Chapter 1 - Tonsil cleaning

Recent trip to the dentist inspired this one :P (Updated as of 10/11/20, I typed up this rough draft pretty inebriated. Fixed obvious grammatical mistakes and reworded some phrases to flow easier)

If you wish to skip exposition and foreplay, scroll down to the line

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Alex looked up as his phone began ringing. Screen light reflected off his green eyes, the ringtone identifying it as his mother, Julie. Sighing he awkwardly picked up with his non dominant hand, answered and slid the phone under his black shoulder length hair to his ear.
 
“He-ey mom.”
 
“Trish? I’m sorry I thought I called Alex.”
Another sigh escaped as he corrected his mother, again. He hated how light his voice was.
 
“Nope, it’s me. Alex. Your son.”
 
“Oooh! Sorry honey,” the apology followed by a light titter, “I saw this ad for a new dentist in town. They are having a grand opening this week and I know you are looking for a new hygienist since losing your insurance.” She continued
 
“I still haven’t managed to find new insurance yet…” Alex interjected
 
“That’s the kicker!” His mom sounding excited, “They have deals for students! Maybe you can get in there and get yourself checked out with a discount?”
Alex nodded to himself. Maybe that would be a good idea. Then, his cheeks flushed, and breath caught in his throat. His mother picked up on the slight disturbance,
 
“What’s that? You ok?
 
“Yeah mom, I-I’m fine.” Alex stammered out. There was a moment of silence as Julie debated if he was hiding something.
 
“Can I call you back, I need to go to the bathroom.” He followed up his denial with the oldest excuse in the book, it wasn’t the greatest, but it would work. 
 
“Sure, sure, call that new dental clinic and get yourself an appointment!” Julie said dismissively before hanging up. As the call disconnected Alex let out a low moan. He probably should have paused the porno he had been watching, but he did not want to get lube all over his mouse. He still had his dominant hand wrapped around his cock as the porno reached the crescendo. A video about popping anal virginity, the actor not holding back in fucking the beautiful blonde as she gritted her teeth and moaned for effect. 
 
A recent kink Alex had developed, he loved watching the expressions play out on the actress face throughout the fuck. Starting out with loud gasps and groans, it devolved into holding on and dealing with the sensations of a good anal pounding. Alex resumed stroking his decent sized cock as the scene continued. It turned out to be a bit more forceful than some of the other ones he had watched.
 
“Please, I’m done! It hurts!” the blonde cried out
 
“I’m not!” the burly actor replied and smacked her ass, causing the plump flesh to jiggle.
Licking his lips, his dick now diamonds, he began matching the tempo of the scene. It was not much later that the actor braced his legs and forced his cock all the way up her ass. His moaning clearly signaling that he was depositing a thick creampie. Alex beat his meat faster, intending to finish at the same time.
 
“Hey! What are you doing? Come play Mario Kart!” The voice of his sister rung out at the same time of a pounding on his door.
 
“I’m busy!” He desperately yelled, wanting to fap in peace. The handle jiggled as his sister tried it, Alex glad he remembered to lock it.
 
“Are you masturbating?!” She called out in a mocking tone. Alex blushed a deeper crimson at having been caught so obviously.
 
“NO!” he shouted as he heard the handle begin to jiggle gently. Cursing to himself, he grabbed some tissues trying to clean the lube off his hand as he shoved his erection into his pants. Living with his parents and their invasiveness was bad, when his sister offered to let him live with her for a while he thought he would be safe. Turns out she was even more aggressively invasive than their parents.
 
Not a second too soon he managed to zip up his pants as Trish successfully lockpicked her way into his room. Her face displayed a devious grin, showing off her perfect teeth. Alex spun around in his chair to face his sister, sitting up and trying to hide his boner.  
 
“What do you want?!” He challenged his sister, his face still flush. He thought he could mask the obvious arousal with anger. Trish didn’t say anything but stalked towards Alex, towering over him as she sniffed the air like a predator trying to catch a scent. Her grin widened as she looked down at Alex, who glared back in defiance.
 
“You know you haven’t paid any bills since you’ve moved in right?” She stated the question rhetorically, a vain glint entering her green eyes. Breaking eye contact and glancing off to the side Alex nodded.
 
