Dee’s homeless adventure


We had planned to join a group of volunteers to support a night out sleeping rough. We were raising funds for those less fortunate and living on the street. The plan was simple, we would eat at the local food stall, eating what was provided by the volunteers, mixing and socialising with the homeless. Then we’d prepared our bedding for the night. We’d got sleeping bags and I had constructed a frame from boxes and broken wood and covered it with a clear sheet of polythene. There would be little privacy tonight.
At 8 in the evening we all assembled to go and check how the homeless were getting on and walked about town to sit and talk to them and discuss whatever was on their minds. It was fascinating to hear their stories and Dee disappeared to a group huddled together chatting drinking and smoking.
Dee was her usual vibrant self and joked with them trying to raise their spirits. One of the guys stood to whisper in her ear and she looked up to him, smiled and nodded her head then leant towards him and whispered something back to him. He looked down to her and rested his hand on her shoulder, I’m sure that his fingers reached down to her tits as she grabbed his hand, it lingered for a moment and Dee smiled up to him.
To say he was scruffy would be an understatement. His jeans were dirty, he wore a stained tee shirt that looked as though it had beer stains down the front. He didn’t look in good shape either, his teeth were a mess and he had a stubbly beard. And he stepped back to his group, leant towards another guy and spoke quietly to him. He pointed at Dee and he nodded his head. They both in turn leant to the people beside them and soon the whole group had obviously discussed something.
Dee got up and turned towards me, smiling broadly. She obviously had made plans with them.
“Shall we go back to the sleeping bags?” Dee commented.
“Only if you tell me what you’ve planned.” I replied.
“Well you know, these guys don’t get a lot of fun now. I thought I’d brighten up an evening for them. Nothing too serious, you know, just relieves some of their tensions.”
I smiled, “You just can’t say no can you?”
Dee smiled.
We got up and returned to where we were going to sleep. It was now beginning to get darker but we could still see our poorly made shack and we both climbed in. I had bought some lanterns and turned them on. Our two sleeping backs were side by side and I had made sure that there was enough space for us to be able to sit and change if we needed to.
“I’ve got to go and relieve myself.” I told Dee, “I won’t be a minute.”
I got up and left the tent. There were a few portaloos nearby and my head torch lit the inside as I pulled my cock out and started to pee. The water splashed the bowl and my imagination started to swim in the thoughts of what Dee might have planned. My cock started to stiffen in my hand and I was beginning to look forward to what might happen.
I zipped myself up making sure not to catch myself in my flies, pushed the button to flush the loo and then headed back to our make shift tent. I looked towards the tent and could clearly see Dee undressing. The clear sheeting however dirty hid nothing. She was down to her bra and panties, before she sat on one of the boxes we had found to use as seats. She then faced the polythene sheet and lifted her bum to remove her panties. As she sat there she spread her legs to reveal her hairless pussy and she ran her hand down to fondle her pussy lips.
As I got closer I noticed in the shadows some movement. So this was Dee’s plan, she was going to give them a free show. I looked back at Dee and she now had her fingers buried deep inside and her free hand was pulling and tweaking one of her nipples. Wow this was horny stuff. I had stopped in my tracks and watch on.
There were then whispers in the shadows and I clearly heard a voice say “No! I’m going first, I asked her!” and a figure come out from the shadows. It was the first guy that had spoken to her. He was in the same dirty clothing and had a sneering grinning across his face highlighting his awful teeth. Was she really going to satisfy him as well?
He quickly moved towards our make shift tent and opened the flapping sheet to the side. I watched and saw Dee look up to him and she turned to face him. I had to get a bit closer, so I turned off my head torch and moved to within a couple of feet. I then watched as Dee grabbed his fly and unzipped him. I guess he was commando as she was soon pulling out his cock. She looked at it briefly before she opened her mouth and suck him deep inside. As she sucked on him she pulled the sides of his jeans and they slipped down to his knees. Then she went to town on him, his hands wrapped around the back of her head and his cock started to thrust wildly into her. I heard her slobbering and choking on his rough attack on her. But Dee was still in control and as quickly as he started thrusting it was clear that he was about to cum.
