Close but Not A Cigar

I took a deep breath and decided to negotiate.Okay. I will do the measuring. But let us make it interesting. All the guys write down their actual size. Length and girth. Then everyone, guys and girls, writes down their prediction for who will be the biggest and who will be the smallest. The guy with the biggest cock gets to fuck every girl who got the ranking most correct. The guy with the smallest cock has to help guide the winner’s cock into each of those pussies with his hand. And the guy with the most wrong prediction owes the guy with the most correct prediction a hundred dollars.

The group erupted in excited chatter. The girls loved the stakes. The guys looked competitive but agreed.We all wrote down our predictions and sizes on pieces of paper.

When it was time to reveal, Mia collected the papers and read them out loud.First, the actual measurements.Jake went first. He dropped his pants. His cock was a solid five point five inches long and four point seven five inches in girth. Thick, veiny, and clearly the biggest.

Tyler went next. His was almost identical to mine. Five point one two five inches long by four point six inches girth.Then it was my turn. I dropped my pants. My cock was nearly the same size as Tyler’s. Five point one inches long by four point five inches girth.The room reacted with impressed sounds. Jake clearly had the biggest.

Mia grinned. Looks like Jake has the biggest cock. He gets to fuck every girl who guessed right. And since our two average boys are almost tied, the loser of the closest guess has to help Jake put it in.Four of the girls had guessed correctly, including Mia and Sarah. They lined up on the couch on all fours, asses up, pussies dripping.Jake stepped up with a proud smirk. I knelt beside him, my own average cock hard and leaking. I reached out and wrapped my hand around Jake’s thicker cock. It felt heavy and powerful in my palm.I guided the fat head to Mia’s entrance and pushed him inside her. Mia moaned loudly as Jake stretched her open. I kept my hand on the base of his cock as he started thrusting, feeling every deep stroke.

Fuck, that feels so good, Mia gasped. Jake is hitting spots the others cannot reach.I watched up close as Jake fucked Mia hard. His thicker cock slammed into her, making her tits bounce and her moans grow louder. I could see her pussy stretching around him with every thrust. My own cock throbbed as I assisted, helping him go deeper.Jake pounded her through two screaming orgasms. When he pulled out, thick cum dripped from her used pussy.I moved with him to Sarah. I guided his cock into her tight hole and watched him sink deep. Sarah moaned loudly as he filled her. I kept my hand on his shaft, feeling him pulse inside her as he fucked her hard and fast.The girls cheered and moaned. They loved how thick Jake was compared to the rest of us.

One by one I helped Jake fuck every winning girl. I guided his cock into each dripping pussy. I watched him stretch them. I felt him throb as he came inside them. The humiliation of assisting while having a nearly identical but slightly smaller cock made my own dick leak constantly.When Jake finished, all four girls were leaking his cum. I was forced to watch every creampie drip out of their well fucked pussies.

Jake collected his hundred dollars with a smirk. The girls were glowing and satisfied, kissing him and praising his bigger cock.The night continued with Jake fucking the girls in every position while I was made to hold his cock, lick it clean, and help him enter them again and again. My own average cock stayed hard but denied the whole time.

By the end of the night the room smelled of sex and the girls were thoroughly fucked and happy.I had never felt more turned on by coming in second place.