“Then don’t lock your door. This is my apartment; I have access to all the rooms.” 
 
“I’ll pay you back when the season picks up! I’m an adult, I deserve privacy.” Alex retorted, irritated at having his jobless status rubbed in his face. Trish’s grin became downright Cheshire as she leaned over Alex, tits almost falling out of her tank top and shoulder length black hair framing her face as it fell into place.
“No you doooooon’t.” The phrase lighthearted as if she announced they were getting a puppy. She booped him on the nose as he turned back and tried a more intense glare. 
 
“Anyway,” Trish began as she stood back up and crossed her arms, inadvertently pushing her tits against the fabric of her loose tank top, looked at Alex critically, “Did mom tell you about that new dentist program? You should call them and make an appointment.” Alex rolled his eyes,
 
“Yes. She did. What’s it to you?” 
 
Trish feigned indignancy, as if he accused her of some heinous crime.
 
“Why because I love you and care about you,” she reached out and ruffled his hair, “Dental health is very important for a young adult.” He shook his head, his glare unabated.
 
“You’re only two years older than me.” He muttered.
 
“And I already have my own apartment with a career.” 
 
Alex turned his chair back towards his computer, disconnecting from the conversation. He started searching for a video on YouTube, which he had pulled up in a new tab right before Trish forced her way in. He heard her cross the room and suddenly embraced him from behind, hugging around his small chair.
 
“Awww don’t be like that. I only want you to have a positive role model.” She cooed, kissing his 
cheek. Alex recoiled as Trish switched to resting her head on top of his.
 
“You’re the last person I want as a role model.” 
 
“You wound me brother,” The indignant tone entering her voice again “besides you even wear your wonderful hair like me.” Alex huffed and chose not to raise to the bait, when Trish grabbed his hand on top of the mouse.
 
“What-“ He started when she moved the mouse to select the tab he had switched out of. Alarm entered his voice,
 
“DON’T---!" but helpless against her strong grip she selected the porno tab. The video, still going, showed two females laying on each other making out while the actor took turns fucking both of them in the ass.
 
“Oooooh, you like anal huh?” Her voice husky, as she released his hand and grabbed his pants, which were doing a poor job of concealing his still unsatisfied erection. Alex could hear her smile of smug satisfaction in her investigative prowess.
 
“I knew it.” She said, grabbing the stiffy through his pants.
Alex exploded out of his chair.
 
“OUT.” His voice strained in both rage and misplaced arousal. Laughing to herself Trish sashayed to the door, her tight yoga pants emphasizing her ass. Having satisfied her desire to catch him in a lie, she called out, 
 
“Fapping is only allowed at night, no masturbating in the afternoon!” Alex stormed to the door and slammed it. Standing before the door in mute anger Alex brooded. Almost just as fast as it was slammed Trish swung back in, keeping her hand on the handle, and leaning into the room a hairs breadth from Alex.
 
“And no slamming doors… butt boy.” She breathed the last phrase, winking salaciously at Alex who stared dumbfounded at Trish. Her green eyes reflected his own as she made intense eye contact. Julie always joked that they were identical twins despite the fact Trish was older. He inhaled to unleash a scathing retort when Trish slammed the door again and went on her way.
 
“Call that dental clinic!” She shouted as she withdrew to her own room. Alex was too frustrated 
to react and slumped back down into his chair. The porn star just finished in the other actress, a black-haired pale beauty, grunting in bliss as he gyrated his hips, depositing his load in her ass as she cried lightly. Alex closed the web browser and sat in silence, stewing about his sister’s treatment of him. 
 
He never had much long-term relationship success with women, his sister no exception despite being family. He had hoped moving in with her would let them connect and become better friends. Unfortunately, Trish had apparently made it her hobby to antagonize him. His phone beeped, distracting him from his moody thoughts. Checking it, he saw there was a text message from Julia containing the dental clinics phone number and a message, ‘Call them!’ Sighing dejectedly, he opted to turn off the phone and lay down to lose himself in sleep. Nobody could bother him there.
*           *           *
 
“So how does tomorrow at eight in the morning sound, hun?” The voice was light and bubbly, instantly conveying a cheerful disposition over the phone.
 
“Is there nothing in the afternoon?” Alex asked, not wanting to wake up that early as he was a night owl who routinely stayed up until eight.
 
