A Series of Erotic Short Stories

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The Prize - Always pay your debts

Larry stepped back and she walked past him and into the hallway. He closed the door behind them and she turned. He stared at her.

“What are you doing here?” He asked. His expression was filled with shock.

She took a breath, her legs were shaking, she had never expected that she’d get this far. Not because she didn’t want to, she knew that she had to try something to resolve this situation, but she had never done anything like this in her life.

“John owes you. It’s time for you to collect.” She sighed.

He rolled his eyes.

“Is this his idea of a joke?” He said.

She shook her head.

“He doesn’t know that I am here Larry.” She explained, trying to sound calm whilst all the time her insides were doing somersaults.

“My father raised me to do the right thing, Larry, to be honest, to always pay my debts, and we raised our kids the same way. We honour our commitments.”

He raised his hands in front of him in a defensive gesture.

”But?” he stated. She then put her hand on his and held it.

“But nothing, Larry. I’m here.”

He shook his head. “I can’t!” He protested.

She looked hurt.

“Why not? You don’t find me attractive?” She asked.

He stared at her. “Are you kidding me?”

His eyes looked up and down her body as she stood before him.

“You are beautiful. And that dress, wow, god you’re beautiful.” He sighed.

She tilted her head seductively. “Than what is it?”

He sighed. “You’re my friend’s wife!” He said.

She smiled. “So, John is still your friend?” She asked.

He nodded. She smiled. “That’s good.”

He looked nervous, she reached out and took his hand in hers, and she felt his fingers trembling, as were hers, she brushed her fingers across the back of his hand.

“I need a drink Larry.” She sighed.

He nodded. “So do I, and a strong one!”

They walked into the lounge and he poured them both large whiskies. She sipped at hers whilst he downed his in a single gulp.

“Feel better?” She asked.

He shrugged.

“Listen Larry; put it this way, If you’d won a hundred pounds from John and I came around to hand you the money because he was pissed at losing, you’d take it wouldn’t you?” She said.

He sighed. “It’s not the same Dawn.”

She stared at him. “Wouldn’t you?” She said again.

He sighed and nodded.

She held her arms at her side, her palms towards him. “Well. Here I am.” She said.

He rolled his eyes. “I can’t.” He sighed.

She put her glass onto the coffee table and walked towards him, her legs shook and she just managed to get to him and slip her arms around his neck before they gave way. She stared into his eyes. And then she kissed him.

He moaned softly as she pushed her tongue against his lips, eventually, he parted them and she pushed in into his mouth and played with his. He reached behind and slid his empty hand onto her back and pulled her against him as they continued their kiss. He hadn’t felt the touch and kiss of a woman in around four years since he’d lost his wife.

When they broke they both breathed a little heavier. She looked up at him; he was a foot taller than she was. He had been a guardsman in the Coldstream Guards for fifteen years. He stood at six-three and had managed to maintain his physique after leaving the army. He had served two tours of Iraq and Afghanistan and served in both Gulf wars.

She sighed as she felt his strong arms around her and she pressed herself against him and shivered when she felt his stiff bulge press against her belly, he was hard and aroused by her. She stroked her fingers across his cheek.

“That wasn’t so bad was it Larry?” She whispered.

He shook his head.

“It was amazing Dawn. But I still can’t...”

She smiled and put a finger over his lips to stop him talking.

“Yes, you can.” She ground herself against him, making him aware that she could feel him. She couldn’t believe that she was feeling so bold. But she had worked herself up to this all week. Once she had learned the truth, the thought of her and Larry had filled her head almost constantly.

The many conversations that she’d had with John about other men all came back to her and she had finally admitted to herself that it was something that she had thought about, and fantasised about. She’d always said to John that she never thought about anyone else but being with him alone, but that wasn’t true. She’d fantasised when she masturbated, and it wasn’t always about her husband, in truth, it was rarely about her husband. She was incredibly nervous but never the less, determined to go through with it.

“Don’t tell me that you don’t want me, Larry.” She grinned.

He looked away.

“Dawn. Your John’s wife and right now, at this very moment, he, and our friends, are on the other side of that wall playing poker.”

She grinned cheekily and slid her hand down between the two of their bodies and pressed her fingers onto his rock solid cock for a moment tempting him.

“And we can play our own game of poker, instead, it’s called ‘poke-me.’

He sighed and glanced behind her at the wall that separated the two households, and then he looked back at her as she stared up at him.

