Back To School: Ski Trip

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Leon22
Leon22
845 Followers

"Yes baby! Harder!" Bobby's mom said as she gripped the headboard in her hands and lifted her upper body up. Her huge tits bounced underneath her in wild arcs. Betty dug her toes into the mattress and pushed back against the young cock sliding into her. She started to sweat with excitement and exertion as she felt Bobby's cock rub against the walls of her cunt deep inside her.

Bobby looked down to see his cock, wet from being inside his mother, slide in and out and stretch her open. He squeezed his mother's ass again and separated the warm cheeks to see her little pink asshole. He'd never been in there yet but he hoped to try it out soon. He kneaded the firm bouncy flesh of her buttocks

Bobby leaned forward and squeezed his mom's huge tits in his hands as he pounded his cock in and out of her. "Mom, I'm gonna cum!" he exclaimed as he felt his balls squeeze at the base of his cock.

"Oh cum on my ass!" she screamed as she also felt her son's balls tighten and his cock begin to expand.

Bobby quickly lifted himself back up and pulled out of his mother's slick warm cunt. His cock was wet as it bounced against his mother's ass and shot a thick rope of cum across her back before he could even begin to jerk it off. He wrapped his hand around his cock and pumped it up and down, squirting shot after shot of cum across his mother's sexy back and curvy butt cheeks. He soon sat back on his feet gasping for breath.

Betty collapsed on her stomach as she started to catch her breath as well. "God I love your sex drive sweetie. You're always ready to please me."

"Every guy I know is ready to please you mom." He said as he looked down at his mothers trim sweaty body.

They laid together for a while trying to catch their breath when the phone next to the bed rang. Betty reached over and picked up the receiver and brought it to her ear. "Hello?" she said, "Oh! Ms. Schwartz. Uh…w-what can I do for you?" Betty quickly got on her knees and blushed as started to talk to her son's old high school principal. Betty was still a member of the PTA so she was occasionally asked to do things for the school. "When? Oh sure I'd love to help out. Uh huh. Ok, send me the details and I will let you know. You're welcome, Bye." She placed the phone back on its base and collapsed back on the bed. Her huge naked tits squashed out from her sides as she lay on her stomach.

"What did Principal Schwartz want?" Bobby asked as he looked over at his mother and began to get hard again as he admired her nude curves.

"There's a skiing program that the school is offering to the students and she wants me to go with them to help out. It sounds like fun and I could use a nice little vacation. She said it starts in a few weeks and we will only be gone for a few days so you won't miss me too much." She turned her heard to look back at her son when she said this. Her hair covered half of her face as she smiled at him.

Bobby reached over and began to massage his mother's thighs, "Well I guess we better get started and make up for any lost time between us."

"Mmmmm, yeah that sounds like fun." Betty stretched out one of her legs and pushed her foot against her son's ridged cock, "But first I need to take a shower. Care to join me?"

* * *

Bobby and his mom weren't the only ones having fun after school. As promised Mike's mom Emily was soon home after school and neither of them wasted any time to relieve each others sexual tension. They groped and kissed each other all the way to Emily's room were they quickly removed their clothes. They were both standing next to her bed, Mike completely naked, and Emily in her black thong and matching pushup bra.

Mike's eyes were wide as he reached up and squeezed both of his mother's tits while they were still in the bra cups. Her firm pale flesh stretched the bra to its limits and pressed over the edges. "God I love your tits mom. They're the biggest I've ever seen!" he said as he continued to squeeze them. His hard cock kept brushing against her thighs as they stood close together.

Emily smiled as she reached back and undid the clasp on her bra. The cups fell away and Mike quickly placed his hands on his mother's naked tits. They were absolutely huge, her bust was a 40E, but they stood up proudly on her chest. Emily's son quickly buried his face between the milky jugs and began to lick and suck all over her soft skin. Emily purred as she next reached down and undid the two bows on her hips that held the thong in place. The knots were untied and her very small thong fell to the floor.

Mike took one of her small dark nipples in his mouth and began to suck urgently as his hands moved down and around to squeeze his mother's firm ass. He began to grind his cock against her stomach as he pulled her closer to him.

