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Fraternity Pledge Opens Up

This story was originally written for the Literotica Nude Day Story Contest 2025. If you are moved to do so, please vote and comment. Thank you.

My thanks to TheRedLantern for her continual writing support. My thanks also to Zeronix for his encouragement and feedback. If anything feels off it's probably because I didn't use all of their suggestions.

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This was definitely Scott's hard dick. I recognized the SpongeBill boxer shorts I could see through the gloryhole. Sandy motioned to it asking me to take care of him. I doubt she knew whose dick it was, though. Scott, my Calculus TA, and my Big Brother at ASE.

Could I do it? Sucking him off would be something I could never take back. But through the wall he would never know it was me, unless I told him.

I took his dick in my hand and stroked it tentatively. It somehow felt warmer than my own dick, and the sensation was totally different. The loose skin moved back and forth on the rigid shaft but I couldn't feel the pressure of my grip like when I jerked myself off.

Jerking him off was ok, right? It wasn't actually sex.

Right?

But then that little clear drop of precum collected in the hole. I could smell it and it smelled like sex. I glanced at Sandy and she mimed a licking motion.Fraternity Pledge Opens Up фото

Fuck it.

I licked the tip of Scott's dick and brought that drop of flavor into my mouth. There wasn't enough to coat my tongue, but I spread it around as much as I could. It was wonderful, and I wanted more. I licked the underside of the head while still slowly stroking. I put the head in my mouth and swirled my tongue around. It was warm, and soft, surrounding his hardness.

That was it, now I was a cocksucker.

And I wanted more.

I ran my mouth up and down the shaft, holding my lips tight. I was only about halfway down when I gagged. I wanted it all, but there was no way. I looked at Sandy in a panic. She knew what I wanted to do.

She grabbed me around the neck and pulled her face to my ear. "You want that whole dick, you cocksucker? Take it to the back of your mouth and just as it touches start swallowing. Swallow, swallow, swallow."

I still felt the urge to gag, but the swallowing helped. I was able to get some of the shaft into my throat. It also helped that Sandy shifted her grip and started shoving me further forward. After just a few minutes I had my nose pressed into Scott's pubes. He smelled sweaty, but good.

I couldn't last with his dick in my throat, though, so I withdrew and started jacking him off while still suckling on his dickhead.

I heard him knock on the wall and I knew what was coming. Scott was going to come in my mouth. I jumped a little when I felt the first blast, but kept my lips sealed and my tongue moving. There were two strong blasts, and then a weaker one. As I swirled the cum around in my mouth I tried to milk any remaining bits from him.

Scott's cum was thick and viscous, it clung together until I broke it up with my tongue. The taste and texture was weird, but I liked it. It tasted like the ocean. And I wanted more.

As I released Scott's dick and swallowed his seed I felt Candy tap me on the shoulder. She was actively sucking on another dick but she pointed to it, clearly offering it to me. I nodded and knee walked a little closer to her. She kept stroking whichever ASE it was as she removed her mouth and let me take over. They knocked on the wall almost immediately and I got another load with hardly any effort.

Once I had swallowed I leaned back on my heels and looked back and forth between the two hookers. They were both grinning at me. Candy asked, "Do you want to finish off the rest? We can do most of the work and you can swallow the loads." She gave me her cum-eating grin. "If you want to, of course."

I nodded, "Oh, fuck yes."

===

The Alpha Sigma Epsilon Fraternity house was not the largest on the street, but it was distinctive due to the large white pillars across the front of the building. It looked a little too much like an old plantation mansion from the Deep South; there was even a little railed porch on the second floor above the main entrance

There wasn't much traffic on the streets that cut through this side of campus so early on a Saturday morning. Well, it was early for fraternity row; it was almost 10am. We were told to show up by ten and to plan to spend the day; we would be occupied until after the mixer around midnight. The brothers aren't total monsters, though, we had to bring at least three hours of homework for an afternoon study session.

Another pledge, Jacob, arrived at the same time I did although he came from the other side of campus. His long blonde hair is why the brothers call him Golden. He called out, "Hey Stewy, ready for a long day?" His easy grin was infectious, he always made people smile.

"Looking forward to it! Have you heard what they have planned?"

Jacob laughed, "I'm pretty sure the pledge paddle threats are a joke, but there is supposed to be something special at the mixer!"

We stopped at the door and I asked, "Do you want to go in first?"