“I’ve fantasised about this so many times over the years Dawn.” He whispered.

She looked surprised and bold asked, “Really?”

He nodded yes and went on to admit some things to her.

“Yeah, when you and John moved in and I first saw you lying on the grass in that skimpy bikini you used to wear. You’d only been married a year and I couldn’t take my eyes off you. Your hair was longer then, I have always loved redheads.”

She slid her hands back around his neck and hung on as he spoke.

“You were always so friendly and nice to me and Irene, and she loved you too, and your kids, we loved looking after them whenever you needed a babysitter.”

She sighed. They had used them many times to look after their kids, and her kids always got on well with theirs, even though they were older.

His voice softened.

“And when Irene died you were amazing Dawn. You did everything for me. I would never have got through it without you.”

She held him and stroked his neck as she recalled those years, it was sad, and she remembered many nights of wiping his tears and sitting with him as he cried and talked about his wife.

He lifted her head and looked into her eyes.

“There were times that I nearly kissed you then.” He whispered.

She nodded. She had felt it too, but it never happened and she was able to care for him without anything happening between them.

She lifted herself onto her toes and kissed him again.

“Well, I’m here now. And you know why I am here.” She whispered.

He stroked her cheek.

“You don’t have to do this.” He said.

She bit her lip and nodded.

“I know, but I want to do this.” She said sheepishly.

He stared at her; both of them trembled with nerves as they stood locked together in the middle of his lounge, frozen and unable to move. Finally, she slipped her hand down and caught hold of his and locked her fingers between his and squeezed.

“Come on Larry. Let’s go.” She sighed.

He nodded and she led him to the stairs. They paused and he looked at her once more, “Are you sure?” He asked.

She nodded. “More than you know, and even though John doesn’t know I’m here tonight, he has told me many times over the years that I should consider being with someone else, as I’ve only ever been intimate with him. So, put him out of your mind tonight, let me pay the debt and you can indulge my sexual exploration, ok?” She questioned, not expecting him to say anything.

“Okay.” He said and led her upstairs. ‘Thinking to himself, about all those times he only dreamed of a chance to be with Dawn like this.’

The night of their lives

In the bedroom, he closed the door behind them and she turned and looked around. It was a lovely room, very neat and tidy, but very feminine, it was almost the same as his wife had left it. He stood nervously beside the closed door, not sure what to do next. She placed her clutch-bag on the dresser and walked to him. She slid her hands around his waist and looked into his eyes.

“Once we’ve done this Larry, you and I need to talk about this room. You need to change a few things and make it more your room. It’s still Irene’s, you should make it your own, and it will help you move forward.”

He nodded. “I know. I just haven’t been able to get started. I have no idea what to do. It’s the same downstairs.” He said.

She lifted herself and kissed him. He moaned softly and his hands reached behind her and into her back and pulled her to him. They were both slowly becoming more relaxed. They had accepted that it was happening; they just had to get on with it.

She looked into his eyes.

“Do you want me to get undressed? Or would you like to do it?” She whispered.

He stared at her, his eyes roamed up and down, he smiled.

“I’d like to do it if you don’t mind.”

She smiled and kissed him briefly, then hung her hands around his neck as he reached up her back and tugged at the zip on her dress. She felt her legs shake as he started to slide the zip down and she felt the air across her back as he exposed it. As he reached the bottom his hands continued and cupped around her small bum cheeks. She groaned softly and pressed her face against his chest, smelling him, as his fingers pressed gently onto the soft flesh of her bum cheeks.

Moaning softly, “Oh Larry.”

He lifted his hands and started to slide her dress over her arms which she lowered and hung at her side as she slid it down. He gasped aloud when he revealed her black bra with thin material which did not hide her hard nipples poking out against it. He slid it down and pushed it over her hips, another gasp as he saw her matching panties and then the top of her stockings.

“Dawn! That’s so sexy.” He exclaimed.

She was so aroused. He was only the second man to ever see her like this. She’d always imagined that she’d be embarrassed, that she could never put herself in this situation to satisfy her husband’s fantasies. But, here she was, and she was nervous for sure but so excited, and she knew, so wet.

She stepped out of her dress and kicked off her heels, he picked up the dress and placed it over the back of the chair, he turned to her and she gripped her fingers on the bottom of the t-shirt that he wore and pulled it up. She raised it higher, he lifted his arms above his head as she pulled it further up and she stared at his chest and stomach.

