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Homeless Girl


Two years after my second kid and six years since I had done it, I was feeling the urge again. I tried to suppress it for as long as I could, but it was no use. The desire was too strong. Eventually I gave in and started to get ready.

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.

My Asian Neighbour



I've got a sex only relationship going on with a neighbour. Jenn a married woman with a workaholic husband. At the time that this all started she was 37 and I was 50. Jenn is of Asian decent about 5' 6" tall with what I think is a killer body. She is horny as hell all the time and told me she didn't know just now into sex she was. Until we started our thing.

This part is a precursor to a sunny vacation to a warm island in the Caribbean. Her friend is interested in what Jenn had told her about us. Both her and Jenn maybe interested in a 3 some. But that's a part to come later.

We made plans to go away on vacation. Jenn and her friend had gone away on vacations a number of times over the years. So no big deal for her husband. One night a couple of hours before the mall was to close I get a knock on the door. I open the door and there is Jenn standing there looking sexy as usual. I'm at the point now with her that I start to get hard at the sight of her and what may happen. She look at my shorts that I had on and with a little laugh she rubbed my growing member. It's nice to see that you're happy to see me, but that will need to wait for a bit. "I need to do a little shopping for the trip and could you drive me to the mall" she said. I told her no problem and so off we went.

It was about a 15 minute drive to the mall. She said now much they both were looking forward to the trip. Jenn also said that she was sorry that we all weren't staying in the same room at the resort. She need to make sure no one knew we were together on vacation. Not a problem and if your friend backs out of our fun times we have my room I said.

At the mall we picked a few things each and the time was quickly going by. Jenn
said that she needed to get a couple of bikinis as she didn't have any good ones. She went to say that this is why she wanted me to come too. She wanted my opinion on which ones she should get.

As we entered the store besides us there was only 2 teens, a woman about my age and a the store clerk. The clerk was a somewhat skinny 20-25 year old brunette in shorts and a halter top. Not bad looking at all. I'm telling you about her because she becomes part of this.

As Jenn is shopping she finds 3 bikinis that she likes. Just at that point the clerk comes over to us to ask if we need any help. "No thanks but oh where are the change rooms" Jenn asked. The young woman pointed to them and as she did I caught her looking towards my shorts. I have to say I was making a big enough bulge in my shorts not to be noticed. Looking at Jenn and the thought of her wearing those bikinis got me into that state.

Back in the changing room area Jenn went into one and started trying them on. After a few minutes she said that she liked all 3 of them. Then she opened the curtain to let me see the one she had on. WOW! She had on a purple one she picked out. She looked amazing in what there was of it. Very small and not covering much at all. The top itself hardly covered her big and very hard nipples. OMG my cock is getting harder and harder. Before I look down at the bottoms she turned to show off her bum. Yes it was a thong and what a sight. I quickly said turn around and let me see the front. As she did I found the bottoms were just as skimpy. The front part almost didn't covered her pussy lips and clit. Her beautiful pussy lips are trying to get out from behind the little triangle of the bottoms. As I was in my horny mesmerized state I clued into that she had shaved her pussy clean. I'm so hard that I know that I'm about to make a wet spot on my shorts... If I haven't already.

"This is my favorite, but would like to see the other ones too" she said. I just nodded yes and stepped in pulling the curtain closed. Off came her top and on went the second one. This one covered more, but still looked great. Then she did it... She untied the bottoms and they feel to the floor. As I leaned down to pick them up off the floor and my face came just inches from her beautiful clean shaved pussy. So I just had to lick it and lick it again. Jenn was so turned on by the whole thing that after about 12 or so licks of her lips and clit she had an orgasm.

"I've always wondered what having some kind of sex in a public place would be like. Wow I like it so far" she said.

Then she pulled me up gave me a big tongue filled kiss. Jenn has come to love the taste of her pussy on my lips. At the same time she's pushing her hand down into my shorts grabbing my rock hard cock. I thought I was going blow my load.

"Mmmmm I think you need some help with this" she whispered in my ear. As she dropped to her knees... Pulled my shorts down and without missing a beat the head of my cock was in her mouth. To this day I don't know how I didn't loose it.

I could feel her lips going down my shaft towards the root. She had one hand on my hip and with the other one she started playing with my balls.

God I was breathless with my back against the wall and a beautiful half dressed woman giving me a blowjob. Just at that point I heard a voice say "I didn't know you were still here, but the store is closed." Some how we missed the announcement that the store would be closing in 5 minutes. I moaned a little. The clerk asked if I was ok and started opening the curtain. Jenn stopped for a split second and at that point I didn't care.

The young woman gave out a weird little scream and stepped back. Busted!!! But when we didn't stop or say anything she started to peek in. She did that a half dozen times or so before she just kept watching.

Jenn stopped and asked if she liked what she could see. She went right back to sucking me. The young woman said in a soft voice "yes". We found out that her name was Summer.

I continued to get by blowjob, but now with a stranger watching. I grabbed the curtain and pulled it open so she could see everything easier.

Summer looked like she was enjoying the show. Her nipples were rock hard under her halter top.

