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Homeless sex

4664 words | 12 |4.15
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I know my story is long but please bare with it, this time of year always makes me think of David and Johnathon

I was 13 and was developing an interest in sex like most girls & boys after discovering it felt nice to play with themselves in private, I found I could bring myself to an orgasm very easily rubbing myself, usually during a bath as I found I could soak my bed, Just before my 14th birthday I acquired a boyfriend, my first, we started touching each other and I had already had decent size boobs and pubic hair by this time, one day he was going pretty intensely and “accidently” broke my hymen when I was 15, it hurt but it wasn’t too bad but did leave a little blood on my panties, after that way he would put all of his finger inside me and wiggle it making me cum on his hand, in return I’d toss him and it developed into oral sex with me squatting over him and me sucking eagerly on his cock when we were alone letting him cum in my mouth, he didn’t have a very large cock perhaps 6 inches.

I wouldn’t let him inside me, at least not until I was at least 16 but he couldn’t wait and went with another girl, The only down side was when your that age your Mum usually does all your laundry and I was no exception, one day she said she needed to talk to me about you know what, bottom line is I ended up going to the doctors and having a implant fitted so I couldn’t get pregnant, We’ll keep it between the two of us she said your Dad doesn’t need to know, considering my Dad is the parish vicar and I had to conform to everybody’s expectations on how to behave as such.
I had bought myself a 6 inch vibrator it and came up with some ingenious ways to hide it especially from my mum, after a short time I could get all of it inside me, if gave amazing orgasms and always wondered if a real cock would feel any different, I was an extremely highly sexed young girl with a curiosity to match!

At school we wore fairly short skirts, I loved them but always hated the heavy black tights, so learning the uniform had to stay but I could wear any underwear I liked, I switched to stockings and a garter belt with matching underwear, in fact I started quite a trend at school with the girls who were brave enough, my Dad didn’t like it much, said it made me look much older than I was but I always did which is how I was able to buy the vibrator, I looked 18 or 19.
Fast forward to December 2009, I was Fifteen and a half and was out with Mum shopping, were on a crowded train, it was rush hour and I was back to front with Mum, I felt a hand push against my thigh, at first I wasn’t sure if it was intentional but I soon found out, Two fingers started to creep up my thigh toward my private area, every time the train stopped he would stop then carry on, It bothered me and excited me at the same time and eventually he stroked my pussy through my thin panties from the bottom up to my clit, his fingers pushed my panties out of the way and what felt like a thick middle finger slid up inside my wet pussy, I even managed to open my legs slightly, my orgasm built very quickly and when it came I had to bite my lip, his finger now slippery with my natural lubricant buried inside me stopped moving feeling me contract and tighten as I came, all of a sudden he was gone and it was over but how the hell I kept my composure is beyond me.

Two stops later we got off, I had time to compose myself, My legs were wobbly, My panties were soaked and sticky, going for a coffee I went straight to the loo and washed myself and rinsed my panties, Mum was totally unaware of what had just happened. Whoever it had been was very accomplished at what he did, it was very exciting but it never put me off wearing short skirts or dresses, in fact after that I would very often wear a thong, even though in reality I had been sexually assaulted but I enjoyed it and hoped it would happen again, and it did, lots of times, even today the feeling of a total stranger touching and probing your most intimate areas are mind blowing.

2009 December, all of us were out in town, Dad got me a 3/4 length sheepskin jacket and said I might as well start wearing it straight away as it was cold, But it’s a date I’ll not forget in a hurry, it had started snowing and the temperature really dropped, to cut a long story short we got about quarter of a mile from our house, the snow was really quite bad and freezing, in the headlights there were two people just sitting there by the road, Dad passed them then stopped and told us to wait, next thing he brought them back to the car telling me to make room throwing a couple of things in the boot, turned out to be a couple of homeless men, Dad was in hurry to get back, I’ve never seen him like this before but it did turn out to be an emergency, Gentlemen come with me he asked them to a shower each told them to undress get in and get warm and clean, in the meantime he would bring them something to wear and arrange a hot meal for them and have their clothes washed.
During there shower he said he couldn’t just leave them their they would have died in this weather and he couldn’t have that on his conscience, I expected them to stink like a landfill at the height of summer but they didn’t so they were somehow looking after themselves the best they could but this weather had them beaten, Dad sorted them out with some of his track suits and he knew people that ran good used clothes shops, He said they could stay in the living room that night but he had another plan for the next day.

