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Maddie's Troubled Life

Maddie's Troubled Life

by Je71sox
19 min read
4.63 (3900 views)
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All characters are 18 or older. the purpose of this story is fantasy entertainment.

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I couldn't believe what I had just done. He might not have been upset with me, but I was upset that I did it. They were setting me up to be their plaything, I thought, as the reality of my actions hit me. I still needed to answer his question; did I like being a part of their group? I liked how they made my body feel. It was the shame after that I didn't like. I wondered if they cared about me at all. I didn't want to make a big deal about it because I knew my mind was racing. "If you guys are happy, then I like it. I just don't want to disappoint anyone. I don't want you to be mad at me."

My father and uncle laughed at me. They told me that I definitely didn't disappoint them. I asked if they were done with me for the night. They said they were. I went upstairs and quickly got in the shower. I was right back to wanting to wash the dirty feelings from my body, even though I knew I couldn't. I got emotional in the shower. I did what I did willingly, but I was ashamed of myself. What bothered me the most...I knew I would do it again.

The following morning, I slept through my alarm and was awoken by my father. I was hungover and still tired. I told him that I was going to stay home today. I realized Saturday was our busiest day at the diner, but I didn't have any energy. My father asked me if I was alright, and I told him that I just didn't feel good. I calmed his nerves by telling him that it had nothing to do with what happened last night. I blamed my lack of motivation on being hungover. My father laughed as he walked away and told me, "You are a lightweight. Take some aspirin and get some rest." I gave him a phony laugh and told him I loved him. He stopped at the door and turned to me, "I love you too, Maddie. Get some rest."

I went back to sleep and was awoken by my phone. I was getting texts from Fred. Fred wanted to see if I was ok because he drove by my house and my car was in the driveway. I told him I was fine, just hungover. Fred asked if I wanted him to bring me some soup. I thought it was sweet that he offered to do that for me. I told him, "It's ok. I appreciate the offer. You don't need to do that. I don't want to bother you." Fred ignored me and said he would be by in half an hour with some soup. I jumped up and took another quick shower. The last thing I needed was to look like a mess when he got here. When I got to my room, I put on a pair of shorts and a tank top, when I heard the doorbell. I texted him, "I'll be right down."

I opened the door and let Fred in. He asked, "Want me to set a tray up for you in the living room?"

I immediately said no, which shocked him. I didn't want to be in the living room. I didn't want to think about what happened last night while sitting with him and trying to eat. I didn't think my response through before blurting out, "I want to eat in my bed. I feel like shit."

Fred has always been nice to me. He was the only person who has been open and honest with me. Out of the four of them, he was the handsome one. He looked like an older version of his son. He was about six feet tall, with light brown hair and amazing eyes. He asked me, "Ok, I'll take off. I just wanted to bring you something to eat. You were pretty trashed last night, and I figured you needed something to help rehydrate yourself."

I felt bad that I made him feel unwelcome or unappreciated. "You can come hang out with me if you want. I wasn't throwing you out. I just want to go to my room and relax," I said as I headed towards the stairs while Fred followed me. When we got to my room, I told him he could sit on the bed with me as long as he took his sneakers off. We sat in bed together while I ate, and we talked.

After a while, our talking turned into us making each other laugh. I was having a good time lying in bed talking trash with Fred. Then he started tickling me. We wrestled around on my bed making each other laugh. Before I knew it, Fred was on top of me, holding me down. We both stopped moving. We were breathing heavily as we stared at each other. I smiled while looking up at him, "What," I asked him. Then he slowly lowered his lips to mine. Instinctively I opened my mouth, allowing his tongue to touch mine. His kiss was electric. Much better than his son's. It was the best kiss I had ever been given. We made out like it was the first time for either of us. There was passion, it was sensuous, it was simply amazing. This wasn't like my other experiences this week. Fred was working me up slowly. His lips moved to my neck as my hands gripped my sheets. Fred was driving me to the point of sexual awakening that I had never experienced. I wanted him so badly that I whispered my approval in his ear. "This...feels so good."

