# INTRODUCTION
I didn’t always have a cuckold fantasy. Like many others I’ve spoken to it’s something that developed slowly over a long period of time, and for me, the process started with trauma. In high school I dated a girl named Alex. She was my first girlfriend, my first kiss, and the girl I lost my virginity to. Our relationship was mostly teenage puppy love and for the brief time that we did date, things were mostly good.
That changed once we graduated from high school. Alex went off to college in the summer leaving me behind as I didn’t start until the fall semester. The distance was tough and gradually I began to suspect something was wrong. Fast forward a couple of months and I learned the truth. Alex and I sat in my car in the parking lot of a Starbucks days after she returned from summer semester, and she confessed to me amid tears that she had slept with someone else. “It only happened one time,” she said. “It was an accident,” she insisted. “I love you,” she assured me.
As you can imagine, I was hurt. I loved this girl and she traded our relationship for a night of drunken sex. We didn’t break up though. I was young and stupid, so I stuck around because I thought forgiveness was the mature thing to do. But things didn’t last long. We stayed together for 3 more months. And in a strange turn of events, I found myself in possession of her Facebook login information, so I decided to do some digging. I knew the name of the guy she’d slept with and I decided to read their messages. I learned a lot more than I bargained for.
I learned they had sex more than once and that it was the best sex Alex ever had. All their playful flirting made me sick to my stomach. The heart emojis. The winky faces. And then I stumbled on a comment that made me want to die.
“You’re so much bigger than my boyfriend,” she said.
“You mentioned that,” he wrote back.
Reading that fucked me up. I immediately knew I never wanted to see her again. That might sound petty, but the male ego is a fragile thing. I was hurt and I knew she couldn’t do anything to make me feel better. So I called her. I told her what I did, what I read. And I told her never to contact me again. We haven’t spoken since.
As time went by I began to heal. I focused on my studies, making new friends, and started going to the gym for the first time in my life. Despite the blow to my self-esteem, I developed a second wind of confidence and promised myself I’d move on and become a better, stronger person.
However, those thoughts still lingered in my mind. I tried not to think about what I’d read, but I began to look at myself with a critical eye. I saw other men in the gym at school and I felt small. I wasn’t very tall and I must’ve weighed 140 pounds soaking wet. This made me very insecure about my masculinity.
Then one day something happened. I don’t know how I got there, but amidst a fog of confusion, jealousy, and arousal I found myself in a bathroom stall in the physics building at 10 pm jerking off to the thought of my ex-girlfriend enjoying a much bigger dick. I couldn’t get the thought out of my head. I fantasized about her pulling his pants down and seeing it for the first time – the shocked expression, the audible gasp, the excitement on her face, the flattering compliments.
“You’re so much bigger than my boyfriend!”
Then I came, hard. I immediately felt disgusted with myself. I was ashamed. But slowly those bitter feelings gave way to newer, better feelings. It was as if I had gotten over the hump of denial and accepted the truth: Brian had a bigger dick than I do and he fucked my girlfriend. The pain of that thought was too much to handle, and the only way to truly accept it was to learn to like it. That was the start of my journey.
# PART I
A few months later I met a girl named Hayden. She had a class with a friend of mine and he invited her to go bowling with us one Friday night. Much to his chagrin, she took an interest in me and by the end of the night, I had her number.
Soon enough we were spending all of our time together. I was in love, and for the first time I felt like someone really, truly loved me back. Hayden and I were very similar. We both had bad dating experiences at the beginning of college. I got cheated on and she lost her virginity to some guy she met at a party who never called her back. We found kinship in that. As shy introverts, neither one of us had ever been very popular. We vowed to help each other come out of our shells and become more confident, capable people.
A big part of our commitment revolved around fitness. Neither one of us was very athletic at the time and we wanted to change that. We wanted to feel confident and proud of our bodies. So we started lifting weights together and eating better. Once we started seeing results we were hooked and felt invincible.
Two years went by. Hayden and I were deeply in love. We had countless memories together: Disney World, college football games, hayrides in the fall, concerts, hiking, and long road trips just the two of us. We were happy. Our sex life was amazing too. We were both very vanilla, but the emotional bond we had developed was strong and the sex was always very passionate. We made love daily. And my god, she gave me the most incredible blowjobs I’d ever had.
