Pinkie Pie's Sexual Bucket List

by Pony Sweg

Rating: mature
Tags: Random, Human, Comedy
Length: 8447

Pinkie Pie has always wanted to do many different things with and to her friends. She decides to make a list containing these things. This story follows her as he marks out every item on her bucket list of sexual things.

Pinkie Pie has always wanted to do many different things with and to her friends. She decides to make a list containing these things. She does her best to mark out everything on her list, though the list continues to grow. This story follows Pinkie Pie as she completes her sexual bucket list.

Rated 'Mature' for lesbian sex and foul language. As a warning, the sex will get more extreme as the story goes on.

Published 1970-01-01 00:00:00 UTC
Last updated 2015-08-18 14:47:25 UTC

Prologue (Updated)

Pinkie Pie was laying on her bed in her room swinging her feet back and forth as she looked through an old photo album of her and her friends. “We’ve had so many good times together.” She thought. She turned her head to look at Gummy who was sitting on the bed next to her, staring into nothing. His eyes were blank, no emotion in them. He had always been like this. It never seemed like the alligator cared. Pinkie Pie had always wondered what could be going on in Gummy’s head. Maybe he just thought of all of the fun parties that they had thrown together.

Pinkie once had a ridiculous thought that her pet had deep thoughts. About the meaning of life, maybe the point of cutie marks? She had quickly dismissed the thought though. How could Gummy have such deep thoughts? He was only an alligator, so he couldn't care enough to think that deeply… Right?

Pinkie sighed with a smile and closed the photo album, rolling over onto her back. She held the book to her chest and stared up at the ceiling, letting her hair fall off the edge of the bed. “I wish there was some way that we could have even more fun together. I mean, I love the moments we’ve shared, but what if there’s something else?” She said to herself. She looked at Gummy again. “Gummy, do you think there’s anything we can do?”

Gummy flicked his tongue up and it stuck onto his eye and slowly dragged down and flicked back into his mouth. Then he blinked and resumed staring blankly into the distance. Pinkie sighed again and looked back up at the blank ceiling. She quickly found herself getting bored. She got an idea, and hopped off of her bed.

She walked over to her desk, and sat down. She went through the drawers to find a piece of papers and a pencil. She found the two items, and set the paper on her desk.

She rested her head on her hand and twirled the pencil around in her other hand. She couldn’t stand just sitting down and doing nothing, so she put down the pencil and stood up again. She stretched and walked around her room a few times. She looked over to the clock. It was around five o’clock. She thought back to see if she could remember if she had made any Pinkie Promises or plans with others. She couldn’t think of anything, so she thought of something she could do. She walked into her bathroom and pulled a towel out from underneath the sink.

    While she was looking under the sink, she saw her bubble bath mix, and pulled it out as well. “I think I’ll take a bubble bath.” She said, giggling slightly. “Maybe Gummy would like to join me.” She started the water and poured the bubble mix in and then she skipped back into her room and grabbed Gummy. She carried him back into the bathroom with her and he sat on her lap while they waited for the tub to fill up with water.

The big, white bubbles began forming as more water poured into the tub. Pinkie giggled slightly and picked up a small handful of bubbles. She blew on them and they floated up and then popped. She closed the bathroom door, not bothering to lock it. She assumed that the Cakes had the manners to knock.

She pulled off her tank top revealing her pink bra. She then slid her fingers underneath the waistband of her skirt, as well as has her panties. She slid them down her legs, revealing her vagina. She winced slightly at the feeling of the air hitting her womanhood. She reached behind her, unclipping her bra, she let the bra hit the ground. Her breasts jiggled slightly. Her breasts were average sized, but had a bounce to them none the less.

Pinkie turned off the water and slowly lowered herself into the warm water and fluffy white bubbles. She let out quiet moans at the feeling of the water, it was perfect.

She squirted some of her favorite body wash onto her hand, and began to wash herself clean. She caressed her body while cleaning herself. She was quite thin, this often surprised many others. Being how many sweets she ate. She rubbed her body clean, but then she came across her breasts. She moaned softly as she gave her breasts a nice squeeze.

One of her hands adventures down to her crotch. One of her fingers played with her slit. She let out a longer, slightly louder moan, before she slid her middle finger into her pussy. She drew her finger in and out of herself, bringing pleasure to herself with every movement that she made with her finger. She knew, however, that one finger would be nowhere enough to bring her to orgasm. Because of this fact, she slid her ring finger into her pussy with her middle finger.

She moaned loudly, before beginning to vibrate her fingers. Her vaginal walls clenched around her fingers as she picked up speed. Another moan escaped her mouth as she came.

A minute or two passed as she fell from cloud nine. Afterwards she sank into the water, stopping her descent at her chin.

She sat in the bath for a while, playing with the bubbles and toying around with her body a little more. Once she was about done with her bath, she washed her hair and then rinsed it off. She stood up in the tub, some of the bubbles still clinging to her. She heard a soft knock on her bedroom door and heard someone call her name quietly.

“I’m in here!” She called without thinking.

A few seconds later, the bathroom door was slowly pushed open. Fluttershy poked her head in so she could talk to Pinkie. When she saw Pinkie standing up in the bath tub barely covered up by bubbles she blushed and pulled her head out of the bathroom.

“Ummm…. Pinkie Pie?” Fluttershy asked from outside the bathroom.

