Note: This story has been written as a fantasy only. The author does not participate in unsafe sex and encourages readers to ensure that their sexual practices are as safe as possible.
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Jill felt a tear well up in her eye, and she sniffled. Her husband David, driving the car beside her heard her and said
"It will be ok Jill, this will be fun."
But, Jill thought, no way this was going to be fun. She and David were driving to a local club to meet another man and woman for their first time at swinging.
Jill and David, both in their early forties, had been married for 21 years. They had been high school sweethearts, had gone off to college together, and married during their senior year. Their marriage had gone through the usual honeymoon stage in which everything was wonderful between them. But, over the last ten years or so, their relationship had deteriorated. They had grown apart and their emotional connection to each other, along with their sex life, had become a void. She knew that he had a wandering eye. David traveled a lot in his business, giving him ample chance to see other women, and Jill felt that David had had more than one affair.
Jill had remained faithful to David, although that was not from lack of interest from other men. Jill was one of those women who may have been considered "cute" in high school and college, but was now stunning. Maybe a bit on the thin side growing up, she had filled out in the right places and attracted attention from men wherever she went. Her light blonde hair and turquoise blue eyes complemented her 5'5" height and size 4 frame. She had always thought that her legs and rear were her best physical assets, but now knew that her tiny little waist and very pretty face added to her appeal. A few years ago, in an effort to patch her relationship with David, she agreed to have breast enhancement surgery and now had D cup breasts which looked huge on her 32 two inch body.
When she looked at herself in the mirror, she thought she looked terrific and was even more baffled about why David seemed not to find her interesting and sexy. They had tried counseling, sex therapy, and self help books and tapes, but nothing seemed to change David. He continued to have very little physical interest in Jill, although he continued to be kind and loving husbands in other ways. It seemed to Jill that the only thing which seemed to excite David where Jill was concerned was when other men flirted with her or came on to her. She had first noticed this when one of David's employees had become infatuated with her at a party and paid far too much attention to her. Jill had thought that David would be angry at the guy, maybe enough to fire him, but instead, David had been turned so on by the man's attention to Jill that as soon as they got home that night, David could not wait to get her clothes off and get her in bed.
Several months before, David had mentioned the idea of joining a swingers club. One of the men who worked for David was in a swingers club, and David thought the stories that guy told him were exciting. Jill had said absolutely not, but David kept after her about it. He became even colder and more distant, and his business trips were more frequent and longer.
After a long evening of discussion with David about their problems one night, Jill gave in and told David that she would try the swinging thing one time. She regretted it that the next day and told David that she had changed her mind, but David told her that it was too late in that he had already found a couple for them to meet. Jill had sighed and decided to go through with it.
David had shown her pictures of Tom and Judy, the couple they were to meet. Tom was nice looking, a tall and slim man with a nice face and very nice green eyes.
The plan was to meet at the club, and if everyone agreed, David and Judy would go to a motel together while Jill and Tom went to another and then later meet back at the club. They had already stopped at a motel, and David had rented his room. Jill idly wondered where she and Tom would be going.
At David's direction, Jill wore the sexiest clothes she had - a short blue shirt and a matching light sweater which showed as much cleavage as Jill could muster. She had worn a very thin bra which, she knew, allowed a hint of her nipples to show through the sweater. The skirt was very short by her standards, well up past mid thigh. She had fussed when David told her to wear her "fuck me" heels, but she had them on her feet now.
As they pulled into the parking lot of the club, Jill felt another tear. She had not only never had sex with another man, she had never had her breasts touched my another man or even French kissed another man, and now she was about to have sex with a man she had not yet met.
They recognized Tom and Judy in a booth in the back and they walked toward them. Jill could feel Tom's eyes on her as they approached. Tom stepped out of the booth and shook David's hand and then kissed Jill on the cheek. As David was kissing Judy on the cheek, Jill felt a tinge of jealousness.
The four settled down in the booth and visited. Before their drinks arrived, Judy said
"Jill, why don't we freshen up a bit?" and the two of them walked to the ladies room. Once inside, Judy said
"Sweetie, it's clear that you are very nervous, and that's normal. I was very nervous the first time we did this. I've learned to enjoy this, but it was difficult at first. Some of the men are very good lovers. Unfortunately, Tom is not one of them. He will just screw you, probably more than once, but he will be gentle. My suggestion is to have a couple of drinks and just try to get by tonight"
All Jill could manage was a weak "thank you".
Back at their table, Jill downed her drink, ordered another, and drank it while the four visited. It was Tom who finally said
"Are we all ok with this?"
