Caretaker's Chance

By Lost Night

WARNING: This story is fiction and should be treated as such. The following story is for the entertianment of ADULTS ONLY, and contians descriptions of explicit sex. If you are not a adult or reading sex stories upsets you DO NOT read any further. IF it is illegal in your location DO NOT read.

Hi my name is Cleo,and as I have found out I like to have fun,which always leads to trouble.I am 21 years old with brown hair,brown eyes and my stats are 36ee-24-36.The flat I was living in and hopefully buying was in a block not one of these tower blocks but a 3 stories high long block.This had a long corridor run along the bottom of it with 2 doors that lead outside on it and all the doors to the ground floor flats.There was also four staircases to the higher floors each with the same a corridor running the length of each floor.Now I lived on the ground floor next to the caretakers flat and he was the one who did all the repairs to the building and tendered the gardens and walkways plus car park.But if you wanted him to repair anything in the flat you had to pay him or get someone else in to do it as it was your flat as your rent was like a mortgage and you was buying the flat.

After you'd bought the flat you just paid a little fee each week towards the up keep of the building and things.Over the first few weeks I got him to sort out all the little problems I had with the flat which I couldn't fix myself.The reason I used him was for a few reasons he was cheeper than a outside repairer and he was in the building so usually did it that day or the next day.Also I found he was quite good at allsorts of things and did a good job if not would do it to how you wanted it.Now I did sort of fancy him he wasn't the best looking bloke in the world not by a long shot in fact quite a few women wouldn't look at him twice.But to me there was something I liked but never let on and had no intention of asking him out as he wasn't that good looking but cute you know.

He was 33 years old with a bit of a belly not much as he still did a few sports as I found out as we talked while he mended something for me.In a way he was the centre of our building as he was always the one who let you know what was happening and when someone was away so you could keep an eye out for people you didn't know hanging around there flat.He was the one who arranged the meetings for say if something was planned to be done to the building or land around it.He was also the one who when there was a party going on would let everyone know as you tendered to invite everyone so it wouldn't disturb anyone.In fact you usually found it would take over a whole floor as it spilled into the corridor and other peoples flats as they left there doors open.

This was because the secret to a good party is try to please everyone and cater for all but you can't usually do this.The reason why is because not everyones from the same era or like the same music and entertainment.As there was people age from me aged 21 to Mr Sanders aged 80 who was like a 50 year old in the way he went off he even jogged about 8 miles a week.It was while Screwdriver as everyone called the caretaker as he always had one handy was hanging the door I'd had took off to strip down and stain and varnish.That he told me he was having a party on saturday for his anniversary of his as he put getting out of jail from the warden.Which he had mentioned before that he used to be married and he told me before they was married she was totally different to the woman he split from.He said she wouldn't let him do a thing without her and even gave 20 quid out of their wages for spending money and this had to cover everything from beer to snacks and newspapers.

It was the worst 5 years of his life he told me,now I don't know if it was a lie or not I wasn't bothered really.The only thing I was bothered about was letting my hair down for a night and getting drunk and forgetting about my own problems for one night.Now he told me not to get dressed up as no one ever did for one of his parties as they was a come as you are party.So as I heard the party going for about an hour I decided to show my face and went dress just as I was in jeans and wool jumper and socks and trainers.When I opened the door I saw the party was already spilt out into the corridor so left my door  ajar like everyone else on the floor.Some of the face was ones I already knew from the building other I didn't know but had seen around but not talked to yet and some complete strangers Screwdrivers friends by a guess.

Soon I was talking to the few people I hadn't really met that lived in the building and my neighbour nextdoor but one took me to show me her old modeling pictures.As she used to be a glamour model back in the late eighties and told me I should think about trying to be a topless model or glamour model.She kept telling me from what she'd seen of me as I walked about each day of my chest and with my looks I could make a real go of it.In the end she gave me a card of a good photographer and another of a agent for glamour models.Then I met the couple from the top floor next to old Mr Sanders who told me to call him Colin as he said jokingly "I always look for my father when someone calls me that" and we laughed.They was a newly married couple of 4 months and they was still sort of in their honeymoon period,kissing and touching all the time.Which Colin told me he loved which I thought was strange but I was going to find out why later on in the coming weeks.

