Laying there, Jaime became more and more tired. She would have to figure out what is going on tomorrow, she thought, as she felt softly cupped his breasts while her eyelids slowly edged downward. Without even turning the light off or redressing herself Jaime was soon fast asleep.
James was floating in darkness, through the void — the very same that began this ordeal. As he floated a disembodied voice of a somewhat regal, lovely sounding woman spoke:
“Once — you have cursed the fairer sex,
Make it twice and you shall see
If your theory stands the test,
And closer you shall be.”
James opened his mouth to respond, but found no words. As if trying to punch somebody in a dream, he found his mouth and vocal cords uncooperative. He wanted to ask who she was, why was she doing this? How can he return to his body? A multitude of questions swirled in his head, but all he received was silence.
He found himself instead accelerating once again, this time in the opposite direction. He could see the light returning, the darkness was fading. He was moving at an ever increasing speed — the light quickly overtook his vision as it flooded his retinas.
He violently awoke and jumped out of bed, expecting the jiggle of breasts to follow. Much to his surprise, he felt nothing. He had his normal body, it was over.
“What a crazy fuckin’ dream.” he said, testing whether or not his voice was his own. He was pleasantly half-surprised to hear his own voice. “Thank god”, he thought to himself, he had to ask Alex and Dave what the fuck was in those beers. James got dressed to start his day, it was the morning and he had an hour before his sociology class began.
After changing, James searched his dirty clothes for the coin— but it was nowhere to be found. Instead, he found something incredibly strange while changing. He could have swore that he saw the same tattoo on his right arm that Jaime had, a heart with a box and “x” over top. But when he looked to re-examine it was gone. That dream must have really put a toll on his psyche, he figured, if he was hallucinating things related to Jaime. As weird as everything had been, James resolved to have a quick chat with roommates and to go to class — his grades won’t wait for strange dreams.
He found Alex and Dave on the couch, per usual, this time with a blunt in hand.
Dave says with a stoned smile, “There’s sleeping beauty! About time you woke up. You’re wild man, where the hell did you go last night?”
James’ mind hyperfocuses on the phrase
sleeping beauty,
did Dave think he was attractive? That would be normal right? James tears through the figurative fog in his mind to respond with his usual smartass witty remark: “I was right here! I passed out man, I don’t remember anything.” he responds. “Did you already hit this blunt too? Because you took a nap after our power hour and when we came back you were gone. Didn’t know you were such a lightweight.” Alex says with a jeering grin. “No man there’s no way, the only thing I remember is a weird fuckin’ dream. And have you guys seen a coin around here? It should have been in my pocket before I passed out.” James retorted. Dave responds “Hey man maybe you should take it easy — especially if all of a sudden you can’t handle your booze and are wandering off at night, and no we haven’t seen any quarters around here. You probably lost it when you went strolling around town drunk. You were in your bed this morning when we woke up man.” James was only growing frustrated with this conversation and these dumbasses. Why did his brain short out back there. It was only a dream right? James didn’t have time to mess around, he caught the bus and headed to class. His sociology class was taught by Dr. Adams, she had already began the lecture when he arrived.
James quickly took his seat, and looked at the board. Displayed on the board was:
“MALE PRIVILEGE- PG 79”
He audibly groaned in displeasure while rolling his eyes, and turned his textbook to page 79 to catch up with the lecture. He couldn’t stand these bullshit classes, he just needed them to satisfy the per-requisites so he could move on to the real classes.
Dr. Adams took note of his tardiness and displeasure, and took this as an opportunity to call James out.
“James. I assume you’ve done the reading since you’ve taken the liberty to arrive late. What is your opinion on the role of male privilege in the power structures of society?”
James looked visibly annoyed, he was hoping to get through this section of the course with his mouth shut and he could just give the professor what she wanted on the exam to get an easy A.
James responds with confidence, “Well, males obviously have some advantages that allow social power distribution to fall in their favor: men are predisposed towards logic rather than emotional thinking, they are stronger and faster on both the average and at peak, they are more ambitious and assertive.”
