Cuckolded By Well-Hung Brother
By Small Dave.
It wasn’t long before she became frustrated and cross about our sex life. She didn’t mince her words. She was unequivocal with me that I was well below average, that I had the smallest dick she’d ever seen, that I was too small for any woman but especially her as she had always been proud of her capacity and liking for very large dicks.
My younger brother Mike has a huge dick. It’s no secret. His girlfriend Dee boasts about it. All the time. She would show off about how often he fucks her and that she always cums when he fucks her. This would wind Angie up. The two women got on okay but were quite competitive, and Angie bitched about Dee to me. The four of us were close. We lived nearby and would go out to the pub, go to gigs, go to one another’s homes, eat and drink and crash out. We went to the beach and swimming pools and went on holiday together, camping usually. We shared hotel rooms a few times. We were young and liked to party. We hung out with a tight-knit group of friends. We’d get drunk and dance together, go skinny dipping in the sea or the pool. So we’d all seen one another naked. They’d all seen my dick. Angie laughed that she had the wrong brother and asked Dee if she could borrow him for the night.
My brother was quiet, but he clearly enjoyed the attention. He and I never talked about it.
Angie would tease me when we were in bed. She said she couldn’t feel my dick inside her. She would often compare me to my brother.
One year, for Angie’s birthday, we all went to the pub. Everyone drank a lot. This was back when all pubs closed at 11, so we planned to go to a nightclub we often frequented.
We were very drunk as we piled out of the pub and tried to organize cabs to take us to the club. It was confusing, and some people jumped in cabs and shot off while others wandered down to a chip shop where there was a taxi rank. I was very drunk. Dee got into a cab with a load of girls and left.
As I got into a cab, I saw Angie and my brother slope off down the road holding hands. I chased after them. They ran, but I caught them up. Angie said she didn’t mind me coming, but it was her birthday, and her gift was getting fucked by my brother. I begged them not to. They ignored me. They even kissed. I sulked and crossed the road. I lost them.
When I got back to our flat Angie and Mike were already there. They gave me a large whisky, and they kissed and began to make love on the sofa. Angie told me if I was going to be there, I could join in. I kissed her, and we undressed. I sucked her tits while they kissed, and she wrapped her hands around my brother’s huge erect dick. I went down on her while she sucked his dick. I kept losing my erection and desperately rubbing myself to get a hard-on. Angie noticed and laughed. She said I was getting in the way. She pushed me aside.
I went to the kitchen and poured myself a drink. When I returned, I tried to take part, but they got cross with me, and we all stopped. They were pissed off. Someone put some music on. I drank more whisky.
I must have fallen asleep because I woke to find myself alone on the armchair with a duvet on me and a pillow under my head. I stumbled into the bedroom, got into bed, and fell asleep. Later they woke me up fucking, and Angie was making a sound I’d never heard before. I went back to the armchair and slept until morning.
When I woke up, my memory was hazy. My brother was in the bathroom. I went to our bedroom. Angie was there, sleepy but awake. I got into bed, and we kissed, then I went down on her. She giggled and asked if I was sure about doing that after last night. I didn’t know what she meant, so I carried on. I licked her cunt, and she came. Then my brother came into the bedroom. He got into bed, and they kissed, and he fucked her. I watched. I finally had an erection. When he’d cum, and she let me climb between her legs and poke my little dick in her. She chatted to my brother while I did it, and I came very quickly.
She said, “Oh, have you finished? I didn’t even know you’d started!”
We went to the pub to meet Dee and our other friends. We had coffee. We didn’t talk much. They told us about the club and asked where we’d got to. I covered it with a story about me being too drunk and Angie and Mike taking me home.
After that, they often had sex. I sometimes kept a lookout while they fucked in toilets or against a wall behind the pub where we were out with Dee and friends. I had to make sure they weren’t caught. They did it when we went to family events and dinner with our parents. He fucked her at our flat when I was there. She sometimes let me have sloppy seconds.
They obviously met up without telling me because eventually, they were caught. Dee came home to the flat she shared with Mike and caught them in bed. She went crazy. She kicked Mike out. She came round to our flat and fought with Angie. She was furious with me for betraying her.