Jacob looked up the street, "It doesn't matter, Steamy, uhh, Mason, is right behind us." Jacob pointed up the street and I saw Mason coming, wearing a messenger bag over his shoulder. He waved as he saw us looking. I waved back and turned to knock on the door. Another pledge, Luke, opened the door and I stepped into the entranceway. The vestibule was a very small room between two external doors; it was only large enough for a couple of people to stand without being hit when the internal door opens.

Luke asked, "How can I help you?" Outside the house we had to use our real names, but inside we had to use the nicknames the brothers gave us. Luke's nickname was Deadshot. We have to use the brothers' real names whenever we see them, even if the brothers usually call each other something else. Keeping all the names and nicknames straight is part of the challenge, I guess.

"This humble pledge, Smooth, wishes admission to enter the Xi chapter of Alpha Sigma Epsilon, the best Fraternity on campus!" I hadn't shaved before the first function as a pledge, and the brothers had ordered that I only come to the house freshly shaven.

"Smooth, you may enter this Fraternity but you must guard this entrance until relieved by a brother or another pledge that you know." We exchanged the "secret" greeting of shaking hands but with our pointer and middle fingers on the other person's wrist. It wasn't a very good secret handshake because they taught it to us before the mixer the first week. Half the pledges got drunk enough that they did the secret handshake with everyone, even some of the women from the sorority we were mixing with that night.

Deadshot said, "Ok, Smooth, make sure we pass along that everyone is to meet in the lounge when they get here, alright?"

"Absolutely!" I held onto Deadshot's hand maybe just a moment too long as I remembered how he got the name.

The second weekend of pledging we had a Fraternity only gathering. Among the usual chatting we also had a contest in the basement, where the drinking and other totally inappropriate activities take place. The activity was led by a junior named Mike, although the brothers often call him Rufus. He brought out copies of University President Madeline Richards headshots. He ordered the pledges to tape the headshots to the wall at about waist level.

Mike then dropped his pants in the middle of the room and started jerking off while facing toward the wall. As he started in, the brothers started chanting, "Rufus! Rufus! Rufus!" He had a gorgeous dick, probably just over six inches, but really thick. With the loose foreskin it did, indeed, look like a naked mole rat. If you've ever seen that Kim Probable cartoon you know what I mean.

I had never seen another guy jerk off before, and I was fascinated at how hard he was beating himself. I realized I was staring and looked around at the other pledges and most of them were staring, too. After just a few minutes Rufus shot cum at the target, and most of it hit the picture. It was pretty thick and I watched it roll down the picture.

Rufus offered all the pledges the opportunity to compete with him to get his signature in our pledge books. Two or three of the pledges didn't want to drop trou and jerk off in front of everyone else, but the rest of us did. I watched with fascination how everyone had different masturbation techniques, and different dicks.

Deadshot hit Mrs. Richards square in each eye with two separate high-arching shots, thus earning his nickname. Luckily he looks a little like Colin Farrell, so we can pretend that is where the name came from. The basement floor was covered with those square tiles, each a foot square, and we had to stand at least five squares from the wall. I at least hit the wall, although near the floor. Squirt didn't even make it that far.

As Deadshot walked into the fraternity toward the lounge Jacob knocked on the door and we repeated the process so that I could enter the house proper and wait with the other pledges. The shades were all pulled down, and it was fairly warm in the room. Most of the other pledges were already there, but a couple more arrived over the next few minutes.

Daniel the pledge leader walked into the room at ten sharp with several other brothers. I waved to my Big Brother, Scott. Scott had been assigned as my Big Brother because we knew each other before pledging. He is a junior in the math department and he was our teaching assistant for Calculus 101. I found out about the ASE house because of him, and he is much of the reason that I rushed. He is a typical nerdy math geek with curly black hair and glasses, but he works out a fair amount and is in pretty good shape. He is also super funny and puts everyone at ease. We are becoming even better friends now that we are part of the same fraternity.

Without even looking around Daniel asked, "Ok, who besides Gandalf is late?"

One of the other pledges said, "Cheeks is still at the front waiting to be relieved."

Daniel sent one of the brothers to bring Cheeks in and when he entered the room none of us were surprised that his cheeks were bright red. Being late was enough to make him blush, but he also blushed at almost any sexual innuendo. He was super shy and quiet around women but worked harder at overcoming that than the rest of us combined.

