Coming Together

by Jabbie

Tree in the Evening

Previous Chapter

Timber Spruce drove down the familiar streets of Canterlot as he followed the route indicated by his GPS. He recognized the road he'd have taken if he was on his way to Twilight's house as he drove straight past it. "Where am I going?" he wondered aloud.

As indicated by his phone's map, he took a left turn and pulled up to a cozy little apartment building. After parking his car, he quickly spotted Twilight Sparkle standing next to her best friend, Sunset Shimmer.

"Hey guys. What's up?" Timber asked as he walked up to them, his eyes hidden behind his slick shades.

Twilight ran up to him and latched her arms around him as he spun her around. "Happy anniversary!"

Timber laughed and sat her down, holding her hands. "That's right. Happy year-one, babe."

"Congrats!" Sunset offered a smile. "Good to see you again, too, Timber."

"Hey Sunset!" Timber waved. "So what's going on here?"

Twilight stepped back and held his hands. She looked into his eyes with a dirty smile and nodded towards the building. "Allow me to explain inside."

Sunset grinned and led the way inside of the building, Timber and Twilight following closely behind. She pushed open her apartment door and welcomed the two into her home.

"Have a seat." Sunset casually gestured towards her front room couch as she walked past it and into the kitchen.

Twilight led Timber to the sofa and sat down, pulling him next to her. She hugged his arm and noticed the small black box sitting on the coffee table in front of them. Written across the top of the rectangular box were the words, 'Strip or Dare.'

"What's that?" Timber asked, pointing at the board game.

"It's a game. I wouldn't suppose you'd be interested in playing it." Twilight coyly grinned and pushed up her glasses.

Sunset returned with three glasses filled with sweet tea and sat on a chair across from her friends. "Of course he wants to play it, and that's exactly what we're gonna do."

Timber raised an eyebrow and grinned. "Alright, but it sounds a little... risque. Doesn't it?"

"It is a little risque," Sunset answered. "That's kinda the point."

Twilight reached forward and removed the top of the box, then unfolded the game board and dumped the pieces on top of it. "It'll be fun, trust me."

"Alright, so how do you play?" Timber asked.

"Glad you asked," Sunset replied as she shuffled a stack of cards. "The rules are simple: Roll the dice and move your piece towards the center of the board. Don't be the last person to reach the center and you win. Along the way you'll encounter certain spaces that require you to do certain things. I'll explain those as they come up. Oh, and if you end up naked before you reach the center, you lose."

"Simple and fun." Twilight winked, then sat three pieces upright at the starting space. One green, one purple, and one yellow.

"Sounds easy enough. I'm still unsure about this title, though. Strip or Dare? Does that mean what I think it means?" Timber asked, tugging at his collar with a nervous grin.

"Well what do you think it means?" Sunset asked.

Timber scratched the back of his head, forcing himself not to blush. "It sounds like you have to strip off your clothes or do a dare."

"Then yes," Sunset answered with a quick nod. "It means what you think it means."

"Okay, that's great and all, but..." Timber glanced over at his girlfriend. "Are you sure this game is appropriate, Twilight?"

"Why not?" Twilight asked.

Timber's eyes wandered over to Sunset, who crossed her legs and arms.

"Yeah, why not?" Sunset reiterated.

"No offense, Sunset, but I don't think I should be stripping in front of you, or seeing you strip. Call me crazy, but that doesn't seem normal. Right?" Timber furrowed his brow. "Twilight, did you plan this?"

Twilight nodded. "Mhm, so just go along with it. And trust me, it'll be fun. I really want to do this, and I've meticulously considered the possible series of events which could occur during and after this game. I'm fine with any potential scenario."

"What events?" Timber recoiled. "I'm really confused, Twi."

Sunset closed her eyes and sighed. "Why are you being such a prude? Do you really not want to see me strip? If Twilight's okay with it, then why aren't you?"

"I am!" Timber rubbed his forehead. "I'm just... I..."

"Hush, Sunset and I have played this game plenty of times before, so I won't be seeing anything new. Don't worry about that." Twilight grabbed the dice and shook them around in her palm. "I'll go first since I'm the youngest, as according to the rules."

Timber huffed and shook his head. "Alright. I'll play along and see where this goes."

"Good," Twilight said as she released the dice. They tumbled across the board and landed on double-sixes. "Yes!"

Timber softly smiled as he felt Twilight's sudden burst of excitement radiate onto him. "Nice roll!"

