3 comments/ 174689 views/ 26 favorites Aunt Carla Ch. 01 By: moterhead74 This is my first submission to Literotica. I'm looking forward to feedback, both good and bad of course. This story is based solely on fantasy, I only wish I could tell you all or even just parts of it actually happened. Chapter 1: Aunt Carla Moves In It was the summer of '98. I was 18. Still a virgin, hell, barely even kissed a girl yet. My Aunt Carla (my moms sister) came to live with us. She had just gotten a divorce from her husband of about 5 years. He was an older man, just about 10 years her senior, and was fairly well off. They met in the bank my aunt worked at right after she graduated college. My ex-uncle was a nice enough guy, but my aunt caught him cheating on her with a younger model. They sold everything and split it 50/50. I don't know how much it was, but mom said she would never have to worry about where her next pair of designer shoes was going to come from. Plus, she would get an alimony check since my uncle was the one cheating. My mom was the oldest of 5 girls, and Aunt Carla was the youngest. There was 10 years age difference between her and my mom, and only 12 years between Aunt Carla and me. She was now about 30. My mom being 10 when Aunt Carla was born, baby-sat Aunt Carla a lot when she was a baby, and Aunt Carla in turn, babysat me a lot when I was young. I would go stay at Grandma and Grandpa's a lot as a kid so she was a more like and older sister to me. I guess being the youngest of 5 girls; she thought it was really cool to have a younger boy around the house to boss around. Don't get me wrong, she wasn't mean to me at all; I would say she was more protective. She would also stay with us a lot in the summer and other holidays; so, we were very close, more like brother and sister than aunt and nephew. I felt much closer to her than any of my other aunts. As soon as I starting taking an interest in girls, I noticed my aunt's beauty. She was always pretty with her shoulder length brown hair, long legs, and a nice rack, which just kept getting nicer as she got older. Working on the farm made sure she was fit. Grandma and Grandpa kept trying to have boys, so they could help out with the work on the farm, that is why they had 5 kids. Mom said they would have stopped after 2, 3 at the most if one of them would have been a boy, but since they didn't succeed, the girls had to take up the slack. Throwing bales, shoveling manure, hauling feed, they did it all, so they were all in pretty good shape. Of course, since I was the first grandson, I started to work on the farm also. By the time I was 12, all of the girls were gone, so I would spend most of my summers on the farm helping with the chores, so, by the time I was 16, I wasn't in to bad of shape myself. Grandpa was getting kind of old, and they had cut back on a lot of the farming, but I picked up a lot of the slack, so I had started to develop some decent muscles by the time I was 16 because I was doing a lot of the heavy lifting. Not only did it keep me in shape, but Grandma and Grandpa paid me pretty well, so I was able to afford my own truck when I was 16. It beat working at some fast food restaurant like most of my friends. Grandma and Grandpa said they couldn't keep farming like they did without me around, and besides, everything they paid me was a tax right off for them. They said when I was out of high school and not able to help out anymore, they were probably going to retire and just rent out the farmland and live off of that. Maybe just keep a few cows around and a horse or two and make it more of a hobby farm than a working farm. I remember when I was 11 or so, Aunt Carla had just graduated college, and I started to notice she was getting sexier all the time. Now she was really filled out, and she was dressing more like a grown up also. She was wearing high heels, skirts, even boots some times. She was even trading clothes with my mom once in a while. You know how girls at that age are always getting new stuff, well; sometimes she would give my mom a pair of shoes or boots when she was done with them. My mom always dressed nice as well, but after having 3 kids and stuff, she didn't worry about her looks quite as much as my aunt Carla, but nonetheless, she still looked good, especially when she got a pair of heels from a younger version of herself. My mom still had the legs to pull of any pair of heels she got from Aunt Carla. So, when my mom said Aunt Carla was going to move into the spare bedroom in the basement, I didn't mind one bit. I was even a little excited. Of course I was, what 18 year old boy wouldn't be excited about a hot woman moving into your house, even if she was your aunt, a babe was a babe. And even though I saw her at least once a month, now I would get to see her almost every day. Only about a week after she moved in, she was already looking for a job. Even though mom and dad weren't going to charge her rent, she wanted to start a new life and that meant getting a career, instead of just being some guy's trophy wife. So, she was going to quite a few interviews, and of course, dressing her best to impress. She had a Masters degree in business, so she was looking for office or bank type jobs. She got a job in a bank almost immediately. For work, she was dressing conservatively, but still showing plenty of leg. All I know, is at 18 years of age, I thought I had hit the jackpot, having this hot 30 year old wearing heels and skirts or business suits to work almost every day. My parents worked till 5 or 6 most days, and Aunt Carla worked till then also. So, me not having to have much of a job (I just worked a night or two at the grocery store stocking shelves or bagging groceries for spending money during the school year, but all the money I made on the farm in the summer paid for most of my expenses), I was coming straight home from school most nights and sneaking into my aunts bedroom. I would go through her underwear, clean and dirty, but my favorite part was going into the closet to see all of her heels and boots. I'd done the same thing in my parents closet, mostly looking for my dads stash of nudie mags, but when I was in there, I would always notice my moms shoes and boots as well. She had a nice collection, but