The World of SwingbyTryAnything©
Note from the author: I know it's been a while since I've posted anything and I really do appreciate the many emails I've received from people imploring me to write something new and post it. My problem has been time, not interest. Life has been busy and writing takes time. That being said, here's something new that I've been playing with. Hope you enjoy it and that it makes you hornier than all get out. TryAnything
Holly and Sam Chambers had been married 18 years and they had the good life. Sam had parlayed some internet applications he had developed into a life-long stream of very generous royalty checks, while Holly had started, then sold for drop-dead money, a still-successful home service business. They would never have to work again and their 18-year-old twins, Richard and Lisa, were getting ready to head off to college, both with unneeded scholarships; Richard's in swimming and Lisa's in golf. Both of them had graduated high school with identical 4.0 averages and had had to settle for being co-valedictorians of their class.
Holly was 5'4" and 100lbs, while Sam was 6'4" and 200lbs. Holly was the quintessential redhead, flaming red hair, pale skin covered in freckles, green eyes, and a beautiful 34C-24-34 body. Daily golf and/or tennis kept her in perfect shape. Sam played basketball several times a week and also managed to join Holly for golf and tennis from time to time. His life-long dedication to 15 minutes of intense exercise every morning helped serve to keep him in peak condition. His dark brown hair and hazel eyes still caused Holly to catch her breath, especially when his brilliant smile split his tanned face.
Richard and Lisa were like younger clones of their parents, so much so that people were constantly commenting upon the similarities and not too infrequently actually asked if they had been cloned. Richard and Lisa took it all in stride with good humor, as they both thought the world of their parents and didn't mind in the least being compared to them, especially in such a favorable light.
A finer picture of the perfect family living the perfect life couldn't possibly have been written nor imagined. But things were about to change and none of the Chambers were aware of the pending change, nor would they have believed it to be possible if they had been told. But I get ahead of myself...
Holly and Sam stood in the driveway, waving as Richard and Lisa drove down the street, each of them with a hand raised through their window waving as they drove away to college.
"I can't believe it," Sam said, shaking his head. "I can't even imagine living without them constantly under foot."
"We'll be fine," Holly said, her arm around his waist. "And so will they."
A few nights later they were sitting on the sofa, cuddled up watching TV after dinner. Dr. Phil was on and the subject was Swinging. They watch in disbelief as several couples discussed in the most basic terms why the men enjoyed seeing their wives have sex with other men and women and vice versa. The one thing they all seemed to have in common was the desire to see their partners pleased, having the utmost in sexual pleasure that they could find, even if it meant that another or other people would be primarily providing that pleasure.
"That's some pretty wild stuff," Holly said during one commercial. "I can't imagine a couple being like that."
"Oh, I don't know," Sam said. "I can imagine it."
"Would you enjoy seeing me with other men?" Holly asked, a shocked look on her face.
"I don't know that I would enjoy it, but I do know that your happiness is the most important thing in the world to me. If that's what you wanted to do, well..." he trailed off.
Holly sat in stunned silence upon hearing this from Sam. She thought she knew him, knew the depths of him, but this really rocked her. Such love! Would she be able to do the same in reverse, she wondered as Dr. Phil reappeared.
Now she sat with her mouth hanging open in disbelief as the people described the things which they would do. The most common thing among them was that they all loved oral sex. When the majority of the men also confessed to some degree of bisexual participation, sucking on cocks before and after they fucked women and being anally penetrated either by way of a dildo administered by some woman or actually allowing themselves to be fucked up the ass by a man, Holly jumped up.
"I just can't believe that," Holly exclaimed as the show cut to another commercial break. "I mean, I look at those guys. One of them is obviously a biker, the other said he was a lawyer, an accountant, they're from all walks of life."
"What's your point?" Sam asked.
"Do you believe this stuff?" she asked him. "Do you really think it happens?"
"Sure," Sam replied.
"Doesn't it bother you?" Holly asked, obviously exasperated.
"Why should it?" Sam asked. "It doesn't concern me. But you seem to be upset by it. Why?"
"It just seems wrong somehow," Holly said. "I mean, how can you love a woman who does things like that with other people?"
"It seems pretty simple to me," Sam said. "Two people who love each other and were secure in their love, I can imagine being able to enjoy sex like that with other people."
