d like that very much, sweetheart.”

Lindsay lowered her mouth on to his shaft, pumping its base, the same way porn girls did in the videos Donald would watch on his computer at night when his parents were sleeping. When he was fully erect again, which didn’t take long, Lindsay swallowed him whole and reveled in the moment when Donald put his hands on her head and pushed down. “Fuck, Lindsay. Fuck yes.” She lost her breath for a spell, but to know Donald needed – no, he craved – her this way started the familiar wetness flowing beneath Lindsay’s G-string. “Oh my God. Yes, yes, yes.”

Donald labored to breathe, harder and harder still. Lindsay heard his grunts as she allowed his dick to use her mouth like a sex toy, as she must, and the prostitute had, without his knowing, slipped her left hand into her G-string to soothe her own rapidly increasing arousal.

“You like that, baby?”

“Yeah.” Donald’s eyes rolled into the back of his head. “Yeah, I like that a lot.”

Soon, however, Lindsay released the base of his erection and offered up some no-hands oral. Her blonde head bobbed with a frenetic speed as she clutched her breasts through the corset. Lewd, aggressive, wanton noises filled the air all around them. It took a moment for Donald to realize they were coming from her, not him. Lindsay pulled up and spat, like a trollop, then forced her mouth down again and fed as if she was starving, and hadn’t eaten in days, even weeks. “Fuck, I love dick! I love dick more than anything!” She corkscrewed her face round-and-round and drool oozed from her lips, pooling in Donald’s pubic hair.

“Oh my God.” His eyes did their darndest to memorize this spectacular scene. “It feels so much better when you do it for real, not just in my fantasies.” Donald’s body writhed as she increased her tempo. “Holy fuck.”

“Don’t come again. Not yet anyway.” Lindsay looked at him with those shining eyes and flicked her tongue across one testicle. “We have a long way to go, but it looks like you’ve got another whole big load in there.” Lindsay halted the splendid round of fellatio, perhaps for a moment, as she moved up and explored his mouth with her tongue. “I mean, not gonna lie, but sucking your cock like that made my pussy mighty damn wet.”

“Oh wow. Oh my God.”

“Pace yourself, baby.” A small grin stole across Lindsay’s lips. “No girl wants a guy who comes so quick. Here, take this off.” After she helped him toss the bathrobe elsewhere, Lindsay’s eyes closed as Donald’s hands found her breasts and massaged through the corset. “Yeah, touch them, Donnie. Grope them. They belong to you. These big-ass titties belong to you.”

He couldn’t help himself, either, slanting his mouth over Lindsay’s and his tongue again sweeping through her mouth. And, like the flipping of some internal switch, a beast awakened. Donald’s kiss became all-consuming, no longer content to cup her breasts, but grabbing her ass with both hands and jerking her hips up to his. Lindsay’s hands caught his shoulders, clutching him as she again wound her legs around his waist.

But she put an end to the amazing kiss, too, instead saying softly, “Okay. I’ve pleased you, Donnie. Now it’s time to reciprocate.” After unzipping and removing her boots, Lindsay crawled to the center of the bed and laid down, on her back, and discarded her G-string. “You can pleasure me now.” She loosened the corset in the back, then ran a hand over her pussy, spreading her labia and exposing slick, pink flesh. “Come on, baby. Come get a taste.”

The sight of Lindsay splayed out across the mattress – so unguarded, soft eyes dewy with anticipation as she regarded him – struck a nerve within Donald.

“This is what you’ve always wanted, isn’t it?”

God, he yearned to please her. Like, really, in a way that made Lindsay’s whole body shake with convulsions, to give her the best oral sex of her life. He knew that wasn’t possible, but cripes, it was a nice thought. He wanted to fuck Lindsay, too, long and hard, and for her to not only always remember how it felt, but to come back begging for more in the future – and without a price tag attached.

Lindsay fidgeted, breaking Donald out of his stupor, and let loose with a small, sensual moan when he lowered his mouth and nestled it between her thighs. She was so ready, so hot, and when his tongue grazed against her sweet spot, he was a heartbeat away from exploding.

“Take your time, sweetie. No need to rush.” Lindsay trapped her lower lip between her teeth and purred. “Yeah, stroke your cock while you eat my pussy. That’s so fucking hot. Stroke it for me.” Donald took the initiative, parting her folds with his thumb and forefinger, and offering a swipe with his tongue. “Breathe it in, Donnie. Yeah, that’s it. But make a note: don’t sniff it before you eat it. You’re a typical boy.” He could feel himself being swept away by her gentle, yet demanding voice. “Hmm, fuck. Yeah, keep playing with yourself. Keep that dick nice and hard for me. Look at me while you lick my pussy. Yes, yes, yes, yes, yes.

He kept going, again and again, harder, softer, harder, and then inside her, needing more. Needing all of her. His nostrils flared and he became overpowered by the scent, the taste, and had to pull away because it was becoming too much.

“Stay down there.” Lindsay’s hand went to the crown of his head and guided him back. “Don’t you dare stop. Oh yeah, baby. Right there, right there. I like that.” Donald was stunned at how Lindsay’s legs trembled and her stomach sunk in further, despite the corset, with every stroke. “God, baby. I love this. I know you love it too. Get my pussy wet for that hard dick. Stick a finger in there too. You can even try two.” Her thighs flexed, and her neck and back arched. “You wanna fuck me, don’t you? Yeah, we’re gonna fuck, and we’re gonna fuck real soon.”

