Weekend Work Pt. 06 – Anal – Free Sex Story

mobile flash banner


[ad_1]

Jay was clean, washed and dressed, with the G-string, shoes, a lipstick and eyeliner in his backpack, as instructed, well before the agreed time. He had told his mum he was staying over at a friends, though he had no idea when he would be back, or what was actually happening that evening. He got to the corner early, and had to hang around, waiting in the rain, for some time, on the cold dark late winter’s evening. Mr Evans was late, but at last Jay saw his boss’ car approaching and he moved to the curb eagerly.

“Hi, sorry I’m late,” Mr Evans said as Jay got into the car. He was smartly dressed, smarter than Jay had seen him before, wearing a dark suit and colourful tie with a crisp white shirt. He was also still clearly up beat and on a high, Jay watched him, as he chatted about nothing the whole journey, wondering just what this event was. Ten minutes later they pulled up outside a large old block of flats, Jay knew exactly where they were, it was Mr Parkes’ place, it had been a few weeks since he had been there. Jay didn’t exactly dislike Mr Parkes, quite the opposite, the one time they had been together before had been the sexiest and most erotic experience of his life. But there was something about the way Mr Parkes looked at him that made Jay uncomfortable. It was as if he could see right through him and knew all of Jay’s dirty little secrets and most taboo desires. He made Jay feel dirty, and even worse, Jay liked it, which made him feel guilty.

Jay hid behind his boss a little, feeling shy and nervous, as they waited on the landing outside Mr Parkes flat. The large heavy door opened and the tall, heavily tanned Mr Parkes greeted them, also smartly dressed in a shirt and tie. “Hi Dave, good to see you again,” He said as he shook Mr Evans’ hand. “Jay,” he said, taking Jay’s hand and holding it up as if he was about to kiss it, “I just want to say, I’m sorry, the last thing I want to do is damage you, can you forgive me?”

“Of course.” Jay mumbled in answer, he knew exactly what Mr Parkes was talking about, and felt a little guilty for making more of it than it really was. It wasn’t until much later that Jay picked up on the use of the word damage.

“Good, let’s not mention it again then!” the tall old man declared, stooping down, keeping hold of Jay’s hand and using it to pull the youngster close then kiss him on the cheek. He turned abruptly and lead Jay by the hand quickly down the corridor, the large front door closing behind them with a solid clunk. They stopped by a room near the far end of the corridor and Mr Parkes opened the door. “You are in here, the things on the bed are for you, I hope you like them.” He grinned down at Jay as he guided him into the room, firmly yet gently, with a hand on his backpack. “I’m sure you will,” he added, “come into the lounge when you are ready,” he said pulling the door shut behind Jay.

Jay found himself alone in a large dark bedroom, a huge dark wood wardrobe filled most of the wall by the door, the curtains were closed on the large window in the wall opposite, with a dressing table and mirror against the wall by Jay. Against the last wall was a large, gold coloured, metal framed bed with deep red covers. The room was lit by a single lamp on the dressing table and on the bed sat a large gift bag. Jay stood and listened to the fading voices of the two men as they walked on down the corridor, then all was silent apart from Jay’s throbbing heart and the low slow “tunk tunk” noise the large clock in the corridor was making. Jay dropped his bag on the floor and walked over to the bed, reaching one trembling hand out to the gift bag, almost as if he were scared of it.

The top was sealed by a single piece of tape and red tissue paper poked from it like little tongues of flame. Jay broke the tape and slipped a hand inside. He felt a large item wrapped in plastic and pulled it from the bag, ripping off the plastic cover her spread the contents out on the bed. It was satin, it was black with delicate white lace trim, it was a clearly quite expensive, French maids outfit. Jay couldn’t contain his excitement and quickly tipped the gift bag up, emptying the rest of the contents on to the bed.

“Oh my god… Ohhh my gooood,” Jay gasped in shock and excitement, almost dancing on the spot, trembling hands picking up one thing, then another. For a long time Jay didn’t know where to start, but slowly regained control and began to strip. Standing naked in Mr Parkes’ bedroom, Jay looked down at the items covering the bed, and started with the suspender belt. It was white, satin and very wide, Jay wrapped it around her tummy and fastened it with the five hooks before spinning them round into position at the back. It was similar to one Jay had, but much nicer and deeper, holding her waist tight from her ribs onto her hips, the stiff plastic strips inside helping to define the shape of Jay’s figure.

