Author: IAmNotJeffKaplan

Charlotte’s Bet Ch.02 [F19] [Cum]

*There is a message for the people who have followed my stories for a while at*

*the end.*

## +99 New Messages!

Just as she got done with her morning shower, Charlotte saw how a notification popped up on her phone. The young cheerleader had been invited to the newly created “School Reunion” group chat, with thirteen other people. The first thing she noticed, was that she couldn’t type anything, even though she could read all the messages.

The second thing she noticed was far more concerning. Scrolling down, it became obvious that there were far more than just “+99” messages. Blushing, the blonde girl also noticed, in fact, that almost all of them were pictures and videos.

But out of all of the messages, it was the newest one, written just a minute after she got added to the group chat, that caught her eye.

*“Hey guys, thank you all for sharing! \o/ Would have been a shame if not everyone here got to see everything! :)*

*But now, about the second reason why I made this group:*

*Any ideas for her forfeit? ;P ”*

## A few hours earlier… Read more »

Charlotte’s Bet [F19] [Gangbang] [Cum]

*This is the “first” story of Charlotte’s journey.*

*This is a remake of “Charlotte’s Bet” by “toocold”. If you want to check out the original version, you can find it on Literotica. This version will reuse parts of the original story. I added a lot of my own ideas, with some smaller edits here and there.*

Charlotte Fairfield would admit, in hindsight, that it had been a reckless bet to make, especially when her friends started to escalate the forfeits. She couldn’t even use the excuse that she was drunk as she was driving home from the party so she hadn’t touched a drop. She’d always been pleased with herself – a confident, beautiful 19-year-old girl with soft, natural blonde hair falling around her shoulders and a slim, gently curved body with long, slender legs, a peachy bottom, and lovely pert 34C breasts. So when she’d declared that she could make any guy at the party cum within five minutes thanks to her blow job skills, she had meant it, even though it had been light-hearted.

What Charlotte did not know was that Jane had other plans. Unaware that Jane did not like her all that much, the blonde girl made her boastful claims, which had brought her into the situation she was now in. Read more »

Sarah’s Best Friend

When Charlotte began to upload photos and videos of herself, her and Sarah’s relationship changed. In many ways, the two girls had become a lot closer.

First of all, Sarah had to see Charlotte’s tits pretty much every time they met. On the beach, when they were jogging together, or even on their latest bike trip. 34c-titties, cute pink nipples, perfect for a cheerleader. There were many things Sarah could say about her best friend, but calling her ugly was not one of them, and she couldn’t complain. There was a reason why her best friend had a certain amount of online fame.
Charlotte always made it a point, to show off herself. Even if it was outdoors.

Sure, at the beginning it was a bit weird. Last week, when they were meeting up in front of a forest with a popular jogging route, Sarah felt compelled to ask a few questions.

## Monday 11:20 am

“Hey, uhm, are you sure about this?”

After giving each other a tight hug, the two girls looked at each other. Charlotte had brought a selfie stick with her. Her shoulder-long blonde hair was tied into a ponytail, and she wore yoga pants and a pair of running shoes. Read more »

Amy’s Exploits Ch.6 [Exhibitionism] [Photoshoot]

*just a fun little idea I had*

*warning:this story contains no intercourse*

Monday. Ugh. Monday morning? Even worse.

Amy Anderson wore her favourite blue tube top and tight jean shorts when she entered the clothing store down the street. It was summer, the sun was shining, Amy could wear comfy sandals. She could smell the dry summer air and she felt the glowing bright sun shining on her body. Her outfit showed off a good amount of midriff, and she looked like a typical Texan girl. Ready to have some fun.

Just a few months ago, the young blonde had graduated from High School. Amy thought that this would mean freedom.
What was even worse than waking up on a Monday morning? Going to work.

“Miss Anderson!”

____________________________________________________

One of the reasons Mr.Pete hired her was because she was a girl. It was bad for business if a lady appeared in his shop, wanted to try out some lingerie or a dress, and only two guys, he and his other employee, college student Joe, were around. But that didn’t mean he was glad about hiring her. Read more »

Amy’s Exploits Ch.05 [Creampie Overload][Gangbang]

*A follow-up to the last chapter. Amy continues to be a good fraternity sweetheart.*

First of all, Amy needed a shower. After waking up on a couch in a dusty storeroom, the young blonde noticed that she was alone. The blanket she had slept under was utterly soaked. Her face was still covered in sticky gluey strands of cum, partially dried, and her pussy, somehow, was still leaking. Amy was a mess.

“I didn’t think that it was *that* bad… Oh well…”

Her asshole didn’t leak, since it had tightened up again, after the significant stretching the young girl had endured. Her tits, most of her face, both of her nipples, and pretty much the entire rest of her upper body were drenched in a nasty layer of cum. The frat boys had done a great job of testing her capabilities. And from the looks of it, Amy Anderson had passed. When she woke up, the young girl noticed a Burger King crown placed on top of her. If she had been awake when they put it on her head, she couldn’t remember. Read more »

Amy’s Exploits Ch.04 [Gangbang] [Frathouse] [Cum]

*Inspired by “Charlotte’s Bet” from “toocold”*

“Hey, hey, Blondy, wanna become our fraternity sweetheart?”

