The Lonely Personal Assistant (closed for hotpup)

[HelenUK44]

Emma was scurrying around at work looking to get things in order and put things straight before the weekend. She was personal assistant to Harry, the new director who had only been with them a few months. He was a sweet guy but she had found herself covering for him, working extra hours and pulling in favours to make sure the business was running smoothly. Whilst Harry had a lovely family pic of his wife and two children on his desk his interest was increasingly being drawn to the busty, curvy, well dressed lady with impeccable matters who was so quiet and self-effacing and saving his hide as he settled in.

Emma was born just over 50 years ago to abusive parents who had time for themselves but little for her. Bill’s interest in her was very welcome and they married, having one son before he left citing her attention to the son rather to him. Looking back now they did not love each other and he was convenient to her, enabling her to leave home and start a family. Bill was a drinker who could be charming one minute and challenging the next. Their sex life was like that rather. He was loving one minute and forceful the next. She grew to like it both ways.

Bill’s departure left Emma to concentrate on bringing up her child, Michael, who she was devoted to. They did not have much money, living in a small one bedroomed flat and from time to time Emma did some casual work to help pay for little treats for them both. Now 19 Michael had his own friends and was looking to make his own way.

Emma was shy and did not socialise easily. A friendly neighbour had introduced her to amateur dramatics and she joined the local group, organising front of house and being generally pleasant and helpful. Her ambition was a part in a play with the dressing up and acting. She felt that people tended to dismiss her qualities because she did not project herself that well and that given the chance, she could entertain.

Emma’s indulgence was the happy hour after work with the girls in the office. She looked forward to those occasions. She never drank much but she was a regular attender. They were known at the local bar and the girls teased her of how this guy seemed to keep looking at her. She was told his name was ‘Jeff’ and he seemed a decent sort from what she could tell. ‘Tittle tattle’ was how she viewed it. It was nice to be recognised though.

Today she was going with Beryl, the office manager who was single and middle aged. She had only been with the business for a couple of months but was developing a friendship with Emma. Beryl was up front around the office as she needed to be given the nature of her job. She was a well-built lady.

Also going along was the curvy Denise from accounts who was married with a husband and two children. She was a friendly sort, social but dedicated to her work and her family.

Making up the quartet was Beryl’s filing clerk Katy who was young and having just joined. She lived at home with her parents and younger brother. She was just beginning to make her way in the world and thought she would tag along for a bit.

Emma smoothed her suit down as she looked in the mirror in the ladies washroom. Yes her face was becoming lined and her hair grey, perhaps she will have a word with her hairdresser and have a rinse. Her bust though stood large, proud and firm. Perhaps she should look to use it more rather than hide it under loose fitting dull garments. Her stomach and bum… well oh dear.. perhaps a diet. Anyway as for tonight she was sure Beryl would lead the way and maybe that guy would be there, yes Jeff. It would do no harm to smile at him and have a word, after a stiff drink for courage. He did not seem a bad sort, he always looked clean and tidy.

As expected they followed Beryl who chose the table and organised the drinks before the gossip started. Denise always had something to say. Katy was chatty but not always discreet. Beryl was cutting and looking to be authoritative. Emma spoke about her son with pride but little about herself. She is though very much interested in the work gossip and looks to contribute when she could.

 

[hotpup]

When he was younger Jefferson Smith, now 62 years old, had been teased endlessly about having the same name as the idealist protagonist in the film “Mr. Smith Goes to Washington” so he never used his full name anymore simply going by Jeff only using his full name when signing legal papers like his divorce papers ten years earlier. At 5’9” and weighing at 165 pound Jeff did not consider himself much of a looker although women liked his hazel eyes and silver and white hair.

Not wanting to saddle his son with the same name problems he and his wife named him Will not knowing that soon there would be a famous actor named Will Smith causing his son to face the same teasing. Will was now working at Jeff’s company and was 35.

Jeff owned a very profitable consulting business that had branched out into real estate. His son had been put in charge of the real estate business while Jeff handled oversight of the entire operation and had a lot of free time to pursue other interests including dating frequently. However, lately he had become bored with the women he had gone out with.

He like to hang out at a bar owned by his friend Rick who was in his mid40’s and his son Rick Jr. Jeff had been noticing the quartet of ladies that seemed to have become regulars and was drawn to each of them for differing reasons. Rick had told him their first names and he had made up his mind to introduce himself.

He like the uninhibitedness of Katy, the no nonsense attitude of Beryl and the full-figured beauty of Denise. But, he was drawn to Emma due to the obvious pride she had in her son which was identical to the pride he had in Will. Added to her personality from what he could tell she had the perfect figure as he always preferred women with meat on their bones. Summoning up his courage he asked Rick to send Emma over a drink of whatever she was having on his tab. He had seen this done on TV but had never tried it himself. He watched as Rick delivered it and pointed him out to Emma.

 

[HelenUK44]

Emma blushes as the waiter speaks to her. She is used to going under the radar and to be singled out like this in a group of 4 girls is her own worst nightmare. She doesn't want to make a fuss, she says very little but does look Jeff's way and nods and mouths a thank you.

