A girl’s first time only happens once. Sometimes it’s sweet and gentle, but it can be rough and fast. For Penelope, it was a mix of both.

All characters are eighteen plus.

Penelope stared at the chalkboard, her attention fading as Mr. Thomas droned on about an algebra equation. The classroom was a cage of boredom. A boy behind her snickered in her ear, his voice taunting. “Hey, Pumpkin, tomorrow is Halloween, your favorite day of the year. You going to paint your tits orange and go topless?” Brad and Chad burst into laughter. Penelope clenched her teeth, feeling the heat rise in her cheeks.

The cursed nickname was a constant torment. She had the largest roundest breasts in school. All the boys made lewd comments about them, but Brad and Chad were the worst. They talked about her, pointing and snickering whenever she walked by. She hated how they teased her. The name “Pumpkin” was a cruel jest that stuck to her skin like a second layer.

At lunchtime, the cafeteria was a minefield of humiliation for Penelope. No matter what she wore, her damn breasts always drew unwanted attention. Today, she’d opted for a loose white sweater, hoping it would stop the boys from ogling her. But no such luck. The comments and chuckles followed her as she picked out her food. Her stomach knotted at seeing Brad and Chad, her bullies, waiting for her to sit.

Their eyes gleamed with malicious amusement as she approached an empty table away from everyone else. The plastic tray clattered against the table as she set it down, and her milk spilled. Her bullies were whispering to each other, their glances resting on her chest as she stood there. “Oh no! They look like they are planning something” she worried. Why won’t they leave me alone? Her breasts felt like they were naked under their lecherous gazes. They bounced as she sat on the hard plastic chair. The fabric of her sweater stretched taut, the soft mounds of flesh pushing against it as if begging for freedom. She tried to ignore the smirking boys, but she couldn’t.

The cafeteria lights reflected off their lustful eyes, sending sharp jolts of fear through her. She wished she could shrink away, but she was all too aware of the space her chest took up. Her breasts were like two betraying beacons that drew everyone’s attention. They were so heavy, so round, so ... obvious. The strap of her custom bra strained to contain them, digging into her shoulders. No female in her family had breasts like hers, she was the first.

Underneath her sweater, her areolas were a dark shade of pink, like the petals of a rose. They were large and puffy, surrounded by a sea of pale skin that looked almost translucent. Her nipples, long and thick, poked against the fabric, hinting at the sensations beneath. With each step she took, her breasts jiggled and bounced around. It was as if they had a mind of their own, demanding the spotlight, even though she longed to be in the shadows.

Leaning forward to eat her soup, she felt gravity pulling on the weight of her breasts. The twin full moons taunted the hungry eyes of the male students in the cafeteria. She could feel their gazes tracing the outline of her breasts through the fabric. The protrusions in her sweater were dangerously close to landing in the tomato soup bowl. A loud snicker distracted her and she looked up. Brad and Chad were moving dangerously closer to her. One of her breasts landed in the soup with a soft splash. She gasped, jerking back, trying to hide her mortification. The room fell silent. The soup was hot, but the heat of embarrassment that washed over her was hotter.

Pushing away from the table, the tomato soup painted a crimson path down her white sweater. The stain blossomed like a Rorschach ink blot from her sternum down to her belly button. The cafeteria burst into laughter. The echoes followed her like a shadow as she ran away down the hall searching for a safe place. She pushed the girl’s washroom door open and raced inside.

The stain was a scarlet testament to her curse. It was the ultimate cruelty that on this day, of all days, she had to wear her favorite sweater. The one her grandma had knitted for her. Looking in the mirror, the bright red of the tomato soup starkly contrasted against the white wool. It was as if her breasts had been slapped with a wet paintbrush. The redness spread in a grotesque, macabre pattern. She needed to try and save the sweater.

Crossing her arms she pulled the sweater over her head. “Cold water!” she murmured. She had to act fast, or the stain would set permanently. The sink water rushed over the wool, turning it a murky pink as it fought to cleanse away the taunting remnants of her humiliation. Then she noticed her custom bra was also stained. “NO! Mom will kill me!” Each of Penelope’s custom bras cost over two hundred dollars.

Brad and Chad were standing in the background when Penelope took off her bra. They had silently followed her into the girl’s bathroom. Nothing could have prepared them for this moment. The sight of her massive bare breasts made them let out a collective gasp. Their fantasies had come true. Her skin was so pale, it was almost luminescent. Each breast was a monument of flesh that defied gravity, topped with a dark pink areola and a thick, erect nipple.

Penelope froze. She wanted to scream but her mind had gone numb. Her sweater and bra sat in the cold water. With nothing to cover herself up with, she used her arms. But they couldn’t hide very much of her bare flesh. When the boys walked towards her, they weren’t laughing anymore. Their eyes were hungry and intense.

Brad was the first to reach her. He pulled her arm down and Chad followed his lead. “Please, don’t,” Penelope whimpered.

“Shh, we just want to have a look,” Brad said, his voice surprisingly soft, as if he were speaking to a frightened animal. His eyes were wide with fascination. Chad, on the other hand, couldn’t hold back, his hand reached out to touch her.

