From using homeless men to saving one

I never really had empathy before just using homeless people for what I wanted so this was new to me.

Inspiration to do something can come in many forms, for it was reading a story right here called “Homeless sex” by a girl called Tina, many of my experiences mirror her own so for me she is my inspiration to write, like her I have been groped, fingered and even had sex on crowed public transport.
My name is Charlene and I’m 33, 5’6″ with brown hair and blue eyes and through the years have maintained my figure, and like Tina I’m very much over sexed, it’s actually hypersexuality or sexual addiction, I used to be married but my husband slipped of a ladder a few years ago hit his head and never woke up leaving me devastated and high and dry, Our sex life was unbelievably good but when that happened nothing.

Since then I have had lots and lots of homeless men’s cocks, I prefer it like that way as they don’t know me or my friends so can’t spread tales, none of the them were particularly anything to write home about and were average in size, 6 or 7 inches erect, I’ll just tell about the last two encounters though.
For a while my sex urges completely disappeared and I concentrated on my eBay business which I’ve had since 2018 selling all kinds of stuff and there is a chance there is someone reading this that may have bought something from me.
The business has got me many nice things including the house I live in, my husband worked and was into classic American cars, he had five but I’ve only kept one, a beautiful 65 Lincoln continental town car, black with a cream leather interior with bench seat front and rear plus electric glass divider, they don’t call them land yachts for nothing they are huge but for every day use I have a range rover.

This car would become pivotal in helping me eventually, after a while I started going out again either getting a taxi back home or the all night bus and it was on one of these nights my sex drive was viciously reignited, it was a warm night and I was sitting at the bus stop, I was maybe tipsy but certainly not drunk, all of a sudden I heard a voice, “Excuse me do you have any change you could spare”, looking up was a young man in his 20’s, Errr I don’t know I’ll have a look answering him, turns out I didn’t so I gave him a ten pound note, “Thanks missus” he said, and he sat down beside me, I know it’s a silly question but is there anywhere open that has a loo I said, Not at this time of night he said but there is always over there pointing to a derelict church and graveyard.
I should have gone before I left and was now literally bursting to pee, I looked at the place, there was no lights shinning into it and I had little choice, I’ll give you another ten pounds if you keep a watch for me while I, you know, Okay missus and we went over, crouching down behind a huge gravestone I pulled down my knickers, Ah I thought as my bladder emptied, all of a sudden he appears saying there is someone down there and be quite, finishing I stood up quickly knickers still around my ankles, he stood behind me and pointed, their they are, he stood so close I could feel him in my bum crack.

I subconsciously rocked my body against his movements further stimulating his growing erection only enhancing the experience, I barely noticed when he lifted up my skirt only noticing when his hand went between my legs touching my pubic hair, I almost forgot what it was like to be touched but I knew I was getting very wet, instead of going ballistic I couldn’t help myself, slowly his fingers found my now wanting pussy and sliding his fingers along my lips, It’s so dirty. It’s so wrong. And it’s so fucking hot I thought, I gave him better access to what he was touching, I looked back and his trousers were down at his ankles, I knew what he wanted and I knew what I wanted, I bent over even more spreading my legs a little further, I felt him lining up his cock then push, the man’s unseen cock parted my lips burying itself all the way deep inside my hungry snatch.

Bent over clinging onto a tomb stone, I never envisaged this as his cock pounded me from behind, all of a sudden I clamped down on his cock as I came, my legs tensing and flexing as I ground my bum into him, me doing that set him off too, he pulled me back hard onto him as he exploded inside me, tightening his grip on me keeping me their till he finished, finally his cock slipped out, after a couple of seconds his cum was running down my leg, in a somewhat daze I pulled up my knickers and they were soaked, I paid him the extra ten pounds, Thanks missus and he left, just like that.
With his cum dribbling down my legs I cleaned myself of with a couple of tissues, when I got home Iwas still on a high wanting more so I dug out my old toy and pounded myself to another orgasm before having a shower and going to bed.
In the morning I thought what a crazy night that had been and started thinking of that young homeless guy so the following night I drove into the city and went to the same bus stop and sat down, I had been there an hour and was giving up hope when a someone came around the corner, I was dressed different but obviously he wasn’t, I kept looking at my phone while he approached, then an obvious line “excuse me could you spare any change”, I looked up at him and said maybe and we just stared at each other, “Don’t I know you” he said, You could say that I said, in fact you could say you know intimately after last night, the look on his face was a picture but I didn’t beat around the bush, I’ve come back for some more I said, “Some more of what he said” the penny still hadn’t dropped, Remember last night over there in the graveyard?

