14 years ago I posted a couple of stories from my first sexual experience, which…
Mr
So over time my plan formed…..
This is how it played out……
I often worked at home…the upstairs spare room doubled as my office. On a regular basis I would hear Elaine in our bedroom & the en suite bathroom. There would be a knock on my door – Elaine seeking permission to enter & empty the waste paper basket.
I decided to carry out my plan the next time Elaine was upstairs and I was in my office.
Then the day came – I heard her in the main bedroom changing the bedding.
Now that the time had come – I started to get nervous – see how impossible my plan was and how it could back fire !
Until now I had been very clear of my plan and how it would work and running through it always got me excited – but now I could feel myself losing confidence and I knew if I didn’t act quickly id ‘bottle out’.
To this day I don’t know how I overcame my nerves but I somehow pushed ahead….
I waited for the knock on the door….my hear racing…mouth dry.
Finally it came…’Come in’ I said. Then there she was in front of me….as so many times before, wearing T shirt & jeans – looking sexy.
‘Hi how are you is it ok to empty the bin?’
‘Sure Elaine – come in’ – at which point I lost my bottle….she emptied the bin into the dustbin bag she had and walked out closing the door behind her! I sat there thinking ‘That’s it – you are never going to do this now – this was your chance’.
Then suddenly something inside me made me KNOW I HAD to at least try to carry out my plan….
My mouth still dry, trembling inside and not feeling turned on at all – but feeling somehow ‘driven’ I got up and opened my door…..I could see Elaine in the main bedroom – putting a new quit cover on the quilt ….I walked in…She didn’t look at me….
‘Elaine?’ – ok now I was committed – as she looked at me….’Yes John?’
My words came out shaky – my mouth was so dry….’Ermmm Elaine – can I ask you something?’
She looked a bit strangely at me – ‘Yes?’
(So far this wasn’t going at all as I’d hoped! In my fantasy I’d be ‘in charge’ – not dry mouthed & nervous!)
I just fumbled my way through the next bit…
‘Ermmm Elaine…..are you ok for money?’
‘Oh I’m never Ok for money John – who is?’
‘True….how would you like to make some money?’
‘LOL – depends what I have to do’ – at this point she smiled at me in a slightly seductive way…
‘Elaine…I will pay you £500 to give me a blow job’
OMG! She went ballistic! ‘You what! You bastard – how fucking dare you talk to me like that!’
At this point I felt awful – thought ‘OMG what have I done!’
Well I was committed now – nothing I could do…
‘Elaine please don’t tell my wife about this – I don’t expect you to do anything you don’t want to – but the offers there’
‘Not tell your wife I’m fucking going straight down now to tell her’
‘No Elaine – please don’t – I don’t know what came over me – I’m sorry if I offended you – to show how sorry I am I’ll give you £50 right now – if you keep quiet about this ?’
At this she paused & I could see her thinking
‘Ok John – but never talk to me about that again – now give me the money’
I immediately took my wallet out…opened it so she could see all the £20 notes inside and gave her £50…..I was aware of her eyes on all the other notes still in the wallet.
She took the money…and turned her back on me…I went back to the spare room / office.
I was pleased she had taken the £50 – and as I ‘licked my wounds’ I felt slightly excited (for the first time since I tried to carry out my plan)…..
Next day….Knock at the door…’Come in Elaine’….
‘Hi John’ – she seems ok – same as usual…
Goes to leave…stops – turns around….
‘John?’….’Yes Elaine?’
‘What you said yesterday? ‘ ….’
Yes?’……’were you serious?’
OMG – my heart started racing at this point…my mouth dry again – voice shaky…
‘Ermmm – yes Elaine I was’
‘Well – I always liked you John – you know that…..maybe just the once?’
‘You said you’d give me £500?’
