The Vermont Boarding School : Part 3, bottoms up (rev)

This is the third part of "The Vermont Boarding School, Part 1, the first two nights," and "The Vermont Boarding School, Part 2, pump and swallow." To recap the previous stories, Sean and Noah were assigned mentors named Reese and Sanford. One of their duties was to suck their mentors' dicks each night. In part two, two weeks later, Sean and Noah have to not only suck but also swallow their mentors cum, but are rewarded with fewer of their other duties.

Now Part Three.

Noah and Sean had just left their mentors' dorm room and had just experienced their first time swallowing cum. They agreed that it wasn't bad at all. They headed back to their own room and planned to suck each other after their nightly shower.

After they got back to their room, Sean got undressed, and Noah followed. They draped towels around their waists and went down the hall to the shower. While in the shower a couple of juniors walked in with towels around their waists. Noah was on high alert after Sean had warned him about upper classmen teasing the freshmen. He was correct to feel trepidation.

“Hey guys,” said one of the juniors.

Noah and Sean didn’t respond and tried not to make eye contact. The juniors dropped their towels on the shower floor and approached Sean and Noah with hard dicks.

“Ignoring us won’t work.” One of the juniors turned off Noah’s shower, and then Sean turned his own shower off. It was quiet except for a few drips of water hitting the shower floor.

“Look at this. No hair,” laughed one of the juniors as he pointed to Sean’s dick.

“He’s got nothing either,” said the other one as he looked at Noah.

“We’ve been waiting to get you in the shower together,” said one of the juniors, “And you know what we want.”

Noah’s heart pounded as he looked at Sean to find out what to do.

“You guys better not try to run,” said one of the juniors as he smeared vaseline on his dick. The other junior held Sean from behind as the first guy went for Noah.

“Bend over and put your hands on the wall,” he instructed. Noah did as he asked while Sean was still being held from behind. Sean felt a huge dick touching his butt as the guy held him from behind. Sean started shivering.

One junior named Jonathon who had put vaseline on his dick moved his dick between Noah’s cheeks. As Noah was bent with his hands on the shower wall and legs spread far apart, Jonathon grasped his waist and thrust his dick up Noah’s ass without warning. Noah dropped to the shower floor and screamed causing Jonathon’s dick to pull out. Noah just experienced his first sexual encounter only a couple weeks before as well as getting his dick sucked for the first time. He had no idea that a dick could be penetrated into his ass.

Jonathon jumped on top of Noah and thrust his dick into him again as he put his hand over his mouth, “Shut up.” Noah couldn’t move under his weight.

Noah winced in pain and pulled one knee up to his side. Jonathon’s hand muffled his cry of pain. His face grimaced as Jonathon fucked him hard. Noah was losing his anal virginity in the worst way. Jonathon hadn’t let him relax to take a dick into him. He wanted to cause pain, and he got his wish.

The other guy named Deavon said, “Slow down! Don’t make him bleed.” Noah’s mouth was wide open and his face turned red as he moaned loudly. His ass was filled with intense pressure as Jonathon moved his dick in and out of his hole. Deavon let Sean watch and anticipate what would be happening to him. Noah started to cry out again, but Jonathon put his hand on his mouth once more as he continued to thrust his dick hard up his ass.

Deavon told Sean, “Get on your knees and bend over and put your head on the towel. Reach back and pull your cheeks wide apart.” Sean did as instructed and pulled his cheeks far apart exposing a tiny, tight hole as he laid his head sideways on the towel. Sean's heart was pounding with fear.

Deavon put some vaseline on the target and then on his dick. Then he eased himself into Sean’s virgin hole while Sean’s hands were still holding his cheeks apart. He pressed in just a bit and then out. He didn’t jam himself in like Jonathon. His dick was a lot larger than Jonathon’s, so he pushed gently. After a few more tries, Sean relaxed and his hole widened up to accept him. Sean opened his mouth but held off screaming.

“Don’t scream or you will regret it,” instructed Deavon.

After three or four entrances of only an inch, Deavon eased all the way into Sean. Sean let go of his cheeks and put his hands on the floor and raised his head up slightly while still on his knees. Deavon continued pumping in and out. Sean winced and his face was taut with pain as he accepted Deavon’s shaft into his tight hole.

Noah and Sean stopped trying to yell except for some painful grunts. They remained helpless as the junior’s thrust their dicks in an out of them. Soon, Noah felt warm, pulsing shots of cum filling him up. Then Jonathon pulled his dick out quickly. He kept his hand on Noah’s back, not allowing him to get up.

Jonathon and Noah watched as Deavon continued fucking Sean. Then Sean felt hot cum squirting inside cavity. Deavon stopped and held his dick as far as he could into Sean for about a minute after he came. Then he eased his dick out of Sean one inch at a time, very slowly. Just when Sean thought he would pull it all the way out, Deavon thrust it in one more time only to ease it out ever so slowly one more time.

“I guess you guys want to sit on the toilet now,” said Deavon, “but you have to wait. Squeeze your asses tight so nothing comes out. Don’t let anything cum out on the floor, or we will mash your face in it and make you lick it up. Come on. Squeeze, squeeze.”

They wouldn’t let them go to the toilet for what seemed like an eternity. Noah squeezed his butt hole tight. Sean tensed his cheeks and tightened his ass as hard as he could. Noah thought the wait was worse than being fucked. Sean was sure it was worse. There is an enema effect after you get fucked and filled with cum, especially the first time. It makes you want to run to the toilet after a dick is pulled out from your ass. It takes a long time to be able to control that feeling, and Noah and Sean didn’t have any control that night.

