0 comments/ 39979 views/ 0 favorites A Guilty Pleasure By: Shooter I kept turning it over and over in my mind as I drove, feverishly, through the midafternoon, school mom traffic. Stopping to think that I might be able to beat her home... it's a quarter to four and she should almost be finished with her dentist appointment. Man that was close! Ran a couple of stop signs, hoping no police were around, down the familiar block, past the old house-where my old girlfriend used to live. I sure fucked her ass off; more than a couple of times, but that is a far cry from the ...oh shit! I almost missed the turn. Just a few short moments ago...a mere twenty minutes at most, still sweaty and reeking of the carnage; that was probably the most mind blowing erotic pipe lay of my entire life! I knew I had the perfume of her short tight velvet skirt, white thigh high stockings and that cashmere sweater; painted all over me... reading like some big downtown sign that says "one -eight hundred fuck! I could see our house... oh please don't let her car be there?! oh, please god! What a relief! She's not home! I hurried and punched in my code on the door alarm and just about busted the door knob turning it to get in. I ran to the laundry room stripping of my soiled clothes as I ran and started the wash-rinse cycle...and ran buck naked straight upstairs to the shower. The hot, steamy water felt good as it ran down my back... and I was remembering what had transpired just a short forty-five minutes before....I grabbed my cock and I was instantly transported back to my errand of shopping earlier that day. I just had to pick up a couple of things, toilet paper is what I really went for in the first place. It's the same old butt ugly cashier every time I go to wonder-mart, the same old look on her face...I check out. Gum, potato chips and toilet paper. And damned if I didn't forget cigs...gotta go back to the end of the line! Gotta see the butt ugly one more time. Finally, I'm done! Out the door and heading for the car. Pssst! Hey mister... it was a sweet innocent voice -like girl scouts selling cookies, I turn around to face her and my eyes get glued to those long muscular volley-ball playing, white stocking covered, creamy thighs...my eyes wandering up and down-the burgundy, velvet, skin tight short skirt with a shinny white belt, the cashmere sweater, molded perfectly, around two luscious globes of man melons and perfect button nipples poking out at me from underneath.... Mister? I was in a trance... The smell of her perfume, attached to the sight of heaven made my head swim and my cock swell. Er-uh yes?... Excuse me but could you give me a lift? It's not to far from here ....I live off of Melbourn street. Do you know where that is? (Oh man...even if I didn't know, I was going to find out!) Yeah I know where it is. Hop in I'll take you there... I opened the car door for her, she dropped her purse and bent over to pick it up... I saw the magical sight of thigh high stockings and little blonde hairs on the insides of her thighs. I barely noticed the rest of her...after our introductions had ended...there was silence. I kept using peripheral vision as we drove to keep an eye on those scrumptious thighs, shoulder length auburn hair, with those rich green eyes that seemed to burn a hole in my head every time I thought of them. She looked to be about seventeen, maybe eighteen...If anyone asks I'd swear she told me eighteen. Melbourn street was an hour away in the burbs...pretty far from the city. So how did you end up way out here?; I asked her... she just burst into tears...someone must have dumped her, I thought to myself...some boy or something.... I trusted him, she said sobbing. Some big break, a photo shoot, my own cover and everything! Said I was too young and just left me there...no money and no way to get home.. I said don't worry we'll get you there... she leaned over close to me and said thankyou... with a kiss to boot. We started to talk about it a little. So you're a big time model? I just knew you had to be...being so beautiful and all.... what kind of photographs were you going to do? Nudes... Her lips spoke that, but I just couldn't believe that I heard it right? Nudes? You know...I know this guy in town, he gets models jobs all of the time. Would you happen to have any stills? Maybe I could give them to him? (boy... I was really lying my ass off.)She said no..the man she was with before was going to take them. Hey! I know what...I can take some pictures right now and I can get them to him...what do you think? (I know what I think it's the dumbest thing that I've ever said?) Well.. I don't know? Do you think