Daniel said, "Ok, we are going to start without Gandalf. We have a busy day scheduled for you, but will be including lunch and dinner with the brothers. You were all advised to plan to be here until late, and I know at least two of you have been excused for part of the afternoon for class reasons. If anyone else needs to leave today for any reason please speak with me, or your big brother, before leaving so that we can make sure we know where everyone is at all times."

While he was speaking the other brothers were working around him. One of them had collected the pool balls into a pillow case while another had brought in a laundry basket full of towels.

Daniel continued, "Part of the afternoon will be spent in the dining room studying, so I hope you brought whatever you will need for that. There are also lots of small jobs we need done around the house. We have those already scheduled, and which of the pledges will be with what brothers while you do those things. We also have a number of tasks that only require a few of you at a time, those will be decided shortly."

There was a loud knock at the front door, and the brother with the bucket, Shane, ran to get it.

Without waiting to see if it was in fact Gandalf finally arriving Daniel continued. "Later tonight we have a mixer with the Gammas and they have agreed that their pledges will be wearing togas." The other pledges were excited by that prospect, as were most of the brothers present. "Now, in exchange for that, we had to agree for a certain costume for our pledges as well. But we will get to that."

Gandalf and Shane entered the room and Daniel turned to them. "Gandalf, what time is it?"

"Ahh, ten fifteen, I think?" There was a clock right above the doorway that he was standing in, but he couldn't see it. It was actually only twelve after ten.

"What time did we tell you and your fellow pledges to arrive?"

"Ten o'clock."

Daniel sighed, "I don't care what excuse you have, just that you are late. Pick a number; one, two or three."

"Ahh, two?"

"Very well, two push-ups for every minute that you were late, so thirty." It wasn't exactly fair, since he was only twelve minutes late, but none of the other pledges said anything.

As Gandalf started to drop to the floor Daniel stopped him, "Wait, not like that. Naked."

Gandalf looked surprised, but quickly took his clothes off. The other pledges, including me, laughed with the brothers.

"Remember, good form all the way up and all the way down."

Gandalf is in ok shape. But he obviously doesn't work out regularly. The first twenty went quickly, but he started holding longer and longer at the top for the next five.

One of the other pledges, Coldsack, asked, "Can we help him?"

Daniel nodded, "Same deal for Gandalf's last five." Golden and I helped Gandalf stand up; he looked beat. Coldsack stripped off his clothes and ripped out ten quick pushups before standing up. Coldsack seems to enjoy being naked and had also earned his nickname the second weekend. The ASE's have a drinking game where you dip your balls in your red solo cup of beer before chugging it. He liked doing that so much he did it even when the brothers didn't suggest it.

"That right there is brotherhood! Great job Coldsack!" Daniel said as Coldsack reached for his clothes and started to get dressed.

"Hold on right there, though. The rest of you join them, all the pledges need to get naked anyway." We had been naked together before; both for Rufus's target practice, and for Willy's distance competition the following weekend. Beast had won that event with just under eight feet.

As the rest of us got undressed Daniel continued. "Now, as I was saying earlier, the Gamma's agreed to have their pledges attend in togas if we had our pledges dressed in a similar fashion. The 'similar fashion' we have chosen will be these Roman skirts." He held up white towels that looked nothing like skirts, or like anything the Romans would have worn.

"To build trust among the pledge class you will all spend the day naked, until the party starts. You will keep these towels with you all day, and use them whenever you sit on anything. We don't want your swamp asses on the furniture. We've got someone coming later today to sew Velcro patches to hold them on during the party."

Cheeky of course got red at the thought of being naked all day, even though it was just in front of the other guys. I wasn't the only pledge, or brother, that took the time to check out all the naked bodies. Beast was completely covered in thick curly hair, I could barely tell where his pubes started and where his body hair ended.

"Ok, now we will randomly select jobs for the day, all pledges take a pool ball and hang onto it for a moment." Daniel called out the numbers, and Shane assigned tasks based on a list. The tasks included serving lunch or dinner, helping to cook dinner, being a door greeter during the party and a couple of other things that I don't remember.

When I showed the orange '5' there was a stirring among the brothers. "Ok, Smooth, you have a special job during the party. Your Big Brother will explain it to you." All the other tasks were split up among the pledges.

A few minutes later Scott did the "secret" handshake with me and whispered, "You can't tell anyone, but the brothers have some hookers coming over during the party tonight to work the gloryholes in the basement. You are going to be watching them from their side to make sure everything is good. It's a surprise though, so you can't tell anyone."

