My name is James Wesley; I’m 23 single and live by myself in upper Chicago right on the lake, my condo is on the 20th floor of a 22 floor building looking over Lake Michigan, now don’t ask me why it’s names that, but it is. So anyways, I have a great job, I’m an IT consultant for seven large corporations in this area, what I can’t repair online, well isn’t that much, so my clients are thrilled I can do it so quickly and not have to be down for a long period of time each time. With the clients I have, I have set up video links so I can see them and vice versa, that makes it easier sometimes to see what they are seeing on their end. I use this mainly for clients only, it costs loads for normal people to have this service. Well I was on a call when my cell rang, I muted the call and took my cell call, it was my younger sister, she had just graduated from high school and wanted to come and see me for a few weeks like a mini vacation, I said sure, but is mom and dad ok with this, mom jumped on and said oh yeah honey, we wanted to be sure it was ok with you first, if it is, dad and I are off on a cruise, I said wicked mom, don’t get any tan lines and she giggles and said James, you’re so naughty, I said you got that right mom. So everything was set, I repaired the client’s problems and everyone was good, I made three thousand dollars for that call and everyone was happy. We had set up that she would be here this weekend, I didn’t have any plans and when she got here, I’d show her the big city and some of the sites, she was thrilled. It was mid June, warm and the breezes were fantastic. When she got there, it was 9am, her flight from Oklahoma wasn’t too bad, but she wanted a hot shower and something good to eat, I showed her to her bathroom, she giggled, she had her own room with a bathroom with it, she felt like a queen, I laughed. When she came out she was in a towel only, she said what’s for dinner, I’m starving, I looked up and gulped, her tits were pushing against the towel and her nipples were standing out even further, I said well you can’t go out like that, but when you’re dressed, I thought I’d give you a big surprise, she said I’ll be back in ten minutes, and she was. When she came out, she had on a little outfit, and I do mean little, it barely covered her ass and her perfect tits were poking out of the sides of the material. I looked at her, she said what? I said and mom knows you’re wearing this, she giggled and said silly, she helped me pick it out, I looked at her and I said ok, if you’re sure, so off we went. Now my sister is 18, she’s 5’5”ish 120 I’m guessing, nice rack, her bras when I left were 34d, but I’m sure seeing her now are larger, I’m hoping to see them out right, but you never know, and her name is Elizabeth, we call her Lizzy. There is a party boat that sails every evening with dinner, dancing and good drinks. They normally don’t ask for ID, so I thought to treat her well on her first night, I’d let her have a few mixed drinks. We got aboard, we sat down, they took off and we were at one of the windows, she got to see the lake first hand and all the boats, the birds, she was like a little girl at a zoo almost. When the waitress came over, I said two screwdrivers please, she looked at me I uncovered a fifty, she said yes sir, right away, and when she came back Lizzy looked at the drink, I said taste it, but sip it, ok, she smiled and did, she tasted the vodka and smiled, she said you’re the best bro, I smiled and said well take it easy on those, they’ll sneak up on you, she said ok and took another small sip. When they started taking dinner, I told her doesn’t matter, order it, it’s ok, she looked at the menu and ordered a pizza with pepperoni and mushrooms, I laughed, she said what? I said oh nothing, and I said I’ll have a steak medium with potato with sour cream and butter with broccoli please; she smiled at me and said right away. We were eating dinner when my cell rang, it was one of my clients, I answered, I put it on speaker, he said I have an emergency, my main frame went down and I can’t prepare the quote for my client tomorrow, fix it, please, I said I’m in the middle of Lake Michigan, he said you’re the master, fix it, I said ok, but it’s going to cost you, he said I don’t care, fix it, I said ok, flash it to me, I walked him thru how to do that, when I got the info, I scanned it quickly, I said you picked up a porn virus, here you go and fixed it right then and there, he yelled I was the best and hung up. Lizzy said dang Jimmy, what was all that about, I said three thousand dollars, she looked at me, I said yep, that’s what that phone call cost him. As we were getting back, my girlfriend calls, her name is Rachel, she