I Move In With My Older Sister Pt 01

I have a very unusual story. My dad has 2 children, myself and my sister Mary. If my dad was still alive, he would be 70 years old today, and my sister Mary is now 51. Dad got a girl pregnant when he was 19, but never married her because her mother was a drug addict, and eventually died. Mary lived with my dad until she got married at 25. Her marriage broke up about 10 years ago, and when it did, she moved back in with my dad. He passed away about 6 months ago and now Mary lives there alone. Now here is the unusual part of the story, I'm only 18 years old. My dad always thought he was a ladies' man and dated women much younger than himself.

He got my mother pregnant when she was 38 and he was 52. I lived with my mother until I turned 18, and that was 2 weeks ago. She's an alcoholic, and I just couldn't take it anymore. I called my older sister and asked if I could move in with her and she welcomed me with open arms. I arrived with 2 suitcases and 4 boxes; it was everything I owned and cared about. Mary was living in Dads room, the master bedroom, and I took one of the spare rooms down the hall.

I wasn't that close to my sister, basically because of the age difference, plus we really didn't see each other too often. It was usually only when I visited dad. Mary was very happy when I moved in because she told me it was very quiet without dad, and she felt very alone. If you didn't know her, you would think she was much younger than she was. Her figure was amazing, and her attitude was that of a 20-year-old. She was also very funny and full of energy.

Dad's house was enormous because he had a lot of money, and my favorite part of the house is the gym. I work out like a mad man because I'm really into body building and hope to one day compete in contests. I'm nowhere near the guys you see at those events, but I am really cut and have a great 8 pack. On the first day when I arrived, Mary couldn't do enough for me. She helped me get settled in my room, she made me lunch and she also made dinner that night.

Mary was sort of a free spirit, and as I got to know her over the next week or so, I learned a couple of things. First, I found out she loves edible's, which I found to be funny for an older woman. I also found out that as funny and happy as she was on the outside, I could tell she was lonely and missed being married on the inside. One night Mary suggested we have a barbeque out by the pool, followed by a night swim. Coming from a small house, this was all new to me and I was planning on enjoying every bit of it. Dad left us both a lot of money, mine was in a trust until I turned 25, but Mary was happy to share everything she had with me. We really started to get to know each other, and I felt very comfortable around her.

Around 7:00, the sun was starting to go down as we ate our burgers on the patio. We started to get into deep conversations about our lives, and I found out a lot about Mary and her husband that I never knew. The main thing I found out was that all the years they were married, only the first few were good. Most of her married time was very unhappy. We talked some more and right after dinner she handed me a gummy and asked, "Do you eat these or is that against your health regiment?"

I laughed and said, "How do you think I get through my workouts, I'm usually high as shit when I'm working out." I took the gummy and swallowed it.

Mary said to me, "Speaking of workouts, you really are in amazing shape, let me see those abs." I opened my shirt and saw Mary's eyes gloss over; She seemed to like what she was seeing. Then she said, "Oh shit, if my ex's stomach looked like that we would still be married, and I would have gotten pregnant about a hundred times." I laughed and suddenly realized how hot my older sister was.

I guess the fact that she was enjoying my body jolted me into thinking about hers, and it really was amazing. She might have been 51, and 33 years older than me, but I suddenly realized just how sexy she really was. Not knowing how to answer her, I said, "Wanna go for a swim?" She did and we went inside to put on our bathing suits. I had on my board shorts and when I got back outside, Mary was already out there and in the water.

I said, "Boy that was fast, what did you do, jump in with your clothes on?"

She very seriously said, "No, I took them all off, I'm skinny dipping." I was at a loss for words, was my hot sister really swimming naked in the pool. She laughed and said, "relax, I'm just busting your balls, I have my suit on." I smiled and jumped into the pool before my dick started to grow. We swam for a while just talking and bobbing in the pool. It was a really hot night, and it felt perfect being in there. After about a half hour I started to feel the gummy and I guess it showed because Mary said, "you look as high as I feel."

I laughed and said, "I am."

Then Mary stunned my by asking, "Would you still have come in the pool if I really was skinny dipping?"

Trying to be a tough guy I said, "sure, I would have joined you."

She tried calling me out by saying, "sure you would big shot." Then she swam away making sure her ass came out of the water a little, just to tease me. It worked because now all I could think about was how she would look naked, and now my dick was starting to respond. A few minutes later she swam up next to me and said, "ok, time for truth or dare, you game?"

I said, "aren't you a little old for that?"

She responded with, "fuck you little man, I'm not old, and besides I'm so tired of being alone it would be fun to play a game." Then she said, "ok, I'm going first. Truth or dare?"

"Truth"

"Ok, have you ever had sex?" I knew this was going to be her first question, so I just laughed and didn't say anything. She said, "you have to answer, so did you ever fuck a girl or not?"

I answered truthfully, "No." Her face lit up with her beautiful smile.

Then she said, "Thanks for being truthful." Then she said, "Your turn, and I'll do truth."

I said, "Are you sure? After that question I'm gonna get very personal." She told me she could handle it, so I said, "What's your favorite way to have sex?"

