The Sibling Ball

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TryAnything
TryAnything
9,346 Followers

Ryan was the quickest on the buzzer and spelled the word correctly. As they arranged themselves on the chaise lounge, Rita glanced to the side to see her brother's eyes on her, Smiling, she ran her tongue around the head of the cock in front of her before wrapping her lips around it as Ryan lowered his face into 19 pink's pussy, which flowed with juices, thick and delicious.

Ryan heard 19 blue grunt and lifted his face from 19 pink's pussy just in time to see Rita holding 19 blue's cock in front of her open house, her tongue extended as cum pulsed from his cock onto her tongue. The sight was so erotic that Ryan's cock exploded in 19 pink's mouth and he watched Rita sucking 19 blue completely off while 19 pink did the same to him.

Grabbing 19 pink by the ankles, Ryan filled her pussy with his cock and began to fuck her. He could see Rita watching intently as his cock slid in and out between 19 pink's pussy lips. This time when he finished cumming, Ryan slid his cock from 19 pink's pussy, the head covered with and dripping cum, and turned and stuck it into his sister's waiting, open mouth. This time his balls did spasm again and he felt a surge of cum shoot up his cock and into his sister's mouth, whose eyes opened in surprise as she sucked him clean. Then 19 pink rolled over on top of his sister and stuck her head between her spread thighs to eat her pussy while her brother leaned in over Rita's face to eat his sister's cum-filled pussy.

"You came in my mouth," Rita said to Ryan as he helped her up to the applause of the group.

"Well, what do you expect," Ryan replied.

"But you had just cum in her," Rita persisted. "I could taste her all over your cock. She's got a really tasty pussy. But then you just blasted some cum into my mouth."

"Well, what do you expect? Ryan repeated. "Besides, your mouth, you really know how to suck cock, sister or not."

"Why, thank you!" Rita said, beaming. "I don't guess this is the kind of thing I can tell people, that my brother thinks I can really suck cock, is it? Better than Sara?" she asked.

"She's not in your league," Ryan replied automatically. "She sucks great cock, but you're in a class of your own."

"And you've only experienced a little clean-up," Rita mused. "Maybe you'd like to find out what the total experience is like."

"Jesus, Rita, you're really enjoying this, aren't you?" Ryan asked as they watched Number 15 and Number 23 heading to the chaise, Number 15 having once again won the challenge.

"Hell, yes," Rita replied with a laugh. "You should be, too. All of those faceless women to suck your cock and then you get to fuck them. How good could life get for a guy?"

"I wonder if you're setting any sort of a record?" Sara asked 4 successful challenges later as she sidled up to them. "This is great, I just wish it were us."

"What do you mean, a record?" Rita asked.

"Well, a tie-break record for how many times you get to do it," Sara replied.

"I can't imagine that," Rita replied. "It's not that many."

"Well, it is 6," Sara said reflectively. "You might be right. And aren't you the lucky stud," she said to Ryan, caressing his cheek. "At least I was the first to suck your cock. Never knew your sister was such a sex freak, did you?"

"You're right," Ryan replied. "I never knew how hot she really was."

"We have reached the end of this round," Number 1 announced 6 successful challenges each later. We are entering very rare territory. Only twice has a tie-break challenge gone further in the 32 years my sister and I have been attending these Sibling Balls. We will now take a break, then we'll continue on to the next round until we have a winner."

"Oh, hell," 15 pink said to an explosion of raucous laughter, "I'd rather just keep sucking cock and getting fucked."

"Well, you seem to have relaxed," Rita said to her brother when she saw him laughing along with the others.

"I guess so," Ryan agreed.

"Not bothered that I'm your little sister anymore?" she asked, an impish grin on her face.

"Believe it or not, no," Ryan replied. "In fact, I get off on watching you. You can suck my cock whenever you'd like."

"Mmm, that's the kind of brother I've always dreamed of having," she said with a laugh, hugging him as Number 1 announced the start of the next round.

After the first 2 challenges the score was still tied, then Ryan and Rita got paired with Sara and her brother. Sara misspelled the word, having gotten to the buzzer first, and Ryan spelled it correctly.

"I've been waiting for this chance," Sara said as they got in position on the chaise lounge.