Then she ripped open the stockings, they were black, fishnet and had a thick seam running up the back. Jay slid them up her pale smooth legs and attached them to the suspender belt with the six elastic straps that hung from it, adjusting each one to fit. Jay picked up the briefs that matched the suspenders, they were very nice, white stretchy and delicate looking. But there was a lot of them, Jay preferred something skimpier and remembered Mr Evans telling her to bring the G-string she’d worn the week before. So she went to the bag on the floor, took them out and slid them on over the stockings. She tucked her clit carefully into the tiny garment, making a tight little satin ball between her thighs at the front. While the small shiny white triangle at the back nestled perfectly at the top of her bottom, the thin white straps clinging to her hips and parting her soft round cheeks.

There was a white bra in the bag as well, it matched the other underwear, but again it was a bit big. Jay had noticed the model on the dress packaging had the top of the dress off her shoulders. This just wouldn’t work with that bra, so Jay put it back in the bag with the big panties and picked up the dress. She found and released the hook hidden in the white lace trim around the neck of the dress and pulled the zip down, then stepped into the back of the dress. She put her arms through the short sleeves and, reaching behind, pulled up the long thin zip that went from her bottom up to her shoulder blades, but Jay just couldn’t reach the hook, so left it. She sat at the dressing table and put a little eyeliner on, then pouting into the mirror she applied a healthy layer of bright red lipstick. She dabbed the lipstick onto each cheek a couple of times and spread it around to give a rosy cheeked look. Jay pulled her hair from the ponytail it had been in since she showered that evening, fluffing it with her fingers into a messy, wavy, bob, before securing the little black and white lace maids hair band with the clips attached. She stood and wrapped the white cotton and lace apron around her waist, tying a large bow at the front before spinning it round into position at the rear.

“Almost ready,” Jay whispered to herself, giggling a little with excitement, as she pulled her black four inch heels from the bag and slipped them on. She stood in front of the mirror, pulled the broad lace trimmed neckline of her maids dress down off her slender shoulders a little more and smoothed out the frilly folds of the dress that just covered her stocking tops. She felt amazing, so alive, so Horny and so looking forward to showing off for the two guys in the other room.

She turned and looked down at the bed, there was just one last thing, the room was a mess. So she stuffed her things into the backpack, and all the gift wrappings and stuff into the bag, leaving them both in the corner out of sight. The tube of lube that had fallen out of the bag she stood on the bedside cabinet, giggling to herself as she did so, feeling very naughty. After a few minutes of tidying Jay realized she was just putting off leaving the room, she walked up to the big solid door and took hold of the round handle.

It took a huge effort of self will, but Jay crept from the bedroom, walked down the corridor and stood outside the closed door of the lounge. She could hear music and the muffled voices of the gentlemen inside chatting. She didn’t know why, but felt it would not be right to just walk in. She raised one small fist, holding it inches from the door panting and scared. Jay summoned up all her will power and tapped her knuckles twice on the door.

“Come,” a voice inside called back, Jay couldn’t move, her trembling hand hovering inches from the door handle. “Come,” the voice called again, a little more insistent this time. Jay took a deep breath, turned the handle and stepped inside. Both men got to their feet, the expressions on their faces as they looked her up and down were all that Jay needed to lift her confidence. She grinned back at them and for some reason that she couldn’t explain, Jay took the lace trimmed hem of her dress in her delicate fingers, held it out to the sides, put one foot behind the other, bowed her head and gave a little curtsy.

“Very nice, very nice,” Mr Parkes said walking over to her and wrapping one arm around Jay’s waist, he guided her to the drinks cabinet against the nearby wall. “what can I get you?” He asked. Jay looked at the array of bottles and had no answer, she shrugged. “Okay I’ll pick,” Mr Parkes continued, not one to let someones indecision get in the way. And he made up a rather strong Vodka and coke, handing it to Jay before leading her to the sofa by the fireplace, where Mr Evans stood open mouthed. Jay stood in front of him and took a long drink, feeling the warmth of the alcohol quickly melt the nervous tension in her body. “Nice?” Mr Parkes asked, and Jay nodded enthusiastically. She turned her back to Mr Evans and said “Can you do me up please?”