The rest of the day was surreal. The pledges were naked the whole time. We spent the rest of the morning cleaning and then had lunch in the dining room. The cook doesn't work weekends, so it was just sandwiches and chips, but it was still nice to all be together.

The afternoon was also spent in the dining room, quietly studying. Since the brothers were mostly upperclassmen, a lot of them were able to help with our schoolwork since they had taken the same courses in previous years. They were actually pretty helpful. It was distracting to be sitting naked around the tables at first, but eventually it just started to feel natural. The pledges were all naked while the brothers were fully clothed.

Around three in the afternoon Daniel brought a little old man into the dining hall pulling a small wagon. Daniel introduced him, "Everyone, this is Mister Joshua Niemans, he is a tailor and has agreed to help us with your costumes for tonight."

Mr. Niemans laughed, "Costumes? Is that what you are calling them?" Everyone laughed with him.

Daniel laughed as well, "Once he gets set up we will have you come up one at a time to have the Velcro added. You can't wear the toga skirts until the party, though."

Mr. Niemans was very efficient. It only took a couple of minutes for him to set up his sewing machine and then when he started sewing it only took a couple of minutes each to add in the velcro so that the towels would hold themselves in place. He would have the pledge hold the towel in place as he marked it and then checked it again once the velcro was in place. I felt an odd tingle when that old man touched my hip while marking my towel. I think he saw my dick twitch as he touched me, but he didn't say anything. He chatted with each naked pledge he was working with, but altogether he was only there for about an hour.

Dinner was fine. Not even college guys can mess up spaghetti, salad and garlic bread. I sat between Scott and Golden. Golden had helped to cook and said that preparing for so many people all at one time was more of a challenge than he expected. Scott shrugged, "You get used to it, we have to cook on weekends and share that responsibility."

After dinner Scott took me and a couple of brothers to the basement which was mostly just one big open room with a bar at one end. However, next to the bar was a storeroom where the brothers stored the extra kegs for parties. The storeroom had a flight of stairs that served as an emergency exit and an entrance for ease of access to the storeroom. I had been in the storeroom several times and there was nothing like a gloryhole that I could remember. However, there was a bunch of plywood leaning against one wall. It turns out that several years earlier the brothers at the time built a fake wall that split the storeroom in half. The sheets of plywood had several gloryholes precut and just needed to be screwed into the exposed ceiling joists that supported the upper floor.

The four of us quickly installed the sheets of plywood, splitting the room in half. Scott and I were on one side, and as he stretched up to screw the panels into the ceiling joists his shirt pulled up off his waist. I could see the line of hair that ran up the midline of his muscular stomach; it peaked out of his SpongeBill boxers and grew up to his belly button. It wasn't a lot of hair, just enough.

Scott moved to the plywood door to the secret room. "Ok, Smooth, you have two jobs. The first is to keep track of how many dicks the women each blow because we are paying them by the hour, plus a bonus for each cumshot. The second job is, if there is a fire or some other emergency, to unblock this hidden door to let everyone have access to the emergency exit. So, hopefully, you just have the counting job."

With the plywood panels in place there was plenty of room for three or four people in the small room that we created in the back part of the storeroom. The temporary wall blocked off all view of the cement stairs, but from behind the wall you could see the whole rest of the store room if you were close to the holes. The only light behind the wall was at the top of the stairs just above the emergency exit so it wasn't very well lit. There were a couple of foam pads that we placed beneath he holes for the women to kneel on.

 

The plan was to mingle with the rest of the party until such time as the hookers arrived, then to join them behind the false wall to make sure that everything went smoothly. The brothers would bring the pledges in one or two at a time and since the brothers were already known to the Gamma's they all needed to be seen during the party.

I don't normally drink much, and limited myself to slow sips tonight as well. The pledges stayed naked until word was spread around that the Gammas were on their way. We then lined up from the entrance to the basement stairs and as the Gamma Pledges entered we introduced ourselves to all of them. The Gammas used their real names so that made it a little easier for our pledges, except that a couple of them were already pretty drunk before the Gammas even arrived.

