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The best job in the world just got better!

"Openness honesty and concentration go a long way towards pleasure."

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I was sitting in my favourite coffee shop, minding my own business, working my way through my second ‘Americano’ and mentally reminiscing on the mornings ‘work’. Well someone has to do it, I was thinking, so why not me. It had been a busy one, 3 visits and it’s still only 11:30. I would like to think that it is mainly down to expertise, but the heightened arousal of my clients has to have something to do with it. No foreplay is ever needed as I get presented with a very turned on woman who is literally gagging for some attention, you know a wet tongue on a grateful and positively dripping pussy. I try to imagine their mental build up knowing they are about to experience a very intimate experience with a relative stranger. Well lots of the ladies do love to keep it that way, not a lot of small talk just straight down to ‘it’! …. Finish … and I am gone. They usually pay me before I get there, straight into my account. They know I will always turn up because I love it so much, a great understanding. The first one was at 7am. I was to park in another street walk round and watch for her hubby to leave for work and go round the back, my favourite, door is open and the lady in waiting is ready in the position of her choice. There was another at 9, time for a breather and last one was 30mins ago. I still have a hard on which is one of the benefits as if I don’t release, creating a huge ‘back-up’ if you get my drift, on which I can gratefully open the floodgates at my leisure. I find that by not cumming myself the anticipation and tension builds and the ladies get the benefit of my unleashed desires.

‘Jerry, oh I am so glad I caught you’.

Without looking up I knew that was Patti, with that faint unmistakable Italian accent.

‘How are you darling’, as she sat opposite, ‘You look like you have had a ‘long’ day already’!

I looked up into those huge brown eyes and I was lost. Can’t help it she is one of those ladies I am very attracted to and that was being confirmed by the increasing hardness in my pants.

‘Have you had a busy morning?’ She said inquisitively, still holding my hand.

‘Well yes I have actually’, still in contact with those eyes.

‘Oh good …. How many’?

I knew where this was going she knew the more ‘work’ I had done the harder I become and with the ‘stored up’ excitement there is more of a ‘return’. This she knew as she had chosen to relieve me sometimes and had noted my ‘responses’.

‘Patti, you can’t ask…..’ ‘How many Jerry’.

It’s the eyes it’s always the bloody eyes …. They get me every time I just bloody answer ..’3’.

‘Oooh lovely’

‘Patti what do you want’ I mustered.

‘Your cock Jerry … I need your cock’

‘But I have a meeting at 1pm …’

‘Plenty of time, I am desperate and so are you, by the feel of your cock’ she whispered.

Slippery girl. She had slid her hand down my lap and was squeezing my now rigid cock.

‘Ok but I can’t be long’

‘Oh I don’t think either of us will be long’

‘C’mon, don’t waste time’ as she got up dragging me with her.

A couple of the regulars looked over the guys smiling and a lady with her hubby also looked up and winked. More custom? It was the usual pattern Patti keeping hold of my hand and almost dragging me to her house. We reached the back door and I entered first, her not letting go of my hand until the door was unlocked. As soon as we were in I was pushed against the door and she quickly and expertly exposed the end of my cock and took me straight in her mouth. This woman is a magician with my cock her tongue touches all the right places at the right pressure and speed. ‘Stop’ I shouted as she released my cock with my precum on her tongue. ‘If you want me to fuck you you better stop’

‘Oh yes sorry Jerry …. But you taste so good’

‘Quickly … I need you to fuck me’ and as she said that she turned round and bent over the table pulling her long dress up over arse up to her waist. She was not wearing any panties and she was pulling the cheeks of her big beautiful arse apart exposing her pussy.

I moved forward, trousers discarded on the floor and approached her pussy with my cock in hand with my knob smeared with my precum. My knob made contact with her open wet pussy, there was no resistance only encouragement from her pussy as I advanced and pushed, hard…. Really hard … telling her who was boss.

She just gasped …. ‘Oh please fuck me how you want, like I am a whore, … fuck me hard Jerry fuck me hard’. Her hands grabbed the other edge of the table and she arched her back waiting for my thrusts.

‘The first was really hard filling her pussy, I didn’t pull out I just ground against that magnificent arse moving my cock o round in her pussy.

‘Oh fuck Jerry you feel so big’

The grinding was replaced with fast long thrusts, Jesus I haven’t fucked a woman like this for years. I just kept thrusting and I slapped her cheeks until there was a big red hand print.

‘Oh yes oh yes .. fuck my pussy’

I was getting really close with every thrust now … so I managed to get my thumb against that tight little arse hole. My god what a jump from her she pushed backwards onto my cock and thumb and she just came! Her pussy was clenching on my cock and I was being engulfed by her cheeks as I started to cum, huge fucking spurts. I grabbed her hair and pushed my pumping cock into her pussy, she couldn’t escape me. I was giving short sharp thrusts in time with my spurts.

We both subsided together, I let go of her hair and brushed the side of her cheek.

‘Oh Jerry that was wonderful I felt every spurt’. … ‘I haven’t been fucked like that for so long……. I needed that so much’.

