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My Boyfriend Cheats On Me

My boyfriend cheats on me, and I have a moment of weakness with someone I shouldn’t

When I was sixteen, I met my boyfriend, David. We were in the same year at school — he was captain of the football team. I was captain of the swim team and also played tennis for the school — but we didn’t really know each other.

That changed when my best friend, Lisa, dragged me to a party. David’s team had just won the league, and they were celebrating. My tight figure seemed to catch his eye and, within a couple of weeks, we were dating. We became close very quickly and he was great, always there for me and very loving.

After a couple of months, I decided he should meet my family — and he did well. My parents seemed to like him, but there was a bit of tension from my twin brother, Charlie. I think that was just him trying to look after me, but I sensed David was wary of Charlie, though he’d never admit it. Charlie was captain of the rugby team, and everyone knew that he kept bullies in line.

After we finished school, I was disappointed that David wanted to go to a different college. I knew that would make it difficult for us to see each other, but he said we could talk on the phone and meet at weekends. I wasn’t too pleased, but I understood why David wanted to go to that particular college. It had a strong sporting programme, including football, and David thought it might help his ambitions of playing professionally.

A few months before my seventeenth birthday, my parents divorced, and I’ve never really found out what went wrong. My grandma had also had a difficult time, losing my grandpa, but by the time my birthday arrived, she seemed a lot happier.

I had a lot of friends and close family around me to help celebrate and I got spoiled with lots of gifts — clothes, jewelry, a laptop, and shoes. It was a fantastic party, going on until around eight when everyone started heading off to their homes.

I'd arranged for David to stay overnight, and I thought it would be a good time to tell him that I would be studying to be a lawyer. It was a good career choice for me — but David wasn’t pleased.

“Are you kidding me, Jessica?” he said, glaring at me.

I shook my head. “No, course I’m not. Look, David, I know it will take a long time, but it will be best for us in the long run.”

David seemed to be shocked. Then he said, “So, you just decided this on your own, didn’t even think to ask me about it.”

I was baffled by his reaction. “Well, no, but I’m talking to you about it now.”

“You’re not talking to me. You're telling me you’ve already made your choice.”

“I don’t understand why you’re behaving like this. I mean, you're going to be doing your course for another year at least.”

David looked down and said, “No, I’m not. I got cut from the course.”

Then I understood why he was so upset. “Oh, David, I am sorry. I didn’t know.”

He turned away, saying, “I know you didn’t. I was going to tell you after your birthday. I didn’t want to ruin your big day.”

“It’s okay, sweetie,” I said, putting a hand on his shoulder, "we can handle this together.”

“If I’m not good enough for this course, I’ve no chance of being a pro footballer. That’s always been my dream.”

I turned him to face me. “I know, but we’ll get through this.”

David kissed me, a brief peck on my lips, and said, “Well, I’m staying on at college anyway. I’ll train to become a mechanic.”

“That’s great,” I said, smiling. “You can transfer to my college and we can spend more time together.”

“No, Jessica, I’m staying there.”

“Why? You can do that course at my college.”

“Look, I’m happy where I am and there is no need for me to switch. Things can carry on just the way they are.”

I was disappointed but said, “Okay, if that’s what you want.”

We then went to bed, but David didn’t want to have sex. I thought that was strange but, then again, we were at my mam’s house. Perhaps he didn't feel comfortable.

The next morning, David seemed to be in a hurry to leave and return to college. I didn’t want to get into a fight about it, so I didn’t say anything. My mam took me back to my college and my studies.

Over the next couple of weeks, even though David had said things wouldn’t change between us, I noticed a difference. He didn’t phone me as often, and when I called him, he always seemed too busy. He was also less interested in me visiting him at weekends, and I felt we were drifting apart.

Luckily, Lisa was there to help cheer me up. She was a fantastic friend. Lisa said if David wasn’t in the right place mentally, that I should give him space and time. I knew she wanted me to go out with her more — she loved playing tennis, shopping, and simply having girl time. As much as I enjoyed all that with her, I worried more and more about my relationship with David.

About a week later, after Lisa had played tennis with me again, we ran into Emma. She was an old school friend and, though she was at the same college as David, we’d lost touch.

