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Introduction: All characters are over 18 years old.
I would like extend a sincere thanks to Grania2 for editing this story.
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My name is Madeline, but everyone just calls me Maddie. Ever since I can remember I’ve always needed to be the center of attention. My earliest memories were of wanting to be watched or noticed. Growing up I was an only child. It was just Mom and me, but there was always some guy around. My real father, if you could call him that was never there. I’m pretty sure Mom might not even know exactly who he was. My mom had always worked in bars and restaurants as a barmaid or waitress. She always had to have a man around even though they never stayed long.
Mom had an attractive body. She was a MILF before the term was even used. She had a slim figure and large breasts. She was always a stickler for having her hair done regularly. It didn’t matter if we had the money or not, her hair was a first priority. She always wore low cut tops on the job. She knew her tips would be better if men got a good look at her. This is probably how she got to bring so many of these men home.
For as far back as I can remember men were always there. I knew she would be happier when there was a guy around, but it always ended in a big fight.
My mom’s looks would always attract men, but her domineering personality would always chase them away. I’m sure if I talked to a shrink, he would tell me my need for attention had something to do with not having a stable father figure around. I never knew any different and just got used to having someone new around every couple months.
I was around nineteen when I became sexually active.
I was working daytime at a fast-food restaurant. I hated the manager, but loved having some spending money of my own.
Mom had evening work hours, which left me at home with some of her men friends. I was always real friendly and got along really well with most. Mom was probably too trusting with a few of them. Several of these guys had been outright hitting on me while Mom wasn’t there.
I always seemed to have a desire to please them. I guess I thought if they liked me and Mom, then they would stick around longer. Once Mom had left for work, I spend the rest of the evening cuddled up next to one of them on the couch watching TV.
There was one particular guy I really got attached to. His name was Derrick. Mom had met him at work as usual, and started bringing him home. He was good at fixing things, and since we were always in low rent apartments, there was always something that needed repairing.
If I got bored with watching TV, I’d tease him about something. I’d pick a pretend fight with him, and then he and I would play wrestle on the floor of the living room. I was too old for this I know, but at the time it just seemed to be a way to blow off steam. I really wasn’t into sports or anything physical. So this was my outlet for excess energy.
One night very late I woke to the sounds of some of their lovemaking. Our apartment was small and my room was right along-side. I crept out in the hall and realized their door was open. I stood watching for a while and of course I could see everything they were doing.
At one point Derrick sat up and knelt on the bed. Mom started sucking on his cock. While she was doing this, Derrick happened to look over towards the door and saw me standing there. He made no effort to cover-up anything, and continued thrusting at my mom’s face. He sort of held her head still, and then sped up what he was doing. Mom couldn’t turn or move her face and she just let him continue. Soon, Derrick went even faster. He looked right at me and let out a loud groan.
The next day I said nothing about what I had seen. Then that evening after Mom left for work, Derrick and I were alone again.
It was very uncomfortable being in the same room with Derrick. As it turned out it didn’t matter anyway.
Later that same night something happened. I was asleep when the shouting woke me up. It was very late, but Mom and Derrick were both in my room. I had never heard Mom so mad. I was lying on my side facing away from them, and I was scared to even open my eyes. I pretended to still be asleep. I didn’t know exactly what had just happened, but Mom was screaming for Derrick to get out. I thought she meant just my room, but it was worse. In the morning when I woke up, Derrick was gone. I never saw him again. Mom refused to even talk about him ever again.
There were other friends of my mom who came and stayed, but Mom now watched them like a hawk. If they ever started showing me any attention she’d find a reason to get rid of them. I thought she was just jealous of me.
Later we moved to a nicer apartment complex. The apartment was much better too. It was an easy walk for Mom to work. The apartment was on the third floor. The stairs were really a pain after a while though. Mom made fast friends with the complex manager.
His name was Mr. McMillon. He was probably in his fifties. He lived escort izmit alone in one of the apartments. I don’t think he owned the place. I think he just collected the rents, did minor repairs, and kept the place clean. Mom certainly knew how to catch his roving eye. Anytime he had to come to our apartment for a leaky faucet or problem with the drains, she made sure to have on a low cut top and tight jeans. I thought it was funny watching him try to concentrate on the repair job, and not trip over himself while keeping one eye on Mom’s jiggling boobs.
