Madeline Secret Life part 1 of 4

Madeline Secret Life part 1 of 4

She asked me to put all of it in this story about her life. We both enjoyed working together on this. I am sorry the story runs a little long, but Maddie did not want it chopped into chapters. I did make her promise that if the response were to be good, we would make a follow-up. I had a tough time deciding how to limit the story to just this much. Maddie has a very colorful history.

My name is Madeline, but everyone just calls me Maddie. For as long I can remember I have always needed to be the center of attention. My earliest memories were of wanting to be watched or noticed. It was just mom and me, but there was always some guy around. My real father if you could call him that as he was never there. I am quite 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 did not matter if we had the money or not, her hair was a 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 how she got to bring so many of the guy’s home.

I can remember men were always there. I knew she would be happier when there was a guy around, but it usually ended in a big fight.

My mom’s looks would always attract men, but her domineering personality would always chase them away. I am 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 of months.

Mom had evening work hours and sometimes left me at home with some of them. I was always friendly and got along well with most. Mom was too trusting with a few of them. This one guy liked to help me pick out what to wear, and usually watched me putting on different outfits. I always seemed to have a desire to please them. I guess I thought if they liked me and mom, they would stick around longer. While mom was at work, I spent many evenings up next to one of them on the couch watching TV.

There was one this one guy I really got attached to. His name was Derrick. Mom had met him at work as usual and started bringing him home. He hung around sometimes during the evenings when mom had to work. He was good at fixing things, and since we were always in low rent apartments, there was always something that needed repairing.

He and I would often wrestle on the floor of the living room. He liked tickling me. I would just lie there as his hands moved around on me. Other times he would lay right on top of me and pin me to the floor. I would have to find a way to wiggle out from under him.

Derrick and mom used to make a lot of noises late at night. The apartments were usually small, and my room was right alongside. I was curious one time and quietly snuck into the hallway. Mom’s room had on a single light. I saw them on top of each other. I remember watching at the edge of the door for some time, and of course I saw most 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 lunging at my mom’s face. He sorts of held my mom head still, and then sped up what he was doing. Mom couldn’t turn or move her face and just let him continue. Soon, Derrick went even faster. He looked right at me and let out a loud groan.

The next day nothing was said about what I had seen. Then that evening just before bed, I was in the bathtub washing up. Derrick knocked on the door and just came in. He said he had to pee bad and was sorry he couldn’t wait. I was sitting in the tub all soaped up and he just came over to the toilet and unzipped his pants. He undid in front and worked his cock out into the open.

It was a lot brighter in the bathroom than it had been in the bedroom the night before. His thing was huge. He didn’t make any effort to shield my view, and of course my eyes were glued to the sight of a grown man’s penis. He shook it a couple times and then for no apparent reason dug in his pants and brought out the whole thing, ball sack and all.

I wasn’t sure what to do at that point. I just remember sitting there waiting for something to happen. It just hung there all red and bloated looking. Derrick looked over to me a couple times and just smiled. He rubbed at his balls for a few seconds, and then pee started to come out the end. Derrick just stood there and drained himself. After he finished, he let it hang there for a long time. I thought he was going to pee more, but finally he just shook the whole thing a few times and that seemed to be it. Carefully he put the entire thing back in his pants and flushed the toilet. He left the room without saying another word.

I don’t really remember being that shocked by that event, mostly because he did it in such a casual way. I do remember thinking, “Oh, well there it was again, no big deal.” As it turned out it didn’t matter anyway.

Later that same night something happened. I was asleep when the shouting woke me up. Mom and Derrick were both in my room. I had never seen mom so mad. I was scared to open my eyes and pretended to still be asleep. She 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 watched them like a hawk. If they ever started showing me any attention mom found a reason to get rid of them. I thought she was just jealous of me.

A couple years later we moved to a nicer apartment complex. The apartment was much better too. It was closer to my school and 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 jean. 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 from the street, 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 into the new place, I met Nic. I saw Nic at a local park on the way home from school. 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 Nic returned my interest.
Finally we introduced ourselves. Nic 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.

Nic 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 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. Nic 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.

To be continued