Our commitment to fitness had paid off. I had gained a good 25 pounds and looked a lot healthier. My posture was better, I had some muscles, and had even garnered compliments from men and women alike, which was new for me. Hayden had changed too. She was participating in weight lifting competitions and her body was incredible. It seemed like overnight my girlfriend became a total smoke show. I found her attractive from the day I met her, but now she was hot. Like, really hot.
A little more about Hayden: she’s only 5’0 and very petite, with a natural hourglass figure, thick thighs, a great ass, and a tiny waist. She has short brown hair styled in a chin-length bob. Usually, she straightens her hair, but it was naturally wavy. Her skin is very fair with freckles across her cheeks, nose, and the tops of her shoulders. And her best feature, in my opinion, is her bright blue eyes. They are captivating. For reference, her celebrity lookalike is Alison Brie.
So there I am with a (hot) girlfriend of two years, both of us very happy and in love with a great sex life. And yet, those thoughts and feelings I had years prior never went away. I knew Hayden had been intimate with 2 other guys before me, neither of whom I’d met. I always wondered who they were, what they looked like, and if they were bigger than me. No matter how hard I tried, I couldn’t shake the fantasy. Maybe my consumption of porn helped fuel my desire, maybe not. Either way, all I could think about was sharing Hayden with someone better.
Despite my progress in the gym, I still felt puny. I felt less than. I knew my dick was small, but I also knew Hayden was happy and satisfied. Still, I couldn’t help but wonder if she would enjoy more than I could give. After years of secrecy, I finally mustered the courage to tell her about my fantasy. We were laying in bed one night just after having sex and I asked her if she had any fantasies.
“Not really,” she said.
She was being timid and quickly flipped the question on me. That was my cue. I told her I wanted to share her. She sat up in the bed and looked at me, completely shocked.
“What? Really!?”
I didn’t tell her every detail of my fantasy right there, but I told her that I thought she was incredibly sexy and deserved to be shared. I told her I wanted to watch, not participate. I didn’t tell her I felt inadequate as a man, and I didn’t tell her I wanted nothing more than to see her take a big dick. That would come later.
We talked about my fantasy for a while. She was taken aback and hurt. She asked if I even loved her at all. I thought I screwed up and felt terrible, but assured her that I loved her more than anything, and explained that I fantasized about seeing her experience pleasure. She was the object of my desire and adoration, after all.
To make a long story short, this conversation became a recurrence for several months and, slowly but surely, Hayden warmed up to the idea. First I asked her to play with a toy while I watched. She’d use her vibrator, sliding it in and out of her pussy while looking at me. She’d press it against her clit and orgasm while we gazed into each other’s eyes and kissed. Sometimes I’d help her use the toy, or hold her while she played with herself. It was electrifying.
Then we started experimenting with dirty talk during sex. I’d tell her what I wanted to watch her do, or how much I’d love to watch her cum with someone else.
Eventually, we tried to role play. And after one exceptionally hot session, I asked her if she’d like to take things a step further and try this for real.
“I think so,” she replied. I was ecstatic.
We spent the next month planning and getting things in motion. We decided to start with just a blowjob. That felt like the safest first step. But where would we find a willing participant? Hayden and I wanted to keep this a secret, so we were reluctant to ask a friend and didn’t want to use Tinder just in case someone we knew saw her on there. That’s when I revealed another layer of my fantasy to her. I told her I wanted to see her play with a big dick.
“Seriously?”
Seriously. I told her I knew I was on the smaller side and wanted to see her enjoy something bigger. She was nervous about that. A close friend of hers had been very clear about her preference for larger men and had encouraged Hayden to “go big” sometime. Hayden admitted that the thought of a big dick excited her and she found them to be visually appealing, but she was nervous about actually taking one because she was so small and tight. Nonetheless, she agreed to suck one. She wanted to fulfill my fantasy, and who knows, maybe she’d like it?
