Exploring a New Lifestyle [Closed for Inspirinious]

sms41280

Really Really Experienced
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Dec 15, 2004
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A few months back, Whitney and Jake settled into their new house in the suburbs having finally made the jump from the city lifestyle. Now that they both had good jobs and a nice home, the only thing left to complete the pie was to start a family. They had spent a lot of time talking about when to start trying and whatnot, with Whitney always leading that conversation.

However Jake remained hesitant. It was not until they had quite the blowout that he revealed that he just didn't quite know if he was ready to take that step and become a father without having checked off a few more boxes of “adventures”. Indeed, their relationship now stood at 14 years old, the vast majority of their adult lives. Neither of them had much experience with other partners. Jake: his high school girlfriend. Whitney: her high school boyfriend and a guy she slept with the weekend before meeting Jake.

They were both 18 when they met during their freshman year of college. The dorm that they lived in was co-ed in that the floors alternated between all boy and all girl. She resided in the floor above his. They met on the first day in the elevator but did not hook up until a few months later. Ever since, they were peas and carrots so to say and walked down the aisle two years after graduation.

Whitney was taken aback by Jake's revelation. She wanted to know what exactly these “adventures” were that he wanted to complete before they started a family. Jake was hesitant, but he knew he had to share his true feelings with his wife. He wanted to experience sex with other women. Not that he had anyone specifically in mind. And he thought that Whitney might also want to experience other lovers.

Whitney's immediate reaction was a bit hostile though she kept it in her head as she typically does, pondering it for a few moments as she stared at him blankly. Why did he want another woman? Was there a need that she wasn't filling? Was there something wrong with her? However, as she thought about it longer and longer it made more sense, well somewhat, she was confused. She had her own fantasies but, there was no way in hell she was going to admit them. So she gave credit to Jake for having been willing to do so.

Jake couldn't fully explain his own feelings and desires. It was not about love. He truly loved Whitney. It was more of a primal need for different sexual experiences.

They spent a few hours going back and forth --- both of them struggling with it. The conversation ended about 3am with Whitney agreeing to "think about it".

Jake was nervous and excited at the same time. He had finally been open and fully honest with Whitney about his most inner secret fantasy. And she was willing to "think about it". Jake was getting aroused thinking about the possibilities that his sexual fantasy with another woman might actually happen, and with the consent of his wife. This made Jake love Whitney even more. It made him want her more. He looked at her with a renewed lust in his eyes.
 
It was the next weekend when the topic came up again. They had just finished terrific sex which was partially enhanced by her thinking about having sex with another man. She finally got up the courage to bring it up. "Do you really want me with another man, or us with another couple? Do you want to watch?" There were so many questions and doubts. But she was also becoming excited about the possibilities.

Jake knew that he had to be careful with his words. "I think we are secure enough in our marriage that we will allow each other the option to seek pleasure from other people." In his original fantasies he hadn’t considered that she might be with another man or that he might be there to watch, but he now realized that he may have to accept that possibility if she allowed him to be with another woman. "I don't know if I'd be comfortable watching you do that or having you watch me. Honestly, I hadn’t considered another couple with us."

Regardless of what they spoke about, any talk about the issue was progress in Jake's mind. Whitney was utterly confused but somewhat turned on by it. "I mean, do you want it to be someone we know?"

Jake was again cautious in his response. "I don't think we should do this with someone we already know. This is something new to our relationship, something we must be careful to do so we don't screw up our marriage. We don't want to put our friendship with other people at risk as well."

She smiled and sighed. "Jake, I don't know about this." She had such doubts, such reservations. "I don't think it matters who it is as to whether it screws up our marriage. I think it’s who we are that determines if we are truly able to do this and escape unscathed." She buried her head in his chest. "How would we even do this?"

Jake also had his doubts. Yes, this was something of a fantasy for him, but not something he had ever thought about in enough detail as to how it could actually happen. He knew that her doubts, her questions were right on target.

