It happens

Matt knocked on the front door and waited.

Anna opened it a crack and ushered him inside.

They stared at each other, standing awkwardly in the entry of the house. Anna felt silly, her extremely slutty outfit seeming all the more ridiculous in the silence. Matt knew he should take charge, but something held him back.

“Hey,” Anna said meekly after the silence was too excruciating to bear.

“Hey,” Matt replied.

“So...” she said, rubbing an elbow.

“So, uh, I learned something recently,” he said.

She looked at him. Her silence was permission to continue.

“Sometimes an awkward situation can be helped with roleplay,” Matt offered.

Anna caught the meaning. “Oh... yeah. I guess that could help.”

“And, if anyone is uncomfortable this just stops, and I’ll go home. Simple as that.”

Anna nodded. Roleplay came naturally to her because she was a theater kid, though one of the quieter ones. Her shy demeanor always vanished on stage. Tonight the stage would be her home and instead of an audience she’d have Matt, her best friend’s partner.

Matt offered an out. But it wasn’t truly “simple as that.” He knew, like anyone, that just offering a way out served to harden the resolve of the participants. Anna felt she had more of a choice, but in reality she had made the choice. Anna wanted this. She wanted it since he watched her masturbate while he fucked Lucy in the basement. She wanted it after when she listened to him fuck her a second time right after.

“In that case, sir, I’ll get right to cleaning the floors,” Anna said.

“Thank you,” Matt said. Although he wasn’t exactly sure what to do now.

Anna curtsied and walked into the kitchen. “Don’t worry yourself about me, sir, your wife won’t be home for a while and I don’t wish to bother you.”

Matt nodded and watched her leave, her barely covered ass swaying softly. Anna bent over to grab supplies from a cupboard, exaggerating the movement so her dress would fall down a little to reveal sheer pink panties slipping between her ass cheeks. After finding a bucket and a brush she crawled around the kitchen on her hands and knees, scrubbing as she went. Matt admired the view for a minute and then followed her into the room.

“You’re a hard worker, Anna,” Matt commented. “Shouldn’t you be at home?”

“Well, sir, my husband is in poor health and we need all the money we can get.”

Matt chuckled. The girl was good.

“That certainly is a tragedy,” Matt said, “That explains why you never seem to leave.”

Matt watched Anna’s ass shake softly with the movement of the brush. While letting this go on might be fun, he wanted something else a little more.

“Perhaps we can find a different way to help...” Matt said slowly.

Anna stopped and sat up on her knees. “Well, sir, that certainly sounds great, we do need the money ever so.”

They locked eyes. Anna was breathing slow, her heavy breasts rising and falling nervously. Matt could see some anxiety in her eyes. He stepped forward and crossed his arms.

“Tell me, Anna, what would you be willing to do... for your husband?”

Anna glanced down at the empty bucket and then back up at Matt. “Anything, sir.”

Matt stood in front of her, staring down in the deep pool of her eyes. He could see most of her breasts, the soft pale pillows almost calling to him. All of her called to him. He reached down and cupped her chin. “I think we can find an arrangement that will help both of us.”

“B-but... sir...” Anna whispered, lip quivering, “what about your wife...”

Anna looked up into Matt’s eyes, her silly maid costume hanging from her figure, only moments away to committing to betraying her friend’s trust. Her last protest was about Lucy, under the guise of the roleplay. If Matt showed any weakness or hesitation she would quit.

But Matt didn’t hesitate. “Oh, Anna, you don’t need to worry about her. Think of your husband.”

Anna stood, her eyes in Matt’s, his hand straying to her cheek. Their lips met, lightly at first, each testing the other’s determination. After a moment they settled into the kiss, Anna’s eyes slowly closing as she committed to Matt. As the kiss progressed, their lips melting together, Anna’s skill surprised Matt considerably. He didn’t know that theater kids are notoriously honey after performances. It was rumored Anna made a boy orgasm just from making out last year. It wasn’t true, but as the kiss deepened into something steaming wit lust Matt could have believed it.

Anna’s hands rested on Matt’s hips for a moment, his heat slowly propelling them backwards. When her back reached the wall they sprung to his back, holding him tight as he kissed her hard against it. He tugged her dress down, her big breasts unable to fall pinned against his body. Both his hands groped for them, squeezing and kneading the pale flesh of her tits with growing aggressiveness.

Anna’s leg rose up around Matt’s waist. He held it there, groping for her ass, and she brought her hands to his cheeks. His hands curled underneath her panties, the hard squeeze around her cheek bringing a small gasp from her lips. The kiss was entrenched in passion, heavy and sloppy against the wall. Matt ground his hips against her, his bulge teasing between her legs and cementing her heat for him.

Anna’s foot slipped and she dipped in Matt’s arms. They stumbled away from the wall and Matt set her down. Anna fell to her knees in front of him with her tits fallen from her costume. Matt smiled at the image in front of him and waited. After a pause Anna reached for his pants and slowly began to tug them down.