The problem was how do we find someone big and willing to let me watch? That’s when Hayden mentioned Sean. I had heard her talk about him before. All I knew was that she sucked his dick once a few weeks before we met, but now I got the whole story. Hayden had met Sean at college orientation and he was the first guy she was interested in our freshman year. They didn’t hang out very long though. She wanted a boyfriend and Sean wasn’t interested in being tied down. Then she told me she almost lost her virginity to him. They had hooked up one night after a frat party and when Sean pulled out his dick, Hayden refused to have sex with him. So he settled for a blowjob.
“He was so big, I thought he would hurt me.”
My mind was racing. *How big is this guy?*
“It’s the biggest dick I’ve ever seen,” she said while laughing.
I guess a girl never forgets a big dick! The friend who had encouraged her to try a big one knew about Sean and tried to convince Hayden to hook up with him again. She almost did, but she was too scared to contact him after turning him down that first time. And later she found out he had slept with one of the girls across the hall in her dorm. She didn’t want to be another notch in his bedpost.
I had already made up my mind at this point. I asked Hayden if she’d hook up with him again and after some deliberation, she agreed. He wasn’t a part of our friend group and neither of us knew anyone else in his fraternity, so we figured it was a potentially safe bet. And Hayden was attracted to him, which was important. Above all, I wanted her to enjoy this.
It had been three years since she spoke to him, but they were still friends on Facebook. We discovered Sean was newly single since his girlfriend had graduated the year prior and moved away. Hayden messaged him and they chatted back and forth until she asked if he’d like to grab a cup of coffee sometime and catch up. Sean agreed.
Hayden’s little date with him was a few days later on a Thursday afternoon. I told her to dress cute, so she wore a white “Vote for Pedro” T-shirt and jean shorts with a pair of red Vans. About an hour after they first sat down I got a text saying “he’s interested.” I couldn’t believe it. Hayden came home and told me everything. Sean was curious, but he hadn’t said yes. He thought it was a joke at first, then thought it was a setup, and finally he agreed to meet both of us for a conversation. He wanted to hear it from the horse’s mouth.
A few days after that we all met at a brewery next door to Hayden’s apartment. I was extremely nervous. I didn’t know what to expect. I didn’t know what he was going to think of me. Would he make a scene? I had no idea. Right as we sat down, Sean came in. I had seen pictures of him from Facebook, but seeing him in the flesh was intimidating. He was 6’4 with broad shoulders and a strong build. I felt small again. My hands were clammy as he came up to us. Hayden gave him a hug then we shook hands.
“Nice to meet finally meet you,” he said. “I’ve heard a lot about you!”
We all laughed.
“Nice to meet you too,” I said.
“I’m gonna go grab a beer, then we can talk.”
Hayden and I sat there while he went to the bar. My heart was racing. I felt queasy. I was shaky. It was a strange mix of nervousness and excitement. Sean came back and we made some small talk for a few minutes, mostly about football season, graduation, etc. Finally, we got down to business.
“So Hayden tells me you want to watch her with another guy,” Sean said. “That true?”
“Yeah, I want to share her.”
“That’s pretty wild,” he says. “Have you guys done it before?”
“Nope,” I said. I told him this was a big fantasy of mine and we had agreed to give it a try since it was our last year of college.
Sean turned to Hayden, “and you’re okay with this?”
“Yeah, I’m into it. I think it’ll be fun,” she said back.
“Why me?” He asked.
“Well,” I said, “Hayden tells me you have a big dick an-”
Sean laughed aloud and looked over at Hayden.
“What! It’s true!” she said.
I felt so awkward. *I’m really gonna ask this stranger if I can watch my girlfriend suck his dick?*
“Wow,” he said, “okay, okay. Yeah, I do.”
“How big are you, anyway?” I asked.
I’ll never forget his answer, “8.3 to 9 inches, depending on the humidity.”
Holy shit, I thought. He must’ve seen the shock on my face, “I’m pretty blessed.”
Anyway, our meeting went well, and Sean agreed to join us on our adventure. We told him we weren’t sure if we’d like this, but we wanted to give it a try and test the waters with a blowjob before diving in headfirst. He was fine with that. Even if things went terribly wrong he’d get a blowjob out of it, and Hayden and I would know this lifestyle wasn’t for us. We agreed on a date for our first tryst and asked Sean to get himself tested at the campus health center beforehand.