The party was a lot of fun. Cheeks was bright red the entire evening, but I saw him force himself to talk to several Gamma pledges, and even a couple of their Sisters. Squirt tried to embarrass him even further by ripping off his toga, but Cheeks very quickly grabbed Squirt's towel and covered himself with it. Cheeks made out in the altercation because he was semi hard and packing a dick that attracted the attention of a couple of the girls. Squirt didn't do well in comparison.

I wasn't surprised that Golden had girls hovering around him all the time, as did Steamy. I felt a little bad for Steamy though, because the girls kept asking him to give them his "look" but when he did they usually laughed and walked away.

Coldsack did his thing, and he let a couple of the Gamma's watch in fascination. Or, sometimes, in revulsion.

Scott got my attention and we made our way near the storeroom door. Once the President started giving a speech from the bottom stair of the main entrance we slipped into the storeroom, and then into the hidden room. Scott went up the stairs and opened the emergency door and let two women in.

I'm not much of a judge of women, but they were both ... average. The older one was probably in her late thirties and really thin. The younger one looked like a hooker; big frizzy hair, dangling hoop earrings, and a bunch of bracelets on each arm. She had boobs which the other guys would like if they saw them, but she also had way too much makeup on and in the low light it didn't really do anything to help her looks.

Scott introduced me to Sandy and Candy, Sandy being the older one.

As Scott pulled the door closed behind himself Sandy said, "Hey Sweetie, are you babysitting us tonight?"

"Ah, yes ma'am, I think so."

"Well, when you need some relief, just let us know and we will take care of you, too. Right Candy?"

Candy smiled and blew a bubble with her gum before sucking it back in and snapping it. "Oh, yeah, I love you young guys. You usually shoot quick!"

We heard noise on the other side of the room and the women shushed me. "This is the surprise, and you must not tell the Gammas about it!" It was Daniel. "We want you all well behaved with the Sorority girls tonight so we hired some girls to blow everyone from behind this wall. When they stick their fingers or hands through the hole you just stick your dicks through and they will take care of you!"

Candy and Sandy moved to the wall and knelt down on the pads the brothers had placed there. They each stuck their hands through the holes and a moment later they each pulled a dick back through. They went to work kissing, licking and stroking the anonymous dicks. I've never seen a real blowjob up this close before, so I couldn't help staring.

When Sandy realized that I was staring she moved to the side a little to give me a better view. The dick was hard and slick with Sandy's spit, and she started stroking it with her hand while licking around the head and staring at me with as much of a grin as she could manage.

Sandy pointed at a place on the floor between Candy and herself. Then she motioned for me to kneel there and whispered, "If you want a better view!"

I tried to kneel between them, but the Velcro on my toga pulled loose and the towel fell. Candy giggled as I grabbed at it. I had been naked all day, so the thought of being naked here didn't bother me. I folded up the towel to give me something to kneel on.

The two hookers grinned at me around the dicks they were sucking and stroking. I'm pretty sure that Candy was working on Beast; all I could see through the hole was his black fur. He had a nice dick though, and Candy was stroking near the root as she swirled her tongue around his head.

Sandy was deep stroking with just her mouth; she had turned to face me and was staring as she did it. The dick was bigger than her mouth, and I heard the "glug" every time she forced it into her throat. Every single time.

She was kneeling with her left hand on the wall and her right fingers holding the dick straight out at her. Just casually pushing in and out on it. How the fuck could she do that?

I knelt, naked, with my dick as hard as it had ever been. I didn't even need to touch myself.

I heard a knocking sound near Candy and I turned to face her. She had pulled back a little and had Beasts dick pointed at her open mouth. She started stroking faster as she stuck out her tongue. The first shot of cum hit just above her lip and then she directed the rest onto her waiting tongue. Pulse. Pulse.

Candy grinned at me as she swallowed and closed her mouth over the tip. I watched that first bit of cum drip down toward her lips. What must that feel like?

A knock near Sandy brought me back to her, and she had her face pressed against the hole. I could see her throat move as she swallowed again and again. Oh fuck, what must that feel like?

I hadn't even touched myself but I orgasmed and my cum shot out, hitting halfway up my chest. I moaned and shivered as I covered myself in semen.

"Oh, we didn't even get to help you!" Candy pouted, but with a smile around her eyes.

Once I caught my breath I wiped myself off with my towel. We heard noise in the other half of the room and the hookers reached through the holes and pulled a couple of hard dicks through. I got a good look at the dick that Sandy had pulled and it was definitely Scott's dick.

Scott's big, hard dick was right in front of me.

Could I do it?

************

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