"Do you mean position or what I like to do, that's two different answers." It was a good thing I was in the water because my dick was now hard as a rock.

I said, "Hmmmm, let me think, ok, what's your favorite thing to do"

She didn't skip a beat and said, "I like having my pussy eaten." I guess I had a shocked look on my face because she laughed and said, "Hey, you asked." I just gave her a nervous laugh. Then she said, "Ok, my turn, truth or dare?"

"Dare"

'Wow, you're either very brave or really fucking high."

I said, "Both," and it wasn't a lie.

"Ok, let's see how brave you are, but remember, if you do this dare, it's my turn next, and I promise I won't wimp out." I told her it was ok if she did, but I was ready for mine. I really thought she was going to tell me to take off my pants or something like that, but instead she said, "I dare you to take off my top." I was dumbfounded, my sister wanted to show me her tits. I just stayed there looking at her. She turned around to show me the hook in the back.

I reached up and unhooked it, then I slid the straps over her shoulders. She pulled it off and turned to face me. Her tits were amazing. Not big, but certainly not small. I'm not much of a judge, but after seeing enough porn, I would say they were B cups. She smiled and said, "bet this isn't the way you thought tonight would go, huh?" I slowly shook my head, but I never took my eyes off her tits. They were half in the water and half out, but I noticed her nipples were really hard and I assumed it was the cool water doing that. She said, "How do they look, like you imagined?"

I said, "Yeah, their amazing, but what makes you think I have been imagining them?"

Mary said, "Oh come on, you're 18 and always horny, I know you thought about me once or twice while jerking off, and If I'm being honest, I've done the same thing thinking about you." That really got my dicks attention. Here was my sister, this hot older woman, telling me she masturbated thinking about me, Wow!

I said, "Since you're being so honest with me, then you're right, I have thought about you when, well you know."

Mary being the ball buster that she is said, "No, I'm sorry, I don't know, what you mean, can you please say it." She had such a cute look on her face when she said it that I had to answer.

I said, "Ok, I sometimes think about you when I'm jerking off, happy?" She just smiled.

She said, "ok, it's my turn and I'll take dare, just to be fair." I didn't know what to make her do, I was really in deep thought when she said, "come on, there has to be something, I promise not to wimp out." Before I had the chance to say anything, she said, "Fuck it, I dare myself to take off my bottoms." She reached down and slid the bottom of her bikini off. I was dumbfounded, I was in the pool with my older sister, and she was naked.

I said, "Are you sure it's only an edible that you ate?" She laughed and swam away, once again showing her ass, but this time, it was her naked ass.

She swam around for a little while and when she finally swam back to me, she said, "Look, it's only us here, and I know from our talks that we've both been very lonely, right? Now after all these years, we finally have each other, and if this is a little out of the normal, who cares." Then she said, "loose the trunks, and I'll come out of the water, so you get a better look, deal? I loved the idea because all I could see was partial tit and not much more, she was underwater. I reached down, slid my shorts off and threw them on the pool edge.

I watched as my sister swam over to the stairs and slowly walked out of the pool. She walked around to where I was and stood at the edge looking down at me. She said, "So, what do ya think, not too bad for an old lady, right?" She was absolutely right. Her body was amazing! She didn't have an ounce of fat on her and her tits were still pretty perky.

I said, "I need to see all the way around to make my final decision." She gave me a nice turn, walked over to the lounge chair and crawled onto it with her ass facing me. I could see the lips of her pussy as she crawled, and then she turned over and laid down.

She said, "Now you've seen it all, what do you think?" Then she said, "Oh wait, sorry, you didn't see this." She raised her knees and opened her legs for a couple of seconds to give me a direct view of her bald pussy. Then she said, "Ok, now you've seen it all, so what's your opinion of me?"

I said, "Your body is fucking killer, I guess you use dad's gym a lot." Then I said, "I could look at you all night." She gave me a big smile then another quick look of her pussy.

Mary said, "Ok, it's my turn for a show, get out of that pool. I need to see how you have grown since I last gave you a bath about 15 years ago.

I asked her, "Are you a little aroused right now?" She said she was, so then I said, "Well, yours doesn't show, but mine does."

She smiled and said, "Oh I'm counting on it, I don't want to see him asleep, I want him wide awake." My nervousness faded a little and I walked up the stairs. I walked around to the lounge where she was laying and stood right in front of her. She said, "Shit, you're little dingy grew quite a bit since you were 3." Then she said, "And I do mean quite a bit, your cock is huge." Now I felt a little embarrassed, but I continued to stand there. Mary said, "Are you still ok?" I assured her that I was, and then she said, "Good, because I really need to do this."

I watched as she opened her legs and started rubbing her clit as she looked at me standing there naked with a huge hard on. She said, "your body is fucking amazing, I need to give you a nice warm oil massage, would you be up for that?" It was hard to find my voice, I was watching this hot, 55-year-old woman, who happens to be my sister, masturbate in front of me.

But I did, I said, "Why would I say no to that?"

