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If you've ever had that one friend who was just a little better at everything than you, you'll understand what happened. You grow up being in constant competition. It's a friendly rivalry that isn't exactly friendly. There's a certain degree of humiliation you feel every time he one-ups you. He's a little faster, has a little bit better grades, and his girlfriend is a little hotter than yours.
You can never quite shake that feeling of inadequacy, that little niggling feeling that you'll never quite measure up. Then, you happen to get a look at his cock, and it's no surprise that it's also bigger than yours. Brad was that guy, that friend, the one that was always just a little better. After college, though, Brad and I parted ways.
We moved on with life and went down different roads. Just before graduating, I started seeing Lisa. She'd become my wife. Though Brad wasn't part of our lives for long before graduation, it was pretty clear how he felt about Lisa. See, Brad was dating her best friend, but it was Lisa that he really wanted.
While the two of them hit it off well enough, there wasn't time enough for anything to foster. Besides, Brad was with her friend. A few years passed and I didn't hear much from Brad. I got the occasional social media comment and a nice card for the wedding. All of that changed though when Brad moved back to town.
He was hired into a new position with the company he worked for and was due to head up the office. The thing was, they wanted him to start quickly, and he hadn't gotten a place settled yet. With his family moved away during those intervening years, Brad reached out.
Before long, I was agreeing to let him stay at our place for a while, just until he got settled. It was my first mistake. The second one was not asking Lisa about it first. Lisa took the news somewhat poorly. She should have been consulted. It was her house, too. She was right. After a while, she calmed down about it and came around to things.
Brad could stay in the guest room. He'd agreed to pay us rent, which we sorely needed. You see, Lisa had recently gone off her birth control, and we were trying for a baby. Part of Lisa's frustration with the arrangement stemmed from that want. She wanted to get pregnant, and having a guest in the home would limit our chances of making that happen.
She was right, of course, but I didn't really think beyond helping out an old friend. Brad arrived not long after and settled into the guest room. He had little, didn't need much, and tried not to be a bother. That first night, Lisa made dinner, and we reminisced. That was when the first unexpected bombshell dropped.
Brad's new job was in Lisa's office, and they were going to be working together. It was the first little bit of uneasiness and the first reminder of that inadequate feeling coming back. Brad would be making more money than me. Not a lot, but enough that it mattered. That night, Lisa and I fucked quietly in our bedroom, with Brad just down the hall.
We'd had a little wine, had a good time with Brad, and I was loving how her hot pussy gripped my cock. She was hotter and wetter than normal, which I suppose I should have noticed, but I didn't. Brad and Lisa left for work at the same time. Lisa dressed in a top and skirt that had both of us wide-eyed. I wanted to tell her the top was a little much, but I couldn't get the words out.
She pecked me on the cheek and left. All day, I was hard as fuck, thinking about my wife's cleavage in that top. I imagined what the guys in her office would think about it. I wasn't given to any fantasies of my wife with other men. It wasn't something I had ever really thought about, actually. That day, though, I had my first real fantasy about Lisa with another man.
Maybe it was because I knew how Brad felt about her all those years ago. Maybe it was just thinking about her in that top and knowing how cock-hardening it was. Whatever the reason, I imagined Brad, her new boss, reaching into her top and helping himself to a handful of her amazing tits. I imagined him groping my wife and whispering things in her ear.
That night, the two of them sat together on the couch, laughing and joking, talking office gossip. There was no indication anything was happening. It wasn't. They were just two people talking. That night, Lisa and I fucked again. She was hot and wet as I stroked my cock into her depths. And I was close to blowing my load in her. I don't know why I thought about it again, but I did. I thought about Brad's dick, bigger than mine, inside my wife. That brief flash, that one imagined image, and I was plastering her gripping channel with cum. For over a week, we, Lisa and Brad, worked together and lived together. They were friendly, chummy, but never anything more.
It was all in my head. That was until the next weekend when everything changed. Our place has a nice little hot tub in the back, and Lisa and I love lounging in it and sipping wine during the evening. Since Brad arrived, we hadn't done so. Tonight, though, we decided to do it. Brad, of course, joined us. Lisa doesn't own any one-piece swimwear.
The girl rocks bikinis, and she rocks them well. That night was no different. Her bikini was too sexy, and her tits were bursting out of it. This, of course, drew whistles from both Brad and me.