Aunt Carla's was unbelievable compared to moms. I couldn't help myself. I snuck in at least once a week. I got to the point where I knew that she did most of her laundry on Tuesday nights. I started getting brave and I would sneak a pair of panties or even nylons or stockings out of her hamper. I would wait till Monday night when it was getting full, and sneak a pair out from the bottom, and just made sure I put them back by Tuesday. It was going on six months now that she was staying with us. I heard Aunt Carla telling mom she was thinking about getting her own place. She had finally found a nice little apartment that would suit her needs. "Besides, it would be nice be able to bring a guy back to my place once I a while instead of having to go to theirs all the time", I heard her tell mom. I remember that day like it was yesterday, I got hard just at the thought of Aunt Carla having sexual relations. I knew she was, but to hear her say that drove me crazy. I was getting more comfortable sneaking into her room; after all, I'd been getting away with it for 6 months now and hadn't been caught yet. I was doing it more often, and wasn't being as careful. I was also afraid she would be moving out any day now, so I'd better enjoy this while I could. So, one day I was in her closet. I had one of her boots in one hand, and my cock in the other. It was one of her knee high, black leather boots, with a spike heel and a pointy toe. She didn't wear these to work, these were too sexy, they were for going out on weekends. I was getting very excited and was just about to cum when all of a sudden I heard the bedroom door slam. My Aunt had come home from work early that day, I dropped the boot, tried stuffing my cock back in my pants and zipping up, but with the raging hard on I had, things weren't working so well. "Well, well. What do we have here?" Carla said with a stern look on her face. "I, I", I was just stuttering, I couldn't speak, my cock still out. My Aunt just walked over to me. She put her finger on my lip, "just be quiet Frankie, don't worry, it's natural for a boy your age to be interested in a woman's things. You think I haven't noticed you looking at my shoes and boots lately, you think I haven't noticed things missing out of my hamper? This is how it's going to work from now on. You're going to finish what you were doing when I walked in. And from now on, you're going to do exactly as I say, is that clear?" she said sternly. "Yes Carla." I replied. "As long as your good, your mom and dad won't ever now what was going on here, but if you're not good, they are going to find out what a little perv their boy is." She told me. "Now, go ahead and finishing cumming on my boot." I pulled my underwear down (that was as far as I had gotten when trying to pull my pants up), and started wacking off again. It didn't take me long, and I came like crazy, it shot all over her boot and dripped on the floor. I was going to reach for a towel I had in place to clean it up when Carla ordered me to lick her boot clean. "No no Frankie, you have to lick up your mess," she commanded. "No way, you're crazy." I yelled back at her. She grabbed a fist full of hair and shoved my face down on the boot in my own cum. "Lick, or I'm telling your parents at the dinner table tonight!" she yelled at me. I did it. I licked her boot totally clean of my own cum. It was disgusting, but I also found myself being excited by performing this disgusting act. Aunt Carla Ch. 02 This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. * My aunt moved into her apartment. I was both relieved and sad she moved out. She still spent a lot of time at my parents' house. Sometimes she would stop over after work in her business clothes, her high heels, and her hair and makeup done just right. She would always be sure that I got a good look at her heels when she was dressed like this. Rocking on her heels, dangling them off the end of her feet, often complaining of how her feet hurt from being in the heels all day at work and taking them off right in front of me, giving me that little smirk, knowing that she was driving me crazy. About once a month, she would baby sit. Now, of course it was for my younger brother and sisters, but often, I would stay at home on these occasions. Either that or I would get home about the time I knew she would put my siblings to bed, but long before my parents would be due home. She and I would sit up and talk. She would ask me about girls, knowing that I didn't have very good luck with them. She would always reassure me that my day would come. In the meantime, she encouraged me to work out, eat right. Often she would put her feet in my lap when we had these chats. At the time, I thought that she didn't know about the hard-ons I got when she put her feet in my lap, but now I know she knew damn well what she was doing. One day she came over and announced she was buying a house. Of course she wanted us to help her move, but that was just the beginning for my chores. One day she was complaining to my mom that she just didn't have time to take care of the yard work. I knew that I didn't have to say anything, I knew my mom would automatically volunteer my services, whether I would have wanted to or not, but of course, I couldn't have been happier to do it. This meant my aunt giving me a key to the house, so I could get into the garage whenever the lawn needed mowing. As she gave me the key, she said with her a stern look on her face, "I know I can't keep you out of my closet you little perv, but please don't take anything from it, and make sure you clean up your mess. I'd hate for your parents to find out what a little perv their boy is. I can't tell you how many times I went into her closet, smelling and feeling her shoes and boots. I remember when she would get a new pair; it was like Christmas morning every time I saw a new shoebox. I would be hard before I even got the shoes out of the box. At this point, I wasn't concerned with leaving things just the way they were when I found them; I just made sure I cleaned up my mess. I used to watch the garbage for her Victoria's lingerie catalogs. I had a fair collection of porn, but these were as good as any porn magazine to me. Porn magazines were too anxious to get the women