Tricked Into Turning A Trick Pt 07

It was late at night when the limousine pulled to a stop outside Amanda's apartment complex. When Rick looked over he found Amanda fast asleep. Gently shaking her shoulder, he roused her, only for her to awaken in incredible pain and completely drained. Barely able to stand, Amanda leaned heavily on Rick as he helped her out of the car and up the stairs to her apartment. Once she reached the front door, he reached into his jacket and handed her an envelope before quietly departing.

After a long, hot shower, Amanda dragged herself to bed and collapsed, utterly exhausted. Her thoughts swirled with memories of the chaotic night. Rick had gotten her out from the blackmail situation with Sean. However, she was now caught in a similar scenario, this time being triple teamed by three random black guys. Had anything really change for her? Was her situation any better? Within seconds she was fast asleep.

Amanda slept late into the afternoon, finally waking to the sun streaming through her bedroom window. On her nightstand lay the envelope, a stark reminder of the previous night. At the time, she had been too tired to care, but now, her curiosity peeked, wondering what was in the envelope.

Amanda winced in pain as she reached for the envelope. Her entire body hurt unlike anything she had experienced before. It was as if she'd gone twelve rounds with a heavyweight boxer, but the incredible pain extended to her vagina, throat, and especially her anus. Inside the letter were two pieces of paper. The first was a letter. She unfolded it and read:

"Amanda,

Here is your bonus check for last night. You did an amazing job! Everyone was impressed with you. Take the week off and relax, and I'll see you next Monday.

Rick"

Amanda's hands shook as she pulled out the second item, her heart nearly stopped when she saw a check for $25,000. Her mouth dropped open in disbelief as she stared at the amount. She turned the check over several times, as if she needed to confirm it was real. This kind of money was life changing for her. Overcome with excitement, she sprang out of bed, her aches and pains suddenly felt more like badges of honor than sources of discomfort.

The time off was a welcomed relief and a nice added bonus. Her body needed the rest, but more importantly, she needed space to process everything that had happened. The money cast the situation in a new light, shifting her perspective from feeling trapped in something degrading to seeing it as an opportunity. Yet, she couldn't shake the nagging thought. Did this make her a high priced whore? The questions were overwhelming, but for now, she decided to go along with it and see where it led.

With that kind of money, she was able to pay off the rent and even help her mom out. After a few days of much needed rest, she decided to indulge in one of her favorite activities. She decided to go shopping.

Amanda headed to the mall with the intention of spoiling herself. She spent the day browsing through all the high end designer stores, leaving with bags full of clothes, shoes and accessories. With her designer bags in hand, she made her way to the food court and stopped in a frozen yogurt store. As she approached the cashier she saw her friend Jenn behind the counter.

Jenn looked both adorable and ridiculous in her uniform. She had on a hot pink apron and a hat topped with an oversized foam frozen yogurt cup. Amanda couldn't help but think how embarrassing it must be to wear something like that, but Jenn's beauty somehow made her pull it off better than anyone else could.

"Give me five minutes" Jenn said, spotting Amanda as she worked behind the counter.

Amanda had planned to meet up with Jenn after her shift. She watched as Jenn rang up a customer before disappearing to the back to clock out and wrap up her workday. Moments later, Jenn emerged from behind the counter and walked over to Amanda, ready to go.

"Let's bounce," Jenn stated said with a grin.

Amanda and Jenn walked into a seafood restaurant inside the mall. The hostess led the girls to their booth as they slid in, Amanda clumsily struggled to fit all her shopping bags from her day long shopping spree into the booth between them. The hostess handed over the menus and Jenn opened hers. She immediately noticed the steep prices and her eyes widen with concern. Amanda picking up on it, quickly stepped in to ease her worry.

"Lunch is on me," Amanda offered.

"Well, look at you Miss Moneybitch," Jenn responded with a smile.

"Ya ya ya, things are going pretty well and I want to treat my best friend," Amanda said.

"I'll say, just look at all that," Jenn said, gesturing to the pile of designer bags beside her. "Who's dick you sucking to get all this?"

"It's not like that," Amanda lied. Even though Jenn was her best friend, she wasn't ready to share the truth. She felt ashamed of how she got the money and wasn't sure how Jenn would react.

"Bullshit," Jenn shot back at Amanda. "You ain't making all this from your lil', shitty personal assistant job. So what is it? You fucking your boss?"