Then she said, "ok, we're going upstairs and doing that, but first I want to watch you jerk off, will you do that for me?" I nodded my head and then she said, "but don't cum, I'll take care of that later, ok?" As she finished that sentence, she pushed her middle finger inside her pussy and looked right at my cock. I held my cock and started to stroke it slowly as she watched. I did that for a little bit, but I needed to do it faster and harder. As I picked up the pace she yelled, "Don't cum." I slowed down again and finally stopped. If I didn't, I would have covered her in cum. She smiled again, got up and said, "follow me." We walked upstairs to the master bedroom.

As we went in, Mary said, "Lay face down on the bed, I'll get the oil." I did as she asked, and she came back a few minutes later with the oil in a cup of hot water. I watched as she opened her nightstand drawer, reached in and grabbed a vibrator. She laid next to me and said, "turn away from me, I'm gonna take care of myself while we wait for the oil to warm up, but I don't want you to watch, just listen, ok?" I turned my face away from her and her the click and buzz of her vibrator.

It was killing me not to watch her, and my cock was starting to grow uncomfortable underneath me I laid there listening to her breathing get heavier and heavier as she let out small moans. Suddenly I heard her let out a loud, "Ohhhh." and I knew she was having an orgasm. It took everything I had not to turn and watch, but I kept my head turned away. I heard her click off the vibrator and a few seconds later I felt warm oil dripping on my ass. She started to smear it all over going between my cheeks and brushing my asshole. It felt amazing and her hands were so soft. She said, "Thanks for giving me some private time, I'll let you watch next time, and by the way, that's gonna be real soon because of this tight ass of yours."

She put more oil on me, and she let her hands roam all over me. It felt amazing and I would occasionally feel her tit as it brushed against me. She was making me so horny; my cock was actually aching. After she gave me a full top to bottom massage she said, "Turn over, it's time for your front." I turned over and my cock stood straight up. I looked at her and she was standing next to the bed naked. She bent over, dropped oil on my stomach and started to rub it in.

Mary said, "I don't know whats making me wetter, these tight abs or your massive cock." I just looked at her as she started on my shoulders, then on my chest and she made her way down to my abs. I was just enjoying the feeling as I watched her body bend and twist while she massaged me. She asked, "are you still ok?"

I said, "yeah, why wouldn't I be?" She didn't say anything tome, she just took her oily right hand and put it on her pussy. She actually poured a little more on it and made sure it was completely covered. Then she climbed on the bed and straddled me. She was sitting on my thighs looking at me. I said, "Mmmm, I really like this view." Looking me right in the eye she reached down and started rubbing her clit while sitting on my legs.

My 51 year old sister was masturbating on me while I watched. She never touched me, she just kept playing with her pussy and she started to rub her nipples. She said, "I thought you might like to watch, was I right?" I nodded my head and just watched my sister play. Then she said, "you could play too, but just keep in mind, if you cum, that doesn't mean we're done."

I said, "you could do it for me if you want."

Mary said, "I don't know, so far all we've done is watch each other?"

I said, "well since we're only half siblings, maybe the half that's not the same parent could do it for me." She laughed so hard she actually took her hand off her pussy and put it on my chest.

When she finished laughing she said, "I'm so fucking high and horny right now I don't know what to do."

I said, "I can think of a few things to get rid of the horny part."

She laughed and said, "Ok, tell this old broad, who also happens to be your big sister, exactly what you would do to help me, and while you're telling me, I gonna keep playing."

I said, "The first thing I would do would be to bend you over the arm of that chair and fuck you from behind, and when my dick gets tired, I would kneel down and use my tongue. Then finally I would have you sit on my abs and watch you make yourself cum all over them." I guess that was a good answer because I heard "Ohhhhh" and suddenly my legs were getting wet. She was cuming all over me.

He face was contorted in beautiful cum look, damn she was so hot. Mt cock felt like it was going to explode, I needed to cum so bad. When she finished she pulled her wet hand away and smeared it all over my abs. The she said, "jerk yourself off all over me."

I said, "Do it for me, pleeeese." She grabbed my cock and started jerking me off. It didn't take long before I started cuming. She was so into making me cum, she was going faster and faster. The more she pumped the more I kept shooting. I felt like I was never going to stop. When she finally had my balls emptied, I looked up and she was covered in my cum. It was all over her belly and tits. She leg go of my cock and with both hands, smeared it all over herself, she was playing with my cum.

I said, "Oh shit, I never jerked myself better than that."

She said, "if you think cuming from a hand job is good, wait until a pussy makes you cum, it's magical." Then without saying anything she claimed off me, went into the bathroom. I assumed it was to clean herself off. She came out a few minutes later and said, "Awww, look how soft he is, poor little guy. But I'm willing to bet, I'm gonna see him at attention again tonight."

I asked, "What makes you think that?" She walked over to the chair and bent over the arm. She reached underneath herself and started playing with her clit.

She turned her head and said, "Because my pussy is wide open right now, and rubbing my clit just isn't going to be enough." Then she squatted down a little. I could feel myself already starting to get hard again as I walked over to the chair. She turned around again and said, "you won't get a better invitation than this tonight, so you better get hard quick before I make myself cum again and change my mind. Seconds later I was rock hard again. That's when I really got to know my older sister.