1 comments/ 32065 views/ 1 favorites Gwylan By: Diversion Gwylan sat at the bar, looking around her. Above, she could see the glass bottomed hot tubs on the roof of the hut in which the bar sat. As well as the naked view of the people inside said hot tubs. The walls were decorated in tasteful yet implicit drawings and photos of naked men and women. The bar itself boasted a board of erotic drinks and glasses shaped into body parts. Each patron was sipping from a glass shaped like the opposite sex and chatting it up with his or her neighbour. All patrons, that is, except Gwylan. Sitting on her stool, she sipped a Blow Job from a penis shaped glass, complete with balls, and sighed to herself. So much for an all erotic weekend, Gwylan thought. Gwylan had received an all inclusive weekend at the new island resort, Sexual Sands, from her boyfriend, who was hoping to expand her horizons and let her experience a hot weekend of sex and stress relief. So far all she'd learned was that speedo came in more colours than found in the rainbow and that men prefer petite blondes with big tits. And that bit of information seemed to put her out of the running. At 5' 8", Gwylan certainly wasn't petite, her light brown hair wasn't blonde enough for the title and her tits, well, they weren't C cups but with the right push-up bra they came close. So Gwylan was stuck sitting at the bar substituting a real cock for one made of glass and sipping a Blow Job that she had to pay for. Sitting feeling sorry for herself, Gwylan didn't notice the rather large burly men that entered the bar. At least not until one tapped her on the shoulder, causing part of her drink to splash onto her barely there shirt and down her between her boobs to cause a rather spectacular titty hard on. "Well, I'm sorry there ma'am. I didn't mean for you to spill your drink." The one who'd tapped her swiped a napkin from the bar and began to dab at the sticky liquid that was sliding into her bra, accidentally on purpose rubbing her nipples in the process. The other man, who was situated on the other side of Gwylan, wasn't as subtle in his groping. He ran a hand up her shirt to cup the breast closest to him, and whispered in her ear, "My, look what I have here." Gwylan, while open to new ideas and options, took one look at the two men beside her, and felt it rather more prudent to try and decline there interest. One, they both looked like overfed truckers, and two, one seemed to be trying to twist her nipple completely off. Seems they didn't care what kind of technique made it to the island, so long as passage was paid. "WOW! You seem to have my breast. And your friend now has one of my nipples. Well, thank-you for trying to clean me up, I think I'll just go take a shower." Gwylan slid off her barstool and made for the door, but as she gained the freedom of the cedar chip covered path, her two maulers hauled her into the bushes at the side of the path and up against the wall of the bar hut. "Well now, don't go running off now darlin'. We were wanting to have some fun. How about we head on back to Joe's and my cabin and have a little party?" "Yeah, Hank and I have a nice surprise for you if you do." "Thank you Hank and Joe, but, um… I have a prior engagement planned for this evening with…ummm…" A voice, deep and controlled came from the bushes hiding them from view. "With me. How about you let her go now boys. Thank you for keeping her occupied for me." A man, tall, built and dark in both eye and hair stepped from the bushes to stand in front of Gwylan and her two unwanted admirers. Gwylan felt a flush of desire as she caught a look at her rescuer. "Yes, so you see Joe, Hank, I can't go with you tonight, maybe some other time, hmm?" Gwylan slipped out of a now loosened grip and made her way over to the man. Hank and Joe weren't too happy to have a protector show up for their prey, but they realized that it wouldn't take long to railroad another into "partying" with them. They moved off into the bar again as Gwylan and her rescuer moved off along the path. "Thank-you for stopping them. I don't think I could have handled them after drinking tonight. I appreciate it." "No problem. I'm sure you have people who are waiting for you though, so I guess I'll see you around…" "Oh no, wait. I don't have anyone waiting for me right now. Why don't we walk for a bit?" "Sounds good to me."Gwylan and her friend moved off along the path, deeper into the island forest. In her skimpy clothes and sandals, Gwylan soon began to shiver as the night slowly arrived to cover the sky. The man soon noticed, though didn't comment until they reached a seemingly out of place hut in the woods. "You look cold. How about we stop here for a bit and let you warm up?", he