“I always knew you'd be banging in a bikini,” Brad said, making Lisa blush.
The conversation soon turned to his relationship with Lisa's old friend, as the drinks continued to flow.
Eventually, we made it back inside, tipsy and feeling no pain. The conversation took a slightly dirtier turn quickly. Lisa egged us on, asking Brad and I to reveal the girls we dated. Which ones we thought were the hottest, and which ones were best in bed. Naturally, I said that Lisa was the hottest and the best in bed, to which she rolled her eyes.
Brad, having no wife to please, agreed that Lisa was hotter than her friend Julie, but that her old bestie had been a genuine head monster. Lisa was not surprised, remarking on Julie's penchant for sucking cock. It was here that I made my next mistake.
“I'd bet Lisa's better than Julie,” I said.
Lisa blushed and shrugged, saying, “Maybe.”
“I don't know,” Brad said. “Julie was really a top-notch suck-sucker.”
That made Lisa giggle, but she twirled her finger around her wine glass like she had some secret.
“What?” I asked.
Lisa shook her head.
“What?” Brad asked.
“Nothing,” said Lisa.
Neither of us bought it.
“Come clean,” Brad said, “or I might have to pink slip you at the office”.
Lisa scoffed, but she came out with it.
"Julie and I sucked dick together a few times," she admitted. "The guys always thought I was better."
"Guys? I asked, how many guys?
Lisa shook her head and said, "A couple. It was college."
All week I had periodically been imagining my wife fooling around. I'd imagined Brad pushing his cock into her when we fucked.
I'd thought about other men groping her tits. Oddly enough, I had not imagined her sucking cock. This, however, changed immediately with Lisa's admission. My wife was not a virgin. I knew that. Who was these days? I had not, however, really wondered how many dicks my wife had sucked before mine. Clearly, there had been some.
She was an experienced cocksucker, and those plump Latina lips sliding up and down my cock had sent me to bed happy many nights. Now though, I did wonder, how many cocks had my wife sucked? How many men had the pleasure of those lips around their dick? How many times had my wife and her old college buddy gotten on their knees and double-sucked a lucky man?
“Anyway,” Lisa said, “they all thought I was better at it. Julie hated that.”
“I'll bet,” Brad said, “that girl did love sucking a guy off. Took pride in her work.”
“Not enough pride,” Lisa said. “She could never throat them.”
The moment of silence that ensued was deafening. When it passed, Brad said, “No. No, she couldn't.”
“Like I said,” Lisa said, “I'm better."
“I don't know,” Brad said again. “Deep throat isn't everything.”
“Of course not,” Lisa agreed. “There's a lot of technique that goes into a good blowjob.”
“Julie had that,” Brad continued, “The look, the love for it. I've never had a better sucking.”
And this is where I made my mistake.
“Sounds like a challenge,” I said.
Lisa and Brad both looked my way.
“No, just an observation,” Brad said, swirling his wine glass. “I didn't mean anything by it, I'm just drunk, I should go to bed.”
He pushed himself up, but Lisa's next words stopped us both.
“I'll prove it,” she said.
“Come again,” Brad said.
“Prove it?” I added.
“I'll prove it,” she said again.
“How?” I asked.
“How do you think?"
“I think we're all a little drunk,” Brad said.
“Fine. You can go to bed never knowing if Julie was the better blowjob girl,” Lisa said, looking at me.
“That seems like valuable knowledge,” I said.
At this point, I was thinking about Lisa sucking cock. I was imagining her sucking other men's cocks in college.
I imagined her kneeling next to Julie and sharing cock. I was hard, and my dick was doing the thinking.
“Probably not a good idea,” Brad grumbled, but when I glanced down, I could see his dick pressing against his shorts.
“Well,” I said, “as the only man here who experienced Julie's blowjob skills, you're in a unique position to gauge the validity of the claim.”
Brad fought an internal battle. I could see it on his face. My wife was offering to suck his cock, and I was drunk enough to think it was a good idea.
“Alright,” he finally said, sitting back down, “let's see if you measure up.”
Lisa walked forward, got on her knees in front of Brad, and said, “Let's see if you do.”