‘yes Elaine’ – suddenly I started to feel turned on – big time – and powerful – she was behaving as I had dreamt of – I looked at her face her eyes – and saw her as I did months before when she had been talking to my wife…I saw her as a slutty….taking money for sex…and now that she had accepted she was going to do it – I felt a sense of power.
‘Ill give you £250 now and £250 after – ok?’
‘Yes I suppose so – I hope you know I don’t normally do things like this?’
‘Yes I know ‘ (slight nerves again as I asked)…’how about doing it now?’
‘Ok John – whatever you want’
At which point I stand up – and see her look at my crotch – now she’s looking slightly nervous.
I’m hard by now and the bulge is obvious.
I say ‘come with me’ – my voice strong now.
Walk into the main bedroom and then the en suite.
‘Ok wait there a minute’
I go to the top of the stairs and shout down to my wife downstairs ‘you ok down there darling?’
‘Yes I’m fine – just watching the telly’
Then I walk back to the en suite…Elaine is standing there looking slightly ill at ease.
‘Ok Elaine – get on your knees’…..’Money first’ (she says).
I give her £250 – which really excites me and takes away any last part of me that
sees hers as a ‘nice’ girl.
She put the notes into her jeans pocket & immediately kneels before me – it’s very cramped in the en suite – just enough room.
Then without me asking – she unzips my flies…..puts her fingers in and I can feel her locating my cock…I can see top of her head …and her face as she tries to work out what kind of pants I’m wearing….I can tell she’s done this loads of times by how she is…I feel her pull my slips forward at the waist band…then her other hand goes in and I feel her flip my cock out over top of my pants…..then it’s out of my trousers..And I can see her hand holding it – rock hard.
She says nothing – obviously wants to get it over with as soon as poss – I love it.
Then she looks at it for a second….and quickly puts it in her mouth…and starts moving her head back and forth.
I can hear the slurping noise every so often.
Now I can just see the top of her head as she moves …I pull her hair to one side…and lean over so i can see her face from the side – OMG it’s so fucking sexy – knowing what a slut she is amd seeing her mouth over my cock.
Then we hear being shouted up from the bottom of the stairs……
‘Elaine…where are you? Do you want a tea – I’m just making one?’
Elaine pulls away…looks up at me and say ‘Fuck…id better go down’…
I put my hand behind her head and push her back onto my cock ‘No you will go when I tell you too – now carry on’
I notice she picks up pace – desperately trying to make me cum’
From downstairs….’Elaine – what are you doing up there?’
I grab Elaine’s hair at the back and pull her of my hard saliva covered cock….’tell her you are just helping me with something and will be down in just a minute’
Elaine shouts out ‘Ill be down in a min – just helping Eric….’and before she can finish I’ve pushed her back onto me….this time I put my hand behind her head and really push …until I hear her gag a bit.
Then I pull her head off again – bend down and kiss her – I’m surprised when she lets me kiss her…and more surprised when she seems to respond…I notice her breathing has changed – faster.
Then I push her mouth back onto me….she’s knows just what to do…..in/ out,in /out. ….then she holds my shaft with her hand and wanks while she sucks…as she moves back I can see the veins standing out on my cock…..then I start to getting the feeling in my balls and I know it’s time to cum….
‘Elaine…i’m going to cum any second – i want you to swallow – ok?’….
She nods her head as best as she can – keeps working on me….
Then the feeling grows – then that feeling (which all men know)…where nothing can stop you coming…and about 3 seconds after that…my legs buckled a bit as I squirted into her mouth….a slight gagging from Elaine – but she does well…and swallows the lot. Then when she knows I’m empty…pulls off…and stands up leaving my cock wet and softening.
‘Ok give me the other £250’
I give her it…she looked in the mirror…checks her hair …checks there no cum around her mouth and just walks out. I hear her go downstairs…and start chatting to my wife as thought nothing had happened.
I clean myself up and go back to the office. Sit down and think ‘OMG I did it! I can’t believe it’
I determine at that point this is just the start as far as our cleaner goes………