"Pet? Come here, please." He gave a squeak of surprise, hearing his Mistress's voice calling from the bedroom. Today had been a rather undemanding day, where he had mostly been cleaning Her house, dolled up in an adorable maid uniform, beautiful white stockings and high heels; but there was an urgent tone in Her voice. Setting down the brush, he quickly moved towards the bedroom and knocked before entering, stepping in demurely.

Inside his Mistress was in Her underwear, a beautiful black lace lingerie combo. It fit to Her beautiful form gorgeously and while it kept Her modest, it revealed just enough to entice and entrance. He couldn't help but let his eyes wander over Her for a moment. She seemed not to notice as She looked critically upon Her wardrobe. For a moment, he thought he had displeased Her, but when She spoke it was not with displeasure.

"Pet, I have a meeting I must attend today. It will be dull, lengthy and uncomfortable, and at the end of it I would like to relax and spend time with my sweet darling pet." She turned to him with warmth in Her eyes, beckoning him over. He blushed deeply and moved over, and She directed him to kneel at Her feet, one hand stroking his long brown hair affectionately.

"W-Will you want me to make arrangements for the hotel, Mistress?" He asked, softly. She shook Her head gently.
"No dear, I have made all arrangements already. What I want you to do is to pick out something to wear at the hotel that will please me. I will bring some things to entertain us with, and I wish you to make use of them while I am gone; then when I return, we shall enjoy ourselves. Do you understand, my sweet?" She replied offhandedly.
"I... I do, Mistress. Did you want to show you before we left?" he asked, looking over at his wardrobe full of the beautiful clothes She had bought him - miniskirts, dresses, maid uniforms, a schoolgirl uniform, corsets, panties, bras... He had quite a collection by now. His own clothes lay locked away in a small set of drawers within them, only to be unlocked when She allowed it.
"No, pet." The Mistress replied. "I wish to be surprised. Be creative." She stroked Her fingers daintily across his ear, smiling slightly as he shuddered in pleasure and as he took a sharp, shuddering intake of breath. His nod and a soft whimper of pleasure were all She needed to know he had understood.
"Now, I must dress, so be good and help me like a good maid, and then we shall pack for the trip."

He bit his lower lip, blushing deeper. He didn't want to impose upon his Mistress but She had not mentioned if he would be allowed to dress himself in his own clothes rather than the dresses She had picked out for him until they got to the hotel. Normally She'd let him whenever he went out, as She knew of his shyness, but She hadn't mentioned it yet and he was starting to get anxious. If She noticed, She didn't make any mention of it and let him continue fretting silently as he helped Her into Her severe looking suit and skirt. Finally, as he held Her shoes in his hands, She brushed Her stocking clad feet across his lips and down over his chest, smiling as he shivered in delight and gave a shy little moan. Fully dressed, She nodded and let him stand. "Good boy. Now, go get dressed dear." She commanded softly.
"M-Mistress?" He asked questioningly, then he blinked as She handed him a small key with a smile, his Mistress leaning down and giving him a tender kiss upon his lips.
"I wouldn't normally let you dress as a boy, dear - you look so much better as a pretty girl - but I know how shy you get, and we will be out in public for a while, so for now, until we get to the hotel, you may dress how you wish. I think you deserve a reward for how good you've been. You haven't played with yourself for a week now, except when I commanded it." She smiled lovingly to him as he brightened up and a cute blush coloured his cheeks. Nodding, the Pet quickly moved to the wardrobe and unlocked the drawers, fetching out a pair of jeans, a t-shirt and a pair of shoes, along with a hair-bobble to tie his long hair back.

He didn't see his Mistress packing away some things into a suitcase as he was so distracted, but he did see Her smile approvingly as She noted he'd kept the beautiful satin panties he had been wearing on underneath his jeans. Finally, She cleaned the makeup from his face, gave him a sweet kiss and patted his rear playfully, then walked with him to their car. "Come along; we have to be prompt. Make sure to lock up, dear."



She had given him a request not to dress up or open one of the small suitcases She had brought with them until She was out of the hotel and had gone to Her meeting, so he had diligently waited for at least half an hour. By now his curiosity was piqued and his hands moved nervously to the zippers. As he opened the suitcase he gave a gasp of surprise. Inside were a butt-plug, a tight metallic cock ring, a spreader-bar, a length of rope, fur-lined leather cuffs, his collar, a blindfold, a nice wide ring-gag with a perfectly fitting cock-gag for it, and a pair of earplugs. There was also a handwritten note from his Mistress lain beneath the toys as he brought them out.