The back of Jay’s tight stretchy dress had come undone a little, and Mr Evans’ thick fingers fumbled with the little zip. He leaned close as he fastened the little hook at the top of the dress and placed his lips on Jays slender shoulder right where the collarbone joins it. The old mans beard tickled and sent a thrill tingling down Jay’s back. “You look amazing,” Jay’s boss whispered into her ear, then returned to his seat on the sofa.

“So Jay,” Mr Parkes said in a quiet, but clearly more serious, voice “you are here tonight to serve. You will not speak unless spoken to. You will say Sir after everything you do say and if you misbehave, you will be punished. Is that understood?” Suddenly Jay didn’t feel quite so giddy, her grin faded away and she looked at the two men in turn. Mr Evans caught her eye and gave her a wink and a little nod.

“Y… Yes Sir,” Jay mumbled.

“Did you say something girl?” Mr Parkes barked in a loud voice, making Jay jump.

“Yes Sir,” Jay spoke up.

“Good, now Mr Evan’s here would like a coffee, go to the kitchen and make him one. Jay dutifully did as she was told and went to the kitchen, finishing her drink on the way. It took her a while to figure out the coffee pod machine, but she returned to the living room a few minutes later with a coffee just how Mr Evans liked it. Then she made Mr Parkes a drink, Scotch rocks, and stood by the door with her hands behind her back. The two men chatted, Mr Parkes really playing the part seemed to forget she was there, or maybe he really just didn’t care. But Mr Evans kept looking over at her, making her smile back at him.

Suddenly there was a buzzing noise in the hallway. “That’ll be Sunny, get that would you,” Mr Parkes said waving one hand on Jays direction. For a moment she was confused, but slowly it dawned on her, she had thought there would be two for her to serve tonight, but it seemed she was wrong. Jay heard the buzzing noise again and left the room. In the hall there was an old phone mounted to the wall, Jay lifted the handset and a small screen lit up showing the entrance downstairs and a shadowy figure in the doorway.

“Hello,” Jay said.

“Hi, John?” the stranger questioned.

“ummm yes, this is Mr Parkes,” Jay replied, her panicked mind racing with thoughts of running, or staying, of playing along or hiding.

“It’s Suneel,” the stranger responded. Jay put two and two together and quickly realized that Sunny was Suneel.

“Oh yes, sorry Sir,” she answered and pressed the button that let him into the building. Jay opened the front door of the flat and could hear the rickety old lift bringing the stranger up to her. In the few minutes it took for the lift to reach her Jay regained control and managed to get back into character. She held the door open for the newcomer, an Asian man, with dark skin and neatly cut, almost white hair, in a short ring around his bald head, and around his mouth. He was about the same height as Jay in her heels and also wore a suit and tie under his long coat. He looked Jay up and down as he approached the door, a look of shock, amusement and lust all crowding onto his face at once.

As he walked by her, Jay heard a noise from across the landing, the door of the flat opposite was open just a crack, she was being watched. Jay didn’t think much of it at the time, her mind was racing, worrying about being setup by Mr Evans, again, trying to figure out what she should do next. She closed the door softly.

“Can I take your coat Sir?” she asked the stranger.

“Yes, thank you,” he replied, allowing Jay to slide his coat off and hang it on the hook by the door.

“This way please Sir.” Jay said, and lead the stranger down the hall to the lounge, she made him a drink, another scotch, and stood back as the three men chatted.

“So what’s with her?” Jay heard the newcomer ask with a nod in her direction.

“I’ll explain later,” Mr Parkes replied with a grin and they continued on a previous topic. Music played from speakers in the corners of the room and the three men chatted and ignored Jay for a while. A few minutes later the phone in the hallway buzzed again, Jay looked at Mr Parkes and he nodded his approval, then at Mr Evans, her expression saying “really? Another one?” He looked away and she slipped out of the room to answer the phone.

“Mr Parkes residence.” she said.

“Errr, it’s Colin,” a slightly confused sounding person replied.

“Please come up,” Jay answered, not really sure what the correct thing to say was. She stood holding the door open again, listening to the lift groaning and complaining. As she waited Jay eyed the door opposite, she could see shadows moving in the thin bead of light that leaked from under the door. There was a little circle about half way up the door and Jay guessed that she was being watched again. The lift arrived and a large man stepped out. Not quite as tall as Mr Parkes, but much broader. He wore a suit and tie as well, but his looked kinda scruffy, the thin wet hair on his head was too long for a man his age.