“On the other hand,”, he continued, “nobody ever addresses the privilege that women have — women can, and do, use their looks to their advantage. Their agreeableness allows them to avoid conflict and navigate situations that men cannot with ease. They don’t even need to be themselves successful, they just need men with power around them and they can reap the benefits. They have the easier hand here.”
James couldn’t help but speak his mind — it was the truth, women had options that men didn’t and it made their life easier. As he neared the end of his monologue he began to feel strange. His upper right forearm burned with a flash Jaime’s tattoo as his head clouded with a mist. He felt vertigo overtake him as the protests of the girls in his class faded into nothing. He couldn’t hear Dr. Adams anymore. He was once again in the void.
Once again floating in darkness, James wondered what fate had prescribed him. This couldn’t be a coincidence, it was too weird. These couldn’t just be weird fever dreams could they? His deep thought was interrupted by a bright light that overtook the darkness once more. He knew what was coming but was powerless to stop it. Then — everything went white, blinding him once again, inundating his senses.
He felt a familiar form. He was smaller — he could feel breasts once again, though, this time far more contained. His vision returned as he confirmed his worst fear. He was Jaime once again.
Despite her breasts being contained by a bra and school uniform with sweater. Jaime struggled to peer over her boobs to see what she was wearing below. She had to crane her head forward to confirm — she was wearing a blue and green tartan skirt that could not have been within school uniform code with knee-high socks and shoes.
At least her top is less slutty this time around, James thought. And she was wearing a headband? She felt like a stereotypical schoolgirl, she knew this outfit would be at the very edge of what would be acceptable in any respectable school. Enough to tease the boys and teachers, but not enough to get in trouble.
Jaime found herself at school, presumably the highschool that Jaime attended for her final semester before college. She was alone in a doorway without any others around.
Jaime giggled at the thought of teasing the boys and teachers, and felt a slight warmth in her crotch. That did sound like a lot of fun… She could drop her pen and slowly pick it back up and * thought interrupted *, what the fuck was James thinking? He needed to figure out how to get back to his own body, not slut it up with boys and teachers at school.
”But it’s just sooooo fun!
Jaime looked around for a moment to make sure the coast was clear, and took off her sweater. She unbuttoned a few of the buttons on her shirt and got a peek. Supported by her bra, her boobs looked huge — it’s amazing how the uniform could hide them. Jaime smiled proudly at the beautiful display. Okay, James thought, this is pretty fun...
A bell sounded, signaling the beginning of next period.
”Oh no! I totally need to hurry to make it to Biology!”
Jaime found herself exclaiming without much thought. She quickly buttoned her shirt and put her sweater back on. Jaime instinctually hurried down the hallway, she could feel the eyes of boys she passed lingering on her tits and ass. She had to hurry or Mr. Johnson, her biology teacher, would be upset! The thought intruded into James’ space inside Jaime’s head. This experience was so weird, it’s like James instinctually knows how to go about Jaime’s everyday life, but he has no conscious knowledge any of it.
Jaime quickly entered Mr. Johnson’s class and took a seat. Mr. Johnson had just wrote on the board the topic of the day:
Sexual Reproduction
As he turned to face the class he took notice of Jaime and said “So nice of you to join us Jaime, what’s the excuse for tardiness this time?”
”Ummm… Well I’m sooo sorry sir, but my locker is really far away and it takes a long time to walk over here.”
Jaime responded, that seemed like a reasonable excuse. Mr. Johnson sighed and pinched the bridge of his nose, “Jaime… your locker is 30 feet from the door. See me after class.” Jaime gave a girly whine and a pout, she thought that would definitely work. As the class drug on, she lost focus on the boring words on the board — meiosis, gametes, etc. She found her vision focused on Mr. Johnson. She remembered her night with Tommy and wondered if her teacher was so genetically gifted. She was beginning to almost drool a little when she heard unexpected call of her name from the front of the room. “Jaime, you really need to pay attention. You can’t afford a bad grade on the exam tomorrow.” She snapped out of it with a dimunitive”Yes sir.”
and she attempted to take notes the rest of class, invariably losing focus periodically. The bell rang out — Mr. Johnson announced to the class: “Last period is over, don’t forget about the exam tomorrow everyone. Jaime come see me at my desk.” Jaime grabbed her pink backpack and approached Mr. Johnson’s desk.“You wanted to see me sir?”