"Dearest Pet," it began, "I have chosen these toys for you to use, however you see fit. Dress in the outfit you picked out for me, and make sure you have eaten, cleaned and prepared yourself properly. Once you have, I wish for you to dress yourself, and then use these toys how you see fit. Be warned, I want you to use all of the toys. Do not neglect a single one, my pet or I shall be very cross. My meeting ends after four hours so do be a dear and make sure to be prepared before I come back. I might be early; I might be late, so you might be in them for quite some time. Be sure not to hurt yourself as well. I would be very upset if my dear pet was to come to harm. With love, your Mistress"

He bit his lower lip, looking over the items lain out on the bed, and then glanced to the bag he had brought with him. Blushing darkly, he moved to the bathroom to begin preparing himself. He'd been in bondage for about an hour or two before and it had been very uncomfortable, but he had to admit he had quite enjoyed it... Of course at the time his Mistress had been punishing him for pleasuring himself without Her permission, and he had been used to pleasure Her guests She had invited that evening. A little shiver of pleasure passed through him at the memory and he whimpered quietly in arousal. He loved his Mistress, and did not wish to displease Her, so he would do as She asked, no matter how uncomfortable it would be for him in the short term.

Once he had bathed, and done his makeup, he stripped out of his clothes, and laid them tidily aside in his bag, drawing out an outfit he rarely wore if he could help it. It wasn't that he disliked it; it was just that it was very immodest and terribly revealing. He also had trouble walking about in it gracefully. Blushing dark, he took hold of the cockring, and quickly slipped it onto his shaft before it got hard, giving a little whimper as he closed it nice and tight, and felt it squeeze around the base of his now semi-firm cock. He then closed the second loop around his balls, making sure they were held securely, shuddering at the tight embrace they gave. Not painful, but enough to make sure he felt held and would be kept 'interested' for longer.

He had not brought underwear for this outfit, as his Mistress felt when he wore it he should be more 'accessible' so he smoothed some fine powder over his legs, hips, rear and crotch, before slipping on the tight, black latex miniskirt, giving a little shudder as it felt it cling to his feminine frame.  Following this, he slid his legs into a pair of matching thigh length boots, fastening them closed and squirming a little at the feel of the tight material clinging to his body. The heels were rather severe and he had trouble keeping his balance, but given that he would most likely not be standing, it was tolerable in this instance. Next he slipped on the almost full length gloves, and the collar his Mistress had brought with them; nice and wide with a dangling heart shaped tag and a good sized D-ring at the front and at the back. Finally, he pulled the clinging black corset-top on him, lacing it up and wincing slightly as it cinched in his waist securely, leaving his navel bare. If he had breasts, the plunging neckline would have had something to accentuate, but as it was it still fit wonderfully to his body. He couldn't help but feel rather aroused, despite how much like a prostitute he felt he looked, especially with the makeup he was wearing, eyelashes lengthened and curled, a little mascara and eyeliner, deep red lipstick and his long, well-manicured nails painted a matching red to offset the shiny black of his latex and PVC outfit.

Swallowing a nervous lump in his throat, he looked over at the toys and thought how best to use them. First he placed the earplugs in, looking a little uncomfortable. This was a new sensation. He wasn't sure if he liked the muffling effect it had on sounds around him. He'd barely be able to hear if the door opened or closed, and with the blindfold on, the first thing he'd know about if someone entered would be if they touched him, or if he heard them shout. If someone unexpected came in and found him trussed up on the bed, exposed, filled with that plug and aroused, as he knew he would be, he didn't think he could deal with the shame of it. For a moment he hesitated and considered not doing as his Mistress asked, but the thought of Her disapproving, disappointed face made him think again...

Kneeling on the bed, after a little difficulty getting there, he attached the spreader bar to his ankles, and fastened himself into it, trembling slightly in arousal and timidity, moaning as he felt his shaft hardening against the cockring. His latex clad hands almost reached to his aching cock but he stopped himself in time, glancing at the clock on the bedside table. He had at best an hour or two before She would come back, and he daren't be tardy and not have followed Her orders before She came back. Next he placed the ring-gag between his teeth, giving a slightly muffled moan through it as he tied it securely in place, realising that it was wide enough to fit most of Mistress's toys through, or a cock if She brought a friend with Her. She loved seeing him 'serve' Her guests when She was entertaining. He swallowed, blushing as he heard the noise of it from his forced open mouth. He was glad his Mistress made sure his lipstick was always moisturising, but at least with the removable cock-gag that would plug into the ring-gag, he'd not have a dry mouth. With a soft little whimpering noise of bliss, he slid the thick black toy through the gag and fastened it in place, his little moans of pleasure muffled wonderfully by it as he played his tongue against the toy, feeling its weight and girth within his mouth, fantasising slightly and sucking upon it for a moment.