said, indicating the cabin. "Sounds good to me" Gwylan answered, mimicking his words from before. They entered the dark cabin, and Gwylan's friend shut the door behind them. Gwylan stumbled in the dark and failed to here the sound of the lock turning as he closed off her only means of escape, pocketed the key and flipped on the light. Gwylan gasped. Around her was various toys dedicated to the art of domination. A sling was in the corner, hung from a rafter beam. A cross was along one wall, a horse along another. The ceiling was interspersed with mirrors to allow a victim to see themselves depending on the position they were in. The remaining space was occupied by whips, crops, chains, tit clamps, gags, ropes and other various implements used in the erotic torture of the human body. Gwylan gazed around her then slowly spun toward her companion. "Umm? I don't really feel comfortable here. Why don't we go some place else? Please…?" "Oh no, Gwylan, your not going anywhere. " "This isn't funny. I'm leaving!" "Go ahead and try." He let Gwylan move around him to try and open the door. Turning to watch her, he snagged a gag and a pair of hand cuffs that seemed to be conveniently left within hand reach for him. As Gwylan reached for the door handle and pushed on the door, she felt him slip behind her. Before she could turn around, he slammed her up against the door, face into the wood and hands beside her head. "Fuck off, this isn't funny! What…?! What are you doing??!!?" Grabbing both of her hands and pulling them behind her back, he slid the handcuffs on her slim wrists. Then he spun her around to look in her face. "Don't you get it, bitch? Your not going anywhere, this isn't a game. Now shut up." He slid the ball gag into place just as Gwylan tried to scream. "Thanks for helping with that, bitch. Now your face is stuck like that until I let you go… if I do!" Gwylan's face was now stretched obscenely around the ball. Whimpering sounds could be heard coming from her mouth as Gwylan's captor lead her over to the horse. "I think I'm going to play with you for a little bit first, slut." He cuffed Gwylan's left hand to the horse as he bent her over it, then her right. Her legs were attached last. Then slipping a blindfold over her head, he cut her vision off from her unusual surroundings "Oh, dear, what have we here? I seemed to have left your clothes on, Gwylan. Oh, but I can fix that." He took a knife and slit the arms and back of Gwylan's T-shirt, then the legs of her cut off shorts, leaving her in just her bra and string. "Part way done Gwylan." Noticing that her bra was a front clasp, it was easier just cut the back of the bra, then the straps, to allow Gwylan's tits to spring free, but he wasn't has nice on her G-string. Taking hold of the back, he forcefully pulled up on Gwylan's string, digging the front into her clit and cunt, sawing it back and forth to cause Gwylan to tear in pain. Eventually the string gave out and Gwylan's tormentor pulled the underwear from her body leaving a deep line of red in her skin. "That's just a taste of what's to come, cunt. Be prepared for some fun." Gwylan's tears ran down her cheeks as he examined her body, unchecked except for those that were caught in her blindfold. Her pinched her nipples, already swollen and sensitive from her earlier mauling, now receiving pain never before experienced by the woman. Her cunt was fingered, dry except for some of the spit used to loosen her some. First, just one finger, but soon two, then three fingers in her slit, stretching her unbearably. By the time he was forcing four fingers into her cunt, Gwylan was sobbing behind her gag. The noise was beginning to wear on the nerves, so he decided to gag her with something a little bigger. But first he wanted to introduce the little lady to his favourite toy. Nipple clamps, shaped like alligator clamps and joined by a chain, were selected from the wall. Allowing Gwylan to struggle against her bonds, he slowly paced toward the restrained woman, dragging out the anticipation. By the time he reached her, Gwylan was shaking her head and moaning in desperation, trying to avoid what was planned for her. He slapped her ass hard, and the pain stunned her enough to allow him to clamp one nipple. Before she could adjust to the first, the second was applied. And Gwylan screamed. Pain exploded behind her eyes and she jerked, trying to ease it. Then she passed out. Her captor smirked. Some women were so sensitive. "Come now sleeping beauty, time to wake up." He jerked on the chain connecting the clamps, tugging down on the sensitive tits, digging the teeth of the clamps into her flesh. Gwylan was painfully brought back to full awareness. "Good, now your awake, you can enjoy