He was still a very fit man for his age. Although seven years older than her husband, he had kept himself in shape, and it was clear that all those years of army training had done him the power of good, and he looked like he could go for a twenty-file-mile march immediately.

She tossed his shirt onto the chair, on top of her dress and began work on the buttons of his trousers. Her fingers shook as she tried to open them and in the end, he reached down and helped her. Between them they had them undone with his zipper down in only seconds. He placed his hands on her hips as she pulled at his trousers and pushed them down over his thighs.

It was her turn to gasp as she revealed his boxers and the enormous bulge that they struggled to contain. Once she had resolved to solve the situation her way, she had fantasised about what he would be like in bed, and, how big he would be. She had wondered if everything about him was in proportion. He most certainly was, he was tall, well built, had big hands and large feet, she hoped that all the stories were true. His late wife had often bragged about him in their gossip.

She was about to find out and judging by the outline that she could see in his short, it would appear that the predictions were true, in this instance. He shuffled and kicked off his trousers and she stood as he admired her.

“Dawn, my God, you are so beautiful. I have never seen anything as sexy as that.” He sighed.

She smiled, she felt a little uncomfortable stood in the bedroom that he shared with his late wife, but she knew that he was aroused and not thinking with one literal brain, but the two brains men were given instead. She reached down and skimmed her fingers into the top of her stocking, he stopped her.

“Can you keep them on?” He asked.

She smiled, happily obliging to his request. “You like them?” She inquired.

He nodded. “I love them.”

She glanced down, his bulge had grown larger and was now poking out at her from the opening in his boxers, and she reached down and stroked her fingers over and around it. He groaned, then, without saying anything she knelt and was face-level with his enlarged penis staring back at her. She reached up, slid her fingers into the top of his boxers and pulled them down, hastily.

She gasped audibly as his cock sprung free, it was huge. It was bigger than she initially had anticipated upon seeing the silhouette in his clothes. She slid them down to his feet and he kicked them off. She reached her hand up and with trembling fingers and she wrapped them around his thick shaft. It was so thick that she couldn’t get her small fingers around it. He moaned and placed his hands on her head as she stared at it.

“Shit! Larry, how big is it?” She proclaimed with excitement.

He stroked his fingers through her hair.

“Not that big Dawn, only nine inches.” He said. ‘Secretly thinking about how blessed he was to be gifted with his large package.’

She glanced up at him.

“You measured it?” She asked with a giggle.

He smiled and shook his head. “No, but Irene did!”

She laughed and stroked her fingers along its length. It felt so hard, and the head looked all angry and purple. He lacked a foreskin, something that her husband had and she had never seen a circumcised penis close up before. She ran her finger across the tip and a drop of pre-cum leaked out. She wiped her finger across it and put it to her lips. He groaned as he watched her.

“Oh god Dawn, that’s so fucking hot.” he sighed.

He moaned. “Sorry.”

She looked up, “for what?”

He rolled his eyes. “I was crude and I swore.” ’He is such a gentleman’ she thought.

She smiled. He was such a nice guy, she had rarely heard him swear, but for tonight, she thought, she could forgive him.

“I think we can let that slide. After all, tonight we are both going to do things that we have never done before together.” She replied.

And then before he could say anything, she leaned forward and opened her mouth wide and wrapped her lips around the thick shaft. He was surprised and held her head.

“Oh fuck!” He cried.

She moaned and flicked the tip of her tongue across the end of his cock before sliding her mouth around and down the shaft, taking a few inches into her mouth. She could hear him breathing hard and moaning as she licked around the shaft and tasted only the second cock in her life.

He slid his fingers through her hair.

“Oh fuck Dawn. You need to stop. I’ll finish very soon if you keep doing that.” He panted.

She bobbed her head a few more times then lifted her mouth away. His cock left her mouth with an audible “plop” sound as she had sucked so hard. She stared at the head if anything it looked even more purple and harder. She stood and wrapped her hands around him, her head rested against his chest, in her bare feet she was now fully twelve inches shorter than him. She had never been in this position with a man, her husband was only five-nine, a full seven inches shorter than Larry, but as she stood with her head against his chest, he seemed to be a lot taller.

She felt his fingers work on her bra clasp and as it opened she lifted her head from his chest and he was able to slide the straps over her arms and the bra fell away. He stared at her breasts.

“Oh god, they’re beautiful. They are a perfect size, Dawn.” He said as he cupped his hand around one and gently massaged and caressed his giant fingers over it. She moaned as his fingers gently stroked across her soft flesh and teased her hard nipples.