The next day I was sitting in my room, alone. I got my dick hard and put a ruler up against it. I was just under the 5 inch mark. I moved my index finger up to about 8.5 inches and contemplated the difference between us and what it would mean for Hayden. Holy fucking shit.
# PART II
Like I said previously, Hayden and I had a great sex life together. We were very vanilla, but at the time, we were satisfied with things. We had sex nearly every day. She gave me incredible blowjobs, I loved going down on her, and sex would usually last 10 minutes or so. We stuck to the basic positions most of the time and had very passionate sex. But every now and then, we’d fuck like animals. I’d pound her as hard as I could for as long as I could. She always enjoyed the rougher stuff, but I was far too nice to really give it to her. I didn’t want to hurt her.
I could never really manhandle Hayden either. Despite her being only 5’0 tall and about 110 pounds, I wasn’t strong enough to pick her up and toss her around like a rag doll. That was something I wanted her to experience though, even if I couldn’t be the one to give it to her. I knew she’d like feeling small, dainty, and vulnerable. And that’s exactly why I wanted a big guy like Sean to have a go at her.
Hayden and I had a ton of sex, but outside of me, she wasn’t very experienced. She had given a couple blowjobs here and there and had two one-night-stands before she met me. So the thought of my sexually inexperienced, very vanilla girlfriend getting paired up with some big, strong guy with a huge dick got both of us super excited.
The days leading up to our rendezvous with Sean were surreal. I knew what was coming and had fantasized about it for years, but I was not prepared to witness it. I don’t think I could’ve been. It’s like this: I had always seen snapshots in my mind; I envisioned singular moments, not a long and drawn out reality. For me, the thought of her giving a blowjob to someone else was like having a photograph of her with someone else. I wasn’t prepared to see it unfold and sit there for the full duration. We were both excited and talked about it endlessly, but I was far more nervous than she was.
The day finally came. Friday, September 19th 2014. We met Sean at the same brewery as last time. Hayden and I both ordered a beer and a shot to calm the nerves. Sean showed up a few minutes later. He brought his test results with him and dropped them on the table in front of us. Hayden looked them over and handed them to me. He was clean. He ordered a beer and came back to our table. My stomach was in knots, I felt sick, and I was trembling. I think I was on the verge of a panic attack because I barely had the strength to hold my beer glass.
We made small talk again, mostly about the football game the next day and our high hopes for the current season since our college had done exceptionally well the year prior. I remember Sean telling us his fraternity was having a tailgate party and he could get us in if we wanted to come drink for free, but my mind was elsewhere. I didn’t have much to contribute to the conversation; I could barely think straight.
We didn’t stay at the brewery very long. Hayden and Sean finished their beers quickly, but I couldn’t get mine down. The nervousness had completely killed my appetite. Sean went to the bathroom and we decided to head back to the apartment once he returned.
Hayden was wearing tight jeans and a tasteful, black crop top. You could see her stomach and belly button. All those squats had paid off because her ass looked incredible in those jeans. She had straightened her hair and put on makeup that night too. Bright red lipstick, a little blush, and perfect winged eyeliner, just like Sophia Loren. She looked so damn cute. And she was about to suck Sean’s cock right in front of me.
We got up to Hayden’s apartment. I watched her fumble with the keys to unlock the door. She wasn’t nervous though, just tipsy. Hayden had a roommate, Toni, but she wasn’t home that night. We made our way to her bedroom. I asked Sean if he wanted some water.
“Yeah, sure,” he said.
I poured water for him and myself. Hayden went into the bathroom, closed the door, and turned the fan on. Sean was sitting on her bed when I came in. I handed him the water and then took a seat at Hayden’s desk. We sat there in silence for a few moments. My heart was pounding out of my chest and I wondered if Sean could hear it or tell how nervous I was.
Her room was small. The bathroom was at the back of the room, with a tiny closet. She had a desk and a chair next to the closet, then her full-sized bed and a table, with a tall window behind the headboard. I was sitting maybe 10 feet away from Sean, so I had a great view of the action.
Hayden came out of the bathroom and sat on my lap. She looked me in the eyes and asked, “well baby, are you ready?”