“Yeeesss?” Pinkie Pie asked, dragging it out in a sing-songy voice. She pulled the drain on the tub so the water would start to drain and stepped out of the bath tub.

“I was wondering if you would like to help me take care of some of the animals. They really like you, and I could use some help.” She said.

Pinkie pulled Gummy out of the bath tub and set him down on the toilet seat. She wrapped her towel around herself and began drying off. “I would love to!” She said happily. She walked out of the bathroom in only her towel.

Fluttershy looked away. “Ummm… Thank you.” She said quietly. She got up and left the room without saying anything else.

“Gummy?” Pinkie asked after she had moved Gummy onto her bed. “Why do you think Fluttershy is always so shy?”

Gummy didn’t answer of course. Pinkie sighed and went to look around in her closet for something to wear to Fluttershy’s. She threw her towel on the ground, once again revealing her body in entirety. She had convinced herself that she would pick it up after she had changed.

She put on another one of her pink bras, as well as a pink pair of panties. She did not know why she had so many pink undergarments, it was just what she had. She put on a pair of short shorts due to the heat outside, and to top everything off, she put on a pink t-shirt with a heart design where her heart would be.

Just before she was about to leave to go to Fluttershy’s cottage, she thought about how fun it would be to help her. She also thought of the fun she had in the bath just in the past thirty minutes.

Pinkie stopped in her tracks, for she had thought of a wonderous idea. She had never done anything sexual with her friends. The most she had done was seeing some of them in rather revealing clothing at a beach, but nothing more than that.

There were always things that Pinkie Pie wanted to try with her friend. Some very, naughty things. She had once been fingering herself, when she decided tasted her own juices, while doing that, she had wondered what her friends tasted like. Since then she had a desire to eat out her friends. She never got to, as she did not just want to walk up to her friends, and then suddenly ask if they wanted to fuck. She never knew how they would react, so she did not want to take the risk.

She suddenly gasped loudly and dashed over to her desk and picked up the pencil. She began writing furiously on the paper.

After a few minutes, she had finished writing it and she put the pencil down. She shook her hand to help it relax, it had gotten tired after all the writing. She held the paper up to her eye level and quickly red it over in her head. She had titled it, ‘Pinkie Pie’s Sexual Bucket List’ with an exclamation point. So far there were only ten items on the list, but she knew more would be added eventually, once she thought of them.

She had small boxes next to each number so she could check them off once she was done. She wrote down each of her 5 friend’s names underneath each number so she could mark each of them off. Their names didn’t have boxes, so she would just have to cross them out.

The smile on her face was bigger than any smile she had ever worn. She folded up the piece of paper she had written the list on and stuck inside a book that was lying on her desk.

She knew that this might take a while, and she would have to plan around doing all of these different things with her friends. She was willing to spend as much time on this as she had to.

She slipped on some shoes and ran a brush through her curly hair quickly. She said goodbye to Gummy and then left Sugarcube Corner to go to Fluttershy’s cottage where she needed help.

Pinkie Pie couldn’t wait to start carrying out the tasks on her list.

Number 1

Pinkie Pie had just gotten back from Fluttershy’s and it was late. Almost time to go to sleep. She decided that before she did, she would check her bucket list so she could start marking things off tomorrow. She read the first item aloud to herself. “Number One: Kiss all of my friends on the lips.” She said to herself. She looked at all her friends names right beneath the action.

She was extremely excited to get started, but she would just have to wait until tomorrow. She had thought about a lot of things of the walk to and from Fluttershy’s house and she decided that she wasn’t going to tell any of her friends about her bucket list until it was complete. She tried to calm herself down so she would be able to get to sleep, so she put the list back inside her book and walked over to her bed.

She patted Gummy on the head gently, but he didn’t react at all. She kicked off her shoes and hopped into her bed. She snuggled her face into her pillow, not bothering to cover herself with the blanket and she quickly fell asleep.

* * *

Pinkie Pie woke up the next morning full energy. She was determined to get the first item on her bucket list done today. She went into her closet and changed clothes. She pulled on pink tank top with three balloons on it and regular jeans. She slipped on some tennis shoes and walked over to her desk.

She pulled the list out of her book, read it over one more time, and then she folded it up, stuffed into her back pocket. She knew the Cakes wouldn’t need her at work today, so she had plenty of time to do what she needed to. She put her curly, pink hair into a messy pony tail and stuck the pencil in it so she could mark off her friend’s names.

Once she was satisfied and ready to leave, she skipped out of her room after saying goodbye to Gummy. She began walking around Ponyville, looking for one of her friends. She spotted Rainbow Dash walking around and jogged over to her.

“Rainbow Dash!” Pinkie called.

Rainbow Dash turned around and when she saw Pinkie she waved. “Hi, Pinkie.” She said. “What’s up?”

“There’s something I wanted to tell you.” Pinkie said when she caught up to Rainbow Dash. She was slightly out of breath, but still able to talk perfectly fine.

“What is it?” Rainbow Dash asked.

Pinkie Pie stood on her tip toes and planted a quick peck on Rainbow Dash’s lips. Rainbow Dash blinked and looked at Pinkie. “Pinkie, are you sick?” She asked. Rainbow Dash knew that Pinkie was a little bit crazy, but she had never done anything like that before.

“No, I’m fine.” Pinkie chirped happily. “Bye!” She said as she walked away.

