Belfield High School Pt. 03

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Luke asks out Abby and Ryan has two sleepovers to go to.
6.6k words
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Part 3 of the 6 part series

Updated 06/08/2023
Created 03/03/2018
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All characters in this story are seniors over the age of 18.

***

Ryan and Claire had been invited to a sleepover at Emma's house. Luke had been planning on asking out Abby and thinks today is the day to do it. Ryan also knows he needs to choose between Emma and Claire soon, hopefully this sleepover will help him decide.

***

Friday rolled around quickly. As promised, Ryan hadn't revealed to Andrew Claire's idea and was wondering if him and Emma would actually "date." He would have to see that night when he went to Emma's house with Claire. He wasn't exactly sure what would happen, but based on what had happened on his last encounter with either of them he assumed it would be a late night.

Ryan showed up late to ELA, his first class. He quickly slid into his seat next to Emma before the teacher noticed and took out his stuff.

"Ready for tonight?" Emma whispered to him. Ryan winked at her. "Like last time, bring a bathing suit."

"I know, I know." Ryan said smiling. "What do you have planned for us?" Ryan asked.

"What do you want to do?" Emma said smirking.

"I was thinking Jenga, maybe some Monopoly." Ryan joked getting a playful slap from Emma.

"Shut up." Emma laughed. "I'll see you tonight."

***

The day passed slowly. Ryan couldn't wait until 7 o'clock when he would head over to Emma's with Claire. World History was fun though. Will tried to talk to Mia and stumbled over his words so much he couldn't even finish his sentence. Ryan felt bad but knew Will would have to figure it out himself. Mia had just giggled as he walked away blushing and whispered something to Claire.

In Art at the end of the day Ryan asked Claire what Mia had said.

"She said she thought he was cute." Claire said. "I think they'd make a good couple if Will would get the balls to ask her out."

"Ya. But I don't know if that will ever happen. He's liked her for years and that might have been the first sentence he's attempted to say to her in that time." Ryan stated.

"Oh well. I guess we'll see. Are you ready for tonight?" Claire said grinning.

"Hopefully." Ryan said returning the smile.

"Well good, because I'm on birth control now so we don't need a condom." Claire whispered leaning into his ear.

"How do your parents let you? Aren't they strict about that stuff." Ryan asked.

"I'm getting them from Eli." Claire said giggling.

"The guy at the dance? Of course you are." Ryan said laughing.

***

Claire drove Ryan to Emma's house because his dad's car had broken down and they took his to use until it was fixed. Claire was wearing a very tight sport shirt and leggings. Her black hair tied back in a ponytail. As they walked up to the door Emma opened it. She was wearing a sports bra like last time and yoga pants. Like Claire her hair was tied back in a ponytail.

They walked in the house and Emma led them to her room. The last time Ryan had been over they had stayed downstairs. Emma gave them a mock tour.

"That's my bed, my desk, my nightstand, my closet, my happy pillow, my regular pillow..." Emma said pointing to each thing as she said it.

"Wait, did you say happy pillow.?" Ryan asked.

"Yes, that." Emma stated pointing over in the corner to a worn down pillow. "It's what I use to get off when my fingers don't work and I don't have any toys..."

"Ok, I understand." Ryan said quickly cutting her off.

"Oh lighten up Ryan. I've got one too. As well as many other girls in our grade I'm assuming." Claire remarked.

"Oh, Ok. I'm still a little fuzzy on the concept. Could you demonstrate?" Ryan asked obviously joking but a little hopeful.

"Sure." Emma said grinning. Claire just stared at her. "Oh come on guys." Emma said seeing their surprised looks. "We're going to get very comfortable with each other tonight. I don't see why it shouldn't start now."

"Ok." Claire said and Ryan nodded.

"Alright then. Ryan drop your pants. We've both seen it before. And Claire, there's another pillow in the closet." Emma ordered. Ryan dropped his sweats as requested while Emma and Claire stripped to their underwear and grabbed their pillows.

Ryan could easily see Emma's dollar coin sized nipples easily through her almost transparent orange bra. Emma's equally transparent orange panties revealed her bald pussy that nearly made him come right there. Ryan also got a taste of Claire's eraser nipples protruding out of a bright pink bra that molded around her breasts amazingly. Ryan looked down to see a clear cameltoe in Claire's solid black skimpy panties that made her ass pop.

Both girls lowered themselves and began to slide up and down the top side of the pillow. Ryan watched in awe as their pussy lips spread apart through the pantie fabric to mold around the pillow. Ryan pulled out his dick and began to stroke it in rhythm with the girls movements. Emma reached up to massage her breasts with one hand while pulling the pillow mare into her with the other hand. Claire copied the action and both girls moaned.

