Harry Herricks Dream Job Pt 04

This is the final section of Harry Herrick's Dream Job. It isn't the end though as the next chapter is almost finished. Watch this space for Harry's Summer in Provence. The chapter beyond that is being planned out now and should be ready in January. Happy New Year!

Poppy's first client

It was time to talk to Poppy about her first client. Annabel had sent me his file and I now had to give the details to Poppy.

"He's Mick Brennan, 55 years old, here's a picture. He is CEO of an engineering company, based in Birmingham, which he built up himself over 30 years, going back to when he was operating a lathe. He's been divorced for about 12 months, apparently his wife cheated on him with one of his fellow directors. It was by all accounts pretty bitter and almost brought the company down when the other director tried to push him out. He's now firmly back in control and the other guy is history."

"The event is an award ceremony for the industry. He's not up for one himself, he's on the selection panel. I get the impression he's a workaholic and probably doesn't socialise much. I have to deliver you to his hotel at 6.30 pm and will collect you at 9.00 am tomorrow, so he obviously has more in mind than having a good looking woman on his arm at the dinner. He specifically stressed that he didn't want some 'big-titted teenager' to use his words, so when you choose your clothes go for glamour and sophistication."

"Mrs Clarke has done a safety check on him. There has never been any suggestion of domestic abuse and despite his origins, he is by all account, quiet and polite with anyone who works for him, at all levels. Unless that is you decide to fuck his wife. The arguments between him and the other guy appear to have been ferocious and, on his part, extremely foul-mouthed. The other bloke came up as an accountant, so didn't have the resources for that sort of argument and retreated with his tail between his legs."

"I will deliver you to the hotel and hand you over to him. He will take you up to his room where you can change for the evening. He has a car booked for 7.45 pm to take you both to the hotel where the awards will be held. That's been confirmed by Mrs Clarke. You will return with him to the hotel in his care and I will collect you the next morning at 9.00 am."

"I'll be blunt, you know he is expecting to fuck. It's been made clear to him that you set the limits though."

"Stop stressing about it Harry. I trust Mrs Clarke not to send me off to some sadistic torturer. It'll be fine. He's not some fat slob of a man, he looks quite presentable in fact. I'll probably give him a blow job when I arrive, we'll fuck when we get back to the hotel, maybe again in the morning. No problem. You never know, he might actually be good at it."

I couldn't help stressing though. I was going to be the one handing Poppy into his care, and if anything went wrong, I would feel responsible.

Dahlia contented

After briefing Poppy, I went across the hallway, not without some apprehension, to Dahlia's apartment. As I walked in, she was in her kitchen, cooking, still naked. She immediately turned towards me and bowed.

"May I carry on preparing my food Master?"

"You may. I will allow an apron as protection while cooking if you need it."

"Thank you Master, but I am preparing a cold meal."

"I came to say that I want you to begin moving your clothing upstairs into your rooms. You may wear clothing for that task if you wish, nor are you required to wear heels."

"Thank you Master. Clothing is not an issue, but comfortable footwear will make things much easier."

Being called Master like this was still a novelty, and to be honest a turn on, but I wanted the clothes removed from the hallway, which was getting congested, and I wanted her to think about why she was here, not just on when she was going to be fucked next.

"The restrictions I imposed on you, requiring you to be naked at all times and confining you to this apartment are now lifted. All the others remain for now."

"Thank you Master. Is it acceptable for me to be naked even though you no longer require it? That would please you I think?"

"It would indeed please me. However as other residents move in, you will need to have regard to their wishes too. As each new person arrives, you must ask their consent if you wish to be naked in their presence."

"Yes Master."

"Finish your meal first and then begin moving your clothing. When you have it all stowed away, let me know. I would like to see it."

"I will Master."

Every time she called me Master like this, my cock twitched. I'd never really gone in for domination games. Judith only did it to me once, and I think that was to make sure I didn't mistreat Ann. I had to admit it had been as sexy as hell at the time, even though I was also terrified of her. Dahlia didn't seem frightened, just willing to submit to my every whim. I could live with that. I briefly fantasised about doing the same to all the girls. It made my cock briefly harden, then I thought about Annabel's reaction if I started playing games. I realised too, that even when I was hammering my hardest into her cunt, she was always in charge. I didn't have to call her Mistress, but there wasn't a lot of difference.