Emily held her son's head to her chest and ran her fingers through his hair as he nursed on her huge tits. A flush began to appear on her pale skin as her sexual excitement built. She pushed her son back and forced him to fall back into her bed while she kept his face smothered in her cleavage. "Do you like sucking on my titties sweetie?" she asked as she parted her thighs so her knees where on either side of his waist.

Mike merely groaned in response as he continued to suck on her nipples. His hands had now moved to his mother's waist as they fell back against the bed and he felt the head of his cock brush up against his mother's warm cunt. She was shaved completely and it felt smooth and wonderful against his shaft as he pumped his hips lightly, causing it to rub against her lips.

Emily breathed in between clenched teeth as she felt her son's young cock grind against her and try to get inside. She threw her head back, causing her long black hair to drape over her back, and began to rotate her hips, trying to catch the head of his shaft so it would sink into her folds. After a few seconds of trying Emily was about to give up and grab it when suddenly he penetrated without warning and pushed his entire length into her.

Mike released his mother's nipple from the seal of his lips and groaned loudly as he pushed his hips up and was enveloped in his mother's tight, warm, moist pussy. Both mother and son quickly began to hump against each other on the bed.

Emily rose up on her knees and looked down at her son with an expression of ecstasy as she began to bounce on top of him. Her huge tits jiggled and bounced on her chest as she threw her head back and moaned in pleasure. She felt completely full as her son's cocked rubbed all the right spots inside. She soon felt her son's hands groping her massive chest again as she rode him. He squeezed her tits in his hands, causing her firm flesh to squeeze out from between his fingers. He rolled his thumbs over her small stiff nipples. Emily leaned back and placed her hands on her son's thighs as she ground her clit into his pelvis to work up her orgasm.

Mike loved fucking his mother more then anything. He smiled at the memory of how this sexual affair started. He had a hot date that had canceled on him last minute so instead he had taken his mother to the drive in, drugged her with an aphrodisiac, and ended up fucking right there at the theater. Who knew that his mother as a complete nymphomaniac! They had been fucking each other ever sense and he never had to use the drug again. He stared up at his statuesque mother as she leaned back and bounced up and down on his hard cock. "Oh yeah! Fuck me mom!" he yelled to her as he watched her go to town.

Emily moved forward and grabbed her son's shoulders as she suddenly rolled to the side so he was on top of her with his cock still buried in her warm snatch. She looked down between their bodies to watch the action as she rubbed her sons chest and wrapped her legs around him. She rubbed his thighs with her small feet to encourage him.

Mike got up at arms length and began to thrust into his mother hard. The bed began to squeak loudly and Emily's tits went ballistic on her chest. They began to move in large circles before they slapped together in the middle. Mike stared at his mother's sexy body as he felt his balls bounce off of her firm ass again and again.

"Oh fuck! I'm gonna cum!" he moaned as he stared at his mothers enormous rack.

"C-Cum on my tits sweetie!" Emily said to her son as she cupped her huge tits in her hands to stop them from moving.

Mike quickly pulled out and crawled on his knees up his mother's body until his dick was nuzzled between the valley of her breasts. Emily squashed her tits around his slick cock and Mike pumped his hips as he began to tittie fuck his own mother. Emily's breasts jiggled like jello as the big cock slid in and out from between them.

"UUUUUGGGGHHH!!!" Mike groaned out loudly as he came. His cock jerked around uncontrollably as he coated his mother's chest, neck, and face. His sticky white cum made streaks all across her pale skin as he shuddered in climax.

"Mmmmm, that was good." Emily said as she licked the cum that had landed on her lips.

Mike collapsed on the bed, panting with breath. "God I've been waiting for that all day." He said breathlessly.

Emily giggled as she looked at him and rubbed his cum all over her tits. "Guess what the principal wants me to do? Remember that skiing program she talked about?" Emily got up from her prone position and kneeled on the bed, sitting back on her feet. "Well, she wants me to come and help supervise. It would be good money and I was thinking that maybe…." She began to trace a delicate finger on her son's chest, "You could come and we could have more fun together at the resort."

Mike looked up at his nude mother and smiled. He reached up and began to squeeze her tits in his hands again and smear his cum into her milky skin. "I'd really like to mom but I made plans to go on a road trip to the beach with a couple of my friends." He looked at his unbelievably sexy mother with sincere disappointment, "I really am sorry but they'd hate it if I just backed out on them last minute."

