Fun with a homeless girl
Introduction:
This is a dark fantasy of mine
I told my husband that I needed a spa weekend and booked myself a package at one of the fancier hotels in the city. We live in a commuter suburb, so it was about a 45 minute drive to the downtown hotel. I left Friday evening when my husband got home from work. I made sure he knew where everything was for the kids, that he remember the play date tomorrow then kissed him goodbye.
I got to the hotel just before seven. I got checked in with plenty of time to get to my massage at eight. Then I had a manicure and pedicure, and finally got back to my room at around ten. I had a light snack and some wine from room service, and went to bed. I had to take a sleeping pill to get to sleep, I was so nervous for the next day.
My phone rang at seven that morning with my wake up call. I had breakfast, then went for a full wax followed by a mud bath and face mask. By the time everything was done, it was eleven. Now for the tricky stuff.
First I hit the bank and got $600 in twenties. Then I got a hold of an old friend, who put me in touch with a dealer. By one o’clock I had $540 and a few small baggies of powder cocaine. The next stop was an adult store. I bought a small strap on dildo and harness, small buttplug, lube, two pairs of padded cuffs, a small ball gag and a length of restraint rope. The bill was just over two hundred dollars, which was painful because I was only going to use the things tonight, but I couldn’t keep them at home.
I went back to the hotel and put my new toys away. I was soaking wet, thinking of how I was going to use them later, and it was an effort of will to resist masturbating. As it was, I changed into a fresh pair of panties. I had a small snack at the cafe in the hotel lobby, then got into my car. Now came the tricky part.
The hotel was in the downtown core, which placed it near by some of the more run down parts of town and a few homeless shelters, which is part of why I chose it. Even better, since the last time I did this, a charity opened up a shelter specifically for LGBT youth. My husband and I had even donated to it in the past, and I had a cheque to drop off there.
I had a brief but pleasant meeting with the man running the shelter that day, and he gave me a brief tour of the facility, thanking me for the donation. It was a converted house, with rooms set up with two twin beds, a big communal dinning room and rec room. I didn’t stay long, but I kept my eye on all the girls there. Unfortunately I didn’t have a chance to approach any as the shelter supervisor was with me the whole time. I thanked him for his time and left, trying to think of what to do next.
Then, after I left and I was walking towards my car, I got lucky. There was a girl of 18 or 19 walking towards the shelter. She had the rundown clothes in multiple layers of someone who was living on the street. Her hair was lank and greasy, and might have been dark blonde under the grime. She was walking towards the shelter, probably looking for a bed and a warm meal.
“Hello there sweetie,” I said. “Are you heading to the shelter?” The girl just kind of shrugged, not looking at me. “It’s okay,” I told her. I understand. I even donate to it.” This time the girl gave me a little smile. She was pretty in a worn out kind of way. Life hadn’t been very good to her.
“That’s cool. I should get there so I can get dinner…” she told me, starting to walk.
“Why don’t I take you to McDonalds or something? I’m sure you could use a treat.”
The girl looked at me again, and I’m pretty sure she guessed what I wanted. “I guess. Do you have any cash?”
“Of course sweetie,” I said and took her hand, starting to lead her towards my car. “How much do you need?”
Now that I was walking beside her, I could smell her. She obviously hadn’t had a shower in at least a few days, and her cloths hadn’t been washed for longer. “Is fifty ok?”
I laughed and told her, “I can do better than that!” I opened the car door and let her into the front passenger seat. Inside the car her odour was even stronger. “Now lets get you some food.”
She was quiet as we drove, trying to make herself as small in the seat as she could. A few minutes later we got to McDonalds and I pulled into the drive through line. “What do you want sweetie?”
“Chicken nuggets.” She wasn’t the most talkative girl, but that was okay. I ordered her a ten piece combo and a chicken wrap for myself. After we got our food I pulled into the parking lot so we could eat. She devoured her food almost before I had even started mine. She looked so hungry and sad that I gave her my wrap too.
After she had eaten everything and finished her drink, I took all the garbage and threw it away. I almost expected her to take off when I got out of the car, but she was still there when I got back. I turned the car back on and started driving. I reached over and began to feel her thigh. She shivered a bit, but let me touch her.
“So what’s your name?” I asked her.
“Jenny.”
“Well Jenny,” I said, continuing to slide my hand up and down her thigh, “do you mind coming back to my hotel? I have my cash there. We could even get some more food, maybe some wine from room service.”
Jenny didn’t say anything, but after a few seconds she nodded. My pussy was absolutely soaked, and I let my hand roam to the top of her thigh, stopping now and then to rub between her legs. She didn’t look at me, but she opened her legs wider to give me better access.
It took us about ten minutes to get back to the hotel, and I continued to run my hands over the smelly little girl beside me. I parked in the parking garage, my room key letting me in. Thankfully there was an elevator in the garage so I didn’t have to take my prize through the lobby where lots of people might see. We took the elevator up the the eighth floor, and there was no one in the hall. I quickly took Jenny to my room, and shut the door behind us.
The room was a suite with a sitting room separate from the bedroom. Jenny sat down in one of the chairs, pulling her knees up to her chest while I ordered some chicken fingers and fries for her, and a couple of bottles of wine. That done, I took Jenny’s hand and pulled her into the bedroom. Closing the door behind us, I turned her to face me and bent down to kiss her. There was no resistance and she opened her mouth for my tongue.
She tasted like McDonalds and teeth that hadn’t been brushed very often. As we kissed I started to pull off her clothes. The jacket and first shirt opened from the front and quickly ended up on the floor. The next two shirts where t-shirts so I had to stop kissing her to pull them over her head. As I took them off I saw and smelled her lightly haired armpits. She wasn’t wearing a bra, and had two tiny, barley a cup breasts with tight little nipples capping them.
