Wedgie Story - Caught in a Wedgie #3
This is chapter 3 of an ongoing series:
Chapter 1
Chapter 2
I’ve been enjoying writing this and I’m invested in getting to the end. I think this story will probably be around 5 chapters long, but I could probably keep writing after that too. This community has been so nice to me, thank you everyone! But do let me know if there’s anywhere else online I should be posting this too.
I’ve been starting these with character profiles but since there’s no new characters here’s three more examples from Emily’s underwear drawer.
Everyday underwear: Victoria’s Secret pink g-string with thick waistband.
Underwear set: Calvin Klein grey icon cotton modal thong and matching unlined bralette.
Embarrassing pair: An old pair of pink briefs with cartoon unicorns and rainbows all over them.
Caught in a Wedgie #3
Emily was stunned. Her flatmate Adam had just given her a wedgie and, even more shocking, he had kissed her. She couldn’t stop thinking about that kiss, clumsy at first, then passionate. The sensation had been intensified by the feeling of her thong pulled tight between her cheeks. Every little tug from him sent sparks through her body. But after the kiss, just when she desperately wanted him to keep going, he had left without another word. He had left her standing there in his room, thong stretched over her shoulders, aching and desperately horny.
She waited patiently, exactly as he had left her, but after a while she realised he wasn’t coming back. With a disappointed sigh, she slipped out of his room and hurried down the hallway to her own, the blue thong still pulled tight over her shoulders like humiliating suspenders. She prayed no one would see her.
Back in her room, Emily closed the door and leaned against it, breathing hard. She stripped down to just the thong and inspected herself in the mirror. He had done this to her. The stretched fabric was proof of his dominance. She crawled into bed, lay on her stomach, and rocked slowly against a pillow. The thong dug deeper with every roll of her hips. It didn’t take long before she came hard, gasping into the mattress. Exhausted, she drifted off to sleep still wearing the wedgie. When she woke an hour later, the thong was still over her shoulders and the area between her legs felt tender and sensitive. She hesitated to remove it. Part of her wanted to keep his work. Eventually she unhooked the fabric, got ready for bed properly, and fell asleep again.
The next day, Emily woke with a burning certainty: she needed to see him. She wanted Adam to claim her, to use her. She wasn’t sure why he had walked away last night. She knew he could have done anything he wanted to her, and she wouldn’t have said no.
Today she got ready like she meant business. She took a long shower, washing her hair, exfoliating, and shaving everything. After drying off, she did her hair and makeup with care, wanting to look her best. For underwear, she chose a grey Calvin Klein thong and matching bralette that made her feel sexy. She finished the look with a short floral summer dress. Before leaving her room, she went to the bathroom, cleaned herself out, and slipped in her buttplug. Then she set off in search of Adam.
She found him in his room. She had planned to give him an earful for leaving her last night, but the moment she saw his face, her resolve melted. He made a silly joke, and she found herself giggling instead. They chatted about nothing in particular, the tension between them crackling, until they agreed to watch a film in her room.
They never made it through the film.
Soon after it started, his hand brushed hers. Not long after that, Emily was straddling his lap on the couch, kissing him deeply. Adam’s hands slid under her dress and tugged lightly at her thong, testing her.
Emily pulled back just enough to look at him, their lips still brushing. “Do it properly,” she whispered. “Give me a proper wedgie.”
Adam swallowed. “I don’t want to hurt you.”
She giggled, feeling giddy and bold. “I want you to hurt me. I want you to destroy me with my underwear. Rip them off, shove them in my mouth, pin me down, fuck me however you like and leave me in a heap. Pull my hair, call me a nerd, slap my ass, flush my head down the toilet if you want. I want to be yours. I want you to use me however you want.”
His eyes widened. “Damn, Emily. You really know what you want.” He let out a nervous laugh. “I’m just new to this. I’m used to girls who want me to be respectful and gentle.”
Emily found that oddly endearing, the idea that she might have to train her own bully. “Well, I want you to take charge. I want you to bully me. Whatever you want to do, I want it too. And if it’s too much, I’ll tell you. Okay?”
Adam looked her in the eyes, his voice steadier now. “Yeah. I can do that.” He gripped the waistband of her thong with both hands and pulled upward, firm but still careful.
