Please describe your most formative fantasy.

Please describe your most formative fantasy.

“Would Charles Parvel please report to the principal’s office?” Charlie looked up at the PA speaker with confusion. He never got in trouble. He sat in on detention a few times to support a student who he felt was unfairly targeted, but he had never gotten so much as a write up in eighteen years.

As was typical every time he was summoned before authority, he believed his life to be totally over. Was he about to be expelled for bringing in food from home and passing it out to the kids who got kicked off the lunch plan? Was this because the librarian asked him to be quieter last week—she had seemed understanding, but maybe he had been too disruptive?

There wasn’t ever any real logic behind his anxieties. Things he’d seen other kids get nothing more than an eye-roll for he thought would get him executed. He was a good enough kid: good grades, good behavior, good head on his shoulders. But he just couldn’t ever stand the feeling of being in trouble.

“Charlie?” The teacher prompted him, eager to return to her lesson.

“S-sorry.” He frantically shoved his textbook into his bag and hurried out the door. His last semester of high school, he couldn’t be getting in trouble, now! He ran through the hallways, a nonsensical labyrinth of lockers until he suddenly found himself at the principal’s office.

Opening the door he saw Principal Myers sitting behind her desk, which she rested her huge boobs on, the shelf pooling more cleavage above her shirt. And sat across from her, in the chair next to the one he was meant to take, was Victoria Washington, the most perfect woman in the whole school. She wouldn’t even look at him, inspecting her nails with cold indifference.

Charlie had the biggest crush on Victoria since elementary school, though he probably barely registered on her radar. She’d grown up into quite the beautiful young woman, unlike his awkward, mousy self. Fit, confident, and capable, she was the epitome of beauty. He’d been going to the volleyball games since junior year trying to find an in with Victoria, but just never worked up the courage and just watched, cheering a little louder when she scored.

“Charlie, why don’t you take a seat?” Principal Myers asked with a polite sternness. Charlie complied, heart racing. He didn’t want this to be his first time having a conversation with Victoria outside of an assignment. “Now, I’m sure you’re wondering what this is about.”

Charlie nodded, trying to calm himself. How could he remain cool in a time like this? “Well, Victoria, here, is the best volleyball player in the state. Though I’m sure you know this because you’ve been at every single one of her games the last two seasons, even away games. Staring.” She cocked an eyebrow, challenging him to deny it.

His heart sunk. Had it been so obvious? Tori just looked so good in those shorts… and in everything else. “I—I’m sorr—“

“Save it.” Victoria rolled her eyes.

“Charlie, Victoria’s skills have the potential to make a lot of money for the school. But her aggressive playstyle has taken a toll on her body. So, in order to keep her in the best shape, it’s been decided to assign her a personal masseuse to reduce the strain on her body.”

Charlie nodded. That made sense, he guessed. But what did that have to do with him and his staring problem?

“The school cannot afford a professional.” Principal Myers stated plainly, though Charlie still didn’t understand. “Because you clearly have the time to attend all her games and have a fixation on her, the school has decided that you are to be this masseuse.”

***

Charlie shivered as he made his way to the locker room. He was pulled from his math class for the rest of the year with the guarantee of an A despite his currently middling performance. Victoria was excused from P.E., so that she could spend the entire last hour of school being massaged in preparation for volleyball practice or any after school games.

Charlie heated up some towels, his head perked up and then sank as Victoria entered, immediately putting her bag into a locker. “I, I’m sorry.” He cleared his throat. “I, uh, won’t make this weird.”

“Whatever. Do I need to undress?” Victoria brushed past his words, as if annoyed by his mere presence.

“Not, uh, necessarily. It helps to makethings smoother and let’s us do oil—“ She grabbed the hem of her shirt and yanked it up, wasting no time in undressing. Charlie, recovering from his initial shock, turned away as she kicked off her jeans. He knew Victoria… got around, but hadn’t expected her to be so flagrant with nudity. He’d never even seen a naked girl before.

He heard Victoria lie down on the massage bed and let out a low moan. “Oh my god, thank you for warming the towels.” She groaned with satisfaction. “Look, we only have until the end of the hour, and we’ve got a big game tonight, so I’d appreciate it if you just did your job.”

