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EROTIC COUPLINGS

Harry Herrick And The Milfs Pt 01

Harry Herrick And The Milfs Pt 01

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This follows on from Harry Herrick's Naked Summer. It's best, though not essential, to start there.

Working for Ellen

Summer couldn't last for ever, and by the middle of September, most of my friends were at University. Judith and Stuart had settled into what was pretty much a conventional marriage. I was now 20 and my parents were understandably sick of me sitting around doing nothing, although that 'nothing' had been pretty exhausting. They gave me an ultimatum -- if I wasn't going to University I had to get a job.

To be fair, I had got a job in a local estate agency, but lost it again when the owner's son dropped out from his own University course. He got priority, although I don't think he was too pleased. The alternative was the local chicken factory, so he didn't take long to decide. So, I had to start looking again. I could have gone to the chicken factory too, but it didn't appeal to me either. If I had gone there, I suspect my life would have ended up rather differently.

So, I went job-hunting. Having spent most of the summer naked, it was a bit odd to have to wear clothes and meet normal people. In the end, Colin, the one who had promised me the job in the first place, found me something at another agency. It was however in a different town, there was no suitable bus service and it was too far to go on a push bike. If I took it up I would have to live there, but it didn't really pay enough for me to afford it.

I was wandering around the place, trying to decide what to do, when I saw a job advertised in a local cafe, for weekend staff and went in to enquire. I was surprised to recognise the woman in charge. The last time I had seem her she was lying in a drunken sleep on my bed, leaking my cum from her cunt. It was Ellen, my mum's friend. I expected to be sent packing, but she didn't, telling me to wait at a table in the corner.

After her divorce, Ellen had really hit the bottle. I think her jumping me had been the point at which she realised she had to get control of her life. She'd cleaned up her act, lost a lot of weight and made a new start with this job. I know she still kept in touch with Mum, but nothing beyond that.

Once she had dealt with her customer she took off her apron and sat at the table with me, while her assistant took over. I explained about the job offer and the need for more money to cover rent. She asked me a few questions about myself and what I had been studying, what I planned for the future.

"I need to take on more staff, because we've just got an alcohol licence and we'll be opening three nights a week as a cafe-bar. Angie over there is going to take on the management of those nights, I've got enough staff for the cafe, but we urgently need someone for the bar. I want a man for it because all the other staff are female. I'm not looking for a bouncer, but someone young and fit like you would be an asset even so."

"You won't be waiting tables, just serving behind the bar. You are bright and numerate so that side of it shouldn't be a problem. Interested?"

"Yes, but I can't start until I find somewhere to live."

"Not a problem. Angie is moving in with her boyfriend at the weekend. At the moment she rents my spare room upstairs. You can have that if you want, at least until you find a place of your own. Don't worry, I won't cramp your style. Angie's boyfriend often stays over."

"Come on, it will stop your Mum worrying, if you are staying with me." She paused. "I never told her what happened you know. I just said you'd helped me upstairs to sleep it off on your bed. I said you'd been very kind. That was true anyway."

I hadn't expected her to bring that up. In the few times we had met since, she had acted as if nothing had ever happened. In fact I had wondered if she even remembered, although the leaking cum would surely have been a hint.

"From what I hear, you would do a better job these days."

I looked at her in surprise.

"I know you spent much of the summer shagging Ann Wilson -- and probably her mother too. Then after that you seem to have worked your way through half the available girls in town."

I must have looked shocked at this. I thought I had been discreet but if she knew, did my parents? How far had knowledge of my summer escapades spread, I wondered.

"Don't worry. If your Mum had heard, she would have talked about it with me. She knows the problems I had with Joe and Alice and would want to know how I handled it."

Joe and Alice were her children. They were twins a couple of years older than me. Joe had by all account got the Head's daughter pregnant causing quite a stir in our small town. For a time Alice had succumbed to drugs and ended up in hospital. With that and her husband running off with a woman half his age it wasn't surprising that Ellen had briefly cracked under the strain.

"How is Alice doing now?

"She's doing well. She has everything under control and is in her second year of training to be a Mental Health nurse. She has a lovely boyfriend who's on the same course. I worry of course, but I think she's going to be OK. Joe though has got another girl pregnant. He seems a bit more committed to this one, but we'll see."