Emma got up and pulled off her panties. She then moved to where Claire was still grinding into the pillow and gestured for her to do the same. Emma pulled Claire off the pillow and when Ryan made a move to come over Emma gestured for him to keep going. Ryan put his hand back on his dick and resumed stroking.

Emma pulled Claire's legs apart and then suddenly drove her pussy onto Claire's pussy in a scissoring formation. Claire realized what Emma was doing and began to grind her soaking cunt into Emma's. Both girls slid their pussys across the other's. Within minutes Claire announced she was going to cum.

"Me too!" Panted Emma between breaths. Both of them threw their heads back and let out one final loud moan before falling away from each other.

Ryan was about to cum himself. Claire, not wanting him to get blue balls, crawled over and lightly pushed him so he was sitting on Emma's bed. She quickly undid her bra with one hand and as the hot pink fabric fell away Ryan finally got a full view of the eraser nubs that Claire had for nipples. They poked out stiff and hard and Ryan couldn't help but stare at them.

Claire positioned her soft, warm breasts around Ryan's rock hard dick and began to lift and drop them, fucking Ryan with her tits. Emma had removed her bra as well, giving Ryan an unhindered view of her huge tits with quarter sized nipples stiff with lust. One hand was massaging her melons while the other was playing with her completely bald pussy .

Ryan barely lasted a minute. Shots of cum launched upwards onto Claire's face, covering it. What didn't stick to her face fell back onto her boobs. Emma jumped up and practically ran to Claire. Kissing and licking her face to get all of the cum. After finishing Claire's face she lowered herself to Claire's breasts and resumed her tongue bath.

After everyone was "cleaned up" Emma and Ryan started to get dressed.

"Hey. If we're going to be doing this all night, why get dressed?" Claire asked. Emma and Ryan shed whatever they had been putting on and all three of them took in the site of the other.

They decided to watch a quick movie to regain energy. After Claire slid the disk in and they all lay huddled and naked against each other. There were a couple convenient sex scenes and Ryan noticed both girls lightly playing with themselves while Ryan slowly stroked his semi hard dick. He didn't want to use any energy so he could go strong later.

As the credits rolled signaling the end of the movie, Claire asked if anyone wanted to go to the hot tub.

"Sure." Emma and Ryan said in unison. Not having to put on bathing suits, they hopped in hot tub and sighed. It was a chilly night, but not freezing. Still the warm water felt great. It was a bit uncomfortable at first because all three hadn't been in a hot tub naked before, but after a few seconds actually felt better.

They talked and laughed for a while. Claire seemed extremely horny. She spent most of the time in the hot tub fingering herself. Since there was no need to be discreet, it was pretty obvious what she was doing from above water.

"Whatcha thinking about?" Emma asked grinning.

"I haven't had sex before besides homecoming and that was a month ago. I'm trying to remember what it's like to have a dick in me." Claire confessed.

"Well I'll help you remember." Ryan said quickly. And moved over to Claire. He slipped his already hard dick easily into Claire.

"You're so wet. Is that the water or you?" Ryan asked smirking.

"Does it matter?" Claire responded gasping as Ryan penetrated her. Ryan looked towards Emma as he thrust into Claire and saw her fingering herself. Without saying anything, Ryan took his free hand that wasn't holding the edge of the hot tub for support and inserted a finger into Emma's equally wet pussy. Emma moaned and grinded into it as Ryan moved in another finger mimicking Claire's movements. With both hands free, Emma focused them on her breasts. Pushing them together and apart. Squeezing them and every once in a while flicking her nipples that were hard as rocks in the cool air.

All three of them came at the same time. Ryan felt Emma's release into the water around his hand and while his and Claire's cums mixed in her pussy, trapped inside by Ryan's cock.

After they all had recovered. Emma asked if there was anything Ryan wanted them to do while he got his stamina back.

"Well. Do you squirt when you cum?" Ryan asked.

"Yes." Emma said and Claire nodded.

"And do you have any vibrators Emma?" Ryan asked.

"Yes." Emma answered again.

"Well. I saw this thing where two girls who squirt try to squirt farther than the other person. I know it's stupid but it's hot..." Ryan said until he was cut off by Emma.

"Ryan. That's hot. How is that stupid? Let's go inside to play." Emma said.

"What about the floor, won't it get all messy?" Claire asked.

"Yes, your point?" Emma said grinning.

