A Nap Hand for the Manager

Hi,

Just a warning, anal in this one as well and a DP!

Part 4 - Barbara

Chapter 1 -- Introduction

Barbara looked at herself in the mirror. 51, she thought, not bad! The dress had been amongst the things he had given her as she left work on Friday. She was amazed at how well it suited her. It highlighted her voluptuous figure, particularly her bottom, without making her look 'tartish'. It was cut far lower into her cleavage than anything she had worn for years but her modesty (however much he allowed her to keep after this night) was protected by the matching bolero top.

She was wearing one of the underwear sets that he had included in the clothes he had given her, pale lilac bra (amazingly the right size) and knickers with thigh length self supporting stockings. Finished off with matching 2 inch heeled shoes she looked, and felt, pretty good! Each underwear set had instructions and she wondered, with a shudder of apprehension, what was in store for her as she looked at the basque and the suspender set hanging in the wardrobe. She sighed and gave herself a resigned smile. It didn't matter really for she knew she was his just as her friends were. That didn't stop the flush of hot apprehension however.

Barbara, widowed years ago, had ceased to think of herself as sexy or attractive to men. Perhaps she carried a few pounds extra but most of it was in the right places - tits and bum she thought with a smile. Most of her pleasure came from the games her and her friends played at their monthly meetings.

Over the last week or so that had changed. Since Mike, the office manager and, by dint of the photographs and video, their master, had taken Stacey's rear virginity, she had felt his eyes on her. She knew it was to be her turn next - he had told her the Friday morning after that she must be ready this evening. From what he had said to the others she knew he would demand much from her. In a way that cheered her: he wanted her! It had been a while since she had felt that a man wanted her. And he was pretty good looking, could have any of the others whenever he wanted, but he wanted her!

Often during the last week she had noticed him watching her. Whenever she glanced in his direction he was looking. Looking with interest! She was experienced enough to know when a man was interested. By Thursday she was taking more care, choosing smart clothes - she even bought some new things on Wednesday evening - and taking more trouble over make-up and hair. The others had noticed and gently teased her on Thursday evening when they met. Going over everything again excited her no end although she couldn't help but feel apprehensive. She would be alone in her house with this man. Her three friends had reassured her however, all saying that he wasn't nasty really: manipulative, stern sometimes, and definitely demanding, but not unkind. They had all enjoyed giving themselves to him - and his taking! She had left feeling more confident about herself than she had for a long time.

Friday had only increased that feeling. He had called her in the office in the afternoon. She trembled as she knocked on the door. "Come," she heard and opened the door. He had stood to receive her. "Aahh Barbara. Do sit down," he said with a fulsome smile as he indicated the couch. Her mind was in turmoil knowing what had happened to Sally and Stacey on it! She looked shyly into his eyes. He smiled softly, "Don't worry Barbara," he said, "nothing will happen today. I just wanted to give you some clothes for the weekend."

Weekend? "Weekend?" she asked quizzically.

"I thought that we could spend Sunday together as well," he said with a smile.

"I . . ." she stuttered in surprise. Again conflicting feelings. He actually wanted to spend more time with her! But what would he do to her? She flushed with both pleasure and embarrassment at these thoughts. Mind you, she thought to herself, it doesn't really matter because I have to agree.

Mike continued to look at her awaiting her reply. Of course she knew she had no choice but he was enjoying making this lovely mature woman realise that she was extremely attractive. Her body had curves in all the right places and he was particularly fond of her, very shapely, bottom. She was quite pretty facially with nice, bedroomy, eyes and a mouth with lips he was looking forward to feeling around his cock. She needed to know all that however and to help that he had bought some things for her.

She took a deep breath, met his eyes, and smiled. "Sunday night as well?" she asked cheekily.