Mr. Johnson responded sternly, “Yes Jaime, you know you need to pass Biology to graduate, and you failed the last test. I’m afraid if you don’t pass this exam tomorrow you’ll have to attend summer school to graduate on time.” Jaime panicked, there’s no way she could miss graduating on time. She had to find a way to ensure she would pass this exam. A moment of clarity hit James — simple, just use a little flirting, it’s the easiest way for a girl to get what they want.”B..But Mr. Johnson… I, like, HAVE to pass this exam tomorrow. Isn’t there * anything * I could do?”
Jaime said while knocking his pen holder over with her hips, spilling his pens all over the ground. She turned around, bending at the waist ass in the air to retrieve his pens.“Oops! I’m sorry Mr. Johnson!”
Mr. Johnson got a clear view of the goods up her short skirt, he grinned and simply said: “135 Oakwood Lane, be there in an hour. Don’t change.”“Oh my gawd thank you Mr. Johnson, I’ll make sure I try really hard in our tutoring session!”
Jaime said while hugging Mr. Johnson, ensuring to press her big boobs into his hard chest. She felt a warmth in her crotch again. Her eyes were just below his chin, and James realized just how small she was — the juxtaposition of her large chest and small body was every man’s wet dream. Jaime left the class, and went to her car on autopilot. “A Mercedes?” James thought, this girl is spoiled as hell and always gets what she wants. She touched up her makeup in the mirror of her car, she had to make sure she looked gorgeous for Mr. Johnson. Half an hour went by and she quickly drove to Mr. Johnson’s home. She arrived and quickly checked herself to make sure she was ready; she left the sweater in the car, and knocked on the door. Mr. Johnson answered and told her to come in, and led her to the kitchen.
“Thank you so much for tutoring me Mr. Johnson, I know I’ll pass with your help!”
“Of course Jaime, I couldn’t let my * favorite * student fail.” he responds with a small smirk.“What should we study first?”
she says with a beaming smile. His eyes are drawn to her chest, without the sweater her breasts are more displayed, amplified by her arms being folded — framing her chest and pushing it out slightly. “We’ll get there in a second — hold on, let me fix this.” he says, straightening the tiny ribbon tie at the top of her shirt. What a gentleman… Jaime thought as he fixed her attire, she thought she would have caught something like that in the car. “There that’s better, now take a seat in the study and I’ll be in shortly.” he said. Jaime walked into the study of his house and took a seat. She was alone for a moment, while Mr. Johnson presumably brought the lesson’s materials. She looked around the study, marveling at the wood desk and finely furnished bookshelves.
She was taken aback when she felt hands on her shoulders behind her, the she felt her pussy ache.
“Are you ready for our first lesson Jaime?” he said.
“Mmmmmmmm… I think so sir.”
she said, obviously enjoying his hands on her body. “Our first lesson, secondary sex organs.” he said as he repositioned his hands to her chest, grasping her large breasts in his hands.“Second airy sex organs?”
Jaime repeated, with a small moan escaping her lips as her teacher groped her through her bra. “Boobs, Jaime. Breasts are the female secondary sex organ in female mammals.” he said, and quickly ripped her shirt open. Jaime was surprised but turned on at Mr. Johnson taking control. This tutoring session was going to be hands on. “They’re secondary because they are not directly related to intercourse.” he said has he pulled her bra to the side, freeing her breasts to the cool air.“Mmmmm…”
she whined, the cold air tingling her pert nipples. He grabbed her hand and led her to the doorway.
He he pushed the cups of her white bra to the side, freeing her big teen tits to play with more easily. He licked and teasedher nipple, she moaned in delight.