"You can?" Holly asked, her mouth hanging open in amazement. "You mean you'd let me bring other men here, watch me be with them, do what those men described, and still love me, still want to be with me?"
"If that's what you wanted," Sam replied, never losing eye contact. "Even all of that," he said, indicating the TV with a wave of his hand while his eyes stayed locked with hers. "Wouldn't you do the same in reverse?" he asked.
"I don't know," Holly replied in a whisper, lowering her eyes. "That's just it, I don't know. I know I love you more than anything in life, but I love you so much I don't know if I could share you like that."
"Well, I can assure you it's not my dream to share you like that either," Sam said with a laugh as she snuggled up against him, his hand unerringly finding a breast to hold and knead. "But your happiness is the most important thing in life to me, so if that's what you wanted, or need..."
"Right now I need this," she said, rolling over and pulling his zipper down and extracting his rock-hard cock. "I see something has you all excited," she said, licking the sticky head of his cock. "Did you get all hot and bothered thinking about me with other men?" she asked, going down on him.
"Mmm," Sam sighed as she swallowed his entire cock, "or other women."
"Or maybe it was the thought of cleaning me up after I was covered in another man's cum," she said, once again taking him all the way down into her throat.
"Oh, god," Sam groaned as she began to really face-fuck his cock.
"Or maybe it was the thought of sucking a cock that had been in my pussy," she gasped, slightly out of breath, "or taking the same cock that had just had me up your own ass," she suggested, once again swallowing him.
"Oh, shit," Sam cried out, his balls exploding and cum surging from his cock into Holly's eagerly sucking mouth. "Oh my fucking god!" Sam almost screamed as she went all the way down on him again, his cock continuing to pulse, cum oozing deep into her throat before she let him slide out until she had only the head of his cock in her mouth, her tongue teasing and probing his slit, getting the last tastes of his cum.
"Well, if you're going to cum that much, we should talk about this again sometime," Holly said to him with a laugh as she licked her lips, then pulled up onto the sofa to kiss him, pushing her cum-covered tongue into his mouth as they hungrily kissed.
"You've never minded the taste of your own cum," she said, kissing the tip of his nose. "You think it would be any different if it were someone else's?"
"Well, since I've never tasted another man's cum, I'd have no idea, would I?" Sam replied with a laugh. "But since I know my cock wasn't the first one you sucked, you'd be in a far better position to answer that question than I."
"You should be careful what you say when I have your balls in my hand," Holly said with a laugh as she gently squeezed his balls.
For the next week or so Sam noticed that Holly was unusually sexually aggressive, even for her normally elevated state of sexual readiness. Hardly a day went by when he didn't cum in her mouth, pussy and ass at least once. She would get even more excited than previously when he would clean her with his tongue.
Then one day Sam came home from a game of golf to find Holly naked on the sofa reading a magazine.
"Well, this is nice," Sam said as he walked into the room. "Reading anything special?" he asked.
"As a matter of fact, yes," Holly replied, holding up the magazine for him to see.
"Swinger's World! I didn't know there was any such magazine," Sam said with a laugh.
"Come lick my pussy while I read it to you," Holly said, hooking one leg over the back of the sofa, the other dangling to the floor and splitting her bald pussy wide open, her swollen clit visibly throbbing above her juice-filled hole.
While Sam happily ate her sopping pussy, Holly read to him a story about a couple. It was pretty much like what they had seen on the Dr. Phil show, just much more graphic, and with pictures which Holly would show to him as he kept his tongue jammed up her honey hole.
Sam could really feel Holly's juices flowing as she began to read about the man sucking on his wife's lover's cock, showing him a picture of a man approximately his own age and build sucking on the biggest black cock he had ever seen or imagined. Holly's pussy flowed like a fountain as he stared at the picture. When she showed him the picture of that huge black cock jammed halfway up the man's ass, her pussy began to spasm as she came, almost drowning him as he lapped her up.
Sam now found Holly constantly at the computer looking at websites dedicated to swinging. She would suck him off or have him fuck her while they watched the various videos which couples would post. Always Holly became the most excited when the action involved the two men.
One day after coming home from a game of basketball, Sam found Holly, naked as usual, with a wrapped present for him. She was both excited and nervous and Sam couldn't imagine why as he began to unwrap the gift.
"Now, if you don't like it, or don't want it, I'll take it back," Holly was saying quickly as he unwrapped the present. "I just thought maybe you might..."