“S-sorry.” He nodded, turning around and freezing again. “Oh,” he suppressed adding the word ‘wow’ at the sight of her sculpted nude form. She was lying on her front, arms folded under her face in a way that accented her shoulder muscles. Her long, gorgeous legs terminating in a tight, firm butt that just begged to—

“Oil?” She urged him, making her impatience known in her voice.

“S-sorry!” He stumbled his way to the nearby table and grabbed the massage oil.

“You do know how to do this, right?”

“Yeah! I, uh, watched some videos.” Porn. He watched a lot of massage porn. He squeezed the bottle and gave a line down her back and each leg, then decided to start with something inoffensive. He began gently spreading the oil on her back and shoulders. She moaned at the sensation. He moved to her legs, taking great care to evenly cover her beautiful calves and lower thighs.

“Forgetting something?” She asked after a few minutes as his hands went back to her shoulders. She looked gorgeous covered in shiny oil, like a girl version of Hercules or Achilles. “I use my glutes a lot.”

He closed his eyes and reached down to her butt, ashamed. She must feel so violated, so disgusted, so— “Dude, I want to get to the actual massaging soon?” He hastened, feeling his fingers suddenly touch her butt. Involuntarily he whimpered, quickly rubbing the oil into her firm rear.

“Ha! Oh, my god.” She laughed, causing his cheeks to burn. He pulled his hands away and went to her shoulders, beginning to knead the extremely tense muscles. “Oh, that was pathetic.”

“I’m sorry, I never—“

“No, I think pathetic’s cute.” She asserted, moaning as one knot was rubbed out of her neck. “Fuck, yes… It’s like you think I’m a goddess or something. You’re gonna, like, cum the second I flip over and I’m still gonna make you rub my tits.”

Charlie said nothing, rubbing away all her tension. Time stretched and shrunk. One moment he was making circles on her back, the next he was rubbing her calves. He was so hard. But still ashamed, he tried to hide his erection as he rubbed her butt. Somehow he was apparently an exceptional masseuse. Victoria’s whole body went from a ball of tension to relaxed putty in every place he touched.

But he couldn’t stop whimpering, much to Victoria’s delight. “You almost done back there? We’re running out of time and my core is really tight.”

“Y-yeah.” He closed his eyes, squeezing more oil onto his hands. He opened them and saw Victoria’s shredded abs and long slender torso. She was stretching herself to make everything seem longer, which had the effect of lifting her small perky breasts. “Oh, ghng!” Charlie again whimpered—it was the first pair of boobs he’d seen in person!

“Oh, my god, you did cum!” Victoria cackled, abs rippling.

“I’m sorry!” He yelped, hands covering the wet stain in his pants.

“No, this is perfect. Start rubbing, we only have a few minutes left.” She said, laying flat. What was wrong with him? It was like he just couldn’t stop whining like a puppy or mewing like a kitten. It was so embarrassing!

He started with her abs, gently working the oil into her skin. She would flex and moan just to hear him whine. His hands began working on the front of her thighs and he was shocked to suddenly glance at her vagina, only to find the perfect mound glistening, wet despite being untouched by massage oil.

“This was my idea, you know? Nothing gets me playing better than entering the field relaxed and horny. And nothing gets my engine going more than feeling like the hottest thing there is.” She sat up, her phone alarm going off. “Do you have a girlfriend, Charlie?” He couldn’t pull his eyes off her sex. It was too perfect. Too gorgeous. It was a thing of divinity. “You really do worship me, that’s adorable.” She bent forwards, grabbed his chin and lifted it to **** eye contact. “Do. You. Have. A. Girlfriend?” She repeated, firmly but not harshly.

“No—no!” He shook his head. She grinned wide, spreading her legs and releasing his chin. His eyes immediately locked on.

“You do now.”

“Y-you want to da-date me?” His voice cracked. She laughed heartily.

“No. But you are now dating her.” She gently patted her vagina. “You can call her ‘My Love’, she’s romantic like that. But she’s got a bitch of a best friend.” She closed her legs, blocking his view. “Call me Goddess. Always. And so long as your massages keep Goddess winning games, then Goddess will let you two lovebirds make out on the bus ride home. She’ll even take polaroids of your girlfriend and let you keep them.”

