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 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.