All the time I was drinking heavily double whisky or vodka neither my drink really but they was doing what I wanted making me drunk.Soon I found myself in Screwdrivers flat having a laugh with him and a pair of his mates.They wouldn't believe me when I said I liked football till I named my favourite all time england team and it had to be 4-4-2 with everyone in their proper place.So off I went Banks in goal a defence from left to right of Pearce,Hughes,Moore,Neal then a midfield of from left to right Edwards,Hoddle,Charlton,Mathews.Now up front was a real problem as there was so many I would love to put in but ended up with Keegan,Lineker for craft and out and out goal scoring.Then they questioned one or two like why Neal I just found him a good solid right back good at defending and going forward.Pearce was what you need in every team a great defender and great at going forward with pure passion coming out of every pore.

No one complained about the midfield as it had everything skill,craft and competive tackler in Charlton all round ability.I'd have loved to put Gerrard in but its still early in his career and he could become a great but not quite there yet.It was up front that caused the main talk not so much Keegan but Lineker as they said what about Hurst but lets be honest to the great man he wasn't as good a goal scorer as Lineker.Then there was Greaves a great goalscorer but not quite in Linkers class for me and we argued about more still after them.It finished when Screwdriver pulled me off for a dance and then we went to a quite corner to talk about things most of which I don't remember about and as people kept coming up to us and interupting we grabbed a couple of bottles headed for my flat and closed the door.After more talk and a lot more drink I remember nothing past laughing till I had tears coming down my face as he told me about a bloke who lived in the flat before me and some of the things he did.

I woke up next morning naked except for one white sock half on my foot as it dangled of my foot and with one hell of a hang over.God how much had I had to drink the night before it must have been near a record by the feel of this hang over.Taking off the sock I got in a hot bath and relax for half an hour trying to get rid of the head ache by taking some asprins and closing my eyes.When I got out I went back into the bedroom and saw my clothes scatered all round god was I that drunk I didn't even put them in a pile never mind on the chair like I usually did till next morning.My jumper was at one side of the bed my jeans the other I found my trainers under the bed an my missing sock on the bedside table.The white cotton low cut bra I'd been wearing on the dresser and my white cotton thong on the bedroom door however did it get there.

Anyway I had 2 coffees to try to wake up fully thank god it was sunday and I could relax for today and get rid of the hang over so I just chilled all day and went to bed seeing no one.It was monday after work that I came home to a pile of post all bills except this small package that had no stamp on it and was just addressed to Cleo.Now what the hell was this I thought and where had it come from,the latter of this question was answered straight away after I opened it.A slip of paper fell out and read 'Cleo I have the negatives and also originals so will be in touch soon' and was signed Screwdriver and I pulled out a envolope and opened it.Pictures the first one of me laid on my back across my bed with my legs dangling over the end at the knees with one sock on one foot and the other hanging off.It must have been from saturday as I was wearing the jumper and jeans I had on for the party and I looked totally drunk but not quite asleep as my eyes was slightly open in a drunken haze.

Then I looked at the next photo and there sat on the bed at my head was Screwdriver looking at me.Now I knew he really fancied me as he tried to get me to go out with me when I first moved in but I turned him down even though I found him cute.Ever since then I would catch a glance from him looking at my tits or ass whenever he thought I wasn't looking.The next was of him leaning over and kissing me full on the lips and I didn't seem to be resisting in fact I looked if I was kissing him back.Next one was of him pulling my jumper off me revealing my white cotton bra as it was going passed my head so you couldn't see it.On I went he was now kissing down my body and was at my stomach as his hands was feeling my tits through the bra and still I looked as if I was letting him do this.

A few more later was of him now undoing my jeans then the next of him pulling them off my legs as I just laid there with a dumb smile on my face.The next one was just of me from the angle of the taker stood at my feet looking down at me in just the bra and thong with legs slightly ajar with some dumb smile on my face still.My eyes was sort of glazed over with what you couldn't tell if it was drunkeness or passion with my hair laid out all round my head.The following photo was closer to me showing just my thong and bra and I noticed my nipples was showing erect through my bra and what looked like a little wet patch on my thong.As I saw the next one it was back side ways on from a distance and with Screwdriver kissing up my legs then the next one he was kiss over my pussy clad in the thong.Up my body to my mouth then he kissed me deep again and as he was his hands had gone under my back and on the next one he was pulling my bra down my arms revealing my tits.