“I’m ready,” I said back quietly. I felt sick.
Hayden grabbed my face and kissed me. A long, passionate kiss. Then she got up and walked over to Sean. He was sitting on the edge of the bed leaning back with his hands spread on the mattress. She stepped right between his legs and put her hands on his knees. They both smiled at each other.
“Are *you* ready?” she asked.
“I am,” he said.
Sean grabbed Hayden’s chin with one hand and used his thumb to caress her bottom lip. He pulled her in and they kissed a few times. Hayden reached down for his belt and started unbuckling his pants. After a few more kisses she dropped to her knees. Sean stood up and his jeans fell to his ankles. Hayden reached for his underwear next, but Sean grabbed her hands and stopped her from pulling them down. His bulge was huge.
He looked over at me. “Are you sure you want this?”
Hayden looked over at me too and we made eye contact for a moment. She wanted this.
“Yeah, I do,” I said shakily.
Sean looked back down at Hayden and let go of her hands. She bit her lip and pulled his underwear down, revealing the biggest dick I have ever seen in my life. My heart sank deep into my stomach. Sean kicked his underwear and jeans aside, while Hayden grabbed his dick and began stroking him slowly. I could only see her from the side, but I could tell she was grinning. His flaccid dick put my 5 inches to shame. Only a few seconds in and both my mind and my heart were racing uncontrollably. My beautiful girlfriend was on her knees in front of another man, stroking his huge dick. Holy. Fucking. Shit. Hayden began using both hands as his dick grew. I was awestruck. I’d never seen a dick that big. It’s no wonder Hayden turned him down when she was a virgin!
“So big,” she whispered.
“Bigger than you’re used to, huh?” Sean replied.
Hayden giggled, then slowly took the head of his penis into her mouth.
“Fuck, baby.”
She sucked him gently, then kissed his cock up and down while running her tongue along the underside of his shaft. He was loving it. She looked so damn cute that night. She was so small compared to Sean too. Seeing this petite little thing on her knees in front of this giant man with a giant dick was truly spectacular. My head was spinning. I sat there in amazement as she went down on him, completely transfixed on her, watching her every move. My nervousness gave way to jealousy and anger. Part of me wanted to punch Sean in the face. Part of me wanted to curl up into a ball and cry. And yet another part of me was more turned on than I have ever been in my entire life. It was an emotional roller-coaster like no other.
Hayden was really into the blowjob too. I knew this was super exciting for her, but she exceeded my expectations. She sucked his dick eagerly and enthusiastically like she *wanted* to suck his dick. And my god was that hot.
Sean leaned back on the bed and Hayden started trying to deepthroat him. She could barely get half of his dick in her mouth without choking. She’d push him into her throat as far as she could, then gag and take it out. His dick was all shiny and covered with spit. Hayden would look up at him and smile while trying to catch her breath.
Sean’s growls and moans made me even more jealous. But at the same time, I was glad to see him having such a good time. Hayden pleasured him for what seemed like an eternity. She started slow and soft, and soon enough she was stroking him with both hands while sucking on the tip of his dick. She kept that up for a while but got tired. She had been sucking for 15 minutes or so. To me, it felt like an hour.
She let go of his dick with her hands and it plopped back onto his stomach with a thud.
“I’m not used to using my hands so much,” she said.
Sean grabbed her by the chin again and pulled her in for a kiss.
“Can I fuck your mouth?” he asked softly.
“Mhmm.”
Sean stood up and grabbed her head with both hands and began thrusting in and out of her pretty little mouth. I could hear his dick hitting the back of her throat. I could hear her choking on him. Those sounds, *my god!* Hayden sat there on her knees with her hands on her thighs, letting Sean use her like a toy. He pulled his dick out of her mouth. Hayden was gasping; her spit was all over his dick, running down her chin.
“Fuck yes,” Sean exclaimed. He slapped his dick on her tongue a few times. Then he pushed it back in her mouth.
“Stay right there.”
He began slowly thrusting his cock between her lips.
“Look at me. Let me see those pretty eyes.”
Sean was in control and Hayden had submitted to him completely. He held her head with both hands and continued fucking her mouth for a few more moments. Then he pulled his glistening cock out and let her take over again. Hayden immediately began stroking his shaft again and sucking his tip.