“Good evening Sir.” Jay greeted him with a little curtsy. The stranger grinned at her with unashamed delight, his eyes wide and honestly happy to see her.

“Well hello,” he said in a very proper English accent, “and it looks like being a very good evening, yes, thank you,” he said walking by Jay on his way into the flat. Jay quickly glanced over at the other door, it was open just a bit once again. So she gave the voyeur a curtsy as well, and closed the door. She lead the newcomer to the lounge and made him a drink, along with another for Mr Parkes and for Mr Evans. She watched the two newcomers as she worked, wondering just what the hell she had got herself into. She didn’t recognize either of them, which was good, at least they wouldn’t know her? But was she really expected to have Sex with these strangers? Why else would she have been dressed up like this, and the lube on the bedside cabinet didn’t seem like such a good joke anymore. Jay had just stood back in what had become her spot by the door, when the phone buzzed yet again. She looked over at Mr Parkes, thinking to herself “Oh my god, how many people are coming?”

“I think we are all here then Gentlemen.” he said, nodding for Jay answer the door. Feeling quite a bit more scared and unsure than she was an hour ago, Jay answered the phone as before, but couldn’t actually understand what the man downstairs said to her. So she just buzzed him in and stood by the open door waiting for him. Sure enough, the lift started it’s rattly ascent, and a moment later the shadow appeared under the door opposite.

“All that spying, but nothing to see?” Jay thought as she waited, then she had a naughty idea and, bending one stocking clad knee in front of the other, she lifted the hem of her maids dress, so the voyeur got a good view of the top of her thigh, and made a show of adjusting her suspenders. The lift clanked to a halt and Jay smoothed her dress back into place as the third newcomer arrived.

“Oh shit…” Jay thought as Henry Bolt stepped from the lift. Henry was a bit of a local character, he was a regular in the shop and he lived just a few streets away from Jay. He wasn’t that tall or that broad, but he had the longest dreadlocks Jay had ever seen, they hung out the back of the colourful knitted hat that was permanently attached to his head, and they, along with the rough patchy whiskers on his face, were turning gray. The youngsters face flushed red as Henry looked her up and down, she was unable to speak, just staring in horror instead. He didn’t seem to notice and gave Jay a big wide smile.

“Hello,” he said in his slow, deep, Jamaican accent (I won’t attempt to replicate it), “and who are you?” he asked, stopping in the doorway. Jay realized she was in way over her head now and regretted not running when she was first tempted to a lifetime ago.

“I’m, I’m” she stammered, lost for words, “I’m the help.” was all she could manage, dropping her eyes to the floor.

“Well okay.” he said and sauntered by her in no hurry at all. The door opposite creaked a little and Jay looked up, it was open wider now, and the head of a little old man could just be seen peeking out. Jay was too flustered to pay much attention though and shut the door.

“Can I take your coat Sir?” she asked falling back on her role play to get through this disaster. She reached up and held the heavy black leather jacket of the large black man as he shrugged it off his shoulders, then hung it on a hook. He wasn’t so smartly dressed, no suit, but he was wearing a shirt and trousers. “Th this way please Sir.” Jay stammered, and lead him to the lounge. Again she made a drink for the newest group member, Rum of course, but while pouring the drink she caught Mr Evans eye and signaled to join her in the hallway.

“That’s Happy Henry!” Jay hissed at her boss in a panicked whisper as he closed the lounge door behind him. Happy Henry was their nickname for him, as he was always so laid back, chilled and, well, happy.

“Shshshshsh,” Jays boss calmed her, putting his arms around her and holding her. “It’s okay, everyone here is a discrete consenting Adult. No one is going to say anything to anyone, what happens here tonight stays here, alright?” The old man looked down at Jay, lifting her face up to his with a finger under her chin. Jay felt the panic start to ease a little, and looking her boss in the eyes nodded almost imperceptibly. “Good,” he continued “besides, you look so good, I doubt he will recognize you anyway. Now, would it help if I were to sneak that bottle of vodka into the kitchen for you?” Jay smiled nervously and nodded eagerly “I’m still pissed at you though,” she hissed. A few minutes later and Jay was in the kitchen downing another strong vodka and coke.

When she got back to the lounge the men were all rearranging furniture at the far side of the room. A semicircular table was pulled out and opened to reveal a circular green cloth top. They all gathered round the table sat on various chairs from around the room and some from another room in the flat.

[ad_2]