“Nooooo…” She replied, drawing the syllable and emphasizing her southern accent as she clicked through her software, “if you can’t make eight tomorrow the next opening would be two weeks out. Our opening week has been crazy!” She giggled. Alex pictured the next two weeks of his family hounding him to get his teeth checked, as it had been a while since his last cleaning.
 
“No, I’ll take it,” Alex sighed “I’ll force myself awake. It’ll be fine.”
 
“Aww I’m really sorry I don’t have anything else honey. I know us girls need our beauty sleep, but don’t worry we have coffee in the lobby!” Alex’s jaw tightened.
 
“I’m a man.” He stated, slightly irritated
 
“Oh, I’m sorry sir!” She replied swiftly, then after a moment of awkward silence added,
 
“You have a wonderful voice!” 
 
Alex shook his head
 
“Well, I have you at eight tomorrow, is there anything else I can help you with today?” She continued professionally. 
 
“Actually yeah, I heard there was a student discount? I’m a freshman getting into college.”
 
“Ooooh, yeah. One moment.” Alex heard the lady ask something away from the phone before coming back to the line.
 
“Yes! We dooo~” Alex thought he could detect a subtle change to her voice… she sounded… sultry? He shook his head.
 
“Great what is it?” He asked. There were some shuffling noises from her end, which sounded like papers being scattered.
 
“I’m sorry, I lost the details of the program! I think you can be discounted all the way up to a free first visit based on your performance.” Alex did a double-take, that was pretty good.
 
“I’m not worried then, that sounds perfect. I’m really good.”
 
“Oooh, that sounds like a perfect fit!” she replied, giggling again
 
“At school. I’m good at school.” Alex corrected himself, getting distracted by this girl’s voice. It was so pleasant.
 
“Of course.” He could hear the snicker
 
“I’ll see you bright and early tomorrow Alex!” 
 
“Yeah, you too. Goodbye.” Alex kicked himself as he hung up the phone. 

*           *           *

Alex blinked wearily as he heard the insistent beeping of his alarm clock. Rubbing his eyes, he focused and looked at the time. Eight o’clock. 
 
“Shit!” He exclaimed to himself as he leaped out of bed and slipped a shirt over his lithe frame. He cursed as he tried to force his pants on, which got caught on his thicc ass on the way up. Frowning he reached around and forced it up. He was pretty fit but gained a few extra pounds since moving in with his sister. She might be an annoying cunt sometimes, but she made amazing comfort food. Dashing through the apartment and jumping into his shoes, he heard his sister shout from the kitchen,
 
“Where are you going so early?! I made French toast!”
 
Alex stopped momentarily and seriously considered skipping the appointment for his favorite breakfast meal.
 
“Dentist!” He shouted back before running out the door and speeding to his car, hoping that they would still see him despite the tardiness. He drove as fast as he dared and made decent time, considering everything. He pulled into the parking lot and followed directions up the stairs to the lobby on the second floor, taking them two at a time. He arrived at the landing out of breath and strode up to the receptionist desk. 
 
“Hey!” He started before stopping for a quick breath, “I have an appointment at eight.” He got out, “I’m Alex.”
 
The lady behind the desk smiled a gorgeous smile at him and looked at the clock. 
 
“Unfortunately it looks like you’re just a little too late, th-“
 
“This is Alex?” a sultry voice interrupted the intake secretary
 
A voluptuous woman looked up from her papers and eyed him over. Alex almost gaped openly; she was one of the hottest women he had ever seen. Red hair tied up in a bun, her skin slightly brown from good tanning, and curvaceous curves that couldn’t be hidden behind professional dress. She was eyeing him over just as much and he suddenly felt self-conscious. After a moment of regarding each other she spoke,
 
“Do you realize your shirt is inside out?” She tittered. 
 
Blushing, Alex realized that the woman was right.
 
“S-sorry.” He muttered and quickly whipped his shirt off, exposing his hairless chest and mostly fit body. Struggling momentarily he managed to put it on the right way. When he heard a general sense of giggling throughout the lobby, he glanced around to see that it was filled with at least a dozen girls, in addition to the staff behind the desk.
The curvy woman failed at suppressing a smile.
 
“Thanks for the free show.” She quipped
Flushing a tide of crimson darker Alex realized just how tired he was.
 