“Harder,” she breathed, rolling her hips against him. “Put your full strength into it.”
With a low exhale, he obeyed. He yanked sharply. The thong pulled deep between her cheeks, forcing a whimper from her throat.
“Fuck yes,” Emily moaned. “Like that.”
Adam’s voice grew rougher. “You really like it when it hurts, don’t you, nerd?”
“I love it.” She kissed him again. “I love being dominated with wedgies. It drives me crazy when you take control.”
He pulled harder, stretching the fabric up her back until it reached her shoulder blades. Threads started to pop. For a second his grip loosened, but Emily urged him on. “You can rip them. I wore them for you to destroy.”
This time when he yanked, Emily cried out, her fingers digging into his shoulders.
“Shit, Emily, does that feel good?”
“So good,” she panted. “It burns in the best way.”
He kept the pressure on, more threads snapping.
“You look so fucking hot like this,” he said, gaining confidence. “All submissive and whimpering for me.”
Emily’s cheeks burned. “Keep talking like that.”
“Don’t tell me what to do, nerd.” He punctuated the words with a hard pull and a firm slap on her ass. “Now stand up. I want to try something.”
She obeyed immediately. Adam stood with her, spun her around, and pressed her against the wall. He flipped the back of her dress up, exposing her ass, and regained his grip on the thong.
“I’m going to rip these clean off.”
“Fuck yes!” Emily moaned, rising onto her toes. “Pull from the front too, so it rubs my clit.”
Adam slid one hand around to the front. “When these rip, I’m shoving them in your mouth to shut you up.” He tugged sharply upward on both sides. The fabric rubbed hard against her clit, making her knees buckle.
“Oh my god, Adam,” she gasped. “You’re such a fast learner.”
He chuckled darkly. “You’re soaked. I can see it through the fabric. You really do get off on this, don’t you?”
“Yes,” she admitted, voice breaking as he alternated between sharp yanks and slow, dragging pulls. “I love feeling helpless, like you control me with my underwear.”
He kept her pinned a little longer, experimenting. Then he ordered softly, “Tell me what else you want.”
“Make me walk around the room with it.”
Adam hauled her around the room by the thong. At one point she stumbled and fell to her knees. He stopped, concerned, but she begged, “Don’t stop, please.” So he yanked her back up by the stretched fabric and continued.
He finally forced her face-down onto the bed. From that position he pulled with everything he had. Her ass burned as the thong dug in deeper. Threads snapped loudly. With one last powerful tug, he ripped the thong clean off her.
“Adam, fuck me please,” she begged, her voice weak and pathetic but desperate.
He was rock hard. He pulled his cock out, the tip glistening, but she stopped him. “I need another pair first. Top drawer.”
He took the ruined grey thong and shoved it into her mouth. “Nerds are better when they don’t speak back,” he taunted. He opened her drawer, found an identical black pair with a white waistband, and slipped them onto her. Emily got on all fours. He pulled the thong aside and pushed into her pussy slowly. Once he was buried deep, he started thrusting, slow and deliberate at first, then faster. His left hand gripped her hip while his right held her thong, using it like reins to control her. Every thrust was paired with a sharp pull. The mix of pain and pleasure overwhelmed her. I didn’t take long before she came hard, giving a muffled moan.
Adam slowed, clearly wanting more. He took the thong out of her mouth and reached for the purple jewel of her buttplug. “Can I?” he asked gently. She nodded. He removed it carefully and set it aside.
“There’s lube in the drawer,” she told him. He applied it generously, then pressed against her ass. After a few careful attempts he found the right angle and slowly sank inside her. Emily buried her face in the pillow. As he thrust, he kept tugging on the fresh thong, using it as a handle. When he finally came, he gave the thong one last hard pull and groaned, filling her ass with cum.
They collapsed together, sweaty and breathing hard. Adam released the thong, letting the overstretched fabric snap back and catch the cum leaking from her. “Was that okay?” he asked, suddenly softer again.
Emily laughed breathlessly and pulled him down for a kiss. “That was perfect. You’re a quick learner.”
P.s. I wrote and edited this chapter in a shoulder wedgie!