πŸ“š breaking-the-rules Part 18 of 14
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GROUP SEX STORIES

Breaing the Rules

Breaing the Rules

by Smutpeddler100
19 min read
4.41 (34300 views)
wife swapthreesomeswingerscheatingcheating fiancee
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"Honey, I need to talk to you," Anna told her boyfriend.

"What's up?" asked Joe.

"So you remember Danni, my friend from work?"

"The cute Southern Belle with nice... assets?" he asked, miming breasts.

"That's the one. So I've talked to her in the past about how we've had threesomes and swung. I guess she told her fiance, and they are interested in doing a swap."

"Really? Well, I know I'd be interested in Danni. How's the fiance?"

"Shocker, Joe is interested in the bubbly 23-year-old with perky tits and a sexy accent. Here is my shocked face," joked Anna, mugging a stern face. "But seriously, he is not bad. I've talked to him a few times when he picked Danni up from work--decent vibes and kind of handsome. Danni assures me he has the proper equipment to do the job. Just one issue..."

"Uh oh. What's that?"

"So they are both a bit young and haven't done anything like this before. Apparently, they have a bunch of rules they want everyone to follow."

"Oh boy. What rules?" Joe said with a chuckle.

"I don't know, but they want to meet for drinks tomorrow to discuss."

~~~~~~~~~~~~~~~~~~~~~~~~~~

Joe and Anna, both 32 years old, had been in a semi-open relationship for six years. They met in the gym. Joe was Anna's trainer. It wasn't long before Joe went from shouting orders and encouragement at Anna in the gym to shouting orders and encouragement at her in the bedroom.

Joe was a classic fuckboy. Everyone said he looked like a young Jon Hamm. At 6'2'' with an athlete's body and sparkling blue eyes, he had no problem attracting women. He had run up quite the body count before he met Anna.

Anna was a classic ugly duckling. She was chubby and awkward in high school. She spent her time reading, mostly spicy fantasy and sci-fi. She loved stories about 8-foot-tall orcs and aliens kidnapping human women before seducing and falling in love with them.

In college, she blossomed and slimmed down. The guys in college called her "the Sleeper Agent" because her plain Jane appearance masked a sexually aggressive and adventurous nympho. She had gathered a small harem of frat boys and athletes of both genders who would come running the moment she summoned them.

By the time she met Joe, she had learned to style and dress herself, so men found her quite attractive. After they started hooking up, Joe quickly fell in love with her. He was happy to give up other women, but Anna pushed for a more adventurous sex life. They engaged in threeways and foursomes. This past summer, they took an ocean cruise and engaged in the swinger lifestyle.

While their sexual adventures were primarily driven by Anna, Joe enjoyed them. He particularly got off on pleasing women in ways their partners could not or would not. Many of the men in the swinging scene were selfish lovers, just looking to add to their body count without regard for anyone else's pleasure. Hearing a woman say, "My husband never..." was about the sexiest thing he could imagine. He went wild.

~~~~~~~~~~~~~~~~~~~~~~~~~~~

Danni and her fiance, George, had been college sweethearts. Now 23 years old, they met in their sophomore year of college at South Mississippi University. They both grew up in conservative households. They both lost their virginities to their high school sweethearts. Danni fooled around with a couple of guys during freshman year of college but didn't count them. George had two previous partners.

They got engaged the week of their graduation and moved up north to Chicago for their new jobs. George was in finance. Danni taught special ed at a school with Anna.

Anna shared stories of her sexcapades with Danni. Danni had always believed in one-woman/one-man, but hearing Anna discuss her open sex life with no shame or embarrassment planted a seed in her mind. Was she going to regret not sowing her wild oats when she was young?

Danni shared Anna's stories with her fiance. She could tell he had the same doubts. With their wedding 3 months away, they decided to sow a few oats.

Danni was concerned that if they were going to sleep with other people, they needed to be responsible with each other's feelings. She had them each write a list of deal breakers so neither of them would have any regrets.

They both insisted on condoms being used. They didn't want to bring home any diseases. They also both agreed neither of the men should cum anywhere on or in the women. They had both used condoms with their previous partners, so they were the only person they shared cum with. They wanted to keep that sacred.

George didn't want Danni to tell the other man that he was better than George in any way, so they made the rule "No comparisons." They could say, "Your [X] is so hot," but couldn't say, "Your [X] is better than my fiance's."