“Sorry, I uh, didn’t sleep last night. I’m not normally up this early.” He explained lamely
 
“Don’t worry about it. I think we can work you in. I’m Jenna, your hygienist for today.” 
 
The receptionist was about to speak up, but Jenna spoke before she got the chance.
 
“Free up my schedule so I can take care of Alex, Lauren.”
 
Alex noticed the receptionist blush slightly before nodding.
 
“Of course.” Alex recognized the voice as the lady who took his appointment yesterday. She was every bit as beautiful as he imagined her to be, although it took the form of perky youth. A rather pale complexion and closely cropped sandy blonde hair complimented her face perfectly.
 
“Step right this way Alex.” Jenna motioned, holding a door open for Alex that led deeper into the office. Breathing a sigh of relief Alex nodded to Lauren,
 
“Thank you!” he said as he headed towards the offered door. Lauren smiled widely and winked at him.
 
“Thank YOU for showing up honey.” She replied before Alex disappeared past the threshold.
Alex could not believe it, this whole office seemed to be loaded with charming, beautiful women! The door closed rather suddenly, and Alex found himself in a small hallway with Jenna, within his personal space. He returned the smile and waited for her to lead the way to the chair. They stared at each other for a few moments, just before getting awkward Jenna motioned him forward.
 
“Please, it’s the third door on the right.” Looking between the hallway and Jenna, Alex hesitated before leading the way down the hall, Jenna falling in close step behind him. Alex could smell her perfume, a wonderful scent that reminded him of spring flowers. To his surprise the third door wasn’t a dentist chair space but a bathroom with a vanity. Alex turned and looked confusingly at Jenna.
 
“Before I clean your mouth out, at my clinic I like to make sure all my clients brush their teeth correctly.” Alex frowned thinking how odd that was, but he wasn’t going to say no to Jenna! Then a thought occurred to him.
 
“Your clinic? You’re the owner?” He asked as he stepped into the bathroom, closely followed by Jenna.
“Yes.” She replied simply, not offering any other information. Alex mentally shrugged and pulled the plastic off one of the cheap toothbrushes, loading it up with toothpaste. Alex felt Jenna stand over him, she must have been over six foot tall! He saw her reflection watching him in the vanity mirror as he started brushing. He felt like a target, blushing slightly at the intense scrutiny. He went through the act and rinsed out his mouth before making eye contact with 
Jenna in the mirror. She tutted lightly.
 
“I see some ways to improve your technique, please load the toothbrush and start again.” Alex felt this was a bit silly, but he couldn’t say no. As he began again, he felt Jenna step forward, pressing lightly into him and wrapped her hand around his.
 
“I’ll show you.” She whispered into his ear and Alex flushed a deep shade of red. Alex surrendered control to Jenna and she began brushing his teeth.
 
“See you need to get the back of your teeth as well as the front. Stick out your tongue.” 
 
Frowning slightly he did so.
 
“Perrrfect.” Jenna whispered, more to herself than him.
Alex eyes widened in surprise as she pushed the toothbrush further and further back on his tongue.
 
“It’s important to brush your tongue, it can be a resting place for germs and a cause of bad breath.” Alex began gagging as the toothbrush pushed against the entrance to his throat.
 
“Don’t worry, when you practice brushing your tongue, you can do it easier.” Jenna stated as she finished. Leaning forward Alex spit into the sink and washed his mouth out as Jenna stepped back.
 
“Now just a couple x-rays and I’ll be ready to start cleaning you.” She smiled at Alex who smiled back, the blush a permanent fixture on his cheeks.
 
The next room contained the x-ray chair, Alex hastily took his seat and Jenna began the x-ray process. This involved putting different apparatus’ in Alex’s mouth to capture different sides while the machine did its work.
 
“Last one.” Jenna motioned at the latest apparatus. Alex simply nodded, his normally chatty self, retreated in the presence of Jenna. He felt entranced by her beauty and felt like he was dreaming.
 
“Now open wide… wide as you can.” Alex did his best and felt Jenna’s hand grip his jaw and pull it open another inch or so. The apparatus she held was going all the way to the back of his mouth, farther back than any other x-rays he had before, another oddity of this clinic he thought. He started gagging as it apparently neared its goal and Jenna sighed.
“You need to suppress you gag reflex to get this x-ray, it’s too sensitive.” Alex was surprised as this had never been a problem before.
 