By now of course the girls are well into their drinks and the conversation is flowing, if a little bit slurred at times.

'You must go over and speak to him, find out what he is about' giggles Katy.

Denise is more mature in approach 'Look Emma, he is only likely looking to be friendly. You're not so overwhelmed with admirers that you can cast his interest aside. Go and have a word with him, we don't mind do we girls ?'

'You should go Emma' follows up Beryl although perhaps a little jealously and certainly put out that Emma is now taking centre stage.

'OK well just for a few minutes then' replies Emma.

Emma is sure she was shaking as she moves off to the ladies room to tidy and prepare herself. She does not wish to make things too obvious. On her way back to her table she stops off where Jeff is sitting saying 'thanks very much for the drink, I'm not sure why I deserve it, why did you single me out like that?'

Emma means to be friendly but she sorts of blurts out the words, feeling quite uncomfortable about things. She continues

'May I sit down... I feel so exposed standing her like this... not really exposed ... you know what I mean....' as she rests her body down at his table without giving him much time to respond.

 

[hotpup]

Seeing Emma thank him for the drink Jeff smiles broadly and nods back to her. He can hear the quiet buzz from their table but cannot make out much of what is being said. When Emma gets up he is afraid, at first, that she is leaving but then is relieved when he sees her head to the washroom.

As she approaches him he gives her his best smile but tries not to look to anxious. He is crest-fallen when she asks why he singled her out and is not sure what to say in response.

Finally, after several seconds, he answers her as she is already beginning to sit down, “I did not mean to embarrass you. Actually, from what I’ve seen and overheard from your lovely group all of you would be wonderful to hangout with. But, there is something about you, in particular, that drew me to you. Perhaps it is the way you talk about your son.”

He thinks that she could not be to disturbed by him sending her the drink as she sits beside him, “By the way I’m Jeff and am very pleased to meet you .You are most welcome to sit here but if you would be more comfortable I could join you all at your table.”

 

[HelenUK44]

'Hi Jeff, well I promised the girls I would come over and have a word with you. They are very keen that I have some excitement in my life I think and to talk to a stranger like you is something which might impress them a little. That is what I want really. I don't want to lose your attention quite yet if you get my meaning. I quite like the idea of getting to know you a bit myself just now to be honest. Now the ice has been broken a little'

'Sorry I am talking on because I am a bit nervous. I'm Emma by the way and work as a PA in the firm just along there. We handle publicity for large organisations, that sort of thing. I have been there for a good few years now.'

'What about you Jeff, what do you do?'

 

[hotpup]

curious he looks her over very descretely virtually undressing her with his eyes. Loving what he sees up close it takes him a moment to reply, “Well, Emma it is wonderful to meet you. No problem I get a bit nervous in these situations too. I was really nervous sending you the drink as I’ve never done that before but had seen it in the movies.”

His interest is peaked when she tells him about her job, “That is interesting as we are doing similar work as you help organizations get noticed while I own the largest consulting firm in the region and help businesses to survive. My company also runs a real estate division which my son manages. You know it is possible that my consulting company has referred clients to your firm.”

Then he notices that she doesn’t have a drink as she left it at the other table, “Would you like something to drink? Or, I could go over and grab the other one from the other table if you wish.”

Looking into her eyes he smiles briefly running his fingertips on her knee waiting for her answer.

 

[HelenUK44]

'Well Jeff it is the first time that somebody has offered to buy me a drink like that' so there are two firsts here'

'I'll get it' says Emma as she leaves the table. Jeff's finger tips on her knee had sent a shiver through her. She was not used a man's hands touching her like that in any way.

The girls stop their chatter as Emma approaches. 'Are you no longer with us then?' asks Beryl.

'Well he does sound interesting, and very gentlemanly. Mind you he did touch me on the knee'

'You wait til he wants to touch you on your boobs' whispers Katy

'I'm sure he is not like that Katy' replies Emma. 'Anyway I must get back' she says

'All men are like that' says Beryl as the girls giggle with Emma returning to Jeff.

Emma takes her seat with a smile. 'Yes we were a topic of conversation. it seems I will need to introduce you Jeff and yes it might be best before they get too inebriated'

Emma is surprised how just being with Jeff is relaxing her and making her talkative. Perhaps it is his way or the confidence he brings. She has to admit that she enjoyed a little boast to the girls about the attention her knee was getting and if he did touch her boobs would that really be too bad? Once they had got to like each other of course. For now though she looks at him and smiles and exchanges pleasantries.

'I know you like it in here Jeff, but what are you other interests outside work?' she asks

 

[hotpup]

While Emma is retrieving her drink Jeff calls Rick over, “You, Rick Jr. and my son Will may want to check in on those three pretty women after awhile. However, I don’t want to mess things up with Emma as I would like to get to know her better so I think it is only right if I ask her first if it would be appropriate since she doesn’t know any of us from the man in the moon and I don’t want her to think we are up to no good. I’ll give you a thumbs up if she approves.”

