My Brother, My Wife, My Cuckolding

Introduction

This story is about a man who becomes a cuckold by his brother and his newlywed wife. It is a work of fiction, all characters are 18 or older. If you find this topic offensive, off-color, or just not your cup of tea, read no further.   

The background:

This story is based on my recollection of a very drunken night. I'm sure all parties would have their own version. I'd love to hear my wife's view and my brother's take, but here is my perspective.  

My wife, Callie, and I met when she was 18, just out of high school. She was a virgin, and her friends were pressuring her to lose her virginity before college. I was 25, already out of college. We met on a one-day job and went out on a date. It took a couple of weeks before we had sex.   She made me use a condom until she went on the pill a year later when we got engaged. Callie was a beautiful, sexy girl with blonde curly hair and pretty blue eyes. Guys always looked at her.   As for my sexual experience, I had never had a girlfriend before, and the only two times I had sex before meeting her were bought and paid for.

At this stage of my life, I was having fun, partying, drinking, doing coke, and hanging out at strip clubs with my younger brother, Donnie. We were best friends. Donnie was a party animal and a major womanizer. Although he was married, he had several girlfriends and pretty much scored any girl he wanted: strippers, married women, nice girls, he fucked them all. He had a way with the opposite sex since he was a teen. All the girls found him so cute. I was skinny, not cute, kind of dorky, and lived vicariously through him.  

The first time Callie and Donnie met, maybe a month after we started dating, I was still living with my parents. When I left that day for work, my mother and Callie were having coffee. My mother went to an appointment when Donnie showed up. I talked to Callie the day she met my brother and she told me that he was with her. I instantly felt a twinge of jealousy. She told me on the phone that she and Don were getting to know each other and that he seemed nice.

I felt a little queasy, knowing they were spending quality time alone together that afternoon. I was at work and couldn't leave.   I still didn't really know Callie well, but I knew Donnie never wasted an opportunity with a good-looking woman. Later on, I mentioned to my mother my jealous feelings. She reprimanded me, saying the best way to scare a girl away is to be jealous, especially of your brother.

When I told Callie about Donnie's sexual antics, such as how he fucked another woman on the beach while on his honeymoon; his wife was asleep in their room, or that the girls he partied with would fuck him in the back seat of a car, the bathroom in a bar, or a back alley, she said that all those girls were sluts. One night at a strip club, Donnie got me a lap dance. When I told Callie, she was pissed that my brother was trying to corrupt me. The more of these stories she heard, the more she detested him. She often told me he was a pig, disgusting and immoral.

When Donnie and I would go out drinking, he'd ask about our relationship. I told him that Callie was a good girl, unlike the easy girls he chases around. He asked if she liked sex. I told her she seemed to; she never said no to me. He made a comment that all girls are sluts, and, given the right circumstances, she would give it up like all the girls he screws around with. I defended her, saying that while most girls might be that way, she wasn't. He wasn't convinced.

In a drunken confession, weeks before our wedding, he told me that the first time he met Callie, he hit on her the entire time until my mother returned. They had a conversation about sex. He knew she was a virgin when we met, and she never had sex with anyone else. Don told me that she even told him she was fascinated by cum and loved giving blow jobs and even swallowed, but that we only had sex using condoms.

Don admitted that he had asked her for sex, maybe a blow job because no girl had ever swallowed his cum and he offered to be the first to blow a load of cum inside of her, because he never uses condoms. "She said no and got mad at me, but dude the thought of me blowing a load inside of her was seared in the back of her mind. She always flirts with me. She's hot.   You are a lucky guy, brother but I'm pretty sure she'd fuck me under the right circumstances." 

After that night, I realized they had been flirting since day one. From then on, I was a lot more aware.   There was always a little touching, lots of eye contact, and giggles, a hug that lasted just a little too long. These interactions happened at family gatherings or when we just hung out.

I noticed that when she was wearing a skirt, dress, or shorts, if Donnie was across from her, she un-crossed her legs and spread them open slightly, teasing him with a glimpse between her legs to her panties, knowing full well that what he really wanted was just under that thin covering. I did nothing to stop it, remembering my mother's advice about jealousy. It was just flirting after all.