Anna knew what she saw last night. She was prepared, mostly, for what she would see. But seeing the impossible from afar isn’t the same as having it rise in front of your face. She watched Matt’s cock grow with gaping mouth, leaning back to avoid being smacked by the heaving erection.

It throbbed between the two teens. Matt was content to wait for Anna, smirking as she considered what the hell to do next. She couldn’t get it in her mouth, but Matt clearly expected her to do something.

Anna’s gloved hands slowly did their best to wrap around Matt’s hulking shaft. She stroked him slowly and guided his shaft between her tits. Despite their size they could hardly get around it. Matt thrusted anyway, guiding his cock between Anna’s spread tits and up past her shoulder.

“It’s so... huge,” Anna remarked.

Anna liked giving tit jobs, and her partners enjoyed her eagerness to do so. But those guys cocks were lost easily in her huge breasts and often weren’t able to shoot their cum out of her cleavage. This was a different story. Matt’s giant cock slid through her chest, nearly knocking her over, overwhelming her ability to please her partner.

The show was nice, but Matt was ready for more. He stood Anna back to her feet and their lips met. Matt waited for the passion to build back up, his cock throbbing with need between them, and Anna strokes it slowly with her gloved hands. Matt held her tight, guiding her toward the kitchen island where he intended to fuck her. He tore at her costume, pulling it down off her arms so that it bunched beneath her large, soft tits.

Reaching the island Matt spun Anna around, lifting the skirt of her outfit and playing with her panties.

“You’re so wet,” he muttered, “someone really wants to help her husband...”

Anna had almost forgotten the roleplay and it took her a second to register Matt’s voice. She looked back to him, bent against the island.

“I’m sorry, sir, I made that up,” she said slowly.

“Oh, you did?” Matt said, dragging his hand between Anna’s thighs and teasing her slit over her panties.

“Yes. I... I just wanted to feel like your wife for one night...”

Matt met Anna’s gaze, searching her deep, brown eyes.

“Make me yours,” Anna said, pushing her ass back toward Matt, “I’ll help you forget all about her.”

Matt grinned. He grabbed one of Anna’s legs and lifted it onto the island, spreading her legs and forcing her up onto tip toes. He held her steady, biting his lip and peeling her panties back to see her wet snatch. The tight slit quivered, pink and soft, between her thick thighs.

Matt guided his cock up to the glistening entrance of Anna’s pussy and quickly slid inside. Instantly a flood of hot fluid splashed out of Anna and she convulsed with orgasm, her steaming pussy forced to stretch past its limit to accommodate his massive girth. Matt didn’t give her a moment to rest, quickly slamming into her until her inner walls resisted. More than half of him bulged inside the cumming teen and he relished the mumbling moans of her heat.

Matt fucked Anna rough, holding her steady against the counter, fondling her wide ass as he plowed her hot cunt hard. Anna’s eyes had rolled back in her head and she knew sex would never be the same again. If she could form a single coherent she would recognize that she was bound to Matt forever, cursed to beg and plead for his list and his giant, monstrous cock that couldn’t be equaled.

After just minutes Anna was nearly at her limit, bouncing off the counter with Matt’s increasing aggressiveness. How did Lucy handle him for so long? Her frothing pussy ached but she couldn’t make him stop. Every thrust pushed her to new heights of pleasure. Matt spanked her, muttering something she couldn’t hear over her own moans. She wanted his seed, her womb begged for it.

“Oh, fuck, come inside me! Please!” She shouted.

“Beg for it,” Matt grunted.

“Please! Matt! Come inside me! I’ll let you fuck me every day! Blast my insides with your fucking cum! Please! Oh god I’ll do fucking anything!”

Matt grunted, the teen’s pleas in her slutty maid costume bringing him over the edge. He smacked both of her cheeks hard and then shoved his cock as deep into her as he could, painting her insides with his hot orgasm. A bulging mass of semen grew in her belly with each throb of Matt’s enormous cock.

Anna had said a lot of things she didn’t mean during sex, but tonight she meant every word. The heavy fullness of semen she felt inside her only cemented her resolve to let Matt fuck her every chance she got.

Matt pulled out, cum pouring from Anna’s gaping pussy and down her thighs until it quivered closed and sealed the rest inside.

“Holy... shit...” she muttered, resting against the island.

Matt was still horny, but he knew Anna wouldn’t be able to go another round tonight. Too bad, she was fucking tight.

Eventually Anna scraped herself from the island into Matt’s arms. She kissed him breathlessly, trembling in his arms for a long minute.

“I have to go,” he said, lips lingering against hers.

“I know,” she whispered in reply.

—

Anna watched Matt’s car leave from the same window as last night, though the circumstances couldn’t have been more different. Her body ached for him to return, though her throbbing pussy wouldn’t let her have much more. She bit her lip absent mindedly as the headlights vanished around a corner, already scheming to have him again.

Matt didn’t think on the ride home. Thinking led to guilt in the hours after so it was best to just empty the mind if anything at all. He’d ignored his phone a little too long and he knew he’d have to deal with some impatience when he got home. It would be fine, though. At least it had been this far.

What could go wrong?