Fred did not respond to my cooing. Instead, he stayed focused as his lips made their way down to my belly while he lifted my shirt to get better access to my body. Fred's lips and tongue seemed to know every spot to touch because they found my most sensitive areas. My body reacted to every touch, every lick, every kiss. Then he gripped my shorts as he slowly started lowering them while staring at me. He looked like he was waiting for me to stop him. Neither of us spoke as he knelt up to remove my shorts once they were at my ankles. This experience with Fred felt different for me. I was nervous, but not because of what was happening. I was nervous because Fred was making me feel things. The kissing while he took his time with me was making me feel emotional.

I watched in silence as Fred stripped his clothes off. He was in much better shape than my father and uncle. He didn't have six-pack abs, but his stomach was flat. His arms, shoulders, and chest were muscular. Seeing him nude made me feel flattered that he wanted to be with me. His package was hard. He looked to be slightly bigger than my uncle's, but definitely smaller than my father's. He lowered his body to mine as our lips met again. I lay there motionless as our kissing picked up where we left off. Fred's hand went under my ass as he squeezed my cheeks, causing my hips to involuntarily lift from the bed. I felt his dick at my entrance. My slit was soaking while wanting him to enter me. When he started to enter me, he moved slowly. It was like he was savoring every movement. My body was melting as my mind was relaxing. This was the most sensual experience of my life. I whispered, "You...Feel...So...good."

Fred arched up on his hands as he slowly drove his dick into me. "Is this what you wanted," he asked.

I couldn't believe he was going to make me cum by moving this slowly in and out of me. I could feel my face contorting as I told him, "I do want it...You feel so good...I can't believe how you are making me feel." My moaning took over as Fred started slamming his cock into me harder, but he wasn't going fast or trying to destroy me. My orgasm hit, and it was unlike any feeling I had ever experienced. My body stiffened as I my moans echoed throughout my bedroom, "MMMMPPPPHHHH...FFFFFUUUU...CCCKKK! OOOHHH...MMMM...I'm cumming...FFFUUUCCCKKK! Fred!" Fred kept thrusting to a slow, methodical pace as I got lost in my emotions. For the first time in a week, I wasn't thinking as I laid there and enjoyed his cocks' movements inside me.

Fred was staring down at me, as he enjoyed watching me squirm. Then he picked up his pace. I knew he was going to explode soon. I whispered, "Don't finish inside me...I'm not on anything, Fred."

As soon as I told him this, I felt his explosion inside of me as he moaned, "Fuck! Maddie! You feel so good!" His cum filled my drenched hole as I shot my pelvis up to meet his thrusts.

I was out of my mind as feelings took over every reasonable thought I typically would have. My pussy squeezed his cock as he dumped every bit of cum inside me. "You came inside me...you were supposed to pull out," I whimpered in his ear as I embraced his confidence in ignoring my plea to not finish inside of me. Surprisingly, I wasn't mad at him. I felt like he wanted to mark his territory with me. He wasn't going to let me tell him what he could and couldn't do. I was scared about the feelings I felt while Fred was on top of me. It wasn't animalistic like it was with my father. Nor did he treat me like a piece of ass like my uncle did last night. I felt like Fred made love to me. What he did to me was different.

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Fred had his face buried in my shoulder when he said, "I wanted something that you wouldn't let anyone have. That's why I came inside of you."

How did Fred know that I had never let anyone finish inside of me? Did my uncle and father tell him that was a rule? His son wouldn't have told him, would he? These were the thoughts filling my head as my mind went back to racing. I asked, "How do you know I wouldn't let anyone do that? Seriously, Fred, how do you know that?" I was frantic.

Fred pulled out of me and laid on his back. I felt empty when his penis left my body. "Your father told us that no one can finish inside of you. He told us that was your one rule." I couldn't believe what he just said to me. They had been plotting and planning what they were going to do to me. Were my uncle and father testing me to see how far I would go or how willing I would be? Then Fred continued, "Look, you can't tell them that we did this or talked about any of this. I don't want them to know I told you."

I immediately asked him, "What did they say? When did you talk to them?" I wanted to know if they told him about last night. Fred asked if I was sure I wanted to know. I told him, while fighting back tears, "Yes...Please tell me. Please, Fred."