To this day, I still don't know what came over me. Why I sat there with a hard dick and watched my sexy wife strip down to her panties to suck another man's cock. I guess I was a cuck and I never knew it. That's what I did though. I watched Brad put his hand on my wife's head, guide her to his cock, and suck on it.
I listened to her moan and whimper like a needy slut, as she pleasured my old friend right in front of me. It was a tangled mess of emotions. Pride at how sexy she was. Humiliation as he stroked her hair and encouraged her to suck him. Pain as she worked ever harder to please him, to convince him that she was a better cocksucker than her college pal.
Soon, it became apparent that this was going to go on for some time. Lisa sucked and purred around Brad's dick, treating it like the royal scepter. How he managed to last that long, I didn't know. I would have emptied my nuts within a minute under that hot, sucking mouth. Not Brad, though. Brad endured it. It was then my next mistake came
I should have ended it. I didn't. By some unspoken agreement, Brad pulled his cock from my wife's mouth and said, “Good girl."
Then he stood up, picked up my wife, and without so much as a word or a glance from either of them, he carried her upstairs to our bedroom. My head spun as I sat there, wondering where they'd gone.
I heard the first of her moans from upstairs. It was like a dream as I floated up the steps to the bedroom, where the door stood open. Brad had my wife's legs spread, and his cock slowly pumping into her excited pussy. I should have stopped it. I didn't. I stood there watching, watching my wife moan and whisper to Brad as he fucked her.
I groped my own hard dick as they ignored me. I watched until Brad drove his prick into her, and groaned, and as he filled my wife with cum.
Only then did I quietly shut the door. I couldn't understand why my dick was so hard, why I hadn't stopped them. I'd let Brad fuck and cum in my wife, who I had been trying to impregnate for weeks. When I lay on the couch, covering myself with a blanket, I put my hand in my shorts. It took me only two strokes on my cock for it to blow, hosing my shorts in the load that should have been in my wife.
My next mistake came in the morning. It was Saturday and I sat at the table drinking coffee. When Lisa came down in her robe, she looked tired and apologetic. She sat with me, touched my hand, and said, I'm so sorry. I don't know what happened. My mistake was the words I said. My mistake was telling the truth.
“It's okay,” I said. “I thought it was hot.”
Unfortunately, my hard-on had already returned as I sat there, replaying the incident in my head. It was hot. It was anguish-inducing, but hot. And I'd admitted it.
“You looked really sexy,” I continued, digging myself deeper into this cuckolded hole.
We heard the shower running upstairs, the guest shower.
Brad was up. The two of us sat at the table, sipping coffee, lost in our thoughts. Somehow, we'd agreed not to talk about it.
“I have a little work to do,” I said.
I kissed my wife and went to my study, where I lost myself in emails for a little while. Eventually, though, I stood up. I wondered what was happening.
The place was quiet. When I walked up the stairs, the bedroom door was open. It was empty. Then I caught the sound of a quiet groan from the guest bedroom. It was also open. I padded quietly to the door, looked inside, and there was my wife, sucking Brad's cock. He gently cradled her head, his erection slowly pumping in and out of her mouth, feeding her his prick.
He looked up, gave me a thumbs up, and continued using my wife's mouth to jerk off. It didn't take him long, however, to put my wife on his lap. Once again, I stood in the doorway, watching my hot wife ride his cock. He gripped her ass and ground her cunt into his crotch, fucking the woman I married right in front of me for the second time.
Rather than stop it, I just let it happen again. And again. And again
All weekend Brad used my wife like his personal sex doll. They were at it constantly. When she wasn't dressing up in a sexy outfit and sucking his cock, his cock was in her depths, delivering load after potent load of cum. It was like he was determined to knock my wife up before I could. And that's exactly what happened.
It's funny, the way relationships change. The three of us never addressed the situation. I simply stepped aside like a cuck and let Brad continue fucking my wife while I worked. He would sometimes send a video or a photo of my wife sucking his cock in the office. When we came home, it didn't take long for Brad to pull his cock out and put Lisa to work sucking it before he fucked her.
She was still technically my wife, but I was more like a roommate. Brad slept in our bedroom, fucking her nightly. They cuddled and kissed on the couch while I groped my hard-on and let it happen. More and more, it felt like if I said something, I'd be a cock block, and it felt wrong.
So, there you have it. A string of mistakes made by a pathetic man with an unrecognized need to get cucked.
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