Jeff is somewhat relieved when Emma returns and can feel the blood rushing to his lap, “Yes, I gathered as I saw them looking over here and the younger lady giggling. Let’s grab another drink and head over there,” he says seeing that she has finished the drink she had retrieved from the other table.

As Rick delivers the drinks Jeff answers, “Well, I love to take long walks and swim. But, now that I have some money I like to retrieve things that belong in museums so that everyone can appreciate them. I am not talking of the real expensive stuff unless you count the first edition of Dickens “A Christmas Carol” I found at a rummage sale and is now in a museum. Things like that belong to the people.”

He stopped abruptly as he found himself rambling, “How about you tell me what you enjoy outside of work and then we can head over to your friends so I can meet them so they know that I am not a homicidal maniac.”

 

[HelenUK44]

'That is very public spirited of you and yes it is good to keep fit. It must be very interesting to look around museums like that are there many locally, I have never been. Well I have never had anybody really who wanted to go'

'Really Jim my life has been one of work and getting by and providing for Michael. I keep friendly with his friends' parents and then of course there are the neighbours. I don't do much, don't do much at all. I have joined the local dramatics group and help out there, my ambition is to be an actress, you know a small part in a play.'

'I think I should tell you this, but I have suffered from anxiety issues in the past, a fear of going out, just wanting to keep within my own bubble, what I am used to. It has meant I really appreciate what other people might call routine things, like coming out here tonight. I like being in a group and I can sort of relax and disappear. That's why when you offered me a drink it was such a big thing'

Emma briefly touches Jim's hand and then remembers herself before pulling it back. 'Also of course there has been the issue of money and being a single parent. I have struggled until more recently when I have got this job as a PA which pays quite well'

'It will be nice to introduce you to my work colleagues, I know that you will find them interesting. Are you ready?'

 

[hotpup]

Emma’s comment about wanting to act aroused memories of his younger days, “Yes, there are several museums around and a couple of them aren’t boring. I think you should go for it with the acting as I believe it helps with anxiety when you put yourself out there. When I was much younger I was in several community theater plays. I never had a big role. My favorite was playing several of the Munchkins in the ‘Wizard of Oz’ walking around on my knees.”

Jeff thinks for a moment and then continues, I really think that experience brought me out of my shell but I’m still, at heart, a introvert. By the way, I’ve wanted to meet you and your friends for a long time, never had the courage until tonight. But, I’m not alone Rick, the owner of this place, his son and my son are too timid to approach your table as they do not believe, like me, that we are in your league and don’t want to be rejected. “

He cups her hand with his, “Ok, I’m ready to meet your beautiful friends. Let me know after awhile, if it is a good idea to let my buddies come over. We can wait for another night or not invite them over at all. My priority, above all else, is getting to know you a lot better.”

As they approach the table Jeff gets Rick’s attention, “A round of drinks for this table on me.”

He is very nervous as these ladies have captivated him for awhile and he wants to make a good impression on Emma. He has not been this sexually aroused in years but is frightened to make a wrong move or even an inappropriate statement.

 

[HelenUK44]

Jeff's comments about his acting experience puts a smile on Emma s face. Her ambitions are more towards a romantic part and acting with a guy for the story. She wants to find out what love and affection in a story can actually mean in real life. is it just a performance or can you actually develop feelings for that person. She appreciates it is all a fantasy and some long standing ambition. She needs to start with a small part and get confidence.

Emma thinks she hears Jeff's words and now understands it all, why he singled her out. It has all been a ploy, it is for his mates, the owner of the bar and his son to get into the group to get to know them. How could she have been so silly in thinking it was Jeff wanting her, all that sweet talk of his? He thought she would be the easy one, which she has been and how he wants to break up their little grouping. The one thing she looks forward to socially from the work. Did he even really like the look of her?

It is not Emma who is going to create a scene though, she is above that She will do what she always does in a group situation and melt into the background.

Did she hear right though, he is giving her the choice. Perhaps it is not quite what she first thought. Maybe secretly the ladies would like some good men anyway. She knows she needs to relax and go with the flow.

Belying the thoughts in her mind she says to Bill 'I trust you Bill, I will go with your judgment'

Emma guides Jeff over to the group who part their chairs and make space. The other side of Jeff curvy Denise, a girl with bosom and a large butt. Whilst married with kids she finds the presence of Jeff attractive and as the drink flows she arranges her body closer and closer to him. Emma does not fail to see this and be impressed by the way Jeff deals with the situation in a calm assured manner. What Emma does not see is the scrap of paper Denise slides into his pocket and the rather intimate conversation the two were having outside the rest rooms.

Emma felt butterflies as she left the table with Jeff. He had got on so well with the group they had continued and had not wished to break things up for others to join. His personality seemed to entertain all her friends whatever their nature and she was so relieved and happy. It seemed so natural when he grasped her hand outside the bar and they walked along together. Right now she wants Jeff as a friend, she needs to be sure before she will commit. She does pluck up the courage though and say to him

'Can I see you again and soon please?' as she waits at the stop for her bus home.