The morning after Donnie's admission, she asked how the night went. I told her that he told me about the day they met, that he had hit on her and that she shared intimate details about our sex life. I asked her why she didn't tell me this almost two years ago? She said that she didn't want to upset me or affect the relationship with my brother. She said from that first day, she really couldn't stand him, but was nice to him because he's my brother.

She admitted that she flirted with him, claiming that she was just being a cock tease. He thinks he can have any girl he wants, but he'll never have me; I'm your girl. I'm just taunting him. Other guys flirted with her too; they hit on her at bars after work, and she would come home and tell me, sex was always hot those nights, but nowhere near as hot as the times I saw her flirting with Donnie."

Our sex life was good. I had told her that I felt bad that she had never experienced being single, and having sex with other men like a lot of her single friends were. I said to her that if she wanted, I would let her have sex with someone else, anyone she wanted; I wouldn't say no. It could be a one-night stand, maybe even a date, as long as she told me all the details and I got to reclaim her.

She seemed to like the idea, and thinking about her sleeping with other men actually turned me on! She said maybe, "We'll see, but I'd never sleep with Donnie, not even if he were the last man alive." She declared, "I love you too much to ever do that to you."

The action

After the wedding, we moved closer to my family, so we saw Don more often. About six months after we were married, for Callie's 21st birthday, we went drinking with Donnie and his wife, Tammy, to a nearby restaurant where we shared huge, strong rum bowls. This was shortly after calling her out about her "teasing" Donnie. Callie openly flirted with him. I saw her hand on his knee more than once, but we all went straight home.

That night, Donnie had told me that for the last month, Tammy had quit the pill and insisted he wear a condom, so they weren't having sex. When we got home, I mentioned it to Callie, who said, "Of course, your brother told me he never used a condom." That night, we had sex, and she was oh so wet from flirting with him.

The next month, we went back to that place and got stupidly drunk. This night went differently; instead of going home, we all went back to our apartment, smoked a joint, and kept drinking. We were all drunk and high. As the night went on, Donnie's wife suggested we play cards, jokingly suggesting strip poker. Before we knew it, we were playing strip poker.  

Soon, we were all down to just underwear and panties. There was sexual electricity in the air.   My wife and sister-in-law looked so sexy. Donnie and I had erections bulging in our underwear, and I could see Callie's eyes constantly going to Donnie's crotch. He was staring at the outline of my wife's pussy through her silky white panties. Tammy's eyes looked away from us all. I caught the moment Don and Callie locked eyes in a direct gaze, my cock twitched. I ended up winning the last hand. I knew right then what I was going to do.

I told them the underwear had to come off. Callie was the first to stand up and pull her panties off. I recognized a cute little bow on them and realized they were the special ones she wore the night of our wedding. Don couldn't take his eyes off of her and his jaw dropped when he saw Callie's pussy was clean-shaven, he quickly tossed his whitey tights in the pile, letting his growing erection spring free. Donnie and Callie were ogling each other like love-sick teenagers. Finally, Tammy pulled hers off too.

They asked what the winner wanted to do. What happened next was 100% my decision. The appropriate reaction would be to kiss my own wife. That is not what I did. Without saying a word, I made a move on Tammy, leaving Callie vulnerable to Donnie, a man who flirted with her from the day they met, a guy who scored with every girl he wanted. We all knew he wanted my wife. She said she detested him, but I didn't believe it, deep inside, I knew she wanted him too. I decided to see how far Callie would go.

Donnie, not one to miss his chance, saw the opening and was instantly beside Callie. He put his hands on her face, pulled her mouth to his and kissed her. Without hesitation, she opened her mouth and let his tongue in. It was clear at this moment that she wanted him. Callie lustfully grabbed his cock, which was bigger than mine. She wrapped her fingers around his shaft, feeling his cock swell in her hand.