He couldn't deny that by now he was incredibly turned on, and the thought of being bound up and utterly helpless was becoming more and more enticing. He blushed at how slutty he felt he was being, actually fantasising about someone from the hotel coming in, seeing him like this, and deciding they'd have a little 'fun' with him while he was all tied up, and that he would be able to do nothing about it... Before distracting himself further, he placed the cuffs on each of his wrists, fastened them closed, and attached the short little locking bar to one of them. Taking the padded leather blindfold, he slipped it over his eyes securely, buckling it tight enough so it blocked out the light but wasn't uncomfortable, then reached for the butt-plug and the lubricant. Bending over, he spread the lubricant across the toy, making sure there was enough there to make sure it all slipped inside easily but wouldn't make a mess, and then spread a little on his tight pucker, giving a shudder. Panting now though his nose, he placed the toy at his rear and whined softly in arousal and need, feeling the cool toy pressing against his entrance. Slowly, he started to press it inside his rear, letting out a muted groan and arching, trembling in bliss, his hard eager cock dribbling pre-cum onto the bed sheets already as it spread out his tight ring. With a squeal of surprise, he felt the toy suddenly pop inside him as it seated fully into place, keeping his tight rear spread and filled, securely locked in place until his Mistress - or a guest if She brought one back - were to remove it.

Now came the difficult part. With a little difficulty, he tied the length of rope to the D-ring at the back of his collar, tying the other end securely to the locking bar of his cuffs. It took some effort, but finally, as he held his arms behind his back and fiddled with the locking bar, he felt it click into place and lock into the other cuff. Giving a little squirm, he tested his bonds, giving a pretty little muffled moan around the cock-gag as he felt none of them give or loosen. Finally, he was bound and helpless. He'd be able to get out himself with a little effort, as his Mistress always made sure they played safely, but the sensation of being helpless was always a huge turn on for him. Even though the earplugs made him uneasy, he was now almost entirely dependent upon his sense of smell and touch. It was only after he had fully bound himself up that he realised he had positioned himself with his rear on display under that tight miniskirt, with the toy clearly visible inside, and his smooth shaven balls and cock on full show. He squirmed and squeaked, moaning through the gag as he tried to move himself to shift to a more 'modest' position, but it was no good, and the squirming only made the toy in his rear shift about, making his hips buck in pleasure. He could barely sit still as it was, but he was going absolutely nowhere, and he sobbed a little in desire and shame.

For what seemed like forever he squirmed and moaned and writhed in his wonderful tight bonds, unable to quite stay still with the toy in his rear, and his cock bound and held in that cool metal cockring. He could only hear his own breathing and his soft muted moans and cries of pleasure, giving little squeaks as his movements occasionally caused his collar to be tugged at. His two remaining senses seemed heightened by his predicament. He could smell his own arousal and the wonderful clean cotton of the bed sheets, the tight latex and PVC of his outfit clinging tight to his body, and the wonderful soft fur lining of his collar and cuffs moving against his body. Every now and then, even with the heater on in the room to keep him warm, a shiver ran through his body as a slight breeze from the small vent in the window brushed teasingly across the bare skin still revealed on his body.

He never heard the door open, nor it closing, or the footsteps moving behind him. The first he knew of an intruder in the room was the fingers brushing across his pert bottom and the tugging at the plug filling his rear. He gave a frightened squeal through the gag, writhing and sobbing mutedly as he almost panicked, but a firm hand pressed down on his back to hold him down upon the bed and he couldn't help but moan as the toy was pulled from his rear, making him tremble. Despite the fear, his cock rapidly began to harden and he squirmed in need and desire. He prayed that it was his Mistress that had returned, but the way the person had touched him prevented him from feeling if they had long nails like his Mistress or not. Then he felt the plug be removed from his mouth, and gave a sweet sob of shame and pleasure, feeling saliva dribble down his chin, writhing helplessly. A gloved hand cupped his cheek and lifted him slightly, gently but insistently, and he heard muffled words, the owner's gender indeterminate.