“Oh, fuck, baby.”
A few moments later I watched his big dick convulse and pump Hayden’s mouth full of cum. She maintained eye contact with him while he came. Then he pushed further into her mouth and she gagged as cum oozed out from between her lips, sliding down her chin and dripping onto her blouse.
Sean pulled his dick out and Hayden swallowed the rest of his cum. He sat back on the bed and they both smiled at each other.
“Did you enjoy that?” she asked him.
“That was fucking amazing,” he replied.
“I’m glad,” she said, reaching for his dick. She put him in her mouth again and sucked him gently, then began kissing his shaft.
That’s when Sean turned to me, “you’re a lucky man!”
“Yeah, she’s a keeper,” I said back.
Hayden was still on her knees with cum on her chin. She looked over at me, put her fingers under her chin, tilted her head, and smiled big. God, she looked cute. We all laughed for a moment, then she got up, gave Sean a quick kiss, said “that was fun,” and came back over to me. She put her hand on my shoulder and whispered in my ear, “I’m gonna go clean up.” She went into the bathroom and closed the door.
Sean was already getting his pants back on. He didn’t stick around long. I walked him to the door and we shook hands. He told me again that I was super lucky to have Hayden, said he had a good time and would love to do it again. I felt so pathetic at that moment, but I held it together. I thanked him for the kind words, told him to have a good night, and said we’d be in touch. I closed the door behind him. That’s when reality sank in: *I just watched my girlfriend suck another man’s cock.*
I ran back into the bedroom and Hayden was wiping her face with a washcloth. She had thrown her cum covered shirt into the hamper but still had her jeans on. I went right up to her and pulled her in close. We started kissing immediately. I was so fucking horny. I had to have her. I pushed her toward the bed and pulled her jeans off.
Her pussy was already soaking wet. I pulled my clothes off as quickly as I could, climbed on top, and slid my dick inside of her. I’d never been more turned on and after about ten quick thrusts, I came. She pulled me in and we locked lips again.
“God, you are so fucking sexy,” I said to her.
We spent the rest of the night in bed together, making out and talking. I couldn’t get enough of her. We had sex a second time later that night and I still couldn’t last longer than a few moments.
# PART III
Hayden and I both enjoyed Sean’s first visit. We didn’t start talking about a second date right away since we had agreed to take things slowly. Plus, we were still reeling from the blowjob. It was an incredible experience for both of us and it reinvigorated our sex life, not that we needed that. We couldn’t keep our hands off each other. Hayden had never been hotter.
A blowjob was one thing, letting him fuck her was another. I was nervous about taking things a step further. Not because I didn’t think I would enjoy it, but because I knew this was going to change things. Blowjobs are intimate, sure. But letting someone fuck your woman is like opening Pandora’s Box – there’s no turning back. Sean’s dick was huge and I’d never be able to give her something like that. But that fact turned me on more than anything. Cuckolding is weird.
After watching her the first time, I was totally obsessed. It was practically all I could think about. I found myself jerking off to the thought of Sean fucking her more than before, and every time we had sex I’d think about his big dick in her tight, little pussy.
I didn’t ask Hayden about fucking him for a while, and when we finally did talk about it, she quickly agreed. She was surprisingly eager to jump into bed with.
“Yeah, I wanna fuck him,” she said. “Do you want me to?”
“I do. I really do.”
We agreed to make new plans with him. And Hayden told me something else. She said the blowjob was “a huge tease,” for her. She had wanted to climb on top of him that first night.
I reached out to Sean and asked him if he’d like to fuck Hayden. He did, of course. We picked a day for the big event: Saturday, October 11th, 2014.
I had a lot of ideas in my head for how I wanted this to go, but I didn’t want to give Hayden directions. I wanted it to be organic. I wanted them to enjoy each other and get lost in the moment, not stick to a script. Ultimately, I wanted them to forget I was even there.