Jonathon asked, “Did you feel that warm cum pumping into your ass?”

Sean said, “Yes.”

“Tell me you liked it, and I will let you guys up.”

Sean said, “We liked it.”

“How about you, Noah?”

“Yes. It was fine. I liked it,” Noah said, but actually he did like the feeling of the warm cum shooting inside him. If anything, that was the best part of being fucked.

Finally, Jonathon said, “OK. You guys can get up.” Noah and Sean didn’t hesitate. Sean stuck his finger up his hole to keep anything from pushing out as they ran to the toilets and closed the doors. After they squeezed out and released all of the cum out of their butts, they came out. Jonathon and Deavon were gone.

“That was part of the initiation,” said Sean. “I thought that we might not be targeted since we had senior mentors, but anyway, it’s over.”

Noah asked, “What do you mean targeted?”

Sean explained, “Juniors get to pick out freshman. Once you have been targeted, you are not supposed to be targeted again, so we are fairly safe.”

Noah was aching, and Sean didn’t feel much better. They returned to the showers and soaped their bodies quickly to remove the oily residue from their bottoms and where it got smeared to their cheeks. They dried off and went quickly back to their room.

“Oh God that hurt,” said Noah feeling his ass throb with pain.

“Yeah, that was new to me too,” said Sean. “Some guys like to do that all the time.”

“Not me,” said Noah. “I don’t think I could ever get used to that.”

Noah said, “I guess I feel better now, but that made me feel really weird, but I did like that warm cum shooting inside me for an instant.”

Sean agreed, "Yeah, that part wasn't so bad."

Sean laughed, “I hope we don’t get pregnant.” Noah laughed.

“I feel like I still need to go to the toilet.” Noah draped a towel around his waist and ran down the hall to the toilets. He showered once more. A few minutes later he returned to the dorm room.

"Are you OK?" asked Sean.

"Yeah. All is OK now."

Then they heard a loud knock on the door. Sean opened it. Deavon and Jonathon were in the hall. Noah’s heart started pounding. He was scared.

Sean said, “What do you want?”

Deavon said, “Aren’t you going to ask us in?” Noah thought, ‘hell no.’

Sean opened the door, and Jonathon and Deavon marched in.

“Nice room guys. Great posters,” said Jonathon.

Noah thought they might take the posters to further harass them.

“We put the target symbol on your door,” said Jonathon.

Noah asked, “What do you mean?”

Sean said, “The target means we just got fucked, and no one else can take us in the shower.”

“Look guys. So you know there’s no hard feelings, we came to talk with you.”

Sean offered, “It’s OK. I know the rules. I kind of expected it.”

“Was that your first time?” he asked Sean.

“Yes. You know the rules. That is reserved for freshman.”

“I know, but sometimes it happens anyway. And how about you?” he asked Noah.

“Yes. It was my first time too,” admitted Noah.

“Well, we were a little rough on you guys. We know how it feels. We had to cater to our mentors when we were freshman and sophomores,” said Deavon.

“And I started in the eighth grade just like you did, Sean,” said Jonathon. “So I had an extra year of satisfying my mentors, but it wasn’t so bad. I got targeted two times but I was afraid to say anything.”

“Well guys, we want to make up for startling you although that was part of the fun,” said Deavon.

Noah thought, ‘some fun.’ Noah looked at Sean thinking something was up. Sean didn’t say a word.

Jonathon moved to Sean’s bed and took Sean’s towel off him as Noah watched. Then Deavon motioned Noah to the other bed and pulled his towel off. Jonathon started sucking Sean’s dick, and Noah got a hard on while watching.

Deavon looked at Noah’s dick and said, “Looks like your are ready.” Noah got the idea and laid back on the bed as Deavon put his lips on Noah’s dick. Sean and Noah got their dicks sucked by the juniors. After a few minutes, both got immense exhilaration and the tingling numbness that starts from the top of your head and moves all the way to their toes.

As they tightened their asses during the rush of emotion, both experienced a new sensation during orgasm. After being fucked, the feeling translated into a new type of heightened emotion during orgasm. They felt warm and flushed as well as feeling the erotic numbness and tingling from their head to their toes.

After they finished, Sean said, “That was great.”

Noah said, “Yes, super.”

Deavon said, “I hope that makes up for the rough treatment, and I hope we can be friends.”

Sean said, “Sure. No problem.”

Noah said, “I was scared, but I’m OK now.”

Jonathon continued, “Deavon and I like to fuck and may get tired of our guys every so often. If you don’t mind, we would like to fuck you guys. Just every so often, if you don’t mind. We promise to be easier and to suck you afterwards.”

Sean knew the importance of having allies and said, “It’s OK with me if it’s OK with Noah.”

Noah followed Sean’s lead. “I will try to get used to it.” Noah was thinking that he enjoyed the new sensation of being sucked just after he had been fucked. He was thinking that he really liked the cum shooting up his tight hole too.

Noah and Sean continued sucking their mentors’ dicks just about every night. Once a week, Jonathon and Deavon showed up and Sean and Noah let them fuck and suck them. The agreed on Sunday nights. In so many ways, they had it better than kids in their old neighborhoods who didn’t have roommates and spent each night jerking off alone. Having sex with others was relaxing and relieved a lot of adolescent tension as well as built bonds between them.

As far as what the two freshman who were assigned to Jonathon and Deavon did when they visited Sean and Noah on Sunday nights, please read the next chapter, “The Vermont Boarding School: Part 4.” If you enjoy the story, please leave feedback.