He tried to say something but the ring-gag made nothing but inarticulate noises come forth, which turned to a squeal and a moan as he felt another gloved hand stroke over his hard, dripping cock. He trembled and whined, gently rocking his hips into the stroking hand, feeling something like soft leather caressing his cock softly and tenderly. Across his tongue he tasted leather as well, as the stranger had placed two fingers into his open mouth, stroking them against his tongue. He couldn't help himself from slowly, sensually licking at the digits with a needy little whimper. He'd suck on them if he could close his mouth around them, the stranger stroking his cock steadily and almost tenderly. Just as suddenly as it had begun however, it stopped, and he felt the cock-gag filling his mouth again, the hand on his shaft being drawn away. Whimpering in desire, he squirmed his rear, only to feel a short sharp smack across it, making him cry out in surprise. The pain - and pleasure - of that firm spank was only amplified by the lack of his other senses, and he barely heard the sharp noise of that gloved hand clapping across his behind. Another spank came, and another, and another, making him cry out and moan through the thick gag, bucking his hips a little.

Finally after several moments, by which time his rear was stinging nice and warmly, he felt the stranger move off the bed. For a long moment he couldn't detect anything happening, but he picked up a faint scent of some perfume. Perhaps it was his Mistress, but he couldn't tell how close She was. Then all of a sudden he felt something warm and slick slide into his rear nice and deep - deeper than the plug, and definitely firm. He gave a squeal through the gag, arching, feeling his rear filled with what must have been a nice, thick, hard cock, feeling someone's hips press up against his rear through that miniskirt. Again, contact with his body was kept minimal to keep him guessing. Whoever it was must have spoken to his Mistress - but thoughts of such things were rapidly leaving his head as he became lost in the pure pleasure. The stranger began to thrust steadily but deeply, slowly at first, but soon speeding up, their hips firmly slapping against his stinging rear.

With each deep thrust, a muffled cry of passion issued forth from him, his rear taken nice and firmly, as if he were a girl. Helpless in his bonds all he could do is moan and sob and writhe in utter bliss, trying to squirm free and struggle loose, but unable to concentrate on it as his need to be dominated and pleasured took over, the aching in his cock only amplifying with the pleasure he was being given. It was then that he felt the gag removed again and gave a squeak of surprise, only to have a hot, throbbing cock placed into the gag. He tasted slick pre-cum across his tongue and gave a little sob of fright and shame, tensing up all over. Finally, he felt something familiar brush his cheek; his Mistress's hand. She deliberately grazed Her nails across his ear in the way She always did to placate him, and heard Her whisper something close to his ear, before Her sweet lips kissed his cheek. At once, he was calmed, knowing Her presence was nearby and this was Her doing. With a little nod, he began diligently lapping and suckling as best he could on the man's cock between his lips, moaning as the stranger behind him began thrusting quicker and firmer, rutting him good and hard.

It was all he could do not to cum immediately on the spot, little whimpers and cries of pleasure brought forth now as he began to relax, rhythmically squeezing his rear around the stranger's cock as they fucked his pretty rear just as She had taught him to do. It wasn't long, before he felt the stranger's thrusts becoming erratic and harder, a sudden warmth rushing into his rear, followed by the wonderful taste of cum flooding into his open mouth, and then the scent of it as the man in front of him drew back and came across his face. Moaning out, he tried to catch as much as he could in his still forced open mouth, swallowing it as best he could even as he felt the stranger behind him cum deep and hard in his rear... Finally they settled against him, and bent over. He was startled to feel breasts pressing against his back, and his Mistress's lips grazing his ear as one of the earplugs was taken out.

Immediately he could hear the faint buzzling of a vibrator somewhere behind him, and his Mistress's panting as She murmured soothing, adoring praise into his ear, kissing and nibbling across it, Her once again gloved hands caressing his chest. "Good girl, you made your Mistress very proud." She murmured adoringly, giving a little moan of Her own as She squirmed, then something was clicked and the buzzing stopped. The blindfold was next removed and he winced at the sudden flood of light, blinking his tear filled eyes. Gazing up, he saw a familiar form - one of the handsome males his Mistress had invited over to help punish him once before. He was wearing a smart business suit which had been a little dishevelled from partially undressing, but was grinning down at him with a mixture of amusement and admiration.
"She's very obedient isn't She?" He heard him say, and his Mistress giggled softly in his ear, unfastening the ring-gag and letting him stretch his jaw, caressing his cheek adoringly.
"Yes She is. That's why She's my Pet. Well, I think you've had your reward for that cup of coffee and the help at the meeting. I have to spend some time with my girl here now, alone, if you don't mind."
The man chuckled and nodded, stroking his hand through the Pet's long hair affectionately. "Not at all. You enjoy yourself with Her, alright?" he said directly to the Pet now, before redressing himself and stepping out of the hotel room, whistling tunefully to himself.

