Size Matters...

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Girlfriend decides who has the biggest dick...
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ICumB
ICumB
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It started like any Saturday night.

The guys came over to watch the game and my girlfriend (soon to be fiancé), Emma, catered the event. There was always plenty of beer and snacks, of course Emma was looking mighty tasty herself. I don't know if she dressed up for these occasions on purpose but this night in particular she had gone over the top - she was wearing a tight black dress that seemed casual yet sexy at the same time. It accentuated the movements of her already curvaceous body. I couldn't help but stop by the kitchen multiple times during the first half of the game to grope her through the dress, I could tell from the get-go that she was ready for our usual Saturday night fuck already.

Eventually halftime came around and me and the guys started talking. It was the typical crowd: James who was a lanky redhead, Jeremiah who was a stocky black man, and Seth who was a fairly small man compared to the rest of us - me being a solidly built 6'2". Our conversation began about the game but it eventually took a sexual turn when are particularly attractive sports commentator came on the screen.

"I bet it takes a big cock to keep that one satisfied," said Jeremiah.

"Oh, yeah? What makes you say that," I replied.

"Well have you seen that ass?! I'd say her boyfriend has to be at least seven inches just to get in between those cheeks."

"I could take care of her nice and good, mark my words," said Seth while almost biting his lip.

I could sense a bit of hesitation in his voice as if he even doubted his words. But just as I was about to say something myself, James spoke up, "You really think so, big guy?" The sarcasm in his voice was very evident, "No offence, but usually the bigger the car, the bigger the engine, if you catch my drift," he said with a wink.

"Fuck you! I bet my package is twice the size of yours, you ginger bastard!"

We all had a good laugh and quieted down quickly as Emma walked into the room. "More beers for you guys," she said as she set down another six pack on the coffee table. We all mumbled our thanks as she walked back into the kitchen. I could smell that the wings were almost done and knew she would be back soon.

James couldn't help himself: "If you really think that, Seth, then back those words up."

Jeremiah and I chuckled as Seth went red in the face. This was obviously not the time nor the place to have a cock competition and James knew it; he was just trying to rile up Seth.

"I bet you would like that, wouldn't ya. Seeing my dick, ya queer. And besides, I have more respect than to pull a stunt like that when Emma is around."

I felt the sudden urge to contribute to the derision, "Oh, she wouldn't even notice if you whipped it out." James and Jeremiah burst out in laughter as I let out a chuckle myself - now Seth was beet red.

"What wouldn't I notice?" Said Emma jokingly as she walked back into the room.

"Nothing, babe. You can just set the wings next the T.V., there isn't much room on the table." She obliged and strutted her long legs in between us all. The open space next to the T.V. was over the arm of the couch that James was on and instead of reaching over it, she put both of her knees on the cushion and leaned over to gently set the platter down. This movement revealed, not only to me, just how exposing her dress really was. My girlfriend's full ass peaked ever so flirtatiously under the edge of her black dress at all of our staring faces.

She looked back at me and we all quickly looked away. "Want me to take some of the bottles?" Without a response she came off of the couch and bent over to pick up our empties, this time facing the couch that Jeremiah and I sat on, giving us a front row seat to the cleavage that created quite a spectacle over her low-cut dress. She managed to grab all of the bottles with her small hand (especially for her height) and strutted back into the kitchen.

I couldn't help but have the feeling that every single one of us watched her ass until the kitchen door closed. But the halftime show was beginning and our attention was diverted to the screen.

"If you don't think it's such a big deal, then why don't I just whip it out," Seth said, half under his breath.

Jeremiah seemed irritated and finally replied, "Yes, why don't you just reveal what you've been hiding from the world so long."

He was obviously being sarcastic but Seth had had enough of our antics. Without further hesitation, he unbuckled his belt and unzipped his pants. Despite all of our protests he continued to stand up and pull down his pants.