"If you can manage it," he said smiling back. She shuddered. What did he have in store for her? "Now, some plans. Firstly - tomorrow evening we'll go out for dinner. Wear these," he gave her the first package. "These are for later," he continued with a smile, giving her two more packages which she later found contained the other underwear. He smiled again, "This last package is for you to use," he said, "just in case you don't have the necessary items!" He opened the box and showed her the contents. She took a deep breath. Now she knew something of what she could expect. In the box were the necessary items for her to prepare herself for anal sex. The enema kit and lubricant - flavoured she noticed - together with several anal plugs and dildoes. She wasn't really surprised. They all knew that his particular preference was their bottoms. Although he had only taken Stacey there [she smiled inwardly as she remembered an excited Stacey telling them all how good it was] he had told both Belinda and Sally that he would in the future. He had also hinted that he looked forward to taking Barbara by that route. All those toys though!? Another deep breath as she met his eyes again. He was smiling.

She smiled submissively back, took the packages and stood. She felt so . . . How did she feel? Ready? Scared? Excited? All of those feelings and many more! He stood with her and, placing his hands on her shoulders, kissed her cheek. "I shall look forward to tomorrow evening Barbara." She blushed! Now she was looking up into his eyes through her eyelashes! Stop practising the coquette she told herself firmly - at your age! She couldn't help it though as he stood so close. He is tall, she thought, and handsome. Finally she smiled again and hurriedly left.

Chapter 2 - Scene 1 - The Car

So here she was. It was 7:15 and she was ready as he had asked. She had worn the small butt plug for most of the day as instructed and had made herself ready for any type of sex. Her heart was beating and the blood rushing around her body. She felt flushed with anticipation and not a little apprehension as butterflies danced in her tummy. For all that she did feel a tingling in between her legs at the thought of the night ahead.

The doorbell startled her and she sped downstairs. Opening it she saw Mike standing there with a smile on his face. It took her a moment to realise that there was another man standing next to him. "Good evening Barbara," he said with a big smile, "may we come in?" Confused, she stepped aside and motioned them into the hallway. "This is my son Craig." Mike said, "He'll be joining us for the weekend."

Barbara was too stunned to say anything, just stood there glancing from one to the other. They simply stood and waited for her reaction. "I . . . didn't . . . I can't . . . I haven't!"

"More for you to enjoy Barbara," Mike said. "I've shown Craig the pictures and he was very impressed." He's reminding me that I have no choice, she thought. Barbara blushed right down to her cleavage as she met the young man's appraising eyes. "He's just come back from 12 months on the Antarctic research station," he laughed, "Very lonely! I told him about you ladies so here he is!"

Barbara looked at him more closely. Just a little taller than his father, Craig was slimmer and, if anything, even better looking than his dad. Lovely deep blue eyes looked out on her as his mouth smiled. "Dad's told me so much about you all," he said as he brought her hand to his mouth and kissed the back, "especially the lovely Barbara!"

Oh my god, she thought gazing up at him coquettishly, he is lovely! Then - but he's young enough [she figured early 20's] to be your son. That thought sent a quiver of excitement running through her body. This handsome young man ACTUALLY wanted her! But two men? Never in her wildest dreams had she imagined that would happen to her! Of course she'd seen threesomes with two men - and all that could happen - whilst surfing the net for their photos but two men with her? I'm 51, she thought, surely they don't . . . But she became aware then: aware of their eyes on her body. She saw desire there, desire for her body and she knew that it would be a very exciting weekend!

Mike watched as Barbara accepted the situation then smiled, "Time for dinner," he said, "you look ravishing," he continued, "doesn't she Craig?"

"Absolutely," replied Craig as he took her bolero to from the coat rack and slipped it over her shoulders. She sat next to Mike in the front seat of the car trying to hide her nerves. Unlike the others, she was unattached so being seen in public with an escort wasn't a problem but it had been an age since she had done anything like this with a man, let alone two!

The meal was a dream. They were perfect gentlemen treating her wonderfully the whole time. She noticed that they didn't drink very much and, towards the end of the meal, both took an orange pill. "What's that for?" she asked surprised that they should both take the same one.

Mike smiled as he whispered, "Vigour! It's Cialis Barbara love."

"Cialis?" she repeated, puzzled.

"It's like Viagra," he whispered, "only it lasts much longer!"

"Viagra?" she gasped, "Viagra!" She knew exactly what Viagra did - she'd read enough about. Now she thought about it she remembered Cialis. She looked from one to the other and contemplated the coming night. They were both looking at her, watching realisation dawn on her. They saw a degree of panic on her features as she considered what two men could do after taking these drugs.