he will really like the pictures? I about did a three sixty swerving the car to turn around to go back towards the motel that we just passed. Paid the motel clerk...got the key and headed straight for the room. The piece of shit camera in my hand -with no film and no flash...that I got out of the trunk... Once in the room..she kicked off her high heels and walked around in her stalkings. Well? She said..., here we are, what's next...? My cock was swollen beyond belief! Er-lets try some poses...I said gleefully! How do you want me?..was her reply. The camera didn't have any film and I really wondered, if she didn't suspect that? But no matter, we were in the hotel and she was laying on the bed.... Like this? Do you like this pose? She was laying on her tummy, her hands stretched out in front of her, one leg bent slightly, exposing just a little of her white and burgundy polka dotted panties. She was a natural...pure and simple it was hard for me to believe she had never done this before? The muscle in my pants was pulsing and the sight was making my eyesight just a bit blurry... I clicked away on the camera as if to signify my approval. I should have been on roll number six by now and she just seemed to enjoy this exhibition...never mind That I never reloaded the camera? She posed all of the poses without the direction of me... As if in a frenzy of her own.. she started to get up on her knees grabbed the head board with one hand and looking back at me, lifted up her skirt and pushed down her panties with the other hand, just below the most beautiful, tight round ass I have ever seen! Then in one move she rolled over on her back and removed those panties. Still wearing the cashmere sweater, velvet- burgandy skirt and soft white stockings. It was just click, click, click...it was all I could say as the dream, before me unfolded. She got off the bed and walked over to me. Standing a mere three feet away she looked at me intently as she started unbuttoning her sweater with both hands. she never took her eyes off of me... pulling her auburn hair back and exposing that present she had so carefully and expertly unwrapped... soft...supple... seventeen, perfect little globes with a nice round shape... dark circled centers with perfect button nipples at least half an inch long..exposed nicely as she only unbuttoned her sweater half way. She tilted her head back and made a sigh.. I could tell she was really enjoying herself.. At that moment she just pushed me against the wall- fell to her knees and started unzipping my pants...I helped her. It was a pulsing raw sensation that had been building ever since I had first seen her in the parking lot of wonder mart... I was almost afraid I would spew, from feeling her hot breath on it. She somehow relived that sensation by gripping my balls tightly as she worked over my man meat with the skill that had eluded my wife, for the ten years we had been married. Up and down my shaft sucking and licking and jacking it off... I could feel the pressure building.... I stopped her. Picking her up and pressing her lips to mine we awkwardly made our way to the bed. I pushed her down and exposed the secret beneath the wondrous burgundy- skirt... the wonder of it all... gorgeous tight little pussy with a huge engorged clit... I instantly dived in letting my lips and tongue say hello as I introduced myself. It was a quiet muffled whimper of sighs and half rotating hips and I fingered her as I ate hungrily at her now drenched slit. I heard "I want you!" at least four times, before I relented and made my way up not leaving a patch of skin unkneaded, felt or licked by my mouth. I turned her on her side facing away from me as I wanted to be able to feel it all and with the dresser mirror right across from the bed I would be able to see it all as well. Roach motels.... god you got to love em. The mirror was at the perfect height to see everything perfectly... my hands cupping those young globes of perfection, her long legs and the dreamy distressed look on her face... my cock was ready! I lifted her left leg enough to get a glimpse of the glistening triangle of perfectly trimmed teen snatch and positioned myself to enter her sopping wet folds from behind... I whispered- do you want me? Her only response was her ass backing up on my engorged, pulsing steel pipe... I sucked her earlobe and thrust forward, with no mercy or remorse. Gripping her luscious tits and manipulating and pinching those button nipples; it was a tight fit that loosened only enough to accept more prodding deeper and deeper... I grabbed her hip to help the power motion along at the feverish pace like galloping horses