"See!" At that exact moment, I heard the kitchen door creak open again as I realized that Emma had forgotten one more bottle on the table. Seth had little time to react as she strolled toward his exposed penis without any thought. He did his best to hide but it was too late.

"What the fuck," Emma said in disbelief. She turned her head away and blocked the vision of Seth's dick with her hand. "Is this what you guys do when the game isn't on?!"

"It isn't what it looks like," Seth tried to save himself, "They were making fun of me, saying my... thing wasn't big enough. But it is! As you can see..." Still averting her gaze, Emma let out a little scoff. Seth was now furious, "Measure it! I'm telling you, if you measure it you'll see!"

Emma looked at me for some back up but I just shrugged. "Well none of us will do it, and Seth won't shut up until he finds out truly how small he is." The guys giggle but Emma just rolled her eyes. "Honey, there is a ruler on the desk."

She hesitated but eventually obeyed. By the time she got back Seth was wide-eyed, and hard as a rock! Emma hesitated as she put her legs together and dropped down to her knees in front of Seth's naked cock.

"You don't have to touch it, Em, just hold it close enough to get a measurement."

Her lithe hands kept a safe distance with the ruler as she looked closely. "Only five and quarter inches," she said reluctantly.

"Only!?!" Seth cried out. We died laughing; even Emma couldn't resist a giggle. "Well let's see what you got, if you are so quick to judge!"

Jeremiah looked at me as if it was my decision, I just shrugged. I looked at Emma as she shook her head vigorously. But it was too late. Jeremiah already was down to his boxers which betrayed a large bulge. I eyed Emma to detect her emotions: it was a mixture of disbelief, yet intrigue. I was one of the only men she had ever been with, certainly the only one whose cock she was familiar with, and definitely there had been no black men in her past.

Jeremiah stood there with his hands on his hips, cocks dangling, with a look of pride on his face. He knew that his penis was larger than Seth's, although that wasn't saying much. Emma, knowing what everyone was expecting of her as the de facto judge of this competition, didn't even get back to her feet but shuffled on her knees over to Jeremiah's dark cock.

As she brought the ruler close to his skin, he intervened, "This isn't fair. Seth had a raging hard-on, but clearly I'm not as easily aroused as him." He made a quick sidelong glance at me before looked Emma in the eyes, as if expecting something. This time she did not look to me for confirmation, only returning Jeremiah's gaze with her mouth slightly agape.

She inched forward on her knees and, without moving the ruler, raised her right hand to his slightly erect cock. He shuddered slightly as her skin met his, and I could see from my vantage point as her buttocks tightened under her tight black dress - she was clearly agitated sexually by the situation.

Emma slowly worked Jeremiah's black cock as it started to grow. It came to full salute right in front of her face as she stared down its shaft. Its girth was too much for her small hand to fully grasp, despite her best efforts, and her movements became more fluid as she worked from tip to balls. Jeremiah closed his eyes and tiled his head back while I think I heard Emma groan every so softly; to two were clearly enjoying themselves.

"Well??" Seth interrupted. He was anxious to hear the result even though all of us, especially Emma, could see that Jeremiah was much larger.

She shook her head as if clearly a fog and her right hand shot back down to her side. "Right," she muttered. "Um, seven inches even."

Jeremiah seemed to be proud of himself. "See?" he said, "I've got the bigger cock." And he looked not only to Seth, but also James and I as if he had won.

"Whoa, whoa, whoa. She still has to measure both of us to have the full verdict." James was clearly eager for his turn as he played with his crotch. But I was next in the circle as Emma scooted over to my position.

For the first time in this strange turn of events, she smiled as she looked me in the eye and winked. She took the liberty to undo my belt and pants - Emma knew something that they didn't. My cock flopped out and everyone could already see that I at least had Seth beat. She didn't need any encouraging from me as he opened wide and fully engulfed my half hard penis with her mouth. It was moist and warm as if she had been anticipating something Jeremiah. She worked the tip for a good while before choking down all the way to my balls. Emma gagged a few times and knew it was time as she smiled at me once again with teary eyes.

