The Vermont Boarding School : Part 3, Bottoms Up (rev) free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)

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 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.

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

1 year ago
  • 0
  • 34
  • 0

The Vermont Boarding School Part 2 Pump and swallow

Recapping the first story, "The Vermont Boarding School: Part 1, the first two days," Noah was sent to a boarding school and met his roommate, Sean. A mentoring system was used to assign freshman to juniors, and sophomores to seniors. Even though Noah and Sean were freshman, they were assigned to seniors to clean their room, run errands, and give special treatment. If rules were broken the mentors dealt out punishment. Noah found out the first day that if he broke a rule, his roommate got his...

First Time
1 year ago
  • 0
  • 13
  • 0

The Vermont Boarding School Part 6 The Piccolo rev 1

Please read The Vermont Boarding School: part 1 through 5 to find out about Sean and Noah up to this point. Sean and Noah woke up Sunday morning after a night with their mentors, Reese and Sanford, and their fellow freshman, Martin and Todd. It was a six-way interchange and everyone was satisfied when it was over. Satisfied? Hell, everyone got to fuck or be sucked resulting in a gratification as nice as any time in the past. Sean and Noah had planned to be with Martin and Todd after they...

Gay
3 years ago
  • 0
  • 21
  • 0

Long Weekend in Vermont

Long Weekend In Vermont It had been months since I had taken any time off from work. We had been preparing the rollout of a major software release and as the head of marketing, I was involved in every facet of paving a smooth release, from working with product development to preparing press releases to distributing test versions to all the tech reviewers. The only thing left was for the programmers to finish their last-minute tinkering. Unfortunately, that's when a major bug was...

1 year ago
  • 0
  • 17
  • 0

The Vermont Boarding School Part 8 Noah Visits Sean

Please read chapters 1 - 7 to understand the story up to this point. The fall semester is nearly over for Sean and Noah. They are now veteran players in the field of six other friends who have shared sensual pleasures and intimate moments. They continue providing special treatment their mentors which means that they have to suck their dicks either before or after tutoring in the evenings. What they find is that they are both highly aroused each night after fulfilling their obligations. What at...

Gay
2 years ago
  • 0
  • 21
  • 0

Vermont RootsChapter 5

Wendy was folded back into the family without any serious problems. Mike did about as we expected concerning his first wife. He would speak to her without recrimination. He never searched her out to speak alone with, but she was never treated with disrespect. After a couple of months, Wendy approached Toni and said she admired Mike and what he had accomplished since coming back to Vermont. The two never became close friends, but were friendly. Wendy and Diana became good friends. Wendy...

1 year ago
  • 0
  • 16
  • 0

The Vermont Boarding School Part 7 Hidden Treasures

*** Please read parts 1 - 6 leading up to this point in the story about Noah and Sean whose mentors in the evening are Reese and Sanford. Sean and Noah put their clothes on and hurry out the dorm leaving Deavon and Jonathon warm and satisfied. Deavon just pumped Noah full with his warm cum, and Noah's sensations are elevated with the stimulus. He can't wait to see Todd. Sean is equally aroused after sucking Jonathon and feeling the hot cum bang against the top of his mouth. It is Sunday night....

Gay
1 year ago
  • 0
  • 13
  • 0

The Vermont Boarding School Part 6 The Piccolo

Part 6 *** Click on author name to read all previous parts of this story! Sean and Noah woke up Sunday morning after a night with their mentors, Reese and Sanford, and their fellow freshman, Martin and Todd. It was a six-way interchange and everyone was satisfied when it was over. Satisfied? Hell, everyone got to fuck or be sucked resulting in a gratification as nice as any time in the past. Sean and Noah had planned to be with Martin and Todd after they finished sucking Reese and Sanford, but...

Gay
2 years ago
  • 0
  • 24
  • 0

Vermont RootsChapter 2

Linda had been with me five weeks when she learned that her father was being released on the following Monday. Linda wanted to be there when he stepped out of prison a free man. Linda managed to get a couple of days off and because I had some vacation coming, I was able to travel with her. We arrived in New Jersey just before noon on Sunday. We drove into a decent section of the city. “Mom lives in the section on the right. There is parking in the rear.” There was a little lawn in the front...