“Is this some kind of trick or trap he said” No I replied, no tricks, no traps, he looked puzzled, give me what you gave me last night and I’ll give £30, it’s a simple proposition I said, tell you what I’ll go over there and if you want it I’ll wait for 5 minutes okay and I started to walk away, luckily he followed cautiously though, See no tricks, no traps just us, Ah here will do fine can’t be seen from the road, I bent over tombstone as he came up behind me, I reached back and touched his engorged manhood, you can take my pants off I said, he slid them down my legs very slowly, enjoying the eroticism of the moment before putting his hand between my legs, “Your fucking soaking” he said, his fingers pumped in and out of me, he added a third finger. All I could do was gasp and sigh as his fingers probed deep into me.
He stopped suddenly, undoing his trousers letting them fall around his ankles, I opened my legs much wider now, with almost one move he slid himself in my pussy, Oh god yes I said just like that but slow down please, I pushed back onto his shaft, we had a nice rhythm going nice and steady, as I slid up and down on his pounding, thrusting cock my orgasm started, tightening around him I came, it ran down my legs coating his cock on the way, after ten minutes of pounding me he couldn’t take anymore, thrusting inside me I felt him ejaculate, my pussy dripped with desire and cum, he withdrew his cock and I turned around, No not yet I ain’t finished yet, I squatted down in front of him, I sucked his cock into my mouth tasting his cum and mine, in a couple of minutes he was hard again and a couple more he came in my mouth with me swallowing his seed, in the meantime a lot of his cum came out of me.

“I don’t know who you are but you must be crazy” he said, So, you really think I’m a nutcase do you? Not by a long shot I said, okay here is your £30 and would you like the same tomorrow night right here again for another £30? “It’s your money missus” I’ll take that as a yes then and arranged a time, after two weeks of the most extraordinary sex he said he was moving to somewhere new and I was left to find someone else, he hadn’t told his friends or there would have been an audience, he kept me to himself but I can’t blame him for that.

I had a friends wedding to go to, I decided to travel the 60 miles using the Lincoln since I had not driven it for a while, the wedding was beautiful but as we left for the reception I noticed a guy on the other side of the road in a doorway, one of that towns homeless asking for change or food with a sign, I spent most of my time looking at the men wondering how big their cocks were! But I did enjoy the wedding too!
Most of the food at the reception was not the kind I would eat a lot of, mostly sweet loaded with sugar and left feeling hungry.

Driving back through the town and past the church I noticed that guy still there sitting inside a doorway, it was pouring with rain and turned chilly, I turned around at the next roundabout and went back, Ironically he was outside a Greggs and pizza place, as I made my way over to him I could see him eye me up and down, looking like he was getting ready to run, I was wearing a smart black two piece with a short skirt, you look freezing I said, in fact he was shivering with cold as he gave me a blank look, I went in and bought two large chicken pizzas and two coffee’s, my panties were getting wet just looking at him, Hi are you hungry, here this is for you, you can eat it here or in my car out of this rain and cold, handing it to him I started making my way back, just as I was opening the door he started walking over towards me, It’s okay get in and enjoy that pizza, we are near the sea here do you mind if I drive down there to eat I love the sea air, it’s okay I’ll bring you back, he just nodded yes eyeing me up and down, good start I thought and drove off but I could smell my own arousal, I’d had a damp crotch all day.

So how did you end up on this particular wheel of misfortune I asked, long story he said but too cut a long story short he was married, his small business went downhill and his wife ran off with someone else when the money ran out and was evicted from his house when he couldn’t pay the mortgage 3 years ago, worse than that he discovered it was all his ex wife’s fault in the end, he was only 28 now and been through hell, I’m very sorry to hear that I said, I never really had empathy before just using homeless people for what I wanted so this was new to me.

He didn’t smell particularly bad more akin to damp dog I’d say, “Thank you for the pizza and coffee I really needed it” he said but I can’t pay you back for the help, it’s okay I said, as I sat there my skirt had ridden up (maybe on purpose) I knew he could see my black lace garter belt and black lace covered crotch, “You dress very nicely and this car too” he said, Oh I’ve been to a friends wedding in fact I saw you earlier when we left the church so I was surprised to see you in the same spot, I knew he was trying to see more without it being obvious, I thought I’d help things along a bit, it’s costs nothing to look but if you want to touch ask first I said, I’m Charlene by the way what’s your name? “It’s Oliver” he said nearly choking, Well Oliver very nice to meet you, “You can’t mean that he said” I do but only if I can touch you in return okay, and with that he slid over towards me.