We had been doing up an old Tudor style house, Dad knew a lot of people in the building trade and two years later after replacing the thatched roof, triple glazed windows, new doors removing the old back boiler but retaining a huge walk in stone fireplace which could still be used, it was weather tight, it had running water but no electricity yet, the next day me and Dad took them over to it as it was in the next plot, he also gathered up all our camping stuff, beds cooking stuff and the like, he said they could stay there until the weather improves and light the fire to keep warm with logs, they could come up for a shower every couple of days and hot meals if they wished.

Both of them were in their early 60’s and before they got cleaned up you could have been forgiven for thinking they were in their 90’s, it was a huge transformation, they were called Dave and Jonathon and I enjoyed talking to them and hearing where they had been and they started calling me by my name, they had been there for a week and they had a request, I could tell they were a little reluctant to ask, Tina I hate to ask after everything your parents have done for us but do you think we could put up a curtain or a sheet at the window Dave said, Well I’m sure my parents wouldn’t mind I’ll ask Mum if she has a spare pair, when I got back I told Dad what they had said and he said it was a good idea and asked Mum to dig some out, which she did, an old set of green velvet ones she didn’t use anymore.

Next day I took them down to them, there was already a rod on the window so they just needed threaded through it, the ceilings are pretty high in there but there was a step ladder upstairs and I asked Jonathon to bring it down, It had seen better days and looked very rickety, not falling apart but very wobbly, I said if they held the ladder steady I would go up and hang the curtains for them even though I was wearing a skirt, I didn’t really care all that much, because if I have it I might as well show it off, I just thought of it as someone appreciating what god gave me, I probably stayed up there a little longer than necessary but they never said anything, after all would you? Getting down I said while the ladder is here is there anything else, both of them started to laugh and when I asked what was funny they wouldn’t tell me, after persisting Dave said “Well Tina when you were up that ladder the view was nice, all we wanted to do was reach out and touch you” well at least your honest I said, I’ve been touched before it’s no big deal, the boys at school are always trying to have a grope, oversexed clowns they are, but just high spirits on their part, by the way one of the mounts on the rod needs a new screw I’ll bring some down tomorrow from Dads tool box.

Next day I was certainly in tease mode, I wore a smaller thong under my skirt and it fitted where it touched, I went down with an assortment of screws, ok you two hold these ladders while I put a screw in to hold it I said, once again they were looking up my skirt, and this time I took my time, I immediately got turned on, My cheeks flushed as I grappled with the screwdriver knowing what they were looking at, that’s it I said, the two rusty screws replaced, on the way down both of them had a hand on my calves, just making sure you don’t fall Jonathon said, Aw isn’t that nice of both of you I said, for a second I thought you weren’t going to stop there! Dave replied “Yea you might have just ran out and told your parents too if we hadn’t to” no I wouldn’t I said and winked at both of them, Do you always dress like that Dave said, I do yes and it makes more sense to me and I hate crotch binding inseams with jeans, and my jacket keeps me nice and cosy,

I’ve got good legs, a nice bum and I think longer skirts somehow make me look frumpy, my Dad doesn’t like it to much but your only young once, it was a couple of days to xmas, Oh my parents are going to invite you up for Christmas dinner and Dad has something to give you both so please say you’ll come up, Well Johnathon said I don’t really see how we could say no so yes we will.

Christmas eve arrived and Dad always has Midnight mass and Mum goes along with him, the prep takes a whole lot longer though and they are usually out a good four hours, being the night before They asked if they could come up for a shower but I could stay behind this year and look after them if I wanted, it was like it was being heaven sent and I jumped at it, I planned to look after them very well.

Mum and Dad went out just as they came for there shower, we have a dedicated bathroom but me and my parents rooms have on suite so while they had one so did I, I said I would be in my bedroom on my laptop when they were done, when I came out I didn’t put on anything underneath my dressing gown and it was a bit longer than my school skirt, normally I’d wear a “sensible” pair of panties under it, eventually I heard the bathroom door open, I’m in here you two I shouted and they came in wearing their track suits, we sat on my bed one either side, Are you looking forward to tomorrow I said? This year we are Dave said it makes a change to be warm and not hungry, I knew my dresser mirror was right in front us and they could probably see right up my gown, I also knew if I opened Pandora’s box but there was no going back, Johnathon said, Your such a tease with us aren’t you, No I said, I thought you might have realised that when I put those curtains up,  I cannot explain it but at that moment, I did not care. I only want them to take me and have me, I swear, I can feel my juices flow.