“Hello stranger,” I said, “how have you been doing?”

“Hello yourself,” Emma said, and we hugged. “I’m good, thanks for asking.”

Lisa suddenly said, “Hey, Jessica, sorry but I can’t stay. I need to get home.” She then turned to Emma. “I’m sorry, I don’t mean to be rude, but I have a class in an hour and I need to shower. I stink after playing tennis.”

Emma grinned. “That’s fine. It was good seeing you, even so briefly.”

Lisa hugged Emma, then looked at me and said, “I will see you tomorrow,” before running off.

I turned back to Emma. “You look great, keeping yourself in good shape, I see.”

Emma laughed. “Oh yeah, look at you… you still look the same as when you were in school.”

“Come on, let’s grab a coffee and catch up about old times.”

Emma shook her head. “I can’t; don’t have the time, Jessica. Great seeing you but I should get going.”

Something didn’t seem right. It was all too abrupt. “Are you okay, Emma? You seem like something is bothering you.”

“No, it’s nothing,” she muttered, then added, “I shouldn’t say anything, it isn’t my place.”

“What do you mean? It isn’t your place to say what?”

Emma sighed. “Look, I don’t want to get involved.”

I shook my head. “Come on, seems you’re already involved. Just tell me what it is.”

I could see Emma wasn’t happy about me pushing, but she said, “If I were you, I would keep a closer eye on David.”

“What do you mean?”

Emma sighed again. “I’ve seen David around campus recently, and he’s been with a lass called Sarah. I don’t know if anything is going on between them, but he’s been walking about with his arms around her like they’re dating.”

I took a step back. My whole world seemed to spin and I asked, “Are you sure about this? Maybe they’re just good friends.”

Emma put a hand on my shoulder. “You might be right, Jessica, but it didn’t look like that from where I was standing.”

It couldn’t be right: David would never cheat on me. With a tear in my eye, I said, “It can’t be, it just can’t.”

Emma hugged me and said, “I’m so sorry to be the one to tell you this, I really am.”

“No, you’re wrong.” I pulled away from her. “And I will prove it.”

My heart was pounding, and I ran away from Emma. There was no way David would do this to me. I went straight to the train station and bought a ticket. I didn’t want to believe Emma but, truthfully, it seemed to explain a lot. I tried not to get ahead of myself, but I had to face David.

Off the train, I took a taxi to David’s place and asked the driver to wait for ten or fifteen minutes. I didn’t know if I would need to get out of there quickly.

I knew where David kept a spare key and I let myself in. He obviously wasn’t expecting me and the place was a bit of a mess. Then I heard it — moaning coming from upstairs. I rushed up there and pushed open the door to David’s room— and he was in bed with a girl.

“Oh my god,” I cried.

David turned around and his face dropped. “Oh god, Jessica, this isn’t what it looks like.”

The lass under him yelled, “What the fuck, David? You told me you and Jessica had split up.”

I stared at him and said, “You fucking, cheating bastard.”

The girl pushed David off and said, “Fucking arsehole.” She grabbed her clothes and, heading to the bathroom, glanced at me. “I’m sorry, I didn’t know,” she said.

David got out of the bed and pulled on his pants. “Look, Jessica, I am sorry. I didn’t mean this to happen. You have to believe me. I was stressed out after losing my place on the course. I just needed some release, and I know how hard you’re studying. It just happened.”

“Are you fucking kidding me? You’re trying to justify fucking another lass by blaming it on losing your place on some fucking stupid training programme.”

David took hold of my arms. “I know, I’m sorry. It was a stupid fucking mistake, but you have to forgive me.”

“You can go and fuck yourself.” I pushed him away. "I do not forgive you for anything. You’re a fucking arsehole.”

I ran downstairs, jumped into the taxi and sobbed, “Train station, please.”

The driver, seeing my tears, offered me a small pack of tissues and asked, “Are you okay, love?”

I took the tissues. “I will be fine. Please, just get me out of here.”

As we pulled away, David came out shouting, “No, wait… please, don’t leave, Jessica. Let me explain.”

The driver asked, “Do you want me to stop?”

“No, no thanks. Just take me to the station, please.”