“OH fuck, I’m cumming.” He cried and lunged his cock into her mouth. His bum cheeks spasmed as clearly his cum spewed from his cock. Dee carried on sucking, enjoying the fresh cum in her mouth, before he pulled out. Quickly he pulled his jeans back up and slipped out.
No sooner had he left that he was replaced by another and Dee repeated the whole procedure once more. But this time the guy pulled out as he came and Dee’s face was sprayed with cum. She was covered across the bridge of her nose, over her forehead and into her hair. He too left and was replaced by another and then another two.
They had all come quickly and none of them had fucked her. Perhaps that was the understanding. As the guy left I whispered through the polythene to Dee.
“Are you OK?”
“Yes, fine, this is fun. There are two more to come I think. Should I let one of them fuck me? Would you like to watch that Ben?”
“I’m not sure Dee. It’s up to you.”
As we spoke a very scruffy older man walked through the opening. Dee turned to him and looked him up and down. His dirty old trousers tied up with a piece of string, his face unclean and his opening grin showed that he had little teeth. His hair was matted, or at least what he had. His shirt was unbuttoned and showed a mat of curly chest hair. He looked very old. As he stood in front of Dee he unbuttoned his fly and produced his hard cock. Dee turned and looked at me.
“I guess he hasn’t had a fuck for years.” And with that she stood turned around and bent over the box, resting her tummy on the top, she reached round and pulled her cheeks apart. The old man stood behind her gawping at the sight in front of him, before he fell to his knees and grabbed Dee’s cheeks in his dirty rough hands. His thumbs were clearly playing over her ass hole as Dee turned to look at me.
“I think he’s going to fuck me up the bum?”
His head was then buried between her cheeks.
“Oh yes get that tongue deep in my ass.” Pleaded Dee. “Get me wet and ready.”
The old man knelt there his tongue working hard and his free hand pumping on his old cock.
He raised himself up and nudged towards her, cock in hand he fed it into her ass hole.
“Oh yes that feels so good, fuck me…. Oh yes all the way in. Ohhh!”
The old man buried his cock deep into Dee. I watched her face grimace as in his excitement he didn’t stop until his balls slapped against her pussy. Then once fully embedded in her he pulled out only to thrust hard once more into her.
“Oh fuck, I think I’m going to cum.”
“Oh…”
Ohhh…”
Ohhh fuuccck, yes, yes, yeeeessss.” Screamed Dee
I’ve never seen Dee cum so quickly. Her ass rose from the box as she angled her ass hole for the best penetration.
“Oh my god, here it comes.” The old man spoke in a gravelly voice and lunged once more into her, pumping his seeds deep inside her. He stopped still embedded in her, his hands now groping her hanging tits, pinching on her nipples and twisting them in his fingers.
As they froze from their exertions my cock erupted uncontrollably. It shot from my cock in hard bursts and splattered against the polythene sheet. Dee heard the splatter and looked round to me. Her face was flushed, her hair had fallen forward and she watched my cum dribble down the sheet.
“One more.” She said. Shall I let him fuck my pussy? Then I’ll have had all three holes filled with skanky cum.”
The old man stood, his legs shakily holding him up as he clenched hold of his trousers in his hand, unable to re button the fly. But before he left he lent down and placed a finger into Dee’s ass. She giggled at the insertion.
“That’s enough old man, you’ve had your turn.” He removed his finger, raised it to his nose, sniffed it before sucking it into his mouth. He then staggered out.
“Move round.” I said, “I want to see your ass oozing with his cum.”
Dee shuffled round until her ass brushed against the polythene, then she reached round and spread her ass cheeks. Her puckered hole gaped open and shut and I watched the old man’s cum seep out.
“Just one more Ben, then I’m all yours again.” And she blew me a kiss. The next scruffy urchin had now stepped into the tent and he watched as Dee swivelled back around to show him her waiting pussy. It was the guy who had first propositioned her.
“OK you asked if we could have a bit of fun. Now it’s your chance to fuck my pussy.” Dee arched her back to pronounce her pussy. The guy looked down and could see Dee’s ass and pussy. I guess his predecessor cum must have still been dribbling from her ass and lubricating her pussy as he reached out and gently fondled her open gash.