It was at this point as my mind thought I know how I fancied the guy but I was letting him strip me in my drunken state I thought I would have tried to stop him but it appears not.As I thought this it suddenly dawned on me he couldn't have been the only one in the room either as the camera shots wasn't from the same place and Screwdriver was in them.So there was at least 2 of them and I still seemed to be doing nothing to stop them as on this one Screwdriver was sucking on my tit.A couple more later he had kissed his way down to my thong and as he got to it with his lips I saw his hands on the side of the thong.On the next picture as he kissed he was pulling my thong and you could start to see my pussy hair been revealed slowly as now the pictures had zoomed in on this area.Then after 2 more you could see him kissing my pussy lips in very close detail and as I looked at it not believing I'd let him do this.

I couldn't believe it the next pictures actually made me laugh as they was of my thong flying through the air and landing on top of the door.Then a picture of me laying their naked with the exact same look on my face and in the same postion as when I wore my bra and thong.Looking at the next was of me with my legs wide apart and my sock falling off on to the bedside table and Screwdrivers head between my legs.Flicked through more of them as he licked and groped all over my naked body till I reached one where he was between my legs with what looked like a good sized cock hanging out of his trousers.It was hard I could see as the photos zoomed in closer and as on the one where the head of his cock was going into my pussy I saw there was a look of delight on my face.

I suddenly thought at this point about the comment on the slip of paper and knew he was going to blackmail me for his pleasure with these pictures.The reason was because I could hardly cry rape when you saw the look on my face.Anyone could argue either way if was a drunk look or a look of passion and so it be me against him or should I say them which would add weight to their arguement.Their was various pictures of him fucking me and one even brought a smile to my faces as I saw as my legs were been held up as he fucked me and the sock was dangling off my foot.On they went more pictures of him fucking my pussy some from distance some close up and everytime you saw my face it was the same look.Then I got to one of his cock inches from my face and open mouth and as I continued through shots of him shooting his cum on my face and in my mouth.

Soon I was looking at pictures of me wiping his cum that had missed my mouth into it with my finger and tongue and sucking my finger.Then I saw him pick me up put me properly into bed and give me one last kiss the put then covers over me.Then I found a audio tape in the bottom of the package and put it in the tape player and heard the sounds of it all the fucking everything till the last thing I heard was Screwdrivers voice talking to his mate.I heard him say "fuck man I can't believe we've got ourselves such a gorgeous little puppet to play with" and then the second shock was the other voice it wasn't one of his mates it was Colin.Yes Mr Sanders it was his voice "we sure have and arn't we going to have fun" and at that momment the tape clicked off.For the next few hours I just sat in shock till I remember that at any momment Screwdriver was going to be comming to finish fixing the shower unit to my bath.

When the knock came I was very nervous and he came in without even waiting for me to open it.As he closed it He said "don't think I need to wait for you to open it anymore do I Cleo" and I didn't answer because I knew it was the way it was going to be anyway.Then as he turned to smile at me he said "don't worry we will never do anything to hurt you and all we want is some fun after all it gets lonely for me having to work here most of my time and as for Colin he just wants some company" and then he went to the bathroom.He shouted out asking if I could get him a cuppa and when I took it to him he was just finishing up with the last bit "Cleo you still not got any work lined up for the weekend" he asked "no" "well if your intrested one of my friends is on holiday and I'm covering for him on his mobile burger bar and I'll need some help I'll pay you a hourly sent rate and a percentage of the profits" and I thought about it.

I needed the money and it didn't seem like there was anything else going to come along as it was a very quite week.So finally answered "okay when,where and what shall I wear" "listern I'll come by early friday and well sort that out then" "okay" I was happy with that.On friday I was waiting for Screwdriver to arrive when there was a knock on the door and he came in with a smile on his face "right lets pick out what your going to be wearing tonight Cleo,it's going to have to be something to bring the customers to our van as there will be others there too" and we went to my bedroom.What happened next is what I didn't realise he would do "lets see what underwear would be suitable for tonight" underwear why was he picking out.Underwear I just couldn't work out why but went along with it I had no choice he'd seen his chance at the party and the pictures and took it.