is visiting her grandmother in Virginia so that’s why I opted for Lizzy to stay with me instead of a hotel. Well her grandmother is doing great, she’s wanting to come back sooner than expected, but she hears a tone of hesitancy in my voice, I tell her no, I want to see her, all of her, she giggles and said me too, I said but my little sister is here for two weeks, she’s in the spare room, Rachel said well come to my place, I’m sure your sister knows all about sex, so, what’s the deal, I said ok, tell me when and I’ll be there, she said when I make the arrangements I’ll call you, I said cool and we hung up. Lizzy asked, I told her, she was all giggly about me having a girlfriend and the three screwdrivers she drank weren’t helping either. When we got back to my place, she went into her room and I’m assuming passed out, WRONG. She came back out in a half top, no bra, and some panties that were threads at the least, I took a huge gulp and tried to calm down, after all this was my little sister and she was drunk for all sense and purposes. She plopped down on the couch, well almost fell down is more like it and when she did, her top came up and her tits were in full view, she sat there looking around, now I’m not sure if this was the first time she’d ever had liquor, but she was funny to watch and nice to look at, at the same time. She tried to carry on a conversation but couldn’t, I smiled, helped her up, and with that feeling her firm tits, both of them as I helped her up, then I walked her into her room and tucked her into bed, she tried to thank me for a great evening but her words were so slurred, it came out in Russian or something, I kissed her forehead telling her good night and she rolled over and went to sleep. I caught up on some work and went to bed around 1am. When the morning came, early morning it was Lizzy trying to find a glass, she was slamming the cabinet doors but not realizing in the fact she was still half drunk. I stood up, asked her what she was looking for and when she told me, I directed her to them, now my bedroom is in the loft of my condo, I have no doors on there, no walls, I can see the entire condo from my railing and I love it, I can look out in my bed and see the water and some of the city line and not get out of bed, how good is that. Well I sleep normally nude, but with her there, I opted for boxers and when I stood up, I guess I had a woody and it was coming out the bottom of the boxers, when she looked up as I was talking to her, she was fixated on it, when I finally got her to where she wanted, she thanked me and as I was turning to go back to sleep, she said nice cock too big bro as she walked off to her room, I looked down to see myself hanging freely and clear of the left leg of the boxers, I didn’t know what to say or do and finally I smiled and went back to bed. We both got up around 11am, we had a casual breakfast there, showered and got dressed, she was wondering what there was to do in Chicago, I laughed and said name it, and its here somewhere. She thought, she said well what I’d love to do but I know I’m not old enough is to go clubbing, I said hum, let me see about that one, so I sat at my computer and found a teen place, they have bands in four different rooms on the weekends, she said she loved that idea. She never said another word about earlier this morning, she was still probably drunk or not totally there, so I let it drop. I showed her the tourist places in Chicago, Wrigley Field, several other places and when dinner time rolled around we were in what’s known as old Chicago and that meant Chicago pizza, best in the world, or at least to me it is. When I suggested it, she rolled her eyes, then I said look, try some, what you had last night wasn’t the real thing, trust me on this sis, you’ll flip over it, so she agreed. I ordered a medium pie, a beer for me and a soda for her, I couldn’t bribe my waitress here, they are checked too often on the land. Well anyways, she finally agreed after two large slices, she said what is so different about this, I smiled and pointed to the old world oven, still using wood to cook it with, she said wow that is amazing. We started heading home, she wanted to change before going out, and I wanted to freshen up too, so off we went. When we got into the elevator heading to my floor she looked over at me and said I’m sorry about that crack this morning, I said oh, what was that, she blushed, saying when she was looking for a glass, I knew what she meant but I played it off, I said hum, I don’t remember anything this morning, guess I was half asleep, we did party pretty well last night, she smiled a wicked smile and said yeah I guess so. She headed for her room, I went