The term be careful what you wish for springs to mind! Seconds after saying that Dave has his hand on me followed by Johnathon, I put my hands around their waists, I wasn’t stopping them as they made their way up finding my pubic hair, I cant remember which one untied my gown but now I was all exposed to them, still on the edge of my bed my legs are getting wider,  I can feel their fingers, playing and probing my pussy. One hand is spreading my pussy open while the other is finger fucking me, they know now I’m not a virgin, I have an instant orgasm, rearranging myself I hook a leg over each of there’s, there fingers probed deep inside me as the budges in their track suits got very big.

This went on for I don’t know ten minutes maybe, in an instant Dave stands up and he’s between my legs, he lowers his tracksuit revealing his cock, which looked fucking beautiful and much much bigger than my boyfriends was, pre-cum oozed out of the end of that huge purple helmet.

Being inexperienced I let him take over, I lay back on my bed and spread my legs, my pussy was wet and ready and knew exactly what to expect, my whole body tensed when I felt Dave line up his cock with my pussy, I felt Dave push his cock into my pussy. At first It went in a good three or four inches I could tell it was thicker and longer than my toy and my boyfriends cock. my young pussy stretched without any problems to accommodate him without any pain.

He was hard but silky soft and smooth at the same time, my pussy squeezed down around him, almost trembling from the incredible feeling. It was so much better than the plastic texture of my vibrator, and bigger too, not having sex for so long I suppose is the reason why he came so fast, but oh boy what an orgasm he has, by now all of him is buried deep inside me, it felt like massive pulses deep inside me, he came so much I can feel it coming out, all of a sudden my own orgasm hits, my I squirt all over his cock, running down his balls and legs while he is still coming inside me, what an incredible feeling.

When he stopped coming I felt all of those inches slide out of me and Jonathon takes over, his cock goes all the way up inside me, I hear him moaning in satisfaction as his cock fills me, he is also very big, I knew what was heading my way, my face was all contorted in pure pleasure and bliss, all of a sudden I feel like I’m being electrocuted, I felt light headed, my toes tingled and my pussy grips onto his cock, I came ridiculously hard, so hard I think I need a colouring book, an awesome mess of wetness and totally sensory overload, it was all too much for him, one final thrust all the way in he lets go, Johnathon felt different to Dave coming, almost felt like a thud inside then one huge squirt followed by little pulses, I loved everything they gave me but time was crucial, I sat up and their collective cum came flooding out of me as I gathered up my dressing gown to collect it.

My pubes were matted sticky mess, The three of us washed up and re-dress ourselves, making our way down to the kitchen I threw my cum soaked dressing gown into the washer, I took care of the rest later, just as I was finishing up the phone rang, it was Dad saying they were on there way back, I was no longer a cock virgin, that night I got the best nights sleep ever and yes, the real thing DID feel better, It was the pinnacle transition into adulthood but in the morning I discovered the down side, I was still leaking cum and my pubes were all sticky but I woke feeling whole, that morning in the shower I decided to shave them off using Dads razor, I knew that I wanted more and I think so did they but had a horrible feeling after what happened they might not be around after last night, I was relived to find they were still here and they were trusting me.

We had a great Christmas dinner but when Dad handed over what he had for them it’s the first time I have seen two men overwhelmed, Dave said we did not have to do this but hell it’s Christmas and now they have 3 or 4 changes of clothes each including winter coats and a few more things, Dad had been hard at work putting it all together, still I thought my gift was better! After dinner I walked down to the house with them, After going through there things they were really pleased, did you two enjoy last night I said? Tina it was wonderful Jonathon said, I half expected the both of you to be gone this morning because of it but I’m so glad you weren’t, I told you I didn’t tease, I bet the two of you would like some more too, they both looked at me and nodded, I do as well but it will be new years eve now, I’m expecting some friends so I’ll see the both of you later.

I though I wonder what they will think now I’m hairless their!
New years eve My parents go out visiting relations, they do it every year so this year shouldn’t be any different except I’ll stay here and look after our guests.