Amanda quickly looked away, as her face slowly flushing red.

"Holy Shit! You're fucking your boss," Jenn exclaimed, bursting into laughter. "You whore!"

"Shhhh," Amanda hushed, glancing around nervously, concerned others might overhear Jenn's outburst.

"I knew it! God damn girl. How much he paying you? Give me all the details," Jenn urged.

Seeing Jenn's excitement, she decided to play it up a little. "You know, he just gives me a little extra and in return I give him a little extra," Amanda said, shaking her boobs playfully.

"Good for you. Fuck you're lucky. I wish I had a sugar daddy. I can't stand working at that shit job. I feel like a loser." Jenn replied, her eyes scanned the menu as she decided what to order.

Amanda glanced at her own menu, feeling a bit sheepish. Maybe she was lucky, she thought to herself, she hadn't thought of it that way until now.

"Amanda, you have to hook me up," Jenn said, her face now lighting up with excitement.

"Wait, what?" Amanda asked, caught off guard.

"Come on, your boss has to have a friend or something. I'm way sluttier than you ever were." Jenn teased with a smirk.

"Oh I don't know..." Amanda hesitated. She wasn't sure this was a good idea. Jenn had no idea what she'd be getting into and Amanda definitely didn't want to explain all the things she had done.

"Don't be a selfish bitch! I'm your best friend. I'm fucking hot, you know I can handle this. You have to talk to your boss and hook me up. Pleeeeaaase," Jenn begged in a playful, whiney voice.

"Okay, Okay. But I can't promise anything" Amanda conceded, trying to move on from the topic as the waitress arrived to take their order.

Jenn practically bounced in her seat in excitement, grinning from ear to ear.

"So, what can I get you?" the waitress asked.

"I'll have the lobster," Jenn answered, giving Amanda a giant smile.

When Amanda arrived at work the following Monday, her nerves were on edge. It had been a week since the Masquerade party and this was the first time she'd seen Rick since then. She had no idea what to expect. When she walked into Rick's office that morning, he was already seated at his desk, focused on his work. He didn't even glance up before speaking.

"Can you get of those invoices that came in over the weekend? I need them entered into the system by the lunch. And when you get a chance, swing by the dry cleaners and pick up my suits," Rick said in his usual tone.

"Yes, sir," Amanda replied.

As she left his office to begin her tasks, she couldn't help but feel a bit thrown off. Rick hadn't even mentioned the party. It was as if nothing had happened. It was business as usual.

Throughout the day, everything seemed perfectly normal, and that was eating Amanda up in side. She had hoped Rick would bring up what happened last week. By the end of the day, she was unable to contain her emotions any longer. She took a deep breath and walked into Rick's office and found him still at his desk immersed in his work.

"Is there anything else for today?" she asked, her voice hesitant.

"No, thank you, Amanda. Have a good night," Rick replied without looking up.

Amanda lingered, standing still. She was waiting for something, but couldn't quite bring herself to broach the subject that had been gnawing at her all day. Unsure of how to proceed, she stood there, frozen in indecision.

"Anything else?" Rick asked, finally looking up and breaking the silence.

"Ummm..." Amanda stammered, not knowing how to begin.

Rick let out a sly grin, fully aware of what Amanda wanted to talk about. Instead of offering her help, he chose to prolong her discomfort. Leaning back in his chair, he gave her his undivided attention but remained silent, leaving her to wrestle with her own awkwardness.

"About last week..." Amanda began, her voice faltered as she trailed off. Unsure of how to continue, she struggled to find the right words.

"What about last week?" Rick responded, his tone teasing and a spreading across his face.

"What the fuck was that?" Amanda blurted out.

Rick burst into laughter at her bluntness, clearly amused by her reaction. "That was your initiation," he said. "And you were fantastic. You've been invited back."

"I don't want to go back. It was fucking awful," Amanda snapped.

"Was it?" Rick responded, snickering under his breath.

"Fuck ya it was. I was in pain for days. Was that your doing?" Amanda asked.

"No, I had nothing to do with it. It was specifically designed for you, to push you to your limits. It's an initiation, it's not supposed to be easy. But the good news is, you were a hit. A lot of doors are about to open for you," Rick said.

"Like the check? Thanks for that by the way," Amanda said, her curiosity piqued.

"There is more where that came from. That's just the tip of the iceberg," Rick responded.