“Mmm that’s nice. Mmm rub my clit like that please.”
The guy continued to rub on Dee’s clit as she arched her back even more. His other hand then reached down and he was clearly rubbing her bum hole.
“Oh my god yes, stick your finger in there too. Mmm. Oh god that is sooo good.”
The guy continued to play with Dee’s pussy and ass and his cock bobbed in time with his handywork. Eventually he broke his hand away from her ass and grabbed hold of his now I guess aching cock. He the shuffled up behind her and aimed his cock at her now very wet pussy.
As his cock nudged her gaping pussy there was a rustle at the opening to the tent and slipping in beside him one of the women that we’d been speaking to earlier. She said nothing but sank to her knees beside Dee. She then reached out her hands and laid them gently on Dee’s back, running her fingers from the nape of her neck and tracing down along her spine to the crack of her ass and back up again.
She leant forward to her ear and whispered simply, “Kiss me.”
Dee turned her head and the girl flicked out her tongue and they met, duelling together before the girl mashed her lips onto Dee’s. They both moaned loudly and this in turn enticed the guy to push his cock deep into Dee’s pussy. His waist crashed into Dee’s ass, jolting her forward and the two girls struggled to keep their mouths lock together. He then continued in ernest to fuck Dee hard, his cock pounding her pussy.
“Ngh.” Dee was now being pounded hard from behind and she briefly turned her head away from the girl as her concentration was stretched along with her battered pussy, so the girl turned and started to explore other areas of Dee’s body. As her hands wander along Dee’s back her head followed, kissing its way down her spine until she reached as far as she could with the guy pounding Dee’s pussy. She then extended her tongue in an attempt to lick between Dee’s cheeks.
With a couple more thrusts the guy came, pumping his seeds deep inside. Dee must have felt the v******e of his cum splattering and burning her insides.
She cried out again, her moans of pleasure must have awoken the others around us. Her orgasm was as intense as her first. The guy behind her slumped back onto his haunches his cock flailing as he slipped away from her. His remaining cum flew through the air, catching the girl across her face, before she pulled herself over Dee and her mouth crashed onto his cock. Eagerly she lapped and sucked on his deflating cock, cleaning it of Dee’s juices and his cum.
When she was finished she turned to Dee and reaching out with her hands parted Dee’s ass cheeks and her tongue delved in to clean her too. She lapped greedily at her holes making sure that she too was clean of all the spilt cum. She broke away and wiped her mouth with the back of her hand.
Dee got up off her tummy and turned to sit on the box.
“I guess it’s your turn now. Do you want Ben to fuck you? I’m sure he’d be happy to help.” My cock jolted at the thought.
“Naw,” she said “I’m not really into boys, I sucked his cock because I wanted to taste you. I’d much rather you do something to me.” Dee smiled, “You’d better get those jeans off then and take a seat.”
The girl stood in front of Dee and unbuckled her belt before seductively undid first the button and then slowly pulling her zip down. She then grabbed the waist of her jeans and peeled them slowly off her hips, past the top of her bush and then down to her ankles. She stood naked from the waist down. Her pubes were abundant, unkempt and untrimmed. Thrusting her hips forward and peeling her bush and pussy lips apart Dee gazed at her sex, before bending forward and nuzzling her face in the girls crotch. I saw her tongue slip from her lips and swipe at the girls’ lips.
She looked up at the girl “Let me lie down and you can sit on my face.” Dee dropped to her knees rolled over onto her back and slipped her head between the girls’ feet. The girl slowly lowered herself down until she was squatting over Dee’s face. I watched as Dee’s tongue darted into the girls’ pussy. Her head fell back at the pleasure before she sank onto the waiting mouth. She ground her pussy into Dee’s face and I could hear her muffles of delight.
“Oh yes Dee, fuck me with your tongue, I’m so close to cumming.”
The girl moaned and screamed as her orgasm crashed through her, her pussy ground into Dee suffocating her, before she fell forward, their bodies crushed together and the girl now reciprocating the pleasure and eating Dee’s pussy. Dee gasped for breath before she continued to lap at the girls’ pussy.
I sat outside the tent watching and waiting for them to finish. Dee was going to get fucked again and I guess we would have an audience too.

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