To be fair, when Amy Anderson decided to visit a frat house party full of strangers, it wasn’t exactly because she wanted to. Invited by one of her former hook-ups, who knew that she was a bit short on cash, the young girl was intrigued by what he had told her. By playing some games with the frat boys, and acting a bit frisky, Amy, as a young attractive 18-year-old, could supposedly earn a few bucks. This particular frat house was filled with upper-class students, who had no problem wagering some money in order to see some action.

Well, at least those guys would be somewhat attractive, unlike the cashier she had to suck off to fill her gas tank. And now, after barely managing to even arrive at the party, Amy was determined to earn some money.

“Hey! Ehh… Sweetheart? You think I can become one? Anyway, I have a different question: I heard you guys bet money on games?” Read more »

Porn-Novice Charlotte [Exhibitionism]

## 08:43 am

Hugging her large, soft pillow, while lying in bed, Charlotte Fairfield let out a loud, drawn-out yawn. It was Monday morning, and the 19-year-old knew what that meant.

It was Outdoor-Day!

Eyes half-closed, the blonde girl stretched her arms while letting out another yawn. Moving her legs around, hidden underneath a blanket, Charlotte felt the soft fabric caressing her skin, tempting her to stay in bed, but the young girl knew that she had to get up.

Letting go of the pillow pressed against her chest, she slowly rose up. The warm soft blanket covering her bare body was pushed away, as Charlotte slowly moved her legs to the edge of the bed, changing her position from lying to sitting. Stretching her arms into the air, the young blonde let out her final yawn, before making a little jump off her bed. Standing next to it, Charlotte rubbed her eyes, before she took a few steps to her window, watching the street, hearing cars beeping and the voices of neighbors talking. The golden summer sun helped her with waking up, as the gentle warmth tingled her fair skin. Read more »

Porn-Novice Charlotte [Exhibitionism]

## 08:43 am

Hugging her large, soft pillow, while lying in bed, Charlotte Fairfield let out a loud, drawn-out yawn. It was Monday morning, and the 19-year-old knew what that meant.

It was Outdoor-Day!

Eyes half-closed, the blonde girl stretched her arms while letting out another yawn. Moving her legs around, hidden underneath a blanket, Charlotte felt the soft fabric caressing her skin, tempting her to stay in bed, but the young girl knew that she had to get up.

Letting go of the pillow pressed against her chest, she slowly rose up. The warm soft blanket covering her bare body was pushed away, as Charlotte slowly moved her legs to the edge of the bed, changing her position from lying to sitting. Stretching her arms into the air, the young blonde let out her final yawn, before making a little jump off her bed. Standing next to it, Charlotte rubbed her eyes, before she took a few steps to her window, watching the street, hearing cars beeping and the voices of neighbors talking. The golden summer sun helped her with waking up, as the gentle warmth tingled her fair skin. Read more »

Amy’s Exploits Ch.03 [Police] [Gangbang]

“Charlotte?”

“Oh! Hey, Amy! Where you at? I was just going to call you! Shouldn’t you be here already?”

“Well, yeah, about that… Can you tell your Dad my car broke down? We are trying to get a mechanic, but they say I have to wait until tomorrow.”

“Oh, gosh! Should we come get you? What do you do now? Are you on the highway? And, wait, did you say ‘we’?”

“Yeah, some officers picked me up, so I guess I’m gonna stay the night at the police station.”

“Okidoki, I guess that works. But hey, if you have any problems, just call us, okay? I’m sure my parents can help!”

## 05:48 pm

Almost an hour had passed, since she had taken off her clothes, and when Officer Johnson finally shot his load, Amy realized how bad the deal she had made truly was. Read more »

Amy’s Exploits Ch.02 [Police] [Gangbang] [Teen]

*For this story, it’s not necessary to have read the first part. There will be references to it, but nothing major. In short: Amy had to fuck two hillbillies to refuel her car.*

## 04:47 pm

Just when Officer Johnson finished typing into his laptop, he noticed how Amy had stood up. Surprised, he and his partner Morrison were looking at the young blonde, who now had a look of determination on her face.

For the last twenty minutes, they had been sitting inside the interrogation room, with the girl obediently answering every question the men had asked. Terrified by the fact that she got arrested, Amy had tried to be as polite as possible, but this was different from before.

“Sir, is there really nothing I can do?” With her hands in front of her chest, the 18-year-old girl stared at the two officers with her big blue eyes.

“Well, Miss Anderson, as I said before, you can pay the fine or spend two weeks in one of our cells.” Johnson almost grinned. They were almost there.

“But Sir, I don’t have that much money!” Read more »