“If you can’t get this x-ray done, I can’t clean your teeth. I need to know what’s going on back there.” She almost seemed… pouty? 
 
“I can do it.” Alex spoke his first words in the past fifteen minutes and focused. He wasn’t going to let a stupid x-ray get in the way of getting his teeth cleaned by the hottest woman he ever met!
 
“Oh good!” Jenna’s excitement and smile bolstered Alex, glad to see he had such a positive effect on her.
 
“Now… think gag suppressing thoughts.” She told him as she forced his mouth open with her hand again, rather eagerly Alex thought. She pressed the device back into his mouth and as he started gagging again, she sighed.
 
“Try swallowing.” She suggested
 
Alex did and tried to ignore the giant thing in his mouth as she pushed it this and that way, as if testing his tonsils. Finally, Jenna apparently found the perfect spot and lodged it in. 
 
“Good work… I knew you could do it.” She patted his head, then went and activated the x-ray. Finally done with that Alex breathed a sigh of relief as she put the x-ray apparatus’ away.
 
“Now… we can finally get to the main event.” Jenna said, looking at Alex like a piece of meat. Alex, blissfully unaware but not minding the glances she was giving him, smiled and nodded. 
 
“We’re going to be in room six, down the hall on the right.” Jenna directed
 
Alex took lead into the hallway and grinned to himself as he felt Jenna step close behind him. Before they reached room six, he had a mischievous thought. Stopping suddenly, he bent forward as if to pick something up from the floor. Like he hoped, Jenna bumped into him, her body encompassing his. What he didn’t expect was her to grab his torso and pull him back into her. As her breasts pushed into his back he grinned, but frowned as he felt her grind into his hip, just for a moment. He felt an odd bump but quickly forgot it as she whispered,
 
“Careful, I almost tripped into you.” 
 
Alex thought his little play worked better than he could have ever hoped for as she pressed into him once more before pressing him forward.
Alex thought it was odd that the dentist cubicle was enclosed, as Jenna closed the door behind him. 
“We take our patient’s privacy very seriously.” She answered his unspoken question. Nodding he walked around and laid down into the chair, another oddity. Instead of a solid cushion for a seat, it looked like the legs of the chair split all the way up to his butt, which was currently straining against his too tight pants. The fact that he had been half-hard ever since he saw Jenna didn’t help. The arm rests also contained a bit more cushion than other chairs, and the headrest looked like it could drop all the way back.
 
“Do you like it? It’s the latest design of dental chairs.” Jenna stated
 
“Yeah, it looks comfortable.” Alex answered and smiled sheepishly again, Jenna matching his smile
 
“They are very comfortable.” She declared, sitting on her stool, the dental tools nearby. 
 
“Let’s begin.” As she tilted the chair back. She leaned into Alex, breasts pressing into his side. Alex could not hold back his boner going full diamond mode, and he hoped it wasn’t too obvious to Jenna as she started cleaning.
*           *           *
 
 ________________________________________________________________________________________________________
 
“You were perfect Alex.” Jenna complemented him as they finished the cleaning. Alex blushed at the complement. It was not that hard to sit still but he gladly accepted the praise.
 
 “There’s one last thing we need to check.” Jenna said, Alex thought he could hear her voice become a little hoarse…. 
 
“This is the part where the student discount gets factored in…” Jenna continued. Alex thought that was a little odd.
 
“Do I have to pass some sort of test?” He asked, confused
 
“Yup. And I’m afraid if you don’t pass, we’ll have to charge you full price for your visit today.” 
 
Alex turned and looked at Jenna in shock.
 
“Don’t worry,” she reassured him, “from what I’ve seen today I’m sure you’ll do your best.”
 
“Bring it on. I can pass any test.” Alex boasted, missing the smile Jenna had developed. 
 
“I hope so. Now I need you to lean back and stay focused on the star you see on the ceiling. Stay looking at the star and don’t lose focus.”
 
Alex saw the star and did as he was told. He thought it was a pretty easy test. He heard Jenna move around the chair and stopped near his waist.
 