Lindsay groped her breasts as Donald held her ass and feasted. But again, this was too much. He needed this girl more than oxygen. Lindsay must have sensed this because in the next instant, she slithered down Donald’s body, settled above his pelvis, and jacked and sucked him into a volcanic frenzy until he was ready to erupt again.

“Lindsay. Oh God. Please, no. Oh my. I need …”

She pulled back and smiled down at him, her head tilted. “Okay, Donnie, I got you. You’re good. Are you ready?”

“Yeah.” Sweat again beaded on his forehead and broke out across his back as he swallowed hard.

“You sure?”

“Positive.”

Since they’d discussed trying the doggy style position first during negotiations, Lindsay switched out to a fresh condom and flipped over, onto her hands and knees, and glanced back at him with a glowing smile. “You need any help putting it in?” When he shook his head, Lindsay said, “Now when you start, take your time. Don’t shove it in. Okay? Remember, we want this to last. Nice and slow.”

“Like this?”

“Yeah, baby. Like that.”

Once Donald slipped between the soft, pouty lips of Lindsay’s pussy, watching them part and collapse back in as the head of his cock disappeared, his breaths came in short bursts. Lindsay reached back with one arm and clamped her hand on his side, silently telling Donald without words that he should remain this way for a moment, to soak up all these incredible sensations before he went hog wild and filled with a hundred new sensations.

He cataloged every beautiful detail – the sweet curve of Lindsay’s ass under his hands; the corset, now loosened in back and exposing even more perfection; her slender torso, so taut; her long-flowing hair, healthy and shining; and the slickness of her skin as it pressed against his. Every single solitary thing was pure magic, a true gem to be remembered and appreciated for its own, individual sexiness, and he did his best to do just that. And all those years of being in love with this girl, yet too afraid to act on those feelings came rushing back like stampeding horses as well. Man, high school had been torturous, but look at where he was now. …

After too short of a time to give everything proper justice, Lindsay lowered her hand from where it gripped him and returned it to the mattress, which caused her back to arch, giving him the green light to have his way after all.

And nothing could have prepared Donald for the scorching flame that charred his body to a crisp as he held Lindsay’s hips and thrust once, twice, a third time. He did go a little wild, despite her earlier plea, clawing, moaning, his pelvis now thumping away at Lindsay’s backside and his rock-hard erection burrowing deep. Energy pooled inside him, firing his every cylinder.

Lindsay’s frame rocked with each forward plunge and once she finally shed herself from the corset, Donald maneuvered her hips to his liking and found maximum leverage, pinning Lindsay in place, and pushing her breasts into the mattress. She was beneath him, pink and pretty and vulnerable, and ready to be taken, to be conquered.

“Fuck my pussy, Donnie. Hmm, yeah, that’s it. Stretch it open; fucking give it to me. Oh God, I love your balls slapping against my cunt like that. Oh, yes. More, more, more. Give it to me. Harder!”

An orgasm grappled at Donald’s core, trying to ascend, and he did his best to fend it down. Must. Keep. Going. His thrusts intensified. He abandoned himself, any thoughts, any sense of right or wrong. Lights abounded; the world itself was going hazy. It didn’t matter that Donald was paying money to have sex with Lindsay, just as long as he did. It was his business, not anyone else’s. The young man went even harder, as hard as he could, drilling that little sliver as their bodies rattled and slapped together in the most depraved yet enjoyable way humanly possible.

But once Lindsay did something amazing – her Kegel muscles constricting and giving his dick an unsuspecting squeeze – Donald cried out in an orgasm that took him to the absolute brink of insanity. He rocketed over the edge, anyway, freefalling into a bottomless pit as fireworks burst behind his eyelids and his soul was deluged with a flashflood of ecstasy and sensations. Nothing had ever felt so good, so visceral.

Or so right.

Donald collapsed to the mattress, but Lindsay was right there, as she should be, gathering him close and cuddling, her heart full of warmth and affection. It wasn’t the best sex she ever had – not by a country mile – but why would it be? He had been a virgin. Lindsay refused to loosen her grip, however, wanting to stay as connected as physically and spiritually possible because this had still been a monumental experience not only for him but her as well.

“I loved this!” Lindsay wanted to cry. Her emotions had been all over the place this past year, but these were happy tears. Tears of truth. “Don’t move, Donnie. Don’t move. Rest, baby. Just rest. I want to feel your heartbeat against mine. Oh my God, it was such a privilege to be with you for your first time. It really was. I had so much fun!”

She glanced at the countdown timer on her cellphone and bit her lip with a telltale grin. “Looks like we’ve got an hour-and-forty-five-minutes left in our party, baby, but you know what? You’re getting an extra thirty minutes for free. That’s right; I’m giving you a freebie tonight so we can experiment and play, and you can live out some more of your fantasies.” Donald moaned and his entire body shuddered as Lindsay serenaded him with kisses, like tiny treasures to his lips, his cheeks, and his chin, as he lay shellshocked and sated in her embrace. “As a matter of fact, you’re not going anywhere until I’m done with you.” 

*

“Goddammit!” In the office, Colt lashed Pamela with a look of unmitigated fury. “Since when does Lindsay allow herself to become emotionally attached to a client like this? Those days are supposed to be fucking over!”

 

(End of Chapter Thirty-One – to be continued)

Published 2 years ago

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