I lay back in my seat He started slowly stroking my leg, my cheeks flushed, my nipples hardened, He continued stroking my thigh, moving closer to my panties, I moved it toward him to let him know I was enjoying it, by now my panties were soaked, pleased with himself. He slid a finger straight into my pussy, after all day wanting to cum this felt great, Hold it I said, I think we would be more comfortable in the back, getting out I had a heavy blanket in the boot and spread it on the seat, taking off my shoes with him between my legs I put my feet on top of the front seats, giving him an unparalleled view as he continued, his hands moves up my thighs, I moan quietly when I feel his hand slip into my panties and his finger immediately presses down on my clit, “Wouldn’t it be better if you took them off” I said, I raised my bum of the seat while he slid them off, by now he had the biggest trouser bulge that I have ever seen and I had to see it.

Undoing his belt pulling his trousers down all was revealed, its impressive and terrifying size and still not fully erect, you see and read about men on the net with massive cocks but this was the first time in all the men I’ve let do this I’ve encountered one, “are you not worried we’ll be seen” he said? This comes fully loaded I said, I put up the central divider and said watch this, one click all the doors locked, I picked up a small remote and pressed a button, all the windows went completely black, there you are no one can see in now! My attention turns back to his cock with my feet back up on the seats, he was producing copious amounts of pre-cum which I smeared over the end of him “Oliver put it inside me” His cock pokes at my hole, his thick cock has little difficulty sliding into me, grabbing both my legs he pulls me to the edge of the seat driving his manhood gradually deeper and deeper into my pussy, just when I thought all of him was inside me he advances even deeper, My body gives a pained and also thrilled jolt with each assault, no one has ever been this deep in me, I can’t stop the quiet immensely relieved, “Oh god yes” from escaping my lips as I cum on him.

After so long I just knew he would cum quick, I grow tight around his cock to reach an overwhelming orgasm, with a low animalistic grunt he shoots a huge load of his hot cum into my body, even through my own crippling orgasm I can feel it filling me up squirting inside me, with him still inside me I open my blouse and undo the clasp on my bra, Both of his hands are fondling my breasts now, possessively, proudly as unbelievably he starts pumping me again, there must have been at least nine or ten inches of his cock sliding in and out of my tight well lubricated hole and my body shook with each insertion.

I don’t know how long, maybe five minutes later he announced he was cuming again, He simply moaned with delight as his cock pumped more cum inside me, My pussy was so tight around his shaft I thought I could snap it in half if I wanted…especially when I came.

I came again and again, I could feel my juices spray out of my hole, with little space for any other type of exit owing to his massive size as I came, finally he withdrew and my pussy suddenly felt hopelessly empty, after we cleaned up the best we could we redressed, I cleared the windows and lowered the partition and we got back into the front, “I hope you enjoyed that as much as I did Oliver” “More than you know” he said, Okay where too, “I’m tired after that but if you drop me back where you picked me up that will be okay, I’ll find somewhere to sleep” I started the car and was heading out of the car park but stopped, “Oliver, you need a shower and a goodnights sleep, you probably reek of what we just did I know I do, what would you say if I took you back to mine where you can have both safely and get all your clothes washed?”

“You live local then “ he said? No not exactly about 60 miles away but I can’t just leave you like this and hope you’ll be okay, all I can do is ask but it’s up to you, I can bring you back tomorrow if you want but I need an answer now before we set off, I could use a goodnight sleep without the worry and a bath, good I said just relax have a nap if you like I’ll let you know when we arrive, Oh he said, I couldn’t help notice you have a misfire on one of your cylinders , probably a spark plug not working, okay I’ll have it checked out.

Getting back home it was late, he had his shower getting undressed in front of me and handing me his clothes, he asked me about the windows in the car, Oh it’s Smart PDLC film for car windows. Switch to black or transparent or somewhere in between, smart Glass VIP it’s called, you can have all the windows blacked out or one at a time, comes in handy doesn’t it I said, very he replied, he must have spent a good 45 minutes in the shower, he used the razor in there and when he came out he looked very handsome, while he showered so did I, I made him a bite to eat then showed him to a spare bedroom, Now you can either sleep in here I said or……….you can sleep with me? Before he could answer I took his hand and led him to my bedroom, we got in and he was asleep very quickly although I was hoping for more, I put my arm around his head and fell asleep myself, in the morning I found him cuddled into me with his head on my boob.

Well that was nearly two years ago, Oliver is still here and he is a totally different person, he’s a diligent hard worker and he was right, I did have a misfiring engine after all, he works for a local garage and I still run my own business, and I get impaled on his cock every night! And I know longer go looking for homeless men to fuck me, I have more than I need right here, he has one great big beautiful cock, I still have the car too and boy do we use it!

He made me cry last night when he came in from work and presented me with an engagement ring, I excepted it, Oliver knows nothing about what I used to do and see no reason to tell him.

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