It was the season of Fraternity and Sorority initiation. My friend and I were pledges who had been given an order to spy on the pledges of the Frat house next door during their initiation and then report back everything we saw. The leaders of our Sorority had planned this all with the leaders of the Fraternity, so they had it arranged in advance for us to lay down in a loft that was a floor above where everything would take place. It was dark up there, but we had a perfect view of everything.
The evening started out with the pledges having to do stupid stuff like eat really gross things and dress up in women's clothes. Then they all had to strip to their underwear and run around the block. When they got back inside, they were told to pair off into two's. Then they were told to kiss their partner on the lips. Two of the guys simply refused to kiss, got dressed and walked out. The rest good naturedly kissed their partners and acted silly while doing so.
Then the brothers in charge said "ok boys, it's time for a circle jerk, so let's form a circle." I had never heard of that, but my friend let out a little gasp. I whispered to her, "what's a circle jerk?" and she said they were all going to jerk off in front of each other. I had no idea there was going to be anything like this going on, but I sure was glad to have such a good view.
Two more pledges decided they weren't up for the circle jerk, so they got dressed and left. This left 6 guys. None of them wanted to be the first to start. Finally, the brother in charge said "drop your drawers, boys!" and they all stepped out of their underwear. A couple of them looked to be about half hard already, this was definitely shaping up to be an interesting evening. This was not a gay fraternity, and we sure were shocked, but we had a feeling this whole thing had been planned for our benefit.
"Get jerkin'!" the brother said and the guys slowly started to grab their cocks and stroke. They were looking at each other in disbelief, but a few of them really seemed to be enjoying it. Pretty quick those cocks started to rise, with the exception of one poor guy who looked like he was going to vomit or something. He must have wanted to be in that fraternity pretty bad, because he kept trying and eventually he did get semi-hard.
One guy in particular had a huge cock, and the others looked sort of awestruck when they saw it fully hard. The rest were basically average, with one being somewhat short, but particularly thick.
Some of the guys were squeezing their balls while stroking themselves, while others just furiously stroked, wanting to get it over with. One guy had his eyes closed and was told by the brother to "open up those eyes and watch the other boys!"
One by one they started to cum. The guy with the shorter, fatter cock shot his load about 18 inches up into the air, while the others looked on, impressed. A few of them were dribblers, the cum came out and just ran down their cocks as they continued stroking to milk the last little bit of cum out. Finally, the only one left was the guy with the huge cock. He was definitely showing off. I could tell that he had held off cumming on purpose so that he could be the last one and have everyone's attention.
He didn't stroke his cock fast and hard like the others, he stroked it slow and meticulously rubbed the head. The others all stood completely still and just watched. He grabbed his cock by the base with one hand and used the other to continue stroking his cock. It looked so big and hard, I thought that any second he would cum, but this went on for about 5 minutes, with him just slowly stroking it. He spit in his hand and rubbed the head with his saliva, then he grabbed his raging cock and started stroking again. Finally, he came with three long burst of cum shooting out, some of it hitting one of the other guys.
By now, it looked like two of the guys were getting hard again, but the brothers told them all to get dressed and they all looked pretty relieved. Then, the brother said "by the way, on your way out say hi to the girls in the loft, boys!" We didn't even raise our heads, we were so embarrased. The guys looked totally horrified, except for Mr. Huge Cock, who just beamed with pride.