Disclaimer: This is a completely fictional story. If any of the incidents seem familiar, it is totally coincidental. This is a gay story about two college males having sex. As you can see from the title, it is called Hell WEEK, and this is only the first day. I am planning to complete the week, am already working on Day two. I plan on these two main characters to interact sexually at least once each day. And I am already thinking of a surprise for towards the end of the week.
Hell Week - The Day Two
Jacob and Jason were lying on their sides with Jason's cock in Jacob's ass when they went to sleep. Jacob woke up, he was lying face down. He could feel Jason fucking his ass again. "Nice way to wake up. Wish I could wake up like this every day."
"If you want, I'd be happy to accommodate," Jason replied.
"As long as it's you, I think I'd be happy. Don't want you to stop, but I have to take a massive piss." Jacob smiled.
"Dude, can you hold on, I'm almost there?" Jason pleaded.
"Don't you have to piss?" Jacob asked.
"Sorry about that." Jason smirked.
"What did you do?" Jacob asked.
"Well, I was already inside you with a morning hard-on, so I started to fuck when I felt the need to go. You kind of got a golden enema, so you'll probably feel a need to shit when I pull out."
With that, Jason pushed his cock in all the way and held it there. Jacob felt the recently familiar sensation of Jason's cock throbbing as it released its powerful love juices. When he was done, Jason pulled out. Jacob grabbed his shorts and ran to the bathroom. He didn't care who saw him. All that was in there was a toilet. It didn't even have a sink to wash with when you were done. Jacob sat on the pot and released everything from inside him.
As Jacob was coming out of the bathroom, the fraternity president and master-at-arms were coming down the stairs. In one hand, the master-at-arms had a paddle. In the other, there was a glass full of worn toothbrushes.
"Pledge nineteen, no one has classes today, and a few of these pledges will be gone to work at 3:30. Would you like to judge the competition now and get it over with?" The president asked.
"If that is what you wish, sir. I am happy to oblige," Jacob responded.
The president placed a blindfold on Jacob. Next, Jacob could feel his shorts being pulled down and his head was pushed forward and down until he felt the wall. Two people grabbed him by the wrists. A rubber bit was placed in Jacob's mouth. "The swatters will take turns, one swat each until they both have swatted you three times. This will probably hurt a lot, if after each two swats, you feel you cannot take any more, drop the bit out of your mouth and let me know. We don't want to seriously hurt you."
Jacob nodded that he understood. With that, the master-at-arms handed Jason the paddle. When it hit, it left a mark on Jacob's ass and tears started running down his face. Jason felt bad for hitting him so hard. The Master-at-arms took a swat and Jacob almost jumped when it connected. "Pledge nineteen, are you alright?" the president asked.
Jacob nodded his head. The master-at-arms took a swing first this time. He didn't hit quit so hard. Jason took his swing and he hit a little harder than the master-at-arms, but not quite as hard as his first one. Jacob kept the bit in his mouth.
"That's enough. It's clear that pledge nineteen puts the fraternity above his own well-being. Take the blindfold off." As they removed the blindfold, Jacob was sobbing pretty hard. He was afraid he'd get him and Jason kicked out because he was a "baby". "Are you alright, pledge nineteen?" the president asked.
"Yes, sir, my ass hurts a lot, but I'll be fine." Jacob responded.
"Can you answer who hit the hardest? If you'd rather wait to answer to have your ass attended to, I'll understand."
"In the first two swats, I think the second one didn't feel as hard, but hurt worse because it was after the first swat which really hurt. In the second set of swats, the second was clearly the hardest and most painful of the swats."
"That settles it, pledge twenty-one was the swatter for the first and last swats, you will be the master-at-arms next semester," the president announced. "Pledge, take your roommate back to your room and tend to his ass. You both have the rest of the day to do whatever, just can't leave the basement."
Jacob felt better already knowing that he didn't get Jason kicked out. In fact, from what he made of what the president said, he insured that Jason would definitely be one of the five who makes it in.
"Rest of you, grab one of these blue toothbrushes. One of you gets to clean the bathroom while the rest gets to scrub this floor. When it's done, you should be able to eat off the floor. That is where you'll be having your supper tonight."