Sunset nodded and spotted the space Twilight's piece was about to land on, which was marked by the number '1.' She then reached down and grabbed a card from the top of the deck. "Alright, so here's how it works: Since Twilight landed on a One space, she gets to choose between stripping off one article of clothing or doing a level one dare listed here on the card. Each card has five dares, level one being the most tame dares and level five being the naughtiest."

"I'll take the dare," Twilight said with a stern nod and pushed up her glasses.

Timber watched as Sunset's smile widened.

"Okay. Level one dare: You're the star tonight, so take a bow--Turn around and touch your toes." Sunset sat the card down next to the deck and grinned. "Go on then."

Twilight stood up and pushed down on her skirt, then took a deep breath. She turned around and bent down, touching the tips of her shoes and revealing her rear to her friends.

Sunset giggled and Timber smiled widely.

"I think I'm liking this game after all," Timber said with a chuckle.

Twilight promptly returned to her seat and forced away the blush on her cheeks. "Alright, your turn Sunset."

Sunset winked and rolled the dice. She moved her piece eight spaces forward, landing on a number three. "Grab the top card and silently read the level three dare, then based on your face, I'll decide whether to take the dare or refuse it."

"Gotcha." Timber grabbed the card and read over the dare, holding his best poker face. "So what if you accept the dare, then refuse it afterwards?"

"If you do that, then you have to remove double the clothing, so it's best to just do the dare," Sunset explained, carefully analyzing Timber's face as she spoke. "And I'll do the dare. What's it say?"

"Level three dare: You've never seen a face so sweet, so go on then, have a taste--Lick the cheek of the person to your right." Timber chuckled and shook his head. "You're the one who wanted to play this game, Twi."

Twilight took a deep breath and removed her glasses. "I'm ready, Sunset. Please complete your dare."

"And since this dare involves Twilight, she's able to refuse it too, but at the cost of the double stripping penalty." Sunset shook her head and leaned over, then dragged her tongue across the side of Twilight's face.

Twilight shivered and squeezed her eyes shut. "Okay okay! That's enough."

Sunset laughed and sat back down. "Easiest dare of my life."

Timber gulped and felt his shorts get a little tighter. "So, uh, my turn then, right?"

Sunset nodded as he rolled the dice and moved is piece three spaces forward, landing on a number four space. Twilight deviously giggled as she drew a card and read over the dare.

"Yeah, I think I'll pass." Timber shook his head and Twilight raised an eyebrow.

"Then you must remove four articles of clothing." Twilight gave a stern nod.

"Four?!" Timber recoiled. "I thought it was just one!"

"It was for Twilight since she landed on a space with a number one. You landed on a number four, so it's four," Sunset explained.

"Jeez, fine. I'll just do the dare then. I don't see why you'd ever choose to strip." Timber shook his head.

Twilight lit up, her eyes glimmering as she read the card with a wide smile. "Hehehe," she giggled. "Level four dare: And they said you'd never amount to anything, human furniture is thing--Become the person to your left's chair until your next turn."

Timber narrowed his eyes and crossed his arms. "Wait, so... What do I do?"

Sunset stood up and pointed at her seat. "Sit," she commanded.

Timber gulped and moved to Sunset's seat, and she sat down on his lap.

Twilight looked her boyfriend in the eye and winked. "Isn't this game fun?" she asked as she rolled the dice.

Sunset wiggled her butt against him and looked over her shoulder. "Isn't it?" she asked again. "Just imagine if I had already ended up stripping my pants off."

Timber sat straight as an arrow with his arms at his sides, refusing to answer.

Sunset arched her back and pressed herself against him as she reached for Twilight's card. "Number two space, go figure."

Twilight proudly nodded and flicked her wrist, then kicked off her shoes. "I'll strip two articles of clothing rather than take my chances."

"Wow, good call." Sunset smirked, rolling her dice. "The dare said strip three articles of clothing. Sneaky..." She said as she moved her piece to a space marked 'Double or Nothing.' "Uh oh..."

"What's that mean?" Timber asked, gazing over her shoulder.

"I roll again, and unless I roll doubles, I have to strip off the number I roll." Sunset closed her eyes and carefully tossed the dice onto the board, revealing one three and one four.

"Hah!" Timber teased. "That means you have to strip off seven pieces of clothing?"

"This always happens to me." Sunset groaned and stood up. She tugged off her boots, then removed her socks. Next her jacket came off, then her jeans. Lastly she removed her long blue over-shirt, leaving her in a small white tank top and pink panties. As she went to sit back down, Timber quickly scooted himself out of her path and returned to his seat on the couch.

"My turn!" he loudly proclaimed and tossed the dice across the board. He then moved his piece onto the same space as Sunset's piece. "Oh no..."