Donnie put his hand on the back of Callie's head, gently encouraging her to take his cock into her mouth. Without flinching, she opened her mouth and took the tip of his penis in her mouth, sucking and licking it, eager to let him know she wanted to do more than just tease him. Don's hand went between her legs, finding my wife was slick and aroused for him, as the feeling of Callie's mouth made him fully erect.

Then, she took my brother's balls in her other hand and, with a persuasive push on the back of her head from Donnie, she swallowed my brother's stiff cock, sucking him wantonly. His cock was shining, wet, with the saliva of my wife and his pre-cum. Her head bobbed up and down on his shaft as she performed oral sex on another man for the first time in her life.

Within two minutes of getting naked with my wife, my brother had succeeded in getting his tongue, finger, and cock inside of her body. Callie was no longer just flirting with my brother; she was now engaged in sexual activity with him.

That's when Tammy freaked out. "No, I only do it with Donnie," she said. Donnie had to break away from Callie to calm her down. As soon as she settled, Callie approached Donnie, took his hand into hers, and said, "Let's go, somewhere more comfortable, more private." Naked, in front of her husband and Don's wife, the girl who said she would never sleep with my brother, led him to our bedroom, closed the door, and took him into our bed.

Tammy was all upset. After a few minutes of trying to get her to make out with me, she refused. I left her to go see what my brother and wife were up to.   Already completely naked, Donnie was on top of Callie in my bed; they were making out and engaging in foreplay.   Donnie had one leg between Callie's, and his hand was moving between her legs, gently finger-fucking my wife's wet pussy as they kissed. They didn't even notice me. I sat on the edge of the bed and watched.

Then, Tammy came into the room and made another scene. I tried to get her on the bed to fool around, but she protested, saying she wasn't going to do this, be part of some orgy. Tammy said out loud, "You should use a condom." Callie looked at Donnie and said, "I'm on the pill." Tammy retorted, "He's been with a lot of girls."  Callie looked to Donnie, and said "no condom, please. " Tammy, knowing her sister-in-law was going to fuck her husband, left our bedroom, not wanting to be a party to this debauchery.  

Donnie was sexually active; he had sex with lots of women, but Callie knew he liked to cum in his girls and she wanted to please him.   The concept hit me; this was getting out of hand. I should put an end to it. But I told Callie that she could sleep with anyone; she was the one who was found my brother repugnant.

Truth was, they were more attracted to each other than I could have ever believed. I was already turned on by her giving him head.   My brother was going to fuck my wife, and I wasn't going to get in the way; the two closest people in my life wanted to have sex, and I was going to let them have that experience. My fantasy of watching my wife with another man was about to be real.

Don and Callie were passionately making out. I watched as he kissed her neck, moved down to her breasts, parted her legs, and then moved down her body until his head was between her thighs. He slid two fingers into my wife's soaked pussy, then licked the tip of her clit.  

Callie moaned as she put her hands on the back of his head and pulled his face to her mound. He slipped his tongue deep in her pussy, tasting my wife's musky pussy. He proceeded to thrust his fingers furiously in and out of her soaking wet pussy. He licked and nibbled on her clit in a way I had never done before. In a matter of moments, Callie was thrusting her hips against his face and fingers, clamping Don's face between her legs.  

Her moans of pleasure became louder. Her eyes closed, shutting out the rest of the world, surrendering to her lust as she realized what she was doing and who she was doing it with. Her legs fell apart, she howled in pleasure, her body convulsed as Donnie continued licking and biting her clit; she tried to push him away, but Donnie didn't relent.

He rubbed and ground his thumb on her clit, then stuck his fingers and thumb in her. Callie grabbed at the sheets as Don kept her climaxing until he decided he had her right where he wanted her. I have never given my wife an orgasm that intense or for that long. The lesson my brother gave me on how to eat my wife's pussy that night is something I'll never forget.  

There was no changing the course of events; it had already gone too far, and I didn't intervene.   Tammy had tried and failed.   Even if I changed my mind and tried to stop this, there was nothing I could do. Donnie had just given Callie the most satisfying orgasm of her life, she wasn't going to deny him what he really wanted. Donnie knelt between Callie's legs, stroking his cock in his hand, positioning himself to have sexual intercourse with my wife.

