Tricked into Turning a Trick

Amanda had a hard life from the start. Her father left the family when she was just an infant, and with no extended family to help, Amanda's mother had to take on two jobs just to make ends meet. This left Amanda to grow up facing life's challenges largely on her own.

As the years went by, Amanda's rebellious side grew stronger. Without much supervision, she gravitated toward troublemakers. She also didn't particularly like school. She struggled academically and even had to repeat a year. As a result, she was already eighteen years old when she started her senior year of high school. Since books weren't her strong suit, the streets became her classroom. She possessed an innate understanding of the tough world she lived in and the boys she associated with, or so she thought.

Amanda also possessed a striking beauty. A fusion of her Irish mother and Hispanic father's heritage bestowed upon her an enchanting blend of exotic allure and wholesome charm. Her curly chestnut-brown hair would cascade down and frame her perfect oval-shaped face. She had modest though perfectly formed curves within her petite, 5'3" and 110-pound frame. The perky shape of her B-sized breasts perfectly matched her personality.

All the boys lusted after Amanda, but she remained a virgin. While she did, on occasion, fool around with a few charming boys in high school, it never went beyond kissing. Instead, she used her beauty as a tool to tantalize the boys. It was a tactic that resulted in her frequently getting what she wanted. She quickly gained a reputation as being a tease, but it was a label she relished and wore with pride.

One Friday evening, Amanda was hanging outside a nearby liquor store with a trio of guys from the neighborhood. They were a lawless bunch, who mainly engaged in minor offenses, but with each passing month, their misconducts escalated to more felonious offenses.

The leader of the group was David. He was a scrawny, slick-talking embellisher full of bravado. However, he was mostly all talk and would leave the muscle work to his loyal companion Mark. Mark was a massive man who rarely spoke as his brawn overshadowed his brains. Any man who dared challenge him usually wound up in the hospital. Lastly, there was Sean, who had an evil presence about him that sent shivers down Amanda's spine. His tumultuous past involved frequent stints in juvenile hall and eventual expulsion from high school. There was an unmistakable darkness within him that she predicted would eventually result in a future behind bars.

"So this bitch was sucking my dick and I'm really giving it to her, right, and she's gagging all over my cock." David paused for a second to take a swig of his beer before continuing his tale. Mark and Sean were encouraging David on with their laughter, while Amanda, in response, rolled her eyes. "Please, David, I can't take it all, she's crying. But did I listen? Fuck no. I just kept fucking her face. Poor bitch couldn't breathe."

"Right, you wouldn't be able to gag anyone with that little pecker," Amanda interjected sarcastically while pointing at his pelvic region.

"Fuck you! How about I whip it out right now and see if you can handle it."

"David, I wouldn't blow you if I was about to die from poisoning and your dick had the antidote." Laughter erupted among the guys, irritating David.

"So, like, what's the plan for tonight?" Amanda continued while taking a drag of her cigarette. "Cuz it better not be standing around here drinking and smoking and telling bullshit stories all night. I feel like I'm in a bad Kevin Smith movie."

"A friend of mine knows a guy who's throwing a massive party in Brentwood. It's at this huge mansion. There'll be a band, an open bar, and he even said some movie stars will be showing up," Sean chimed in, his voice tinged with excitement.

"Dank, but, like, how the hell are we gonna get to Brentwood? It's, like, a 45-minute drive, and last I checked, none of you losers own a car," Amanda pointed out.

"We'll take a taxi," David suggested.

"And who's paying for that?" Amanda countered.

"You know how these businessmen stop by here on their way home. We figured we'd jump one of them and take their cash. They'd easily have that and more," David explained.

Amanda's eyes widened in disbelief. "Are you guys fucking stupid? You're going to jump a guy right here in broad daylight? The cops would be on us in minutes and I'm not about to go to jail."

"That's where you come in. You're going to lure one of them down that alley over there. It's dark and quiet, with no one around. Once he's there, we'll take care of the rest," David outlined.

"I don't know... And how am I going to lure him there?" Amanda hesitated.