this…" He held up a weight in one of his hands, aware that his captive couldn't see it but wanting her to here the sinister plans in his voice. Gwylan moaned and shook her head frantically. "Oh, I can see your eager for this, aren't you?" A sarcastic grin formed on his face as he attached the weight to the chain between Gwylan's tits. He held the weight up for a moment, then let it drop, putting the full weight on her nipples at once. Gwylan's breasts were distended, weighed and agonizingly stretched. Gwylan's eyes watered again, tears running down her cheeks as her chest was extended to extreme proportions. Her dominator moved around to look at his captive, enjoying the site of the tears leaking from beneath her blindfold, to drip onto the floor. "Now, slut. Seems to me that you've been receiving all the attention. Time for me to get some action, don't you think?" Unzipping his pants, he removed the ball gag, but before Gwylan could scream, or even react enough to close her mouth, he forced his cock into her mouth and halfway down her throat. As her gag reflex set in, he grinned, enjoying the sensations of the rhythmic pulse. Only letting her take a breath every ten strokes, Gwylan's face was banged fiercely. Whenever Gwylan would begin to fade from lack of oxygen, he would pull down on the chain between the nipple clamps, bringing Gwylan back to full awareness using pain. Eventually, and for him, unfortunately as he had been enjoying himself, Gwylan became limp. Her quick gasps of oxygen were no longer enough to keep her conscious, and even the pain from her breasts weren't enough to keep her aware. Gwylan passed out. The dark man merely grinned. Pulling his dick out of her mouth, he moved to grab another gag from the wall, as well as a medium sized dildo and a large vibrator. The gag, built to allow maximum air flow while still disabling coherent speech, was put into place. Then he moved to inspect the other end of Gwylan's prone and unresisting body. Fingers inspected Gwylan's pussy, and found it wet. "Maybe the little bitch is turned on by this?" He began to work the large vibrator into Gwylan's small hole, stretching it beyond its previous boundaries. Gwylan stayed out of it, much to his surprise. When the vibrator was over half way in, Jack turned it on, pulled it back out a small length, then rammed the whole thing into Gwylan's over stretched cunt. Gwylan woke up screaming, only to hear the sound of laughter. "I was hoping you would wake up, Gwylan. I didn't want you to miss the next part." He lubricated the smaller dildo with his spit and began to push against Gwylan's rosebud. Gwylan continued to scream behind her gag. "Oh, shut up bitch. You should be thankful that I picked such a small one for you. I could have picked a 13 incher to open you up with." Gwylan quieted some, trying not to provoke him into reaching for said weapon. By this time, the head of the dildo had breached Gwylan's ring and was being pushed and pulled, the man above her working it into Gwylan's ass like it was a drill. Gwylan felt something give, and the dildo slid home deep in her ass. "There, now don't you look pretty? You should see yourself. Here, let me get that blindfold for you." He removed Gwylan's blindfold, allowing her you see herself in the mirrors placed in various locations about the room. The gag kept her mouth wide open, stretching her face much the way the weight attached to her tits were stretching her nipples. Her tits themselves were shaped like cones. By looking in the mirror in front of her, she could catch the reflection of her bottom from another well placed mirror. Her cunt gaped around a vibrator, easily 3 ½ inches around, currently buzzing on a low setting. The dildo in her ass wasn't visible from the outside, but she could feel it stretching her ass walls, hiding in her bowels. Gwylan thought she had run dry of tears, but her eyes proved her wrong as they began tracking previous traces of tears on her cheeks. "Oh dear, now I've upset you. Bad Boy. I'll just cover your eyes again so that you can't see yourself anymore …there, all better. But now I want to fuck you, Gwylan. So we'd better take this vibrator out, hadn't we?" He pulled the large vibrator out of Gwylan's pussy, then lined up his dick with the dripping lips. "Seems you've become wet, Gwylan. You must be enjoying this," He snickered. Though stretched out, her cunt was still a tight fit. He pounded away happily, content for the moment to verbally abuse Gwylan while raping her pussy. As Gywlan's tormentor reached for his climax, Gwylan began to feel herself tighten up as well. Gwylan tried to ignore the feelings her rapist was evoking in her cunt, but as he reached his peak and slapped her ass, Gwylan