upstairs and showered and changed, when I came out she was still in her room, I checked the logs of my computer making sure that nothing was missed while I was out, good, clean, so I waited and waited, and waited, finally after an hour and half she emerged from her room in a small skirt, t shirt that read too hot to handle, with matching shoes for her skirt, I smiled and said damn sis, you’re smokin’. She giggled and said really, I just threw this on, I smiled knowing that was wrong, but I played the woman game with her. We headed out, when we got to my car, I said you know, we’d better not drive, we’d better take a taxi, she said a taxi? Won’t that be expensive, I smiled and said well not as much as getting my car stolen or scratched would cost me, so let’s do that, she said ok, I said plus, if I have one too many, I don’t want to wreck or get pulled over for DUI, I’d let you drive but if I’m drunk, I would be able to tell you how to get home, we’d have to get a hotel, so no, taxi’s are a good thing in this city, she agreed. I hailed one, I let her get in first and then I slid in, as I did, I could see her little skirt wasn’t hiding her pussy, even though she had on panties of some sorts, they didn’t hide her pouting lips. I tried not to stare, but hell, I’m a man and seeing her like that, well, it was impossible not to, I’m not sure if she was planning this or what, but I wasn’t going to look a gift horse in the mouth so to speak. It took about thirty minutes to get there, I paid the man, he thanked me, and we went in, I wasn’t aware of the cover charge but I thought hell, it’s my sister’s vacation, why not, I paid the ten bucks each and we went in and found a table. Before we left, I told her to give me anything in her little hand bag that could ID her or any money, that way we could leave the handbag on the table and if, and I stressed if it was taken, she would only lose her purse and her makeup, she agreed. So off to the dance floor we went, she was smiling and really enjoying herself all night. We had so much fun, I was really glad she decided to come to visit. We left there around 2am, hailed a cab, got home and we hit the showers again, I came down in my boxers and t shirt, she came back out in her half top and panties, I gulped again. As we sat there watching some movie she found in my DVD’s, I really don’t even remember burning that one, must have been one for Rachel, but Lizzy was really into it. I sat there looking out the side of my eye at her, her long legs, going up to her waist, seeing her tiny panties and perky tits thru her half top, with her nipples sticking out just slightly, damn, I had t watch the movie, I was starting to feel my cock rising again. We went to bed Sunday morning around 4am, slept until after 1pm Monday morning, I was woken by a call from one of my clients, I cleared my head and said let me jump on the video feed, be right back with you, so when I got downstairs I powered up, got my head clear and started the video feed. It took them a minute or so to tell me what happened and when they showed me the screen I said ok, do this and this, seems like you picked up a small virus from a porn site, he said damn it, there has to be something we can do about this usage, I said sure there is, I can install a blocker on your system, and then you can find out who’s going there and advise them not to anymore, he said do it, I said well let me get rid of this virus and then we’ll attend the other problem. Now my computer is set up where the viewer is seeing the Chicago skyline when they aren’t looking at me, so I’m facing the rest of my apartment while working. I was getting the problem solved and was so intent on what I was doing that I hadn’t even seen Lizzy come out of her room and was standing there in full view of my client, he was so into looking at her in her little panties and half top that he didn’t say a thing and when I said ok, all done, he stammered some and said great, send me the bill, I laughed and said it’s in your in box now, he said I’m sure it will be worth every penny and we signed off. I shut off the monitor and when I turned around I saw her looking outside, I looked at my monitor, then at her, I started laughing, she said what’s so funny, I said well you just gave an older man the thrill of his life, she looked at me strangely, I said I was on a video call, when I was working, they get to see the skyline, and you walked right into the picture, he got a very clear picture of you and your attire, she started to say something and then just giggled, she said oh well, at least he got something out of his money then, I thought a second and said oh yeah he did sis, and that’s what he said too. I said so, what