He handed me a pair of very tight very short lycra shorts that shown quite a bit of my ass as they was high cut across my ass cheeks in bright white.He picked these for a couple of reasons one been they wasn't to revealing so if the police saw me they would arrest me or close us up.But would show enough to entice and give men a lovely thought in there head or image.Because I knew this as he handed me my shortest flared pleated grey and black check micro mini skirt and I looked at him as it was chilly out "don't worry the heat from the cookers will keep you warm" and with this in mind he went to look at tops.It was also as he did this I knew I would be going braless,because not only had moved from my lingerie draws but also closed them up.He was going through my draws with my tops in and wardrobe too,he closed the wardrobe as nothing seemed to be what he was looking for so back to the draws.

Then he seemed to find something that took his fancy as he said "yes this will do perfectly just what we need" and he closed the draw.Then as he turned I saw him hold the little white close knit wool cardigan I bought about 6 months ago but had never worn as to be honest I was scare too.For a start even if he'd planned for me to wear a bra I'd have been taking it off because it just wouldn't look right under this top.When I got it I got it mail order and the model in the book was not so chesty as me by some way but I never thought of that when I saw it I just loved the way it looked.I'd tried it on before but after the 14 days you were allowed to send things back if it didn't fit or was faulty so was stuck with it.You could see why I was scared to wear it as soon as I put it on it only came to my belly button and I couldn't fastern the bottom 2 buttons so showed my belly button.The same at the top except it was 4 buttons so showed a lot of my cleavage and to say it was tight it was so tight you could just see my nipples if you looked hard enough.

With a few minutes of moving about in the cardigan my nipples was erect with the soft wool tickling them and turning me on slightly.To finish with I put my hair into a pony tail and the put on a baseball cap he gave me to wear with the slogan of the hot dog company on it 'Bone The Buns' and I knew that would be trouble later.Why did I have the feeling I was there to be more eye candy than assistant but to be honest I wasn't really bothered as he was paying me and the more customers we got the more I made from percent of sales.The burger bar was actually a converted caravan that was hooked up to Screwdrivers old van which always had the back full of junk and rubbish.So it was time to set off anyway and even when I got in the van my skirt rode up and when I put the seatbelt the sensation on my nipples drove me wild.

The spot we put the burger bar in was his mates regular spot in a alley that was a cut through from a local night club and a few pubs.As we set up and got things going I knew straight away that I was flashing a lot of flesh as I bent the skirt rode right up flashing my ass and when leaning over the counter a good flash of my tits.Screwdriver was saying that he'd done it before and there would be 2 busy periods when the pubs turned out then when the night club turned out.Anyway we got a few customers before the pubs shut some leaving early some getting a cheap bite to eat before going to the club and all these was ignoring the other burger bar a bit futher down as soon as they saw us.When the pubs turned out we had massive queues just about all men and none seemed to mind waiting so long when they got closer.

We was selling loads of food and of course the slogan on the hat was causing lots of little comments.Like when I bent over to get some tissues from a shelf I heard someone say "I'd like to bone them buns" and things along them lines.I had to admit it was a turn on people talking like that about me after all I sort of saw it as a compliment in a crude sort of way though.Just then a mate of Screwdrivers turned up and hung around so I was left serving by myself as he just did the cooking while he talked to this man who when I looked was a Japanese looking man.He was still here as the crowd had gone and this is when I saw we was out of about everything we'd been that busy so there was a choice to make.We got together and after some talk Screwdriver said he'd go get some more stock which left another problem as we couldn't leave the van alone.As I was going to have to stop with it I was very scared about doing this but his mate was still hanging around and said he'd stay with me as it beat going home to a empty flat.

So it was decided that while he was gone we'd shut as he said we'd nothing to sell anyway except for a couple of hotdogs and somehow 3 bread buns to put them in.So off he went and I sat with this man and I never even asked his name all the time he was their I was feeling slightly horny still as we talked.Soon I said we might as well have last of the hotdogs and as I cooked them and we ate them he kept paying me compliments which was turning me on to be honest.I started to look at this guy in a different light and was actually thinking what it would be like fucking a Japanese guy and what his cock was like and I think he knew it too.Even after the hotdog I was still hungry after all the work and the fact I'd not eaten since midday and was soon saying I wish there was something else to eat.He said to me he was something of a wiz in the kitchen he'll see what he could come up with and he started to throw things onto the counter with his back to me the whole time.