I bent down to take off her shoes, and Jenny crossed her arms over her tiny breasts. The shoes were followed by two pairs of socks, then her jeans and the leggings underneath. The dirty clothes made a pile beside the bed, and Jenny was standing there in nothing but a pair of undersized Dora the Explorer panties. They were stained and some matted brown hairs poked out from the sides.
I pushed Jenny back till she lay on the bed, her legs hanging off the edge, her arms still over her breasts. Then I pulled my dress over my head and pulled off my panties till I was naked but for my bra. I climbed onto the bed, and straddled Jenny’s head.
She just kinda lay there as I began grinding down on her. Rubbing myself across her face felt amazing, but I wanted more. I reached back, pushing her arm out of the way, and pinched a nipple. “Lick me slut,” I snapped at her twisting. She did, slowly at first, but with more enthusiasm as I gave the nipple another twist. She trust inside me a few times with her tongue, small wet and firm, then started in on my clit. I let go of her nipple and grabbed a fistful of tangled greasy hair, holding her mouth tight against me. I think she was having trouble breathing because her hands began slapping against my thighs and calves. I let back on the pressure for a few moments, heard her gasp, then pressed back down.
We did that half a dozen times, me pressing down hard till Jenny was almost out of breath, then letting her get a gasp of air before doing it again. She licked at my clit frantically, hoping to make me come so I would stop smothering her. It worked. After only a few minutes I had an explosive orgasm, one of the biggest in years.
I rolled off Jenny and lay there panting. I pulled Jenny over to me so her head rested on my breast, and shuddered with the aftershocks. Jenny shook lightly with repressed sobs. She stank, but now there was the smell of my juices on her too.
We lay together like that for almost fifteen minutes, and I was starting to fall asleep in the afterglow, when there was a knock at the door to the suite. “Room service,” a voice called.
I scrambled out of bed, grabbing a robe from behind the door. “Stay here,” I told Jenny,” and went to get the food and wine. A minute later the room service waiter was gone and we had two bottles of wine, some chicken fingers and fries. “Come on out,” I called into the bedroom. A few seconds later Jenny came out, red eyed and still only wearing her panties.
“There’s some more food here for you,” I said gesturing to the table. She sat down and started eating while I poured two big glasses of wine, placing one in front of her. Jenny ate quickly, washing down the food with a few big swallows of wine. I topped her glass up while sipping my wine. Pretty soon she had finished almost two thirds of a bottle.
When Jenny had finished her food, she looked at me and slurred, “Can I go?”
I laughed and poured the rest of the bottle of wine into her glass. “Not yet! There’s still lots of fun for us to have.” Jenny just shrugged and drank more wine. I went to my purse and pulled out one of the baggies of cocaine that I had bought earlier in the day. Jenny watched me silently as I cut the powder into four different lines.
I rolled a twenty into a tube, and inhaled the first line. The coke hit me with a rush, making my nipples tighten even more and hair stand up all over my body. “Come on over here,” I told my plaything.
Jenny stood up, swaying slightly from the wine. She came over and I handed her the rolled up twenty. As she bent over to take a hit, I stopped her. I pulled down her panties, leaving her totally naked. She had a small bush of matted brown pubic hair, and smelled none too clean. I stood behind her and wrapped one arm around her waist, and slid one, then two fingers of my other hand into her mouth. Once she got them nice and wet, I pushed her torso down towards the dresser top where the coke was, and reached down to her dirty cunt.
I slid my finger inside her as Jenny took her first hit of coke, and feeling her velvety tightness squeeze my finger, it was almost like I had done another line myself. I used my other hand to fondle her barley there tits, pinching and pulling her nipples. “Do the next line,” I told her, licking her ear and feeling her shudder, driving a second finger into her cunt. Jenny inhaled more of the white powder, he body shivering from the drugs, the wine and my hands. I left her breasts alone and took the rolled up twenty, then used my body to flatten hers against the dresser, fingers still inside her. My head was beside hers, and I did the last line of coke still there. The shudder of the drug hitting my system made me clamp my hand together, and Jenny squealed at the abuse of her cunt.
I stood back up, taking my hands from her. As she was starting to rise, I slapped her ass and said, “Stay.” I went over to the bag of toys I had gotten at the sex store earlier, and took out the buttplug and the lube. I walked back over to Jenny, and leaned over to whisper in her ear, “Ever had anything in your ass?” She shook her head. “Then this will be fun,” I said licking her ear. “Reach back and spread your buttcheeks.”
Jenny did as she was told, revealing a dark hole with a rank smell and a few dirty hairs surrounding it. I squeezed some lube onto my middle finger, then began running it over and around her anus. She shivered, but kept her cheeks spread. I pushed into her slowly but firmly as Jenny let out a whimper. Her ass was even tighter than her cunt, and when my finger was all the way in I could feel a firm nugget at the top of the canal. I fingered her ass a few times before withdrawing it. There was a bit of brown collected under my finger nail, so I stuck it in Jenny’s mouth and told her to suck. She did, only gagging a little.
I poured some more lube over the buttplug and pushed into my toy’s little stink hole. She shivered and cried a bit as the widest part of the plug stretched her, and then it was in. I grabbed the TV remote, and went and sat down in the easy chair in front of the TV. I hooked my legs over the chair legs to leave my cloth exposed. Jenny was still leaning against the dresser, hands spreading her ass open, the red base of the plug lewdly exposed.
“Over here,” I called her. She came, and without me having to tell her, knelt down. She leaned forwards and took a tentative lick of my pussy. “Not there. Eat my ass.” As Jenny’s tongue began to prob my asshole, I turned on the TV and started channel surfing. I still had the whole night ahead of my, and I was planning what to do next.