Amanda's interest deepened. "When's the next party?" Amanda asked, only to realize how eager she sounded.

Rick laughed loudly. "Not for a while, but I'll let you know when the next one is. But now you'll be an invited guest and with all the privileges that come with it."

"You know, I have a friend who would be a great candidate..., Amanda said, shifting the conversation.

"It doesn't work like that," Rick interrupted, "Who is it?"

"Oh my friend Jenn, she's gorgeous and I'm sure she'd be interested, I know she could use the money" Amanda answered.

Rick understood what Amanda was getting at and took a moment to think. "Alright, I'll tell you what, I'll test her out. Is she free tonight?"

"Tonight? I can ask," Amanda said, surprised by his response.

"I'll pay $400, but you need to be there too," Rick added.

"Me? Why me?" Amanda asked nervously.

"You'll get $400 too plus an extra $200, call it a finder's fee," Rick continued, ignoring her question.

"I don't think I can..." Amanda started, trying to find a way out.

"It's either both you or it's not happening," Rick said firmly.

Feeling cornered, Amanda pulled out her phone and texted Jenn about Rick's proposition. Within seconds, she saw Jenn's response flash on her screen.

"She's in," Amanda said, unsure whether she should feel excited or worried. What started out as just an idea, one she thought Rick would dismiss, was now becoming reality. Not only was she bringing Jenn into this world, but she was being dragged deeper into it herself.

"Tell her to meet us at the Roadway Inn in an hour," Rick instructed.

Rick pulled his Mercedes into the parking lot of the Roadway Inn with Amanda sitting quietly in the passenger seat. The sight of the dated motel sign sent a shiver down her spine. She remembered all too well her last visit here. It was a traumatic experience where Rick roughly took her anal virginity.

Rick grabbed a key from the front desk and together they walked toward their room. The familiar wave of fear washed over Amanda as he unlocked the motel room door. The same stale, musty odor hit her the moment they stepped inside, triggering the same unease she felt before. Though it was a different room from last time, the sad, worn out décor was just as dismal. Knowing Rick could afford something nicer, Amanda couldn't help but wonder if he purposely chose this rundown motel to add a twisted, sadistic element to tonight's occasion.

Amanda texted Jenn the room number as Rick took off his suit jacket and carefully folded it over the back of an old, worn chair. As he began loosening his tie, Amanda broke the silence with a question.

"So how is this going to work?" Amanda asked.

"You remember how it went with you. Same deal. You're here to make sure she goes through with it. That is if you both want to get paid." Rick said matter of factly.

Amanda sat on the edge of the bed, waiting anxiously for Jenn to arrive. She was starting to have second thoughts on what she was getting her friend into. A part of her secretly hoped Jenn wouldn't show up, when there was a knock at the door.

Amanda opened the door to find Jenn standing there, all dressed up. She wore a tight black mini skirt and matching tube top. It was clear Jenn wasn't wearing a bra, her nipples visible through the sheer fabric of her top. Her makeup was applied more heavily than usual. Despite her exaggerated look, Jenn still managed to look stunning, even if she was dressed like what she imagined a hooker should look like. Jenn burst into the room with excitement and immediately gave Amanda a hug.

"Rick, this is Jenn," Amanda said, introducing her friend.

"You didn't tell me he was so good looking," Jenn replied with a flirty smile, while licking her lips.

"You're quite attractive yourself," Rick responded, clearly impressed. Jenn's vibrant red hair and flawless, milky skin made her even more attractive in person.

Rick continued undressing, removing his white collared shirt to reveal his toned chest and abs. Jenn, taking the cue, quickly pulled off her tube top, revealing her perfect C-cup breasts. In sync, both Rick and Jenn stripped off their remaining clothes. Rick slipped out of his pants and boxer briefs, while Jenn removed her miniskirt and sheer thong. They now stood nude, facing each other, Rick already fully aroused with his impressive 8-inch erection on full display.

"God damn!" Jenn exclaimed, her eyes widened as she took in the sight of Rick's large cock.

The two stood in the center of the dingy motel room, both completely naked. Rick with his masculine, muscular physique and Jenn with her taut, flawless body. They looked almost like models posing for an ad. They both turned to look at Amanda, who was still fully clothed, simply standing there and watching. Realizing she was behind, Amanda began to undress. Though both Rick and Jenn had seen her naked before, Rick over the past few months and Jenn back in high school locker rooms, this moment felt different. There was a palpable tension, a sensuality in the air as Amanda slowly removed her work clothes.