"Jeezus, Holly!" Sam exclaimed, pulling the plastic wrapped object from the wrapping paper.
"It's a strap-on," Holly explained.
"Yes, I can see that," Sam replied, taking in the rather large black cock mounted on a wide, studded-leather belt. "And it's for me," he said, making a statement. "I can't say I'm totally surprised," he added. "I suppose you want to try this on me?" he asked.
"Only if you want me to," Holly said quickly. "I tried to find one about your size. I figure if your cock fits in my ass really nice, then it should be okay for you, too. But you might like using it on me just as much."
"Do you mind if I take a shower first?" Sam asked. "I just got done playing basketball."
"You'll let me do it?" Holly asked, excitement shining from her face.
"Do what, Holly?" Sam asked. "Tell me exactly what it is you want to do."
"Will you let me fuck your ass with it, with this dildo?" Holly asked.
"If that's what you want to do, then I'm willing to try," Sam said with a rueful grin.
"Oh, Sam, we can pretend that this is your cuckold," Holly said with barely suppressed excitement in her voice. "You can fuck me with it too, then you can suck my juices from it and then I can fuck you in the ass with it."
"It sounds like you've got it all planned," Sam said.
"Oh, Sam, we're going to have so much fun!" Holly exclaimed, hugging him.
Sam had butterflies in his stomach as he finished his shower. He had known that eventually Holly's obvious interest was going to take him into new and unknown territory, and he was equally sure that this was just the beginning. Hopefully she would get her satisfaction and grow bored with the whole thing before it progressed too far, he thought, but immediately knew the thought for a fool's wish.
When he emerged from the shower, Sam found Holly on the bed on her back, the new strap-on's dildo sliding smoothly in and out of Holly's pussy. Seeing her pale pink pussy lips clinging to the shaft of the black dildo was immediately erotic and Sam's cock responded. Pulling the dildo from her pussy, Holly brought it to her mouth and sucked on the head of it.
"Mmm, almost as good as the real thing," she said, reinserting it into her pussy. "Now you try it," she said, pulling it all glistening with her pussy juices from her gaping maw and offering it to Sam.
His eyes never leaving Holly's face, Sam obligingly sucked on the head of the black dildo, tasting Holly's familiar pussy flavor coating it. He was surprised by the non-plastic feel of it, an almost flesh-like quality.
"Oh, Sam, you do that like you've done it forever," Holly commented as Sam easily took ¾ of the dildo into his mouth, feeling it pressing against the back of his throat as he sucked her juices from it.
"Now, I've also got some K-Y jelly," Holly said, reaching over to the night table next to the bed, "and I'm going to tape it so you can see it later," she told him, indicating the movie camera on the tripod next to the bed. "And I promise to be very gentle," she told him. "If you want me to stop, just say so."
"That you can count on," Sam said, handing her the strap-on. "Now what?" he asked.
"Well, why don't you lay here on your stomach," Holly suggested. "I don't really know. I've never done this before either," she said.
Sam lay on the bed on his stomach, feeling those butterflies really fluttering.
"Now spread your legs real wide apart," Holly told him as she scooted between his legs.
When Sam spread his legs as far apart as was comfortably possible, he felt Holly's hand reach in and gently fondle his balls, then wrap around the shaft of his cock and slowly pump him.
"I love your cock, Sam," Holly said. "Now I want you to meet mine," she said, taking the tube of K-Y and squeezing some of it onto her fingers.
Using her other hand to help spread Sam's ass cheeks, Holly reached in with the glob of K-Y on her fingers and gently applied it directly to Sam's puckered asshole. She could feel his cheeks clench as the cold gel touched him in such a sensitive spot. As Sam consciously forced himself to relax, Holly continued to run the K-Y all over his asshole. Then squeezing yet some more onto her fingers, she began pushing it into his ass, gently forcing first the tip of one finger in, then when she felt his sphincter relax a bit, one more. Soon she was fairly easily pumping two fingers two knuckles deep into Sam's ass.
"Do you like it?" she asked, pressing her fingers into him.
"It's different," Sam replied. "It's definitely not as bad as I had imagined."
"I'm going to try now with the strap-on," she told him, removing her fingers from his ass.