Before he did,   Donnie asked Callie if she wanted to fuck. She hesitated, looked at me, questioning what to do. In the heat of the moment, I wanted this as much as they did. My wife had just sucked his cock, he licked and finger-fucked her pussy, gave her an earth-shattering orgasm. What did it matter now? He'd done everything else with her? He might as well just fuck her. I gave her a thumbs up." She looked in his eyes and said, "Yes, I want to."  My brother was about to fuck my wife bareback right in front of me. He had found the right circumstance, he was going to fuck my wife.

Don then pressed the bare head of his penis against Callie's slit. He guided it up and down her gash, moistening the tip.   Her legs were tight together; he wasn't fully hard and asked her to spread her legs a bit wider. Sensing a slight delay in her reaction, I put my hand on the inside of her knee, encouraging her to open. She did, just enough for him to penetrate her. I had assisted my brother with my own cuckolding.

The tip of Don's dick disappeared in Callie.   Don said, "I'm in her." I backed off and watched as nature took its course right in front of me.   My girl's pussy, which had never been touched by any man except me, had opened for his cock and she enveloped his shaft in her vagina.

My wife was having unprotected sex with my brother. For the entire first year that Callie had sex with me, she always made me use a condom. The first time with my brother, he got skin-to-skin contact, no barrier between them. She knew what he demanded of his girls and she wanted to please him. It was around 3 a. m. and I realized Callie hadn't taken her birth control pill. I got it and slipped it in her mouth. She sucked it greedily off my fingers. She didn't seem to care what it was, but at least I knew my brother wasn't going to impregnate her.

We had not even been married for a year, and another guy, my brother, our best man, was fucking my bride in our bed. Their attraction was strong; it was physical, it was emotional, and had been repressed for three years. Don wanted to fuck Callie since the day they met. Now, ceding control of my wife to my brother, they were intimate like a husband and wife, and they were in my bed.

The truth was Callie wanted to be with him too since the first day they met; the thought of him unleashing his cum in her, had been seared in her mind when he offered it to her years ago.   Donnie was now lying on top of Callie, his balls dangling out of her, his entire cock hidden from view, buried deep inside my wife.  

She began to moan at the feeling of Don's cock stiffening and swelling until it was rock solid inside her.   He ground his hips in a circular motion, stimulating her clit and stirring her arousal. I told him that she liked attention to her ears; he went for that erogenous zone, nibbling, biting, and licking her ears; her pussy getting wetter with every nibble. He moved to her neck, where he aggressively sucked and bit her, leaving visible hickeys on her neck, marking her as his.  

Her ears and neck were glistening with his saliva. He kissed her passionately and pulled his hips up off her. Kneeling at the side of our bed, at eye level, I watched as his cock pulled out of her. His shaft was covered in a thick, clear coating of her viscous girl gel; the volume of her wetness was beyond my wildest imagination, I never knew it was possible for a girl to be that wet.

She was producing sheets of cum lubricating his cock as he started long, slow strokes in and out. Her body was reacting to the taboo nature of what she was doing and how badly she wanted to be with this man.  I could only imagine the pleasure he felt buried in my wife's cunt, which was wetter than I had ever known possible.  

His penis glistened with her wetness as he took full strokes, each time the head of his penis came out and he penetrated her again and again. With each stroke, he went balls deep. He must have plunged deep into my wife's bald pussy at least one hundred times.   Callie had never been this wet for me.   I was mesmerized by the sight of my brother's cock. It looked so big, slicing in and out of my girl like a hot knife through butter.

Her body was yielding to him in a way it never had with me. The only sounds were Callie's moans, Donnie's heavy breathing, and the slurping of his cock going in and out of her hole. She was letting my brother have her in the most intimate way. It was the most erotic experience I had ever had; they were actually beautiful joined together intimately as only a man and woman can be.