also came, clamping tight around the invading prick. "Hmm, looks like you did enjoy that, didn't you Gwylan?" Gwylan didn't respond in so much as a whimper. "Well, that's okay. But now I've got to be going. You were a good fuck cunt." His voice faded as he reached for the door. "Don't worry. The cleaning crew will find you in the morning. And I'll be long gone by then." Laughter drifted away as Gwylan, still attached to the horse, began to whimper. Still gagged, blindfolded, clamped, tied and with a dildo up her ass, Gwylan settled in for the long wait 'til morning. Minutes, hours, days may have passed before Gwylan felt the breeze across her body signaling that someone had entered the room. She began to whimper again, deciding that although it hurt her throat, freedom outweighed the strain on her vocal chords. "Poor Baby." A familiar voice ran across Gwylan's skin, giving it goose bumps as she realized who it was. "I think I was a little rough on you this time, wasn't I?" Gwylan's blindfold was removed and she stared up into the face of her rescuer-turned-rapist. He then removed her gag, and very gently kissed her mouth. "Let's get you out of that position, hmm?" The man unbound Gwylan's arms, then her legs, but placed pressure on her lower back to keep her in place. The dildo was removed with care, and the clamps released was infinite gentleness. When Gwylan was allowed up, she dressed in the shirt offered her, then turned toward her once again rescuer, a questioning look upon her face. "You followed me? I thought you paid for this vacation so that we could have a break?" "Oh, Gwylan, baby, I wanted you to explore. You didn't seem to be having much luck with that on your own, so I took it into my own hands. You seemed to enjoy it." The last was said as more of a question, and at Gwylan's hesitant nod, the man smiled. "Good. Now come on. You are probably very sore and could do with a hot bath and a massage. Then you can go explore some more." Gwylan smiled at her boyfriend, and taking his hand, walked into the dawning sunlight. Gwylan's Sensual Massage Gwylan came home, slammed the door and tossed her purse, keys and coat across the room. Muttering to herself, she went off to the kitchen, intent on making herself a cup of tea and lacing it with a whiskey. Cautiously, Jack peered around the corner, understanding that talking with Gwylan while in this state was often like baiting a bear standing only three feet away. When she had finally settled onto the bar stool along the counter, he crept into the room. "Bad day, baby?" Jack asked, sympathetic, yet still intelligent enough to keep his distance when her glare focussed on him. "You could say that. Men are so stupid! Chauvinistic, egotistical, know-it-all men! I'm going to murder them all!" Jack figured retreat was the best plan at this point in time. He started toward the door, but turned toward her as she spoke. "Sure! Run off now! Typical man, can't handle it when the going gets tough. Leave it to the woman to fend alone." "Oh, no, dear. I'm not leaving you. I'm... Going to go run the bath so you can relax and not worry about anything after such a bad day. I'll cook a quick dinner, and bring it to you while you soak. Then I'll... Have a surprise waiting for you when you come out. Sound okay?" Not waiting for her reply, or giving her a chance to veto the idea, Jack left the kitchen and made his way to the bathroom. He started the water running hot, the way he knew she liked it, then added some bubbles. Hearing her coming down the hall, he slipped from the room and into the study in time to avoid another confrontation he was sure he would lose. Hearing her close the door to the bathroom, Jack went back to the kitchen and quickly put together some spaghetti and poured Gwylan a glass of her favourite wine. Just to be on the safe side, he also added a small vase with a daisy to the tray. He left the tray on the inside of the bathroom door. Close enough she could reach it, not so close as to reach him. Now, what about the surprise? Jack suddenly remembered a conversation that he and Gwylan had held a few weeks ago, when Jack had asked her about her sexual fantasies. A grin came to his face. What better way to relieve stress than sex? Gwylan felt more relaxed after her bath, but even with the wine, the day's events were still making her tense. Placing the tray which had contained dinner on the counter by the sink, Gwylan noticed a note attached to the fridge door. 