totally naked; I preferred it when they left their shoes and hosiery on. When my aunt figured out I was taking the catalogs from her garbage, she just started saving them for me. She said it was better than knowing that I was whacking off to something that had been in the garbage. Sometimes, she would have items circled, and I knew it was just a matter of a couple of weeks before I would find it in her closet or drawer. My mom knew my aunt was paying me for all the chores I did for her, but little did she know was how well she was paying me. I told her one-day I was thinking of working more hours at the grocery store because I needed money to fix up my pickup. She said she couldn't have that, because she needed me around the house, and that's when she started giving me a sizable allowance. She made it clear though, that if I bragged to my parents, or even my friends, she would have a lock on her bedroom so fast I wouldn't even have one last chance to smell her shoes. She knew that that alone, was all it took to get me to do whatever she wanted. I would have worked for her for free if she wanted, but she didn't want it that way. She wasn't taking advantage of me. She knew if anything, I was taking advantage of her. Aunt Carla Ch. 03 It was my senior year in HS. I was looking at some colleges that were, well, not real far away, but yet, far enough that I wouldn't be home every weekend. One night, when Carla and I were having one of our long talks, I told her I almost didn't want to go to college. She asked why, and I told her I knew I would get homesick. We both knew that what I really meant was I would miss spending time at her place, but neither of us said it out loud. She gave me a hug, and said she would miss me also. But then she got that stern look and said I had to go to college, because she wasn't going to take care of me for the rest of my life. She could be a bitch when she had to be, and she knew this was one of those times. She said if I didn't go, she was going to put a lock on her door. Even though I would only be home about once a month, I knew it was better than being cut off totally, and besides that, I knew she was right. Eventually, I was going to have to take care of myself. That and I knew my parents wouldn't let me live with them forever either. So, I loaded up my pickup and went to college that fall. I lived in the dorms, made lots of friends, went to a lot of parties, but always looked forward to going home to see my aunt. Then one day I got a call from her. She said she was coming to town to see one of her college friends (it was the same college where she and my mom attended, and she still had a friend that lived in town). I met her in my dorm lobby. She took me to her friend's house. Her friend was just a beautiful as my aunt. Of course fantasies started running through my head about the two of them sharing a room in college, but of course I knew that they were just that, fantasies. I knew my aunt was very interested in men. She had had more boyfriends than I could remember. Her friend, Staci, had just gotten divorced. That was why my aunt was in town, to help comfort her. She got the house in the divorce. Apparently, he was pretty well off, as it was a fairly nice house for a young couple. She couldn't have been much more than 30. Her and my Aunts situations were so similar, one would think they had planned the whole thing, and who knows, maybe they did. My aunt was telling her how much she missed having me around, as I did all her yard work, shoveling her sidewalks, even getting me to other chores like wash the dishes and clean the bathroom and stuff. Staci said she would love to have someone around to do the yard work since her husband was gone. My aunt jumped at the chance to offer my services, knowing that I would be just as happy to work for her, as I was my aunt. At the time, I wasn't that excited, knowing that that I probably wouldn't be able to go into her closet like I did my aunts, and that after all, that was the reason for doing the chores in the first place. But, nonetheless, Staci was as hot as any girl I knew in college, and just the chance to get to hang out at her house once in a while would maybe help replace the feeling of not getting to spend time at my aunts like I used to. Before my aunt left town, she told me Staci was one of her closest friends, and I better not humiliate her by getting caught in her closet. "I don't want my best friend to know what a perv my nephew is, I've done nothing but brag you up to her, don't let me down" she said. So, about every other weekend or so, I would go over to Staci's to see if her yard needed mowing or if she needed any thing else. She would always invite me in and offer me a pop or water. Every once in a while, I would catch her dressed up; ready to out for the evening, either on a date, or with some friends. She was always stunning, and always-in heels. What I wouldn't have given to have a peek in her closet. I complimented her on her looks, told her that her husband must have been an idiot to let her get away. She said that some day I was going to make some girl happy, and she knew because of my aunt, I would know how to treat a lady right. This went on for several months. After seeing her in various pairs of heels, I finally saw her in a pair of very sexy, over the knee boots. She said she had a hot date that night, and those were her "fuck me boots". She said she never got turned down for sex when she wore those boots. I half jokingly, half seriously told her, "If you're offering, I'd accept." She told me if she had half a brain she would have fun with a young stud like me some night. Now I didn't know if she was joking or serious, but just hearing her say that while in those boots, made me have to sit down for a while. A couple of weeks later, I went over again to see if she needed anything. It was late fall now and the yard needed raking, a job that would take a whole afternoon at least. She said she was going out that night, but told me she would leave the house open in case I needed to use the bathroom or if I wanted something out of the fridge to help myself. She got all dolled up, hotter than hell as usual, and left. I had been raking for several hours at this point and was ready for a break. I