Mike smiled. "Don't worry Barbara," he whispered, "you'll enjoy every minute." He looked at Craig, "Won't she Craig?"

"Most certainly dad," he said taking Barbara's hand in his. "We will enjoy it as well Barbara. It's an honour for me, a man young enough to be your son, to make love to such a lovely mature woman!"

Her heart fluttered at his smile which seemed to ignite a fire between her legs. She smiled shyly back as she realised that nothing mattered anyway. They would use her as they would. While Mike had the pictures and video she had no choice: but two men? She shivered, controlled her feelings and then continued with the meal.

At the car as they left Mike suggested that she sit in the back with Craig. She didn't demur and sat in the back seat and watched Craig get in. She realised as she sat that she felt just a bit woozy. She remembered she had drunk most of the wine. When she'd asked Mike had laughed saying that he didn't want to 'blunt his sword'. She'd blushed and laughed with him.

In the back she felt Craig's arm snake round her back and his hand rest upon her shoulder. She liked the feeling and moved closer, head resting on his shoulder. He was nice and warm and she felt comfy as she cuddled up to him. His hand, resting on her bare shoulder, was gently stroking. She didn't mind as she turned her head to look up into his eyes. She wanted something, she didn't know what, but when he bent his head to kiss her lips, she realised!

The kiss was warm and tender and sent shivers down her spine. It was repeated as she turned her body towards him, getting comfortable. His hand stroked her shoulder then wandered down onto her breast. She gasped as she felt his fingertips slide under the edge of her bra but then just enjoyed the feeling. She took a deep breath when she felt his other hand on her knee. Her dress had ridden up as she sat in the car and quite a bit of stocking was showing. What was happening to her? Here she was, a woman in her fifties, being seduced in the back of a car by a man young enough to be her son. In truth, she didn't care! His hand felt warm on her knee, stroking her skin through the nylon. She kissed him again, this time he probed with his tongue -- no slouch here she thought with an inner smile as she returned the favour and tasted his mouth.

Craig was in heaven. Never had he expected to have the pleasure of such a wonderful mature woman. Of course she was old enough to be his mother but she was bloody gorgeous. His first kiss had been rather tentative for, although his father had said she would do anything they told her to, he wasn't really sure. He was pleased when she returned the kiss with interest. He felt her shiver as his hand explored her naked shoulder and down into her cleavage: and again when he put his hand on her knee. His cock was as hard as it had ever been then, caused, not only the situation -- in the back of a car with his dad driving -- but this lovely woman who was so willing. He had to squirm a bit on the seat to ease the pressure of his erection but that enabled him to caress her knee more easily.

Barbara's breathing was deeper now, especially when he moved and her hand, inadvertently she was sure, landed at his groin. She couldn't help but feel the enormous bulge there. Oh god, she thought, he's hard! Bloody hard -- and big!

She was still then as his hand began to move up her leg, stroking gently back and forth. "Ohhhhhh!" she moaned as her hand, seemingly of its own accord, stroked the bulge in his pants. For me, she thought, as she opened her legs for his hand. She was wet, very wet, and the heat between her legs was becoming overwhelming. Craig's hand continued its upward path finally meeting the soft skin of her inner thigh.

"Oh god," she cried as she felt him there, felt the heat of his hand. He continued to stroke her tender skin, drawing circles with the tips of his fingers. "Please," she moaned into his kiss and slid her bottom forward on the seat. His hand touched the wet patch on her silk knickers then covered her pussy.

"Oh yes! Yes! Yes!" she cried as he began to stroke her cunt. She shuddered as pleasure surged through her body as his fingers played over her sex, pushing on lips and clit. "Oh my god!" With one hand stroking her cunt and the other squeezing her tit passion built and finally the dam burst. She was working her cunt on his hand, pushing against him when her orgasm hit taking her to heights she never thought to ascend again.

It took a few whirling moments for her to recover herself when she realised that, in her passion, her hand had grasped his cock through his pants. She looked up into his eyes. She felt wanton, sluttish, and capable of anything. This wonderful young man had brought her to orgasm, a wonderful orgasm. She must do the same for him - that's what sluts do!