“Keep looking at the star, you fail the test if you can’t focus on the star.” She reminded him
 
“This is easy.” He chuckled.
 
The next moment he almost jumped in shock as Jenna grabbed his obvious hard on through his tight pants. Jerking his head up he gasped in awe at Jenna, who was licking her lips and devouring him with her eyes, unbridled lust clear.
 
“You get one pass. If you don’t keep looking at the star you fail.” She snapped
 
Alex immediately laid back down and focused on the star again. Oh what a day…what a lovely day! Free dental cleaning and a happy ending from this gorgeous redhead?!
 
Jenna worked quickly, her movements betraying how horny she was. Practically ripping his pants and underwear off she easily exposed Alex’s cock to the air, a good six inches and girthy enough to please any lady. Already at stiff attention she wasted no time in getting to work, deepthroating his dick in one go.
 
“Holy shiiii-“Alex moaned at the sudden tightness of her throat, he had never had a girl do that before! 
Jenna also massaged his balls while continuing the blowjob, keeping a strong suction as she pulled off. She repeatedly deepthroated him while bobbing up and down on his dick, eliciting another long moan from Alex. She was really good at giving head! Alex thought this was probably the best head he had ever received. Moving to only the tip in her mouth, Jenna played with his cockhead with her tongue while stroking him off with the other hand. 
 
“It’s soo-uhhooo good~~” he groaned
 
Suddenly the mouth was gone, and Alex almost looked up from the star. Jenna continued with a sloppy hand job as she suddenly appeared in front of Alex. He only had a moment of shock before she kissed him hungrily, pushing her tongue deep into his mouth. Alex wrestled back with his own, surprised how long her tongue was. Despite the fact that she had just finished sucking dick he didn’t mind terribly, hypnotized by her technique. It was clear that this was a one way make out as she broke the seal, hovering inches away from contact. 
 
Jenna pulled her other hand from massaging his balls to entangle it in his hair. Alex was aroused beyond anything he ever had been before. He cried out as she pulled his hair savagely, making sure it hurt. As he was crying out, she engulfed his mouth with hers, resuming the oppression of his mouth. She alternated between stroking his cock and pulling his hair while making out. He had trouble focusing as he neared his limit. One clear thought he had was reaching around and grabbing as much of Jenna’s ass as possible. She gasped and pulled away from him.
 
“You like my ass….~” She cooed into his ear.
Alex nodded and continued moaning as she descended upon his neck, lathering it with kisses. He hissed as she reminded him of her hand entangled in his hair, pulling it as she pleased. He uttered another, smaller cry, as she suddenly bit his neck, pulling at the skin. 
 
“You’re into this shit aren’t yooo-!” Alex began before she bit him again and pulled his hair at the same time. The unrelenting hand job was driving Alex through the roof.
 
“I’m gonna----~” right when he was so close Jenna stopped all stimulation. He felt his dick twitching in the air, missing the hand that was groping it. Alex began to turn his head in confusion, but Jenna grabbed his jaw and kept his head still.
 
“Keep focus.” She hissed, her voice predatory and hungry.
 
Alex nodded and didn’t complain. He didn’t know what would happen but whatever it was, he was in bliss right now. 
 
He heard Jenna begin to disrobe and his heart beat even faster. Would he get to lose his anal virginity and fuck the hottest woman in the world?! He never convinced any of his girlfriends to try anal, no matter how persuasive he was.
 
“There’s a new star to focus on.” She whispered huskily, before flipping a switch on the chair, causing his head to drop and lean all the way back so his head was hanging off the end of the chair. His mouth gaped. Jenna was standing with her back to him, glorious ass on full display. Slightly tanned skin, supple as ever, it was obvious she maintained a high fitness level but her ass remained large. And directly above the ass crack: a tattoo of a golden star, the points encompassing most of her lower back with the final leg descending into that heavenly crack.
 
“You want to… fuck my ass?” Jenna’s voice low and sultry, showing off just how aroused she was. Jiggling her ass for effect she slowly backed towards Alex’s face.
 
“Yes. More than anything.” He whispered in awe.
 
“Yeah I bet.” She laughed as she rubbed her ass into his face.
 