Losing control with Poppy

I shoved all these fantasies to one side and returned to Poppy.

"Dahlia is going to be moving her clothes upstairs soon. If you want to give her a hand I'd be grateful, but you don't have to. Be warned, she will, for reasons too complicated to explain now, be naked."

"Would those reasons have anything to do with you fucking her brains out at 5.00 am this morning, down by the lake? I had my window open and she woke me up. She's a real screamer."

"Sort of," I said, non-committal.

"Can we do it sometime? Outside I mean, I can't guarantee to scream like that."

"We'll see. I'm going to be busy for the next few days."

"Ah yes, 'busy'" she said, literally sketching the quotes in the air. "I forgot, we have another girl coming in a couple of days. You'll need to 'assess' her, won't you."

She laughed cynically.

"There are ten apartments here, which means I assume, ten girls to be 'assessed'. Do you think you have the stamina?"

"It will just be five for a while, until Mrs Clarke is sure everything is running smoothly."

"Of course, she'll want to save your stamina for her from time to time."

"Don't worry, Poppy. I'll always make time for you."

"I thought you'd never ask."

With that she jumped up and within seconds was as naked as Dahlia had been. I gave in to the inevitable and dragged her into her bedroom. I stripped off my clothes and threw her onto the bed, plunging without delay into her swollen wet cunt. I had already been worked up by Dahlia's submissiveness, now Poppy's forward behaviour and cheerful hedonism made sure I was rock hard. There was no finesse this time. This was for my benefit. It had happened to me before, starting with Ann, that when I was being teased or egged on by the woman I was with, I lost all control and forgot about them, focusing purely on the act. All my concentration went into my cock and the cunt wrapped around it. I could feel it now, Poppy almost forgotten as I thrust into her, hauling on her shoulders to literally pull myself deeper inside.

I came very quickly, my whole body feeling the orgasm. She was breathing heavily as I continued to keep going, my cock still hard, even though I had pumped out everything in me. Slowly I relaxed, I could see her face, contorted, her muscles tight as she passed though her own orgasmic spasms.

"You would think you hadn't fucked in months, never mind a dozen times or so over the last few days. I don't care though, if you can keep that up with me and the rest, there'll be one house full of very contented women."

I was still laid across her, her hands stroking my back, squeezing gently at my buttocks, utterly spent. I couldn't speak, just grunted, my face buried in her neck. I could hear Dahlia as I lay there, toiling up and down the stairs with her clothes. I felt guilty at not helping her as I had helped Poppy. Nether of us moved though.

Eventually though, I realised the up and downstairs had been going on for a long time. I went out to check, still naked. Dahlia saw me and immediately stopped, bowing.

"Why is it taking so long?"

"I'm sorry Master, I have also brought up the clothing for the other three. I don't know which rooms you are allocating them, but it cleared the hallway and will save effort when they arrive, even if some are to move to the very top floor."

"Thank you, Dahlia. Please take one set, it doesn't matter which, up to the next floor."

I heard a snort behind me as Dahlia bowed again.

Poppy goes to work

We were only about 45 minutes from the hotel where the client was staying, but I had to make a detour to pick up the muscle. He was hard to miss. Standing uneasily on a street corner in Acock's Green around 6.00 pm, wearing a tuxedo and black tie, made him pretty obvious. His role was to sit beside me as I drove up, then stand very obviously next to the car, if we parked out the front, or to come with us if we had to use the hotel car park. I rang ahead from the car to ask that Mr Brennan be available to meet 'Miss Poppy Smith' at 6.30 as arranged. I was not to leave her unattended at any time, Annabel was most insistent. Part of that was front, part of it was security. Every client had to be made very aware that we were very concerned for the safety and security of the escorts.

I'd been mentally calling him the muscle, but once I met him he simply became Ken. He was very obviously an ex-boxer, from his face, but he was mild mannered and very polite to Poppy, calling her Miss Poppy all the time. I asked him how Annabel had recruited him. To my utter surprise, he said they had been at school together. In fact when they were both about 16 or 17 they had been sweethearts.