Mike went back to our parents, so they knew everything. So did our sisters. My father said he thought it was all my fault and couldn’t blame Mike and Angie.
Dee wouldn’t have anything to do with Angie and me. Eventually, she let Mike back, and soon after, they got married and moved away.
We still hung out with the same friends. All of them knew about what had happened. All of our male friends started hitting on Angie, and she would flirt with them and kiss them. Angie soon became frustrated and horny without my brother fucking her. Every time we went out, Angie brought one of our friends home and slept with them.
I was still confused, one moment upset and humiliated, the next aroused and submissive. Some nights I would enjoy watching Angie getting fucked, having her laugh at my dick, going down on her afterward, and tasting cum. Other nights I couldn’t bear it, and I would go out and walk the streets all night while she got fucked. I masturbated all the time.
It couldn’t carry on.
One night as I was leaving with Angie and a guy Sally, one of our friends took my arm and asked me if I wouldn’t rather go back to her place instead. I was nervous and scared of disappointing another woman. I totally lacked confidence and self-esteem, and I was terrified of sex. I asked her if she meant to go back to hers as in fuck. She smiled and said maybe, but only if I wanted to.
Sally was sensual, and I felt that lovely warm sexy feeling you get when a woman you hardly know links your arm, presses against you, and smiles at you like you’re special. She sensed my hesitation. She stroked my crotch and kissed me.
Don’t worry. We all know you’ve got a little dick. Your Angie’s made sure of that. So don’t worry about disappointing me. Come on. Let’s see what happens.
Angie appeared annoyed, but I didn’t stay to discuss it.
I was still nervous when I got to Sally’s flat. She said we didn’t have to fuck, but she wanted to see my dick. She made me undress. I stood in front of her naked. She knelt and looked at my dick. She kissed my little cock and stroked it, and rubbed it against her cheek. She explored every inch of my cock and my balls and the skin around. She looked up at me and asked if she could put it in her mouth. Of course. She sucked it and rolled her tongue around it, and did things with her teeth. Before I got too excited, she stopped and looked up at me again with a smile.
You’ve got such a lovely cock. No pressure, but I would really like to feel it in my pussy.
Sally was still dressed. She stood up and stroked my chest. I went to take her blouse off, but she stopped me.
No. Not yet. I haven’t finished with you. Actually, my pussy is quite wet, but it’s nice.
She explored my body with her fingers, her lips, her cheeks. She stroked me and made my skin tingle in places I wasn’t aware of. She told me I had dimples on my bottom, muscles on my legs, and downy hair on the back of my neck. She didn’t let me touch my dick.
It’s not all about the cock.
Then she let me undress her. I did the same as she had done to me. But starting at her shoulders and leaving her pussy till last. She giggled when my fingers tickled her. She asked me if I liked her tits. She seemed nervous.
Angie’s got much bigger tits, hasn’t she. I thought you might think I was too small.
I held them in my hands and kissed the space between them and told her, truthfully, that I thought her breasts were the perfect thing in the world.
It isn’t about how big they are, I told her. She giggled.
Not with tits anyway, I said, before she could say anything.
With what then? When does size matter? She kissed my shoulder.
“When you’re fishing, in a competition. And building skyscrapers; they always have to be bigger.”
We laughed. She kissed me on the lips. I felt her breasts press against my chest. My dick rubbed at the hair between her legs. She murmured.
She put my hand between her legs. I felt the wetness. I pushed my fingers inside her. I wanted to know her pussy as I had explored every other inch of her body. I knelt and kissed her pubic mound gently. I rubbed my nose at the top of the opening, pressed and inhaled, smelling her, then breathed into her. She stood and widened her legs, almost losing her balance. She held my head to stop me from falling.
“Can we do this in my bedroom? I can open my legs more easily when I’m on my back.”