“Kiss it.” She spread her ass, displaying a perfectly clean ring, nestled in between her cheeks. She leaned back and Alex didn’t hesitate one bit: puckering up he kissed that entrance that he was hoping he would be entering soon enough. He could hear her moan and decided to one up her. Forcing his tongue forward he frenched ass and gave her a rimjob.
 
“OOooohh~, You must be trying to get on my good side.” She moaned as she pushed further back. It didn’t last very long though as she pulled away and stood still for a moment.
 
“Believe it or not… there’s one more star I need you to look at Alex… this is the most important star I will show you today.”
Alex’s breath caught in his throat and his dick sprung forward again, thinking it was finally about to get some more action.
 
“I’m ready for anything.” He said, awaiting with bated breath where this last star could possibly be. 
 
“I’m not sure you are…” Jenna teased, slowly swinging her ass back and forth, hypnotizing the young man. Her southern accent becoming clearer the more aroused she became.
 
“Please!” He begged
 
Jenna smiled to herself, developing a smile that would make any Cheshire cat jealous.
 
“Very well.”
 
Jenna turned around swiftly presenting her front to Alex.
 
His jaw dropped open.
 
Jenna’s rock-hard cock was at least ten inches long, and girthier, meatier than his. She stroked it slightly, pulling back the foreskin revealing the bright pink head. Tan as the rest of her body, her dick looked impeccably maintained, when she released her balls. Other than being twice the size of his and looking swollen, there was a flawless star on her scrotum.
 
“Perfeeccct.” Jenna drawled as she stepped to Alex, and without hesitation, sunk her cock into his gaping mouth. Alex immediately gagged, the foreign invader in his mouth making itself known.
 
“Focus on the star sugar… it’s the final test.” 
 
Alex couldn’t reply and kept choking on the dick that was only maybe only halfway deposited. Jenna frowned and began to slowly withdraw her dick before sliding forward at a more gentle pace.
 
“The least you could do is reciprocate the generous treatment I showed you…” She left the sentence hanging. Sliding her hands under his shirt, she twisted his nipples hard, until she felt his cheeks cave inwards, beginning to vacuum her dick.
 
“YeEAAhhh… just -uh- like that…” she cooed as she enjoyed the slow conquering of Alex’s mouth.
 
“I need to, mhmm, check your uuhh tonsillllss… for this test.” She pushed deeper
 
When Alex began gagging again she held it there, slowly gyrating her hips to repeatedly punch that barrier.
 
“While we’re at it… fuck yeah… let’s give you a full exam.” Alex didn’t have much time to react as he heard Jenna shuffle forward slightly, pushing her monster meat a little farther closer to his throat entrance. He tapped her thigh, hoping she would back out.
 
“Oh not yet darling, you haven’t, uhHH, started the real test yet.” Alex patted faster before Jenna grabbed his wrists and planted them on her ass.
 
“Just think about my thick… juicy… ass… it might distract from what I’m about to do to you.” There wasn’t time to process what that sentence meant for Alex.
Jenna reached and grabbed his throat, lightly choking him. Alex squeezed her ass for all he was worth in panic.
 
“Focus on the Starrr….” Jenna instructed.
Jenna thrust her hips forward all at once, forcing her cock all the way into Alex’s throat, not stopping until his lips kissed her balls. 
 
“THaaat’s it… just like the x-ray.” Alex could hear the arousal as she moaned, fully sheathed within his throat. Tears wrung out of his eyes as Alex’s air supply was cut off. Taking mercy on him, Jenna withdrew from his throat until just her head remained in his lips.
 
“Put that tongue to work.” Alex could barely see around her cock but looking up into her eyes he saw a woman that was enjoying him to the fullest. He had always been accused by his old girlfriends of never fully satisfying them, and it had led to the ending of multiple relationships. Closing his eyes and trying to ignore the soreness of his throat he licked Jenna’s head and slid his hands around her ass more. 
 
“Yeah…” Jenna’s eyes fluttered as Alex licked her cockhead.
 
“Don’t worry, with practice you’ll get better.” She cooed. 
 
She suddenly jumped forward and battered his throat momentarily, forcing another gag. 
 
“OoooHH. You’re learning quickly.” Jenna giggled.
Alex had slipped a finger into her ass and was working a second in.
 
“Now you’re getting it.” Jenna resumed moaning as she played in his mouth, avoiding his throat for now which he was grateful for. He continued to suck and lather her pole as she worked it in a good pace. 
 