 

[hotpup]

Jeff enjoys getting to know the ladies and would find it easy to imagine himself with any of them. A quick fantasy runs through his head of being with all of them. He likes Denise’s curves very much, Beryl’s self-assured attitude, and Katy’s energy but there is something extra special about Emma that he cannot put his finger on. He shoves Denise’s note deep into his pocket having no attention of doing anything with it at the moment. If he did get together with Denise it would be only for sex as their personalities did not seem to mesh.

It becomes obvious that he should not invite the guys over and he tells Rick as he pays his tab that they are on their own and it is up to them to pluck up some courage if they want to hang out with the trio of beautiful ladies.

He has no idea where they are walking to as they leave the bar assuming that they are headed to Emma’s car answering her, “I would love to go out with you and yes the sooner the better. How about tomorrow night as there is a wonderful play in town.”

Then he notices that they are at a bus stop he asks a second question, “Emma, why don’t I give you a ride home? It would be much faster and safer than the bus at this hour.”

He is not sure that she will believe it will be safer to be alone with him than the bus would be. He rubs his thumb across her knuckles looking her softly in the eyes trying to convey that he has no intention of doing anything but giving her a ride as there will be time for making a pass . hopefully in the future

 

[HelenUK44]

Oh Jeff that sounds like a proper date, I'm not sure I was meaning that, I was more thinking about you know having a drink like tonight. If you say it's a wonderful play though, yes that would be very nice, it can't do any harm can it?'

'Well if you're sure about a lift fine but you will need to drop me around the corner a bit from where I live, I don't want tongues wagging.'

On the way home Emma asks about the play and is impressed. She finds herself really looking forward to it and being taken, by a gentleman as well. As they near the spot, a feeling develops in Emma's stomach as they approach their first goodnight. Emma's hand is at the ready should the need arise but it did not, their lips did touch but gently and that was it. Emma smiles and says 'thank you Jeff, for everything this evening before making her way out of the car and along the street and to her house, the lights being on, her son being at home.

Some little while later Denise receives a phone call. She is still with Beryl with whom she seems to be making a night of it.

'Wait a minute, yes ok I can talk now'

'OK well I am married and my husband doesn't but I like it'

'Yes I have to be discreet, not too close to home and with someone I can trust for discretion who I feel knows what it's about'

'Yes of course no strings. Perhaps a quick drink first and then a couple of hours together to see if we connect. If so we can do it again and again for that matter. Nothing too regular or heavy, just fun'

'Yes phone calls best, texting and messaging leads to problems'

'OK then, looking forward already'

Denise looks at her phone and smiles.

'Sorry Beryl. Something just cropped up that I needed to deal with.'

Beryl just nods and smiles feeling rather envious as she takes hold of her drink and she and Denise move closer together, with the place filling up and becoming noisier.

 

[hotpup]

Jeff could kick himself for misunderstanding Emma not getting her meaning that ‘soon’ meant tonight. As they approach her place he groans to himself about his lack of insight but then sees a lounge around the corner, “Let’s duck in there for a minute.” They go inside and have a quick drink exchanging a little more small talk and he is very impressed at the life Emma has made for herself and Mike. As they stand by the corner he debates whether to kiss her and decides to compromise giving her a peck on the lips which he suspects does not do much for either of them.

As he walks away he feels the note in his pocket from Denise. A big part of him was in need of sexual release after spending the last couple of hours with four sexy women. He was in a turmoil and decided that he would just take himself by himself. The more he thinks about it he knows that masturbating won’t help. He thinks about calling Emma but knows that cheap sex is not her style and he really wants to see where their relationship might go if anywhere.

So he pulls out the scrap of paper and calls Denise and they agree to meet at a club a block from his place. The drink has just been served when he feels Denise caress his bulge through his pants. They down their drinks and Jeff croaks out, “Let’s get out of here.”

They walk quickly to his place with his hand firmly groping Denise’s butt which is so totally out of character for him; he believes this will be a one off which is also not his style. he cannot believe himself. He practically drags her to his bedroom and they kiss passionately grinding against each other.

 

[HelenUK44]

Denise looks around the club which seems clear of anybody she knows. She explains to Jeff the problems of her marriage and how her husband is regularly sleeping with another.

‘I want regular sex Jeff and I have just not been getting it. He gives me barely any. So it has been gropes at parties for me and the occasional session in a hotel room. Sad isn’t it?’

Denise can see that Jeff has been drinking in her body and getting closer. She smiles and whispers in his ear as she gropes him through his trousers

‘I think your manhood is saying that you would like to fuck me. Well I would like you to fuck me too’

Denise welcomes the passion of Jeff as their tongues mingle. It is a nice kiss, a really nice kiss, which leaves her smiling and they hold hands after, exchanging pleasantries as they approach his house

Denise knows she does not have long as she needs to get back home. Beryl will cover for her for a bit.

For Denise, there is always excitement mingled with some trepidation of going into a bedroom with a guy for the first time. With Jeff though she is relaxed and she is aware of him looking at her body as she strips her clothes off to become naked. Her full body of soft feminine curves with a hairy triangle is there for Jeff. The atmosphere in the room is that they both know that they are there simply to fuck.