George also proposed a one-and-done rule. George was not the type of guy to cum and get hard over and over again in a night. He didn't like the idea of him having sex once while Danni had sex multiple times.

Danni didn't want any degrading sex talk. She didn't want to be called a slut or a whore. She didn't want George calling anyone those names either.

Danni forbade the use of the word "love." That didn't just mean, "I love you." It also included "I love your [X]" or "I love how you do that." Those were both too close to "I love you." It was a slippery slope to avoid.

~~~~~~~~~~~~~~~~~~~~~~~

Danni and George were eager for their meeting with Joe and Anna. They got ready after work. Danni wore a white sundress with a low square neckline that laced up the front. It highlighted her perky braless tits and her tiny waist. The short skirt showed off her tanned legs. George wore a blue polo and jeans.

They were too eager to wait at home, so they showed up early. They sat next to each other in a booth, checking the door every few minutes. Danni was giddy. She was wet even though they were only meeting to talk. She noticed George was getting hard, too. She gave his cock a cheeky squeeze and giggled. George tickled her back. They could not sit still.

Both their heads shot around when they heard the door open. Anna walked in wearing a light orange summer sleeveless mini dress. It tightly hugged her curves while showing off her cleavage and toned legs. Joe wore a short-sleeved henley that hugged his muscles and broad shoulders. The short sleeves revealed his tattooed arms. Joe smiled at Danni, causing her jaw to drop. George mentally undressed Anna and liked what he imagined.

"Hey guys," called Anna, snapping Danni and George out of their stupors. Danni popped up to hug Anna.

"You must be George," said Joe as he offered his hand.

"Nice to meet you," replied George as he tried to give a firm handshake.

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Joe turned and hugged Danni, surprising her. He enveloped her in his strong arms. He then took Anna's hand and led her to the seat next to George. He wordlessly gestured for Danni to sit on the other side of the booth. He slid next to her and put his arm around her. Anna sat next to George and gave him a quick peck on the lips, leaning her body into his while she let her hand linger on his chest.

"This is exciting, guys. I am happy we could get together," said Joe with a smile.

He held George's gaze, trying to gauge his reaction. Swinging is not for everyone, and they wanted to evaluate if George and Danni could handle it. Taking Danni from George's side to his and putting his arm around her were calculated moves, as was Anna's kiss.

Danni was staring up at Joe like a starstruck teenager. He was easily the most handsome man she had met in person. She loved how strong his arm and chest felt around her. He made her feel so small, like he could drop her in his pocket and walk away. She didn't notice what Anna was doing next to George.

George kept an eye on Joe, making sure he didn't try anything funny. Once he realized he was just going to put his arm around Danni, he let himself enjoy Anna's body against his. Her breasts smashed against his arm. Her hand played with the buttons on his shirt. He relaxed, his smile grew, and his cock stayed hard.

"I believe we have some things to discuss. What is on your mind?" Joe commanded the table the same way he commanded any room he walked into.

Danni was enjoying listening to his deep voice when George's voice broke through. She realized she was staring at Joe. She looked at George as he spoke and tried to play it cool. She blushed and hoped no one noticed how flustered she was.

"Yeah, Danni and I have been discussing this. We are both really into the idea of swapping with you guys. We just want to make sure everyone has the same expectations so no one is disappointed or gets hurt."

Joe and Anna exchanged bemused glances at Danni and George's naivetΓ© but politely remained quiet.

George fished out his phone and opened the Notes app. He and Danni went through their rules and the reasons behind them:

1. Must wear condoms

2. No cumming on or in the girls

3. No comparisons

4. One and done

5. No "love"

6. No degrading talk

"So what do y'all think?" asked Danni with her sweet Southern drawl.

Anna and Joe exchanged glances. Joe nodded to her to start.

"I don't think either of us have any issues with the rules, per se. Our concern is your inexperience and attitude. The two things that can lead to a bad swinging experience are jealousy and envy. A lot of people think swinging is a sexy idea, but the moment they see their partner with another person, jealousy takes over."

Joe chimed in, "But luckily, jealousy is the easy one to test. George, why don't you kiss Anna?"

"Wait, what?" George protested.

"Let's not dance around what's happening. We are all talking about having sex. If a little kissing makes things awkward, this can be a short conversation."

"You're right," said George as he tried to gauge Danni's reaction. She nodded at him.