I had fantasized about watching her with another guy, but this was far beyond my wildest imagination. My brother had just made me a cuckold, and I was mesmerized. I watched the two of them coupled, like they were meant to be together. He knew one day he was going to have her, and despite claims that she hated him, she knew it too and now, she was making love to him.  

My brother whispered something to Callie, then Donnie positioned Callie's legs behind his shoulders, put one hand around her throat and started banging her furiously. I had never had sex with her this aggressively, and only once had she allowed me to put her legs back like that. His cock was rigid, thrusting in and out of her, there was absolutely no resistance on her part. She was loving every second of it, so was he, and so was I.  

This new position and dominating fucking sent Callie into her second orgasm with my brother. This time, it was his cock that hit her in all the right places, making her cum. With her legs up, Donnie's bigger cock went deeper than mine could, and it caused her to whimper, then shriek loudly with pleasure, "Oh, yes, oh." I felt a tap on my shoulder; it was Tammy.

She must have heard Callie. She took my hand and said, "Come with me." Just as we were leaving the room, I heard a primal grunt "uh, uh, yes".   I knew then that my brother was having an orgasm; his dick was throbbing deep inside Callie, unleashing his sperm in my wife. She had never been with another man, and now her pussy was a receptacle for my brother's semen. My wife was now one of my brother's cum sluts just like all the other girls he scored.

Tammy, completely ignoring them, took me to the living room. Tammy now wanted to have sex with me. I agreed, and we started having some steamy moments on the couch. As things got heated, I asked if we should use a condom. I knew she wasn't on birth control. She reassured me not to worry about it. I slipped into her, and now I was fucking my brother's wife!  

As I fucked her, the only thought in my head was that Donnie had actually done it, he had fucked my wife and she let him cum in her. About two minutes into fucking Tammy, I said, "Callie let Donnie's cum in her", the thought of my wife's pussy with my brother's semen inside triggered my cock to spurt, unleashing my cum in her. Then I abruptly left her and went down the hall to my bedroom.

Although I had been gone half an hour or so, I heard banging sounds coming from the room. To my surprise, Callie and Donnie were still going strong! Callie was lying flat on the bed, and Don was holding himself above her body, passionately stroking in and out of her, his cock still rock hard. His forceful thrusts were causing her head to slam against the headboard of our waterbed, which banged against the wall. Her knees were behind his shoulders and her ankles down by her ears, folding her in half.  

I saw my beautiful wife's cunt being penetrated relentlessly by my brother's cock.   Donnie then slowed down his movements. Callie moaned, feeling him throb inside. Donnie let out a grunt, thrust his hips forward, having yet another orgasm with in my wife, releasing even more of his sperm into her. This time with his own brother watching.

Callie was now another one of my brother's conquests. I felt a sense of humiliation that I had allowed my brother to fuck my wife, but proud of her and how she performed for him. I was actually in awe of my brother.   His ability to fuck any girl he wanted, even his brother's wife, with no regret was impressive.  

Callie asked if she could put her legs down and said, "You don't have to stop," but as she put her legs down, Don's cock slipped out, and he rolled off of her. I looked at Callie, her pussy gaped open, slick and messy. Before we had even celebrated our first wedding anniversary, my wife had unprotected sexual intercourse with another man. With her pussy wide open, I saw my brother's semen leak out of Callie's slit.   The dribble added to the already huge wet spot on our sheets. She was a sexy, slutty, beautiful mess.

I asked Callie if I could have sex with her.   "Yes, anyone, can anyone." With my brother's sticky goo smeared in and on Callie's pussy, I touched my penis to her vagina, but since I had just cum in Tammy, I couldn't get hard. Had I had the presence of mind, I would have licked her clean, tasting the mix of my wife and my brother's lovemaking, but it wasn't to be.

Not Over Yet!

That should have been the end of the story. But in the morning, I woke to the aftermath of my wife, who had passed out. Her thighs were coated with dried cum, and her pussy had a sticky mess of their combined cum. Knowing full well my brother's sperm were still alive and swimming free in her. I slid my finger in her pussy.