Rainbow Dash watched her as she walked away, a little confused and a little worried. She figured that Pinkie Pie was just being Pinkie Pie, so she ignored it and continued on her way.

Pinkie pulled out her list and pulled the pencil out of her hair. She marked off Rainbow Dash. “Now… Who next?” She asked herself, looking at the names on her list. She looked up to see where she was in Ponyville and she spotted the library close by. She decided Twilight would be next and she put away the list and skipped all the way to the library.

She knocked on the door a few times and stood patiently while waiting for Twilight or Spike to answer. Twilight opened the door. “Pinkie! Hi!” She shouted, surprised.

“Hi Twilight.” Pinkie said. “Twilight, please don’t take this the wrong way, but…” Pinkie paused and leaned in towards Twilight, kissing her. She pulled back and Twilight stared at her, seeming to be lost in thought. Her face became red in color and she gasped put her hand over her mouth.

“Pinkie, what-?” Twilight started.

“I have to go now, Twilight.” Pinkie said. Twilight didn’t say anything as she watched Pinkie walk away. Once Pinkie was out of Twilight’s line of sight, she pulled out her list and marked out Twilight’s name. “Now….” She said looking up from the list. “Rarity.”

She had seen the Carousel Boutique in front of her and she put the list up and began walking calmly towards the Boutique. Since it was technically a store, she didn’t have to knock on the door and she just walked right in.

“Welcome to the Carousel Boutique, how can I help- Oh! Pinkie! Lovely to see you darling.” Rarity said, skipping happily over to Pinkie.

“Hi, Rarity.” Pinkie said. Rarity came in to give Pinkie a kiss on each of her kiss like she did when she was excited. Pinkie turned her head and instead of kissing her cheek, Rarity kissed Pinkie’s lips. Pinkie kissed her back and Rarity pulled away quickly.

“Oh, I’m terribly sorry, darling.” Rarity apologized, slightly embarrassed.

“It’s fine!” Pinkie said happily. “But, I’m afraid I have to go now, I’m sorry.” Pinkie said, exiting the Boutique.

“Ummm, alright. Bye.” Rarity said a little awkwardly, waving to Pinkie as she left. Pinkie giggled to herself, a little surprised that she already had half of the first item on her list completed so quickly. She pulled out the list and crossed off Rarity’s name.

“All I have left is Applejack and Fluttershy. Easy as pie.” She said, putting the list away and sticking the pencil back in her hair. She figured she would go to Sweet Apple Acres first to see Applejack. As she made the long walk to Sweet Apple Acres, she wondered why she didn’t kiss Fluttershy yesterday while she was helping her out.

“Oh well, it’s too late now.” Pinkie said. “I’ll just tell her I think I left something there and then I’ll kiss her and leave. Simple as that.” Pinkie was speaking out loud to herself, and she was lucky that no one else was around to hear her ramble on.

Eventually, she got to Sweet Apple Acres and she searched around for Applejack. She spotted Big Macintosh and waved at him. He waved back with a shy smile and then got back to his work. Pinkie Pie figured that Applejack might be inside or in the barn, so she went to check the barn.

Applejack was sitting on a bale of hay, wiping sweat off her forehead. “Hi, Applejack!” Pinkie called happily.

“Oh, well howdy Pinkie, Ah didn’t see ya there.” Applejack said, offering Pinkie a smile. Pinkie smiled back and walked over to Applejack, sitting down on the hay bale next to her. “How are ya doin’?” Applejack asked.

“Fantasterrific!” Pinkie replied happily. Applejack let out a soft chuckle. “What about you?” She asked.

“I’ve been just fine.” Applejack answered. Applejack turned her head to look at Pinkie and Pinkie took this as her chance. She jumped forward and kissed Applejack.

“What the hay Pinkie!?!?” Applejack yelled, jumping off the hay bale. “What was that fer?” She asked. Pinkie knew she wasn’t angry because she saw a little blush creeping onto her face.

“No reason.” Pinkie said, she stood up and wiped the hay from the hay bale off her butt. “I have to leave now. I’ll see you later!” Pinkie said happily. She waved goodbye to Applejack and then left the barn and Sweet Apple Acres.

Once she had left Sweet Apple Acres she pulled out the list and marked off Applejack. “Now there’s only Fluttershy and I’ll be done for the day.” Pinkie said to herself. The smile on her face was unbreakable and nothing could bring her down now. She would write this in her diary when she got home that day. And she would write down in her diary every day she completed something on her list. She skipped happily to Fluttershy’s to fulfil her number one item on her list.

Pinkie suddenly thought of a great way to get Fluttershy to kiss her. She giggled and kept it in her head, repeating it over and over again so she wouldn’t forget. When she finally made it to Fluttershy’s she had to hold in her laughter so she didn’t give anything away.

She knocked on Fluttershy’s door and a minute later Fluttershy answered. She poked her head out of the door nervously. “Hello? Oh, Pinkie Pie. Hi.” She opened to door wider and let Pinkie come inside.

“Hi, Fluttershy.” Pinkie Pie said, pretending to act nervous.

“Pinkie, is something wrong?” Fluttershy asked.

“Well, it’s just…. No, never mind.” Pinkie cut herself off.

“Oh, please tell me.” Fluttershy begged. “I mean… You know….. If you want to…” She hid her face with her hair in embarrassment.