would you like to do today, she said would you mind terribly if we just stayed in tonight, I’m bushed, I smiled and said well no, it’s your vacation, so you do what you want too, she smiled, kissed my forehead and said great, see ya in a couple more hours, I’m still fighting jet lag I guess and off she went. While she slept, I went to the market, the liquor store and a few other places, when I got back, she was sitting on the couch drinking some coffee; she helped me put them away, getting to know the layout of the place. We talked about the old times, the fun and the bad times, like all the times she would barge into my room, she giggled and said yeah, I know, I use to be a pain in your ass, I laughed and said use to be? She squealed and attacked me, with her skimpy little outfit on, it soon became apparent that she didn’t care showing me her body, I soon had her pinned on the floor, her top around her neck, I was looking down at her tits, she laid there panting and then smiled, I’m not sure what came over me but I leaned down and kissed and licked her nipples causing her to gasp and purr, I then kissed her as she started grinding her hips against my ass. I got off her, still looking at her tits, she smiled, pulled her top off and sat there, I kissed them again and she stood up, pulled off her panties and waited for me to respond, and I did, I went between her legs with my fingers and then my tongue, she held my head there as I licked and sucked on her clit, she came numerous times and when I was happy, I stood up, pulled off my shirt and then dropped my shorts and boxers, she smiled, knelt down in front of me and started sucking me like there wasn’t going to any more anytime soon. I grunted as I tried to hold back, I then told her I was going to cum and she sucked harder, I exploded with five good pulses of cum down her throat and she eagerly drank them all down, after that, she sucked and licked the head clean causing me to get hard again, we went into her room where she got on the bed and I followed her sliding my cock deep inside hr eager hole. We laid there not moving, then I started stroking in and out of her, she cooed as I did that, she never lost eye contact with me with a small smile on her face, after a long time, I really started slamming her and watching her tits bounce as I did made it that much more enjoyable. When I felt myself getting close, I told her, she smiled and said let me have it, cum in me please, I smiled and deposited another large load into her pussy this time and she purred holding me close and kissing me the whole time. I collapsed atop her as we laid there cuddling she said wow, that was better than I’d ever hoped for, you’re amazing Jimmy. I smiled at her, kissed her again and said you realize this is incest don’t you, she giggled and said yep, but I’ve wanted you for so long, I don’t care. I said huh, she smiled and said why do you think I always barged into your room, I was hoping to catch you jerking off or something so I could see that wonderful cock of yours, mom finally told me that this year I should come up here and make sure I tempted you so that you would make love to me. I was in shock, mom, her, telling Lizzy to seduce me, no way, not mom, she had to be wrong. Later after another sex bout, we sat there talking, naked this time, she said that since I left, mom and her have been having sex together and she’s even doing dad ever so often, she really loves the feeling of him deep inside her, he’s not quite as long as you, but he still feels good. I was taking this in and not, it was way too much info to absorb this quickly. She said this weekend we’ll call mom, she can explain it all to you, so you don’t think I’m making all this up, I said well that will be a phone call to remember. Lizzy laughed and said let’s make it a video call, mom got the phone just before I came here, then you’ll be about to see them as we talk, I smiled and said now that would be great. She made lunch, we sat there talking some more, fucking some more and just relaxing. When dinner came around, she said let’s go out, ok? I said ok, where, she said somewhere where I can have a drink, I laughed and said well I think I can do one better, she looked at me and asked what I had in mind. I asked what kind of food were we going for and she said she was in the mood for some awesome Chinese. I said ok and I picked up my cell, placed a call, she told me what she wanted and I paid for it and the tip. I said so, now for the drinks, I said come here and she did, I had a good selection of liquors and beers, she said what was that drink we had on the boat, I said that was a screwdriver, vodka and OJ, she said now that was good, I said ok, I said