Ryan watched as Sara's brother's cock disappeared into Rita's mouth before he lowered his face to Sara's spread pussy. Her pussy was delicious, her juices flowing, and Ryan felt as though he could eat her forever. Finally his balls spasmed and he felt his cum gushing through and from his cock onto Sara's extended tongue and into her mouth. He lifted his face from Sara's pussy and looked over to see Rita doing the same with Sara's brother's cock.

"Oh, yes," Sara sighed when Ryan finally sank his cock into her pussy.

Ryan was astounded as how good Sara's pussy felt as he held her ankles up in the air and fucked her. He could see Rita's eyes riveted to his cock sliding in and out of Sara's pussy as Sara's brother fucked her. After many minutes of delicious fucking, Ryan's balls exploded and he began pumping cum into Sara's fantastic pussy.

When he had finished, he pulled his glistening, gooey cock from her pussy and turned and fed it to his sister, watching as she finished sucking him off, leaving his cock shiny clean and ready for the next encounter.

Then Sara rolled over onto Rita and Ryan watched as cum ran from her spread pussy, dropping onto Rita's face and onto her tongue as she tried to catch it. Then Sara's brother arrived and slid his tongue into his sister and slurped at the cum cocktail filling her. They received the loudest applause of the evening when they finally made their way back into the crowd to watch the next round.

15 pink finally misspelled a word 7 challenges later, much to the astonishment of everyone. There was tension in the air all through the penalty and then as Ryan and Rita mounted the platform with Number 9. Everyone was holding their breath as Number 1 called out the word and then there were shouts as the pink light above 13 began to blink. Rita had been the fastest on the buzzer. Ryan thought he would burst as Rita spelled the word, finally letting his breath out when she did it correctly. They had won and everyone was cheering.

"Now, now," Number 1 called out, holding his arms up for attention. "There are still the formalities to be observed," he said. "Penalty must be paid and then we'll move on to the winner's ceremony."

Ryan was in a daze as he ate 9 pink's pussy, then fucked her. He did notice the contrast between 9 blue's thick black cock and Rita's pale white skin as he watched it disappear into her pussy time and time again.

"Now for the winner's ceremony," Number 1 announced when they had finished paying the penalty. "Since Number 15 has in essence lost, they must first pay the penalty," he said to cheers from everyone.

"Hell, I don't mind losing," 15 pink said as they made their way to the chaise lounge. "I just love all of the fucking and sucking," she said as she lay back and Ryan mounted her in a 69.

Even though she had just fucked at least 20 different men, 15 pink's pussy was delicious, with delicate inner lips that were a bit swollen and flushed. She came at the flick of the tongue against her clit and Ryan enjoyed drinking her up until her talented mouth finally succeeded in coaxing him into cumming.

Ryan was definitely surprised at how tight 15 pink's pussy was as he sank his cock into her, in light of all of the fucking that she had already done in the preceding few hours, but tight it was, and talented, her pussy muscles milking his cock as he fucked her. When he finally did cum, her pussy had milked and squeezed all of the cum from him and there was precious little left for Rita to extract as she finished him off.

"And now the winner's dance," Number 1 announced to more cheers. "The winners will do the honors. After you cum after fucking, you will finish with a final 69," he explained to the questioning, then shocked looks on their faces. "But everything starts with a 69."

Ryan felt a strange sense of numbness as he accompanied Rita to the chaise, everyone gathering closely around it in a circle now as he climbed on top of his sister. He felt the now familiar sensation of her mouth enveloping his cock as he stared up close for the first time at her pussy spread just inches in front of him.

Considering all of the fucking that she had done, Rita's pussy looked as fresh as could be, with long inner lips that were furled open and swollen with glistening juices oozing from her gaping hole. Her clit seemed to be pulsing as he leaned down and slid his tongue into her, almost passing out as the thick, delicious pussy juices coated his tongue. She seemed to flow if he sucked on her clit and Ryan totally lost himself eating his sister's pussy, the most delicious pussy he had ever tasted in his life.

Because of this, it took quite a few minutes before even Rita's talented mouth was able to work him into enough of a state that his balls exploded, cum gushing onto her extended tongue as she jerked him off, finally closing her lips around his cock and sucking him thoroughly off.

Everyone was cheering as Ryan crawled off of his sister and got to his feet, his cock sticking out in front of him.

"That's the way it should be done," Number 1 said, joining in the applause. "Now, I know everyone is curious since this is your first time at our Sibling Ball," he said before Ryan could begin to fuck Rita. "Have you ever had sex together before this evening?"