“Well, I wrote in my diary last night that I was going to kiss you today.” Pinkie said. “So… I was wondering… Will you kiss me? Or and I going to have to lie to my diary?” She asked.

Fluttershy blushed nervously. “Well umm…. I wouldn’t want you to have to lie to your diary…” Fluttershy said.

Pinkie smiled, but she made sure not to smile too big. “Thank you, Fluttershy.” She said.

Fluttershy took a deep breath and a step closer to Pinkie Pie. They were about the same height, so they were eye to eye, and nose to nose, and mouth to mouth. Fluttershy closed her eyes and slowly leaned forward. Pinkie closed her eyes as well and leaned in to kiss Fluttershy. It only lasted a few seconds, and Fluttershy was the one who pulled away.

She was blushing hard, almost her entire face was as red as apples. “Thank you, now I don’t have to lie to my diary.” Pinkie said, smiling slightly. Fluttershy smiled back nervously. Pinkie then turned around and left. She skipped happily all the way back home and she crossed Fluttershy off underneath number one and she checked the box next to it.

She squealed happily and then she pulled out her diary, and she wrote down all of her accomplishments for the day. Once she had done all that, she went downstairs to the shop, it was still early and she would be able to help the Cakes out for the rest of the day. She wore the biggest smile on her face for the rest of the day, and when she went to bed, she was still grinning from ear to ear.

She couldn’t wait for tomorrow. Tomorrow was a Saturday, so she didn’t have to work, and neither did her friends. She was so excited that she couldn’t get to sleep. Though her excitement wore off, and exhaustion kicked in eventually and she fell asleep.

Number 2

Pinkie Pie got out of bed and got dressed. She pulled on a pink hoodie and shorts. She dug through her closet for a bit until she found the socks she wanted. They were knee high and blue and yellow. One of them had polkadots and the other was striped.Pinkie walked over to her desk and sat down in the chair, pulling out her bucket list and looked it over.

A smile formed on her face when she saw what the mission was. She needed to find out what all of her friends fetishes were. She had been wanting to do this for a long time, and she didn’t know why it wasn’t the first on the list. She knew exactly how she was going to get them to reveal their fetishes to her. She was going to have a sleepover with them, with alcohol.

She knew getting them drunk would get them to reveal their secrets. She also knew that Rainbow Dash never chickened out on a dare. She sat down at her desk and began writing invitations to her friends. She would pass them out today for sleepover plans the same night. Hopefully they would all accept.

Pinkie tried to finish writing the invitations as quickly as she could so she could deliver them earlier so the girls could have more time to do things before they came over. Pinkie Pie was so excited. Once she got this item crossed off the list, she could move on to things that were more fun.

Once she had finished writing all the invitations, she headed out to deliver them to her friends. She passed by each of their houses and if they were home, she handed them their invitations. Although Twilight and Rarity weren’t home, so she had to tape them to the door so they would see them when they got back.

Once she had given out all 5 invitations, she went back to Sugarcube Corner to get her room ready for company. She threw all the dirty clothes in the hamper and cleaned the bathroom. She made her bed and vacuumed the floor. It was a lot of work just to get her room ready to have her friends over, but it would be worth it if she would get to check every item off her bucket list.

When she had finally finished cleaning her room, it was about 5:30. She had said on the invitations that the sleepover would start at 6:30, so she had finished cleaning with just enough time to run to the store and grab a bunch of beers, as well as a bottle or two of hard liquor. She ran into town to do that, and put them in the fridge when she go back.

It was now about 6 o’clock, and she knew that some of her friends always arrived early, like Twilight. So she was glad she had made it back on time. Sugarcube Corner was just closing up, so she figured she help with that while she waited.

Twilight arrived first, which made sense because she was known to be the most punctual. Rainbow Dash came second, since she’s just so fast. After Rainbow Dash was Applejack. Then Fluttershy. It was exactly 6:30 when Fluttershy arrived.

“Oh..... I’m not late, am I?” She asked.

“Nope! You’re right on time!” Pinkie said happily.

“Looks like Rarity ain’t here yet.” Applejack said.

“She’s probably just going to be ‘fashionably late’.” Rainbow Dash said sarcastically. A few of the girls laughed, but not too much.

“Come on, let’s go up to my room while we wait for her to get here.” Pinkie Pie said. She led the four of them up to her room. They each set out their sleeping bags on the floor. Pinkie Pie’s room was actually pretty big, so there was plenty of room. Pinkie Pie went back downstairs to wait for Rarity, and she grabbed a few bottles of beer while she was down there. She looked out into the street to make sure Rarity wasn’t here yet, and she ran back up to her room with the beers.

She handed them out to everyone. “Drink up girls!” She said happily. They each took one and opened them. Twilight and Fluttershy took small, shy sips and Rainbow Dash and Applejack were practically chugging theirs down. “I’ll make sure to bring more.” She said, heading back down.

She saw Rarity at the door and opened it for her. She had a backpack and was holding her rolled up sleeping back under one arm. “Hi, Rarity!” Pinkie said cheerfully.

“Hello darling.” Rarity said.

“Would you mind helping me bring a few beers up to my room?” Pinkie asked her.

“Why of course!” Rarity said with a smile.” She took two beers in her free hand and began walking up the stairs to Pinkie’s room where the others were waiting. Pinkie grabbed two in each hand and went back upstairs behind Rarity.