She watched as Jenn bobbed up and down on my cock. Looking at me to see if I was enjoying it and oh was I!

Jenn stopped sucking me and started to give me a hand-job, which let Summer see my full cock and balls. The whole thing had gotten me to my full size of 8" maybe more. I'm normally 61/2 inches around, but Jenn said that she thought I was thicker that normal.

OMG it's so much bigger than my boyfriends cock she said. Does he fuck you with that... Can you take it all?

Yes he does and with all of it. It feels incredible.

Do you and your husband do this a lot?

He's not my husband or boyfriend. We are just neighbours.

Summer's mouth opened almost as wide as her eyes as she heard that.

We just fuck and have a lot of different sex. We play out fantasies like this one.

I looked at Jenn with a puzzled face.

The whole time Summer is watching Jenn stroke my cock and play with my balls.

Would you like to touch his cock?

No I can't... I don't want to cheat on my boyfriend.

You said he's bigger than your boyfriend, so why don't you as you may not get a chance at a big one again.

The thoughts running around in my head. Was Jenn trying to get Summer into a 3-some with us. Then I hear "OK"

Summer moved in and got down on her knees. She moved her hand up to the head of my cock and touched it. I've been on the verge of cumming for what seemed like an hour at that point. Jenn removed her hand from my cock, but not my balls. Summer put her hand around it. I've died and gone to haven.

God it's so big. His cock is so thick I can't get my hand all the way around it.

Jenn told her to check out my balls too. So she cupped her hand under my balls and lifted them up.

They're so big and heavy too.

Do you like his cock and balls Summer?

What's not to like about them, but it would hurt to get fucked by this. At least it would hurt me.

Yes at first it did, but now it's great Jenn told Summer. Jenn said that we like to play out fantasies and this is one of 2 of mine. One is to have a ffm 3-some, which this could be or having sex in a public place.

There it was. Was Jenn going for the 3 of us? As this is going on Summer has
gotten into stroking my cock slowly and playing with my balls a little. I don't think she realizes that she was doing it.

You want me to have sex with you two? No no I have a boyfriend. No no! I can't!

Is it because you have a boyfriend or are you just scared it will hurt? Do you like his cock or not?

It's because I have a boyfriend and because think he's just too big for me and I'm not sure about having sex with another woman also.

Then she realized what she was doing to me and stop, but didn't let go.

Jenn said ok then do you mind if he fucks me right here and now to finish playing out this fantasy? You can watch and maybe...

No I don't mind if you do. I am really turned on and I like to watch porn with my boyfriend. To watch live sex would be cool.

Summer I'm going to need his cock back ok. It won't hurt anyone if you kiss his cock or balls.

Wow she's still trying to get her going.

We moved 2 chairs out into the back of the change rooms hallway. One for us and one for Summer. Summer sat down and I sat Jenn in the other chair. I whisper to Jenn let's give her porn show. She's seen you suck me, so I'm going to eat you. I stepped back and Jenn spread her legs. I moved in and start licking her beautiful pussy again. As I heard Jenn start moaning I'm sure a gasp came from Summer and because everyone was so turned on I bought Jenn to 2 orgasms in no time. As I was doing that Jenn asked Summer if she liked her pussy eaten? Does your boyfriend do you?

Yes I do she said and sometimes.

You should let John (not my real name) eat your pussy. He's good.

I can't do it. Sorry

It's not a big deal Summer. Nice to see that you are loyal to your boyfriend.

I got up and got Jenn up. I was going to fuck her from behind. I had her bend over onto the chair. Summer was watching intently as I rubbed the head of my very hard cock up and down her very wet slit. I wasn't going to last long once I got inside her. I was close to cumming 4 times. I look over at Summer to see that she is so into what we are doing. She opened the front of her shorts and had her hand inside rubbing herself. I pushed my cock into Jenn's wet pussy with no problem. After a minute or two Jenn was also showing signs of her orgasm coming on. So I started pumping fast and fast. She's bent right over and with me pumping hard my ball were swinging back and forth slapping her pussy. Just there I felt her pussy tighten around my cock. That was all I needed and I start to cum like never before. I stopped pumping and could feel Jenn's pussy still pulsing along with my cock pumping her full. The fuck was short but powerful. Wow.

I didn't know that Summer had moved for a better view and was rubbing herself to her own orgasm. I pulled my cock out of Jenn and saw my cum dripping from her. I quickly moved over by Summer to get some paper towels. She was checking out our juices all over my cock. I went back to clean up Jenn and myself, but I need more paper towels, so I asked Summer for some. When she bought them over to me I could see that her shorts hadn't been done up. I was down on one knee and I was at the right height to see in her shorts. I could see some nice brown pussy hair. I said nice pussy Summer. She put her hand back into her shorts and rubbed her pussy a little. As she was doing that she went on to say how hot that was and how turned she was. Also that again she couldn't have sex with us.

We all got ourselves straighten out and moved out into the store. We were all surprise to fined out that 45 minutes had gone by after closing. Jenn paid for her bikinis with a very nice discount on them. Summer said that maybe if she and her boyfriend broke up that maybe we all could have some more fun. We exchange phone numbers and off we went.