Denise sits on the side of the bed and motions Jeff forward taking his cock in her hand and moving her open mouth to take it in to the back of her throat where it stays to harden. At first she feels her breast being fondled but after a while two hands go to her head as Jeff begins to fuck her mouth. The feeling of his erect cock going in and out of her mouth is a turn on for Denise and she willingly goes on all fours on the bed, presenting her large round bum up in the air for him.

Take your time and enjoy’ Denise advises, as she looks back to see Jeff position himself before holding her hips. She takes his length without impediment and his actions are smooth and rhythmic. That becomes a pattern as does Denise’s repetitive moaning as the two bodies fuck each other.

‘Yes you may’ says Denise with a chuckle.

Denise sighs gently as he withdraws to next feel him rubbing the head into her anal muscle.

‘That’s it, yes, mmmmmmmmmmmmm’ sounds Denise as she swallows and grimaces, Jeff’s size is a challenge. Denise’s eyes are closed and her body tense as she feels Jim gradually gain momentum. She hears him panting and feels him holding onto her bum as he moves a little higher on her body seemingly trying to fuck down into her. She feels a jolt and then another as her anus is lubricated with Jim’s sperm. It did not take long, but she did not expect it too, she is tight down there and he did well to enter.

They lie back on the bed together relaxing as Jim starts rubbing between her legs..

‘You like rubbing my cunt don’t you?

‘yes keep rubbing my cunt’

‘yes yes yes like that baby, there oh yes’

Before long Denise has his three fingers inside her squelching and pushing hard, not stopping, keeping on, hard hard hard, rough fucking her

‘Fuck fuck fuckkkkkkkkk’ she says as her bottom lifts of the bed and she sprays a fountain of juice all over the sheets.

‘Oh I am so sorry Jeff I didn’t mean to….’

Before she has time to finish the sentence she finds Jim, moving on top of her, pushing her hands back by her head, pinning her down and thrusting into her. His stomach is on top of hers as he thrusts quite wildly as she writhes under him. After a while he slows and they kiss, passionately.

‘I hope that’s how you wanted it Jeff’ she says. His cock still moving inside her.

‘Perhaps over your face?’ he asks

‘Of course’

They pick up the pace nicely before Denise feels Jeff withdraw and she presents him with her tongue and an open mouth. She holds still and he does not disappoint her as she gets streams of the stuff from this mature gentleman.

After a quick shower Denise dresses hastily, her cab waiting outside. She looks at Jeff ‘ You really fucked me well there, do you fancy doing something similar again soon?’

……………..

Emma meanwhile is finding it difficult to sleep. She is going over and over the events of this evening. She has a date tomorrow for the first time in ages. With a sigh she puts her book down and makes a grab for her laptop moving to her favourites. She watches and then again, the young black man with the huge penis. The mature white lady on her back. There is sound, much sound and then the shot is of the balls quivering and the penis pulling out, the head covered in cum, the cum that is now draining from the vagina.

Emma closes her eyes and exercises her fingers inside her own body, making wetness, achieving orgasm and then again. She is thinking of the black man’s cock and how it would feel to be fucked by it, just the once. Her mind has wandered and is now satisfied, she drifts off to sleep.

Her son’s cock in his hand, now covered in cum.

 

[hotpup]

Will Smith comes home to the family’s large four bedroom condo and hears the noise from his father’s bedroom and discretely goes to his room after getting a drink. He thinks that somehow his dad already had Emma in there. But later, hesees Denise leaving through his door which he left cracked open. He was shocked as his dad rarely had women over but not only did he have a lady here but a lady he just met that evening. He chose not to say anything about it as his desires leaned toward Katy and Beryl.

Sex with Denise was a whirlwind for Jeff as in less than 90 minutes they had sex in almost every way possible. It was exciting andjust what he needed as it had been several weeks since the last time he had cum with a partner. As wild as it was thoughts of Emma crept into his mine while his cock was inside of Denise.

The sex was torrid and Denise had totally drained him. He was not sure about meeting up with her again as his wife had cheated on him causing their 20 year marriage to fall apart. The only solace was Denise had told him that her husband was cheating on her. He hoped his answer did not sound to flippant, “You’re so hot so it is something to consider.”

“Maybe if we meet again you’ll treat me to a cream pie,” he teased. Then he buried his face between her massive tits as he groped her ass then came up for air and gave her a passionate goodnight kiss. After she left he notice the wet spot on his bed and that laying beside it were her soaking wet panties. He slept very well that night but it was Emma he dreamed of.

The next morning he checked out the firm Emma worked for and found that they had done one job for his company. After checking it out he found that her firm was the top-rated firm in the entire region. He would have to ask Emma who he needed to talk with about throwing more business their way perhaps getting even better results for his clients.

During lunch hour he found himself behind his desk rubbing one out thinking of Emma. He arrived at Emma’s a half hour early so he walked around the corner and sipped slowly on a drink. He was dressed casually in a tight fitting pair of slacks and a light blue dress shirt and sports jacket.