The other three look at Jill. She hesitated, but managed a weak "yes".
Tom said "ok, let's go". Judy stepped to David's side and took his hand. Jill hesitated, but stepped to Tom's side. He took her hand, and they followed David and Judy out of the club.
Tom walked her to his SUV and opened the door for her. As Jill climbed into the SUV, she noticed that her skirt had ridden up high on her thighs. Automatically, she reached to pull it back down.
Tom got in the SUV and leaned toward Jill.
"You are gorgeous Jill. I am very lucky to be spending an evening with you."
"Thank you" was all Jill could say.
Tom leaned to Jill and kissed her lightly on her lips. He kissed her again, and this kiss lingered. She knew she should respond to him but could not make herself do so. He broke the kiss and kissed her on the side of her face, again letting his lips linger on her skin. His kiss then returned to her lips, kissing her more passionately this time. She felt his mouth open and his tongue flick across her lips, trying to find its way into her mouth. She was able to part her lips, and she felt Tom's tongue slip between them into her mouth.
Tom's kiss was not as awful as she expected. He broke the kiss, and again kissed her on the side of her face and on her neck, light kisses. Then, he was kissing her lips again, his tongue in her mouth, caressing her tongue. She responded with her tongue, flicking it across his tongue. As she did, she felt his intensity rise. She then felt his hand move from her waist, and she knew where it was heading. His hand found her breast and caressed it gently and then found her nipple through her sweater and bra and caught it between her thumb and forefinger. Tom continued to kiss Jill, more passionately now, his tongue exploring deep in her mouth. As he continued to tweak her nipple, Tom said
"You have very nice breasts. Let's see if the other one is as nice as this one" he said as he parted from her enough to get his hand between them where he placed it on her other breast, again, first cupping and caressing her whole breast and then finding and rolling her nipple.
"mmmmmm very nice" he said
Jill did not respond. The thought flew through head that she should open the door and run. The kissing had not been bad, but having this strange man maul her breasts was very unpleasant.
Tom continued to kiss her with very wet kisses. Jill felt Tom's hand leave her breast and she assumed that it would land between her legs, but she was surprised that his hand went around her again, pulling her to him. He continued to kiss Jill, his tongue caressing her lips and tongue and then lips gently caressing the side of her face, her neck and her ears. He pulled up her hair and kissed her on the back of her neck and then returned to her lips. It occurred to Jill that Tom was a good kisser, and she responded to his kisses, returning his caresses with her tongue. Jill was enjoying kissing and being kissed, and she noticed a familiar tingling down below.
"Surely", she thought, "I'm not getting turned on by this". But, she acknowledged to herself that she was reacting reacting to Tom's kisses. She could tell that her nipples had hardened and the tingling below continued.
She had a moment of disappointment when Tom broke their embrace and reached for the key to the SUV. She was enjoying the closeness, his kisses, and his light caresses. She noticed that Tom had looked down while he was starting the SUV and she glanced down too. She saw that her skirt had ridden up around her waist, but her thought now was not that she should pull it down, but rather that she hoped Tom liked what he saw. Jill smiled at Tom and leaned to him and kissed him on the cheek, and as he drove out of the parking lot, she placed her left hand and arm on his thigh.
The drive to the motel was a short one. Tom quickly got her out of the SUV and walked her to the room where he opened the door. That was Jill's her last chance to back out gracefully, but she slipped into the room.
Tom closed the door behind him and took Jill in his arms. Jill wrapped her arms around his neck, and they kissed deeply. Tom pulled Jill to him and she could feel his erection through his pants. Tom's hands dropped to Jill's rear, and he cupped and then caressed both cheeks. They continued to kiss deeply, very wet and lingering kisses. Jill opened her legs a bit and let Tom move between them.
Tom's hips began to move slightly rubbing against her. Tom's hands continued to caress her rear. His fingers found her crack and they moved up and down along it.
"Let's see what you look like" said Tom. He turned Jill around so that her ass was against him. His fingers went to the buttons on her shirt, and he unbuttoned them from the top down. Tom then helped Jill out of her shirt, and he turned her to face him. His eyes were savoring her breasts, even though they were still encased in her bra.
Tom reached around Jill, found the hooks of her bra, and released it. He pull her out of her bra and looked at her again.
"Beautiful" he said. He turned Jill around again and found both breasts with his hands, caressing her entire breasts and then her nipples. As he caressed her breasts, he pulled up Jill's hair off the back of her neck and kissed and nibbled on her neck. His hands continued their exploration of Jill's breasts, sometimes tweaking her nipples to a point beyond sensuality.