On the train, I sat thinking, debating whether I should tell my family what had happened. I decided it was better if I didn’t. I knew Charlie would hit the roof. But I did choose to stay at my mam’s for a few days. I needed family around me.

David must have sent a hundred texts, but I dismissed him entirely. If I let him get away with it this time, he’d do it again.

One evening, as I considered it was time to go back to college, I heard a knock on the door. I opened it and couldn’t believe that David was there.

He smiled and said, “Hello Jessica, I’m so sorry about everything. Before you say anything, I guess you hate my guts and never want to see me again. But, please, if you can see your way to giving me another chance, I promise nothing like this will ever happen again.”

I said, “You know what, David, you’re right — this will never happen again because we’re over. Finished.”

David stepped into the doorway. “No, come on, please don’t be like that.”

I pushed him back outside and said, “No, you cheated on me, I can’t trust you.”

Suddenly, a voice from behind me said, “You fucking what?”

I turned and Charlie looked pissed off. He brushed past me and pushed David in the chest. “What the fuck did I tell you when I found out you were dating my sister? Didn’t I fucking warn you what would happen if you ever hurt her?”

“Charlie, this has nothing to do with you. It is between your sister and me.”

“Not anymore it isn’t. Who the fuck do you think you are to cheat on my sister?”

I grabbed Charlie’s arm and said, “Don’t, leave it. He isn’t worth you getting into trouble.”

Charlie turned to me and said, “Jessica, go inside. I will deal with this.”

I saw David was about to punch Charlie in the back of the head and I screamed, “Charlie, look out!”

Charlie ducked and spun around, blocked David’s punch, and smashed him in the mouth. David fell and Charlie said, “Go on, try that again and see what I fucking do to you.”

He pulled David up onto his knees and said, “You’d better get the fuck out of here before I get really upset. Trust me; if you ever come anywhere near my sister again, you will not like what I’ll do to you.”

David’s face looked like a startled deer in headlights. He scrambled to his feet and took off. I’d never seen anyone run so fast. I knew Charlie shouldn’t have hit him, but it felt nice watching David being treated that way after what he’d done to me. I gazed at Charlie and thought, ‘Why can’t I meet a guy like him, he wouldn’t cheat on me.’

Charlie held me in his arms and said, “It’s okay, Jessica, he’s gone and, trust me, he’ll not come back.”

I felt so safe in his arms. “Thanks, Charlie, what would I do without you?”

Charlie kissed the top of my head. “Don’t worry about that. You’ll never have to find out.”

He made me feel so loved and we walked into the living room where he said, “Tell me what you need right now. I’m here for you.”

I sat on the sofa and said, “To be honest, Charlie, I’m just looking forward to a nice quiet night in on my own.”

“Fine, but I’m not leaving you alone. So, tell me, what do you fancy? Maybe some Ben and Jerry's cookie dough ice cream and --" Charlie grinned, "Sleepless in Seattle on DVD?”

“But you hate Sleepless in Seattle. You’ve always said it was a total chick flick.”

“Well, it is, but this isn’t about me, it’s about you. I’m here for you. So, stop trying to talk me out of it, or I might listen. You get changed and we’ll watch the movie. Okay?”

I jumped off the sofa, gave Charlie a huge hug, and said, “Thank you so much, you’re the best.”

“I know. But you’d better hurry, or you might come back down and find Lethal Weapon is on.”

I laughed and went upstairs to my bedroom. I put on an old, long sleeved t-shirt, and jean shorts, an outfit I used to wear in bed. The shirt was a little small for me now and the shorts were tight, but it was only Charlie at home with me. Back downstairs, I saw he’d brought down his blanket and pillows and put them across the sofa. He had my favorite ice cream and chocolate waiting on the table.

“I’ve already ordered the pizza,” he said and I thanked him, settling onto the sofa. Charlie handed me my ice cream and chocolate, then sat beside me. I pulled the blanket over both of us as Charlie pushed play on the remote.

It was lovely to have a quiet night after all the turmoil. I ate the ice cream and chocolate, then cuddled up with Charlie. It felt great to be with someone who loved me and wanted to be there for me. I cuddled Charlie tighter. We hadn’t spent much time together while I was away at college and he’d been looking after mam and grandma. I’d almost forgotten what a great shape Charlie was in. The more I felt his chest, the more I wanted to explore, and I gingerly touched his incredible abs.