One of the things I was focused on was making Hayden out to be an offering for Sean. I saw him as superior, as the “alpha male,” and I wanted that to be clear to everyone. I wanted to give Hayden to him because he deserved her. Now, I didn’t come out and say that to Hayden, but it’s how I felt. Instead, I decided the best way to communicate this was to have Hayden doll herself up. I wanted her to look flawless for him. I wanted his jaw on the floor whenever he saw her next. I figured Hayden would want to do her hair and makeup again. I asked her if she’d like to get a tan and a bikini wax. She’d never been to a tanning salon and had never gotten a wax before. I wanted her to do it for Sean. So I called and made appointments for her. She tanned twice before his visit and got a full bikini wax that morning.
She owned a little black dress that she’d wear on the odd chance we went to a club or upscale bar. It was short and very tight. Her figure looked great in it. I insisted she wear that with a set of black heels. We agreed to meet Sean at the brewery again. Hayden and I spent all afternoon together. We laid in bed cuddling and making out, talking about how excited we were. We didn’t have sex, but I went down on her for a few minutes. Her pussy felt amazing after being waxed. It was so smooth and soft. Sean was going to have a field day with her. I was simultaneously jealous, excited, and nervous.
A few hours later and we are back home. I watched Sean peel Hayden’s dress off and run his hands all over her body. She looked incredible with a tan. He couldn’t stop complimenting her and she was smiling from ear to ear. It was clear she felt sexy. Sean kissed, sucked, and grabbed her all over. He spun her around and she pressed her butt into his groin while he kissed her neck, whispered in her ear, and played with her breasts. I was watching from the corner harder than ever, feeling like a live wire.
Then Sean’s clothes came off and Hayden was on her knees again. She sucked his dick while he leaned back on the bed and watched her. He pushed the hair out of her face while she pleasured him.
“So pretty, baby.”
I loved hearing him compliment her. Sean enjoyed her mouth for a few minutes, then they traded places. He threw Hayden onto the bed, pushed her knees up to her head, and went down on her. She squirmed and purred. Once she was nice and wet, he looked up at her, “are you ready?”
She looked so sexy. Sean stood up and put the tip of his penis against Hayden’s little pussy. She held her legs back and watched eagerly as he slid his huge dick inside of her. Hayden’s jaw dropped.
“Holy shit,” she said.
He had barely entered her. My stomach was in knots.
“You’re so tight.”
We all watched as he slowly inched his way into her warm pussy, one slow thrust at a time. Hayden was tight, even for me. It took Sean several minutes to open her up. He’d push in as far as he could, then pull out and try again a few moments later. Each time, he’d get a little deeper. Hayden winced with each thrust and I could see panic on her face.
“Oh my god,” she said in between breaths. “You’re so fucking big.”
Sean smirked. I swear, I could see his ego grow by the second. I can’t even imagine the intense satisfaction he must’ve felt in that moment, giving this beautiful girl the biggest dick of her life right in front of her boyfriend. And this was just the beginning. Eventually, Hayden opened up and took all of him. Sean started fucking her, hard, and seconds later I watch her body writhe as she climaxed. She was red in the face, out of breath, and making wholly unfamiliar sounds. Her legs shook as she gripped the sheets. I’d never seen her like that before.
“Oh my god, oh my god, fuck,” she exclaimed.
I was in awe. I could rarely make Hayden cum from penetration, and when I did, it seemed to take a Herculean amount of effort. Sean managed to make her cum in 2 or 3 minutes. I knew his big dick would change everything. Over the course of the next half hour, I watched Sean fuck Hayden better than I ever had. They started in missionary. Sean held her legs by the ankles and spread her wide open. He plowed her while she watched his gigantic dick disappear inside her, and a few minutes later she came again.
They moved to doggy next. Sean spanked her, fucked her hard, and pushed her face into the mattress. Then he grabbed her arms and pulled them back behind her, completely immobilizing her. He made quick, deep, and powerful thrusts. Hayden came again. Sean pulled out, then ate her from behind for a few moments.
“Come here baby, get on your knees,” he commanded.
Hayden slid off the bed and landed in a heap on the floor. She wrapped her lips around his cock and sucked him diligently. Then Sean got on the bed. Hayden climbed on top of him and rode him in cowgirl. That was really something. We didn’t do that position much because I always fell out so easily, but she went wild on Sean’s dick. He was so big, she didn’t have to worry about him slipping out like I did. Sean was holding her still and thrusting up into her tight, little body. She’d never been fucked like that before. She orgasmed again and again.
