Literotic asexstories – Chaperone Gangbang by astuffedshirt_perv,astuffedshirt_perv
“Hey sis, what’s up?”
“Hey Lacey, I…have a favor to ask.”
“Wow, just coming right out with it. Must be big.”
“It’s a doozy, honey.”
“Okay, you have my total attention. What do you need?”
“The, ah, tests…came back positive.”
“Oh my God, Kay…,” whispered Lacey, sinking to the couch.
“Hopeful, though. Really looks like we got lucky and caught it early. So, they’re going to do a surgery in a couple of weeks.”
“Yeah, no problem,” Lacey scrambled, her mind racing, “I’ll take some vacation and stay as long as you need. I got you.”
“Well, no. It’s not that. Mark is here, he’s a rock and wonderful. It’s just that…”
“Kay?”
“I’ll be bed ridden for a while and have a couple of followups. And…Amber’s senior trip is coming up. I had volunteered to help chaperone the trip with a bunch of other parents, but now I can’t.”
“And…”
“And I was hoping you could take my spot.” An awkward pause filled the line. “I told you it was a doozy.”
“Ah,” Lacey sputtered, finally recovering. “No, no, it’s fine. Amber is such a sweetie, I’m sure it will be fine.”
Kay let out a strangled laugh.
“High school seniors, Lacey. Looking for a good time.”
“Ha! Aren’t we all. So where are we going?”
******
Lacey studied herself in her mirror. In her mid thirties, she was a profession woman. She admired the woman in the mirror, even though her runner’s body had softened over time. Blonde hair cascading over her shoulders when it was not pinned back, a fine boned face with sparkling blue eyes. She had no doubt her looks had assisted her in her career. While her best days were behind her, she could still turn heads. She had left the hormone filled drama of high school behind years ago, laser focused on building her career, especially after the disintegration of her marriage. She had a great salary, car, house, clothes.
Lately, she had tentatively dipped her toes back into the dating pool. However, the long hours at work had resulted in no boyfriend to speak of, just Andy and their hot-cold relationship. Now she was taking a ‘vacation’ to chaperone high school kids during their senior trip. Back when she went on hers, she was aware of the sex and alcohol her peers partook in, even while she did not. Now she was going to be the adult in the room in age as well as maturity. Great. Hopefully no one would get arrested. She picked up her suitcase. Well, she mused, Ain’t none of them my kids.
*****
Kay’s surgery had gone perfectly, but she was now breaking doctor’s strict orders to see Amber off and to introduce Lacey to the other chaperones. Kay and Lacey pooled with the others by the buses as she watched the kids arrive. Young adults, she corrected herself. But goodness, they all looked so young. Years of working in Corporate had led her to forget how young high schoolers looked. About the youngest people she ever worked with were college juniors. And yet these high school kids were so tall! Lacey was used to being shorter than the men she worked with, but a lot of these kids, no, young adults, towered over her. Nutrition is a thing, I guess.
Fortunately, the other chaperones, parents all, seemed really nice and not at all worried about the upcoming trip. ‘Just don’t get anyone killed’ was a common refrain. And no drunk driving. Alcohol and weed were more of a ‘don’t make it obvious’ standard. A soft resignation of world wise parents that realized there was only so much they could do to protect their kids.
They drove off into the sunrise, stopping for lunch hours later. By the end of the lunch break Lacey could already identify the cliques. The jocks, the nerds, the pretty girls. She was pleased to see Amber was popular and seemed to have a nice group of friends. Some of the jocks were, well, big. Thickly built, tall, impressive young men. Even over the hour of the lunch break she could see some of the guys trying to chat up some of the girls, to limited success. Some things never change.
The first two nights passed relatively uneventfully. The seniors were all 18, so the amount of chaperoning needed was limited to their time in the hotel and putting out fires. One thing about being around all these young people was the…life? in their eyes. The gleam of looking out to a future with endless promise, unburdened by cares other than impressing that boy you liked. A boundless hope for the future. It was almost intoxicating at times.
The hotel they stayed at was literally on the beach. While the beach looked fantastic, Lacey felt at little uncomfortable sunbathing in front of her nominal charges. All the mothers who were there had chosen very conservative one piece swimsuits, and Lacey did not think it would be appropriate to flaunt her younger, more toned body in front of them. As a result, she grabbed a book and read by the pool.