There was a knock on the door, and Charlie said, “One second, Jessica, that will be the pizza.”

I sat up, thinking, ‘What the hell am I doing? He’s my brother, for god’s sake.’ But, it was nice, just the two of us. He was kind and lovely. I looked down and got a shock - a damp patch on my shorts. Oh yes, proof I was certainly turned on by my brother’s body.

Charlie returned. “Here you go Jessica, your favorite pizza.”

I looked up at his fantastic smile. I don’t think I’d realized before that he was so handsome with a stunning body — by far way better than David’s. I took some pizza and thought, ‘Right, calm down here.’

I smiled at Charlie. “Thanks, Charlie, you’ve been great tonight.”

Charlie sat again and said, “Don’t worry about it, Jessica, that’s why I’m here.”

Charlie restarted the movie and we sat back, eating the pizza. It was lovely being with him and it felt right. After we'd eaten, I cuddled back into him and resumed touching his fantastic chest, moving slowly to his adorable abs. Charlie didn’t seem to mind at all, so I kept stroking right to the movie’s end.

Charlie got up, put the DVD back in its case, then turned around and said, “It’s getting late, Jessica, so I’m heading off to bed. Okay?”

I got off the sofa, hugged him, and said, “Thank you for tonight, Charlie, it helped me a lot. You’re always there when I need you.”

“And I always will be, don’t worry.”

I kissed Charlie on the cheek and he leaned back, smiling at me. I looked into his eyes — and, on impulse, I kissed his lips. At first, it was just a peck, but then I kissed him with a lot more passion. When I suddenly realized what I was doing, I broke away.

“Oh my,” I gasped, putting a hand to my mouth and mumbling, “I’m so sorry, I don’t know what came over me.”

Before Charlie could say a word, I turned and ran upstairs to my bedroom. I slammed the door shut and fell on to my bed. I lay there thinking, ‘What the fuck was that? Have I lost my mind? He is my brother, how am I going to look him in the eye again?’

Hearing a knock on the door, I slowly got off the bed and walked to answer it. I took a deep breath, opened the door, and looked Charlie in the eye. “I’m sorry, I’m just so sorry, Charlie. I know I shouldn’t have done that but—”

Charlie put the finger on my lips and said, “It’s okay, Jessica, I know what you need.”

Stepping into my room, he took me in his arms and kissed me on the lips. It was wrong, and I knew I shouldn’t respond — but I couldn’t help myself. We kissed passionately and I poked my tongue into his mouth. He then reached down to cup my tight arse and I pulled him over to my bed. I wasn't really thinking, just caught up in the moment.

As we reached the bed, Charlie grasped my top and I raised my arms. It felt weird, but I couldn’t stop what was happening, and my t-shirt was cast aside. Charlie looked down at my big, firm tits and smiled while I reached for his vest and lifted it over his head. I sighed when I saw his superbly toned torso.

“Wow,” I gasped.

Charlie said, “Wow to you, too.”

We went back to kissing and Charlie undid the button on my shorts. At that moment, I knew there was no turning back: it was going to happen.

The zip went down and Charlie pushed me back onto the bed and slowly drew down my tight shorts, uncovering my smooth pussy. I was nervous, knowing what I wanted was so wrong. With my shorts removed, I sat up, keen to see what my twin brother had waiting for me. I kissed his stomach while taking down his shorts — and was stunned when I saw his cock. It was massive, eye-popping thick and amazingly long, much bigger than David’s. I was excited, but also scared. He was so fucking big I wondered if it could possibly fit inside of me.

Charlie looked into my eyes and clearly saw what I was thinking. “Don’t worry,” he said quietly, “I will take it easy.”

I was surprised when Charlie swiftly picked me up and pushed me against the wall. We kissed as he grabbed my arse and lifted me until I was hanging there in his arms, legs spread wide open. Charlie moved closer and started to lower me onto his vast erection. I flinched when his cock head met my pussy lips, but I was hanging in the air and powerless. He continued lowering and his fat dome pushed and pushed, forcing between my pussy lips until, finally, his enormous cock penetrated me.