2 years ago
  • 0
  • 37
  • 0

Jims Weekend in Vermont

Jim's Weekend in Vermont By Tonya Bailey Lindsey stormed up to her room and slammed the door. "This is so unfair!" she screamed as she buried her face in a pillow and cried. Amy Gellar sighed as she handed her son Jim a piece of paper and an envelope. She wondered if it was a good idea to leave her two kids alone for the week. As Jim looked over the paper, Amy kissed him on the forehead and said, "I wrote down the number of the hotel where I'll be staying. And please keep an...

2 years ago
  • 0
  • 34
  • 0

A WellLived Life 2 Book 4 ElyseChapter 58 Vermont Vacation

March 15, 1991, Apple Orchard Bed-and-Breakfast near Montpelier, Vermont “Welcome!” Katy said as she let us into the house. “Katy!” Birgit squealed. She’d done well on the flight, only fussing a bit as the plane climbed to altitude and again as it descended for landing. The change in air pressure had clearly bothered her, but there wasn’t much we had been able to do about it except to comfort her. I’d been happy that she hadn’t cried, just complained. “Hi!” Katy said, holding out her arms...

4 years ago
  • 0
  • 27
  • 0

Vermont RootsChapter 3

We slept late, had breakfast and were packing for three days and two nights in Boston. The phone rang while Linda was putting our bags in the car. “Hello, Stanley speaking.” “Mr. Rider, this is Maurice Cumberland calling from Burlington. You wife Bonny married my brother, Charles and they moved to Pennsylvania. I’m calling to inform you that they were in an auto accident while returning home after going out with friends. They had dinner at home earlier. Charlie died immediately and Bonny...

2 years ago
  • 0
  • 24
  • 0

Lexi Jenna and the cabin in Vermont

I came home early one afternoon because of a gas leak at the studio and well, do I really need to tell you the rest? Do I really need to tell you that I found my husband fucking some random whore in our bed? Do I need to tell you that I wasn't shocked enough to yell? I saw enough through the crack in the door to realize that my exit strategy was the only thing I had in my control. As they fucked, as she moaned his name, I packed the few items I had left in the dryer downstairs and slipped out...

Group Sex
2 years ago
  • 0
  • 29
  • 0

A WellLived Life 2 Book 5 MichelleChapter 64 A Long Weekend in Vermont

March 11, 1992, Chicago, Illinois “I think he’s got it sewn up,” I said as Elyse and I walked to the office. “You don’t think Jerry Brown can keep Clinton from getting enough votes to win the nomination outright?” Elyse asked. “I think he COULD, because of California, but even then, Clinton is far enough ahead, and as a center-right Democrat, he’s probably their best bet given the whole Perot thing. Clinton would win at the convention.” “And the affairs?” “Nobody seems to care,” I said....

2 years ago
  • 0
  • 51
  • 0

The Boarding School Years

YOU NEVER GET A SECOND CHANCE, TO MAKE A FIRST IMPRESSION... The cocksure troubled teen, Justin Barker, was taken to his bunkroom in the boarding school by a senior student. "Okay, well... welcome to your bunkroom. You will get to meet the rest of the group later..." Justin looked around the bunkroom. It had 4 army-style bunk beds and some lockers. At the foot of each double bed, there were 2 lockable footlockers. Peter continued: "You must know that this institution has some stringent rules,...

3 years ago
  • 0
  • 15
  • 0

Driving out to Vermont and finding the lake

Introduction: We are getting ready to head to Vermont. We are leaving early in the morning and it is still dark outside and it should remain that way for about an hour before the sun starts to rise. We are both wearing jeans and I am wearing a t-shirt while my wife is wearing a tank-top and a sweatshirt. I have on a pair of boxers and my wife is wearing simple white panties and a black bra. I finish putting our bags into the care and then go around to the other side to give our son a kiss...

2 years ago
  • 0
  • 18
  • 0

Skiing In Vermont

Last winter my girlfriend, Kayla, and I took a weekend trip up to Vermont, and stayed in a beautiful ski resort near Killington Mountain. She's a snowboarder and I'm a skier, I know it's weird right? But anyway, we checked in Friday night and made sure we had our weekend passes. We were exhausted after the drive and ended up crashing soon bafter we unpacked.I woke up to Kayla getting changed and ready for a long day of skiing and boarding. The light from the sunrise was shining through the...