After lots of noise and chopping he said it was ready and told me to close my eyes as it was a suprise so I did.The next thing he said was "you can open your eyes now and get your food" so I did and he was holding a trapy in front of him with on it the bun and then I saw what was in it.In the bun was his cock with tomato ketchup on it,this struck home as he said "there you are madam one hotdog with ketchup" and I found myself reaching for it.I took the bun in my hand and as I did he moved the tray then I moved the bun saying as I did "I think I just have the sausage thank you" and slipped his cock into my mouth.To start with I licked all the ketchup off it then went to work sucking and licking his cock,he did know what I'd been thinking and took his chance.There wasn't to much space in this little van with all the shelves,cookers and counters there wasn't much floor space.So this guy hopped up and sat on a counter and I bent over and continued to suck his cock and as I did he reached down and undid the buttons on my cardigan.My tits with the already hard nipples was now hanging free and his hands went to them and gave them a squeeze and rubbed my nipples.

Now what I'd forgotten the door to the caravan was open for when Screwdriver cameback and my ass was pointing in that direction.The guy whose cock I was sucking was pulling the skirt up so all my ass clad only in the high cut short was exposed and I heard him "god your fucking gorgeous honey" as I now had got his cock fully hard.As I was concentrating on his cock in front of me I don't know how long he was stood there or how much he'd seen.But the first I knew that Screwdriver had comeback was when I felt him start to rub his cock still in his trousers up and down the crack of my ass and him say "well I won't bother asking if you 2 are getting to know each other I think that question is already answered" and I heard him chuckle.He continued to grind his cock up and down my ass through his trousers then stopped and I felt his hands on the side of my shorts and then him tugging them down.

When the shorts hit the floor I stepped out of them instinctively and stayed bent over sucking the guys cock and Screwdriver dropped to his knees and started to lick my pussy.It wasn't long till I need more than a tongue on my pussy I needed a cock instead and lifted my head and said to the guy sat on the counter "when you going to stick this cock in my pussy I need it now" and he didn't need a second invite either.Within moments they'ed swapped place Screwdriver was sat on the counter and the other guy stood behind me with his cock ready to enter me.With one strong push he entered my pussy and then started to pump in and out of my pussy and I took Screwdrivers cock into my mouth.As he fucked me I started to talk to him like a women in a porn film "go on fuck my pussy" I said then after a bit more sucking on Screwdrivers cock "go on harder faster you basturd do it to me" and he did.

After a couple of mintues more of this dirty talk from me and the fact he was really pumping in and out of me like a steam train he couldn't hold back any longer.Before he could pull out he started to cum filling my pussy with loads of hot cum,there was loads of it on and on he went spurting into my pussy.Just at this point there was a banging on the counter shutter and a voice shouting "hey you serving in there or do we have to come in and get our own" then banged again.Screwdriver took a sneaking peak through a crack in the shutter and said "shit theres a crowd out there and there not going to go away" so there was nothing for it we had to get cooking and serve them.

As quick as I could I fastened the buttons on my cardigan,while I did this Screwdriver had started some hotdogs and burgers cooking the other guy was going out the door at the back.All I had time to do next was pull my skirt down because Screwdriver was opening the shutter and this meant I was wearing no underwear.There was another problem which I hadn't noticed when I went to give the guy a blow job I had to take my hat off and my hair had come out of the pony tail and looked a mess.This and and the fact my nipples was very erect and visible through the tight cardigan also I looked flushed the people outside must have known something.As I moved around and the fact I had a pussy full of cum and no underwear on I started to feel the cum trickling out and running down my inner thighs.

The real problem came when we was really busy and I had to bend over to get somethings off the bottom shelf.One of them must have got a great view of me I heard him say "fucking hell I can see her pussy shes got no knickers on and shes just been creampied too" and as I stood Screwdriver smiled at me he'd heard it too.There was others who saw things too especially the cum running down my legs from under the very short skirt and made comment that either me or Screwdriver heard.After we'd finished and packed up and returned home he dragged me into his flat and fucked me the instant we got through the door stood up against the wall.His cum shot all over my skirt and cardigan seen as I was still wearing them and then I went to my flat and colasped on my bed into a deep sleep.