New year arrives, my parents are already to leave and will be back the following day, because of the weather I thought they might have put it off but no (the joy of having an excellent 4×4!) Oh Tina Dad said, don’t forget to give our guests a little drink but don’t get them drunk, OK Dad I said but if only he knew.

Dave and Jonathon came up about an hour after they left, after a bite to eat they had a shower in fact we all did and I told them to come straight to my room,
I had everything I knew I would need mainly extra towels, they came in with just towels around them, I dropped my dressing gown and I’m completely naked before them and they notice my clean shaved pussy, Did you do that for us Jonathon said? I did yes it made such a mess before.
I sit on the edge of the bed and pull of their towels, they are so hard and big already and already producing a lot of pre-cum.

I stroke both of them and lick each of their cocks, their balls look so big and full too, their pre-cum tastes sweet as I greedily suck and slurp on their cocks but I didn’t want them to cum so I broke off, I lay back on my bed with my legs spread open, their fingers, playing and probing my pussy their fingers going deep inside me, after a few minutes of that Jonathon gets between my legs,  I feel his cock against my pussy. His takes his cock and slides it up and down my lips, teasing my clit in the process. Slowly, ever so slowly, I can feel himself all the way in, He feels so good and full inside me. He stops, buried to the hilt, I savour the feeling of being so full.

He starts slowly thrusting, playing with my tits and clit at the same time, I feel myself clamp down around his cock, He is fucking me so deep I’m in another world, Dave got up on the bed, I turn my head and find his cock waiting for attention, slowly that big bell end goes into my mouth as I roll my tongue over it, my own orgasm is building up at a huge rate now and he must be getting to close too, he grabs my hips and thrusts even deeper into me, I had to let go of Dave for fear of actually biting into him!

I shout I’m cumming, I’m cumming, My pussy squirts all over his cock, running down his balls and legs. I hear him moan, With a final thrust he cums inside me,  I can feel him, squirt two, three, four times inside me. It is as if my pussy is starved for his hot, sticky cum, and I love every load he has for me until he finally pops out.

It was now Dave’s turn, He is a little bigger than Jonathon if only by half and inch, stepping between my legs he slides into me very easy but I still feel his size, I was moaning and groaning in sheer pleasure at what this was doing to me, slippery cum squelching as he pushed his cock in me.

I felt it go all the way inside me, as deep as he could physically go. It made me cum instantly, hitting every pleasure spot I have all at once, he settled down into a lovely pace, in the meantime Jonathon wanted his cock sucked, his cock was all warm and covered in cum and partially soft and tasted wonderful, I was getting used to having one inside and one in my mouth, Jonathon was getting hard again filling my mouth.

With two more strokes I tightened around Dave’s cock and was once again cumming very hard again, Jonathon was very near another orgasm, grabbing his balls gently with my hand and sucking his now big purple helmet I felt his balls tighten then the pulses as his cock unloaded in my mouth, I didn’t spill a drop and swallowing the whole thing while tasting my sweet pussy on his cock, I could almost feel Dave tense up as his orgasm hit, just like the first one his cock pulsed widely deep inside me like he could stop coming, after that we needed a drink and I made us a coffee.

Soon after though it was round two with them, this time I wanted to go on top, at first on my knees but then on my feet, bouncing up and down, when they got near coming I sank all the way down on them until we were skin to skin, I had countless orgasms and the towels were absolutely soaked with all three of us, I think it was 22.30 by this time, we had another shower and they helped me clean up, my room stunk with our activities and had to open a window, it just reeked of sex.

We continued until the end of January, the weather had greatly improved then although it was still cold but they though it time to move on, as a final gesture Dad had got them a cheap mobile phone each just in case of emergencies, he put our house No’ in them and I put my mobile No’ in each of them to keep in touch, I think it was 4 months later on a call Dad learned that Dave had a stroke and passed away, he said Jonathon was on his own for the first time in 15 years and he was lonely and scared and he had asked him if he wanted to come back here and he had said yes if it was ok, of course it was, we had grown very fond of them especially me, Dad was busy so me and mum drove the 200 and odd miles to pick him up and bring him “home”.

He stayed with us, he helped Dad finish the house and a bedroom was designated as his for as long as he wanted it, he also got himself registered for the first time in good knows how long and a local farmer gave him a job, of course me and him started having sex again.