Instantly, I was in a mix of pain and pleasure and I begged, “Good god, Charlie, please go slow… I’ve never been with anyone as big as you.”

Charlie kissed me. “Don’t worry, I know how to handle a woman; trust me on that.”

I felt helpless in his arms, but I had to trust him to take care of me. Gradually, inch by inch, he lowered me onto his hard shaft, letting me get used to the immense size. He’d worked about half his length into my wet but tight tunnel before he slowly withdrew then slammed back into me. He still held my arse as he thrust his hips, sliding his cock in and out, picking up the pace with each stroke. I was still struggling with his size, but I must admit it felt wonderful. Charlie wasn’t kidding when he said he knew what he was doing.

I was getting increasingly turned on and said, “Where the fuck did you learn all this?”

Charlie kept fucking me while he replied, “I have been with a few women who seemed to like me doing this. Mind you; I must say that you’re by far the tightest I’ve had like this.”

That said, he fed even more into me, going deeper and deeper with each thrust. It felt sensational and, at that moment, I no longer cared that he was my brother. Charlie started rolling my hips back and forward while he thrust up harder, increasing my pleasure. I honestly couldn’t believe how good it felt. In fact, I thought I might pass out — and that’s when I felt my orgasm building. I’d never climaxed this quickly, and sometimes with David, I didn’t even have one. I realized that wouldn’t be the case with Charlie. He was fucking good with his huge cock.

I screamed with pleasure, the pain now replaced by astonishing thrills, and I wanted him so badly. My pussy gripped Charlie’s epic girth, but it sure didn’t slow him down at all. Head thrown back, arching my back, I yelped, “Ooo shit… fuck, fuck… I’m cumming.”

I dangled in his arms, having the most unbelievable orgasm of my life. My whole body shook as it ripped through me. It was unreal, a feeling like no other I’d ever experienced. Hell, I didn’t know it was even possible to cum like it. I fell forward onto Charlie's broad shoulders, panting for breath. And I realized that he was still solidly erect in my soaking channel. He’d given me an incredible orgasm but hadn’t cum himself. Unbelievable!

Charlie carried me over to the bed, gently lay me down, and then stretched alongside me. “Did you enjoy that, Jessica?”

I nodded. “Yes, I loved it.”

He kissed my lips and, eyes shining, said, “Well, I want more if you want it too.”

I nodded again. I wanted more of Charlie’s monster cock; there was no doubt about it. I was on the pill and had no problem with him filling me. Charlie put my legs on his shoulders and placed his cock back at my hungry opening. He wasn’t gentle this time, driving most of his length inside me and immediately pounding my pussy. He fucked me so hard that the bed bounced and banged against the wall. I loved every moment, every throbbing inch, of his massive cock thrusting into my squelching depths.

“Yes, come on, Charlie,” I growled, looking into his eyes, “give it to me, fuck me.”

I couldn’t help myself. I was so turned on by all the pleasure and I wanted to feel Charlie spurting, filling my pussy. He fucked me harder, slamming against my pubis, and I understood what friends meant about being fucked by a real man.

He pounded me so hard, all I could do was lay there and take it. I screamed when he finally drove all the way up, his heavy balls slapping against me. And that’s when another orgasm began to build. How could it be? He was giving me a second orgasm and he still hadn’t cum. I’d never been fucked like this and I couldn’t get enough.

Grasping the bed sheets, I rolled my head and screamed, “Ooo fuck yesss,” while Charlie just kept spearing me with his iron-hard cock. With my legs trembling on his shoulders, I had the most unforgettable orgasm before I collapsed back into the mattress, my chest heaving.

Charlie slowed to a stop. I could hardly breathe, my heart was pounding, and I gasped, “My God… how can you… keep… making me cum… so fucking hard?”

Charlie lay next to me. “My trade secret,” he said and smiled. “I’ve obviously given you two amazing orgasms, Jessica, so do you think you can last long enough for me to cum this time?”

I loved how cocky Charlie was acting and I decided to play his game. I pushed him onto his back and got on board. Looking down at his rigid cock, I said, “I’ll show you what I can do.”

Charlie relaxed back and said, “Bring it on.”

