You give Brandon half a chance

The college bro did not want to let it go. To be fair to him, you DID rig it so he had no chance of winning. You decided to let him have a shot, just so he could have the belief that he might win when you buried him completely.

“Alright, Brandon,” you said “Shall we have a fuck off? See how many women we can satisfy in…” you checked the clock. It was getting close to your promised return time to work. Estimating the time to finish this contest and then drive back, you were cutting it awfully close. Nancy was going to rip you a new one when you got back! “Uh… fifteen minutes?”

“Shit, You wouldn't even be able to get a girl’s dress off in fifteen minutes!” Brand contested..

You smirked, then stepped out to the general pool area and announced, “Attention everyone! Me and Brandon are having a fuck off! Any ladies that wish to participate please line up in front of the guy you want and get naked!”

A group of women looked at each other and shrugged, then climbed out of the pool and stripped off their swimsuits and formed lines as you instructed. Another group of older ladies joined up as well. They all looked eager and excited for the festivities. You looked over at the lifeguard, April. She remained in her lifeguard station. You couldn’t tell if she was looking at you through her shades, but was squawking into her radio. A few seconds later, there was an announcement over the PA. You recognized it as Susanna’s voice.

“Attention patrons! John would like all ladies who wish to participate in a fuck off to head to the gym pool!”

You turned to Brandon and raised your eyebrow. He looked around, impressed with your pull around here. “Not bad… but if you’re the big dog in this place, then I HAVE to take you down!” He still did not lack self confidence.

You gave the rest of the gym a few minutes to fill the pool area. There were ladies of all shapes and sizes looking to join the fun. Susanna showed up in person to help direct traffic. By the time she was through with them, every lady knew where to go and what to do. They filed into the pool area and took off their gym gear, making a large pile of clothing next to the entrance. Soon there were two lines formed, one for Brandon and one for you. You did a double take when you saw Jill’s buxom body in Brandon’s line.

“Jill?! What the heck?!” you asked her.

Jill gave you a guilty look and shrugged. “Sorry, John, I have a thing for college jocks!”

You sighed. At least Meryl and Niki chose to join your line. In all, you counted out a dozen women for Brandon and a dozen for you. That seemed like enough to prove yourself superior to the dudebro.

Brandon seemed to think the story would go a different route.

“Get ready to be humbled, old man!” he told you. “This is just another Saturday night frat party for me!”

“Hell yeah, we’ve seen him do it!” chimed in one of his bros.

“You? With that wet noodle?” you pointed out.

“It gets bigger, I swear!” Brandon insisted. He started spanking it himself, trying to get it up. Of course, with your instructions keeping it flaccid, it wasn’t going to grow any time soon.

You decided to give him a break, but only a small one. “Maybe you need to stick something up your ass to get it going,” you teased.

“Maybe I need to shove something up YOUR ass!” the jock scoffed, still yanking on his droopy elephant trunk.

“I’m just saying, if you want to have a sporting chance at this, that’s all you have to do…” you hinted.

“Get your jollies your own way, I’ll do mine,” Brandon replied. “It’s having to look at the likes of you that’s making me soft!” He wasn’t wrong, but it didn’t help his situation. “Let’s just get on with it! As soon as I’m balls deep in smoking hot poon, I’ll harden right up!”

“It’s your funeral,” you said. You turned to all the volunteers and said in a louder voice. “Thank you all for joining us today! The rules will be simple for our little competition: The one who gives the most orgasms to you ladies in fifteen minutes will be the winner! The stakes are these ladies’ swimsuits…” you gestured to Meryl and Niki, “and an apology if Brandon loses. If I lose, Brandon keeps the swimsuits and I will leave. Since I’m in a bit of a rush, you are all already on the edge of orgasm!”

Suddenly the pool area echoed with a chorus of two dozen ladies moaning in unison. Several of them bent over and clutched themselves, some falling to their knees. They were all looking energized and ready for action.

Susanna and Apryl provided foam mats for the ladies to lay on for the competition. Susanna also brought clipboards for them to officiate and keep score. You had to hand it to Nite-N-Day’s employees going the extra mile for you.

Meryl was the first in line for your group. She laid down on the mat in front of you while an older lady got ready for Brandon.

“I’m ready when you are,” you told Brandon.

He was still struggling to get it up, but he wasn’t going to use that as an excuse. He sneered and nodded his head. “Let’s get on with it!”

You nodded to Susanna and she called out, “Get ready! Get set! Go!”

You lifted Meryl’s hips and slid your cock into her already juicy hole. She moaned softly and wrapped her arms around your neck. You used that as a pendulum to bounce her hips back and forth. She smacked into you with wet slaps from her gushing pussy.

“Mmm…” she moaned. You glanced over at Brandon. He was still struggling to get his manhood working. The lady in waiting rubbed herself idly while trying to coax him awake. You could feel Meryl’s fingernails dig into your neck, bringing your attention back to her.

“Hey…” she said to you between soft moans, “Thanks for doing this…”

“No problem,” you replied.

“Brandon is such ah… ah.. An egotistical jerk…” she moaned. “It’s about time someone pu… uugh… put him in his place!”

“That is, unless he’s so full of himself…” you replied through heavy breaths, “That he feels no shame!”

You nodded towards the frat boy and the middle aged lady that was trying to stroke and suck his cock into a solid form. She was having little luck and you noticed a few of the girls in his line move over to yours.

“Hey come on!” Brandon shouted at them. “Once I get going I am a warhorse!”

“Shit, I think I’m going to get off on his humiliation!” Meryl said. She tensed up and rolled her eyes back, opening her mouth for a staggered groan as her body convulsed. “Ahhh!”

Susanna raised her arms. “That’s one for John!” she announced.

Brandon gave you an icy glare. He was falling behind and nowhere near ready to start. You could see the desperation in his eyes. He discreetly slid his hand behind him and pressed against his butthole. Suddenly the lady on his cock sat up in shock! Brandon’s cock had gotten stiff! Brandon quickly pulled his hand away and just as quickly, it deflated again.