He stayed with us until he passed away, he passed in his sleep at home and not on the streets, but at least we did our part in making their life worth living even for a short time, I’ll miss them always.

I know my story is long but I would like to share this also, my ride on the tube usually takes just over an hour, the tube was packed and at that hour full of business men, yes even they are dirty mongrels too!
All of a sudden the train lurches forward, throwing my entire body off balance and my bum lands in this guys lap, my skirt had flown up a little and was spread out like a flower.

I felt the first touch and stayed where I was, one of his hands was under my skirt and no one could see what he was doing, one of his fingers rested on the thin fabric protecting my pussy lips. He uses his middle finger to stroke up and down my slit through the material then I feel his fingers hook into the sides of my underwear, I instinctively lift my bum and legs to let him pull them down so they are around mt thighs but still under my skirt, two finger are pushed inside my now lubricating pussy, a couple of mins later I realize something’s different. The bulge I had been feeling against my rear is no longer there. The sensation is replaced with an erect cock pressed against my pussy lips, I couldn’t help but think someone has to see what’s happening but no one seemed to care.

The pressure of his dick increase as the tip is pressed into me, I let my body slowly accept more and more until  the remaining inches are all inside me, I gently start to rock back and forth on his lap with the motion of the train, I feel his cock pulse inside of me as his cum floods into me, well two can play at this, I let my orgasm build up then suddenly let loose, I completely and utterly drenched him forcing out his cum to and it took every ounce of restraint to stifle my moans, Try and explain that to your wife I thought, I got up quickly pulling my underwear back up leaving him with an exposed and saturated crotch!.

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12 Comments

  • Reply April149🍆🍑 ID:1co6ea39nlqc

    Amazing I love sex I’m 15 and have not lost my virgins my name is april

  • Reply Nayy_:3 ID:2sdm7rp528c

    I’m planning to run away f(13) and I’m scared of things like this happening have no where to go or what’ so ever plus I live in Georgia (Atlanta) and tracking (ykyk) is really bad i don’t know what to do but I need to leave home what makes it worst is im not a very big person only around 100 pounds and thin but petite I don’t think I would survive .. any tips :[

  • Reply Gonzo ID:1ehoguq5wlja

    You are a total sex goddess. I have had a few like you simply loved sex to no end. Now in my life I will have my Daughter and her daughters soon. I can not wait to introduce them to the slut Kylie and Brittany. So many people think that sex is bad or evil which is a shame. No girl/female on this planet should go without cock as it is their natural right to sex and pleasure no matter what age.

  • Reply Lauren ID:bx1jwre8fms

    Good story Tina

  • Reply Crypto24 ID:1asmdhgz209

    Loved it Tina

    • Tina ID:2kye84jn41

      Thanks

  • Reply BRITNEY ID:1e04lr5xxpf2

    Very hot story Tina and I loved it , I myself went to catholic high school and had to wear tights . I snuck and wore my moms 10 strap garter belt with fully fashioned nylon stockings and when I was on the crowded train with my boyfriend behind me , he slowly raised my uniform dress and fucked me standing up as everyone was reading books or dozing off . He gave me my first ever squirting orgasm as I almost fainted and he had to hold me up until we got to our stop ! It seems us girls have almost the same experiences no matter where we live and thanks again for your story it brought back so many memories from years past !! Britney

    • Tina ID:1ah7429tk09

      Thanks for reading Britney

  • Reply Charlene ID:zl5k5raywvh

    Yes sweetheart your story is long but I enjoyed it nevertheless, I’ve done the same as you and let myself get touched and stroked on a train when it’s been crowded by unnamed individual’s and it really adds spice to it when you don’t know who it is. I’ve also let many a homeless man have sex with me although never at my house since my Husband died since I was naturally over sexed like you, reading you story has given me an incentive to write my own, like you I find a homeless man or boy doesn’t really spread tales about you since they do not know who I am or where I live or know any of my friends.

    • Tina ID:1ah7429tqrc

      Hello Charlene, if I’d put every detail in it would have been a lot longer, I really wanted to know if a real man felt better than my toy even though I was underage at the the time but I did have protection at least, the only problem I had was with me afterwards, concieling the fact I had had sex! I became quite ingenious at hiding it, thank you for reading my story.