After he got the rest of the pledges, the president went to Jason and Jacob's room. "Dude, are you seriously, ok? I seen and heard those swats. You have nothing to be ashamed of if you admit you're not alright." The president assured Jacob.
"I admit that I was worried that I was going to get my roommate and I kicked out, and yes, it did hurt more than I imagined it would, but I'll be fine."
"Well, rest of this week is a formality, but the two of you will definitely be in the fraternity after this week. I didn't realize that pledge twenty-one could swat that hard."
"Thanks for making me feel worse than I already do for hurting him," Jason said
"Not your fault, dude, I told you to not hold back. I'll be fine." Jacob piped in.
"By the way, my name is Aaron," the president introduced himself. "When we serve supper, I'll have both of yours brought to this room. Everyone else has to eat off their floor they are cleaning. You guys can eat off the tray. I'm sure you don't want to run around in front of them guys all day naked and you probably don't want to put anything over that hot ass, neither."
Jacob smiled. He wasn't sure if the president was hitting on him or just commenting about how red his ass was. Either way, he was happy to know that he and Jason were definitely joining the fraternity.
Aaron patted Jacob on the shoulder as he left. Jason looked at Jacob. "Dude, I really didn't mean to hit quite so hard. If you don't feel like me fucking your ass tonight, I won't."
"No need to apologize, but I could definitely use a hug," Jacob started, "as for tonight, we'll see how I feel then."
Jason put his arms around Jacob and gave him a kiss on the forehead. Then he applied a generous amount of soothing lotion to Jacob's ass and gently spread it around.
At supper time, Aaron walked in the room carrying three trays and a sheet. He handed a tray to Jason and another one to Jacob. He sat the third on the floor. The he unfolded the sheet and placed it over Jacob's ass so that it barely touched. "Thought you both would appreciate this. It gives pledge nineteen a little privacy, though we've all seen every one of you pledges completely naked yesterday and pledge nineteen today. And it's not too much touching his ass, neither."
Jacob smiled, "I'm fine, sir"
Aaron picked up the third tray and started eating. Jason looked at him funny. "Think I want to eat watching them eat off the floor?" Aaron responded, "Besides, as the president, if I want to eat with two soon-to-be fraternity brothers, that's my privilege."
Jason smiled. "Sir, I." Jason started.
Aaron interrupted, "You can call me Aaron. As far as I am concerned, you are no longer pledges, but you do have to complete this week's event. What're your names?"
"My name is Jason, and his is Jacob."
"You go by Jacob or Jake?" Aaron asked.
"My friends call me Jake. I just introduce myself by my formal name."
"So, which do you want me to call you?" Aaron inquired.
Jacob smiled. "Depends, if you want to consider me a friend, which I think fraternity brothers should be, then you can call me Jake."
Aaron, smiled, "So Jacob it is," he paused and smiled more. "Ok, Jake."
As they finished their meal, Aaron grabbed the trays and left. Jason started applying more soothing lotion to Jacob's ass when Jacob reached around and grabbed him by the neck. Jason didn't resist when Jacob pulled him closer and kissed him. After they kissed, Jacob was staring in Jason's eyes, "Can I give you a blow job and have you fuck me again?" Jacob asked.
"Are you sure? I mean, if that's what you want, I'd be happy to as long as your butt doesn't hurt too much."
"You've been taking good care of my butt. It hardly hurts at all and I definitely enjoy having you inside me. I never realized that it could feel so good."
With that, Jason removed his shorts and got down beside Jacob. As Jake grabbed his cock and started to suck on it, Jason started sucking on Jacob's.
Jacob kept stopping as he sucked Jason's cock, after all, he didn't want Jason to blow his load while he was sucking him. Jason was swallowing hard as Jacob was shooting his load. After Jacob was drained, Jacob was careful about positioning his cock between Jacob's cheeks. At first, Jason didn't go in all the way. He was worried that Jacob was still in pain, but Jacob made a comment about feeling like Jason had gotten smaller and all the way in he went.