We got ourselves together and she gave me a peck on the cheek though there was a bit of lingering with her cheek staying pressed to mine. Our eyes locked and I was mesmerised and she knew it. She held my now limp cock, ‘Magnificent Jerry Magnificent ….. I will need your attention again at some time. …..please?’

‘Oh of course’. trying to be cool, it didn’t work.

‘I will want your cock again Jerry ….is that ok with you?……is the price the same for such a magnificent cock’.

Of course my cock isn’t magnificent though the excitement of the morning did lead to an ‘over production’ which she loved.

I nodded trying to avoid those eyes or I swear I would have kissed her and that is a whole new ‘area’, I don’t need to get into.

‘Lovely Jerry, I will find you when ‘she’ needs you’.

I swear I was getting hard again, I gave her my usual hug, which she held for a tad longer, we didn’t look at each other, though there was a smile on her face I hadn’t seen before.

‘Sorry Patti I have to go … my next appointment is a way away and I need to grab lunch on the way’

‘That’s ok Jerry, I understand’ as she squeezed my hand.

I adjusted all my clothing and and made for the door she had opened. She touched my shoulder as I went out and we both smiled, trying not to look in her eyes but couldn’t help it. We smiled and I departed. It had started to rain and I made my car before I was too wet.

The afternoon consisted of one more meeting, a friend of Jules. (you remember Helen’s daughter, the young girl). Anyway this was my first time with Ruby so could be good or bad. I grabbed lunch and was at Ruby’s place with 4 mins to spare, time to get myself together and not get too wet on way to her front door.

I knocked and a lovely young lady opened the door. ‘Ruby?’ ‘Oh no that’s my flat mate, I am off out and she will be down in a minute’. Same old story flatmate hangs around long enough to clock me and then goes out.

So I am let in and Ruby meets me at the bottom of the stair a pretty girl, wearing nothing but a crop top and thong, which was struggling to cover a rather large ‘cameltoe’.

After the initial hello’s, it went a bit quiet which is quite usual as two people who had never met before were soon to be engaged in a very intimate. ‘So Ruby … are you ok about what is going to happen? …..we don’t have to proceed and if at any time you wish to stop you just need to say stop. There are no safe words required.

‘Oh yes, I have been ready all morning, it’s been hard not to touch myself’.

Great I thought she will probably cum real fast then, and her little body is prob quite wound up now.

‘Jerry, ….. is it Jerry isn’t it?’

‘I nodded and smiled’

‘I realise this may sound a bit odd but I want to be tied up’

‘No problem’

‘All the stuff is upstairs and I am ready if you want to follow me.’

How could I refuse following a pair of long 20yr old legs up the stairs when she is only wearing a thong ….. I love my job.

‘You can prob see that I am already wet, god I am so turned on right now’.

We reached the bedroom and she lay down and I administered the Velcro strapping to ankles and wrists. There was some movement and she could open and close her knees but she preferred to keep her bum up on a couple of pillows her hands above her head and her knees open.

I had the best sight in the world …. Her pussy was wet, her thong had disappeared between her plump little lips and her arse cheeks were hanging over the pillows. I could sense some tension and apprehension.

‘Ruby’, I looked up at her my mouth just away from her pussy. ‘I am going to lick your pussy gently at first, if at anytime you want me to stop say so. I am also going to increase my movements and you are welcome to direct me at any time.’

Our eyes were locked, Ruby said nothing she just opened her legs a bit more as she moved her tight little bum slightly to bring her pussy within licking distance, she wanted me to take the lead. Still with our eyes locked I moved forward that final bit and my tongue touched her wet hole. She never flinched she kept eye contact and her eyes flickered between wanton lust and trepidation. I decided not to go ‘soft’ on her for our first encounter. I devoured her pussy like I had not done so for anyone for a while. Still our eyes tried to stay locked then she closed hers and her head went back. I knew I had got her.

She was ever so slightly trying to grind against me as I had her clit on my mouth …… long sucking motions which she was keeping in time with. Then I thought now is the time and I slipped my finger inside her and she convulsed. This was it she was going to cum. It came like a flood I had to try and hold her down. The air was blue with ‘fucks’ …’oh you bastard’. She really let herself go. As she subsided she tried to kick me away and I knew she was finished.

I let go of her as she was struggling in her restraints, and then she stopped. I undid the Velcro, though it looked like she could slip out anytime she wanted. She curled up and held out a hand which I took. She pulled me close and whispered ..‘I knew it would be good …. But not that good!’ And smiled as she looked me in the eye.

I kissed her forehead, not something I usually did.

‘I was my first time … you know .. having my pussy licked…..I wanted someone good, I wanted a good experience.’

‘Are you telling me that a lovely girl like you hasn’t..’ and she cut me short…’No ….. I am really finding it difficult to find a suitable guy for sex…. There are no expectations with you and you are gentle warm and friendly with no competition.’

She gave me a quick hug and looking down saw my hard on. ‘Oh .. is that all you?’

‘Er yes’

‘Oh my’

‘Look I have to go, sorry why not just keep in touch’.

‘Yes I will, can you let yourself out’.

‘Of course’.