"Ok." Claire said giving in. As they dried off, Emma went to get the sex toys she had gotten from Caroline, a friend at school.

"I'll sit over here." Ryan said gesturing to a spot around 5 feet away from them. "If anyone can reach me I'll eat them out later." Emma and Claire lay back and spread their legs as far apart as they would go giving Ryan a phenomenal view at their light pink pussys. Both girls put in their vibrators and turned them on. Claire moaned softly, then as time went on her moans grew louder and louder until she was screaming. Emma was similar, but also moved her hips as if she was grinding on some invisible dick. Finally, both girls exploded out. Two streaks of cum hit Ryan square in the chest. As Ryan was about to move, another set of cum hit him. In total, both girls had squirted 5 times each before they forced themselves to remove their vibrators. Ryan lay drenched in cum. He was a little worried that someone would check on them because of the screaming but luckily nobody did.

Emma and Claire managed to crawl over to Ryan. "I had no idea you could cum that many times so quickly." Ryan said. Emma tried to say something but was too weak and just closed her eyes. The all managed to get into a more soft and comfy place on the carpeted floor and the two girls fell asleep immediately. Ryan was hornier than he had ever been before. Drenched in cum from head to toe, he jerked himself off over the two sleeping girls cumming on their tits and stomachs. After Ryan too was spent he crawled in between them and they lay, all soaked with cum on the floor as they slept.

***

They woke up at 8 o'clock and had about three hours to spend before Emma's brother came home. They ate breakfast and then watched a little TV.

Emma was putting something in the microwave while Claire went to the bathroom and bent over to punch in the buttons. Seeing an opportunity, Ryan quietly walked over and slipped his hand between her legs and began to finger her from behind. He pulled her away from the kitchen and as they got back into the living room he spun Emma around and lay on the couch pulling Emma onto his fully hard cock. As Emma bounced on him, Claire came out of the bathroom and grinned. Then, not wasting any time, she skipped over and lowered herself onto Ryan's face.

"Is it just me, or is Ryan even bigger?" Emma asked between moans.

"I was thinking that last night in the hot tub." Claire replied. Ryan tried to say something but decided against removing himself from Claire's beautiful bald pussy.

Emma changed her movements from a bounce to a hard grind on Ryan's dick and grabbed Claire's tits. Claire grabbed Emma's and soon they wear groping and making out as Ryan pleasured both of them.

Ryan shot into Emma without warning. Plastering the insides of her pussy with his cum. Emma and Claire came soon after.

"Fuck!" Claire roared, losing control of her body. She lifted up and Ryan felt a river of cum wash over his face. Emma pulled off as she came, squirting another stream of cum, this time hitting Claire on her soft breasts. Claire lost it again and dumped another load of cum onto Ryan, not that he minded. Claire was about to wipe off her tits.

"Wait let me." Ryan said. Claire nodded and he sat up. Ryan buried his soaking face in between Claire's massive warm breasts, licking and sucking the cum off of them. He moved his attention then to her nipples. Sucking and licking her hard eraser nubs. Feeling brave he lightly nibbled on her right nipple. Claire screamed. Ryan pulled away, afraid he had hurt her.

"FUCK! Do it again Ryan! Oh my God!" Claire screamed. As Ryan moved to her left tit Emma, not one to be left out, moved to her right tit and followed Ryan's lead of sucking and licking with a small nibble every so often. Claire screamed and shook. Emma took her hand and began fingering Claire. Claire cried out and to Ryan's amazement came again. She fell away still screaming with pleasure and lay still for a few seconds, then gasped "that was AMAZING!"

Emma and Ryan didn't even hear her though. As soon as Claire had fallen away they began making out as Ryan groped her breasts and Emma stroked his dick. Ryan pushed Emma back onto the couch and began licking her also bald pussy. Pushing his tongue between her pussy lips, he found the clit and flicked it, getting a moan and a jolt from Emma. He flicked it again, harder this time and Emma shook. Her legs came together around his head, making sure he couldn't pull away. Ryan licked and sucked the inside of her cunt. Flicking and even grabbing her clit with his tongue.

"YES Ryan! FUCK YES! MORE, MORE, HARDER, YES!" Emma bellowed as Ryan brought her closer and closer to cumming again. Finally, she released and like Claire, covered Ryans face in cum. Emma screamed one last time. Then fell silent and relaxed her legs. Ryan pulled away, gasping for breath. Then he heard Claire behind him.