Finally, it was time to meet her. Timidly he rang the bell. He was greeted by Mike and they shook hands. Neither of them knew what to say but luckily for both of them a minute later Emma waltzed into the room. She took his breath away.

Calmly he spoke, “Shall we be off?”

At dinner they talked about their lives and he asked about who to talk with about doing more business with her firm and she said it would be a good idea to start with Beryl.

During the play he put his arm around her and in the third act he snuggled a little closer with her placing a hand on her knee.

 

[HelenUK44]

That night Denise arrives home and texts Jeff. 'Home to an empty bed, wish you were here doing something with me.' She doesn't get a response and wonders whether Jeff will want her again. Perhaps she gave him too much. She is happy though that she was appreciated and goes into work where she greets Beryl. 'Yes all was OK, very OK in fact' she says with a grin.
...

Emma wakes refreshed and says morning to her boy Nick. 'Did you sleep well ?' she asks.

'Well you woke me mum, you know when you were doing it'

Emma is crestfallen, not knowing what to say. 'Well I thought you were asleep and it won't be long until your room is decorated and you can go back in there'

'No hurry mum, I liked watching you and hearing you' he said with a grin leaving her speechless.

Emma realises that she had drunk too much and really let herself go with Jeff but that was good wasn't it?'

Emma organises clothing for the evening packing a small case. As Nick flippantly said 'he'll like that one because it is tight around your bum and it shows all your tits.

'Don't be cheeky Nick, I am wearing a little jacket on top and it's long down to my knee, covering up my legs. One needs to do that in the theatre'

Also in the case were low heels and black hold ups.

Emma loved the response from Jeff to her outfit and the gentlemanly way that he fussed around her and made her feel wanted and welcome. She felt confident in taking her little jacket off in the restaurant which must have given him a sumptuous view of her bust, the dress having a low neckline and being relatively tight to her bosom. At first she felt a little embarrassed but as time went on she became more relaxed.

The play was entertaining although in fairness Emma was thinking more of Jeff and how things might go. When his hand went to her knee she smiled at him and tried to cuddle up just a little more with her legs opening slightly. When the lights came on at the end of the performance she felt a little stiff as she rose from her seat. She whispered in Jeff’s ear

‘would it be OK to go for a little walk to stretch my legs please Jeff?’

 

[hotpup]

Jeff did not answer Denise’s text as he had not seen it until the next morning and did not know what to say in reply. He would think on it before answering. It was tempting to meet again especially since she had attached a picture of her naked tits.

That morning he saw his son, Will at breakfast and they went over their plans for the day. He told Will that he was going out with Emma and did not when he would be home depending on how things went. He suggested that Will go back to Rick’s bar and finally get up some courage and go to the lady’s table as he thought maybe Katy was interested or maybe the older two ladies were interested in a boy toy.

That night at dinner Jeff felt a deep chemistry with Emma and seemed like they already knew one another very well even though they had only been with each other for 24 hours. He could not believe how seductive her outfit was. He no longer hid his appreciation for Emma’s sexy body openly gawking at whatever part of her beauty came to his mind. At the same time he did not hide his bulge from her.

His hand had just started travelling up her thigh as the play came to an end. He loved the feel of her stockings and was delighted when his hand found her silky skin.

“Certainly let’s take a walk,” they strolled into the park near the theatre. When they came to a very dark area Jeff took Emma into his arms. He hesitated for a moment then looked into her eyes, at least where her eyes were. Then slowly he moved in for a kiss giving her the chance to turn away.

The kiss started tentative but after a few seconds they were devouring each other in passion with hand resting on the top of her bumm. Coming up for air he said, “You’re so sexy!

He was getting his hopes up wondering how far they would go. As he understood it her son, Mike, would be at her place and Will would be at his; so a hotel might be the answer. Inwardly he shook his head as he was getting ahead of himself.

Their mouth’s met again even more feverishly and unable to resist he cupped her breast with his hand stroking it softly.

 

[HelenUK44]

Emma loves the feel of Jeff's tongue against hers as they kiss. It has been so long since there has been a man she has wanted to kiss. It is natural, she does not feel pressure and once their lips are together she wants more. His touch on the bosom of her dress is natural to her and also very welcome. He is courting her like a gentleman would.

A dog barks in the background and they break apart walking a little before taking a seat. They talk and kiss a little bit more, she feels his hand up her inner thigh but moves her hand down to stop him saying

'why don't you come around for dinner this Saturday, I will cook for you? Mike will likely be around at his girlfriends.'

They kiss passionately as Emma's hand rests on Jeff's erection. She hopes he does not mind as she squeezes it through his trousers.

She whispers in his ear 'I've got to be going and I want to take care of this dress. I maybe wrong but I sense you could be a rampant bull with me out here. Now come on Jeff'

Emma knows she is being a bit bossy but is grateful for Jeff's understanding as they laugh and joke.