I sank onto Charlie’s pleasure tool. Being more accustomed to his size, I managed to take him straight inside. I wanted to prove that I could keep up with him this time. I felt so fucking full of him as I started working my hips, rocking back and forward on top of him. Picking up the pace, I felt Charlie working his cock up and down my tunnel, matching my rhythm perfectly, and then he grabbed my arse and started fucking me harder. I stopped, letting him thrust up, ramming deep into my pussy. I couldn’t believe his stamina and strength.

“Fuck yes Charlie, that feels so fucking good.”

Charlie sucked on my tits while pounding me harder and harder — and another orgasm fired inside of me. Happily, Charlie groaned and moaned and I felt his cock pulsating inside of me. He was finally close to cumming and I wanted to hold out to share our climax.

Charlie stopped sucking my nipples. “Oh shit,” he said. “I’m so fucking close… oh fuck, oh fuck, yesss.”

Feeling him shoot his hot load deep inside sent me over the edge. I had the most fantastic orgasm yet, cumming harder than the previous two orgasms put together. Charlie rammed me several more times, emptying his balls until I couldn’t take anymore and collapsed on top of him. It was the most intense sexual experience of my life.

I lifted my head off Charlie’s chest. “Hmm, I know I did well to last long enough for you.”

Charlie grinned. “Only because, I took over and fucked you — right?”

“No way. I could have done it — right?”

Charlie laughed and said, “Well, you’ve got all night to prove it.”

I stared at him, mouth agape. “My god,” I eventually said, “ are you telling me you want to keep going?”

“Well, for me this night has just begun.”

I got off this stud of a brother and said, “Well, in your words, bring it on then.”

We fucked for the rest of the night, must have been a dozen times. I couldn’t believe how good it was or that Charlie outlasted me, making me cum at least twice before he filled me. I loved every moment and it was the most fantastic sex night of my life. I’d never been fucked so well and I didn’t know how good sex could be with the right person.

We fell asleep about five after almost seven hours of non-stop fucking. I woke at nearly noon and looked over at Charlie and thought, ‘Fuck, what did we do last night?’

Charlie then roused and said, “Morning Jessica, what a night!”

“I know, Charlie, but look… it was amazing, and I will not lie, I needed it after finding out about David and everything. But I don’t think it would be a good idea to keep doing it.”

Nervously, I waited, hoping Charlie wouldn’t be upset with me. “That’s okay, Jessica, I know what last night was about.”

“So, you’re not upset with me?”

Charlie sat up, shook his head. “No, of course not. Look, you had to find out if your boyfriend had cheated on you. You were upset. I get it.”

“Thank you so much, Charlie, I didn’t want to make this weird... I mean, I hope it doesn’t change anything between us.”

Charlie kissed me on a cheek. “No, of course not, Jessica. You’re my sister and that will never change. Last night was just something that happened, so don’t worry about it.”

I nodded. “Thanks, Charlie, you're the perfect brother. Thank you so much for that — and last night.” I grinned at him. “Right, now I’m going for a shower and I’m sure you’ll be gone from my bedroom when I get back.”

“Trust me, Jessica, by the time you get out of the shower, it will be like nothing ever happened.”

I kissed Charlie on the lips one last time, then headed for the bathroom. I had a long shower, thinking about everything we’d done and how cool Charlie had been about not carrying on. ‘I have the best brother in the world,’ I thought, ‘and I love him so much.’

Dried and dressed, I went downstairs and found Charlie at the stove, sausages sizzling in a pan.

“Morning, Jessica,” he said, “would you like breakfast?”

I looked at him and said, “Sure, what are you cooking?”

“A full breakfast. Do you want coffee or juice with it?”

I smiled. Nothing had changed. We were back to normal.

“Juice please,” I said.

As we ate, I felt grateful that Charlie had been there for me and that he was now keeping his word. I didn’t know what I would have done without him. Then I thought about his magnificent cock and wondered if we would ever have another night like it… ’No, stop that, it can’t happen. But, then again…’


Hello all. I’d like to thank all of you for reading my story. I would like to say a special thanks to JWren for his editing help. I hope you’re enjoying my stories because I have a lot more ideas and many more stories to write. Also, if any of you have story ideas you’d like to send, please feel free to private message me anytime. Thank you all again for reading.


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