in a rainstorm... those volley ball playing thighs gripped me like they would never let go... the look of her biting her lip as her eyes opened and closed with each unrelenting push of my engorged, prick. She was cumming now... and I rolled her on her back and picked up both legs in my hands while I positioned myself standing in front of the bed her legs were wide open and I could see the redness of my pounding on her lovely pussy just moments before... no mercy, I thrust my raw meat in her once more.... Knock, knock.. the hot water running down my face and my hand covering the engorged prick brought me back to the reality that I was home in the shower. Feeling spent, I knew that I had come again standing in the shower stall.. hey bill...are you all right? I'm home but I have to go out again see you when I get back.... I bolted out of the shower running feverishly down the hall... Fuck! I washed her damn phone number... A Guilty Pleasure It had been nearly two years since I had seen my youngest niece, Lisa. I had been working oversees on and off and owing to commitments there couldn't get to her eighteenth. I tried to rearrange matters at work, but I never quite managed it. So, it was with an amazed look on my face that I laid eyes on her again a couple of weeks ago, just after her nineteenth birthday. It was just meant to be a warm, family reunion. However, something happened, which if I merely think about leaves my spine tingling. I've also been left with pangs of guilt, but expect I will come to terms with these in time. Writing about it has also afforded me a degree of catharsis. I had been in Cyprus for fourteen months on my latest contract and was now back in blighty for a year at least. My sister had invited me to her house a couple of weeks earlier by text and I was looking forward to seeing her and Lisa. I had kept in touch with Katrina my sister and Lisa on the internet, but I was full of excitement. I arrived at her house on a Friday with my overnight bag - a small rucksack for my two nights stay. Lisa opened the door. I knew it was her, but I seriously barely recognised her. Gone was the slightly sweet, startled expression she used to have. She was such a shy girl when she was growing up. I saw quite a lot of Lisa in her younger years and would often look after her when my sister wanted the odd night out. Katrina was always a doting mother, but needed a break now and again. My so-called brother had disappeared off the scene years ago, when Lisa was a toddler, so it was left for me to help out whenever I could. I put my arms out and gave her a great big hug on the doorstep. She had certainly filled out. I could tell that straight away. She was never skinny, but now... I guess even as my niece I sort of checked her out innocently. I mean she had gone from not a lot up top, from what I remember, to a 36DD. She was wearing a woollen top and cut-off faded denim shorts. She was stunning and really curvy. At the time I just thought 'phew!' and then went to find my sister. I had brought loads of goodies. Chocolates in the main, because I knew they were both chocoholics. I can hardly say how great it was to be back in my home town and be reunited with the two members of my family that have always given me undying love and affection and wanted nothing in return. 'You hungry Alex.' Asked Katrina when I'd been there for a few minutes. 'Not especially, but I could murder a beer.' 'I've got some Stella in specially, I know how you love it!' 'Ah, I want a Stella!' Said Lisa suddenly appearing in the kitchen and poking me in the back. I turned round and she suddenly gave me a very serious look, which I found hard to explain. I mean you get certain looks from certain people and you know what they're thinking. Something in her look puzzled me. 'Does it still taste good now it's legal?' I asked 'Oh yeah, but it's been legal for over a year!' 'I'm so sorry I missed your eighteenth Lisa.' 'I know don't worry about it.' She turned to me and kissed me on the cheek. Then she just gave me the biggest hug in the world. It took me by surprise. It was like she was holding on to me for dear life. When she let go I had to ask her what it was in aid of. 