Charlie whimpered, knees weak. He felt so pathetic. So hopeless. Was he really such a pervert and so **** for Victoria Washington’s attention, that he’d let himself enter a relationship with just her vagina? “I love her to ****, I really do.” Victoria tisked, flipping her legs over the table and putting on her sports bra. “But she’s demanding, and it’s hard for me to keep up with her. It’s getting in the way of my studies and career. So if you can keep her happy, then I’ll stop wasting my energy on setting her up with so many people. She’ll be just for you.”

“Ok.” He managed to whisper. Yes, he was that ****. He’d always hear the rumors and the gossip of who Victoria was dating or hooking up with, and it always broke his heart. He could never be one of those men, or reportedly one of those girls. He was that ****.

Victoria smiled widely, opening up her legs and curling her finger for him to come around and see. “Come say goodbye before my panties go on.” She giggled. “Say ‘goodbye, My Love!’”

He dropped to his knees. “Goodbye, My Love.” He said, leaning in for a kiss, only for his head to be stopped mere inches away by Victoria’s thighs tightening. Victoria moaned, pushing him away and reached to her ankles, pulling her panties up to hide her lips.

“Your Love likes girls, Charlie. Go to the nurse and fix yourself.” She shook her head as if it was obvious, continuing to dress herself in her volleyball uniform. “And hurry. The team bus leaves in 45 minutes.”

***

“Oh my god, Tori! That was a blowout!” Issa cheered as the girls boarded the bus. Charlotte was sat in the back, hoping for some privacy. Despite having ridden the bus and watched the game as her new self, she wasn’t very comfortable being seen. The nurse had put Charlie to sleep and he’d woken up a few minutes later as Charlotte. She looked much the same as before—frail, mousy, awkward—only with some feminine charm. She was better this way, even if only on the margins.

Victoria—Goddess—had been unimpressed. “I believe your girlfriend deserves someone prettier, bustier. Maybe I’ll set her up with someone else after the game.” She had remarked upon first seeing Charlotte. Charlotte swore she’d go back to the school nurse to fix herself again tomorrow, which placated Goddess enough.

As Victoria made her way to the back of the bus, her teammates followed, Charlotte blushing. She wasn’t going to get any privacy with her… girlfriend. “Well, we won. And the other girls didn’t even score once, so I’m quite pleased with the results of your massage.”

“Th-thank you.” Charlotte twiddled her thumbs, uncomfortable with the attention she was getting.

“Thank you?”

“Thank you, Goddess.”

Victoria smirked, satisfied as the other girls giggled. “I believe we made an agreement, but I can’t remember what it was. Can you remind me?”

Charlotte grabbed the sides of her new skirt, looking down at her Chuck Taylors in an attempt to avoid humiliation. Goddess was going to make her humiliate herself in front of everyone. Just to have the privilege of pleasuring her.

“Y-you promised that if you won the game… I… I c-could make out w-with my girlfriend during the bus ride back.” Her cheeks burned.

“Hmm that’s right.” Tori threw a towel on the back of the seat in front of Charlotte. “I still think she could do better…”

“No, please! Goddess!”

“Ooh, but I think she’s too pent up to care about looks. This’ll be your first kiss, right?”

“Y-yes, Goddess.”

“Aw, that’s so sad. Well, your girlfriend has a lot of experience and expects you to learn quickly and to not stop until we get back home. It took us an hour to get here, but apparently traffic is really bad, so I hope you’re up for double that.”

Charlotte realized that the more pathetic and **** she made herself seem, the more it turned on Goddess. And the more turned on Goddess was, the more generous she was.

“A-anything. Please. Let me tell her I love her.”

All the girls laughed, but Goddess just moaned with satisfaction. “Aw, love at first sight? She doesn’t know how to feel about that, but she’s willing to give you a chance. Of course, she wants all her friends to watch over you to make sure you don’t get handsy.”

Goddess dropped her sweaty shorts and sat on the towel she put on the seatback, keeping her thighs closed to hide Charlotte’s girlfriend. Charlotte’s mouth watered as those perfect, glistening lips were revealed, Goddess slowly parting her sweaty thighs.