'Go to the bed room, take off your clothes, and lay down under the bed sheet. I'll come see you in a minute.' Gwylan smiled. Trust Jack to use his skills as a massage therapist to try and calm her down. She moved toward the bedroom at the end of the hall, and heard music float through the door. Mozart. One of her favourites. Gwylan quickly stripped down and climbed beneath the sheet on the bed. Briefly she wondered why Jack wouldn't use his table for the massage, but figured he just didn't want to have to move her if she fell asleep. Lazy man. She lay on her stomach for a few minutes, then heard the door open and shut quietly, signaling the entrance of her personal masseuse. "Feeling better, baby?" Jack's voice floated over her, the deep tone soothing her nerves even more. "Yes, thank-you, Jack. I'm sorry I yelled at you." "It's okay, baby. Turn over. I'll start at the front tonight. That way you can tell me all about your day." Gwylan turned over, letting the bed sheet slip as she went. Gwylan only used the sheet to stay warm during the massage, not for any attempts at modesty. What was the point, when Gwylan and Jack had seen each other naked in more intimate scenes than this one? "So, what happened at work?" Jack prompted as he began to massage the front of Gwylan's arms. "My boss decided that it was my job to do his secretary's work since she was out with the flu. Never mind that I have a Masters in data management and could run rings around his computer skills. No, all I got to do was answer his phone all day and run this to there and back again. I honestly don't know how Tracy does it. After one day I'm ready to stab him the back with a blunted table knife, and she has to deal with him almost 325 days a year. In that amount of time I could murder him, be charged, sentenced and already served three months of my time. Don't laugh at me. I'm serious!" During Gwylan's monologue, Jack had finished her arms, legs and began her abdomen. She must've felt his soundless laughter through the hands on her stomach, because she silently gave him a mild glare. "I'm sorry, baby. I couldn't help it. Just the thought of you silently creeping up behind his back with a butter knife makes me laugh. You're too soft hearted to do such a thing." "Stop sucking up. You're already doing enough." Gwylan's voice broke no nonsense, but the grin that seemed to pull at the corners of her mouth told Jack that she was pleased with the compliment, and didn't blame him for laughing at her comments. For a while, Jack worked in silence. He quickly finished Gwylan's abdomen and asked her to turn over. "Let's get to work on these knots in your back. Oh, baby. You really need to relax. Your muscles are so tense I could use them for a wash board. And the knots are the size of golf balls. There.... Now, how does that feel?" Gwylan moaned. "Oh, shit, yeah. That feels fantastic. Did I tell you how much I love you lately?" Jack laughed softly. "Just relax, baby. But stay awake. I need you to tell me if I'm hurting you." Gwylan drifted into a hazy state, content to let Jack have his way with her body. She felt him finish her shoulders, arms, legs and lower back. Then she felt her lover begin working on her posterior. "Baby, can you spread your legs a little? It'll help me work deeper into your muscles." Jack's voice seemed to come from far away, but Gwylan obediently spread her legs further apart. Deep within the haze of her mind, Gwylan felt Jack dip into the cleft of her cheeks, but didn't quite register the importance of the movement. "God, baby, that feels sooooo good!" Gwylan groaned again as Jack worked her gluteus muscles into the same pliable state as the rest of her body, occasionally running his fingers between her buttocks. He would sometimes linger at the ring of muscle behind her cunt, but not so long as to make Gwylan suspicious. When Jack suspected Gwylan at the point of almost falling asleep, he leaned over her body and whispered in her ear, "Baby, would you trust me to try something a little different right now?" Gwylan's response made Jack smile in satisfaction. "I don't care what you do, just don't stop making me feel good." Jack reached for a special tube he'd left near at hand. Squeezing some KY jelly onto his palm, he warmed the lube before applying it to Gwylan's skin. No need to wake her from her state of semi-consciousness by something as small as cold gel. He started at her pussy, which was pleasantly wet from the previous stimulation, by rubbing lightly, creating a mild friction, intent on allowing Gwylan to begin the switch from hazily stimulated to wildly turned on. Avoiding her clit, Jack rubbed her cunt lips with varying degrees of pressure, occasionally dipping into her hole, periodically rubbing her anal ring, until the majority of dampness was Gwylan's personal juice and no longer the KY. By this point, Gwylan was moaning deep in her throat from the stimulation, and lifting her pleasure centres towards Jack's touch. Jack took his hand away for