“Ohhhhhh...”
as he moved up towards her mouth she tried to kiss him before he moved back down to her neck. Jaime was burning with desire for her teacher. He knew how to get a girl going. Then he crouched down and tore off her panties. He licked her clit briefly. It set off fireworks in Jaime’s head. She moaned loudly. The erogenous zones and clit of this body were dialed in at 11, James had never felt pleasure like this before. He didn’t care if this was degrading, he didn’t care that he was in a woman’s body — this feeling was unreal. Mr. Johnson spun Jaime around and licked her pussy from behind, his nose buried in her cheeks. It elicited an“Ohhhhh god yessss...”
from Jaime as her tits pushed against the door frame. “Somebody is excited.” Mr. Johnson said as strands of fluid were suspended from her pussy to his tongue, “You’re drenched.”. “Are you ready for your next lesson?”“Mhmm.”
Jaime whined in pleasure. “Primary sex organs are the penis and the vagina. An example is my fat cock here.” he said while stripping off his clothes. “Kneel.” he commanded her.
Jaime obediently knelt down for her teacher, he grabbed her headband and tossed it to the side, saying “Well no need for the innocent schoolgirl act anymore.” as he grabbed her hair and forced his dick into her mouth. “Show me your tits while you swallow me.” he directed her. She obeyed and grabbed her busty breasts, holding them up for his pleasure. They were surprisingly heavy, the feeling turned Jaime on.
He thrust in and out of her mouth, holding her hair and using his grasp for leverage to push his cock further and further down her throat. Deeper and deeper he hammered her mouth, momentarily releasing his cock to so she could breath. Spittle trailed his cock from her mouth. He pushed back in and continued.
There was no protestation from James in her mind, he was on board with what was happening as much as Jaime would be. The pleasure from his synapses overloading his good sense.
“Let’s see how you can use your secondary sex organs.” he declared as he pulled her up so that her breasts were level with his member.
“Be a good girl and use your big tits to get me off.” he commanded her.
“Yes Mr. Johnson.”
she teased him. She grabbed her big schoolgirl boobs and enveloped his cock with them. She used her hands to move them back and forth for stimulation. Her gratuitous amount of saliva provided lubrication. She slid his cock in and out of her breasts. He once again grabbed her hair and she moaned, enjoying the feeling of being dominated. She redoubled her efforts to please him, eager to prove she is a good girl.
“I told you I’m a good girl...”
Jaime says giggling as her teacher rubs his big cock all over her pretty face, hand still grasping her blonde hair. This should feel demeaning to James, but it doesn’t. It feels almost empowering. Physically Mr. Johnson is in control, but Jaime is getting what she wants here. “She wants her teacher...”, James thinks, forgetting about the exam. Mr Johnson forces Jaime out of her daydreaming and firmly grasping her neck and pushing her upward. “Shoes. Off. Now.” he demands of her. She quickly takes off her shoes, bare knee-highs still on as he lifts one of her legs. “Let’s see just how good of a girl you are.” he says before locking his arm around her left thigh, holding her left foot above his shoulder. With a slight lift of the skirt and a light push, he rammed his thick cock into her slutty schoolgirl pussy. It went in with ease due how wet she had become during the foreplay. Jaime nearly came instantly, he stretched her tight pussy and hammered her. Every thrust bounced her bubbly ass off the door and back onto his cock. Jaime was in assault of ecstasy. She had never felt so good, so full. She moaned and cried out as he drilled her“Mmmm... mhmmmm... yes yes yes that feels so good.”
Just when Jaime thought it couldn’t get any better he repositioned his hands as he continued to stuff her. He rubbed her clit as he continued to pump in and out rhythmically. Jaime’s eyes rolled to the back of her head as she had an orgasm that rocked her world. Her pelvis was twitching as her fucked her, if he wasn’t holding her up she would have surely melted into a puddle of orgasmic bliss. She never wanted this feeling to end. He slapped her ass and said “Who’s my slutty schoolgirl?”
“Mmmm...eeee….”
she replied as he intensified his thrusts into her, melting her brain. Her lips curled, her ongoing orgasm was so intense. She would do anything to make this feeling last forever. Her tight pussy lips gripped his cock like her life depended on it.
With Jaime’s orgasm beginning to fade, Mr. Johnson decided to change the pace and led Jaime back to the chair. Jaime pouted at the loss of the fullness in her pussy. He had her lie down in the chair and spread her legs, and he re-inserted his cock into her sopping pussy. The pleasure returned and intensified, as he was able to drive deeper into Jaime. She felt the warmth and electricity returning in her pelvis. Mr Johnson rubbed her clit and she cried out.