Straight Sex
2 years ago
  • 0
  • 18
  • 0

Up in Vermont II The boys of winter

As you drive towards the train station, I suddenly change my mind. I decide to stay for the other two days, I'm still off. I never have the chance to come up to Vermont and practice my favourite winter-sports lately.As I've grown up in a country where we used to have proper winters with ice covered lakes and snow covered mountains for all the three months of the season, I really did miss them. As my daddy used to say, I learned ice-skating before I learned to walk. It was a bit different with...

Group Sex
1 year ago
  • 0
  • 23
  • 0

Loosening Up Book 10 Road Trip EastChapter 12 Vermont

After reluctantly leaving Jessie’s home in Rochester, Dave meandered east across New York State. He had one particular destination in mind in the small town of Oneida – touring the Mansion House that had housed the most famous polyamorous communities in the world in starting in 1848 and that remained a symbol of one. Of course, the silverware that the community also produced went on to become some of the most revered, as well, but for Dave or anybody in the Circle, this place was...

4 years ago
  • 0
  • 27
  • 0

Paradise Boarding School 8211 Part 1

Hello ISS readers. My name is Aafi. This is my first story as a writer on ISS. Let me tell you about myself. I am from Bangalore but I am working and living in Chennai OMR. I am a 25-year-old Software Engineer. I will be writing fantasy stories. Please provide your valuable feedback so that I can improve my writing in future stories. You can email me or hangout me at Let me tell you about this story. It is a fantasy. The story is about a boarding school where college students are forcefully...

1 year ago
  • 0
  • 30
  • 0

First Day at Boarding SchoolPart 2

Author: Powerone Title: First Day at Boarding School Part: Part 2 Note : This story is completely fictional. This is just erotic fantasies - nothing more. Never do same things in real live!!! Summary: Rebecca is tricked into a boarding school where she is forced to become a submissive. She is stripped naked, forced to cum, spanked and than raped anally, again having an orgasm. Keywords: M+f, nc, anal, oral, reluc, humil Part 2-The First Morning Rebecca left the Headmasters office her ass,...

Fetish
3 years ago
  • 0
  • 70
  • 0

boarding schools are best

The Meeting (Part 1)The interview was with the Beardsley School for Girls, a school in Hampshire. Beardsley was similar to his last school, a place for girls from wealthy, prominent noble or rich families that did not have the credentials to get into the elite schools that their parents expected from them. Most of the girls' problems were social, not necessarily academic, the ones who, it seemed, rebelled against their parents. In order to maintain its accreditation, the school had to take in a...

4 years ago
  • 0
  • 15
  • 0

Boarding School Fun

I came from rather a conservative background, my parents being very strict with me and my two siblings. I grew up in a right-wing environment and my parents always had an opinion on current events and the latest news. Their opinions were very one sided, outdated and old fashioned, considering the times we lived in. A person who was involved in any of the arts, whether that be music, theater and performing arts or an artist was automatically labeled a 'lazy punk' by my parents. Only the very...

Lesbian
2 years ago
  • 0
  • 27
  • 0

BOARDING SCHOOL FOR LOVING BOYS chapter 2

Please note it’s a story about love and friendship Leave if you are not into this type of story. Subject: Boarding School for Loving Boys Chapter 2 Warning; this is a story about boys having fun with other boys in a sexual and loving way, You need to be 18 and over to read this and if not then go find some other thing to read. Gay young friends Story written by: Boys in the hood. Copyright: 2011, not to be copied or changed with out The owner’s consent, that’s me....

1 year ago
  • 0
  • 26
  • 0

BOARDING SCHOOL FOR LOVING BOYS chapter 1

Please read this story with love and not with your penis. Subject: Boarding School for Loving Boys This story never happened and what boys do To each other is real but not here. You need to be over 18 To read this so never show this story to little kids. Copyright: 2011 not to be copied or changed without the Owner’s consent... So don't let me see it anywhere except for where I post it. All names and places are not real just in my head. Owner: Boys in the...

3 years ago
  • 0
  • 31
  • 0

Boarding School Encounter 04 Miss Marilynn Molests the Maid

Chapter Four: Miss Marilynn Molests the Maid By mypenname3000 Copyright 2016 “Miss Marilynn! Missy Marilynn,” a panicked, feminine voice called, reaching into the confused thoughts of Marilynn Gully, the young philosophy teacher at The Kensington Boarding School, an all-girls school in the English countryside. “Please, please wake up, Miss Marilynn.” What happened? the teacher wondered, trying to organize her thoughts while her body lay limp, her eyes closed. She felt the hands push on...