just a minute, causing Gwylan to groan in annoyance at the disturbance, and squeezed some more KY into his hand. Gwylan made a sound of appreciation as Jack's hand returned to its former tasks, and he smiled at her responsiveness. Leaning down, he kissed her shoulder blades, and at that moment his smallest finger dipped into Gwylan's rear. Gwylan tensed, but didn't try to move away from Jack's finger, which he left where it was. Already close to her ear, he whispered, "Baby? Remember that fantasy you told me about a few weeks ago? Would you like try it out? Would you like me to fuck you in the ass?" At Jack's last question, Gwylan let out a "yes" that was more of a moan and relaxed once again. Jack began working his finger in and out, occasionally adding more of Gwylan's liquids to the mix. When he thought she was loose enough, he added another finger. After three fingers, the angle was beginning to put stress on his hand and he lifted Gwylan onto a pillow, thrusting her bottom into the air and spreading her legs wider. Throughout his attentions Gwylan continued to moan, but Jack wanted more. He whispered, "Baby, do you like what I'm doing?" Gwylan gasped, "Oh God YES!", and arched her back to allow Jack greater access. "Tell me, baby. Tell me what you're feeling." "Oh, yes, baby! That feels so good. Deeper... Yeah, like that! You're stretching my ass. I feel so full! Its like you're giving me a massage from the inside out. GOD! Please do me, fuck me, fuck my ass, baby please! I want it. I want you in me! FUCK ME!" Jack grinned. He'd expected a similar response after a while, but it was still fun to hear it. He shucked his clothes in rapid time, then took the condom from beside the conveniently located KY jelly, placed it on his rock hard cock, and added a little more KY just to be safe. Climbing up behind Gwylan, Jack fucked Gwylan's ass a few more minute with his fingers, just to make sure she was ready, then lined up his dick with her opening for the moment of truth. Jack slowly slid home deep in Gwylan's ass. Both he and Gwylan moaned long and deep. Jack felt like he was being swallowed by a really warm, tight set of pillows. Gwylan squeaked went he hit bottom. She felt full, so very full, but she wanted more. "Baby, fuck me! Do me. YES! Hhhhhhaaaaaaaarrrrrdddddddeeeeerrrrrr! That's it. Fuck me!" Jack began to fuck Gwylan hard, rapid movements that buried him completely with every stroke. Gwylan began to make more squeaking noises, and then startled Jack completely when she began to talk. "Oh, baby. That's it. Fuck me hard. Screw your dirty girl. Fuck my ass. Shove your cock deep in my ass. Fuck me. Give it to me. Make me take it. Do me. Harder. Harder. HARDER!" Gwylan came. Hard. She screamed, and for a moment Jack thought he might me hurting her. Then he felt the pulsating of her walls, which quickly sent him over the edge. With one thrust he buried himself in the soft pillows of her ass and came, giving up his own scream at the same time. For a moment, he held still, content where he was, but Gwylan's movement made him pull out. Gwylan felt his cock leave its new found home, then flipped over to look at the man above her. She watched as he disposed of the condom, then crawled into bed beside her. "And how was that?" Jack pulled her against him, bringing her flush against his body in an embrace that was more comforting than sexual. "Mmm, so good. Thank-you. I feel... fantastic! Question. Did you have that completely planned out from the start?" "Almost. I didn't really expect some of your responses." Gwylan blushed, and turned her head away as Jack continued, "Give it to me? Make me take it? Where was that coming from, baby? No, look at me. I want to know. Do you have some latent fantasies that I haven't heard about? Tell me." "Maybe..." Gwylan hesitated, but one look at her lover's face seemed to convince her to continue. "I've had fantasies of you spanking me before. You know, kind of punishing me. But I didn't want to bring it up. You might've guessed I'm a little submissive, and I want you to dominate me a little, and..." Gwylan seemed to run out of words, and once again turned her face away. "Baby..." Jack's tone was both comforting and amused. "Don't think I'm laughing at you. You know you can tell me anything. Maybe we'll try that some other time. Now look at me. I love you. Go to sleep. You'll need you're rest for tomorrow, Tracy might still be sick." Gwylan smiled up at Jack. "I hate you for mentioning that, but I love you too. Goodnight, baby." Gwylan turned over and quickly dropped off to sleep. Jack smiled. Trust Gwylan to come up with something a little different to try. Flipping off the light, Jack wrapped his arms around his lover and drifted to sleep.