She shifted her position, almost lying on the back seat, so that her head was close to his groin. Her hands fumbled at his fly and finally managed to release his cock. She gasped in shock at its size and shape. She had to hold it! Both hands measured the cock as they gently stroked. She saw at least 2 inches above her hands. It must be 9 inches, she thought as she licked her lips and looked from this gorgeous muscle to his eyes. She could see desire in his eyes and a silent plea.

It had been a while since she'd last sucked a real cock - and certainly one as big as this but she was going to suck this one! He was so young, she thought, young enough to be her son. A deep breath then as fantasies flew through her mind. One hand left his cock and delved into his pants and caressed his balls dragging a low moan from Craig's lips. This turned into a gasp as, first her tongue licked the oily precum from the tip of his cock, then her mouth closed over his cockhead and sucked.

"Oh fuck yes! Suck my cock!" She felt a hand on each side of her head as he thrust upwards into her mouth. She sucked him deep inside her mouth enjoying the flavour of him. This is it, she thought! Sucking cock in the back of a car! A mouth full of a young man's cock. Knickers wet, pussy throbbing yet again. Wanton!

Craig was having trouble controlling his cock! Orgasm was close before he could really enjoy the warm wetness of her mature mouth. She sucked again and ran her tongue over the head. It was too much. "Oh shit! Fuck," he shouted as his balls contracted and spunk flowed into her mouth.

She felt his cock swell between her lips as the first spurt of his man juice hit the back of her mouth. She managed to swallow quickly, hardly tasting his flavour, as several more pulses filed her mouth with the thick, creamy liquid. She raised her head to look at him, swirling his spunk around her mouth with her tongue. SLUT! She thought with a flash of pleasure, slut! Sucking this young man's cock in the back of a car! It tasted quite nice though: thick, creamy, salty and slightly bitter. She smiled at him as she swallowed his spunk then leant forward and kissed his mouth.

"Oh Barbara," he whispered softly as he felt her hands putting his softening cock away. She smiled quietly to herself as she settled back in the seat. Oh what a time I am going to have, she thought!

Chapter 3 - Scene 2 - The Hallway

They arrived back at her house soon after and Barbara led them to the front door. They both followed her in and, before she could even turn round, she felt Mike close behind. His arms wrapped around her body and his hands covered her tits pulling her back into him. "Slut," he whispered, "sucking cock in the back of a car!" She shivered as his hands squeezed her tits through her dress. "Well," he said, "what have you got to say for yourself?"

"I . . . I haven't . . . I didn't!" She could find nothing to say. She felt his erect cock pressing into her bottom and knew she was going to get fucked. His hands continued to massage her tits then stopped and, easing off the shoulder straps of her dress, lifted them out. The strapless bra quickly followed, ending up around her waist. Now his fingers tweaked, pulled, and twisted her nipples making her groan and push her bottom back at him.

"I know what you need," he said planting a firm slap on her bottom, "Kneel on the stairs Barbara," he said sternly.

"You can't, not here, not in the hallway!"

He laughed and sapped her bottom again. "I can Barbara and I will. Anywhere in the house and anywhere in you! Now, kneel on the third step and stick your bum out!" She knew she had to and she couldn't meet either pair of eyes as she meekly positioned herself as instructed.

"Craig, son, you come here and get her ready. Leave everything on. I need to get rid of these clothes." He moved into her sight then and she watched as he began to undress. She soon forgot that however as she felt her dress lifted over her back and hands begin to caress her bottom cheeks.

"She's got a lovely big arse dad," Craig laughed squeezing her cheeks, "looks great from here!" His hands stretched her knickers tight across her bottom before gathering them up and pulling them tight against her pussy and anus. She felt his hot breath then between her arse cheeks and down onto her cunt. Then he bit her pussy through the material. She sobbed in humiliation and pleasure.

He moved her knickers aside after he'd finished and saw her cunt and anus for the first time. This time he used his tongue, tasting her juices, running it as far forward as he could reach, and back then to her tiny bottomhole. As he touched it she groaned. He lifted his head.

"She tastes nice dad," Craig said, "and I think she likes her arse licked!" She gave out a quiet sigh. "Will we fuck her there?"