Fred was very blunt while talking to me. "Your father told us that you and he did it already. He told us that last night he and Billy were going to see if you would be ok with the two of them. Then, this morning, he texted me and Carlos and said you were all in. We asked if he was sure, and Billy responded, she's good to go. Then he told us the one rule." I was fighting to hold back my emotions. I was speechless while Fred continued. "I'm not supposed to be here, but I took a shot before they all came up with a game plan. We're all excited that you are game to help us out."

I couldn't believe how open they were about violating me. They seemed, Fred seemed, selfish and cold. "I never said I was ok with all of this. You guys got me drunk. My father and uncle tricked me into a situation. I'm not sure I can do all of that. What if I change my mind?" Fred told me that all I needed to do was tell them no and it wouldn't happen. He explained that they weren't interested if I wasn't interested. I asked, "So, I still have a say in everything, right?"

Fred started laughing. "Of course you do. Trust me, no one is interested if you're not up for it. We just want to have fun. You are enjoying it so far, aren't you? You seemed to enjoy our session."

I sat there, humiliated, as I felt his seed leaking from me while he told me that all four of them were planning on taking turns with me. "I did enjoy us. Why can't I just do that with you and not the rest of you," I asked to see if Fred had any feelings towards me at all.

Fred got out of bed and started putting his clothes back on while telling me, "We can have our alone time. I'd like for us to find times to be together. We don't want to disappoint everyone else, though. It'll be fine. Let's have fun and see where everything goes. Can you do that for me?"

At that moment, all I could think about was his son Jay saying the same thing to me whenever we would hook up. My feelings and emotions were always irrelevant. I didn't want Fred to know that my experience with him was the only experience I wanted moving forward. Fred was different. He made me feel good in an unexplainable way. "Ok...I will see what happens. I'm not positive if I am going to do what you guys want. I'm not a whore. You know that, right?"

Fred sat on my bed, then he kissed me. All my anger left me once his lips touched mine. "No one thinks you are a whore, Maddie. We think you just want to help us feel good. Stop overthinking this. Just have fun." Fred got up to leave before turning around and asking, "See you for cards tonight?" I shook my head in agreement as I stared at him as he walked out of the bedroom to leave. As soon as he was gone, tears started flowing down my cheeks. I couldn't believe the mess I had created. The shame was back in full force. I felt dirty again, and went into the shower again, knowing the dirty feeling would still be there once I got out.

I dried myself and stopped crying when I put on a clean pair of panties and a T-shirt. I tried reading and listening to music, before settling on watching TV to help my mind from racing. All day long, I laid in my bed thinking about last night and blaming it on alcohol. What I did this morning was on me, I thought. I wanted to have sex with Fred. I wasn't thrilled about him ignoring my request to pull out, but I was obsessed about how he made love to me. I finally started to settle, and before I knew it, I was out cold.

It was eight o'clock when my father came into my bedroom and woke me up. "Hey, are you coming downstairs for the card game? Everyone is asking where you are."

Knowing that they all would be lusting after me gave me chills. Because I had been woken up from a deep sleep, I wasn't thinking clearly. "Yeah, I'll come down. Sorry, Dad. I didn't realize you all were home. Give me a minute, I need to put some clothes on."

My father told me, "You're dressed fine. No one is going to care about what you're wearing. We're already half drunk." I told him I would be down after I used the bathroom, and he left my room.

I went into the bathroom to wash my face and brush my teeth. I put my hair in a ponytail as I stared at myself in the mirror. I couldn't believe that I was considering going downstairs, knowing what could happen. I reasoned that they wouldn't try anything tonight. I thought they would realize it was too soon after last night. They would want to make sure I was ok after that, wouldn't they? Besides, I looked like shit, I thought.

When I got to the den, they were all sitting around with shot glasses on the bar. They all had jokes about me being a lightweight and needing to stay in bed all day to recover. I laughed at their comments as my father told me to have a shot while handing me a beer. I knew I shouldn't drink with them, but the peer pressure took over as I sat on a stool. "I'm not as much of a lightweight as you all think. Line'em up," I said boldly. I wanted to fit in with them without them feeling like I couldn't handle myself.

Carlos chimed in, "Uh-oh, guys. She's not scared. Let's see if she can hang."