"That's why I was worried about you though. I expected one of those girls to end up pregnant, but you were either very lucky or very sensible."

"I'll be honest, at first I was lucky, then realised the risks for everyone and started being sensible."

"I am sorry about what happened with us Harry. I wish it had been different."

"Don't worry. You were under a lot of stress at the time."

She grinned broadly.

"You misunderstand me. I'm sorry I was drunk yes, but only because I was too drunk to do it properly."

I sat back stunned.

"Don't worry. I won't try to jump you in the bottle store. I'm sure you don't want an old woman like me anyway."

"Don't put yourself down, Ellen."

"Are the stories about you and Judith true? Did you go with them on the honeymoon?"

I laughed at that.

"No I didn't, and I'm not going to say anything else about her, or Stuart. They are still my friends and I don't gossip about friends."

"Anyway, are you going to take the job?"

"I will. I'll have to go back to the agency to sort things out with them. Can I come back here afterwards to sort the rest out?

"Of course."

The agency was only around the corner, so it didn't take long, with a start date of a weeks time. That tied in well with the room becoming available too. I went back to the cafe. They were just cleaning up after the last customers. Once that was done, Ellen took me upstairs to see the room, while Angie locked up, bringing the cash from the till upstairs.

The room was surprisingly large with ample room for a double bed, a wardrobe and some drawers. In the bay window was a table on which I was delighted to see a small watercolour painting.

"You are a painter, Angie? So am I!"

"I'm sorry but I'm taking the table. I bought it to use as a work surface and I'm moving it to our new place."

"No problems, I'll put my easel there."

We talked some more and worked out the practicalities of moving in, the rent (peanuts compared to what I expected to pay) and a start date.

"If you can start on Monday, before the bar opens, we can train you on the till and things during the day, then when the bar opens in a couple of weeks you will be up and running."

"I won't have anywhere to stay though. Angie will still be here."

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"Not a problem. The sofa converts to a bed. I'm sure you won't mind sharing for a week with a couple of women will you?"

Angie sniggered. I wondered how much Ellen had told her about my summer. She seemed to be looking at me very appraisingly. I ignored it, determined to avoid complicating my life here before I had even moved in. She was however very attractive, with big bouncy breasts, broad hips and a shock of dark blond curls. Ellen too had changed over the past year. She had lost a lot of weight but retained the large breasts she had pushed against me as she fumbled with my pants. Now though they didn't sag, but were firm, uplifted to form a delightful cleavage. The flabby waist and hips had gone too. She was still well rounded but didn't seem as if she was wearing a girdle as she had a year ago. Her hair was cut very short and close to her head.

I realised I was looking at them rather intently. I saw a look pass between them, but they otherwise acted as if nothing had happened. At least I didn't seem to have offended them.

"How are you getting home tonight Harry" asked Ellen.

"I was hoping to catch the bus, but I think I may have missed the last one. I'll get a taxi."

"You can't do that, it will cost a fortune," said Angie. "I'm going to see Mum this weekend, so I'll drop you off. She doesn't live far from you.

We finished making our arrangements and I followed Angie to her car.

A proposition

As we drove off I asked how she knew where I lived.

"You know my sister, Molly. Actually I think you know her extremely well. She told me about you."

My heart sank.

"Molly Thomas is your sister?"

Angie grinned.

"Don't worry, Molly tells me the things we don't share with Mum. So I know quite a lot about you, Harry Herrick, but I won't hold it against you."

Inwardly I groaned. It was bad enough what had happened with Ellen, but at least she had started that. Molly though was something else. Like many of the girls last summer, I was her first. I seemed to have a reputation for that. Anyway after a couple of gentle sessions, she suddenly got very energetic and we had a very noisy fuck in of all places, Judith's summerhouse. From memory, we'd done it at least four times over the day, culminating in my favourite position, with her bent over the cushions and me pounding away. With Judith's approval I'd taken several girls there. In fact she'd given me a key to the gate.

"All I ask," she said, is that you don't barge in on me with Stuart. Unless of course," she added, "you think your girl might enjoy it!"