Finally, Sean flipped her onto her back and got on top of her. He spread her legs wide and began pounding her into the mattress. He had Hayden’s arms pinned above her head so she couldn’t move at all. She looked so small under him, like a little toy. He fucked her like that until he came deep inside her. He let out a huge groan while Hayden said, “oh my god, yes, cum for me baby.”
He filled her pussy with his cum. I was sitting there in the corner with one hand down my pants, completely speechless. This man had just come into my space and fucked my woman better than I ever could. And then he left his seed in her. I felt so inadequate, but I fucking loved it. Watching him fuck Hayden that night and many times after was a truly humbling experience. I had always considered myself a good lover, but after that display, I knew my place.
In one way, it was liberating. I got to see Hayden have incredible, mind-blowing sex and I didn’t have to do anything. Previously I alone had the responsibility of pleasing her, but now that responsibility had been lifted off my shoulders and assumed by someone who could actually handle it – someone who had the right equipment for the job. There were consequences though. I couldn’t perform at all after that night. I was so intimidated after watching Sean fuck her that I didn’t even want to go up to bat for fear of striking out. Hayden was understanding and we worked through it, but for a good two weeks, I had severe performance anxiety and ejaculated prematurely almost every time we had sex. All I could envision was Sean’s big dick in her pussy.
Hayden came six times that first night, which was a record. Not ever her vibrator had done that for her. Overnight Sean became an Adonis-like figure to both of us. And Hayden didn’t know it yet, but she had become my goddess, and I would forever worship at her temple.
After he came, Sean got dressed. He knew Hayden and I wanted some alone time. I walked him to the door again, we exchanged pleasantries, and I told him we’d be in touch. We shook hands and said good night. Something was very different though, and we both knew it, though no one had to say anything. Sean knew he had just given Hayden the best fuck of her life. She didn’t have to tell him that either. Her body, her moans, and her spirit lost in the blissful throes of passion told him that. And the six orgasms. He owned her pussy. I wondered if this was normal for him. *Does he fuck every girl like this?* Then I was overcome with feelings of jealousy and complete inadequacy.
As Sean walked down the hallway I called to him, “Hey, Sean.”
He turned back toward me. “What’s up?”
“Thank you… for everything.”
He smirked at me, “good night!”
I closed the door and ran back to Hayden. She hadn’t moved from the bed. She was still laying there with her eyes closed, breathing deeply, as Sean’s cum leaked from her. And my god, her pussy was wrecked. I climbed on top of her and she smiled big. We began kissing.
“Oh my god” she said. “That was crazy.”
It was crazy. I told her how hot she was, how amazing she sounded, and how happy I was that she enjoyed it. I was so horny after watching her get plowed, I just had to have my turn. I got naked and slid inside of her. As soon as I entered her I could feel how much Sean had stretched her. *Goddamn he’s big*, I thought. *He really beat her pussy up*. She felt hot and loose and slippery from all his cum. I thrusted a few times, then came inside her and rolled over. We laid there for a long time, cuddling and kissing.
The next morning I pressed her for more details. I asked her what it felt like and if she enjoyed his size. She said it hurt at first, a lot. But once she got used to him, she said it was like nothing she’d ever experienced before. The fullness, the stretching, the pressure. It was sensory overload and he hit her in all the right places. That, coupled with the excitement that came with having a new partner for the first time in years and her general attraction to him, made for a potent sexual cocktail. Hayden was practically glowing while describing sex with Sean and I loved hearing it. Her first experience with big dick had blown her mind. Things had finally come full circle for us and we were so very happy about it. And this was just the beginning.
To be continued…
Source: reddit.com/r/gonewildstories/comments/f4crh0/true_life_i_was_a_cuckold_in_college_i_watched_my
Great writing thanks
Hot!
I hope you and Hayden are still together.
Life definitely is easier w a big dick.
Reading this i discovered this is definitely not my thing lol, but your writing is fun and immersive! Great work.
That was great. Can’t wait for the next part!
This is amazing, thank you for writing ♥️
Damn