Twilight beamed and slid the dice across the board. "Good luck," she teased.

Timber rolled the dice, afraid to watch while they tumbled into position. "Yes!" He shouted as double-threes appeared.

"Aw, that's no fun." Twilight mumbled as she took her turn, moving her piece eleven more spaces along the path towards victory, already boasting a strong lead. "Oh boy," she said with a gasp as she landed on a big red number five.

"Looks like your luck has run out, Twilight." Sunset deviously giggled as she read the card over. "Just so you know, Timber, ten of the fifty cards have a level five dare saying to strip off ten pieces of clothing. So accepting is a gamble."

"I'll accept." Twilight squeezed her skirt and took a deep breath. "What's it say?"

Sunset blinked several times, surprised at Twilight's response. "Oh..."

"I know I never accept the level five dares, but I have a good feeling about this one." Twilight clenched her fist and steeled herself.

Timber furrowed his brow. "How often do you guys play this?"

Sunset waved her hand in front of herself and shook her head. "Not since you two started dating. Don't worry."

"Sunset, the suspense is killing me. Please read the dare." Twilight interrupted.

"Okay," Sunset said, clearing her throat. "Level five dare: That moment when you're playing truth or dare and you pick dare, then you get dared to tell the truth--Describe in detail your most satisfying sexual experience."

Twilight's cheeks turned red and she gulped, then glanced to Timber, who wore a cocky grin as he rubbed his chin.

"Go on Twilight. I'm dying to hear this." Timber chuckled.

"In detail," Sunset reminded. "Don't leave anything to the imagination."

"Most satisfying..." Twilight muttered. "Very well then. My third encounter with Timber. He padded the back of his truck with blankets and took me to the edge of a cliff overlooking the city. It was a beautiful view. We talked for what must have been hours, then we had sex. That was the first time I had experienced it outdoors, and it was exhilarating. I remember trying to stay quiet at first, but I lost control of my voice only moments after he began pounding me. It was the first time he had been rough with me, and I loved it. I dug my nails into his back begged him to do me harder... and that was the end of it, unfortunately."

Timber blushed and looked at Sunset. "She... she made it sound more brief than it actually was."

"Suuuure," Sunset teased, sticking her tongue out, then glanced back to her friend. "That sounds pretty hot, Twi. I'm feeling a little jealous."

"Do you want the same experience?" Twilight asked.

"Definitely." Sunset rolled the dice and moved forward. "Maybe next year."

Timber tilted his head, confused. "What do you mean next year?"

"Don't worry about it. Grab a card." Sunset leaned back in her seat and crossed her arms. "Read it, I have no choice but to take the dare at this point."

"Right, you have what, three pieces of clothing left? Yeah... Level four dare: A demon's deal is sealed with a...--Select a player from which to steal two articles of clothing of your choice, then kiss that player for ten seconds."

"Oh-ho-ho! Looks like the tides are turning in my favor." Sunset cracked her knuckles and glanced back and forth between her opponents.

Twilight smiled and narrowed her eyes, then licked her lips. Timber crossed his arms and nervously shook his leg while he waited for Sunset to make her choice.

"I choose... Twilight." Sunset stood up and placed her fingers beneath Twilight's chin. "Give me your panties and bra."

"What?!" Twilight shouted. "Why those?"

"I get to choose the clothing, so hand 'em over." Sunset leaned forward and held her hand out. "It's that or remove eight pieces. Your choice."

Twilight huffed, then reluctantly unlatched her bra from beneath her shirt and pulled it free. She then shimmied out of her panties, sliding them down her legs and over her stockings. She placed them in Sunset's hand with a crooked smirk.

"Count to ten, Timber," Sunset commanded before grabbing Twilight's cheeks and pulling her into a kiss.

"Oh! Uhm... o-one, two, three, f-four..." Timber stammered, then stopped counting as he watched his girlfriend's tongue rubbing against Sunset's, their mouths open as their lips interlocked.

Twilight's cheeks grew hot and she stumbled backwards, falling on the couch and pulling Sunset on top of her, their kiss not breaking. Twilight's thighs brushed against Sunset's sides, one foot on the arm of the couch and the other on the coffee table.

Sunset's hand pressed against the back of Twilight's head as they kissed. She ran her other hand down Twilight's leg and lifted her skirt, rubbing her hips.

Timber gulped hard and bit his lip, his eyes wandering to Sunset's round butt. "Ten..." he hesitantly called out.

Sunset leaned back, a long trail of saliva connecting their lips. "I've been wanting to do that for a loooong time. I missed the way you taste."