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I should have quit while I was ahead, but I couldn't let them intimidate me. "Oh, I can hang, Carlos. Trust me," I said as I downed my shot and chased it with the beer. Then I told my father, "Keep'em coming." I downed a second shot as they cheered me on.

No one was interested in playing cards tonight. It seemed like they were focused on getting shitfaced and talking trash. I watched them as they told stories, laughed, and drank like alcoholics. They would occasionally ask for my input on things, but most of my time was spent sitting there and being consumed by how much they enjoyed being around each other. I was comfortable with the thought that they would not be trying anything with me tonight. I sat there, watching people I thought I knew better than anyone. I seemed to be just another person in the room to them. I had hoped that after all I had done for three of them, they would treat me like a part of the group.

Before I knew it, it was eleven. I was drunk, but not as drunk as I was last night. My father asked, "Want to come into the living room and listen to some music with us?"

"Sure," I said as I fell on the floor while trying to get off the stool I was sitting on. They all laughed at my tumble onto the floor. Maybe I was more intoxicated than I thought, as I looked up at them laughing. "Are any of you jerks going to help me up, or are you just going to stand there laughing," I said through my slurred speech while laughing at my own clumsiness.

Carlos and Billy reached their hands out to help me up. Once on my feet, Carlos wrapped his arm around my waist to help me walk to the living room. He squeezed my hip and then patted me on my ass. He asked, "You good?"

I don't know why, but I wanted to show them that I could hang with them. I knew I was blushing when I said, "I'm good, Carlos. Thank you for asking."

They took me to the living room. Giggling I asked, "What now?"

My father said, "Yeah...We're just going to listen to some music. Are you too drunk to dance or listen to music? Maybe Carlos can teach you how to do a salsa dance."

My father brought a bottle and shot glasses with him while announcing, "Last call." Everyone got a shot glass except me; my glass was bigger than theirs. My father told me, "Drink up."

I put the cup to my lips as they cheered me to drink. Pride got in my way as I chugged the entire glass. I asked, "So, what do you guys do now? I usually go to bed before you guys, so I don't know what you do once I'm in bed." I thought it was a legitimate question. My night typically ended before they decided to go into the living room when they finished playing cards. They were laughing at my question like there was an inside joke, which frustrated me in my drunken state. "What? Did I say something stupid," I questioned them. "I thought I was part of the group. Is it a secret or something," I asked emotionally.

I was not prepared for what came next. My uncle Billy told me, "Well, if you want to go to bed, we can do that. It's up to you, Maddie," and they all laughed.

Again, pride got in my way of thinking clearly, and against my better judgment, I told them, "You all wish I would go to bed with you. You can dream though."

Then Carlos said, "Well, Bethany would have shared a bed with us."

I waited to see if anyone was going to stand up for me. None of them did. I was nervous. I had already had more sex in the last 24 hours than I had my entire life. I realized that I led them to believe they could have their way with me. I was drunk, vulnerable, barely dressed, and I had misled them to think they could do whatever they wanted. I felt like all of this was on me. I needed to say something but knew I needed to be careful. I decided to address the elephant in the room, "Look, guys, I know Fred told you all I would think about being the new Bethany. I'm still thinking about it, so don't press your luck or you may ruin it." I hoped if I told them I was thinking about it, it would at least hold them off for the night.

My father was the first to speak, "Fred did tell us you were thinking about it. Take your time there's no rush. Right, guys?" They all shook their heads in agreement while mumbling, sure.

I asked them, "Can we just watch TV and relax for the rest of the night?" I felt like I had held them off, even though it may have only been for one night.

My father agreed that we should all calm down for the night and watch a movie. He told us, "Let's get comfortable. Maddie, you can lie on the couch. Do you mind if Fred and I sit at the ends and you can put your head on my lap? Billy already got his spot on the chair, and well, Carlos, you get the floor. Does that work for you, Maddie?"

Things seemed to be calming down as my father took control of everything. I felt more at ease and trusted them as I watched how they calmed down once my dad took control. "Yeah, Dad. That sounds good." I laid on the couch, with my head on my father's lap, and put my feet across Fred's lap. Carlos turned the lights out while an old cowboy movie started playing on the TV. I finally felt like a part of this group.

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