"What did she tell you?"

"That she was still a virgin, but that once you knew you were very gentle with her. She knew how wild you could get though and she wanted to see what it was like. The girls were talking amongst themselves you know, comparing notes. Why do you think so many of the girls were virgins? It wasn't that they thought that was your thing. They knew you would look after them."

"Anyway when you took her to the summerhouse, she knew she could be less restrained. All the girls knew how you got carried away if they were sexually demanding so she deliberately took the lead. She was inwardly terrified, but everyone gave her tips. From what she told me it worked. She said you did it four times over the day, but she lost count of the number of time you made her come. Your reputation as a generous lover is very high with my sister and her friends you know."

"Have you told Ellen all this?"

"Oh yes. She knows Molly don't forget, she used to babysit when Molly was little. She told me about you and her too."

I felt like shrinking into the seat. It seemed that every girl my age in town knew every detail of my sex life, even the ones I hadn't fucked.

"Of course they do. They gossip, they talk to big sisters. And big sisters have friends, who have friends. You should be prepared for it Harry, but your reputation as a bit of a stud, has spread even here. A teenage boy shagging almost 30 girls, all in the space of a few months, is a bit unusual. It causes a bit of a stir. I don't think you will lack for company once the word goes out. I think the bar will do well. The girls will come for you, and the young men will follow them."

It was actually closer to 40, but I didn't contradict her, and tried to change the subject.

"You left and joined the army when you were about my age, didn't you."

"Yes. I've only been out a few months. I bumped into Ellen and she offered me the job and the room. I was at a loose end."

We drove on in silence for a few minutes, then out of the blue,

"I'm really jealous of Molly you know."

"Jealous? Why?"

"You know why. She had great sex with someone who was good and gentle with her when it counted. Some women never manage that."

"Manage what?"

"Good sex. Take me. Gerry is a lovely bloke, he will do anything for me and I love him dearly, but he has never made me come. No man ever has. I don't know why."

"You've only ever come by masturbating?"

She looked slightly embarrassed.

"Not exactly."

I didn't probe further, but she seemed to be in a confessional mood.

"Just before I left to go in the army, I got very drunk with a couple of friends. We got talking about our problems with men. Not especially about sex but generally. One girl passed out. We had stopped drinking by then but were still quite drunk. The other girl was a couple of years older than me and a lot more experienced sexually. She was moaning about her boyfriend's selfishness. He would hump her without any effort to please her, then once he'd come he would just fall off her and go to sleep."

"She said she was sick of having to 'see to herself' as she put it. I told her she had more than me. The closest I had got by then, he didn't even get it inside me before he came."

"She laughed and said women would be happier if we kept the men locked away until we needed them to give us kids. I was naive and said something about missing out on sex. She said sex with another woman was better than any man could ever achieve. And she showed me. It was incredible."

"After that, I had a couple of encounters with girls. Once on a night out in Germany I met a girl in a bar. I think she was a prostitute but she didn't charge me. The only other time was here. A girl in the cafe started flirting with me and I thought why not?"

"Gerry at least tries, but he's never managed it. He doesn't mind if I finish myself off afterwards though, and I've shown him how to do it, but I would like more. I would like to have what Molly had with you, once at least. Harry, please, will you do it for me? I'm not beautiful like Molly or even Judith, but I'm not unattractive."

In normal circumstances I would have been happy to do it, but in a few days time I would be working for her. I was wary of complicating things, especially since without this job, I wouldn't be able to stay with the estate agency either.

"Please Harry. I know you'll be working for me, but I promise I won't pester you, or give any sign at work."

I should have said no, but she was really cute and I loved the way her breasts jiggled around under her tee shirt. I really wanted to see them unencumbered. She was snuffling a bit, fighting back tears and I cracked.

"When do you move out from Ellen's?"

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"Next weekend, so just under a week."

"I'm there from Monday, so we have Monday night through to Friday. Do you expect your boyfriend to show up any of those nights?"

"No, he's on a late shift next week."

"OK then, here's the deal if you want it. Monday to Friday I will come to your bed and do my best to make you come as hard and as often as I can. I can't promise anything beyond that."

She wriggled in her seat.

"I'm getting wet thinking about it."