She thought that was hilarious and dragged me laughing to her bedroom. She lay on her back while I kissed and touched her pussy. It was the first time I’d really done this. I’d licked many fannies but never gently and patiently. Sally showed me where and what felt nice, where to be gentle, where she didn’t like being touched unless she was really horny, then loved it. I licked and stroked her with my tongue, my face, my fingers. She began to pant and grabbed my head, pushing against me. She told me to use my fingers and be harder and faster, then she moaned and shouted and told me to stop now. Then she asked me to lick her gently.
She laughed and said, “Wow. God, I needed that so much. Ooh yes. You can come again.”
I went climbing on top of her as I was accustomed to. My turn. A quick, perfunctory fuck, an ejaculation as a reward for giving an orgasm.
She stopped me. Not yet.
She made me lay by her side. We held hands and turned our heads to kiss. Then she crouched over me and kissed me, holding my arms down with hers. I felt her nipples brush my chest. I felt her damp pussy on my balls. She moved down my body, kissing me until she got to my cock. She blew on the head. She kissed the shaft than my balls. She looked up at me. She moved so that first one nipple, then the other stroked my dick. It felt wonderful.
“I really want to feel your lovely dick inside my pussy.”
She straddled me and held my cock, then lowered herself down until my dick was inside her. I’d never felt anything like it. I held her waist and began to move my hips. She stopped me.
“Don’t move. I’m on top. Relax.”
I panicked that I might lose my erection.
“Don’t worry. Relax. Feel.”
She did something using muscles inside her, tightening and squeezing me. Then she wiggled backward and forwards, gently, slowly. I stopped worrying that I might slip out as often happened. She made movements from side to side and round and round. I felt myself cumming and gasped.
“I’m going to….”
She smiled back at me: “Ooh yes, it feels so nice. I want you to cum in my pussy.”
She stopped moving, delaying my orgasm, then moved in smaller, gentler motions. She sat back, and my dick pressed against a different part of her. We maintained eye contact. My eyes and mouth were wide open. She smiled and moaned.
“Good. Cum inside me.”
She put my hands on her breasts. I gasped as I experienced the most powerful, long-lasting, intense orgasm. As it subsided, she held me inside her and smiled. Then leaned forward, and we kissed. My dick was soft and slipped out of her, and she giggled. She kissed my soft dick, licked the cum from it. She said it tasted nice. It shrank to the small acorn nub of its softness. I was usually ashamed of this. Nobody had ever looked at my flaccid dick with anything but scorn. She kissed it. She told it to rest. Then we kissed and hugged and eventually fell asleep.
We woke up in the night and had sex. In the morning, she went down on me. I told her I had never cum like that and didn’t think I could. She told me she liked a challenge. It took half an hour. I told her I didn’t mind if we didn’t finish. Eventually, I relaxed and let myself cum in her mouth.
When I got home, Angie wanted me to tell her what we’d done. I didn’t want to go into details. She said she was pleased. But she didn’t like it. She asked if I was going to fuck Sally again. I said probably. She was disparaging about Sally. She told me I was lucky to have found a weird slut with a thing for little dicks.
I tried to get Angie to do some of Sally’s things, but it didn’t work.
Angie continued to bring guys back, but I just tolerated it. When Sally was at the pub, Angie was overly friendly with her. When we left, Angie asked if I was coming home or going with Sally, who likes little dicks. I went with Sally. I left Angie and got a flat of my own. I made it clear I wasn’t leaving Angie for Sally. Angie was more upset than I expected. She promised to stop shagging other men. She told me she loved me.
I continued to see Sally. I fell in love with her, but she said she didn’t want a relationship. She met someone else and told me that she couldn’t sleep with me anymore as the new guy was ‘the one.’ I asked her if he had a bigger dick than me. She smiled and said yes, much bigger. She said she’d loved having sex with me but that there’s something beyond amazing about the feeling of a massive penis inside her pussy.
I dated other women. When I met my wife, our sex life was good, mainly because of what Sally had taught me, the confidence and self-love she’d allowed to grow in me.
When I masturbate, I still think of my brother banging Angie with his big cock.
*This story has been edited to fix spelling, punctuation, & basic grammar, but the narrative and plot have remained the same. Just remember, even with the limited editing we do, it doesn’t mean any possible major flaws in this story were fixed.