Emily was disappointed as well but she didn't want him to stop hanging out with his friends. "It's ok, you go have a good time with your friends. In the mean time why don't we try to make up for some of the time we are going to miss together." Emily got up from the bed and stretched her arms over her head causing her huge melons to jut out from her chest. "Why don't we take a shower first and then start off in your room?" she said suggestively.

* * *

Two weeks past and the final preparations were made for the after school skiing program. A total of thirty-five seniors had signed on for the program and most of them were young men. The faculty that would be accompanying the students consisted of Miss Stevens and Coach Hicks, both of which would be teaching the skiing courses. Principal Schwartz was there to supervise everyone and to organize everything. The resort had emergency medical staff on hand but Nurse Brown was there mainly to show that the school board was watching out for the students. Both Mrs. Smith and Ms. Williams were there as parental supervisors.

The bus arrived in front of the school at nine in the morning and the students and faculty climbed in and they were on their way. The boys openly gawked at the curvy sexy women. They gossiped to themselves about what they would like to do to each and which was their favorite.

The resort was a four-hour drive away but the students didn't mind at all as it made for a great opportunity to talk with each of the statuesque goddesses. A couple of the guys even chatted with Principal Schwartz as much as they could. She still remained distant and stern but she couldn't help but enjoy the attention. Mrs. Smith openly flirted with a few of the boys herself as they made their way to the hotel.

"Mmmm, I can just imagine the fun we are going to have on this trip!" Cindy said excitedly as she admired all the young eager students.

"Oh stop! Just this once I'd like to keep a little professionalism during my job." Sarah said to her friend as they sat next to each other. She couldn't doubt the fun in it though as she looked at all of the young men smiling at her.

"Get over yourself!" Cindy said as she playfully pushed her friend, "I'll have you on your back with a young stud between your legs in no time if I have anything to say about it."

Sarah stared at her friend with a shocked expression and started to blush, hoping that nobody else heard what Cindy had said.

* * *

Mrs. Smith and Emily were sitting next to each other a few seats back and were really hitting it off as they chatted and laughed with each other.

"Can you believe how much attention we are getting?" Mrs. Smith said as she smiled and playfully waved at a student smiling at her. "God I love teenage boys!"

"Yeah, I wish my son could have come along though." Emily was a little down that her son had already made plans with a few of his friends. She didn't want their relationship to get in the way of his social life but she was still a little down about it.


"Oh how old is he?" Betty asked as she paid more attention to her traveling companion after she heard the depression in her voice. "Does he go to Westville?"

"Yeah he's eighteen and a senior." Emily stretched her arms over he head to get all of the knots out of her back and shoulders from sitting for so long. Betty's eyes unconsciously roamed over the other woman's curves and licked her lips as she imagined taking one of Emily's nipples into her mouth.

"I'm sorry he couldn't come. But I think we can find someone else to distract you." Betty smiled at the other woman mischievously as she looked at all of the younger men around them.

Emily was a little surprised by Betty's very open flirtation but she soon took it in stride and decided to play along. "Oh? Did you have somebody in mind?" Emily tilted her head to one side as she looked in Betty's direction. Her rich black curly hair hung over half of her face.

"Hmmmm, well I have seen that guy over there sneaking peeks at you during the whole trip." Betty discreetly pointed over to a couple of seats in front of them and to the side. "I think his name is Brandon. He is really cute!" Betty raised her eyebrows suggestively at Emily to emphasize her comment.

Emily couldn't help but laugh. She really liked Betty. Not only was she gorgeous, she was also adventurous and just wanted to have a lot of fun. Emily played with the idea of her son taking both Betty and herself. "Alright I think I'm up for it. But what do you suggest I do?"

"Oh I've got a great idea!" Betty was very happy to see that Emily was willing to have fun with the guys on the trip as well as her. "When you get our room keys slip the other one into his coat pocket with a suggestive note. Have him come up to our room then have your fun with him."

Emily laughed again at Betty's sheer boldness. "Alright, I think I will." Emily looked over at Brandon and had to admit what Betty said about him. He was very tall, she guessed over six feet, and he had dark brown hair that was cut short. He was wearing a winter coat and snow pants but she got the feeling that he was athletic. Emily brushed her hair out of her face and smiled to herself as she imagined what she had in store for later.

