Chapter 1: Introduction
Annie’s heart raced as Ryan lifted her up, wrapping her legs around his waist. He walked her over to the couch and laid her down gently, peppering kisses down her neck. She ran her fingers through his short brown hair, pulling him closer as his lips found hers.
Their tongues danced together, tasting each other’s mouths as they both reached for the hem of Annie’s shirt. Ryan pulled it over her head, revealing her large H-Sized, soft breasts encased in a black lace bra. He groaned in appreciation, cupping what he could in his hands.
Annie arched her back, moaning as Ryan’s fingers found their way to the clasp of her bra. He unhooked it with ease, letting it fall to the side. Her nipples hardened under his gaze, and he couldn’t resist taking one into his mouth.
He sucked and teased it with his tongue, causing Annie to moan even louder.
“Fuck, that feels so good, Ryan,” she gasped as he switched to her other breast.
Ryan’s hand wandered down to the waistband of Annie’s jeans, slipping underneath. She was already wet and ready for him, and he slipped a finger inside of her. She moaned and writhed beneath him, begging for more.
“Yes, right there. Don’t stop,” she said breathlessly.
But Ryan had other plans.
He slowed down his finger-fucking, and Annie looked at him confused.
“What’s wrong?” she asked, her voice tinged with worry.
Ryan didn’t answer right away, instead he unbuttoned her jeans and pulled them down her legs, taking her thong with it. He spread her legs wide and admired the sight in front of him. She was glistening and ready for him, but he had something else in mind.
Ryan moved his fingers down to her ass, gently massaging her cheeks. Annie tensed up, she had never been one for anal play.
“Relax, baby. I won’t hurt you,” Ryan whispered in her ear.
She nodded, trying to relax as Ryan slipped a finger inside of her ass. It was uncomfortable at first, but once she got over the initial shock, it felt good. He started slowly, moving his finger in and out, before adding a second one.
Annie moaned, her eyes rolling back in pleasure. She had never felt anything like this before.
The pleasure was overwhelming, and she couldn't help but beg for more.
"Please, don't stop," she moaned, her hands gripping the armrests of the couch.
Ryan added a third finger, stretching her ass even further. She could feel herself getting close to the edge, and she knew it wouldn't be long now.
He could feel her getting close, and he quickened his pace. He knew she was close, and he wanted to make her cum harder than she ever had before.
Finally, she couldn't take it anymore.
She exploded in a mind-blowing orgasm, her entire body shaking with the force of it. Ryan didn't stop though, he kept his fingers moving in and out of her ass, drawing out every last bit of pleasure from her trembling body.
As she came down from her high, she looked up at Ryan with a satisfied smile.
"That was amazing," she said, her voice still husky from her orgasm.
Ryan smiled back at her, before leaning down to kiss her deeply.
She could taste herself on his lips, and it only turned her on more.
They lost themselves in each other for a few moments, their hands exploring each other's bodies. Ryan slipped off his own shirt, revealing his hairy chest and chubby belly. Annie loved every inch of him, and she couldn't wait to feel his weight on top of her.
She reached down to undo his jeans, her fingers brushing against his hard cock. He was already leaking precum, and she couldn't resist taking him into her mouth.
She wrapped her lips around the head of his cock, swirling her tongue around it. Ryan groaned in pleasure, reaching down to tangle his fingers in her long brown hair. Annie took as much of him as she could, moaning as she felt his cock hit the back of her throat.
Ryan couldn't resist the filthy sight, and he pulled out of her mouth, lifting her up from the couch.
"I need to be inside of you," he growled, before throwing her over his shoulder.
He carried her to the bedroom, throwing her down on the bed.
She bounced with a giggle, watching as Ryan removed the rest of his clothes. His cock sprang free, thick and hard and already glistening with pre-cum.
Ryan climbed on top of Annie, his weight pressing her down into the mattress. His lips found hers again as he positioned himself at her entrance. She was still soaking wet from her earlier orgasm, and he easily slid inside of her.
She gasped at the feeling, arching her back to take him deeper. Ryan started slowly, moving in and out of her with long, deep strokes.
He filled her completely, his cock hitting her G-spot with each thrust. Annie moaned and writhed beneath him, her nails digging into his back as he picked up the pace.
Their bodies moved together, slick with sweat as they chased their pleasure. Ryan reached down, his thumb finding her clit. He stroked it in time with his thrusts, causing Annie to gasp and moan louder.
Their lips never leaving each other's as their hips moved faster and harder, slapping against each other.
Ryan's hands grabbed onto Annie's large breasts, squeezing and massaging them as he fucked her. She moaned and begged for more, her pussy clenching around his cock.
Ryan could feel himself getting close, and he pulled out of her, flipping her over onto her stomach. He wasted no time in getting back inside of her, reaching around to fingering her clit as he thrust into her from behind. Annie screamed in pleasure, the feeling of him inside of her like this pushing her over the edge.
But then, Ryan took his dick out, which confused Annie, and he tried to put it in her already-wet ass. Annie shouted "No! I'm not ready, I don't want that!"
Ryan rolled his eyes, this was a total mood killer for him.
He sulked away and stopped immediately.
"You enjoy it when we do it, you just said how much you enjoyed the foreplay with your butt" he said sternly "I don't understand why you're always so uptight about it!" Annie felt a pang of guilt, she knew Ryan was right. She had enjoyed the anal play, but it was hard for her to shake off the thoughts of his ex-girlfriend.
"I'm sorry, I just, I can't help it" she said softly.
Ryan sighed "You need to get over your insecurities, Annie, it's just sex"
She knew he was right, but it was hard for her to shake off the feeling that she would never be enough for him.
Her ass was clearly not her best feature, and she knew that his Ex, Lucy had the perfect bubble butt, which she knew Ryan loved.
"I'm sorry, can we just go back to the way it was before?" Annie asked, tears welling up in her eyes.
"Of course, baby. I'm not going to force you to do anything you're not comfortable with" Ryan said, pulling her into a comforting hug.
Annie felt a wave of relief wash over her. She didn't want to lose Ryan, and she didn't want their sex life to suffer because of her insecurities.
She wanted to be able to satisfy him in every way possible, but she couldn't shake off the thoughts of Lucy.
"Can you just give me 5 minutes to clear my head? " Annie said, pulling away from Ryan. He looked disappointed, but he nodded in understanding.
"I'm here for you, Annie. Whenever you're ready," he said, before getting up from the bed. He quickly put on his clothes and left the room, leaving Annie alone with her thoughts.
She couldn't help but feel guilty for denying Ryan what he wanted. She knew that it was just sex and that there was no reason for her to be so insecure, but she couldn't shake off the feeling that she would never be enough for him.
Annie lay on the bed for a while, lost in her thoughts. She couldn't help but compare herself to Ryan's ex-girlfriend, Lucy. Lucy was thick all over and a perfect fat ass! She'd even had a boob job recently, so Annie even felt insecurity about what she perceived to be her best feature.
Ryan had previously told Annie of times they'd do anal play, they even swapped and Lucy even once pegged him, which become the most mind-blowing fantasy for him.