went in the house for some water. When I went for the bathroom, I noticed her bedroom door was open. I remembered my aunt warning me, but after I saw those boots, I just had to see the boots again, but this time touch them, smell them, and see what else she had in her closet. I went in. It was a huge master bedroom, with a beautiful king size bed, fireplace, master bathroom with a Jacuzzi, big screen TV with a stereo system. It was like something you would see on lifestyles of the rich and famous. Then there was the walk in closet. My heart was pounding a hundred beats a minute, both because I was afraid of getting caught, and also because I couldn't wait to touch those boots. I went in. It was the most beautiful thing I'd ever seen. There were racks full of shoes, boots, of all kinds. There must have been 50 pairs of heels and at least 20 pairs of boots. I had just seen the tip of the iceberg in the last few months. On the clothes racks were beautiful dresses, skirts, coats, both leather and fur. Her ex must have been loaded. I was getting dizzy from the smell of the leather and perfume in there. But I had to find what I was really in there for, and it didn't take me long. There along the wall, with all the other boots, was the pair she had on last time I was there. They were by far the tallest and sexiest, not that the others weren't nice either. I tried to restrain myself, but I couldn't do it. I had to grab one of the boots. I picked it up, I held it, ran my hands over the leather, and smelled it. I was rock hard by now. It had been a month or so since I was in my aunt's closet, and I needed a release. I knew Staci wouldn't be home at least till the bars closed, if not later, so I whipped out my cock and started jacking off. It didn't take me long for me to cum. I tried to come on the boots, but I was so excited it shot all over the floor also. Damn, now I had a mess to clean up, I licked up my own cum off of the boots, and went and got some paper towels and cleaned up the carpet, and then I put everything back just the way I found it and got the hell out of there. I went and finished the leaves, and went back to campus for a party that night. Aunt Carla Ch. 04 This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. Chpt 4 It was about this time I had met a girl. In fact, we kind of hooked up the night of the party after I had cum on Stacy's boots. I was still horny that night, and this girl was cute, nice body, and go figure, she was in a pair of boots. They weren't near as sexy as the pair I had cum on earlier that afternoon, but nonetheless, still hot. I was still a virgin at this point, if you could call a guy who whacked off almost daily a virgin, but yes, I had not yet had sex with a girl. I'd made out with girls by this point, even gotten a hand job or two, but never had sex yet, not even a blow job. Anyway, I really liked this girl, and she had agreed to go out on a date with me the following weekend. The following weekend, Stacy called me. I wasn't expecting it. With her yard raked, and it being this late in the fall, the grass wasn't growing anymore, I didn't know what she could be calling about, but I was still happy to hear her voice. She said she was having trouble with her computer, and was wondering if I could come over and take a look at it, she knew I knew my way around a computer, that and my aunt told her I was always fixing hers. So, I went over. She was just getting ready to leave again. We made small talk, she said she had a "special" date that night, and asked me if I had plans. I told her that actually yes; I had a date for this evening also. She said "Oh, what a lucky girl. I wish I was your age again, I would have dated a boy like you instead of my jerk ex-husband I dated almost all of college". She could tell I was blushing. She had on a very sexy pair of boots, not the thigh high ones that I came on, but still hot, knee high black leather boots. She had on fishnet stockings with them, a short black skirt, and a white blouse. She was stunning. I told her I hopped my date looked as hot as she did. "You are just so sweet, you'll have to bring her over sometime, I'd like to meet her". Then she said something that totally caught me off guard, "maybe I could trade clothes with her; every once in a while I want to dress like a teenager again" she said with a smile. It made me hard. I made up a lame story about her computer, I told her it would take me about an hour to fix it, I told her I had to go out on the internet and find some updates. I was lying; I knew I would have the thing fixed in about 10 minutes. She said that was fine, and just told me to lock up again when I left. I waited about 15 minutes, and headed for her closet again. I was cocky; I got by with it before, why not again. I went in. This time, I was taking my time, smelling the different high heels, boots, feeling them. I was harder than hell again, and wanted to whack off, but actually thought about not doing it, because maybe, just maybe, this would be the night I lost my virginity to Amy. But then, there were the thigh high boots again, just sitting there, I picked one up, and it was all I could take, I knew if I did get my chance with Amy later on, that I had cum several times in a row before during a good jack off session, I would certainly be able to get it up again later on in the evening. I started to unzip my pants, had my cock in my hand, when out of no where-- "I knew I'd find you in here you PERV" said Stacy in a stern voice. It was Stacy. I froze. In an instant, I was that 14-year-old boy in my aunt's closet again. "I suspected you were in here last weekend. I told your aunt my suspicions, and she told me all about you. She told me you had to be punished for this. I screwed my computer up on purpose, just to get you over here. Now put my boot down, and take your pants all the way off. I hope your date with Amy isn't too soon, it's going to be a while before I'm done with you." I did as she said and took my pants off. I stood before her with a hard on that wouldn't go away. Because of Aunt Carla's encouragement of getting me to work out since I was 15, I guess I was in pretty good shape now, and apparently, not to bad in the package department either. I wasn't porn star big, and I