I made it to the bottom of the stair before I could hear the distinct sound of a wand vibrator. It took strength to leave and going to my car it was still raining. I had received a few texts so I sat in the car to read them, noticing my cock had not subsided at all. I couldn’t resist after the experience of that beautiful young girl and had to have a quick rub. No what was I doing I need to get back there is a way to go. There was a text from Helen. …’You free at 7pm …. Jules wants to be fucked!’ It was all it said. Second one said ‘Sorry for abruptness…. But she needs ‘seeing to’ have you got time?……‘I did tell you she is always on heat’.

I just let that sink in as I started the car and headed off. It was still raining and I needed time to think.

I got home into the house and sat down and decided to answer Helen’s texts over a cup of tea.

‘Hi Helen are you ok, I got your texts.

‘Are you free for 7’ was all she said.

‘Yes I am I will be over shortly, just got in’

‘Thank goodness’

‘I know it seems desperate but sometimes only certain things will do to release tension’

‘A dildo’

‘Not the same, you know that’

‘Ok see you soon’

I arrived at Helen’s and knocked on the door. Jules opened the door and greeted me, dressed sedately and looked totally in control.

‘Hi Jerry, sorry about this but needs must and all that…………Are you ok with this’

‘Absolutely happy to help’

I looked at Helen coming down the hall and she just shakes her head.

‘Jerry I appreciate you may think I am a bit weird but my boyfriend is a bit of a prude and shy sexually and not meeting my needs…..not sure how long he will last. So I am only expecting this to be a temporary ‘thing’.’

I looked at Helen, now behind Jules, opening my eyes wide, and Helen smiled.

‘Ok let’s get this show on the road’ said Jules grabbing my hand and leading me up stairs, Helen following on behind.

Reaching the bedroom Jules let go of my hand and headed to to bed, but she didn’t get on. ‘C’mon Jerry get your keks off and lay down’. Not one to be asked twice my trousers came off quick smart, (kept socks on sorry), Helen positioned me in the centre of the bed as Jules mounted the bed.

‘Jesus Jerry that’s a bit of a surprise you look bigger than before’. Helen was giggling and grabbed my rather hard cock as Jules moved over me. I looked at Jules and then Helen and Jules started to get herself over my cock. Her trackies had been removed and she still had her pants on. This was all happenings bit fast!.

Then Jules took my cock and slowly started to sink down. Her pussy felt so tight despite her wetness.

‘Oh Jerry its so tight’ as she looked over at Helen smiling. One last movement and I was totally buried and she bottomed out and looked at me and started to move.

‘Helen’, I said ..‘I don’t know how long I am going to last …

‘Don’t worry Jerry it’s all in hand’.

Jules started riding me like her life depended on it and then I felt Helen get on the bed as my eyes opened only to see her descending onto my face.

‘Come on Jerry do your stuff’ was all she said as she lowered herself enough for her pussy to make contact with me.

Jules was riding me so hard I thought she would damage herself, or me! She was just panting so hard and she was almost getting frantic. Then she managed to go up another gear that I never thought existed, and she let out a deep groan, as she continued. It was no good I was done a pussy that tight moving that fast is enough for anyone, and though I had already fucked today it didn’t matter she had totally brought my cock to life and now I was going to cum. Without warning my cock just exploded and I shot a huge load in Jules.

‘Fuck I felt that … are you cumming Jerry …. You dirty bastard you are … oh my god that’s so hard I can feel you throbbing … it’s so fucking hot …oh I’m cumming too!’

Helen was just being Helen, she cums quietly sometimes as, she just continued to increase the pressure on my tongue moving her hips above me. I think the hornyness of Jules just rubbed off on everyone. It was just amazing …… I had stopped cumming a while ago, Jules was just coming down and I felt Helen cum the only way she can … copiously.

Jules was now off my cock and I could feel her holding my cock as she milked every last drop from me ….. there wasn’t much left I was totally drained. Helen was now on all fours over me releasing my face from her and trying to get in the action with Jules as I felt two mouths on my dwindling cock.

‘Oh Jerry thank you I have at last has someone cum inside me, it’s was amazing.’

‘Helen at last looked round at me, looked me in the eye and said ‘Tea?’.

We all laughed sorted ourselves out and were soon sitting drinking tea.

‘So tell me Jules’ I said ‘Was that really the first time you have ever had someone cum inside you?.

‘Yep sad innit …. My boyfriends have always just wanted a bj or a hand job, occasionally they would finger me but no one actually paid attention to what I wanted. So I’ve been a bit frustrated, sorry didn’t mean to be so blunt but how else can I explain it.

‘You never told me that’ said Helen.

‘I know i am sorry I was a bit embarrassed, thankfully we have Jerry.’

‘Oh yes we do’ smiled Helen as she fidgeted on her seat.

‘Don’t look at me … I’m done it’s been a busy day’.

Well while Helen remains a regular Jules has at last found a sexual equal. I can’t say I am sorry although it was nice to remember young sex but I would take Helen and Patti all day long, more my pace. I am off to the Maldives next week …… what? … I’ve worked for it !. I wonder if there will be any little ‘jobs’ to do out there? Watch this space.

Published 
Written by Playtime154

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