"I haven't even seen her naked since we were little kids," Ryan replied, feeling his face flush.

"And now you're going to fuck," Number 1 said, a statement.

"Definitely," Ryan replied, turning to the chaise where Rita had hooked her elbows in back of her knees and had wrapped her hands around her ankles, bringing them back to where her feet were almost touching her ears.

Everyone was leaning close, staring intently as Ryan rubbed the head of his cock up and down between his sister's spread pussy lips, then placed it at the entrance to her hole. There was a collective indrawn breath as he slid his cock into her.

"Your sister's got a great pussy," one of the men who had already fucked her spoke up as Ryan began to pump his cock in and out of her.

Ryan had never had a woman beneath him react the way Rita did. She had a way of rolling her hips as she thrust up to meet him, combined with a pussy that seemed to be hydraulic in the way it milked him as he fucked her. The look of lascivious joy on her face further enflamed him and he reached down, rubbing her fat little clit with his thumb, feeling her spasm and writhe beneath him as she convulsed in orgasm. The sensations were all too quickly too much for him and Ryan found himself blowing his balls, his cum gushing from his cock into his sister's pussy.

Ryan was gasping as he finished cumming, stepping back as everyone applauded. Looking down, he saw his sister's pussy spread open, his cum oozing from her hole. Without giving it a thought, he got on top of her in a 69 and glued his mouth to her pussy, feasting on the cum cocktail that filled her, her whole body trembling as she came over and over again while sucking his cock. When he finally leaned up, licking his lips, the applause and cheering were loud. Rita actually blushed when Ryan helped her to her feet.

"And now we will begin the celebration party," Number 1 announced as half a dozen servants entered the room, each dragging a large mattress which they placed on the floor. They removed everything but the chaise lounge as they left the room, returning with more mattresses which they added to the ones already present. By the time they had done this 4 times, the entire center of the room with the exception of the chaise lounge was a large mattress floor.

"If you will hand your robes to the nearest servant," Number 1 requested. "You'll not be needing them any further. You can collect your own personal clothes as you leave, whenever that may be. As the winners, Number 13 will have the chaise lounge for their play field. Let the festivities begin!"

Ryan and Rita watched in amazement as the group suddenly turned into a writhing mass of bodies on the large mattress floor.

"Would you do us the honor?" Number 1 asked, he and his sister now as naked as everyone else.

1 blue was in his late 50s with a firm, muscular body and a very impressive cock. 1 pink was older, in her 60s. She had large breasts with huge nipples. Her pussy was shaved and her inner lips hung down at least 2".

"We'd love to," Rita said, taking 1 blue by the hand and pulling him onto the chaise. By the time Ryan and 1 pink joined them, 1 blue had his tongue deep in Rita's pussy and his cock was disappearing into her mouth.

The next several hours were a blur of sex with either a mouth or a pussy enveloping his cock and a pussy covering his mouth, usually one that was full of cum. Ryan lost track, but he thought that Sara fucked him at least twice before things finally ran down. At the same time, every time he looked over, Rita had a cock in her mouth and one in her pussy. It seemed that everyone wanted to party with the winners.

Finally Ryan sat up, for the moment alone, and saw that 1 blue was pulling his cock from Rita's pussy. He watched as Rita sat up and inhaled 1 blue's glistening, gooey cock, her cheeks hollowing - Ryan now knew exactly how good that felt - before pulling back to suck on the head of his cock as she jacking him off, opening her mouth so that the stream of cum pulsing onto her extended tongue was clearly visible.

The last several couples said good-bye and left, leaving only Ryan and Rita on the chaise with Number 1 with them.

"Did you enjoy yourselves?" 1 blue asked, sitting next to Rita on the chaise while his sister joined Ryan.

"It was wonderful," Rita replied with a sigh. "I had no idea what to expect, but this was great."

"And you?" 1 blue asked, looked at Ryan.

"I definitely had no idea what to expect," Ryan agreed, "and this far exceeded my worst expectations. And it was the best time I've ever had."

"I don't ask these questions innocuously," 1 blue said. "And my name is Jared and this is my sister, Janice," he introduced. "We know that you are Ryan and Rita. Your old college roommate, Sara, asked if she could invite you," he explained.