1 year ago
  • 0
  • 22
  • 0

First Day at Boarding School

Author: Powerone Title: First Day at Boarding School Part: Part 1 NOTE : This story is completely fictional! This is just erotic fantasies - nothing more. Never try to do it in real live! Summary: Rebecca is tricked into a boarding school where she is forced to become a submissive. She is stripped naked, forced to cum, spanked and than raped anally, again having an orgasm. Keywords: M+f, nc, anal, oral, reluc, humil Author can be contacted at [email protected] First Day at Boarding School...

Fetish
4 years ago
  • 0
  • 28
  • 0

Boarding School EncounterChapter 4 Miss Marilynn Molests the Maid

“Miss Marilynn! Missy Marilynn,” a panicked, feminine voice called, reaching into the confused thoughts of Marilynn Gully, the young philosophy teacher at The Kensington Boarding School, an all-girls school in the English countryside. “Please, please wake up, Miss Marilynn.” What happened? the teacher wondered, trying to organize her thoughts while her body lay limp, her eyes closed. She felt the hands push on her. Who is that? Daisy? ... disconnected... an alien voice whispered through...

4 years ago
  • 0
  • 41
  • 0

Boarding School Encounter 06 Henrietta is Spanked by Her Teacher

Chapter Six: Henrietta is Spanked by Her Teacher By mypenname3000 Copyright 2016 My bowels had a wonderful ache to them as I stumbled out of the Headmistress's office, once again dressed. I closed the door behind me. The Headmistress sat at her desk, writing on it calmly like she hadn't just sodomized me with a dildo she had strapped to her crotch with a curious, leather harness. She had pounded me with a wonderful fervor, ramming her dildo deep into my bowels and giving me such an...

2 years ago
  • 0
  • 20
  • 0

Skiing In Vermont

Last winter my girlfriend, Kayla, and I took a weekend trip up to Vermont, and stayed in a beautiful ski resort near Killington Mountain. She’s a snowboarder and I’m a skier, I know it’s weird right? But anyway, we checked in Friday night and made sure we had our weekend passes. We were exhausted after the drive and ended up crashing soon bafter we unpacked. I woke up to Kayla getting changed and ready for a long day of skiing and boarding. The light from the sunrise was shining through the...

4 years ago
  • 0
  • 19
  • 0

Up in Vermont II The boys of winter

As you drive towards the train station, I suddenly change my mind. I decide to stay for the other two days, I’m still off. I never have the chance to come up to Vermont and practice my favourite winter-sports lately. As I’ve grown up in a country where we used to have proper winters with ice covered lakes and snow covered mountains for all the three months of the season, I really did miss them. As my daddy used to say, I learned ice-skating before I learned to walk. It was a bit different with...

4 years ago
  • 0
  • 17
  • 0

friday nights on vermont street

It had been a while since we had been out dancing and my girlfriend wanted to do something, ‘like the good old days’. More and more she had been fantasizing about other people in bed, so I was intrigued to know what she had in mind. It wasn’t that surprising, one Friday night, for me to come home to find her sitting with a glass of wine, wearing a dress that I had bought for her. Well, a ‘dress’ I’d bought it for one of our fantasies in the bedroom. It was slightly sheer and tight at the...

Cuckold
4 years ago
  • 0
  • 17
  • 0

Up in Vermont The toys of winter

This is a true story from the days I lived in New York and had this 'thing' with Adrian.oops, I should at least change his name, but what are the chances of him reading this site or even remembering me, or the things he did to me 5-6 years ago???    It's 5 to 6. I walk to the corner watching my steps on the frosty sidewalk. I pull my hat down and my scarf up, not only to protect me from the glacial wind, but to make sure no one recognises me when I get into your car.  You pick me up from our...

Toys
2 years ago
  • 0
  • 30
  • 0

Vermont RootsChapter 4

We packed things Tuesday evening since we would be leaving early in the morning. Linda and I had the clothes we had packed for our honeymoon. I knew when we added Loretta’s and the few things that Jimmy could not get along without, our vehicle would be terribly crowded from Keene, NH to Brattleboro. We would make do somehow. The child’s restraining seat would take up considerable room and there was no way we anticipated we would need one when we packed for our honeymoon. Maury handed Linda...