Her face lit up.

"If I pick you up on Sunday evening, that gives us another night and you won't have to take your stuff on the bus."

I kissed her cheek, causing her to swerve dangerously.

"Sorry."

"That will be good, thank you."

Second time with Mollie

After dropping me off, I gave my parents the good news. Not only had I got a job, well two jobs, but I was moving out of the family home. It felt strange of course, I had lived in this house all my life. I was looking forward to it though, not just the prospect of a week with Angie, but the wider change from being seen as a schoolboy to living and working as an adult.

As Ellen had suggested, my mum was actually reassured by the fact that I was going to be staying with Ellen. In her eyes it was one mum, helping out another. I told her the news of Joe and Alice too. She was especially pleased for Alice, who had been through a hard time.

The next day I went to see Judith and Stuart. As ever they were both pleased to see me. Judith was as outrageous as ever, but I understood her a lot better now. Despite her description of Stuart as boring, she clearly relished every minute in his company and he adored her. I told them of my new jobs, including Ellen. She knew about my first time with Ellen, but I had never named her.

"First chance you get with her, show her what she missed, dear boy."

Rather surprisingly, she didn't try to fuck me.

"I'm taking life a little easier at the moment."

My first thought was that she was ill. She must have realised my fear, because she hugged me close.

"No darling, I'm not ill. I'm pregnant! I can't believe it at my age, but it's true."

At that point I wondered if I might be the father, but she patted my hand.

"Don't worry, once we decided to try, we stayed clear of complications. Stuart is definitely the father. I'm sure anything you planted in me would be fine, but I would never do that without asking you."

She reached across and took his hand, smiling broadly. Stuart was beaming too. I hugged them both. I was almost as pleased as they were.

"How is Ann taking it?"

"She is coming round," said Stuart dryly.

I knew what he meant. Despite her complaints about her mother dominating her life, there was always a sense that she liked being the centre of attention too. With a baby on the way that would inevitably change, although I assumed being several hundred miles away in Cambridge was equally likely to change their relationship.

As I said my goodbyes, Judith called after me.

"We're not using the summer house this weekend. Just in case..."

I laughed and waved before heading back home on my bike. I had no plans so far for the weekend. All the girls I knew were away at their various Universities and the ones still around, were either too young, or I wasn't attracted to them. I had Angie's number though, well strictly speaking it was Molly. And the summerhouse was free...

Unable to resist, I rang. Molly answered, which threw me slightly but then I remembered Angie had come home for her mum's birthday, so presumably so had Molly. She passed me over to Angie without comment. I told her what I was planning. Her voice faltered slightly.

"Gerry has come over for Mum's birthday too."

I reassured her it wasn't a problem, although I was getting an erection thinking about her bouncing boobs. I was about to hang up when Molly came back on the phone.

Molly

"Thanks for offering to help Angie out, Harry."

"She's told you?"

"Of course."

A pause.

"Harry? Could we maybe meet up some time this weekend? Before you start work. I'm going back to Uni on Sunday night. In the summerhouse if it is free."

I could hear the smile in her voice.

"Are you sure? I can't guarantee a repeat of last time you know."

"I'm sure. Whatever happens will be fun."

"This afternoon OK?"

"As long as I get back for mum's party tonight. She and Angie are going shopping this afternoon, so..."

"I'll see you at about two o'clock then."

I sat back and smiled to myself. I'd never had two sisters before, but it looked like I would be fucking Molly today and Angie tomorrow. They didn't look alike but I wondered if there would be similarities in other ways. It was one hell of a way to mark my transition from school to work...

Later I went back over to Judith and Stuart's house, going in through the side gate. As I crossed to the Summerhouse I saw Judith sitting near the house. She waved and blew me a kiss. It was odd. I still loved her dearly, but the huge sexual charge that used to be there was gone, although if she had offered I would have accepted, even with Molly on her way to meet me. The baby obviously changed things, as did her much more settled status with Stuart. I lay back in a chair thinking about the weekend before they married, when Stuart and I had between us finally overcome her almost insatiable appetite. I remembered how she sprawled back in the huge bed, arms flung out and totally relaxed with a blissed out smile in her face.

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