“Oooohhhhhhh gawwwwwwdddd yesssss”
Mr Johnson grabbed her throat and lightly choked her as he continued to ram in dick inside her. Jaime had her second orgasm, cumming all over Mr. Johnson’s member. Her eyes rolled back, she moaned and shrieked with every thrust. She was in heaven.
Mr Johnson flipped Jaime over and positioned her for doggy, holding her hair while ramming her pussy. He slid his hand down from her hair to get better leverage for his thrusts. As he thrust into her Jaime could feel her heavy tits swaying back and forth in sync with his thrusts. This position felt amazing, she felt so submissive presenting her ass for her teacher to rail her while her tits bounced back and forth.
He pushed her shoulders down and instinctively Jaime raised her ass up to give him a better angle. He drilled into her and she grasped the chair for dear life. He grabbed her hips through her slutty little skirt to have more power to ram into her needy cunt.
“Yes yes yes ohhhhh don’t stop!”
Jaime cried out. Mr. Johnson pulled out as Jaime panted, and pulled her out of the seat while he moved the chair to the railing and sat down himself. “Ride me and cum on my fat cock.” he commanded.
Jaime climbed on top and impaled herself on his thick rod, pulling her ass cheeks with her fingers. He increased the rate of his thrusts and Jaime couldn’t even move. He was pistoning in and out of her drooling pussy. He pulled out and rubbed her pussy and her clit, forcing her to moan. She rubbed her clit in turn after he pushed his cock back in. The feeling was amazing.
He returned his thrusting with vigor and she held onto the bars of the railing while he rubbed her clit once again, causing her to cum again for a third time. He rubbed her clit back and forth and it was on fire with pleasure, she moaned like a needy slut. She wanted more and more. Her body was insatiable.
“I’m cuuuummmmiiinnggg, mmmmmmm”
she exclaimed.
While she was cumming he lifted her and brought her to the stairs then span her around on his cock for reverse cowgirl. He fingered her clit as her pussy pulsed and clamped down on his dick, she moved her body up and down and gyrated to fully feel his shaft inside her. She moved her leg to the outside to give him a better position. Her orgasm continued as she shook while he drilled her.
As he thrust into her, her breasts shook wildly. She was acutely aware of her boobs jiggling up and down with the thrusts of her teacher. Her orgasm subsided after nearly the nearly two minutes of shockwaves shook her.
He pushed her off and ordered her to put her ass in the air once more, taking her doggy again. She happily obliged, and presented her wet pussy once more. He continued to fuck her ravenously, soaking in the moment of drilling his slutty pupil.
He asked her “Are you ready for your reward for being such a good girl?” as he continued to pumping into her. Jaime replied between breathy moans
“Oh...ohh… please sir, I want your hot cum. Give it to me pleeeassee?”
the thought of him filling her with his thick load brought her over the edge and she came a fifth and final time. Her pelvis spasmed and her pussy clamped down on his cock, trying to milk it for his seed.“Puhh-uhhhh-leeeea-ssse?
she moaned as he pumped through her orgasm. She could feel his cock twitching, pulsating inside her as he pulled out and forced her to reposition in front of him.
“Time for your reward, open up.” he ordered. Jaime obediently swallowed his cock, sucking up and down the shaft. Thankful, yet disappointed that Mr. Johnson had more sense than to cum in her pussy. She sucked and stroked until he finally shot spurt after spurt of his hot, sticky load all over her. It was in her mouth, on her face, and all over her tits. Jaime had no idea a man could have so much cum.
A fleeting thought in James’ mind wondered what it would feel like if he came in her pussy. What if he instead had creampied her, how would it feel?
“Congratulations Jaime, you passed.” her teacher said with a satisfied smile.
Jaime was exhausted and proud, still feeling the remnants of her multiple orgasms causing small spasms as he cleaned his cock.
Passing as a girl was so easy.
(to be continued? Let me know what you think!)