Rarity handed one of the bottles to Rainbow Dash, who had already finished hers, and took the other for herself. She set up her sleeping bag and sat on Pinkie’s bed with the others. They were all laughing and sipping on their beers.

“Let’s all get changed into our pjs and then we can play truth or dare!” Pinkie said happily. The girls all obliged and went over to where they had set their bags. Pinkie closed her bedroom door and locked it. She walked over to her closet and stripped her clothes off. She peeked behind her at all her other friends who were getting undressed as well.

She watched as they took all their clothes off, though she tried not to make it obvious that she was watching. She noticed that Fluttershy and Twilight were both somewhat shy about their bodies, and they sort of covered themselves as they changed.

Rainbow Dash and Applejack had absolutely no shame and they stripped completely naked. They each put on a low cut shirt that went down just past their butts and barely covered anything at all. They were different colors and styles, though the shirts were mostly similar.

Rarity kept her panties on when she changed, but pulled her bra off. She didn’t try to cover herself, she just let her rather large breasts bounce around as she moved. She pulled on a long, white, see-through nightgown. It didn’t seem to bother her that her breasts were completely visible.

Pinkie Pie took off her bra and panties and pulled on a white, spaghetti strap tank-top that showed her breasts. She pulled on a pair of pink and white polka dotted panties. She pulled off her socks and decided to go barefoot. She noticed that all the other girls had their socks off as well.

They met up back at her bed, all in their pjs. Pinkie kept her bedroom door locked so Mr. and Mrs. Cake wouldn’t bother them. Rainbow Dash sat down on the bed criss cross applesauce, giving whoever sat opposite of her a full view of her lady parts. She didn’t seem to care that much though.

Applejack sat next to Rainbow Dash and Pinkie Pie sat next to Applejack. Fluttershy sat on Rainbow Dash’s other side and Twilight sat next to her. Rarity sat in between Pinkie Pie and Twilight and they made a circle. Rarity looked down at Rainbow Dash’s exposed parts and Rainbow returned the favor by staring at Rarity’s completely visible breasts.

Rainbow Dash picked up her beer and took a large swig. Rarity picked up hers and took a medium sized sip. The others all took sips of their beers and looked at Pinkie, practically begging her to start the game of truth or dare.

Pinkie giggled slightly thinking about her bucket list and then spoke up. “Do you guys want to play group truth or dare? Or regular truth or dare?”

“Ummm… What’s group truth or dare?” Fluttershy asked shyly.

“It’s where you ask one person truth or dare. If it’s truth, everyone has to answer the question. If it’s dare, everyone has to do the dare.” Pinkie explained.

“That sounds fun.” Twilight said. Fluttershy nodded in agreement.

“Let’s do group truth or dare.” Rarity agreed.

“Yeah!” Rainbow Dash and Applejack shouted in agreement. They both had strong stomachs and weren’t the slightest bit drunk yet, even after two beers. Though, two beers made them much more energetic.

“Alright.” Pinkie giggled again. This is exactly what she wanted. “So who wants to go first?” She asked.

“I will!” Rainbow Dash said, her hand shooting up into the air like she was in school again. “Applejack.” She said, turning to face Applejack. “Truth or dare?”

“Uhhh… Dare Ah guess.” Applejack said, shrugging and taking another swig of beer.

“I dare you to grab the person on your left’s boobs.” Rainbow Dash said with a smirk. Pinkie knew she always got dirty during sleepovers. Especially when there was alcohol and when they played truth or dare. “Both of them. And don’t just grab them, play around with them a little.” She finished.

“Rainbow Dash.” Applejack said.

“What? Are you gonna chicken out?” Rainbow Dash asked, preparing to start making chicken noises.

“No, Ah was just gonna tell you, that yer on my left.” She said.

The smirk was wiped off Rainbow’s face and replaced with a blank look. Applejack smiled and said, “Like Ah said, Ah ain’t chickening’ out.” She put her beer bottle in her lap and shivered slightly as the coldness of the bottle touched her bare skin. She lifted her hands up and grabbed Rainbow’s boobs.

She still had a smile on her face as she squeezed them and played with them. After almost a minute, she finally stopped. “Now it’s yer turn. This is group truth or dare.” Applejack said.

“I know, I know.” Rainbow Dash said. She turned to her left and saw Fluttershy with a slightly scared look on her face. She knew Fluttershy was extremely sensitive about her body. “Don’t worry, I’ll be gentle.” She thought, hoping Fluttershy would hear her thoughts.

She lifted her hands up and gently placed them on Fluttershy’s medium sized, well rounded breasts. She squeezed gently, causing Fluttershy to moan softly. She bounced them around a little and then stopped. “Now it’s your turn.” Rainbow Dash said to her.

Fluttershy nodded and turned towards Twilight. She grabbed Twilight’s small boobs and squeezed them slightly. Twilight stared intently as Fluttershy played with her breasts. “Come on, Fluttershy. You can do it harder than that.” She said.

Fluttershy hesitantly squeezed harder and played with Twilight’s breasts. A smile spread across Twilight’s face while a deep blush spread across Fluttershy’s. Twilight really enjoyed having her boobs played with. When Fluttershy removed her hands after a while, Twilight turned and began fondling Rarity’s boobs.