The Pet blushed darkly and looked to his Mistress over his shoulder, trembling in pleasure. "H-how..." He began. She placed a finger to his lips then smiled, showing him a large syringe filled with a creamy, gooey liquid which definitely resembled cum. As he followed it down, he realised it fed into a tube which led somewhere back towards his Mistress. She chuckled softly, and pulled herself free of him, stroking his side as he moaned out in pleasure, quivering in delight. He lay there for a few moments as She started untying him, removing the other earplug and the restraints, but leaving his outfit, the cock-ring and the collar on him. Finally now as She let him roll onto his back he saw that the strap-on She was wearing had a hole in the tip, which was where the syringe fed to. She had feigned a climax as She took him and pushed down on the plunger to fill him with the lubricating faux-semen, making him feel as if two men had taken him. She smiled at him kindly, as She sat beside him, still dressed in Her business suit, looking still very prim and proper despite the slight rumpling of the clothes.
"Did I panic you, my dear?" She asked, gently, and with regret and concern in Her eyes. He nodded slightly after a moment, and She sighed, cupping his face, wiping the seed from it with a nearby towel, then placing a loving, deep kiss upon his lips. "Then I am very sorry, my love... But you do know that I would never let you come to harm?" She finished, looking at him seriously. He nodded again, this time without hesitating, blushing hotly.
"I-I'm sorry, Mistress." She cut him off again with a bright smile, laughing softly.
"It's quite alright... Now, as for your reward..." She said, before gently pressing him to lie down on the bed, hips at the edge. He complied, looking surprised, as She knelt between his legs, kissing at his still hard cock, making him gasp in surprise.

With a little click She unfastened the cockring completely, setting it aside, and gave a soft moan of pleasure, taking the head of his firm, pre-cum slickened cock between Her painted lips. Closing Her eyes, She began to suck and lap around the head of his cock slowly and deliberately, slightly taking him in with little bobs of Her head. The feeling was incredible and he whimpered and moaned in ecstasy, arching upon the bed. It was then he felt two of Her fingers, the gloves having been removed, sliding into his slickened rear carefully, pressing in slowly and deeply, and curling towards his front, pressing against his most sensitive areas, and making him cry out in passion. He almost came immediately upon that pressure, but he managed to keep himself from orgasming too quickly, as She let out a groan of pleasure, and pushed Her head down onto his cock, taking it in fully, and lapping steadily around the base as She began to suck nice and firmly upon him, tongue flickering across the head.

"M-Mistress! Oh t-thank you, Mistress!" He cried out, moaning in need and gasping in pleasure as She began pumping Her fingers in time with the bobbing of Her head. He did his best not to cum at all, as he had been taught that he should only cum when he had permission, but it was no use. Despite his protests and his whimpering, She didn't lift Her head from his cock and kept teasing his rear until with a cry of ecstasy Her Pet came very, very hard into Her mouth, his Mistress moaning in bliss as She tasted his seed, capturing it all in Her mouth. She even gave a little muffled giggle as She heard him apologise and cry out in desperate pleasure for a perceived breach of Her rules...

However, as soon as She had drawn his seed from him, She slid off him steadily, moving up on the bed with a playful smile, and pressing a deep, passionate kiss upon his lips, passing some of his own seed to him in his mouth. He moaned in surprise, blushing hard and closing his eyes, sharing in the deep kiss and tasting his own cum as She toyed with it in his mouth. Finally, She swallowed some of it herself, and left the rest for him, drawing back and nodding gently to give him permission. Obediently, and with a pretty little groan of pleasure, he swallowed his own seed, blushing hotly, panting as he lay beneath Her. She shushed him before he apologised again and smiled, kissing his lips tenderly. "Like I said, it was your reward, darling... Did you think you were going to be punished?" She asked, before laughing gently at his blushing nod. She held him in Her arms and rolled to Her side, cradling him close against Her body. "Well, when you're recovered enough and have drunk something, my dear, we're going to play a little more. Business meetings always leave me wanting to play, and you do bring me so much pleasure, my Pet. And I have another in a few weeks too..." She cooed with a little grin. He blushed hard at his Mistress's intimation, but smiled in return. He could definitely get used to Business Meetings like this...