They stood as he worked his fingers over her breasts and they kissed. She broke and panted as she looked up at him.

“Take me to bed.” She gasped.

She squealed aloud as he bent and picked her up in his arms. She clung onto him as he carried her to the bed a couple of feet away. She had never been picked up like that before and felt so excited, she felt like a bride on her wedding night about to be deflowered by her husband. She blushed at the thought.

He laid her on the bed and knelt beside her. She looked up at him, her breasts rising and falling as she breathed heavily. He glanced down at her panties and then at her. She smiled and nodded giving her approval. He shifted and took hold of the waistband of her panties and started to slide them down. She lifted her bum to help him get them off; he rolled them down and stared at her neatly-trimmed ‘V’ of red pubic hair.

He stopped her panties around her thighs as he stared at her pussy.

“Oh God Dawn, I’ve always loved red hair; I never thought that I’d see a sight as beautiful as that.” He sighed.

She wriggled and reminded him that he hadn’t removed her panties yet. He finished the job and tossed them onto the floor. He stared at her pussy for a few seconds and then looked at her.

“You do not know how badly I desire to pleasure you with my mouth, may I?” He nodded to her pussy.

She smiled. “Mind, are you kidding? I’d love it.”

He moved down the bed as she spread her legs. He climbed across and knelt between them. He stared up at a sight that he never thought he would see, except maybe for in his fantasies. A vision, that from the first time he set eyes on her as a young, newly-married, twenty-one-year-old, he’d only ever dreamed about. Now, there it was, right in front of him.

He lay down and she moaned when she felt his breath on her lips and she cried out as he put his hands under her thighs and spread her legs and then pressed his lips against her pussy and flicked his tongue along and between her wet lips.

“Oh fuck!” She cried.

Her hands grabbed at his head, his hair was too short to grab so she clung onto his head and he started to lick his tongue along her wet pussy lips and he pulled her against his mouth. He clamped his lips onto her clit and sucked hard, then rolled it between them as he moved his hand and slipped a finger into her pussy.

“Mmmm.” He groaned she was so taut around his finger, he knew that once he got his cock inside her, it would be incredibly tight.

He worked his fingers slowly in and out of her as he nibbled on her clit and worked his lips over and around it. As he did she clawed at his head. She lifted her knees and crossed her feet behind his back and gripped his head tightly between her thighs.

It was so intense for her, for them both. She wasn’t sure whether it was because what she was doing was illicit, or whether it was because he was so good. Either way, she was in ecstasy and she knew that she wouldn’t be far away from her orgasm.

When she came it was so intense. She cried out loud, her cries turned to a scream as she dug her fingers into the back of his neck and clawed at him as her whole body shook with the power of her orgasm. Her head felt light, and at one point she thought that she might pass out as she was consumed by such pleasure.

She bucked underneath him; her thighs squashed his head between them so tightly that he too thought that he too might pass out, through lack of oxygen as she rode her orgasm. But thankfully, it began to subside, just in time for him to catch his breath when she released the pressure on his head and he was once again able to breathe.

He licked and lapped at her pussy. Her soft pussy hair was covered in a mix of his saliva and her juices, of which so much had flowed out of her. He stared into her pussy, her clit was swollen and her entrance seemed to pulsate.

He gave her pussy one last kiss, she shivered and moaned in response then he lifted himself onto his arms and looked at her.

She lay on her back, her face was flushed and her nipples like bullets. Her breasts rose and fell dramatically as she tried to gulp in air and get her breathing under control. Her pupils were dilated and she looked down at him.

“Oh wow, Larry. That was something else. You know what you’re doing down there.” She panted.

He smiled. “I guess it’s like riding a bike, you never forget.”

She grinned. “Well I don’t like the bike analogy, but I get it.”

He looked embarrassed. “No. I didn’t mean that you were…” She stopped him.

“I know what you meant. Now, are you ready to fuck me?” She asked.

He stared at her.

“Dawn, I’ve been ready for over twenty years.” He sighed.

He reached down and wrapped his fingers around his cock. She lifted her knees towards her chest; she knew that she’d need to give him as much help as possible to get it inside her.

She bit her lip as he looked down and prodded and poked the head of his cock between her lips, brushing against her swollen clit as he searched for her hole. She tensed when she felt the head lodge against her opening. She couldn’t see, but it felt huge, enormous even.