“Go ahead and tell her.” Goddess goaded as the bus began moving, the internal lights switching off.

“I-I love you.”

“She thinks she’s out of your league, but you’re cute. Go ahead and kiss her, but if you stop for even a second she’s dumping your loser ass.”

***

Charlie woke up slowly. The line between dream and waking had blurred significantly for probably an hour. At moments he was still the eighteen year old girl on that bus, burying her face into her Goddess’ pussy—though at that age he’d have never used such crass language. At others he was vaguely aware of himself rutting his body against the mattress to put friction on his spongy dick, tongue drying as it licked a pillow that still smelled like her.

After cum started flooding his sheets from an orgasm he wasn’t fully awake enough to be satisfied by, the real world came into sharp enough focus to turn the dream off entirely. After a few minutes of mashing his semi-rigid cock into the small puddle, **** to return to that dream, he finally accepted that he wasn’t going to be doing anything but ruining their sheets by continuing.

“Well, the pills are definitely delivering on that promise.” He mused, rolling out of the sticky cum puddle. Tori wanted her fantasy partner to have explicit wet dreams that left them waking up horny and glazed in their own cum.

“I haven’t thought about that masseuse-pussy-girlfriend fantasy since high school.” He mused, almost fond of the memory. He’d always been so ashamed of having sexual thoughts, which ironically led to his staring problem. The fantasy was born out of a great deal of insecurity and desperation that only a self-loathing teenage boy could have. The sex change part was new, though.

Taking stock, most notably, his cock was definitely bigger. Even at half-chub it was at least in the ballpark of 40% longer and thicker. His balls felt heavier, too, though they had grown in proportion. Precum gently leaked from his foreskin and he couldn’t resist grabbing the head and gently applying friction to the shaft as he stood up.

His fingers, usually short and stocky, had thinned and even slightly lengthened, giving a feminine appearance. His chest, meanwhile, had expanded nicely. His free hand lifted up and jiggled the new fat on his chest. He’d definitely fill Tori’s old bras, now. No stretch marks around his widened hips or breasts, which was nice. His nipples, tight pink circles, sat high on his chest and were clearly defined. About the diameter of a quarter with definite puffiness.

As he stretched, he felt an extremely uncomfortable pinching feeling on his taint, causing him to contract a bit. He dropped both hands, cock swinging limply despite the pulsing arousal he still felt. With expeditious fingers, he lifted his balls and touched the tender, swollen flesh.

His taint had developed a split, the flesh on either side swelling in the start of what was to be labia majora. The thought made him shiver and dribble precum onto his feet inadvertently. Getting a little crowded down here…

His stomach gurgled and cramped painfully. “Oh, yup!” He doubled over. Despite Victoria claiming to not be a creative person, she sure had some extremely creative fantasies. What was developing inside of him was a parody of a uterus. Less a biological tool of sexual reproduction and more a toy for sexual torment and pleasure. But, until it developed, he was basically going to be experiencing frequent period cramps.

His brain and body was being flooded with all kinds of hormones, many of them designed to arouse him. But he pushed through stripping the bed to wash the sheets so they didn’t stain. If Tori didn’t kill him, leave him, or sue him, he needed to get a plastic mattress protector, because even just sleeping would be a huge sexual mess. And that was ignoring Tori’s shiny massage oil sweat.

He paused as he shoved the sheets in the machine, struck again by shame and clarity. She would leave him over this. What was he thinking? Sexual fantasies, especially like Tori’s, were fun as thoughts. She was going to be disgusted with the pathetic creature the questionnaire summoned. Life wasn’t a 24/7 sex party. Even with Mary, they had business and jobs to do.

Tearfully, Charlie slammed the washing machine closed, the **** of the act shaking a bracket off the wall, the shelf above the machine suddenly forming a ramp, laundry pods and dryer sheet boxes sliding down the plank and scattering around the exercise equipment and still packed boxes that filled the musty basement. “Shit.” He wiped his eyes and started crawling across the floor to pick up the items. This was why he never got violent. Destruction never felt good to him, it just made messes.

As he pushed aside a box of vinyl records to grab some fabric softener, he saw the bottle had been stopped by a ratty, leather wrapped guitar case. He hadn’t played in almost two years.