Now left in just her bra and panties, Amanda hesitated for a moment before slowly shedding the last of her clothing. All three stood naked, the silence heavy with anticipation. Rick gave Jenn a subtle nod toward the bed. With her usual bubbly energy, Jenn excitedly jumped onto the bed, while Amanda, though far less enthusiastic, joined her.

Rick pause for a moment and took in the scene before him, two gorgeous, eighteen-year-old girls sitting completely naked on the bed. Moments like this made him appreciated just how much he loved his life. He could barely contain himself at the thought of fucking Amanda's friend. But first, he wanted to test her orals skills. Slowly, he stepped toward the bed, his cock stood hard and ready, waiting for the girls to come to him. After a brief moment, he beckoned for them to come closer with his finger. Jenn and Amanda obediently dropped to all fours, positioning themselves so their faces were at Rick's waste level, their lips just inches from his throbbing cock.

Jenn moved first, determined to prove herself. She eagerly reached for Rick's cock, her hand wrapping around it confidently. It was the largest cock she had ever seen and she couldn't help but notice the difference between Rick and the high school boys. Rick was a man, and his cock exemplified his manliness. After a moment, she moved her head forward and brought his cock to her lips.

Amanda watched Jenn lean in and take Rick's cock into her mouth. It felt surreal witnessing her best friend sucking her boss's cock. Jenn seemed fully committed, sucking with enthusiasm and determination, her head bobbing up and down quickly as she stroked him with her hand. She even began making moaning noises, showing just how much effort she was putting into it.

Rick let Jenn suck at her own pace for the first few minutes, observing her skills. It was a fairly typical blowjob a young girl would give, nothing special. Jenn tried to take him slightly deeper and began making fake, exaggerated gagging noises as she bobbed her head. Rick found this amusing and smiled at Amanda, as if they were sharing a private joke.

"Gak, Gak, Gak," Jenn exaggerated with each motion. She was only taking in a few inches but was trying to impress with her dramatic, fake gagging sounds, thinking it was what men wanted. Rick struggled to keep a straight face and hold back his laughter. Deciding it was time to teach this girl how to really suck cock, he signaled to Amanda to show how it is done.

Amanda took over for Jenn, bringing Rick's cock to her lips and immediately began attacking it. With her best friend watching, she wanted to show how skilled she was. Perhaps it was her competitive nature. Knowing what Rick liked, she took a deep breath and pushed forward, trying to take as much of his cock into her mouth as possible. On her first attempt, she managed to take more than half. The tip of Rick's cock grazed the back of her throat but she kept going, pushing past the uncomfortable feeling of her gag reflex.

Amanda managed to take a few more inches down her throat, but it caused her to gag loudly. She fought back tears, not wanting to cry in front of her friend, but it was no use. Large tears that had formed in her eyes started to fall down her cheeks as she kept pushing herself. Only a few inches remained, but she struggled with those last few inches. Her determination to deep throat Rick heightened as she gripped his waist with both hands, trying to use the leverage to pull him into her throat. Rick looked down, impressed with her effort and decided to help. He placed his hand on the back of her head and pulled her towards him, forcing the remainder of his cock into her throat. Amanda's nose now pressed against Rick's abdomen, his entire 8 inches lodged in her throat.

"Holy shit!" Jenn gasped, her eyes wide in disbelief as she watched her friend deep throat Rick's entire length.

Hearing Jenn's praise, Amanda felt a surge of pride as she slowly pulled back, releasing Rick's cock from her mouth. She coughed a few times, her throat adjusting to the change, but quickly she regained her composure. With a smile, she turned to Jenn.

"That's how you do it," Amanda said with confidence.

Jenn took Amanda's place, determined to replicate what Amanda has just accomplished. After taking a deep breath, she took Rick into her mouth. Though Jenn had giving many blowjobs before, most had been to undersized high school boys, who were simply happy to be receiving head. She had never had to deep throat anyone, as they usually came within moments of her lips touching their cocks.

Jenn started to take Rick into her mouth but quickly found herself struggling with his size. She gagged several times after only managing to get half of his cock in. Her gag reflexes had never been tested before and it proved more sensitive than she anticipated. Pulling back for a moment, she took a breath to gather herself, realizing that this was more difficult than she expected.