didn't have anything else to compare it to, having never been with a girl sexually yet, but Stacy commented on how ripped I was and nicely hung, not to big, but definitely not to small either she said. Because of the cold fall weather, Stacy had on one of her light black leather jackets. With the boots and the skirt, she was hotter than I'd ever seen her, and my raging hard-on wouldn't go away. She gave me orders to come out of the closet and just stand there. She left the room, and came back quickly with a wooden chair from the kitchen. "Sit", she commanded. I did so with my cock still rock hard. "Put your hands behind your back she said". Then I felt her grab my hands and slap a pair of handcuffs on them. "Hey, what the hell are you doing?" I said. She grabbed me by my hair with one hand and slapped my face with the other. "Don't you dare question me or yell at me like that ever again. From now on, when we are alone, you will address me as Mistress, and only speak when I give you permission to, is that understood?" "Yes" I replied. She slapped me again, "Yes what??" she shouted. "Yes Mistress" I replied. "Very good perv" she said. She reached under her bed, and pulled out some ties, they must have been her ex-husbands. She used them to tie my legs to the legs of the chair. Now I was sitting there with my hands handcuffed behind my back, my legs tied to the chair, and a raging hard-on. She then got a video camera out of one of her dresser drawers and set it on top of the dresser; I could see that she had turned it on. "My ex and I got this to tape ourselves in bed, I've got the tapes of course, and I bet you'd like to see them wouldn't you?" She said. "Yes Mistress" I replied. "Well, if you're really good, maybe I'll let you see them someday, but for now, I'm taping you for blackmailing purposes. If you ever think of telling anybody about what is about to go on here, I'll make sure your dorm mates see this. Remember, your aunt and I lived in that same dorm for a year, so we know our way around there." She made sure she always had her back to the camera so she couldn't be identified. "We have to get rid of that hard on" she said, "so I'm going to let you jack off. I'm going to undo your handcuffs. Remember, if you do as I say, you may actually learn to enjoy some of the games I'm going to play with you, but if you try something stupid, you will be cut off from me and your aunts closet for good, understand?" "Yes Mistress" I replied. "But first I have to make a phone call" She got out her cell phone and took a pic of me with it. Then she made a call. "Hello Carla", she said. It was my aunt. "You were right, I wasn't gone 20 minutes, and he was in my closet, so, I'm going through with the plan. I've got a pic I'll send you as soon as we hang up, and yea, I'm videotaping the whole thing. Your nephew is very well built; I'm going to have a lot of fun with him. Oh and guess what, he's even got a date tonight, to bad he won't be able to do anything with her. I'll send you the pic, and then I'll call you after I've let him go, by Carla". She hung up and sent the pic to my aunt, and made sure I saw her send it so I knew she wasn't bluffing. "Remember, most of this was your aunt's idea perv." she said. She released my right hand, and handcuffed my left hand to the back of the chair, so with that and my legs still tied to the chair, there wasn't much I was going to be able to do with only one hand free. Then she got out a bottle of lube, and squirted my cock with it. "Go ahead perv" she said, I want to see you cum and get rid of that hard on. I started whacking off, it didn't take me long of course, I was more excited than I'd ever been. I came, and I came hard. I came so hard it shot up and hit my shoulders. Stacy sat there and cheered me on. "MMM....nice work perv", she said. "That's going to give me something to masturbate to later tonight when I watch the tape." she said with a smirk on her face. Then she grabbed something from one of the dresser drawers. My cock was starting to go soft now. What she had was a chastity device. I didn't know what it was, but she explained it as she put it on. "This won't allow you to get hard or touch yourself anymore. I have the key for it. The only time you'll be whacking off anymore is when I think you have earned it." "But, I have a date tonight" I said, "and I really like her, what if she lets me...." "Yes, this just makes it better" she said. "It makes it that much more fun for me. It was your aunts idea, but neither one of us knew it was going to be this much fun. You'll just have to tell your little girlfriend you're not ready yet. Now, I'm going to untie you and let you get dressed so you're not late for your date. I want you to stop back tomorrow so you can fill me in on how things went on your date. Then, I'll have you come over about every other day. Is that going to be a problem for you?" "No, Mistress," I said already in pain from the chastity device because my cock was trying to get hard again. "Remember, your aunt is expecting a call from me, so don't get any funny ideas about retaliating. This could turn out to be just as fun for you as it is for me if you play your cards right." And with that, she untied me, knowing that I was under her spell. "See you tomorrow at 2PM" she said, and sent me on my way to get ready for my date. Aunt Carla Ch. 05 This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. Chpt 5 I went on my date with Amy. She was wearing tight jeans with what I'm guessing was ankle high, high heeled boots. She had a leather jacket on; she was very attractive. We went out for a nice supper, and then to one of the off-campus parties. We both had a few beers, and I was already horny again, but I knew I had to keep my distance. I walked her back to the dorms, and I couldn't help it, I laid one on her. She kissed me back. Then she looked at me, and said, "My room-mate went home for the weekend, do you want to come in?" I could have died. I wanted to so bad, and I even felt my dick trying to get hard, but unable to. "Um...I have a paper I have to work on for class, that and I have to go to my Aunts friends place to help her fix something." I told her. It was a lame excuse, but she must have bought it. "Can I have a rain check though, I'll