Quickly Holly strapped the dildo onto herself, securing the belt snugly around her waist, the black cock sticking a good 8" out in front of her. Squeezing some of the K-Y onto the head of the dildo, Holly smeared it liberally all over the fake cock, then rubbed her fingers once more on Sam's ass, feeling them slide easily in and past his sphincter.
"Okay, tell me if it hurts too much," she told him, getting to her knees behind him and holding the head of the dildo against his K-Y smeared asshole.
"That's sure bigger than your fingers," Sam gasped as he felt Holly pressing the head of the dildo against his asshole.
Consciously willing himself to relax, Sam felt the dildo slowly press against his sphincter. Suddenly he felt himself being torn in two and the head of the dildo slid past his sphincter into his ass.
"Oh, Sam, it's in, it's in your ass," Holly gasped, seeing the shaft of the dildo sticking out of her husband's ass.
"I can feel it," he gasped. "It sure feels a lot bigger than it looks."
"Maybe if you get up on your knees," Holly suggested. "I think the angle will be better and maybe a bit more comfortable for you, too."
As Sam struggled to get his knees under him with the dildo stuck in his ass, Holly struggled to keep it in his ass. They finally succeeded, with Sam's knees spread really wide apart and his asshole a perfect distance from the bed as Holly knelt behind him, the head of the dildo still ensconced in his ass as Sam rested on his forearms.
"Okay, I'm going to try some more," Holly said, squeezing some more K-Y onto the shaft of the dildo and spreading it.
"This is nuts," Sam groaned as he felt Holly pressing the dildo further into his ass.
"Hmm, well at least some of you seems to like it," Holly commented, reaching under him and wrapping her hand around the shaft of his rock-hard cock, gently pumping it. "Does this help?" she asked, gently pressing forward and seeing yet another inch disappear into his ass.
"Oh, god," Sam gasped as Holly stopped, letting him adjust to the cock in his ass.
Pulling back a couple of inches, Holly smeared some more K-Y on the remaining visible shaft of the dildo again pressed forward, this time feeling the cock slide much easier into his ass. Not feeling any resistance, Holly continued pressing forward until the entire dildo was buried in Sam's ass, her belly pressed up against him.
"Oh, Sam, we did it!" Holly exclaimed, running her hands up and down his now sweat-covered back. "How does it feel?" she asked.
"Big, fucking big," Sam gasped, trying desperately to remain relaxed. He had already figured out that the more he tensed, the more uncomfortable it was.
"But do you like it?" Holly asked, a plaintive sound in her voice.
"I can't say that I do," Sam replied, feeling his ass relax yet another degree, the dildo filling him like he had never felt before. "What now?" he asked, almost afraid of the answer he would receive.
"Now?" Holly asked. "Now I'm going to fuck your ass," she replied with a laugh, pulling a few inches of the dildo out and then sliding it back in.
Holly couldn't believe how beautiful it looked to see the thick black shaft of the dildo moving in and out of Sam's ass as she slid about 3" in and out slowly, letting him slowly adjust, remembering what it had been like for herself, even though that was years in the past. Slowly she increased the amount of the dildo which she pulled out of his ass each time until after about 15 minutes she was able to easily slide all 8" of the dildo in and out of Sam's ass.
"How is it now, Sam?" Holly asked, perspiration beading her forehead as she continued to fuck her husband in the ass with the strap-on.
"It doesn't hurt anymore," Sam replied as he felt the dildo sliding in and out of his ass.
"Do you like it, Sam?" Holly asked, letting the dildo slide all the way out of his ass, his asshole gaping open.
"It's not as bad as I thought it would be," Sam said, shocked by the sudden withdrawal and feeling of emptiness. "It's different...ahh," he groaned as Holly slid the dildo back into his ass, not stopping until she had bottomed out.
Slowly working up to it, Holly was quickly fucking Sam's ass hard, really slamming the dildo in and out of him. Sam found himself bracing for the in stroke as Holly continued to fuck his ass, suddenly realizing after a few minutes that Holly had stopped fucking him and that all of the movement was coming from him sliding back and forth on the dildo in his ass.
And then Holly was releasing the belt holding the strap-on on, leaving the dildo sticking halfway out of Sam's ass as she crawled beneath him and engulfed his dribbling rock-hard cock in her mouth. Sam immediately exploded, cum pouring into Holly's eagerly sucking mouth. After cumming what seemed like gallons, Sam finally collapsed onto the bed, the dildo finally easing out of his ass.