"I know that there are web sites for swingers to meet each other." He spoke up, trying to find a path for them. "Surely these sites welcome new people who are inexperienced, but wish to try new relationships." The words felt awkward coming from his mouth. He knew he would have to take the leader role. He must make her comfortable with how they could experience this new sexual world.

"Swinger sites!" She almost fainted onto her pillow. "What are you crazy??!?!?! Those people have to be weirdos." She sighed. "This is really nuts. I don't think we should do this." And they went on and on and on.
 
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That was the last of it for another few weeks until they were up one night packing for a trip that they would take the next day. Whitney was due to spend the week in Chicago for work and Jake was tagging along for the weekend prior just so that they he could see the sites.

"You know, we could try and arrange something? You know?" Jake brought the topic up and was greeted with a ball of socks to the nose. They'd argue a bit about it. Jake saying all they'd have to do was place an ad on-line and then see what happens. Whitney refused, fearing of low-lifes and creepsters. "Would it make it easier on you if I let you go first?" Jake would ask. "What do you mean?" She'd respond. "We’ll just find another man, not a couple." She gulped. "I appreciate your chivalry"

Jake was concerned that he and Whitney had fought a lot the past few weeks over this topic. But it appeared that neither one of them wanted to let it go. Jake wanted to find a way to make this happen. He wasn't sure about the swinger site idea, but knew even less about other alternatives. Whitney had asked about how this could happen, so she must have some desire. But she also had no thoughts about how they could move forward.

So he asked her bluntly, "Honey, do you have any desire to experience sex with another person? You know that I want to, but only if we both want this. I just don't know another way to find a partner, unless we want to pickup someone in a bar." He hoped this approach might bring her around to the idea of using a swinger site to find a safe and compatible lover for his wife.
"I don't know" She answered. "I guess if you really want to do this, I will do this with you. But, I'm not getting involved in this search. I know that dating sites are filled with men ogling women and I’m sure this will be the same. So if you want to post an ad, do it. Let me know when you narrow it down to a few guys and then we can pick together. Okay?"

She stormed out of the room, leaving him confused. She was angry yet she told him to go ahead. Talk about passive aggressive. Jake saw that time was ticking away. He wanted to get a post up tonight so they'd have responses when they arrived the next day in Chicago giving him time to weed things out before their trip was over.

Jake got online and posted a Personals Ad.

"Early 30s couple seeks a man (preferably married) to take our female half out on a romantic evening and possibly more in the Chicago area, week of July 15-19. She is blonde, petite, and conservative on the outside, with a vixen inside if only you could be so lucky as to awaken the beast. Respond with information about yourself to jnw@lit.com

Jake and Whitney would review the final applicants, make a selection, and Jake would find a way to meet the candidate for a final screening to allay Whitney's fears. He wondered if they could make this work.
 
Jim had just arrived in Chicago for the weeklong convention he would be attending. His wife did not join him on this trip, and he would miss her in several ways, especially the amazing sex they shared. However, the local swinger’s chapter could help him out in that department. He got on-line and checked their personals ads. He preferred the lesser experienced ladies, as he could bend them to his needs.

Sifting through the various postings, one caught his attention:

"Early 30s couple seeks a man (preferably married) to take our female half out on a romantic evening and possibly more in the Chicago area, week of July 15-19. She is blonde, petite, and conservative on the outside, with a vixen inside if only you could be so lucky as to awaken the beast. Respond with information about yourself to jnw@lit.com”​

He had read enough personals to know this was the posting of an inexperienced swinger. He decided to reply.

“Mid 40s male seeks female companionship for dinner and more this Monday night. Corporate executive, risk taking, adventure seeking type. Enjoys good food, fine wine, and sexy women. 6’1”, 185 lbs. Has the experience and equipment needed to deliver an unforgettable night.”​

Yes, it sounded like a bunch of BS, but Jim was surprised how many ladies were intrigued enough by that line that they contacted him. And they all were glad they did.
 
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