The young women on the trip, however, wore bikinis that were not conservative at all. Lots of skin showing. Entire bottoms on display, in fact. Lacey’s mom would have never allowed her to buy such a thing, much less wear it in public. And not only the young ladies on the senior trip, other young women seemed to have a similar fashion sense. It looked terribly uncomfortable, but whatever. Lacey knew better than to try and police female bodies, so she just shook her head to herself. If you have it, flaunt it, I guess. Her mind drifted back to being young, to being eager to show off, feeling daring in a short skirt. Now, looking back after a life with a focus on getting ahead, perhaps she had spent her youth too conservatively.
The morning of the third day, Lacey headed out for a walk before breakfast. As expected, there were few students up that early. As she left she was spotted by one of the tall, athletic young men on the trip, who practically tripped himself as he saw her.
“Well hello,” he smiled, blatantly looking her over, holding a tray with four Starbucks. “Whose mom are you?”
“Oh, I’m not…just a chaperone.”
“Oh,” he smiled, his grin becoming more lascivious. “Not a MILF then. Well I might need some personal chaperoning. How about we hang out tonight?”
“Please,” she groaned, rolling her eyes. “And my eyes are up here.”
“Oh yeah, I know where your eyes are. But the rest of you, daaaay-um. You a runner?”
“Young man, it is totally inappropriate to talk to me that way,” she huffed.
“Oh, miss, I’m sorry. I’m Adam, by the way, and pleased to meet you. You are F-I-N-E fine!”
“Adam, seriously, is this how you treat women? Does that ever work for you?”
His eyes continued to roam her body.
“Oh, no miss. I’m a virgin you see, just I ain’t never seen a real woman like you. Fine!” his eyes finally settled on hers as she glared daggers at him. “Perhaps you could give me some…pointers on how to treat women?”
“Get lost.”
“Your husband know you’re here?”
“I’m not…you know what? This conversation is over,” Lacey waved him off dismissively and walked around him.
“Oooh, feisty! I likey! What’s your name?” he asked.
“Ms. Morgan,” Lacey replied through gritted teeth as she swept by him.
“Ms. Morgan, you have a nice day,” he leered as she left the lobby.
She didn’t even have to look back to know he was staring at her ass as she left, like a pig. It’s not that she didn’t know she was pretty, it’s that she just wasn’t used to immature lunkheads ogling her while making inane comments. Loser. She genuinely felt sorry for the young women who had to put up with him. He was clearly a jock and probably used to the girls just flocking to him. Lacey closed her eyes and took a deep breath to calm herself. It was a glorious day, and she was not going to let some immature loser ruin it for her.
That evening she was pleased to get invited to dinner by Amber and some of her friends, and she got to know some of the other girls. They were all ambitious, accomplished, driven, and headed to various colleges and universities. The girls were happy to pick Lacey’s brain for advice. Afterwards, the girls went off to enjoy the night, and Lacey walked the boardwalk, taking in the sights and sounds.
After a few pleasant hours, she finally headed back, arriving at the hotel late. Her curiosity was piqued as she observed Sarah and Kim, two of the girls she had just had dinner with, engaged in conversation with three guys. One of the guys was Adam, the one who had harassed her that morning. She watched from afar as the guys plied their trade, watching the girls fall under their sway. She followed them to their room, hanging back enough to not get noticed. Not that any of them were going to notice, they all seemed fixated on each other. Her heart sank as she watched the guys usher the two girls into their room.
Lacey was no prude, but she felt a little protective of these two young women. She stewed about whether or not she should intervene, and how to do it. She took a pensive lap around the hotel before deciding to push the issue. Her dinner with those girls had indicated they were sweet and innocent, and she didn’t want them getting in over their heads. In their young minds, the boys probably just looked yummy. Well, to be fair, they were. But guys like Adam used their looks to deceive and score. Images of the Adam pouring out shots flashed through her mind and her heart went out to those girls. These were good girls, she knew. Girls with a future, with hopes and dreams, not some…amusement for selfish boys. Straightening her spine, she finished her lap and walked up to the door. Music played from the inside. She took a deep breath and knocked firmly. The door opened after a few moments.
“Ms. Morgan!” Adam called out with a grin. “Care to join us?”
She glared at him for a moment before turning her attention to Sarah and Kim, who looked like they had been caught with their hand in the cookie jar.
“Ladies, could you come here please?” The girls nodded solemnly, like guilty children, and left the room. Lacey thought she could smell alcohol on their breath. “I think you maybe you should go back to your rooms and sleep it off, yes?”
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