make it up to you?" I pleaded. "Of course you can." She replied. "So, can I take you out again next weekend?" I nervously asked. "Sure, I would like that" she said with the cutest smile. I went back to my dorm with a severe case of blue balls. I wanted to jack off so bad, but knew it was of no use. I tossed and turned all night, couldn't sleep no matter what I tried. On the one hand, I couldn't believe my luck, I had a beautiful girlfriend, and it looked like I might actually get to fuck this one, I possibly could have tonight, if it weren't for this damn chastity device. That was another thing. This beautiful, older, sexy woman told me I was her slave tonight. It was a fantasy come true. I guess it is true what they say, be careful what you wish for. I showed up at Stacy's the next day at 2PM like she had ordered me to. She was in a pair of short sweat shorts and a top that just barely covered her tits, it wasn't boots or leather, but it was hotter than hell. "Have a seat perv", she said. "So, tell me how your date was." "It was good" I replied. She glared at me, "Aren't you forgetting something, perv?" "It was good, Mistress." I said half questionably. "That's better." she replied. "How good was it? Did my present get in the way?" she said with a smirk on her face. "Yes, it did, Mistress." I replied. "How, tell me, did she try sticking her hand down your pants?" She asked me with a smirk on her face. "No. She invited me into her dorm room; she said her roommate went home for the weekend. I don't know how far it would have gone, but I knew if I went in, there would be trouble, so I made up a lame story about having to write a paper, Mistress." She started laughing. "Ohh, that is soooo funny.....I bet your so sexually frustrated you can't even think straight right now, aren't you?" "Yes, Mistress" I replied". "Good, that's the way your aunt and I want you. When a man is sexually frustrated, he'll do anything for a chance at a release. Should I take it off so you can whack off?" She asked. "Yes, Mistress." I replied. "What, not even a please Mistress?" she said. "Please Mistress" I almost whined. "Please what perv?" She asked sternly. She was teasing me now, but I bit anyway. "Please remove the chastity device so I can whack off Mistress". I said. She looked at me with a smile. "No, you haven't suffered near enough yet. It hasn't even been 24 hours since your last release, and here you are, begging me to let you cum already. If it wasn't so cute, I'd say you're pathetic". She said with a smile. "So, are you going to see her again?" She asked. "Yes, she said she would see me again next weekend, Mistress". "Good. Your Aunt is coming to town next weekend to help me punish you. I want you to come up with an excuse to bring her by the house next weekend. I don't care what it is. I won't make this to difficult for you yet. You can tell her you need to drop something off for your aunt, or you can invite her over for supper or something, I don't care, your aunt and I want to meet her. You just let me know by Thursday about what time you'll be over and if you need me to have a dinner ready." She told me. "Why, why do you want me to bring her over here, what are you planning, your not going to tell her about what's going on here, are you?" I said without even thinking. She got up and walked over to me, grabbed me by the hair with one hand, and slapped me hard with the other. "I told you never to question me, now, make sure you get your little girlfriend over here next weekend or you'll never see mine or your aunts closets again, and it will be a long time before I take my present off your cock, do you understand me?" she commanded. "Yes, Mistress, I'm sorry Mistress" I replied. "Good. Now, your aunt wants you to call her tonight. I don't think I'll need to see you till you bring your girlfriend over. If I change my mind, I'll call you. Be sure to let me know by Thursday when to expect the two of you this weekend." She commanded. "Yes Mistress" was all I could say. She stood over me, bent down, and whispered in my ear "Don't be afraid Franky, we won't tell your girlfriend what a perv you are. We just want to see what kind of a catch our little perv has. You're going to suffer a lot through this Franky, but your rewards will be beyond your wildest dreams, you just do as me and your aunty say, ok Franky." "Yes Mistress." I replied. Then she kissed me on the cheek, and said, "Ok, now go back to your dorm and don't forget to call your aunt." I was nervous as hell, but I knew I had to call my aunt. I had no idea what she was going to say, was she going to be mad, angry, I didn't know, but I knew I had to call her. She answered the phone, "hello perv" she said. "I'm sorry Carla." I said. "Don't worry Franky, Stacy wasn't mad, and neither am I. I knew when I caught you in my closet 5 years ago it would eventually lead to something like this. I've just been waiting for the right opportunity. I knew if I introduced you to Stacy and you went over there, you would eventually go into her closet. She told me you were cute, I asked her if she wanted to have some fun with you. We set the whole thing up. She had the video camera in her room to see if you went in the closet. She didn't think you'd do it, but when you did. She knew you were slave material." Aunt Carla said. "Why do you want to meet my girlfriend Carla, I really like this girl, I'll do whatever you and Stacy want, but please, don't screw this up for me." I pleaded. "Don't worry, I'm still your aunt, I don't want to ruin your life, I just want to meet her, is that so bad?" She assured me. "I guess not." I said. Still not totally convinced they didn't have something up their sleeve. "So, I'll see you and your girlfriend next weekend, right?" she said. "Yes Carla", I replied. Aunt Carla Ch. 06 This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. * The next weekend had arrived. Part of me was saying break it off with Amy so I don't have to go through with this. Another part of me said I should just say I have to drop something off with my aunt to give to my mom, but did I do either of those things? No. I think it was the part of me that wanted to be tortured. I told Amy my aunt was coming to town and that I should have supper with her. I gambled. It