She had been taking a sip of beer and was surprised. She jumped and  nearly dropped her bottle. One thing about Twilight, she enjoyed having her boobs fondled and playing with her own. She was also very energetic when it came to fondling her friends breasts.

Rarity moaned slightly at Twilight’s enthusiasm and how good she was and playing with her boobs. Rarity’s nipples poked out and Twilight squeezed them and twirled them around in between her fingers. Her nightgown was so see-through that to everyone watching it just looked like she was topless.

Twilight eventually stopped and Rarity moved on to play with Pinkie’s boobs. Pinkie Pie giggled, claiming that it tickled. Rarity also enjoyed playing with her friends boobs, though not quite as much as Twilight did. Pinkie moaned slightly when Rarity began to play with her nipples and her clean panties that she had just changed into began to get slightly wet.

When Rarity stopped, Pinkie turned and began to fondle Applejack’s boobs. They were about as big as Fluttershy’s but just a bit smaller. Out of all of them, Rarity had the biggest breasts. Pinkie’s were the second biggest and then came Fluttershy. Applejack came next and then Twilight, and then Rainbow Dash had the smallest of all of them. They were only so small because she was always so active.

Pinkie was energetic doing anything, and she loved her friends and their body parts. She played with Applejack’s boobs for a long time. She bounced them around and squeezed them. When her nipples began to poke out, Pinkie played when them as well. She reached into Applejack’s nightshirt and played with her bare breasts for a minute. Finally she was done, and it was time for Applejack to call on someone to ask them truth or dare.

“Ummm…” She looked around at all her friends, wondering who she would call on. She looked down at the almost empty beer bottle in her lap. “Could we get some more beers first?” She asked.

“Sure!” Pinkie said. “Do you want to go down with me to get them?” She asked Applejack.

“Yeah.” Applejack said, getting off the bed.

“I’ll come too.” Rainbow Dash said, hopping off the bed. Pinkie Pie, Rainbow Dash and Applejack left Pinkie’s room and they each grabbed four beers.

Rainbow Dash noticed the liquor, and of course she was interested. “Oh! Pinkie, can I bring this up too?” She asked.

“Of course! Why else would I have gotten it, silly?” She asked. Rainbow Dash smiled and put one of the beers back, grabbing the vodka instead.

“Rainbow, get the whiskey instead.” Applejack said.

“But I want vodka.” Rainbow whined.

“Fine.” Applejack said, rolling her eyes. Rainbow Dash closed the fridge with her foot and the three of them went back up to Pinkie’s room.

They all took their spots on the bed where they had been before. Applejack took another beer, saving the vodka for later. “Rarity.” Applejack said. “Truth or dare?”

“Truth.” Rarity said.

“Darn, Ah was hopin’ you would say dare.” Applejack said, taking a swig of beer. She thought for a moment and then asked her a question. “What’re yer fetishes?” She asked.

Pinkie was surprised that Applejack had asked that. She was planning on asking that when someone else called on her. Everyone turned to Rarity and waited for her to answer. She blushed and avoided eye-contact with everyone. Instead of looking at her friends she looked down at her beer bottle. She must have thought that another swig would make her less nervous to tell them, so she took a few big gulps.

“I like to be a dominatrix.” She said after taking a deep breath. She said it quickly like she was ashamed of it and just wanted to get it out. Her eyes were closed tight, and it seemed like she was afraid to open them and see her friend’s reactions.

Rainbow Dash held her hand over her mouth to keep from bursting out into laughter. Fluttershy was blushing deeply. Twilight was giggling silently, Pinkie was trying her best to remember what it was so she could write it down later and Applejack was just staring at her with an open mouth. She was obviously shocked.

“Uhhh… Alrighty then.” Applejack said. “Pinkie, yer next.” She said.

“Oh! My fetish is oral sex.” She said with no shame and a large smile. The others stared at her for a minute. “Now you, Applejack.” Pinkie said.

“Uhhhhh… Er… Well….. Ah….. Ah like to be dominated.” She said awkwardly. “Ah know it seems like I would be the dominant one, but Ah like to be dominated sometimes.” She said. Her face grew red and she was avoiding looking at anyone.

Pinkie Pie made sure to remember that, and then Applejack moved the spotlight onto Rainbow Dash. “I like threesomes.” She said blatantly, not caring what her friends thought of her. They were her friends and she figured that they wouldn’t care what she was into. It’s not like it would make them like her less.

“Fluttershy?” Rainbow Dash asked. “Do you have a fetish?”

“Well ummm….” Fluttershy started awkwardly.

“What is it?” Rainbow Dash asked. “Come on, you can tell us.” She picked up the bottle of vodka. “Would some of this help you loosen up?”

Fluttershy looked at the bottle and blushed. She didn’t nod or shake her head, she just stayed quiet. “Just take one sip.” Rainbow urged her.

“Ummm ok.” Fluttershy took the bottle from Rainbow Dash. She had opened it before Fluttershy took it. Fluttershy brought it to her mouth and took a large sip. Her cheeks got red and she handed the bottle back to Rainbow Dash. Twilight was giggling at how Fluttershy reacted to the taste and Pinkie Pie was holding back laughter as well.

“My umm…” She hiccupped. “Oh, excuse me. My fetish is umm…..” She paused and looked at Rainbow Dash. Rainbow nodded and Fluttershy continued. “My fetish is to be tickled.”