3 years ago
  • 0
  • 17
  • 0

My First Time in VermontChapter 1

I wasn't expecting that day to be my first sexual experience, I was thirteen, living in Vermont, my folks running a summer and winter lodge for vacationers, mostly from Massachusetts and New York. We had some cabins as well, and that was what Sandy, the essential other person in this story, rented for the summer. My job around the place was just exactly what you would think, I took care of the lawn maintenance, pulling weeds in the flower beds, taking trash to the large bin out back and...

3 years ago
  • 0
  • 29
  • 0

Boarding School Encounter 05 Henrietta Buggered by the Headmistress

Chapter Five: Henrietta Buggered by the Headmistress By mypenname3000 Copyright 2016 “What were you and Peony doing in the bath?” Tabitha asked as she dropped her nightgown from last night into the laundry basket in our shared room. Mine followed. We stood naked in our small room, my feet dancing on the cold floorboards and my teeth chattering. It was so warm in the bath and so cold in here. It turned out that the girls of our dorm had our own Roman style bath, a large pool of piped up...

2 years ago
  • 0
  • 21
  • 0

Boarding School

Yes, the main character, and all other consequential characters, are of legal age and older. * ‘Are you serious about this?’ I asked Boss as I paced through his room, my footfalls heavy with my anxiety. He watched me with those dark blue eyes of his, partially hidden behind the fall of his dark blond bangs. Boss was perpetually in need of a trim, but I never minded that. The shadows in the room always played lovingly across his masculine features, the curtain of his hair casting even deeper...

1 year ago
  • 0
  • 147
  • 0

Boarding School Introduction

All characters in this series are fictitious, as are the encounters between characters. The boarding school is at the high-school level, and all characters involved in the stories are over the age of 18. A disclaimer will be placed at the beginning of each part, with categories that the story fits into — so that, if it’s something you’re not into, you know beforehand, pun intended. This introduction is strictly for setting and character-introduction: it is not necessary, per se, to read this...

4 years ago
  • 0
  • 48
  • 0

Boarding School Encounter 03 Tabitha Molested by Henriettas Pussy Tentacles

Chapter Three: Tabitha Molested by Henrietta's Pussy Tentacles By mypenname3000 Copyright 2016 Tabitha screamed. I screamed. My heart hammered in absolute shock. Our small bedroom in the Kensington Boarding School swam around me. This was impossible. This could not be happening. Out of all the strange, life-changing things that happened today, this was too much. I had four purple tentacles sprouting out of my pussy and wrapped about Tabitha's head and flaming hair. The appendages...

4 years ago
  • 0
  • 30
  • 0

Boarding School EncounterChapter 6 Henrietta is Spanked by Her Teacher

My bowels had a wonderful ache to them as I stumbled out of the Headmistress’s office, once again dressed. I closed the door behind me. The Headmistress sat at her desk, writing on it calmly like she hadn’t just sodomized me with a dildo she had strapped to her crotch with a curious, leather harness. She had pounded me with a wonderful fervor, ramming her dildo deep into my bowels and giving me such an effervescent paroxysm of delight. I came hard. Yes, you did, Merita, the lesbian alien...

1 year ago
  • 0
  • 21
  • 0

Home Schooling Ch1 Bad Date Leads To A Rev

My name is Betty and I am a proud Mother of a hansom boy and a pretty girl. They were born only a year and a half apart. My husband was an army office killed in Iraq three years ago. Between my job, insurance and some help from my parents we are scr****g by. When my husband was alive we enjoyed a vigorous sex life. At the time we thought we were adventurous with various roll play. Like I would wear a cheer leader’s uniform and we would eventually making out in the back seat of our car or after...

3 years ago
  • 0
  • 18
  • 0

Paradise Boarding School 8211 Part 18

Hello ISS readers. I am back with the next part of the story. Please do read the previous parts. My name is Aafi. I am from Bangalore. But I am working and living in Chennai. I am a 25-year-old Software Engineer. You can email me or hangout at . Let me continue from where I stopped last time. I woke up. Lisa and Anna were having a conversation. Lisa: I’m really, really sorry! Anna: Don’t be! It’s not your fault and I don’t mind. Ah! Morning. I wonder what that is all about. Anna: I’m going...