“Here…” Jenna placed a dildo into Alex’s palm. Where the hell did that come from? He mentally shrugged and quickly put it to use, prodding her tight back door. He made quick work though, and soon slipped the tip in.
 
“YeESSSUhhh~~~” Jenna mumbled as she prodded his throat again.
 
Alex didn’t relent and began working the dildo, noticing that it had a knot near the base. 
 
Kinky af
 
“Your test is goingggwellllMmmm…” Jenna fondled her breasts through what remained of her uniform, enjoying every sensation playing through her body. Smiling again she glanced down at Alex, watching her dick disappear and reappear, as if she were doing a magic trick with his mouth. Looking at his throat, she licked her lips and knew it was time to end this.
 
“HeRE Weee goooo…” she muttered. 
 
Jenna slowly started sinking her cock into his throat, battering past the initial gagging and enjoying the slow satisfaction as Alex swallowed her whole cock into his throat. She watched the outline of her dick slowly expand down his throat, arousing her to a new level. Without warning she started throat fucking him, pulling out only to the throat entrance before plunging back in. Her cock outline rapidly expanding and contracting his throat as she watched, her breath quickening. Alex was working the dildo as fast as he could, attaching his survival to how fast he could get Jenna off.
 
“KNOT ME.” She commanded. Alex knew it was coming, he could feel her dick swell. With what remaining strength he had, he slowly sunk the whole knot deep into Jenna’s ass, persisting past the initial resistance, her ass sucking it in after the halfway point.
Jenna had no words for her pleasure, but made her pleasure known with a drawn-out moan.
She wrapped her hands around Alex’s neck and squeezed, feeling the additional friction of her hands constricting her throat as she relentlessly fucked his throat into oblivion. 
 
“You’re MM, Such a good sport for, UHhh, swallowing!” He felt it. Her cock growing even larger as she hilted herself all the way into his throat, his lips stretched to their limit around her length and shoved into her balls.
 
“Watch my Starr~!” 
 
Alex could barely make out the star but watched in amazement as it jumped and contracted. He knew what it was doing. It was sending all of that backed up girlcum directly into his gut. He felt the first pulse like a rocket, expanding this throat somehow even further. The follow up shots were hardly less potent as Jenna grinded her hips into his face, groaning as she entered climatic bliss. Alex followed her, his cock jumping as he shot his load over his shirt, so satisfied he was in satisfying such a beautiful woman. She began fucking him again deeply, with short rapid thrusts as she moaned, as Alex began tapping desperately for air.
 
“I’m. Not. Done.” Jenna groaned through gritted teeth, punctuating each word with a savage thrust. 
 
Alex felt rather than saw her balls begin to churn again, she was cumming with each thrust! Her thick spunk had already begun bloating his stomach, and she kept adding more to the batter. Jenna made one, two, three last deep thrusts, trying to shove even more of her cock into his body before slowly withdrawing from his throat. The moment she left his throat she began stroking the half of her cock out of his mouth as he sucked in breath through his nose.
 
“Taste me you slLUUHhhhT~uhh~” she experienced one last climax as she filled his mouth with her spunk. The taste became everything Alex knew as the sweet salty flavor consumed his mind, and he knew he would never forget it.
 
“Swallow.” 
 
Alex inhaled deeply and managed to work up the strength to swallow her load. Jenna watched it descend down his throat, gulp by gulp. After emptying his mouth, she followed the last gulp with her cock, forcing him to deepthroat once more. 
 
She deepdicked him briefly, then slowly withdrew her cock from his mouth entirely, leaving the head on his lips.
 
“Kiss it.” 
 
Breathing heavily, Alex puckered up and made out with Jenna’s cockhead as she moaned appreciatively, leaking a few last drops of cum.
Alex quickly took her cockhead back in his mouth and made sure to suck this down greedily.
 
“I knew you could pass the test.” She smiled in satisfaction. She bent down and reset the headrest, so Alex’s head was parallel with his body once more. 
 
“I told you I was ready for anything…” he gasped out, recovering his strength. He saw that predatory gleam re-enter Jenna’s eye as she bent over and aggressively made out with him, tasting herself as much as him.
 
“That mouth is going to get you in trouble…” she whispered into his ear


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