"Emma, why don't we help Ryan clean up before we head home?" Claire said. Then, brandashing her huge breasts, she began pressing them against Ryan's cum soaked places. His stomach, chest. Finally she pulled Ryan into her tits again. Emma began to lick the cum that Claire had missed off of Ryan's chest and abs. She moved up and kissed Ryan's neck. Claire, seeing Emma, pulled away her breasts from Ryan and began kissing all around his face. Ryan pulled Claire into his lips and made out with her. Tasting her lips and breathing in her smell of dried cum and hair shampoo. Emma, once she finished "cleaning Ryan up" lowered herself back to his cock and began to blow him. After a few minutes of this heaven for Ryan, he mustered up the energy and exploded one last time into Emma's mouth. Emma swallowed it all without letting a drop spill.

Finally they looked at the clock. Ryan and Claire had about 20 minutes to get out so that Emma would have time to clean up. They offered to help, but Emma said her brother would be so hungover he wouldn't even notice.

At last, Ryan and Claire drove home. Ryan had never wanted a shower and a nap more in his life.

***

Ryan showed up to the bus stop a little early on Monday after his "sleepover" with Emma and Claire on Friday. As he expected, he wasn't the only person with that idea. Claire stood in tight blue jeans and a loose t-shirt. Obviously not trying to impress anyone, but to Ryan she was still as hot as ever. He remembered her, legs spread, being pounded by him over and over in the hot tub.

"Hey." Ryan said casually as he approached her.

"Hey." Claire responded.

"I was thinking about formally asking you out today. We can definitely still hang out together but I feel like I should date at least one of you." Ryan said.

"You don't want Emma?" Claire asked.

"I don't don't want to be raised into "the popular group" by her or take her out of it. We're still going to fuck, but I'll be dating you." Ryan explained. "Are you ok with that. Do you want to be just mine so I can't fuck other girls, because I can do that too. Honestly Claire, I like you a lot. It's up to you. I won't judge you either way."

"No, that works. You date me and if you want to fuck someone else go ahead. I was actually going to ask if I could still fuck other people so if I can fuck other people, so can you. Deal?" Claire asked.

"Sounds fair. It's a deal." Ryan said.

"Great, and just so I know, have you fucked anyone besides me and Emma so far?" Claire asked. "I don't care, I just want to know."

"Ya, I had a threesome with Sophia and Allie." Ryan said sheepishly.

"Sophia on our bus?" Claire asked getting a nod from Ryan. "Cool, she's pretty hot. So is Allie. I understand, don't be ashamed."

"Ok, good." Ryan said. The bus pulled around the corner and they got on. Sophia was waiting with a smile. Claire got into Sophia's seat and started whispering. It was obvious it was about Ryan because they kept glancing over at him. Finally Sophia spoke up.

"Congrats on you to dating." Sophia said.

"Thanks." Ryan and Claire answered in unison getting an "awwwwww" from Sophia.

"You two already talk in unison, soon you'll be finishing each other's sentences." Sophia said with a giggle.

***

As everyone was getting off the bus Ryan heard Sophia lower her mouth to his ear. "I know about your deal. Round two at my house sometime?" She asked.

"Definitely." Ryan whispered back. "When?"

"Tonight, just us, roll play?" Sophia whispered back.

"Um... Sure." Ryan whispered hesitantly. He had never roll played during sex before.

"Don't worry." Whispered Sophia. "It'll be fun."

"Ok." Ryan whispered, trusting her.

"See you then." Sophia said out loud before skipping away. Unfortunately she had done that right in front of Ryan's friends minus Matt who had gone straight over to talk with some group of girls.

"So when are you seeing Sophia?" Will asked snickering.

"Tonight." Ryan said unfazed by Will's sarcasm.

"For what?" Will asked again.

"Sex." Ryan said again unfazed. The group was so taken aback by his calmness about it they didn't ask any more questions. Will and Andrew went off to their classes but Luke told Ryan to hang back.

"Hey, guess what. I'm going to ask Abby out today!" Luke said enthusiastically. Abby was a cheerleader with a very petite frame with golden hair that went down past her shoulders. She had an extremely tight ass that Luke had been eyeing for weeks and Ryan was happy he was finally going to ask her out.

"Awesome, I asked Claire out today." Ryan said happily.

"Nice." Luke said.

"When are you going to ask her out?" Ryan asked.

"I think during science. Since you and Will are both in my class can you stop Will from coming over while I do it, and if possible the rest of the class?" Luke asked.

"Sure, no problem." Ryan said.

"Great, thanks." Luke said grinning ear to ear as he ran to his first class. Ryan slipped into ELA just before the late bell sounded and sat down next to Emma.

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