do you like coke or pepsi? She looked at me, I said which one, she said coke, I said ok and I mixed her a rum and coke, I said sip this one, she did, her eyes lit up, she said umm, I like these too, I said good and I made me one. When the food came, she jumped up and went to the door, she threw her top on and nothing else, she opened the door and the poor delivery guy got an eye full of sis’ sweet pussy and stomach, she took the food, smiled as she shut the door, I laughed so hard I nearly pissed myself. She sat down, took the food out of the bags and started dishing hers out to eat like it was nothing to go naked to the door. That night she started sleeping with me, we’d screw before going to sleep, then when we woke up, it was like having Rachel with me the whole time is what I told myself anyways. When Rachel did come in, Lizzy slept in her bed but left her door opened slightly to listen, Rachel is quiet vocal when she cums and I live that, knowing full well Lizzy was listening I made sure to make her cum hard and loud. In the morning when we all decided to get up, after another two times that morning, Lizzy came out in her little top and panties, Rachel made a whispered note to me and said oh, I hadn’t noticed, I guess so with a smile. That afternoon Lizzy went to get her nails and feet done, another woman thing, but Rachel and I fucked like rabbits while she was gone, we didn’t even hear her come in and when Rachel screamed, that was too much for sis, she took off her clothes and came upstairs getting into bed with us, Rachel nearly screamed but I held her there and when Lizzy started sucking her clit, she came again as she licked and sucked the cum out of her pussy that I’d given her. After that they were the best of friends, Rachel enjoyed the licking part and we even got her to try if on Lizzy, she really wasn’t into it but did it anyways for me. After a long sex bout, we all laid there panting and happy, I had Rachel on my left shoulder and Lizzy on my right shoulder both playing with my cock, sometimes they’d take turns sucking on me and making me hard enough for one of them to ride me. Rachel had to go back to her grandmother’s house; she just wanted a good fucking which I always am happy to give her, but Lizzy and I both were sad to see her go, Rachel assured me that she’d be home before it was time for Lizzy to leave, and that made her happy. That Friday we made the video call, at first all we saw was mom’s face and that’s it, then when Lizzy said it happened, mom moved back and she was totally nude and dad was fucking her from behind, now that was a picture I’ve always wanted to see. Right in the middle of the call she said wait a second and she shuddered and moaned, she regained her composure and said damn that was a good one, now, Lizzy busted out laughing. After dad had cum, he pulled out of her pussy and mom was sitting there when dad came around the bed to get into the picture, I said oh, how was your cruise, she giggled and said no tan lines, see, I laughed and dad stood there with his limp dick in the picture, mom looked at him, smiled and took him in her mouth licking him clean as he moaned. He then headed for the bathroom where we heard the shower going. Mom looked at the monitor, she said so, am I going to get a look at that cock, your sister and I have a bet on the size, I said MOM, she laughed, all this time Lizzy was stroking me and I was hard as a rock, I stood up, letting her look at it, mom said damn honey, you really need to come home so I can try that monster on for size, I said well maybe soon, I might surprise you, she said umm, now that would be fun. Lizzy said 9 ½” mom, she said damn, I was totally off, I said 7” your sister said longer, guess I’ll be your bitch when you get here for a week then honey. I was shocked at her words, I looked at Lizzy, she said we had a bet, the loser had to be the others servant for a week, doing whatever they commanded, I said hum, now that could be fun, mom said oh yeah, I’ve had her several times like that, so I’m guessing she won’t take it easy on me in return, Lizzy said damn straight. Get used to no clothes at all, no matter who comes, no clothes, she giggled and said hum now that might get fun too. I was sitting there still trying to digest all this info, but when the call ended, Lizzy smiled and I said so, bitch huh, she smiled and said yep. I said well I think I could get use to having a bitch to command around here, since, you’re not paying anything to stay here, she giggled and said yes master, what is your command, I smiled and pointed to my very hard cock, I said suck it dry, she smiled, licking her lips and said gladly master. Part 2 to come soon, if you like it that is?