It was not long before a second floor apartment became available. Normally they went for more money, but somehow Mom was offered the place for exactly what we were paying for the third floor unit.
A couple days after moving in I realized that Mr. McMillon’s third floor unit was directly across the small courtyard from our place. Our windows all faced the courtyard. One night after taking a shower, I walked into my room. I was at my dresser getting ready for bed. In the reflection of the mirror I could see Mr. McMillon standing in the middle of his living room window. Suddenly he stepped to the side behind the curtains. I kind of chuckled because with the light on in the room behind him, his outline was still clearly visible.
I had a bath towel wrapped around me. I had not seen the need to close my curtains as of yet. Being on the second floor, I had not figured anyone could see in, besides the curtains were very thin anyway. I never thought about it till later on, but Mr. McMillon had probably just installed them prior to us moving in. They seemed like brand new. Anyway, my wicked little mind quickly devised a plan.
Leaving the light on, I casually walked over and locked the door to my room, then went back and stood in front of the mirror again. I rewrapped the towel again, now just around my waist. I stayed facing the mirror and pretended to be fiddling with my hair. I knew Mr. McMillon would not be able to see my boobs unless I turned around. I figured to tease him as much as I could.
I stayed facing the mirror with my arms up slowly brushing my hair. I made several moves as if to turn around then stopped. Bending over, I reached into a lower drawer to get a pair of panties. I held them up to inspect them. Actually, I just wanted my watcher to think I was getting ready to put them on, and would soon drop my towel. I stayed close to the mirror and pretended to be checking my eyes. Mr. McMillon was still standing behind the curtains. His outline showed a constant movement near his waist. I knew he was jerking-off. It was thrilling to know that I was turning him on sexually.
It was finally time to give him a show so I turned around putting my bare breasts in plain view. I sat down on my bed and pretended to be checking my toenails. I let the towel around my waist ride up my thighs.
I was not ready to show my bush just yet. Besides, I think by this point he had already climaxed. Casually glancing at the mirror I could make out teetering silhouette of a man wobbling around. I thought to myself this might turn out to be great fun.
Sometime after moving in to the new place, I met Nick. I saw Nick at a local park on the way home from school. He was a lot older than I, probably mid- twenties. He and some other guys were playing basketball, and I made it a point to walk by and be noticed. It wasn’t long before I had them aware of me. I made sure to smile and flirt as Nick returned my interest.
Finally we introduced ourselves. Nick offered to take me to his home to play video games. He bragged on his vast collection, and of the levels he had reached. I could really care less about the games.
Nick lived with his mom and stepdad. He had a real cool set-up in the basement. His room was basically the entire basement. It was one wide open area. There was a mattress top just lying on the floor by the one wall. He had a large screen TV with an X-Box and other stuff hooked up to it. The greatest thing was the outside door. He could come and go as he pleased without going upstairs.
I think it was the second or third time I had gone there, and I was bored with the video games. He was just too good at them, and I offered no competition for him. I had gotten up, and somehow ended up sitting on the mattress. He came over and started gently caressing my arm. He kissed me, and my body went electric. His touch sent shivers through me. I hadn’t planned on fucking him, but it was out of my control. His moves and touch had me longing for his body. I don’t think I even got completely undressed. Nick was in such a hurry to get inside me that I just stripped off my leggings and pulled my top up to my neck. When he penetrated me, he just slid right in.
Nick had entered me and was steadily pumping at me. I was on my back with my legs in the air. This was truly the first time I remembered someone was fucking on me. Somewhere during this I happened to glance over to the steps upstairs. Nick’s stepfather kocaeli evi olan escort had come home and had quietly come down the stairs. He was standing there just watching us. Nick had his back to him and was rocking me with strong thrusts. I wasn’t sure what his stepdad was going to do. I looked up at Nick. His face was flushed red. I knew he would cum soon. Looking back to the steps, I could see that the stepdad had moved back a little. He was now peering around the corner of the wall.