Seth, Jeremiah, and James all awaited eagerly as Emma brought the ruler up to my cock. She grabbed the tip to lift it upright and read the number aloud, "seven and three quarters." Seth was disappointed, but Jeremiah was even more so; he must've figured he could get the best of me in front of my girlfriend. I did my best to hide my pride, but I could feel my face burning with excitement. I couldn't believe my girl, my Em, was measuring my friends cocks and I was winning!

"Alright, alright, enough fooling around. It's time to reveal the REAL winner," James said confidently. We all rolled our eyes as James met Emma halfway in the middle of the living room. His thin, gangly body was almost shivering with excitement.

Emma went to help James unzip his pants as if she couldn't wait any longer but held back and gave me a quick, reserved look. James did the rest of the work and thrust his pants and underwear down in one movement...

"Wow..." Emma whispered under her breath. I was amazed, and almost concerned to hear her say that but all of our silence supported her reaction. James was barely hard and already was clearly bigger than Seth and Jeremiah. Maybe it was my ego, but I still though I had a chance.

Emma had to shake her head clear again as she remembered the task that had been given to her. She went to bring the ruler to James' cock but he pushed it away. "Nuh uh, fair is fair. You helped the other guys."

She looked at me in disbelief, but he had a point. Her ass and tits was enough to get Seth going, she worked Jeremiah's black cock eagerly, and he took little time to start bobbing on my hard-on - she had no choice but to continue what she had started.

Emma took one quick look into James' giddy eyes before looking the beast in head on and set about her work as if it was her duty. She did her best to fit her mouth around the bulbous head and managed to work it down her throat about three quarters of the way before gagging. As her mouth worked James' cock it began to grow and grown until she could only fit half. And then a quarter. Any hope I had of winning this competition had been shattered as she brought his penis to full mast.

She had to set down the ruler in order to use both hands on James. His breathing got quicker and sharper as she worked the head faster and faster. Perhaps to make me feel better or to prove something of her own, she attempted to choke down as much as she could but to no avail. Every time she got about halfway down James' shaft, she would gag. Emma now had tears streaming down her cheeks from the natural reflex and it began to smear her carefully done makeup.

James' groaning was drowned out by the slopping noises of Emma's deed. She seemed to forget entirely about the competition as she focused on the task at hand. Seth, Jeremiah, and I had been caught up in the vouyeristic pleasure of the scene before I came to my wits. I was watching my girlfriend, soon to be fiancé, pleasure a monster of a cock in my own living room. I had to do something for my sake and her, and the sake of this stupid competition.

"Em... Emma!"

She probably had his cock six inches into her mouth when looked sidelong into my eyes. But by then it was too late. James let out a couple short grunts as Emma's cheeks bulged more than before. She pulled away as fast as she could which only made things messier. Cum spilled out her mouth as she coughed but more spurted out of his cock onto her face. One stringy glob landed on her forehead and another over her eye so that she had to squint. Emma tried to angle it away downward and away from her face but James continued to blow his load onto the belly and lap of her dress. Her hand, still on his cock, seemed to finally embrace the moment and work out the last bits of cum. He shuddered as his balls were emptied onto her protruding breasts. She looked down as a bead of cum dribbled between her cleavage and down her dress.

We all looked at her in disbelief, and I think that she too could feel the tension. As if to distract from what had just happened, she picked up the ruler and measured James' throbbing, dripping cock.

"Nine and a quarter." The ruler dropped with a sharp crack as she stood up for the first time and quickly stormed out of the room.

We all stood in silence as the final buzzer of the game sounded on the T.V.

ICumB
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AnonymousAnonymousover 1 year ago

You know it's bad when the fake stories in the comments make more sense then the actual post.