was only our second date; she could have freaked out and said no. I told here this wasn't like meeting my parents. I told her my aunt was more like an older sister, and if she didn't feel comfortable, I would take her out later, but I would really like it if she met my aunt and her friend Stacy. To my surprise, she agreed to do it. I called Stacy and told her to prepare a dinner for us. She was surprised herself. "This girl must like you if she's willing to meet family already. Doesn't surprise me, you are quite the catch, to bad your nearly neutered though." she said laughing. I picked up Amy. She was in a pair of tight jeans, a tight sweater, and her leather jacket, god how I loved the cold weather. She was wearing heels, not boots, but nice pumps. God this girl is perfect I remember thinking to myself. We arrived at Stacy's. I didn't know what the hell to expect. My aunt was there, and she got the door. She was in a pair of her knee high boots, a pair I had cum on many times, and if it weren't for the chastity device on my cock, I would have been harder than hell at the sight of those boots. She invited us in. Stacy came out of the kitchen. She was in a pair of awesome pumps also, with a real short skirt. I was surrounded by 3 beautiful women, all of whom I had a sexual connection with on some level or another. Amy connected with Carla and Stacy immediately. She told them she loved their outfits, and said she really liked my aunt Carla's boots. I suddenly realized why Stacy and Carla wanted to meet her. I was going crazy listening to them, and that's exactly what they wanted. They had so much in common; clothes, even major's in college. It suddenly dawned on me why I liked Amy so much; she was a younger version of my aunt. If my aunt were our age, they would have been hanging out in the dorms together, going to parties, all that girl stuff. Amy was working part time in one of the high-end clothing stores. As soon as my aunt and Stacy found this out, they said they were going to go shopping there the next day. Amy floored me when she told them she would give them her employee discount if they would let her wear some of their clothes once in a while. They said it sounded like fun, but Amy would have to let them wear her clothes sometimes also. I was just sitting there in my own little hell; my cock bursting at the chastity device. I wanted a release so bad I couldn't take it. When we finished eating, Stacy said "Franky, why don't you clear the table and load the dishwasher and Carla and I will take Amy and see if I have any clothes I want to get rid of. A lot of stuff my ex bought for me, and I don't even want to look at it anymore. They are to expensive to just through away, but perhaps Amy will take some of them for us. Will that be even for your employee discount dear?" Amy said it sounded like a great idea. I started clearing the table while the girls went to Stacy's room. I heard lots of giggling and almost got scared, but reassured myself that my aunt would not hurt me in that way. I almost wondered if they didn't know Amy ahead of time and were in on this little game of domme and slave. I finished loading the dishwasher, and went in the tv room. Amy came out of Stacy's room in a pair of knee high red leather boots, and a short skirt. "How does this look?" She asked playfully. "Amazing." was all I could say. "Your aunt told me you would like it. Thanks for bringing me over, this was a great idea. Your aunt and Stacy are so cool." As soon as I had the chance, I got Stacy by herself. "Please Mistress, take off the chastity device. I want Amy so bad, but I'm afraid to just make out with her, what if she does try to put her hand down my pants, what's she going to think when she feels that?" "Sorry Franky, your not ready yet. But don't worry, you'll get your chance. Your aunt and I want you to come back over here after you drop Amy off tonight, ok? We've got something planned for you." Stacy said. "Yes Mistress" I said. I took Amy back the dorm. She had a duffel bag full of Stacy's clothes, shoes, and boots. My head was spinning. It was as if I was drunk. I'm amazed I didn't get into an accident on the way back to the dorm. I carried the bag up to Amy's room for her, I had to, it was almost to heavy for her to carry up the stairs. We got up to her room, she told me to wait in the hall in case her room-mate was home. She opened the door and motioned me in. "My room-mates not back yet, do you want to stay for a while?" she said with a smile. I wanted to say no, but I was afraid if I turned her down again she would think I was gay or something. Knowing that her roommate could be home any minute, that would keep it pretty safe, I knew she probably wouldn't initiate sex for fear of being walked in on. So, instead of answering I just started kissing her. We laid down on her bed and just made out for a while. Anytime she started reaching for my crotch area, I just motioned her hand away, and told her if she got anywhere near there, I wouldn't be able to contain myself and I didn't want my first time with her to be spent worrying about her roommate coming in. "What makes you think I want to go that far?" she said with a smirk on her face. "Well, unless you want it to, then you just better keep the action above the belt." I told her. I guess it worked. She told me she couldn't believe the clothes she got from Stacy, she said the boots were at least $200 new. She said she couldn't wait for the day when she could go out and just buy clothes without having to worry about money. She said that was the whole reason for her part time job, not only the money, but the employee discount was like a bonus check for her. She said my aunt told her she would bring her stuff she wanted to get rid of next time she was in town and whatever Amy didn't want she could just give to good will. The thought of her in my aunt's boots or heels was almost too much for me. If it hadn't been for the chastity device, I probably would have ripped her clothes off and had sex with her right then. I then asked her "So, does this mean we are going steady then, or are you just using me for my aunt's and Stacy's clothes" I said half jokingly, but seriously wanting to know what her answer would be. She said, "No, I'm just using you for