* * * * *

The buses pulled in front of the resort and parked along the front entrance. It was just past two in the afternoon so there was still time to ride the slopes which most of the students were hoping for. Principal Schwartz came off the front bus and pulled out her clipboard as she headed to the center of the buses. "Alright, everyone listen up!" she yelled over the crowd, "I want everyone to form four lines in front of me and tell me you're here when I call out your name!"

The seniors quickly filed out in front of the sexy principal and called out as she went down her list of names. Soon they were done and the students went back to grabbing their gear.

Sarah stepped off of the bus and stretched out in the sun. She was glad to be on her feet again as she hating sitting down in one place for so long. Several of the guys stopped what they were doing and enjoyed the sight of her. Even with her puffy coat and pants they could still imagine her firm athletic curves and her massive tits perfectly in their minds.

"Alright, all the beginners grab your stuff and meet me at the top of the bunny hill in thirty minutes." Sarah said to her students before she turned around and bent over to grab her bags from the bus.

"Hey Sarah, the principal wants to see all of the supervisors inside so she can go over the schedule with us. Again." Cindy rolled her eyes on the last part because Ms. Schwartz had already done this twice with them before. Cindy waited for Sarah to join her before they went inside to meet with their boss.

Ten minutes later, after the room keys had all been handed out to the students and faculty, Sarah and Cindy both went to the front lobby to meet with the principal. As they came in they found Betty and Emily sitting together and giggling about something.


"What are you two all chipper about?" Sarah asked as she and Cindy sat on the couch across from the gorgeous mothers.

Betty looked over at Emily with a raised eyebrow and asked, "Should I tell them or do you want to?"

"I will." Emily turned towards her two friends and tried to look composed but she couldn't hide the smile on her face completely. "Betty said I should take advantage of the fact that I'm getting hit on so much so I put my spare key in one of the senior's coat pockets with a note to meet me in my room tonight."

Sarah's eyes became huge but Cindy laughed which caused the other two sexy women to join her. "What a great idea! Sarah maybe we should follow her example and grab a couple of the guys off the hill."

"Cindy! Shhhh! Schwartz could be anywhere!" Sarah looked around fearfully to see if she was right.

Cindy laughed again before she pointed at Sarah. "She's been giving me this whole talk about professionalism but lets be honest here. I think we all know why we took this little side job. Besides the pay that is."

Emily and Betty both shook their heads in eager agreement. Sarah blushed and looked at her feet as she imagined what was going to happen to them in the few days they were going to be at the resort. She couldn't doubt the fact that she was a little excited about the prospects as well.

* * * * *

The first day at the resort went by smoothly. The weather was perfect and the snow was a soft powder that was just right to ski and snowboard on. No one got hurt and everyone joined in on the fun. Even Principal Schwartz took a few turns down the hills. The sun was soon setting however and almost everyone retired for the day. The combination of the road trip plus the day's activities took its toll on the group.

Both Cindy and Sarah were sharing a room for the trip and soon headed there.

"God I just want to take a nice hot shower and go to sleep. I'm exhausted!" Sarah exclaimed as she kicked her boots off and into the closet before she took off her hat to let her long blond hair fall over her shoulders. She began to unzip the front of her jacket next. Her firm 36DD tits, encased in a sports bra and sweatshirt, immediately opened up the coat and strained against the confines of her clothing.

"I know what you mean. I had so much fun though, what a great idea this was." Cindy looked over her friend's body as each article of clothing was removed. Both women had nearly identical bodies except for skin color. Cindy's skin was a rich tan that covered her completely and Sarah's was a very pale complexion. Cindy licked her lips, as Sarah was soon wearing nothing but her black sports bra and matching thong.

"Why don't you head in the shower now? I'll use it after you." Cindy said as she pulled off her jacket and pants. All she was wearing now was a light blue sweatshirt, white thong, and a pair of socks. Her long brown hair cascaded down her back and over the tops of her swelling breasts as well. She leaned back with her hands against her bed and crossed her legs. The subtle lines of the muscles in her legs were clearly visible.

Leon22
Leon22
845 Followers