"Are you serious? Offer him a blowjob?" David reassured her with a sly grin.

"I don't know, sounds sketch," Amanda voiced her reservations.

David wrapped his arm around Amanda, his tone persuasive. "Trust us, it'll work. Just think in about an hour, we'll be rubbing elbows with famous celebs. Imagine which movie star you might run into tonight."

With a reluctant sigh, Amanda acquiesced. "Fine, but you guys better not fuck this up."

"Don't worry. We'll be waiting just over there." David assured her. Amanda watched as her three friends headed down the alley, their figures gradually disappearing into the shadows. An ominous feeling pressed heavily on her chest, her instincts warning her that this was a dangerous path she was treading.

The empty parking lot seemed to stretch out endlessly around her, amplifying her solitude. Within minutes a sleek Mercedes pulled into the parking lot, its headlights casting an eerie glow. Out stepped a sharply dressed businessman, donning a tailored suit and Rolex watch. His appearance exuded both handsomeness and physical vigor. Yet, Amanda knew he wouldn't stand a chance against Sean, let alone all three of her friends. This man was the perfect target.

Amanda adjusted her blouse to accentuate her cleavage, hoping to exude a confidence she didn't entirely feel. Summoning every ounce of courage, she forged ahead with the plan.

"How's it going, Mister?" she asked, her nervous voice slightly shaky.

The businessman, initially intent on ignoring her call, paused when he caught a glimpse of Amanda. He found himself captivated by her ethereal beauty. Her presence demanded attention, and he couldn't help but stop.

"You gotta name?" she pressed.

"Rick," he replied.

"Hi, Rick. I'm Amanda." A subtle cringe swept through her, instantly regretting disclosing her real name. "I'm looking for some help. I need to make some money and, like, you look like a handsome fella... umm..." Amanda's uncertain voice started to falter.

Rick's irritation began to surface at the thought of being approached for money. He started to reject her request, but Amanda interjected before he could finish.

"I'll suck your cock," she blurted out, surprising even herself.

Rick's demeanor shifted, his expression now a mix of intrigue and wariness. "Are you serious?" he cautiously inquired while he scanned his surroundings. He thought that this might be some sort of prank, half-expecting a hidden camera crew to reveal itself.

Amanda nodded, "I am. I'll do it for, say, $100."

It had been a trying day for Rick and the offer of a blowjob was tempting, especially from someone so striking. "OK," he agreed. "You've got a deal."

"Great, follow me," Amanda responded, leading the way towards the dimly lit alley, Rick following close behind.

Amanda entered the darkening alley while her eyes darted around in search of her friends. After a couple of hundred feet, she slowed, uncertain of their whereabouts.

Rick was paying more attention to Amanda's perfectly shaped figure than to his surroundings. Her tight jeans accentuated her flawless ass, leaving him momentarily captivated. Realizing he had ventured quite far into the alley, he snapped out of it and firmly grasped Amanda's arm.

"This is far enough," he declared.

Amanda tried to free her arm. "No, just a little further," she pouted, unsure of her next move.

"No. Right here will work. This spot is private enough," Rick insisted.

As the sun dipped below the horizon, the alley transformed into an increasingly eerie, shadowy space, obscuring visibility down either end. Worry began to set in as Amanda frantically searched for her friends.

Rick guided Amanda to the side of the alley, positioning her next to a bush and a wooden fence. While it offered some semblance of privacy, they remained exposed to anyone who might pass by.

"Go on," Rick ordered.

"Money first," Amanda retorted, using every tactic she could think of to delay.

"Right, right," Rick replied. He quickly retrieved a crisp $100 bill from his leather designer wallet and handed it to Amanda. "Here's your $100. Now get to it."

Amanda swiftly stowed the bill in her jeans pocket. "So, Rick... uh... where are you from?" she inquired, desperate to buy more time, hoping against hope that her friends would arrive soon.

Rick's patience wore thin. "Enough chit-chat. Get to it. I don't have all night."

"Hold on... in good time," Amanda tried to assert herself. "Where the fuck are they?" she cursed under her breath.