Twilight blushed and glanced to her boyfriend, wiping her mouth. "We used to... well... before..."

Timber nodded. "I get it. It's all good," he said, trying to play it cool while hiding the bulge in his pants. "My turn."

Sunset put on Twilight's undergarments over top of hers and grinned. "Double protection!"

Twilight shot a disapproving glare towards Sunset and grabbed Timber's card.

"Three, huh?" Timber rubbed his chin. "Alright, dare it is."

"Level three dare: You've been way too naughty--Receive five spankings as punishment from the person to your left. Bad boy, Timber." Twilight covered her mouth and giggled.

"Come on, time to bend you over my knee and teach you a lesson." Sunset tapped her knee while Timber swallowed his pride and did as he was told.

Sunset raised her hand and delivered five swift swats to his rear. "That'll learn ya," she mocked.

"Yeah yeah, this is humiliating enough without the commentary." Timber rubbed his sore ass and headed back to his seat.

Meanwhile, Twilight had already rolled and moved. "Only nine spaces away from the finish line."

Sunset snatched a card from the deck and read it over, then coyly glanced over the top of the card and stared into Twilight's eyes. "Do it," she whispered.

Twilight shrugged. "Fine. Dare."

"Level four dare: And for your next trick...--Make the person to your right's two fingers disappear until your next turn, uninterrupted. Get creative. Revealing the fingers before your next turn will result in the double strip penalty."

Twilight scooted over and grabbed Timber's hand. "You know what to do."

Timber reached beneath Twilight's skirt and pressed her fingers against her. As he prodded between her lips, his fingers easily slipped inside.

Twilight closed her thighs and bit her lip. "Go ahead Sunset."

Sunset rolled the dice and moved her piece, then carefully watched Timber reach for the card with his free hand.

"Level three dare: It's a little chilly in here, use friction to warm your friend up--Rub against the person to your left until your next turn, keep them warm." Timber scratched his head.

Sunset stood up and made her way to the couch, where she straddled Timber. Her knee pressed against the back of his hand and she rubbed herself against his bulge. She then wrapped her arms around his neck and pressed her chest against his face.

Twilight reached over to Sunset's back and unlatched her bra, then the one beneath that. They each fell onto Timber and exposed Sunset's breasts.

"Hey, Twi. Not fair." Sunset smiled and rubbed her cheek. "This is exactly why we've never been able to finish this game."

Twilight shrugged. "So? Isn't this the games true objective anyway?"

Sunset rolled her eyes. "Yeah, I suppose so. And your boyfriend here hasn't lost a single piece of clothing yet, so forget the game. We'll just say he won."

Timber certainly felt like a winner with his fingers inside of Twilight while Sunset's boobs dangled in his face.

"I'm sure he agrees." Twilight pulled his hand away and rolled onto her side. "I think it's time we moved this to the bedroom."

Sunset nodded, then stood up, tugging Timber to his feet by the collar of his shirt. She led him to the bedroom with Twilight at her side, then shoved him onto his back.

Timber fell onto the soft bed in the dimly lit bedroom. "Twilight... is this part of your plan?"

"Are you okay with it?" Twilight asked. "I've been wanting to try this for a while, but I wasn't sure if we were ready."

Timber looked down at Sunset, who slowly pulled her panties down and kicked them away, then looked at Twilight, who was unbuttoning her shirt. "To say I'm okay with this would be a huge understatement."

"Good." Twilight tossed her shirt to the floor, still wearing her purple skirt and white stockings.

Sunset, now completely naked, crawled over Timber and undid his belt. "I hope you don't mind. Twilight and I planned this out about a week ago. She wasn't sure you'd want to go through with it unless we warmed you up with the game first."

"She was probably right." Timber gulped as his shorts were pulled down, then he lifted his shirt off.

"Of course I was right." Twilight sat on her knees and watched Sunset rubbing herself against her boyfriend's shaft. "Don't be afraid to be rough with her. She likes it as much as I do."

Timber reached down and squeezed Sunset's butt, then pulled her down, his shaft sliding inside of her.

Sunset gasped and fell forward, her face against his neck. "It's been so long..." she whispered.

Timber slowly pumped himself in and out of her as her wetness engulfed him. He closed his eyes and sank into Sunset's unfamiliar aura. Her skin somehow felt different than Twilight's, her voice in his ear was quiet and raspy, and her movements were new.

Twilight reached down between her legs and touched herself as she watched. She put her free fingers in her mouth as her hand went to work beneath her skirt.

Sunset pressed herself tightly against Timber and stopped moving, her eyes locked on Twilight. "Let me help you with that, Twi."