I figured what the hell! If Dad likes watching I’d give him something to watch. I raised my legs and spread them even wider. I grabbed Nick by the sides of his face and pulled him down to my lips. My mouth opened and my tongue searched for his. Nick started to moan and suddenly our kiss broke. His neck stiffened and his head shot upwards. I grabbed a hold of his butt cheeks held him against me. I was sort of surprised that I could feel the cum spurting inside of me. I glanced over to the steps and his stepdad was still there. From that noticeable bulge in his crotch, I could tell he had enjoyed watching the show.
The fact that I had turned on his stepdad too, sent a tingle of satisfaction down my spine. Suddenly my own body exploded in the most incredible orgasm I had ever had up until then. I moaned and jerked about like a wild person. My head seemed to explode as sparks of light seemed to flash around me. I can vaguely recall being pretty vocal as I flailed about in pure ecstasy.
Nick had collapsed on top of me. He only started moving after I nudged him. Looking over to the steps, his stepdad was gone. Before I left, I asked to use the bathroom to clean up.
I went upstairs, and was going down the hall when the stepdad practically jumped out in front of me. He had been standing just inside a bedroom door. I wasn’t sure what to say. He sort of cornered me right there in the hall. He was a big man. I didn’t even reach his chin in height. He got right in front of me and sort of backed me up against the wall. In a deep husky voice he asked if I would be willing to try on a “real man?”
I say the most stupid things when I’m nervous.
“I’m kinda full right now,” I said, “But I’m glad you enjoyed the show.”
Finally, I looked him right in the eye and said, “I would think about it.”
I felt so dumb standing there with cum oozing out of my pussy.
Back at our apartment I had the most fun teasing Mr. McMillon. I tried to stay on the same time schedule because I knew he would be watching for me then. One night after my shower I was feeling particularly randy and I figured to blow his mind completely.
I had walked into my room wearing only a bath towel wrapped around me. I had by then discovered how to give myself an orgasm. I had a blue hair brush that had a thick round handle. It was probably about the size of a regular guy’s penis. After coating it with lotion, I had discovered it fit perfectly into my cunt.
I had brought the brush from the bathroom, and was stoking my hair trying to be ever so sexy. I knew Mr. McMillon was at the curtain again. I figured this would be the night to let him see it all. After making sure the door was locked, I carried the brush and lotion to my bed. My bed faced the window. I figured to frigg myself to a climax, and give Mr. McMillon a heart attack.
Lying down on the bed, I shed my towel. I aimed myself right in the direction of Mr. McMillon’s window and slowly started by rubbing my clit and boobs. The thrill of having a dirty old man wanking-off watching me was intense. I wet the brush handle by sliding it in and out of my mouth a few times. Still holding the brush in my mouth, I dribbled some lotion on my lower belly. Gently I drew my fingers through the puddle of lotion and began painting the lips of my pussy with it.
When I felt coated enough, I took the brush from my mouth and began twisting it in the lotion left on my belly. I figured Mr. McMillon would be beside himself by now knowing what I was about to do. Slowly I pushed the rounded handle into my slit. The sensation of being filled was awesome. I brought my knees up and bottomed out the brush in my cunt. After a couple short strokes I laid out flat on my back and continued with a slow stroking rhythm.
I always imagine all sorts of depravity as I bring myself off. Most times I pretended to be a slut servicing all sorts of men. Before long I had a rapid motion going. This time it took only a few minutes before I was on the edge of a great cum. I raised my head up one last time to make sure Mr. McMillon was still there. The shadow against the curtain was unmistakable. I laid my head back down into my pillow and soon my body exploded in a thrilling orgasm.
I think it was sometime within a year of moving to our new place, that Mom brought home Glen. Mom had hit a home run when she latched on to him. He was the first guy that even I thought was nice looking. Glen didn’t move in like the others. izmit rus escort He had his own place and a job. Glen never really slept over either. He just hung around. He was the only one who really took Mom on dates out. I’m sure that they did any fucking at his place.