She was slurring slightly as she talked, but not much. She giggled when she told them, finding it sort of funny. It was funny, and the others laughed and giggled was well. Pinkie giggled so much that she doubled over and had to hold her stomach because all the laughing was beginning to give her cramps.

“It’s your turn Twilight.” Applejack said through giggles once the laughter had died down.

Twilight giggled. “My fetish is incest.” She continued giggling. The others all gasped and stared at Twilight. She continued giggling and she took the vodka from Rainbow Dash and took a large sip. Her face grew red and the others decided to ignore Twilight’s fetish. That wasn’t something that most people liked, but some people just did.

Pinkie Pie smiled. The second item on her list was now completed. Some other time this week she could move on to the third item. Rarity spoke up. “Pinkie, truth or dare?”

“Dare!” Pinkie shouted happily.

“Hmmmm….” Rarity brought her hand to her chin in thought. A smile formed on her face. “I dare you to do something sexual to someone of your choice.” Rarity said.

“What kind of sexual thing?” Pinkie asked. She needed to make boundaries so she knew exactly what she would be able to do.

“Anything.” Rarity said.

“Anything? Like anything at all?” Pinkie asked, just to make sure.

“Yes, as long as it sexual in some way, shape or form.” Rarity said.

“Alright.” Pinkie said. She looked among her friends, wondering which one she would do something to.

She noticed Rainbow Dash take another large gulp of vodka. She held it out for anyone else who wanted it, and Twilight took it from her hand, taking a rather large sip herself. She thought a moment longer, her friends all looked at her as she was thinking.

“Twilight.” Pinkie said.

“Yeeeeeeeeessssss?” Twilight asked. Her voice was slightly slurred, she leaned forward towards Pinkie.

“Take your shirt off.” Pinkie instructed.

“Gladly.” Twilight said, almost immediately pulling off her shirt and revealing her small, firm, yet still squeezable, breasts. Pinkie crawled across her large bed so she was sitting right in front of Twilight.

Pinkie stared at Twilight’s breasts. They were very small, but she was still able to put her hands around them, and she did. Her nipples her small as well and they were a light pink. Pinkie squeezed Twilight’s boobs, causing her nipples to poke out and press against Pinkie’s palms.

Pinkie moved her hands so that they were still on her breasts, but not covering her nipples. Pinkie slowly licked Twilight’s right nipple, causing her to moan softly. She wrapped her lips around it and began sucking softly while twirling her tongue around Twilight’s erect nipple. She used her hand to gently squeeze Twilight’s left breast.

Twilight moaned again and closed her eyes. She was enjoying this very much, even though she knew it was her friend doing this. The others watched Pinkie as she played with Twilight’s breasts and sucked on them. Pinkie then retracted from Twilight and scooted across the bed back to where she had previously been sitting. “It’s your turn Applejack.” Pinkie said.

Applejack had been gulping down her bottle of beer and she put it down and looked around at her friends, thinking of something she would do, and trying to figure out who she should do it to. Without saying anything, she quickly stuffed her hand in Rainbow’s crotch.

“Hey!!!” Rainbow Dash screamed, she had been startled by Applejack’s sudden movement, but quickly gave in and let Applejack do what she wanted. Applejack traced her hand down Rainbow’s stomach and down to her pussy. She stroked it slowly and gently, wetness began to seep onto Applejack’s hand and she rubbed faster. When Rainbow’s pussy was wet enough, Applejack slowly pushed two fingers inside it.

Rainbow Dash moaned softly and spread her legs a little bit more than they were already spread. Applejack continued to move her fingers in and out, slowly at first and then faster. Rainbow Dash did her best not to moan. Applejack moved her fingers faster and tried to give Dashie as much pleasure as she could.

The others watched intently as Applejack fingered her friend. Sure she was sort of drunk, but not quite drunk enough to be doing that. She continued until Rainbow Dash came. Rainbow moaned loudly and her juices spilled into Applejack’s hand. Applejack removed her hand and licked Rainbow’s juices off of it.

“Your turn, Rainbow Dash.” Applejack said as she continued to lick up Rainbow Dash’s juices off her hand and fingers.

Dash was panting and leaning back on the bed slightly. She tried to catch her breath and once she had, she sat up and looked around at her friends. She gave Fluttershy a devilish look and smiled. Fluttershy glanced nervously at Rainbow Dash, wondering what she would do to her.

Rainbow Dash tackled Fluttershy and started kissing her all over. She began kissing her cheek and down her neck. She unbuttoned her shirt and began kissing down her chest and stomach until she reached her pussy. She pulled down her pants and panties and licked it a little bit. Fluttershy moaned softly and tried to stop Rainbow Dash.

Rainbow Dash continued to assault Fluttershy’s pussy with kisses. Fluttershy eventually began to enjoy it so much that she stopped fighting Rainbow Dash. Rainbow continued to eat out her friend until her juices squirted all over Rainbow Dash’s face. Rainbow Dash pulled Fluttershy’s pants and panties back on and buttoned her shirt back up for her.

Fluttershy tried her best to catch her breath before it was her turn, and she was blushing profusely. She looked around at her friends who were all sitting in a circle. She wasn’t sure what she should do, and she wondered what would happen if she chose something that someone didn’t like.

“Ummmm….” She said softly, looking back and forth between all of them. “D-do I have to?” She asked.