"Of course I didn't look like this then. I was a looker in those days. I wasn't a very good boxer though," he laughed, "so I lost my boyish good looks quick enough. I was devastated when she and her mum moved away, Harry. Her dad ran off I think, they had to move down south somewhere and we lost touch. Then last year, she found me, I don't know how, and asked if I was interested in earning a few quid."

"You wouldn't think she was a Brummie girl to hear her speak now. She sounds a real Yank. She's done well for herself since I knew her. Better than me any way."

We were coming up to the hotel, I pulled up in front. Ken got out and opened the door for Poppy and I came round to take her inside. She looked gorgeous, even before she got into her finery. She had on dark red trousers, with a silk blouse in the same colour, and a cream coloured linen blazer. She was wearing matching cream shoes with low heels.

I took her up the steps, her arm in mine. The doors were opened just as we arrived by a rather grand looking doorman and we went inside. I saw Brennan inside, waiting nervously by the reception. He saw us arriving and his face lit up with delight as he saw Poppy. I took her across and formally introduced her.

"Thank you Mr Smith" (We were all Smith for the purposes of the agency)

"I will collect you tomorrow at 9.00 am, Miss Poppy."

"See you tomorrow Harry."

With that, but not without some trepidation, I left her in the hotel and drove Ken back home, letting him continue his amiable chatter. He had some difficulty climbing out of the car.

"You know, I'm not sure how much use I'd be if there was any real rough stuff. I'm really just there as a witness, I reckon. That and Annabel helping an old pal out. Give her my best next time you see her."

Listening to Ken talk as we drove back, I realised that Annabel was probably ten years older than I originally thought, close to 60 years old. I didn't care, I enjoyed her company whether in bed or not. It seemed strange that the closest I had yet come to love was with Judith, Ellen, and Annabel, all at least 30 years older than me.

Dahlia and I ate together that evening. She tried to pull me into her bed, but I slept alone. I needed the rest to be honest, but I was worried for Poppy too. Getting to the hotel the next day would mean fighting my way through the rush hour traffic, so I left early. I took my car, it was smaller and less of a tank than the limo and dressed as if for the office.

Poppy reports back

At 9.00 am on the dot, I walked into the hotel lobby. As I did so, Poppy and Brennan were emerging from the lift, deep in conversation. She saw me and waved, then turned to him and kissed him, not demonstratively passionate, but definitely the kiss of two people who were close. He hugged her, then carried her bag across the lobby to me.

"Good morning, Mr Smith," he said, handing me her luggage.

"Mr Brennan, Miss Poppy."

She faced him and he took her hands, bending forward to kiss her.

"Thank you for a wonderful evening Poppy. I really hope we can meet again soon."

"So do I, Mick. I really had a good time."

Then, turning away, she led the way out to the car.

As we drove off, I saw him in the rear view mirror, watching the car as we disappeared into the traffic.

"It seems to have gone well," I said. "No problems, I take it."

"He was a genuinely nice man. He was embarrassed at first at the idea that he'd paid for my time. I told him to stop being stupid and put it out of his mind. He was really nervous about going to the award ceremony with me. I calmed him down though."

I looked across at her, a big grin on her face.

"Let me guess, a blow job."

"Exactly. He never touched me before we set out to leave, he even left the room while I changed. When he got back he was shaking with nerves and he wouldn't relax. So, I dropped to my knees, unzipped him and he was coming down my throat inside two minutes. That broke the ice, so to speak and we got on fine after that. If anyone asked how we met, I told them in a coffee shop and I chatted him up, not the other way round. Everyone believed it. I'm glad the two of us fucked so much before hand, though. If I had gone to him cold, it would have been a lot more difficult."

"The award ceremony was boring, but not as boring as some of the people on our table. I was glad to get away and so was he. We got back to the hotel, I didn't give him time to have any doubts, I just undressed in front of him and got into bed, then sprawled out waiting for him. He was a bit tentative at first and came a bit quick, but after a rest he did fine. He's not up to your standard and it was all plain vanilla, but he was so grateful when I gave him a second blow job this morning. I don't think his wife had ever done that for him. I liked him, he was very sweet, and would have no problems going back. I think Dahlia would terrify him though."

