It's been a little while since I wrote a bra TF caption unprompted.

Art By: ふぁこみん

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Derek made his way down the mostly empty hallway. He liked getting to school early, he didn’t have to fight his way through crowds of his peers to get anywhere, it was the only time that the hallways were quiet enough for him to hear his own thoughts, and it gave him time to study in the library before first period. He stopped in front of his locker where, after unlocking it, he exchanged his lunchbox for the textbooks for his first few periods. Not watching where he was going he took a step back as he shut the door and bumped into somebody.

“Hey! Watch where you’re-!” The girl Derek had walked backwards into wasn’t some random student. It was Monica, his childhood friend turned bully, who upon noticing who had bumped into her went from angry to annoyed. “Oh. It’s you.”

“Sorry about that Monica! I- I didn’t see you there!” Derek stammered as he looked down at his old friend. As he apologized he couldn’t help but break eye contact from her peeved off face and down at her chest. Her breasts jutted out from her body, stretching her school uniform's shirt taut as it curved over and under them. They were just one of a handful of reasons why they had drifted apart over the years. Whereas puberty had made him tall and lanky, only emphasizing his awkwardness, Monica had a glow-up. She had become one of, if not the prettiest girl in their grade and to top it off she had the largest rack by far, getting her attention by both the popular girls and boys at their school. Derek was no better than the rest of the hormone riddled guys who lusted after her and Monica noticed that.

She furrowed her brows but the downward dip her mouth was making curled up into a toothy grin. “I know they’re nice but my eyes are up here you creepy pervert.” She watched Derek immediately dart his eyes up to hers before going wide and turning his head to avert them. “It’s a shame you never grew out of being a loser. Do you still sleep with that stuffed animal I gave you when we were little?”

“What? No!” Derek retorted but as Monica stared intently at him he folded. “And what if I did? You have plushies on your bed!”

Monica scoffed. “Yeah but, I’m a girl so it’s different.”

Derek didn’t know how to respond to her callousness. He just stood in front of her, staring down at her as something welled up in his throat. “Why are you like this?! You threw away our friendship to be more popular already, you don’t have to be an ass to me everyday though!.” He didn’t know what overcame him. His hands trembled as he came down from his sudden outburst, his heart pounding in his chest, but he muttered one last plea under his breath. “I just wish we could be close again…”

Monica had taken a half-step back from Derek as he began to shout at her, the smug, annoyed look plastering her face replaced with genuine shock as she stared up at him with wide eyes and mouth slightly agape. It didn’t last long though as once he calmed down and spoke under his breath she stepped up to him, pressing her chest into him as she got in his face and smirked at him. “You know… maybe we could be close again. Just like old times.”

“What-? What are you talking about? What’s gotten into you?” Derek went to step back from Monica but before he could she grabbed ahold of his wrist.

She looked around the hall, turning her head from side to side before returning her attention back towards Derek. “Follow me.” She didn’t give Derek any other options as she dragged him along by his wrist over to one of the doors lining the hallways walls and opening it. She pushed him into the empty classroom, entered after him, and locked the door behind her.

“What the hell are you doing? Why did you-” Derek turned to berate Monica to her face but air was stolen from his lungs by what he saw. She was leaning against the locked door pulling the sides of her shirt she had already unbuttoned apart. Her breasts appeared even larger without her shirt covering them, especially as they spilled ever so slightly over the top of the purple designer bra she was wearing. “They’re so…”

“Big?” Monica finished Derek’s sentence for him. “I know how much you want to touch them. All of the boys want to.”

“I- I don’t understand what you’re getting at.” If he could rip his eyes off of her tits he would’ve seen her roll her eyes at him.

“I think it’s pretty obvious.” She pushed herself off the door and slowly closed the gap between them. “Come on. They don’t bite.”

Monica stopped right in front of Derek, leaving just a few inches between the two of them. Derek wasn’t sure what she wanted from him but as he slowly raised his gaze up to her face and saw the soft, yet still callous smirk on her face it made him oddly feel somewhat more confident about the situation. His hands shook as he raised them up in front of him, palms out and pointed at her tits. Slowly, as if he was worried he’d scare them off, he inched them closer until they pressed into the warm, soft flesh. “Woah! These feel great.” He gave them a quick squeeze, relishing the soft give her breasts and the stifled gasp that escaped her lips.

Monica softly chuckled, “You like them?” Her smirk widened as Derek simply nodded in response to her question. “Would you like to feel them more often?”

“Y- yeah.” Derek paused. “I guess?” Before he could wrap his brain around why his ex-friend was acting this way towards him she felt her arms wrap around his waist as she pulled him in close. But he didn’t collide with her. Instead his hands vanished into her bra with his arms and body following suit as he fell into her bra.

“There you go Derek, you got everything you wanted” Monica let out a content, cruel laugh as she tugged at the straps, forcing more of her breasts weight to push into the cups of her bra. “You get to be close to me and worship my boobs forever now.” She let go of the straps, letting her breasts drop within her bra before buttoning up her shirt and heading to her first period class.