The other girls looked at each other and exchanged strange glances. There were nods and head shaking. “No, you don’t have to do anything.” Pinkie Pie said.

Fluttershy released a sigh of relief. “Thank you.” She said.

“My turn! My turn!” Twilight exclaimed happily. Without even thinking, she jumped on top of Pinkie Pie and began playing with her boobs. Pinkie giggled as she was molested. Twilight ran her hand down Pinkie’s body down to her pussy and began stroking it gently. When Pinkie was wet enough, Twilight slowly inserted her middle finger and her ring finger into Pinkie’s pussy.

Pinkie moaned softly, and Twilight moved her fingers all around Pinkie’s insides. She used her other hand to continue playing with one of her breasts. She leaned closer to Pinkie and kissed her. Pinkie moaned again and her body began shaking slightly.

Twilight shoved her tongue into Pinkie’s mouth and began twirling it around while continuing to play with her boobs and finger her. Having so much pleasure at the same time in so many different places just pushed Pinkie over the edge and her juices squirted into Twilight’s hand.

Twilight kissed her and molested her a little bit more before pulling her hand out of Pinkie’s pants. She broke the kiss went to sit back down where she was before. She licked Pinkie’s juices off her hand and moaned at how good she tasted. “You’re turn Rarity.” Twilight said while still licking Pinkie’s juices off her hand.

“Right….” Rarity said, staring at Twilight. She reached forward and grabbed the vodka out of Rainbow Dash’s hand. She took a few large sips and handed it back to her. She hiccupped and crawled over to Applejack.

“Uhhhhh… Rarity, what’re you doin’?” Applejack asked.

Rarity giggled and placed her hand on Applejack’s cheek and kissed her. Rarity pushed her onto her back and crawled on top of her, continuing to kiss her. She played with her breasts a little and also rubbed her pussy for a few minutes. Eventually, Rarity climbed off of Applejack and crawled back over to where she was sitting.

She was so tired that she collapsed right where she was sitting and fell asleep. A few of the others yawned when she went to sleep. They all climbed off Pinkie’s bed and walked over to their own sleeping bags. Sleep came easily after everything they had done. Pinkie carried Rarity off her bed and laid her down in her sleeping bag. Once all the girls were asleep, Pinkie turned off the lights and climbed into her own bed and easily fell asleep.

Number 3 (Updated)

The moon had just peered into the room. The light of the night shined into the room through the window. It was still quite dark in the room. Pinkie Pie had been awake for a while, she could not sleep. The happiness of finishing an item on her bucket list consumed her mind. She looked around the room, noticing how her friends were all asleep, most likely a very deep sleep.

Shockingly, Pinkie was probably the least drunk out of all of them. Due to Pinkie's plan, she did not drink that much. Pinkie remembered she had not crossed out the item on her list.

She got out of her bed and sneaked across her room to her desk, jumping over her friends and their sleeping bags.

She looked around her desk as silently as she could manage for a pencil or a pen she could use and picked up a blue pen. She pulled out her checklist from its’ hiding place and quickly wrote down all her friends’ fetishes and checked it off. She checked which one was next.

“Fondle all of my friends’ boobs.” She whispered to herself. She nodded and folded the paper back up, placing it back in its’ hiding place. “I could do that right now while they’re sleeping...” She thought to herself, placing on of her hands on her chin and turning around to look at all of her friends as they slept soundly.

She thought about the following choice. If she did it now, there was a chance that they might wake up. However, they were drunk, so they might stay asleep, and they were all mostly deep sleepers. Pinkie had made her decision. There was not as good of a chance as there was right now.

She wandered around the room, thinking of who she should fondle first. She stopped, and she was closest to Rainbow Dash, Pinkie quietly got onto her knees. She pulled the blanket on Rainbow Dash down to her belly. Pinkie admired her best friend's body. She was fit, but not super muscular. She was just right. Pinkie procrastinated no longer and and went to feel Rainbow Dash's small breasts. Rainbow Dash moaned quietly in her sleep, but she did not wake up, so Pinkie continued.

They were firm, and very squeezable in Pinkie's opinion. She would have sat there and fondled her for hours if she could. But there was business to be done.  Pinkie crawled over to Applejack. She was not using a blanket, so Pinkie Pie just dived right in. Applejack's breasts were average sized. So they had more of a bounce to them, especially when she was working the farm.

Applejack's had more of a squish to them then Rainbow's. Pinkie Pie had an thought about using Applejack's boobs as a pillow. She held back a giggle, and then moved on to Rarity. Rarity's body was beautiful, she was thin, and had an hourglass figure. Her breasts were the second largest of the group, Fluttershy's being the largest of the six.

Rarity's boobs felt amazing to Pinkie. Fondling them felt quite good. Rarity must have felt some of the pleasure too, as she moaned in her sleep. She spent more time on Rarity's breasts then the other two, but she soon moved on to Twilight. Twilight's boobs were somewhere in-between Rarity's and Applejack's. After that, Pinkie moved to Fluttershy. Her boobs were quite large.

She gave them a feel, and they felt very satisfying to fondle. They were very squishy, and soft. Pinkie Pie's favorite was still probably Rarity's though.

Once she had finished, she went back over to her desk and marked off number three on her list. She made her way back to bed, and fell down in it face first. She hugged her pillow and closed her eyes, wishing herself to get sleep. Eventually, she was able to get herself to sleep and she slept very well.