Went to an underwear party my freshman year in college. It was rush week and these kind of parties were going on all over. My new roommate, Jayden and I thought it would be a good way to meet chicks in a sexy environment. I was already a bit jealous of him, since he was built like a jacked freight train, about 6'4" and muscley and lean, but when he walked out of our bathroom in a pair of red briefs, and flexed his big shoulder muscles, putting his hands on his hips, asking me, "What do you think?" My jaw dropped. He had the heftiest package I had ever seen. I could clearly see the outline of his thick and floppy dick. I even knew he was circumcised now. The head was like the size of a tangerine, fully soft.
"Did you stuff something in there?" I asked incredulously. He looked down.
"No?" He replied, confused.
"Dude you're packing!" I insisted.
"Really?" He said, curious, but with a smile growing on his face.
This dumb jock didn't even know he was hung like a pringles can.
At the party I saw him chatting with some girl, and his package had gotten some blood flow. It already looked obscene when he was soft, but now it looked literally like he had stuffed a softball in his underwear.
The party had deep bass reverberating through the chests and ears of everyone in the building. The lights were low and primarily consisted of accented bright colors. The bodies were young and tight, college guys and girls clad only in underwear, with some speedos and togas peppered in as well.
While I was just watching Jayden talk to the girl, holding my cup and leaning on a wall, a buddy of mine named Will came up to me and we watched him together.
"Is that your roommate?" he asked and pointed to Jayden.
"Yup." I said.
"Why did he so obviously stuff something in his underwear? It's kinda funny but not the point of the party." He said.
"I think it's real." I responded blankly.
He looked at me like I was an idiot.
"Nah dude, it's definitely fake." He said.
"Go look at it, dude. You can see his dick head through the fabric." I goaded him.
He looked at me confused, and then I watched him walk up to Jayden, right in front of the girl he was talking to. I couldn't hear them, but I could tell he was asking him about his package. Jayden said something back and they laughed hysterically. Will half-squatted down and made a gesture like he was holding two bowling balls between his legs, and the laughing continued. He moved his hands into a funnel like he was holding a football, then jerked off the air, mimicking that he was jerking off an enormous cock the size of a telephone pole. All the talk about dick size was making me feel kind of excited. Being a boy, I knew where these things often end up, especially at college parties. They were all cracking up, and I decided to join in the conversation.
Right when I walked up to them, I watched in amazement as Jayden pulled down the front of his underwear, and showed the absolute biggest cock I had ever seen. This was bigger than pornstar dicks. As if my eyes were playing tricks on me, it looked like it was ten inches long and as fat as a baguette. The group cracked up laughing, even the girl they were talking to.
"Jesus Christ," I said as I walked up, "we comparing?"
"What's the point?" said Will.
"See who's not the smallest," I said nonchalantly, and whipped out my dick. I had gotten some blood flow, so I was half hard just from the excitement of the party.
Jayden was standing there like a king, smiling ear to ear having realized just tonight that he had a big fat cock. Not to be the odd man out, Will joined us and flipped his underwear down as well. He had an average cock, smaller than mine, and dwarfed my Jayden's.
Exasperated and going for a hail mary, Will insisted "We have to compare hard!"
"You got it buddy," I said quickly, and started stroking my cock. Jayden started doing the same, and Will looked at him in shock.
"It gets bigger?" he stammered.
"Yeah, this is like... 75% I think" said Jayden, eyeing his cock.
Soon, Jayden's mega-cock and our size contest drew attention from others in the room. People were gathering around at our circle jerk as we tried to get hard enough to not be the smallest dick in the group. I saw another freshman in the crowd, this skinny kid named Mike from my comparative lit class. His jaw was dropped in shock and amazement at our audacity. He had messy, brown hair that went just past his ears, and he was wearing red boxer briefs that sat tight on his slender hips. His package actually didn't look half bad.
"Hey, Mike," I nodded to him.
He looked up from our dicks and said, "Hey," and laughed awkwardly at what we were doing.
"Join the party," I beckoned him.
Then a couple girls behind him, who obviously thought he was cute, encouraged him to do it. They started chanting, "Mike! Mike! Mike!"
He lifted his red cup in the air and the group around him cheered, and he suddenly dropped his underwear down to mid thigh. Showing off a half hard cock that was definitely not as small as the rest of him. He held his red cup in one hand as he started stroking with the other.