George turned and gave Anna a chaste, closed-mouth kiss. Anna reached her hand behind his head and kissed back forcefully, pushing her tongue into his mouth. She continued to kiss him as she took his hand and put it on her breast. She then lowered her hand to his lap and gave his cock a squeeze. George returned the squeeze on her breast. Anna broke the kiss and looked into his eyes for a few moments before turning back to Joe and Danni. George's hand lingered a moment longer on her breast.

"Danni, how did that make you feel?"

Danni had enjoyed that little show more than she expected. It was a sexy kiss to witness, first off. Second, she loved seeing George so turned on. He is usually in charge when they have sex. Seeing him being submissive and blown away was hot. Anna could probably teach him a few things. Finally, she was a little envious of George. Anna was so sexy and confident. She wished she could have been on the receiving end of her kiss.

"I think that was incredibly sexy. I think George enjoyed it too."

Anna interrupted before George could respond, "I know he enjoyed it." Anna made a show of her running her hand along George's cock and thigh.

George blushed and stammered. "What can I say? That was a swell kiss from a real lovely gal."

They all chuckled at George's phrasing.

"Well, it's our turn," said Joe.

He pulled Danni in closer, towering over her. With his free hand, he brushed the hair out of her face. He stroked her cheek with the outside of his fingers, then tilted her chin up. He leaned in and kissed her tenderly. He kissed her again with just a little more passion. His hand slid to where the back of her head met her neck. He pulled her in tighter as the passion of the kiss increased. Danni matched his passion, kissing him back. Her hands ran along his chest.

Joe broke the kiss. Danni leaned in to try to continue the kiss, but he was too tall. She stared up into his eyes with lust. He returned her stare. Her chest heaved as she caught her breath. She could feel her arousal building. She wished they could go and have sex right now.

George had mixed emotions. He thought Joe kissed like a girl with those tender kisses, typical big city beta. The way Danni kissed him back was different than how she kissed him. He wondered if she was faking it. If he was honest, he was a little jealous, but he was completely confident that Joe wouldn't be able to please Danni the way he could.

"That was sexy, I guess. Good stuff," stated George unconvincingly.

"Well, I guess jealousy isn't a problem," Joe said with a hearty laugh.

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"Then let's talk about envy," started Anna. "The other thing that can wreck this is one partner being envious of the other partner because they had a better experience. No matter what rules we put in place, someone is going to have a better time."

"I want the both of you to imagine this scenario. We do this. Now, you end up having a lousy experience. There is no chemistry. Everything is awkward. Maybe the guy can't get hard, and the girl can't get wet. You don't end up getting to cum. Then you go and see your fiance. They are floating on air, completely satisfied. They rave about the wonderful night they had and all the incredible things they did. They didn't know sex could be like that."

"So, is your reaction: how dare they enjoy being with another person while I couldn't? Or is your reaction: I am so happy for you. You finding pleasure brings me so much happiness."

Anna paused. Joe agreed with her, stating, "It's this one-and-done rule. I am fine with keeping it in place, but it suggests you are trying to keep score. You can't keep score in swinging. It can't be a competition or a zero-sum game. It's about maximizing the pleasure for you as a couple, no matter who gets more."

George internally rolled his eyes. "What a bunch of nambie-pambie, pinko bullshit," he thought. He held his tongue because he didn't want to insult Danni's friends. He started to wonder if this was really about Joe. Maybe he had issues getting it up, so they want to lower expectations of something. That wasn't something he needed to worry about. He always took care of business (except when he drank too much, or had a stressful day at the office, or was too tired, or played too much golf, or...).

"That makes sense to me. I would want George to enjoy himself even if my night doesn't go great. What about you, George?"

"Oh yeah, definitely. Danni's happiness is my priority no matter what happens to me," he stated insincerely.

Danni smiled at him. She loved hearing him say sweet things like that.

Anna and Joe looked at each other. They could practically read each other's minds. It was clear that George didn't have the right attitude, but he is an adult. They had warned him, and it was up to him to decide for himself.

"Ok. I guess we are all in agreement. A toast to tomorrow night. May we all get what we are looking for," Joe said as he raised his glass. The rest of the group raised their glasses and drank.

"Now, if anyone has second thoughts before tomorrow, no big deal. No one's feelings will be hurt. You can back out at any time," stated Anna maternally. "Let's exchange numbers with each other. We can call or text to arrange logistics. Also, feel free to make requests like lingerie or roleplaying or positions or whatever will make this the best experience."