Just beyond the alley, about fifty feet away, Amanda's three friends concealed themselves behind an old metal shed, watching intently.

David leaned into his companions. "Ready?"

"Hold on," Sean responded gripping David by the shoulder and holding him back.

"What?" David inquired.

Sean smirked. "This bitch has been toying with us for too long. We should teach her a lesson."

David chuckled darkly. "Oh, you're fucking bad."

"Do you have a condom?" Amanda asked, her voice trembling, desperately trying to delay what seemed inevitable.

"Why would I have one? You're the one..."

"Well, then I can't go through with this," she tried to assert herself.

"I already paid you!" Rick's retort was sharp, his impatience was evident.

Amanda momentarily forgot about the money. She quickly reached down to retrieve the $100 bill from her jeans pocket, but before she had time to retrieve it and offer it back, Rick made his move.

"Enough!" Rick exclaimed as he grabbed Amanda by her hair and pulled her down to her knees. With his free hand, he swiftly undid his belt buckle, and lowered his zipper, revealing his already hard cock. His cock jutted out into the open air, and the tip of his cock dipped back down, catching Amanda off guard and striking her squarely on the nose. The humiliating smack of his cock left a bead of sticky pre-cum clinging to her skin.

Amanda's eyes widened in alarm at the size of Rick's cock. It was much larger than anything she had ever encountered before, estimating it to be at least eight inches. The only times she had seen cocks that size were in online porn videos she stumbled upon out of sheer curiosity. Now, on her knees, faced with the looming possibility of having to fulfill this act, fear coursed through her. How did she get herself into this situation?

"Let go of my hair, you're hurting me!" she cried out in a desperate plea, hoping that her friends would come to her rescue in time.

"Open up," Rick commanded as he placed his hard cock directly in front of her lips.

"Wait," Amanda started to protest, leaving her mouth slightly ajar. It was the opening he had been looking for. Before she could finish her sentence, Rick forcibly shoved his cock between her lips and into her open mouth. She tried to push him away, her hands on his thighs, exerting all the strength she could muster. But he was too powerful, his grip on her hair unyielding. She found herself with half his cock firmly lodged in her virgin mouth.

Rick moaned in pleasure as he felt her soft lips and warm mouth envelope his cock. Even the simple act of entering her mouth was exquisite. He took a moment to relish the sensation before he began thrusting himself back and forth.

Amanda froze in fear. She couldn't believe that she was on her knees, in a dirty ally, giving a blowjob to a random stranger she had only met minutes ago. This was far from how she had imagined her first sexual encounter to go.

"Oh ya, that's it" Rick gasped, urging Amanda on as he quickened his pace. With each thrust of his cock, he attempted to push more of it into her mouth.

Amanda, inexperienced in this, sat motionless as Rick forced his cock deeper into her mouth. She prayed her friends were moments away from putting an end to this nightmare.

Rick looked down at Amanda's beautiful face. Even with the vacant look her eyes held, the sight of his cock moving in and out of her mouth was a captivating image. However, he started to grow frustrated with her lack of engagement. Fine, he thought to himself, if she was unwilling to participate, then he would take charge. With that, he placed his free hand on the top of her head and tilted it back. This lifted her chin and opened up her throat, creating an unobstructed path for him to be able to push the remainder of his cock in.

Amanda panicked when she felt the pressure of his cock pushing into her throat. Her eyes welled up with tears as inch by agonizing inch, Rick pushed his cock further down. Her body spasmed with each gag reflex and her mind grew dizzy from the lack of air. At this point, all she did was focus on enduring, determined not to pass out until this ordeal was over.

The feeling of his cock down a young girl's throat was an experience unlike any other, and most of his ex-girlfriends had struggled to accomplish that task. Rick enjoyed challenging women sexually to their fullest extent. Wherever a woman's sexual line was he would try and push it as far as he could. So given the financial investment he made for this blowjob, he was resolute in getting what he wanted. He glanced down and saw only a few inches remaining. Amanda's cheeks were now wet with tears, evidence of his success in pushing her to her limits and beyond. He had no doubt that she was truly earning the $100 tonight. With a decisive push, he forced in the last two inches until he observed her nose firmly pressed against his abs. This triggered her gag reflex once again, as he felt the blast of air propel from her lungs, through her throat, and engulf his cock. It was the response he had been seeking and it nearly caused him to cum right then and there.