Once home Emma explains to Mike their night and how Jeff is coming round for dinner at the weekend. She mentions how they should move the bed out of her room in advance and he agrees 'not wishing to cramp your style mum'.'Nonsense she says 'just not wishing to unsettle Jeff'

Mike goes up to bed first, followed by Emma. In the bathroom she steps out of her dress and removes her nylons. She looks at herself in the mirror and removes her make up. She walks into the bedroom in her bra and panties, moving over to the curtains. She looks through them and smiles and waves at the old widower opposite. She puts on a little light and moves around to show off to him in her bra. He flashes a few times before she seductively removes it. She stands still looking out, her full breasts hanging down. She fondles them and kisses the nipples. She lets him finish whilst her own hand is inside her panties pleasuring whilst she is watched. He cannot see that but maybe he can see her face when she orgasms. Once he is done she slips off her panties and gets into her nightdress, turning off the small light. She says to Mike 'night love' as she jumps into bed. He is left with a sticky hand and journeys to the bathroom.

Emma wakes in the morning, feeling bright and organises herself so she is able to shop for some special things for Jeff at the weekend.

 

[hotpup]

Disappointed but understanding that he may be going a bit fast, Jeff escorts Emma back to her place. At her door their tongues meet in a torrid kiss that lasts for a couple of minutes which allows Jeff to slide his hand under the dress and slide it over her silky panties before breaking off the kiss.

Jeff’s erection did not subside the entire way home thinking of future encounters with Emma but he did not think he could last until Saturday night. When he walked in the door to his place he got a big shock as right there in the middle of the living room floor was Will being ridden by Katy.

“Ah, sorry dad, I didn’t think you would be home for awhile,” Will panted. Jeff was frozen in place for a minute watching the young woman’s boobs bounce as she rode Will hard. Getting his wits back Jeff scurried to his bedroom and grabbed ahold of Denise’s panties and went to town on his cock. He paused and placed a call to Denise, “Meet me for lunch tomorrow at my place!”

The call lasted 30 seconds as she agreed and hung up telling her husband that it was a wrong number. They only had about 30 minutes so they got naked in a hurry and Jeff took Denise doggie fucking her hard and deep. . They had just enough time to 69 with Denise providing his cream pie. After they cleaned up they went together to her office so he could keep his appointment with Beryl about hiring their firm to do some PR work for his clients.

It seemed like whatever he was doing flashes of Emma kept invading his every thought. He thought that he could taste her kiss on his lips and wanted to taste more! Saturday did not come fast enough.

 

[HelenUK44]

Emma froze as Jeff’s hand touched her panties. It had been so long since anybody had touched her there and she was just not used to such physical attention. She liked to tease privately on her terms but here Jeff was handling her body. She had hoped her breasts would have been enough and the tight skirt a guide but Jeff and gone ahead and hitched it up and felt her, right between her thighs, over that spot where she was wet from all that kissing

It was coming back to her the following morning. Jeff wanted more and this weekend he would want to fuck her. She wondered how he fucked. She would dress for the occasion and give him a chance to see if he was really what she wanted.

…………..

Denise found Jeff to be curt on the phone and the session brief. It was stimulating how his cock hardened at the sight of her body but the sex he gave her was without feeling. It was mechanical, fucking to orgasm nicely but without feeling. It was as if he was thinking of somebody else when he was doing it. Well she knew he was. She would not see him again.

……………

It has been suggested to Beryl that a softer tone on her part would bring in more business. Her figures to date had showed her wanting.With this in mind Beryl dressed smartly for the day in clothes more figure hugging with a shorter skirt, tighter showing off her bottom. When Jeff arrived she undid another button on her blouse. She had booked an interview room for his arrival with wine and nibbles. She had a short presentation she wanted to show him of what her business could provide for his clients. She brought a chair around to his side of the table so they could sit and chat over the wine before they watched the presentation. She was smiling as their thighs rested together, sensing she had new clients here, if she did not mess up.

 

[hotpup]

After his brief encounter with Denise Feeling that his libido was getting the better of him Jeff took a deep breath and resolved to back off a bit and be more gentlemanly

While Jeff was waiting to meet with Beryl he called Denise and got her voice mail and left a message and apologized for being a bit selfish in their encounter a d told her that she was a lot of fun and enjoyed chatting with her at Rick’s bar. He finished by saying that maybe sometime in the future they could have some more no strings fun when there was enough time to do it right as he normally didn’t go for ‘quickies’ and, if nothing else, they would see each other at the bar and enjoy chatting with each other.

As he still had a few minutes until Beryl was due to meet with him he called up the local florist and sent Emma some long stem roses with a message, “I really enjoyed myself last evening and cannot wait until Saturday night. However, I owe you an apology if I was too forward last night as I forgot my manners a couple of times as it had been a few months since my last date. Thanks again for the lovely evening.”

Jeff followed Beryl to the interview room unable to keep his eyes from her curvy backside. Then when she turned he was treated to the vision of her cleavage. As they sat down he could feel her thigh against his and wondered if this was a ploy to get him to agree to whatever she proposed.

But, being the professional when it came to business matters he watched the presentation with keen interest and asked her the important questions. He knew that he was going to go with her proposal.

“How about another glass of wine to toast our two companies doing a lot more business together,” he had turned to her actually whispering this in her ear as his thigh gently moved slightly against her thigh with his hand on her shoulder. He hoped that his signal was not to overt as he intended to be a light flirt to see if it would be returned in kind.

