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 One
Thirty pledges had started out the semester with Kappa Delta Chi; however, as of the start of Hell Week, only thirteen remain. Their ages ranged from eighteen to twenty-eight years of age. Those thirteen were slipped a note, it said, "You are to report to the Fraternity House Basement on Monday, first day of Hell Week at 3PM. Once there, you will immediately strip down to your boxers. Any deviation from this will result in discipline and possible removal from the Fraternity."
The president of the fraternity addressed those that were in the basement. "Glad to see everyone that is here. You two in the tighty-whiteys may leave. Note said to strip to your boxers, not briefs. You in the yellow boxers with eyes, is that suppose to be Sponge Bob?" the president asked.
The pledge was smiling, "Yes, sir, it is."
"Get out of here. I hate Sponge Bob. As for the rest of you." The president was interrupted by a pledge entering late.
"Sorry I'm late. Class ran over and I ran straight here after," Jacob explained while breathing hard. He immediately started stripping. Jacob was one of the eighteen year olds. He was an even six foot tall and weighed approximately 165 pounds. His body was naturally smooth. His hair was a dark brown and he had hazel eyes. You could tell that Jacob ran for track.
"Class ran over, that's not your fault; however, you are late so strip completely and assume the position," the president ordered, "as for the rest of you, if one pledge receives a paddling, you all receive a paddling. Drop your shorts and assume the position."
Everyone did as they were ordered. "How many swats shall I give?" asked the Master-at-Arms.
"Pledge nineteen was eight minutes late, so everyone receives sixteen swats," the president responded. The Master-at-Arms carried out the paddling. When it was completed, the president began to speak again, "Other than classes or work, and we do have your schedules, you will all remain in this basement all week unless I say otherwise. You will remain in just your boxers. You will do whatever I, or one of my officers, say without question. By the end of this week, you will be looking forward to getting out of this basement and getting a shower. After this week, only five of your will remain to become a fraternity brother."
All the pledges looked at each other wondering who would make it and who would leave. "Now you will notice that we have four chairs with a potato on two of them. There are ten of you left, so we will select teams. Each team will place three members at the end with the potato and two members at the other end. You will pick up the potato and run as best you can to the other chair. If you drop the potato, you must pick it up, run back to your starting chair and then to the other chair. And you cannot use your hands or mouth to pick up the potato. If any of your hands touch the potato, your team must start over with the first player. Team that loses will get ten swats each. Winning team gets to give the swats. Are there any questions?"
"How else can we pick up the potato?" one of the pledges asked.
"Good question and I will answer it by saying, glad no one put their shorts back on yet. Oh, and for supper, you're having mashed potatoes." Teams were chosen and placed according to what they were told. Jacob was the first one on his team to do the run. He sat on the potato and when he felt it snuggled between his ass cheeks, he tightened them and waddled to the other chair. He positioned himself over chair and loosened his ass cheeks. The potato didn't fall at first, but Jacob kind of a jumped and wiggled his butt until the potato eventually landed on the chair.
The rest of the team did their run. One member dropped the potato half-way between the chairs. Everyone was watching him as he picked up the potato with his ass and struggled to get back up without dropping the potato again. The other team never lost their potato so they ended up winning.
A twenty year old guy gave Jacob his swats. He stood five foot eleven and had a swimmer's body. He had black hair. Jacob looked into his deep blue eyes before he received his swats and he was starting to fall in love.
At dinner, Jacob was reluctant to sit down because his ass hurt so much. "Pledge nineteen, either take a seat or gather your things," the president ordered. Jacob carefully sat down.
"I believe that's my fault. sir. I did swat him pretty hard," the twenty year old stated.
"Then perhaps we should compare your swats to the current master-at-arms. He graduates this year and we will be looking for a new one," the president stated, "Pledge nineteen, you will do the honors of deciding who swats the hardest."
"Yes sir. If that is what you wish," Jacob responded as he gulped down from realizing he would get more hard swats.
"Good, tomorrow at 3:30PM, you will present yourself to be swatted three times by each. You will be blindfolded so you can't tell who is swatting. For now, finish up supper and get to bed. The guy who swatted you, or you swatted, will be your roommate and partner for this week. You are responsible to make sure your roommate is where he's suppose to be. If one of you gets kicked out before we get down to the last to leave, you both get kicked out."
There were 5 rooms; each had a queen size mattress and a fitted sheet. Jacob and his partner took the room furthest from any other. "Sorry I swatted you so hard today. Not sure why I did it."
Jacob smiled, "It's alright, dude. I'll recover, eventually. I just can't believe that I'll be getting more swats tomorrow."
"You have a gorgeous smile, name's Jason. Want me to not hit so hard?" the twenty-year-old asked.
"No, 'cause I won't be able to see who's swatting and I want to be fair. 'Sides, if they notice you're not hitting hard, we may both get in trouble." Jacob was smiling even more.
The twenty year old had his eyes fixed on Jacob's eyes, almost as if he were trying to hypnotize him, "You have a point. Sorry that I got you into this.
"My name is Jacob, but you can call me Jake if you like."
Jason closed the door and turned out the lights, and then he leaned into Jacob and started kissing him. Jacob didn't resist. As Jason was kissing, he moved his hands down to Jacob's shorts and lowered them. Then he lowered himself to his knees and took Jacob's member in his mouth. Jacob's cock was six inches soft, but had already started growing with the attention it was receiving. Jacob carefully maneuvered down on the mattress and Jason never removed his mouth from Jacob's cock. "Dude, shift so I can reciprocate," Jacob asked. Jason did. Jacob slid Jason's shorts to expose a nine inch cock that seemed rock hard.
Jacob shot his load into Jason's mouth. Jason swallowed every drop. Jacob was still going to town on Jason's cock, when Jason stopped him. "Jake, you ever have another guy fuck your ass?"
"To be honest, I never even realized that I even liked guys until I stared into your eyes," Jacob answered.
"Well, then I won't ask you to let me fuck you. I don't want to hurt you."
"I've heard that the first time will hurt, but I do want you to be my first. I am so drawn to you, Jace."
"Jace, I like that. I'll be as gentle as I can, but if it starts to hurt too much, let me know. I'll stop."
"OK, do I lie on my stomach or do I kneel on all fours? Or do you want me to lie on my back and lift my legs?"
"Start by lying on your stomach. We'll see how we feel comfortable."
Jason went slow as he pushed his massive tool into Jacob's ass. Jacob grunted a little and Jason asked if he should stop. Jacob told him to keep going. Jason finally pushed his dick all the way in. He started kissing and nibbling on the back of Jacob's neck. After a few seconds, Jason started to pull back out. He felt Jacob's sphincter nearing his cock head and pushed back in. He continued this several times slowly. Jacob's grunts turned to groans and finally turned to moans of pleasure. Jason took this as a sign that he could speed up.
After several minutes, Jason was shooting his load into Jacob's ass. Jason put his right arm under Jacob, and then rolled left pulling Jacob to his side. Lying on their sides, Jason kept his cock in Jacob as they went to sleep.