I knew how to tease a guy with glimpses of my body. I would find any excuse to take another shower when Glen was around. I could time my exit from the bathroom where Glen would get an innocent eye-full of me wearing just a towel. I had to be real careful though so as not to raise any suspicion with Mom.
As it turned out, Glen was a photographer. He ran a little studio downtown. He did weddings, graduations and stuff. Not long after he and Mom started dating, Mom came home with a glamour-shot type photo. It was a really professionally taken photo. Her face had been made-up by someone who really knew how to do it right. Her hair of course was flawless. You didn’t have to guess, but her biggest attributes were on display also. It was actually done very well. It practically made her look at least ten years younger.
I took several opportunities to complement Glen on his work. I was trying to be as subtle as possible, hoping he would do me too. I mean photo shoot, of course.
Finally, one evening while Mom was preparing something in the kitchen, I sat on the couch next to Glen. I had been doing some pretty obvious things trying to catch his eye. I really was trying to get his attention, but Mom was especially possessive of him. In a quiet voice he asked me if I had ever considered modeling. I was flattered of course. I leaned close and whispered that Mom would never allow that.
“Oh,” he said.
“I meant strictly legit stuff,” he continued.
“Sometimes I get local stores shopping ads to do,” he offered,” And I’m always in need of a model to display clothing or jewelry or such.”
I was so totally into this, and told him so.
“But, again Mom won’t be having any of that,” I whispered.
He sort of smiled quickly and then said, “Well then we just won’t tell her right away ok.”
Just then Mom came in, and of course had to know what we were discussing.
“Stuff,” I said off-handedly.
We had a nice dinner and Glen left with Mom for a late movie.
Wow, me a model. Just the thought played right into my greatest fantasies. I could just imagine all the girls in school sneering in jealous envy at my career as a big time celebrity. Standing in front of the full length mirror in Mom’s room, I tried to picture myself as a real model. I thought my legs were my best looking feature. I was still skinny by most standards but, I thought I could catch a second glance from most guys if I had on the right clothes.
Glen didn’t bring the subject up again for several weeks. I was starting to believe he might have just been leading me on. I took it upon myself to inquire on several occasions
“How’s business?” I would ask. Hoping he would take the hint.
Something happened one day that really pushed me to make a move. There was this real cute guy I was interested in, and another girl hooked up with him. I was furious because I had been making all sorts of subtle moves trying to gain his attention. I figured I needed to get this modeling thing going. I knew the other girls would be jealous, and it would give me an edge with the better looking guys.
Finally, I had to almost invite myself to stop by to see Glen’s studio. One evening when Mom was in the other room I told Glen I wanted to see his studio. I planned to come by to see his shop.
I knew this was kind of forward, but I wanted it real bad. He seemed ok with it, so I told him I’d be by sometime around one o’clock. The next day I walked a couple blocks to a bus stop and caught the downtown route.
I knew about where the shop was, but the neighborhood was pretty rough. As I stood to get off the bus, the bus driver didn’t open the door at first.
“Honey, are you sure you know where you are going?” he asked.
I kind of looked puzzled for a second and tried to be cool.
“Yes, of course. We just moved here recently,” I said.
“Ok,” he said, “Just be careful around here.”
I hopped down the steps and turned and walked as confidently as I could. Of course I was lost immediately and had to ask for directions from some creepy looking guy. Finally I got to Glen’s shop.
It wasn’t exactly what I had imagined. Yeah, it was a photography shop, but it was not exactly the type of place a young couple might come to for wedding photos. It looked more like a place to get ID’s and passport photos and such. Anyway, I walked in. Glen was alone.
The inside was a lot nicer than the outside. The front was kind of a waiting room and the walls covered with nicely framed portraits of people and couples. Glen seemed happy to see me. He said business had been slow today. He asked if I wanted the tour of the place.
“Sure,” I responded, “I came all this way.”
The rear part of the shop was through a door and hallway. There were two “Studio rooms.” Each had a full lighting set for portraits. There were props all over the walls on two sides. Stacked along the walls were various chairs, stands and even a small dark loveseat. The racks contained all sorts of shawls, hats, scarves and such. It was a little like some high school theater room.
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