4 years ago
  • 0
  • 23
  • 0

Boarding School EncounterChapter 5 Henrietta Buggered by the Headmistress

“What were you and Peony doing in the bath?” Tabitha asked as she dropped her nightgown from last night into the laundry basket in our shared room. Mine followed. We stood naked in our small room, my feet dancing on the cold floorboards and my teeth chattering. It was so warm in the bath and so cold in here. It turned out that the girls of our dorm had our own Roman style bath, a large pool of piped up spring water. While our school lacked electricity, it had plumbing. The water was so...

1 year ago
  • 0
  • 35
  • 0

Boarding School Sex TrainingChapter 1

This story is collaboration between Lady Dreamer and Powerone. Copyrighted 2002. It is a story of the coercion of a young lady, Rachel, to fulfill the sexual desires of her older Guardian. In order to gain the inheritance that is rightfully hers, she must consent to be trained by the Headmaster to service her Guardian. She will be taught to experience pleasure against her own will and to give pleasure against her will. She will be trained in all the perversions of the flesh. Powerone can be...

Erotic
3 years ago
  • 0
  • 33
  • 0

Boarding School

The thoughts in Jeff's mind drift about as he rides in the backseat of a black luxury sedan that is taking him to what will be his home for the next nine months. He thinks about about his old high school and the friends he'll no longer be having classes with and driving around town together. He will no longer be apart of the Jaguars soccer and track teams. Then his thoughts settle on his parents and turn angry at the notion of them deciding to send him to a boarding school before the start of...

Teen
3 years ago
  • 0
  • 19
  • 0

Girls Boarding School Abuse and Revenge

Being asked to take your panties down and show your bum to an old man, while he sat behind his big oak table and jacked-off, was only one of lives experiences I was exposed to as a young girl, in my first year at boarding school.The master in question, was regarded by all girls as a 'Dirty Simpleton', don't ask me who christened him, but it suited all, especially as he had a steady stream of girls, willing to drop-them for him to wank off to.When I was first introduced to him, he sat me down...

2 years ago
  • 0
  • 23
  • 0

Boarding School Encounter 09 Henrietta Molested by the Nanites

Chapter Nine: Henrietta Molested by the Nanites By mypenname3000 Copyright 2016 My heart beat in fear as Peony, one of my new friends, had a metallic tentacle jutting from beneath her gray skirt of her school uniform. It was similar to the purple tentacles undulating from my pussy, except it was made of segmented metal, the end bulbous and smooth. It lunged for me while Merita, the alien possessing me, screamed a warning in my mouth. “Connect,” all the women who had invaded the...

3 years ago
  • 0
  • 17
  • 0

My First Time at Boarding School

My name is Harry and I'm about to complete my final year at an all boys boarding school. The boarding opportunity gives me an extra 3 hours in my day that commuting back and forth between home and school took away from me. I have more time to research, study and excercize. The school's gym costs nothing for me to use, so I workout after the day's classes for about an hour or so. It helps to clear my head and stay focused. It also helps me to maintain my fitness level. All the boys here have...

3 years ago
  • 0
  • 30
  • 0

Boarding School

My name is Paul Davies; I have a friend, just one friend who shares a room with me. His name is Thomas, Thomas Alverton. He is funny, bright, and intelligence seems to be his middle name, unlike me of course. I am out of place to say the least. In fact, I am not sure what I am doing here in this school.Where’s here? Dunstandale Boarding School for boys.I arrived on my sixteenth birthday and have been here six months now. My father works abroad, somewhere in Eastern Asia. He’s an engineer on the...

Historical
3 years ago
  • 0
  • 21
  • 0

Boarding school punished for passing notes

My high-school was fantastic. It was a boarding school with allowed physical punishment. The punishment was mostly more humiliation and public shame with which they tried to make us behave properly and learn. I never had problems with learning and grades but I did stuff on purpose to get punished.The boarding school was relatively close to our home and I was at home on weekends. They had loose rules on uniforms which can be broken down to "girls wear skirts and shirts but still decent". This is...

2 years ago
  • 0
  • 42
  • 0

Boarding School

The sun was burning down as I hiked up the mountain to the dorm. Of course I could have taken a taxi, but I was too stingy for that. The fact that my father provided me with a lot of money did not mean that I had to throw it out of the window with both hands. I admit that I underestimated the mountain. from below, the path did not look as steep as it felt now. My legs hurt. But if I have learned one thing, then that there is no such thing as weakness here in Japan. We lived here long enough. At...