their clothes" she said with a smile that was to die for. I told her it was good enough for me in a joking way. Luckily, her roommate showed up about that time. I kissed her one final time and said I would call her the next day to pick her up and take her over to Stacy's so she could take them shopping. Aunt Carla Ch. 07 This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. Ch 07 I drove back over to Stacy's like she had commanded. When I got there I rang the bell. About 2 seconds later my cell phone rang, it was my aunt telling me to just come in the back door, and come to the bedroom. My heart started racing, I couldn't believe it. I thought I was living in a porn movie. There was Stacy and my aunt lying in bed. My aunt still had her boots on, and Stacy had on her pumps and stockings, but they were both naked otherwise. I turned around and said "I'm sorry." and started to leave. "Franky, get your ass back here." my aunt shouted. I slowly turned around. This was so weird, seeing my aunt naked, in bed with another woman. "Get your clothes off perv!" Stacy said. "You think your going to get to stand there and look at us, we want some fun too." I stripped down, completely naked, only the chastity device showing. "Now, grab the video camera off of the dresser for me perv." Stacy commanded. I was nervous as hell with my aunt in the room, I had no idea what they were up to. "Did she want you to fuck her tonight Franky?" my aunt asked referring to Amy. I told her I might have had a chance if we weren't worried about her roommate coming home, that and the fact that this damn thing on my cock was in the way. My aunt laughed and Stacy glared. "Get over here, turn around, and grab your ankles." Stacy commanded. I hesitated. "NOW! If you know what's good for you, you perv!" Stacy shouted. My aunt laughed, "You better do it Franky, you don't want to piss her off." "Sorry Mistress." I said as I ran over to her side of the bed bending down and grabbing my ankles as she instructed. She reached under the bed, and pulled out a ridding crop, without me knowing it. She brought it down hard on my ass. I screamed out "OUCH!" "You better thank her Franky." my aunt said. "Thank you Mistress!" I quickly said. Whap! She brought down the crop on my other ass cheek. I hollered out in pain again, but this time automatically said Thank you Mistress. Stacy asked my aunt if she wanted to give me a few whacks. My aunt replied, "Of course, I'd love to spank my Franky." Wham, she hit me hard. "Thank you Mistress!" I automatically yelled out without thinking. "I'm sorry, is it ok if I call you Mistress?" I said. "MMM, I don't know, what do you think Stacy, can we have him call us both Mistress? "Why don't we have him just call you Aunty, or Mistress Aunty?" Stacy replied. "I like just aunty, is sounds so dirty in this context" My aunt replied with a smirk on her face. Whap, the crop came down on my ass really hard this time. "Thank you Aunty!" I automatically replied. "Good job perv, I'd knew you'd learn quickly" my aunt said. "Now, lets get to why we really wanted you here." Stacy said. "Were going to show you how to properly satisfy a woman, so that when you do get your opportunity with Amy, you'll make here so happy she'll never want to leave you." my aunt said. I didn't know what this meant, were they expecting me to fuck them, I wasn't sure. I looked down at my chastity device. "Oh no perv, you're not going to need that yet. All you need is your tongue and a few fingers." Stacy said. "Now, I'm going to show you how it's done on your aunt, and we want you to tape it for us" "Oh look, his cock it trying to get hard." said my aunt Carla, and she was right. The thought of these two beautiful hot ladies going at it, and me getting to tape the whole thing, was driving me crazy. "Start rolling tape perv." Stacy said. "Get lots of close-ups on my pussy Franky." my aunt said. "We don't want you to miss a thing." My aunt spread her legs and Stacy started licking away. I couldn't believe it. I had seen tons of lesbian porn up till now, but this was beyond my wildest dreams. I taped Stacy as she quickly brought my aunt to a screaming, almost crying orgasm. They both laid there for a couple of minutes. "Now, its your turn." Stacy said to me. "Set the camera on top of the dresser pointed at the bed. Then get your tongue to work, It's my turn to orgasm." I hesitated, not believing my ears. She reached down and picked up the riding crop, "HURRY UP PERV" she shouted, "DON'T KEEP ME WAITING". I set the camera on the dresser like she instructed, then I laid down on the bed and put my head between her legs. The smell was overpowering. I went to work on her pussy. She instructed me what to do, hitting me with the crop when I wasn't doing it the way she was instructing. It took me longer than it did for her on my Aunt, but eventually her instructions were working, and she grabbed me by my hair, it hurt like hell, "Don't you stop now you son-of-a-bitch!" she yelled, so I kept going, and pretty soon she started to shake and scream and she pulled my head into her pussy so hard I thought she was going to pull out clumps of hair. "Good job Franky." Stacy said. And she actually motioned me up and she held me in her arms. "When is the chastity device going to come off Mistress?" I asked, afraid of being reprimanded. But she didn't get mad at me. She just looked me straight in the eye. "Don't worry; it will come off when I think you are ready Franky." Then my aunt chimed in, "We want your first time to be special Franky, and we really like this girl Amy, so don't worry, we're not trying to sabotage you. Its easy for guys, they can get off if a girl just touches your cock with a single finger, but what you just learned tonight, most guys don't learn till their much older. Boys your age are just worried about getting their thingy wet, but now you'll know how to please Amy, and after she lets you get your stick wet and you cum in your condom, you're not going to get up and leave. Your going to do to her what Stacy just taught you, and she'll never want to leave you. Understood?" "Yes aunty." I said. "Thank you." and I really meant it, I knew, that even though I was in pain from the chastity device, that what I had learned that night was invaluable.