Donnie walked by going to the bathroom. On his way back, he stuck his head in and saw me touching Callie. I said to him, "Look, she's still wet." Donnie came in,"Get out of the way," he said, positioning himself between my wife's legs. "That's not wet, she's just sticky from my cum." "She was fucking awesome last night, bro. Did you fuck her after me?" he asked.  

When I said no, he went down on her pussy and started licking and fingering her. Callie woke and started moaning.   In just a minute, he said, "Now that's wet. Watch, your wife is going to let me fuck her again." He positioned himself between her legs, stroked his cock to an erection, and slid his cock up and down my wife's opening, getting the tip of his cock wet, then pressed his thick cock against my wife's pussy and slid easily into her once again.

He kissed her, she started moaning. My brother and my wife were fucking again. Donnie had scored with so many girls that I lusted for. In the last few hours, he proved that he could fuck any girl he wanted, my wife included. This sight of him sliding in and out of her bald pussy was just as erotic as before.

Don said to Callie, "Take your husband's cock in your mouth, show him that you are a real slut." I put my cock in her mouth, she instinctively started sucking. After a few minutes of my brother's cock going in and out of my wife's pussy, she moaned in animalistic the pleasure of having two cocks in her. It didn't take long before I came down Callie's throat, she swallowed it.

Don kept pumping, with the taste of cum in her mouth. Callie started moaning, reaching another orgasm. Donnie was holding himself steady above her. Callie lifted her ass off the bed, thrusting her hips up to his, causing her pussy to swallow Don's shaft.   It was like her body was craving more of his sperm.

Don closed his eyes and clenched his jaw, trying to hold back as Callie continued to have yet another intense orgasm with my brother. As her spasms subsided and with her body fully receptive, he humped deep into my wife, then groaned and moaned. I could only watch as my brother emptied his balls into my wife once again. Before he got up and left, Donnie said, "Dude, in case you weren't sure I came in her, now you know. You married a nice little slut there."

When we woke up in the morning, Callie was in a state of shock. She couldn't make sense of what had happened. But the smell of sex in the room, the oozing semen from her vagina, and the salty taste of cum in her throat all flooded her memory. She broke down in tears, got up, grabbed her panties off the floor that I had brought into our bedroom, and used them to wipe up the cum trickling down her leg, then slipped them on.

She left the room and ran into Donnie. He comforted her. He hugged her tightly, kissed her passionately, and told her that it was the best sex he's ever had, and she had nothing to be ashamed of. He slid his hand in her panties, fingered her, and told her that it was a really special night and he couldn't wait until the next time.   Callie returned to me, strangely settled, and told me what had happened. She was much calmer and proud of the fact that of all the girls he had fucked, she was his best.   Donnie and Tammy left, leaving me alone with Callie.

"What's next?" she said. With that, I slipped off the panties she had worn on our wedding night, stained by his semen she had wiped off her leg and damp from and the cum that leaked from her pussy while she was in his arms. I then reclaimed her, sliding my cock into her gooey pussy, slick with my brother's jizz. It was the first time I ever had sloppy seconds, and it was with my wife, her pussy full of  my brother's cum.

Knowing my cock was in her pussy full of his sperm was too much. I quickly blew my load deep inside her. My faithful wife had gone from having sex with only one man ever to having two men's sperm mixed inside her and a load of cum in her belly. The visible hickeys my brother left would be a reminder that my wife could be a slut and that my brother's sperm would be alive inside of her until those marks faded.  

The Ending

That night, my brother gave me a lesson on how to fuck a woman. He demonstrated it on my willing and receptive wife.   I still have never fucked my wife as well as Donnie did that night, nor have I given her such an intense orgasm. Decades later, Callie and I are still married.

Luckily, Tammy didn't get pregnant, and they have since divorced. Callie and I still see Donnie often. Despite the obvious fact that they are sexually compatible and that they enjoy each other's company, Callie has refused to have sex with him again. I have hoped, wished, and encouraged them, even given them opportunities. There were two close calls, I could write those stories, but they would be 100% fantasy. Unfortunately, it hasn't happened. Maybe Callie is wiser than I am.