~~~~~~~~~~~~~~~~~~~~~~~~~~

George was speeding as he drove home. He couldn't wait to get home and have sex with Danni. Anna had made him so horny. Danni was in the same boat. Her pussy got wet the moment Joe wrapped his arm around her. She could have slid home after spending the evening cuddled up next to his muscular chest.

Danni's phone buzzed. It was a text from Joe.

"Let me know what size bra and panties you wear. Making a trip to lingerie shop tomorrow morning."

That text was quickly followed by another: a picture of his erect cock with the text, "Thinking of you," surrounded by hearts. There wasn't anything in the picture to give a frame of reference to the size of his cock, but she had the sense it was large. It was perfectly straight with a slight upward curve. It was the best-looking specimen she'd seen.

Between the idea of a strange man buying her lingerie and the knowledge that she had given him a massive erection, she was ready to tear George's clothes off. This was a whole new level of horniness. She replied to Joe with the bug-eye emoji and the licking emoji, along with her sizes.

George asked who was texting her. She said it was Joe but lied, saying he was just texting to confirm he had her number. Lying to her fiance turned her on even more.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

Joe and Anna snuggled in bed after having sex. They discussed their impressions of Danni and George.

"I have zero issues with Danni. She's in it for the right reasons. She has the proper perspective. She'll have a great time," stated Anna.

"Agreed."

"George, on the other hand, I think he expects Danni to come home complaining that you couldn't please her like only he can. If she says anything else, his heart will break."

"Definitely. I get the vibes he hasn't experienced much variety of sex. He is used to dictating things, and Danni is eager to please. I am debating in my head how he will respond to you when you pounce on him. Will he get intimidated by a sexually aggressive woman and lose his hard-on, or will he cum in his pants?"

"I'll have to ease him into it. Hopefully, he lets me take control until I get my one allotted orgasm. I feel like if he is on top, it'll be two pumps and a dump."

They both laughed. This looked like a situation where Joe was going to have the better time, but that wasn't what swinging was about. Even if George can't perform, the sex she and Joe will have that night as they recount their experiences is the main attraction.

"Now, Joe, you have to promise to play by the rules. I know you think they are silly, but this is someone else's relationship you are playing with. They're planning a wedding, so be a good boy."

"I promise I will follow the rules," Joe said with a smirk.

"Why do I feel like you're planning to pull an 'Air Bud - well technical, there is no rule that says, blah blah blah'?"

"I have no idea what you could mean, but now that you mention it, where could I find a golden retriever at this hour?" Joe replied, laughing. He honestly planned to follow the rules himself, but after spending the night with Danni in his arms, feeling her press her body into his the moment he sat down, hearing her contented moans and that kiss (What a kiss!), he knew she would not be able to control herself. He was going to tease, torture, and please her until she had broken each rule.

~~~~~~~~~~~~~~~~~~~~~~~~~

The next day was the big day. Danni and George were both giddy. Danni was especially excited. She was bouncing off the walls. The plan was that the men would stay home, and the girls would go to the other's house at 9:00 PM, but Danni was so eager she started getting ready at 6:00. She showered and shaved every hair below her neck. She was admiring her bald pussy in the mirror. A cheeky idea popped into her head. Intentionally choosing to act before common sense could rear its ugly head, she took a picture. She captioned it, "My little friend can't wait to meet your big friend." She texted it to Joe. She couldn't believe herself.

Joe texted back, "Tell me what you're going to do with that."

This was so dirty. She was shaking as she typed back, "I am going to ride your big penis with it."

"Call it a 'cock'."

She felt dirtier from the language and being ordered around by a man who wasn't her fiance. "I am going to ride your big cock." Before she sent it, she decided she needed to up the stakes. She added, "But first, I want to suck your cock."

She giggled as she hit send. She couldn't believe she was sexting a man while her fiance was 20 feet away in the other room. They hadn't discussed whether texting was allowed, so she decided it better not to mention it to George. What he didn't know wouldn't hurt him. She had no idea how true that was going to be tonight.

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