Twilight spread her legs and leaned back, then Sunset crawled between her thighs. She closed her eyes and bit down on her finger as Sunset's mouth sucked on already dripping wet lips, her tongue swirling around her clit.

Timber sat upright and grabbed onto Sunset's waist. He prodded her for a moment, then pushed himself deep inside.

Sunset moaned against Twilight's clit as her tongue massaged at, and she arched her back, pressing herself against Timber as she licked faster and faster.

Timber picked up his pace as well, pounding against her, each repetition in the unfamiliar girl sending him closer to the edge. Focus... make this last. he told himself.

Twilight smiled widely, twitching as she felt Sunset's face being pressed against her crotch with each of her boyfriend's thrusts. "Make her come, Timber."

Sunset smiled, her face covered in Twilight's juices as her moans transitioned into screams. "Harder!" she demanded. "Fuck me hard!"

Timber bit his tongue to keep himself from exploding inside of her. He pumped away at the girl as hard as he could, until finally he felt her body loosen up. Then he took a deep breath of relief when Sunset collapsed on the bed, a wide goofy grin spread across her cheeks.

"My turn?" Twilight asked with wide eyes.

Timber caught his breath and rubbed the back of his head. "Of course."

Twilight seductively crawled across the bed and examined her boyfriend's shaft. "I think she liked it."

"I think so, too." Timber chuckled.

Twilight grabbed his penis and stuck it in her mouth, licking it clean. She could taste Sunset on him as she took it deep into her mouth. She then turned around and rolled Sunset onto her back, straddling her before assuming a position on all fours.

Timber wiped the sweat from his forehead and flipped up her skirt before pressing his cock against Twilight's slit. He pushed it inside, then promptly thrust himself into her as fast as he could. It was exactly what Twilight wanted.

Sunset giggled as she felt her friend being pounded on top of her, their breasts pressed together. "Come on, Timber. Fuck her harder."

Timber gritted his teeth and banged against Twilight's rear.

"That's it! Make her scream!" Sunset pulled on Twilight's hair and bit her neck.

Twilight felt the heat between her and Sunset's bodies, their sweaty skin grinding together with each of Timber's pumps. Her crooked glasses fell down her nose and she smiled from ear to ear, her body tingling as Sunset kissed up her neck and licked her ear. "Right there! Don't stop!" she shouted.

Timber squeezed his eyes shut and used every ounce of his willpower to keep going. He imagined everything from cold showers to his sister being in Twilight's place. Nothing was working, and just before reaching the point of no return, he pulled himself out.

Twilight's legs shook as she panted, sweat dripping down her face and off of her nose.

Sunset tightly hugged her and wrapped her legs around her back. "You just came so hard, didn't you?" she asked with a giggle.

"Mhm..." Twilight hummed, still out of breath.

"I want more," Sunset demanded, falling back down on her back.

"I want you to come inside of her," Twilight said. "She's never felt that before."

Sunset blushed and lowered her eyes as Twilight sat up and straddled her face. "I want to feel it."

Timber did as he was told and lifted Sunset's feet over his shoulders, then pressed himself back inside of her.

Twilight turned around to face him as Sunset absentmindedly licked her. She stared into her boyfriend's eyes as he banged her best friend, then leaned forward and hugged Sunset's legs. She found Sunset's toes near her mouth and stuck her tongue between them as Timber pounded away at her slit.

Sunset's eyes rolled back and she spread her toes, her whole body shaking as she was taken beyond completion. "Fill me up," she called out, her voice muffled by Twilight's muff.

Timber had reached his limit for the last time. With one final push, he remained deep inside of Sunset, her shaft twitching and throbbing as he filled his partner with his hot goo.

Sunset's feet fell to the bed and her body went limp.

Twilight giggled knowingly, then gently pushed Timber back, who fell onto the bed, exhausted. Twilight then leaned down between Sunset's legs and licked up the gooey mess between them.

"Dirty... girl..." Sunset huffed, her chest rapidly rising and falling, and her entire body tingling beneath Twilight's tongue.

Twilight sat up and wiped her mouth. "This was fun. Now let's all take a nap."

Twilight crawled up the middle of the bed and rested on her back while Sunset and Timber each cuddled up to her sides.

"We have to do this again sometime," Sunset said, twirling Twilight's hair around with her finger.

"I'm down," Timber added.

"Oh, we definitely will. Without a doubt." Twilight smiled and rubbed each of their heads. "I have a feeling the three of us are going to be having a lot of fun from now on."

The trio each smiled, their hormones hard at work as they soon passed out in each other's arms, and their dreams were forced to work even harder to outmatch their reality.