Penelope flinched at the first contact. Chad’s hand was warm and rough. He squeezed her right breast, his thumb rolling over the hardened peak of her nipple. A moan escaped her lips despite her fear. It was the first time a boy had touched her breast, and she hadn’t anticipated the sensation. Her knees buckled slightly.

Mustering up all her courage, she swatted his hand away. “Leave now, or I’ll scream for help!”

Being the leader, Brad studied Penelope’s eyes. She had never displayed any signs of bravery before. Her submissive personality is what drew him to her. “Nah, Pumpkin, you’re bluffing,” he laughed. “If you scream we will shove you out into the hallway for everyone to see.”

Penelope felt a cold chill run down her spine. That would be her worst nightmare. “What do you want?” she asked, her voice trembling.

“We just want to have a little fun, Pumpkin,” Chad said with a sneer. “You’ve got the biggest tits in school, and I want to feel them.” His eyes gleamed with excitement as he licked his lips. “Maybe if you’re good, I’ll suck your nipple.”

The room spun around Penelope. She went to cover herself again, but Brad’s hand reached out to grasp her wrist. His grip was firm, not letting her move away. “It’s either us or the whole school,” he said, a hint of challenge in his tone. “Well?”

Panic flooded Penelope’s thoughts. She knew she couldn’t handle the embarrassment of being exposed to everyone. She would die from shame. She let her arms fall to her sides. The cold air of the bathroom kissed her exposed breasts making her nipples harden. She closed her eyes tightly, willing this to be a terrible dream she could wake up from.

“No, look at us,” Brad said. “Keep your eyes open.” His voice was firm but not harsh. He enjoyed the power he had over her at this moment. He stepped closer, his hand reaching out to cup her gigantic breast. His thumb traced a pattern around her areola, making her shiver. “You like?” he whispered, his eyes locked on hers.

Penelope’s eyes fluttered under Brad’s stare. Her mind raced for the right answer, but she couldn’t find one. She was trapped, and he knew it. “I hate you,” she whimpered, tears welling in her eyes. But the words lacked conviction. They kept playing with her long, thick nipples. Pinching and tugging on her sensitive nubs. She couldn’t ignore the shiver of pleasure that shot through her body.

Chad was the first to suckle on a nipple, his mouth closing around it greedily. He tugged at it with his teeth, sending more shockwaves through her body. She felt a strange mix of fear and arousal. Her knees buckled again. Brad steadied her, his hand sliding down to her waist, holding her firmly in place. She gasped, her eyes flying open as Brad took the other nipple into his mouth, his tongue swirling around it. The warm wetness of his mouth contrasted with the coldness of the assault.

Penelope’s mind was a tornado of thoughts. She hated them for what they were doing, but the feeling was alien and exhilarating. Her body was betraying her, responding in ways she had only read about in erotic books. The tips of her breasts tingled as the boys sucked while their hands squeezed and kneaded her ample flesh. “Oh, god!” she exclaimed unable to hide her arousal. “Please, no more!”

Brad pulled away, grinning at Chad. “Looks like Pumpkin likes what we are doing!” he laughed. He pulled out his phone, snapping a couple of pictures before Penelope could react.

She screamed and Chad whipped a hand up to cover her mouth. The boys waited to see if anyone heard. “That was stupid,” Brad scolded. “I was going to keep this to ourselves, but now I’m not so sure.”

Penelope’s eyes widened in horror at the thought of the photos going around school. “Please,” she begged, her voice half-muffled by Chad’s hand. “Please, don’t share the photos.”

Brad looked at her with a smug expression. “Why shouldn’t we?” he taunted. “Every boy and male teacher in school has been dying to see your tits.”

Penelope’s eyes darted around the room, looking for a way out of this trap. “Please,” she begged. “What more do you want?”

“Hmm,” Brad mused, stroking her cheek with the back of his hand. “How about you come with us right now, to my house?”

Penelope’s heart sank. The idea of being in a private place with Brad and Chad filled her with dread. They would want more than a feel. “I ... I can’t.”

“Oh, but you can,” Brad said, taking several more photos. “You want us to keep these little mementos to ourselves, don’t you?”

A cold dread washed over her. “What are you going to do to me?” she asked, her voice barely a whisper.

Giving her a smug look, Brad let out a laugh. “Nothing you don’t want us to do. I promise, Pumpkin,” he winked.

Penelope felt a shiver run down her spine. Brad had the look of a predator playing with its prey. Her mind raced, trying to find a way out of this mess. There wasn’t any. She hated that he was so handsome. She nodded reluctantly, overcome with fear and potential embarrassment. “Okay,” she sighed.

Chad gave out a loud cheer and Brad shushed him. “You can ride with me in my car,” Brad said. He looked in the sink at her wet sweater and bra. There was no way she could wear those without attracting attention and maybe spoiling his plan. “Here,” he said taking off his shirt and leaving him in a white t-shirt. “Put this on.”