It had only been a couple of hours since his time with Denise but he was just as frisky as ever. He did not know what it was about these four ladies as they all brought out the primal urges in him although Emma was the only one that brought his more romantic side to the surface. And the one with which he could see a longer term relationship forming.

As Beryl poured the glasses she caught him undressing her with his eyes.

 

[HelenUK44]

Jeff's message buoys Denise and she doesn't feel so bad about herself. All she really wants is a casual friend who will speak to her nicely and with whom she has an understanding for casual sex. She sends him back a message. 'Thank you Jeff, what you suggest would be lovely. I only want some friendship with the fun, nothing heavy and nothing more than that. Seeing you soon I hope xx'

Emma smiles when she receives the roses 'what a lovely man' she says. She knows that Jeff overstepped the mark a couple of times but that that is what men do or try to do. If he didn't she might indeed be wondering if there was anything wrong. She knows that physical touch is her problem and that her sexual teasing with the neighbour and family flirtations can only do so much. She has to overcome this barrier that she has built up around herself. She acknowledges that indeed she is going to have to get something really attractive for the weekend. She just hopes that Bill with continue to be patient.

Beryl accepts Bill's hand on her shoulder with surprise and no little excitement. It gives her the encouragement to say 'you know Bill for all my confidence and bravado I scare men away or rather they don't come near. I am not expecting love and romance but just sort of some interest, like Denise gets for example. I love Denise with all my heart and I wish it could happen for me like I know it has for her. She attracts and I well.. do not'

Beryl swallows hard and is just a little tearful dabbing her eyes with tissue. 'Now where were we ?' she says as she bends forward across the table to grab a booklet and give Jeff a pretty good view of her rump and panty line. She sits back and feels there is some sort of ice broken. She is more relaxed and their bodies are touching naturally rather than in some contrived sexual game.

As Bill is about to leave Beryl says 'I know I shouldn't say this but I am going to. The door locks and there is a dark area round the corner there unseen from the window. I've got 10 minutes' says Beryl as she looks at Bill in expectation

 

[hotpup]

Jeff answers Denise, “Thanks for your understanding. Just let me know when you want to get together again and I’ll clear enough time for us to do things right. There is so much more I’d like to explore with you. Meanwhile, I’ll see you at Rick’s.”

Jeff walks the few steps over to Beryl and pulls her into his arms, “20 minutes would be better or an hour would be fantastic.”

He kisses her and then pulls back and undoes two more buttons on her blouse, “Are you kidding Denise has nothing on you. You are both so damn hot. You are a strong woman and a lot of guys look for that and in my case I’m turned on by it.!”

Undoing the last of the buttons he cups her large breast, “In fact, a moment ago when you bent over to get the paperwork I wanted to jump up and lift up your skirt and bury my face in your beautiful ass!”

Not wanting to repeat the mistakes he had made with Emma and Denise he kissed her again grinding his pelvis against her lightly waiting for a signal from her on how to proceed from her. He was anxious for whatever Beryl was ready to do but was barely under enough control if she cut things off to walk away.

“So beautiful,” he whispers in her ear as he grazes his hand over her butt on the outside of her skirt.

 

[HelenUK44]

Denise replies 'see you at Rick's. I can wait to receive your smile, your infectious laugh, your words of jest and most particularly your tongue in my mouth and your cock in my cunt which will be nicely wet and relaxed for you'

As Jeff pulls Beryl to him his words bring a dazzling smile to her face. She didn't want to ask for two much of him so said 10 minutes but the thought of 20 minutes was much better, but an hour, surely would tire of her by then, she wanted a second round and more if possible. Then there was work, surely he would understand.
She knows her kisses are quick and uncultured and not smooth. She is not sure what to do with her tongue and she just lets him rub his against hers. She knows she is getting wet, just like when she masturbates. She knows he has big lips down there and is full of hair, large mounds of it. She recalls how the last man, at a Christmas party told her what a 'big wet hairy cunt' she had and thrust a huge thick erect cock into it over and over until he fired his spunk inside her before doing himself up and walking off. She had felt used but surely Jeff was different.

Beryl loves his words about Denise and her body. She helps and reaches around to undo her bra clasp and let her breasts fall into his grasp. She knows her nipples are huge and gross, she just hopes he might accept them.

Beryl hears his words about her bum and turns.

'Here like this come on' she says as she faces the wall, recalling her days of youth, outside the night club in the dark when the girls were lining up and the condoms were in constant use and couples were waiting for a spot. She likes to think her bum gave the guys a good fuck. She was kept busy, but that was the past, and before she aged.

Now she lifts her skirt and shows her panties and stockings to Jeff. 'Yes cum on, pull them down, you can fuck me, oh yes please fuck me' Beryl says overflowing with emotion, her barriers down, saying exactly what she wants. 'Please Jeff, oh yes please Jeff take me, I want you to have me, I want it to be you'. She closes her eyes and stands with legs apart, pushing her bum up, like she did all those years ago. She waits for Jeff.