Amanda was in a state of complete panic. Struggling to breathe with an eight-inch cock lodged in her throat, she desperately slapped at his legs, hoping he would let her go. However, Rick remained resolute, holding her head in place. Each second felt like an eternity, until at last, he let go, allowing her to withdraw, coughing and choking, while desperately trying to catch her breath. Strands of saliva stretched from her mouth to his cock as she gasped for air. "Please." She pleaded, desperately hoping for some relief. Amanda's face was a wreck. Her makeup and lipstick were smeared, tears streaked down her face, and saliva was scattered everywhere.

Rick looked down and grinned. He had her exactly where he wanted. Without hesitation, he reinserted his cock back into her mouth. Time was ticking, and he didn't want to be interrupted in this rather public alleyway. It was time for the grand finale. He vigorously worked his cock back and forth like a piston, increasing the speed. With each thrust, he slammed his cock into her throat, his heavy balls rhythmically slapping against her chin. He felt the mounting pressure to cum build, a sensation he recognized well, signaling he was fast approaching completion.

50 feet away David, Sean, and Mark observed the scene. David's mouth hung open in disbelief, while Sean, typically impassive, couldn't contain a sinister smirk, relishing every moment of Amanda's ordeal. Sean even had the foresight to pull out his phone and start recording. He wanted a memento of this, something to watch later. Watching this high-and-mighty bitch get face fucked by a stranger was a twisted pleasure for him.

Amanda was completely broken as she sat motionless on the ground while Rick slammed her throat like a piston. He worked with such urgency that all she could do was grip tightly and pray she wouldn't lose consciousness. Amidst the unsettling sounds of gagging, slurping, and slapping, she heard him declare, "I'm going to cum!" Panic surged through her. No! Not in my mouth! But before she could come up with a plan, she felt the initial surge of cum burst into her mouth.

"Uhhhh," Rick grunted. He quickly adjusted his cock, so that his first dose would land directly in her mouth and on her tongue. He wanted her to experience the strong taste of his sour cum with a generous mouthful. For his second dose, he wanted to ensure his cum went directly into her stomach, so he firmly pushed his cock all the way back down her throat. However, right as his cock expelled its second shot, Amanda gagged redirecting the milky substance back out and through her nose. White cum flowed out of her nostrils.

Amanda couldn't believe what had just transpired. She struggled to regain her composure, determined not to vomit. The repugnant taste of his cum lingered in her mouth, nose and throat. As she opened her watering eyes, she saw Rick holding his cock right in front of her face. She instinctively pulled back, feeling the last few shots of cum splatter across her face, covering her forehead and eyes. Her humiliation was now complete.

Rick finally released his grip on Amanda's hair, as she sagged back onto the grimy alley ground. "Not bad Princess," he remarked. With that, he stowed away his softening cock, pulled up his pants, re-secured his belt, and started the brief journey back to his car. "Maybe next time I'll take that ass of yours for a spin," he chuckled, leaving behind a parting jab.

Amanda sat there in complete shock, uncertain of what to do or how to process the situation. Suddenly, she heard hurried footsteps approaching. She swiftly turned her head and saw David, Sean, and Mark running toward her.

"What happened?" David attempted to appear concerned.

"Where were you assholes!!!" Amanda screamed.

"We were farther down the alley," Sean added, struggling to hide his smirk. "Well at least we have the money now, what do you say, Amanda, ready to go to the party?"

"Fuck you!" Amanda spat out. Her voice trembled with a mix of anger and exhaustion as she rose to her feet, her legs still wobbly from the ordeal. She began wiping the cum off her face as she started the long walk back to her apartment. The harsh reality began to sink in that she had just been tricked into turning a trick.