A few days later I got home to find a note had been shoved through my letterbox it was from Colin asking me to go up to his flat later.So later on I went up wondering what he wanted all I was dressed in was a pair of jeans a t-shirt and just pair of normal cotton bra and knickers.Once there he invited me in and told and asked me if I'd do something special for him and I thought how can I refuse when you've got them pictures.He asked me into his bedroom and as soon as I stepped in there and saw laid out on the bed loads of knickers of all shapes and styles.Now as I turned to look at him he dipped his eyes "I wondered if you'd do me something I've had these for a while but I want some pictures of them on a woman and before you say no I promise to keep you face out of the pictures" he said.

He looked so pathetic that I just had to say yes and he had promised to keep my face out of them.So I answered him "yes okay I'll do it" and he smiled and said "okay I'll leave the room while you change" "why its not as you haven't seen it before please stay talk to me you must have some stories about when you was younger" and so off he went telling me about the old times.So soon I was posing wearing different kinds of knickers and I was not even starting to bother if he was getting shots with my face in them.He was now talking about some of the women he'd slept with when he was younger which he started to go into great detail even about the sex.I was just putting a all in one cotton body on a bit like a leotard when there was suddenly noise coming from nextdoor.After a few seconds I asked "whats that" "its Jill and Jimmy they be at it again,want to see" and this comment intrested me,how could I see what was going on so I found myself saying okay.

He moved over to wear a picture hung on the wall and removed it to show there was two holes in the wall.Then he put his finger to his lips to tell me to be quiet and waved me over so I wandered over to the holes and looked through them.The sight I saw was of Jill dressed as a nurse,white stockings and lacy white thong and 1/4 cup lace bra the nurses uniform was wide open.Behind her dressed as a doctor and ramming into her with a powerful series of thrusts was Jimmy and saying to her "I told you if you got this wrong I was going to punish you" and he slapped her ass hard.As I continued to watch through the peepholes I couldn't help to get turn on by what was happening as Colin said "they like to dress up and the best thing is they don't know I watch them as on the other side the holes are the eyes in a moulding of a lions head".I was transfixed and moved my hand and started to rub my pussy through the body watching this scene.

Now I don't know if this was planned or he just took his chance but Colin came up behind me and reached round and felt my tits.He started to squeeze them and rub my nipples through the all in one body and as he did I continued to rub my pussy.Looking through the holes they was really going for it now as Jill was really getting a pounding from Jimmy as he rammed into Jill with such force the bed was banging against the wall.Colin was undoing the clips on the body between my legs and as the last became undone it sprang up my body to uncover my pussy and ass completely.Then next I felt his cock slowly pushing into my pussy ever so gentle and softly he pushed till he was fully in me.He started to pump in and out of me with lovely long slow strokes and as he did he put his hands on my tits and squeezed and rubbed them through the body.

After a few minutes of him fucking me like that he pulled out and stood me up straight the totally removed the body so I was naked.Then he took me over to the bed with all the knickers still spread out all over it and he pushed me face down onto it.While my legs was still closed he re-entered my pussy and slowly again started to fuck me and as he did I looked at the bedside table.On top of there was some pills and I noticed what they was viagra so thats why he was so hard and ready to fuck me straight away.For a man of 80 even though he never went at a fast pace in any of the postions he fucked me in could I believe how fit he was he was.He never came once in the 4 hours he'd been fucking me,I'd come about 3 or 4 times though and it was just as I was thinking he never would he pulled out and shot loads and loads of cum all over me.

After laying there resting for a while I got up and went to clean up in the bathroom and when I cameback he'd tidied up putting all the underwear away.As I looked for my own clothes I couldn't find my own undies so turned to him.Before I even said anything he just smiled at me and then turned his head towards a little glass cabinet in the corner.Inside the on the second shelf was my undies and a little card saying Cleo a true goddess and I was that proud and embarassed I just couldn't ask for them back.As I was sat in bed that night I knew this was just the start of my adventures in the block of flats with the people living there too.

More Soon
THE END.