"Our procedures in this regard are very rigorous. Tonight, the group comprised people from all over the country. This is a once-a-year event and to be invited is in itself an honor. We accept requests from our members to be allowed to invite others that they think might be receptive to our Sibling Ball. We then thoroughly investigate the prospective invitees to see if we think that they would be good additions to our group. A lot is invested in these checks. We take it very seriously.

"Believe it or not, most of the people that were here tonight were married, with families. Almost without exception, none of our members had ever had any sexual interactions before attending their first Sibling Ball."

"It had never crossed my mind," Rita said. "I'm single, so of course I'm freer to indulge in most things. I don't think of life through the filter of someone in a relationship."

"So you're not married, either of you?" Ryan asked.

"My wife left me 15 years ago," Jared replied, "taking my children with her. Janice's husband died suddenly of a heart attack 10 years ago."

"But you said this is your 32nd Sibling Ball," Rita said. "Does that mean..."

"Yes, we've been fucking each other for a long time," Janice said, smiling.

"Did that have anything to do with your wife leaving?" Ryan asked.

"She never knew," Jared replied, "so, no. I'd imagine that very few of the families of those that were here tonight have any idea of this aspect of their reality."

"And now?" Rita asked, turning to Jared. "Do you really live here alone?"

"No, Janice lives here also," Jared replied. "Nobody questions an older, widowed sister living in a great big castle like this with her divorced brother."

"This whole situation is pretty mind blowing," Ryan said.

"Believe it or not, it was to us, too, 32 years ago," Janice said. "I was in my early 30s, married, very straight. Jared was just turning 20. A good friend of mine got us invited. I would have never suspected her of being anyone who would be involved in anything like this, so we were completely shocked."

"But you didn't leave when you were offered the chance," Rita observed. "Unless they didn't do that back then."

"No, the forms have always been as you saw them tonight," Jared replied. "And no, we didn't leave. And I've since had the pleasure and privilege of having my sister as a fantastic sex partner ever since."

"It is nice having your brother as a sex partner," Janice said with a laugh. "We could always leave the room together at gatherings for a quick suck or fuck and nobody would think anything of it."

"But now I have a few questions for you," Jared said, smiling. "These questions are so much easier to ask and answer when we're all sitting here naked.

"Over the years the Sibling Ball has spawned an ancillary group of what we deem to be extraordinary people. At the least they have won the Sibling Ball, though not all winners are deemed by the ancillary group as being of the type of people we're looking for.

"We think," he said, nodding in his sister's direction, "think that you might be the kind of people that we're interested in."

"What is this ancillary group?" Ryan asked.

"I can't answer that at present," Jared replied, "but suffice it to say that it got its genesis from the Sibling Ball."

"So, sex," Rita said.

"Sex," Janice said, nodding her head, "definitely sex."

"Shall I ask my questions," Jared asked, "or does the idea not interest you?"

"I'm curious about your questions," Rita said, "and what this ancillary group is all about."

"Uh, sure," Ryan said.

"As I said, we've investigated your backgrounds as thoroughly as we reasonably could," Jared said, "but we're also interested in your responses to questions that we might already know the answers to. Any problem with that?"

"No," Rita said, shaking her head.

"Ryan?" Jared asked.

"No, it's okay, ask away," he replied.

"We know that this was your first sexual encounter with your sister," Jared said. "What do you envision your future relationship with her being like?"

"That's a good question," Ryan replied. "I guess the same as it's always been, just with sex thrown in."

"And you have no problem with that, carrying on an incestuous relationship with your sister?" Jared asked.

"I guess not," Ryan replied, "not after tonight."

"Same question for you, Rita," Jared said.

"If he had answered in any other way, I would have killed him," Rita replied with a big smile.

"Have you ever entertained sexual thoughts of your brother before tonight?" Jared asked.

"Yes," Rita replied to Ryan's obvious surprise.

"For how long?" Janice asked.

"Ever since I discovered cocks," Rita answered.

"Ryan?" Janice asked, turning to look at him.

"N-no, never," Ryan replied. "I mean, she was my younger sister. It never crossed my mind."

"Being his sister bothered him tonight, too," Rita said with a laugh. "He had to fuck half a dozen women before he got over it."

"Have you ever had sex in a group like this before?" Jared asked Ryan.

"Not really," Ryan replied. "There were a few times with 6-8 people, but nothing like this."

TryAnything
TryAnything
9,346 Followers