"I'm glad it went OK. I think I was more nervous than you in the end."

"Wasn't Ken lovely? Imagine him and Mrs Clarke as sweethearts. I bet they were great together. She comes over as a bit hard-nosed, but I think she has a softer side."

"Yeah Ken's great. I don't know if he will do it again though. To be honest he seems a bit arthritic. I think it was her way of helping him."

I didn't comment on Annabel's softer side. I wasn't sure she had one. She could be genuinely affectionate, and was extremely sensual, but Poppy's term hard-nosed was accurate when it came to her business. I knew she was going to want feedback, so I expected a call at some time, although in an hour or so I had to collect Daisy from the railway station.

Annabel pays a visit

I was about to set out for the station when Annabel rang. Daisy's arrival was put off for a couple of days. Meanwhile she was going to pay a visit. I was a bit apprehensive. I was pretty exhausted after dealing with Dahlia and I knew she would be pretty demanding of me too. When she arrived she had a brief chat with Poppy about her client, then a longer one with Dahlia about her behaviour. They were then told to go to their apartments and she asked me to lock them in, before she took me into the guest suite. To my surprise she didn't jump on me immediately.

"You look worn out." she said. "Am I expecting too much of you?"

"I'll be fine once I learn how to pace myself better. When you have women like Poppy and Dahlia available, it's hard to say no. I'm going to have to learn though. Daisy is arriving tomorrow and I need to balance vetting her with keeping the other two happy, especially Dahlia."

"I have a client who wants her for a week. I'm not sure he knows what he's letting himself in for, but he insists. I'll take her away with me tomorrow, before Daisy arrives. That will give you a break from her demands. I'll take pity on you tonight and be gentle. I can't afford to break you."

She was true to her word too. Once we were in bed, she laid me back and gave me a quick hand job, saying she wanted to take the urgency out of things. After that she sat behind me and wrapped me in her arms while I dozed. I woke up to find myself still in the same position. Once she realised I was awake again, she started to make love to me, not in her normal, fierce and demanding manner, but tenderly, covering my body with gentle kisses, carefully avoiding cock, which by now was as hard as she always got me. I wasn't used to this side of her, but enjoyed being able to let her take the lead without being battered and bruised as she took what she wanted from me, usually in the form of multiple orgasms.

By now I was almost bursting with the need to come, but still she made me wait. Finally she knelt between my legs as I lay sprawled on the bed and took me into her mouth. She was always willing but it wasn't her great skill. This time, though, it felt almost as she she was meditating on my cock, kissing every scrap of skin from root to tip, her fingers gentle, her lips soft. She still hadn't demanded I make her come. Slowly, without haste, she brought me closer and closer to a climax. She timed it perfectly, covering the glans as I came, taking every last drop into her mouth, before licking me clean. When I came, it wasn't the whole body spasms she usually triggered. Instead of leaving me drained of energy she left me floating blissfully, rejuvenated.

After I came, she laid me back on the bed and laid down beside me, her hand gently cupping my balls and let me relax and fall into the deepest sleep I'd had in weeks.

When I woke up I was alone, but it didn't bother me. I was still in a state of utter relaxation. She came back into the room in a few minutes. Behind her was Poppy.

"Lie beside him," said Annabel, "and hold him. Keep your focus entirely on him. Make no demands of him, just keep him relaxed and calm. I'm going to have words with Dahlia."

The next time I woke, it was Annabel beside me again.

"Morning Harry. Feeling better?"

I was. I had a raging erection too. Annabel noticed of course.

"Are you ready to use that?"

I turned towards her.

"What do you think?"

"Good, because I still need one of your great fucks. Don't try to break any records, I want you to start looking after yourself a bit better."

It was a great fuck. Somehow I had lost the urge to perform, to make every second the best it could be. Taking away that pressure somehow made everything else better. That doesn't mean it wasn't energetic. Fucking Annabel was always that. Afterwards, as we lay spooned together, still glowing from our exertions, her hands around me, I felt reenergised rather than drained.

"I'm worried about you, Harry. I'm not sure this job is right for you. I'm sure you are enjoying having those two available all hours, but it's changing you. Your joy in life seems to be slipping away and you have developed a hard shell you didn't have before."