She tensed. Her hands gripped the strong biceps on his arms as he held his weight off of her body, his palms flat on the bed as he looked down at her.

“Ready?” He asked.

She nodded and tensed as he pushed. He tried to stretch her; she was so tiny compared to his huge cock. The pain increased as her pussy resisted him.

“Ohm” She groaned.

He looked at her, no words were needed. His eyes asked her if she wanted to stop, she shook her head and he kept pushing. It was so difficult, in the end, he took a breath and pushed hard, one big effort and she yelped and cried out as he finally penetrated her and stretched her wide as he slipped the head of his fat cock into her pussy.

“Ahhhh!” She whimpered as a sharp pain shot through her body, not unlike the pain she felt when John took her virginity all those years ago. Though in reality, John was less experienced, and less caring about her back then.

He looked at her, she had teary eyes, he stopped with the head inside her as she panted and breathed fast as she tried to get accustomed to the huge member inside her.

“Are you okay?” He asked.

She nodded. “Yes. It’s just. Well, it’s so damn big!” She replied.

He smiled and leaned down and kissed her. She moaned and as they kissed he continued to push into her. She moaned into his mouth as he slowly pushed deeper into her until she had most of his cock buried deep in her pussy.

He rested for a few seconds and she looked into his eyes.

“How the hell did Irene manage that all those years?” She panted.

He smiled, “she was taller than you, and definitely, not as tight.”

He started to move slowly inside her. She groaned as he pulled back and cried out as he moved forward. He had not felt anything as tight as her around his cock in decades; it was like taking his wife’s virginity, all over again.

He took his time but eventually he was able to increase his speed and soon they were fucking. He’d lowered himself down onto her, she wrapped her arms around his neck and clung onto him, her legs now crossed behind his hips as he slammed into her.

The bed creaked and the headboard banged against the wall as she cried out each time he thrust into her. It felt that he was pushing up into her belly each time he slammed into her and she responded with cries, and squeals of pleasure. She made noises that she hadn’t made in years as she was stretched wider than she had ever been in her life.

He couldn’t believe that he was fucking her. The young woman who had moved next door, who he had watched blossom into the beautiful young mother. The woman who had been the object of many of his masturbation fantasies, and some fantasies that came to mind when he was fucking his wife. Here she was, in his bed, underneath him, and making noises that he never thought that he’d hear again, especially not in his bedroom.

He was could feel that he was so close then he increased his pace even more. He pounded into her and her moans and cries were no longer mixed with pain, it was all pleasure as her tight pussy had become accustomed to his thick cock.

She felt his emotions become erratic, her hands dug into his back as she slammed into her. He lifted his head and looked at her.

“Do you want me to pull out?” He gasped.

She shook her head. “No, don’t you dare!” She ordered.

That was it; he thrust one last time and cried out.

“Oh fuck! Here it comes!”

He thrust hard and buried his face into her neck as his cock exploded inside of her. She dug her fingers hard into his back as she locked her feet behind him as she cried out as she felt the first spurt of cum from his cock splash against the neck of her cervix. She had never been penetrated so deeply and she moaned as each strong jet of cum shot out of him and into her pussy.

He hadn’t had sex since his wife had died, and it was evident. He shot spurt after spurt into her, there was a lot of built-up frustration in his orgasm, and it was one of the most intense that he had ever experienced.

She held him close to her as she came. She stroked his head as his orgasm subsided and he finished coming. They lay together as they both tried to recover their breathing. As she stroked his head she felt him shake, and she was certain he was crying.

She held him and then, after a while, she lifted his head and looked at him. She was right, his eyes were wet, he’d been crying. She smiled and kissed his lips softly.

“You okay?” She whispered.

He nodded; he was embarrassed, but also happy.

“More than okay, I never thought that I would ever feel that again Dawn. It was so special. I don’t know how to thank you.” He whispered.

She hugged him and kissed him again, passionately, clearly signalling that she desired more.

“No need. I think we both got what we needed tonight. So thank you too.” She sighed.

He rolled away from her and lay beside her. He glanced at the clock on the bedside table.

“How long have you got?” He asked.

She glanced across and sighed.

“At least an hour,” She seductively grinned.

He leaned over and kissed her, as he did she reached her hands down between then and over his cock, he wasn’t soft like her husband would have been. She looked into his eyes.

“You all ready to go, again so soon?” She asked, surprised.

He nodded. “I am.” He replied.

She pushed him onto his back. “Good.”

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