The fabric smelled of Brad’s cologne and sweat. The shirt hung down to her mid-thigh, hiding everything but the bottoms of her jeans. She tied the material in a knot at her waist. She felt grateful and relieved that she didn’t have to face the school in a wet stained sweater. In her moment of panic to clean the stain she didn’t think about the consequences. “Thank you,” she murmured, her voice small and vulnerable.

“You look sexy, Pumpkin,” Brad said, and he meant every word. “Let’s get out of here before the lunch bell rings. Chad, bring Pumpkin’s wet stuff and meet us at my house.”

Chad gave Brad a nod. “Don’t start without me!” he smirked as he stepped aside, allowing Brad to lead Penelope out of the bathroom. The hallway was teeming with kids, and they all gave Penelope a strange look to be walking beside Brad.

Brad took her to a side exit that led to the school’s back parking lot. His car was a sleek black Mustang, gleaming in the overcast light. He opened the passenger door of the classic car for her, his grin never fading. Penelope slid into the car thinking this must be what a girlfriend feels like. But she wasn’t Brad’s girlfriend. He was her bully and she was his ... entertainment.

Being braless left her breasts feeling heavy and exposed. The fabric of Brad’s shirt was thin and offered no support. Every little bump on the road caused her breasts to bounce slightly, and Brad noticed.

“Is this a ‘65 or a ‘66?” Penelope asked.

Brad glanced at her, surprised. “It’s a ‘66. You know classic cars?”

Penelope nodded, trying to keep the conversation on anything but the precarious situation. “My dad is a backyard mechanic. He’s always tinkering with cars.” She felt the car’s vibrations resonate through her, making her breasts jiggle more noticeably. She crossed her arms over her chest to hold them in place, then decided to let them sway. “He’s working on a ‘69 Chevelle SS right now. He fixes them up then sells them.”

Brad’s eyes never left the road, but his smile grew wider. “Cool! So, you’re into fast cars and big engines?” He reached over and playfully squeezed her closest breast. “You’ve got the right equipment to be a hot rod babe.”

Blood rushed to her cheeks. His hand stayed on her breast. “Dad said horsepower and torque go together,” she said, ignoring Brad’s hand. “I guess that’s why I like to go fast.” She felt the car’s power beneath her and it mirrored the power Brad had over her in this moment.

They pulled into Brad’s driveway, the two-story house looked like all the others on the block. The garage door rolled up, and Brad parked inside. The walls were full of car photos and some old service station signs. It reminded her of her dad’s garage. They sat there for a long moment and she hoped Brad had changed his mind.

“Pumpkin...” Brad started to say something but couldn’t finish. He turned in her direction. “I ... I’ve always had a crush on you.”

She swallowed hard, trying to make sense of his confession. “Why? Why do you torment me then?” she managed to ask.

Brad’s expression softened. “It’s just ... when you look like that,” he gestured to her breasts, “it’s easy to make fun of you. But deep down, I’ve always wondered ... if I wasn’t such a prick would you be interested in me?”

Penelope’s eyes searched his for any signs of deceit. “Why should I believe you?” she said, her voice shaking slightly. “After what you did to me in the bathroom and the photos you took?”

Brad opened his phone. “Watch,” he said, “I’m deleting all of them.” He swiped through the photos of her breasts, one by one, and sent them into oblivion. “They’re gone,” he assured her. “But I want you to understand something. It was never about your tits. I was trying to get your attention.”

Penelope stared at him, unconvinced. “So, you thought that treating me like dirt was the way to win me over?” she scoffed. “You know what that makes you?”

Brad’s smirk faded, and he leaned back in his seat. “I know, I’m an asshole. But ... would it help if I said I was sorry?”

Penelope looked away, her eyes stinging. “No,” she whispered. “If I asked you to drive me home right now, would you?”

Brad’s hand hovered over hers, his thumb tracing small circles on her knuckles. “Look, I know I’ve been a jerk. I’m sorry. If that’s what you want, I will. I’m asking you to come inside and talk to me. No funny business, I promise.”

Her thoughts swirled. Was this some twisted trick or a genuine apology? She studied Brad’s face, looking for any signs of deception. His blue eyes held a softness she had never seen before. “What about Chad? He’s expecting more than conversation.”

“Leave Chad to me,” Brad said firmly. “This is between you and me. I will never let him touch you again!”

The strength and sincerity in Brad’s voice washed over Penelope like warm sunshine. She took a deep breath, looking into his green/brown eyes, trying to discern his true intentions. Finally, she nodded. “Okay, I’ll come inside. But just to talk!”

They stepped into the house, and Brad led her to his room upstairs. It was surprisingly clean, with posters of classic cars and motorcycles adorning the walls. The doorbell sounded and they looked at each other. “Take a seat”,” he offered, gesturing to his bed. “I will take care of Chad.”

Penelope sat gingerly on the edge of the bed and bounced. The softness of his bed felt good under her bum. She heard Brad’s footsteps stomp downstairs, followed by loud muffled voices. They were fighting. She couldn’t make out the words, but she knew it was about her. The door slammed and she waited to see if Brad kept his promise.