AnonymousAnonymousover 1 year ago

I know im not in the big cock department at 5 and a half and my wife has had bfs that are bigger and thicker one being just over nine and by her description at least half as thick again than mine. Honestly i thought about seeing that penetrate her and seeing her pleasure a lot of times even masturbating while i imagined watching him fuck her. I did tell her one night i was a bit drunk and she paused clearly thinking about it and then dismissed it. A few weeks later the subject came up again about big cocks and i pushed her on what it was like him fucking her and she admitted she felt full with his cock inside her and her orgasms were different stronger and exhausting in a good way. I kept probing and told her i would be fine with her fucking him again if i was there as well again she laughed and said now your joking to which i said no im serious. We talked and she said im not sure i want to so i told her to think about it at least. A few daus later she told me she thought more about what i had said and asked me is it really something you want to happen so i said yes and dropped my pants showing her my erect cock saying thinking about it does this to me and she smiled and said ok then i will. She friended him on social media and a fortnight later she told me that he was up for it as she had told him we did threesums together and that i was fine with her fucking other guys. Finally we met up and got to watch her fuck and it was intense and better than i thought both for her and for me. Sloppy seconds is something i had always wondered about and now i cant get enough of it being honest. We have done this three times now so far and both agree to keep going and exploring more maybe with other people as well.

AnonymousAnonymousover 2 years ago

I have always been very thin, 5’9” and 155 pounds. One night I had a couple friends over and one asshole, Tim started bragging about how big his dick was. It was getting a bit old real fast so my wife finally asked if he was so sure he had the biggest dick in the room, put his money where his mouth was. Four of us each put $100 dollars in the pot and my wife agreed to be the judge. She wanted to do it in private but we agreed that the person being measured could keep his back to the rest of us while being measured. Gary was first and she stroked him a bit…6-3/4”. Andrew was next and she had to stroke him for a bit until he was fully hard…6-1/2”. But thick. Asshole Tim was strutting around and making a scene. He ended up at 7-1/2”. He said I didn’t need to bother that he would let me keep my dignity. I just smiled and my wife tried to hide what she already knew…I am 10-3/4”. Tim didn’t believe her when she called it out. So I just turned around. All he could do is stand there with his mouth open.

AnonymousAnonymousalmost 5 years ago
My wife diid the same thing.

My wife and I were at a cookout at a friends house. Two guys came in late all excited because they had hit the trifecta at the track for thousands. Later they'd been drinking heavily and, I don't know what prompted it but they started arguing about who had the biggest dick. One thing led to another and they decided to bet a thousand dollars on who was bigger. They asked my wife, Carol, if she would do the measuring. Carol is a very attractive blonde with a great body. Het boobs aren't huge but they're a good C cup. She said "no way". They guys said she didn't have to do anything but measure and the loser would give her a thousand dollars also. She looked at me and, since we really needed the money, I said OK. She said she would only measure them in private with no one watching. They decided on the first floor bedroom. She took guy number one into the bedroom and I snuck outside so I could watch through the window and make sure she was alright. He pulled down his pants and she started to measure. He said it's not hard enough why don't you play with it a little bit. He offered her another $500 if she would give him a hand. Carol started giving him a hand job. I was furious but I had a raging hard on and couldn't stop watching. Then things started happening so fast. The next thing I know, Carol is topless and he's pushing her down on her knees. She then enthusiastically began to suck his cock. He told her not to make him cum in case there had to be a second measurement. After she measured him, he made her promise to finish the blowjob after the contest. Then the second guy came in and it was a repeat performance as he stripped her down to her panties and had her suck his cock. I don't remember which guy won but each had a cock over 10 inches. They each took her back into the bed room 3 times where I watched her act like a complete slut fucking and sucking. I was surprised how turned on it made me. When I asked her what happened, she said they were perfect gentlemen and all she did was measure their cocks. Later, I told her that, while I knew she didn't really do anything, let's fantasize that she did so we had some great sex with her describing sucking their dicks and fucking them. To this day she has never confessed the truth. I did get one surprise when we were supposedly fantasizing and she told me about being double teamed by them.

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