Teen
4 years ago
  • 0
  • 15
  • 0

Paradise Boarding School 8211 Part 37

Hello ISS readers. I am back with the next part of the story. Please do read the previous parts to fully know the context. My quick intro. My name is Aafi. I am from Bangalore but I am working and living in Chennai. I am a 25-year-old Software Engineer. You can email me or hangout me at Rose and I were exhausted after our hot sex session in the classroom. We both were lying on the floor naked. After some silent moment, Rose spoke out. Rose: You know what? I want to propose something. Me:...

3 years ago
  • 0
  • 39
  • 0

Scene Four at the Boarding School

Christmas break at the Boarding School. It was December 15th, the dorm was empty and I was alone in my room. My parents sent me away to an all-male College/Boarding School in the Northeast, USA. They suspected I was Bi or Gay and wanted me out of sight and out of their way. They informed me I would be in school until the summer break. My name is Timmy. I am eighteen years old. I am green eyed, five foot ten, one hundred forty pounds, quite skinny, very feminine looking and not well endowed with...

Bisexual
2 years ago
  • 0
  • 17
  • 0

Paradise Boarding School 8211 Part 8

Hello ISS readers. I am back with the next part of the story. Please do read the previous parts. My name is Aafi. I am from Bangalore. But I am working and living in Chennai. I am a 25-year-old Software Engineer. You can email me or hangout at . Let me continue from where I stopped last time. We were in Chloe’s room. Chloe: You were fun in class! Me: You too! Chloe: But we should pay more attention next time. Me: Looks that way. Chloe: Come on, sit here. Me: Ok. I like where this is going. I...

2 years ago
  • 0
  • 45
  • 0

Boarding School For Girls Affair

My name is Katherine Jenkins, an eighteen-year old at boarding school. But I wasn't like any other girl my age. I was born with a rare disorder where I had both male and female parts called a hermaphrodite. I had breasts of a woman but had male parts. My parents sent me off to boarding school so I wouldn't get bullied because of what I was born with. At first it bothered me a bit, but now, I have gotten used to it. One day, I was sitting in the girls' changing room, and the prettiest girl I had...

Trans
2 years ago
  • 0
  • 42
  • 0

Boarding School EncounterChapter 3 Tabitha Molested by Henriettarsquos Pussy Tentacles

Tabitha screamed. I screamed. My heart hammered in absolute shock. Our small bedroom in the Kensington Boarding School swam around me. This was impossible. This could not be happening. Out of all the strange, life-changing things that happened today, this was too much. I had four purple tentacles sprouting out of my pussy and wrapped about Tabitha’s head and flaming hair. The appendages pulsed and gripped her. I could feel through them, the silky texture of my friend’s skin, the soft waves...

1 year ago
  • 0
  • 17
  • 0

My Second Day at Boarding School

It would appear that one famous book is inspiring females to submit to dominance, with yesterdays UK press highlighting one female, having her pubis tattooed with her masters name, 'The property off (His name)'.She was also flayed hard with a rope, regardless of which way she turned, he got her hard, wielding full power as his sexual lust got out of control, the rope raising huge welts on her naked body, which was tied over a door, an easy target, the sound of the rope whacking her nude body,...

1 year ago
  • 0
  • 28
  • 0

Boarding School Discipline Diary

BOARDING SCHOOL DISCIPLINE DIARYPart OneChapter One? A girls’ first visit to the Headmaster‘Swish? Thwack!’?Oomph!?The crisp pain rips through her bare breast startling her, the thickness of the tightly wrapped cloth-eye mask keeping her in virtual darkness as a welt instantly rises across the flattened mound.  Her dreaded punishment’s begun.‘Thwack!’?Aaaggghhh!?More piercing pain, her other breast flattening, enveloping the flexing bamboo shunt as she twists, jerks at her bindings, grunts...

2 years ago
  • 0
  • 26
  • 0

Boarding School Encounter 01 Henrietta Molested by the Lesbian Alien

Chapter One: Henrietta Molested by the Lesbian Alien By mypenname3000 Copyright 2016 Merita tried not to panic as the alarms blared in her tiny space shift. She manipulated the controls with her hands and four purple tentacles. She stared at the blue planet before her It filled the curved screen. She was caught in a decaying orbit and her engines had malfunctioned. “I'm going to crash,” she whispered to herself, her tentacles twitching. Violet panic pulsed beneath her skin. She...

Porn Trends