'Oh I just missed you so much.' She dropped the uncle prefix years earlier at my request, as I insisted it made me sound old. I'm not a naturally avuncular person, just very loving towards my family - when I'm there. I chatted to my niece like we had never been apart. She had got good A level grades at college and was looking forward to Uni. I wondered if she had considered a gap year, but it seemed she was in an academic frame of mind and had got a place at Durham to do mathematics of all things. I knew she was bright, but she had grown into quite a boffin it seems. As we caught up with things in the kitchen I couldn't help but notice again how gorgeous she was and what a wonderful young woman she had grown into. She has a lovely infectious laugh and is just so effervescent. Her transition to adulthood had given her a certain vibrancy and enchanting quality, bordering on intoxication. I found myself looking into her eyes and lowering my gaze to her amazing boobs far too often. Niece or no niece, I am a man, but my Lisa!? I felt uneasy and this was made a million times worse as I gradually started to get an erection as we stood there in conversation. If I had gone a little red, then Lisa had been too polite to mention it. It was just the start of one and I managed to suppress it. When our conversation had reached a natural break, I made some excuse to go to my room to gather my thoughts. She was just so beautiful. Her sandy brown hair, half way down her back, swished this way and that when she walked. Her bottom, pert and full and of course those amazing breasts. I had this almost overwhelming desire to touch them and that's what had made me start to get hard. I couldn't understand why I had these feelings for my niece. Was it because I hadn't been there to watch her grow up in her late teens? Whatever it was I had to block it out. Maybe when I had been there a few hours I would settle down and these feelings would subside. I went back downstairs. It was nearly five o'clock and whatever Katrina had on the go in the kitchen, it smelt delicious. She's a good cook and always manages to pack tons of flavour in her food. 'Smells good Sis.' 'Oh it's just a little something I concocted. Hope you like it.' 'I'm sure. Where's Lisa?' 'Just gone to see Beth, one of her friends from college.' 'Oh right. How have you been then, it's been difficult being away for so long this time, I've missed you.' 'I know, but you're here now.' 'Lisa been OK?' 'As good as gold Alex. She helps me round the house and everything. Jenny was always out partying at her age.' 'Yeah I remember, she's made up for it though. I'll go down and see her, when she's back from France.' My elder niece Jennifer is 26 and has opened her own hairdressers in London. I would catch up with her at some point, but on this occasion she was on holiday with her husband. 'I've told Lisa to change out of those raggy old shorts for dinner.' 'Oh she's OK.' 'I know, but you're here and she should make an effort.' 'OK, well you're the boss.' I heard Lisa come back and after slamming the front door went straight up stairs. I got myself another beer and amused myself with a book in the living room. Any intentions I had of putting inappropriate thoughts about Lisa to the back of my mind were cut short when she appeared a few minutes later dressed as I can only describe as hot and provocative. Not intentionally provocative I'm certain, but to a 40 year old man, possibly in mid-life crisis who has been in Cyprus for two years with one brief liaison - she looked hot. She had a white top and a rather tight lilac cardigan, which was absolutely moulded around her incredible bust. Below she wore what had to be the tightest black leggings I have ever seen. The effect of the whole thing was overwhelming. I think I just stood their open-mouthed for several seconds. 'You look nice.' I said rather nervously I think. 'Thank you. Are you OK Alex?' 'Yes, sorry, just that...' 'Just what?' 'You're so beautiful Lisa.' 'Awww thank you.' I think she caught me looking down at the bulge of her mons pubis, which was almost distastefully obvious and yet delightfully sexual. I felt sort of prickly all over. I could feel my pulse was a little too fast. I had to accept it. I fancied my niece like crazy. She gave me a lovely warm smile and showed me a few of her drawings that she had done of her horse. Lisa had ridden ponies and then her horse since she was about seven and was also a talented artist, particularly with pencil. I was beginning to shiver nervously just standing next to her. 'Are you sure you're OK?' She asked, clearly aware that I wasn't. 'Yes,' I lied. Before anything else could be said, we were called through by Katrina to get to the table in the conservatory. Lisa looked at me imploringly. I couldn't talk about it. It was easier at dinner with Katrina there and I was able to regale them with my various tales from Europe and my time on Cyprus, which had had its moments, including a shark fishing adventure and running out of the way of a low-flying helicopter that almost crashed. It was great to see the look on their faces and though I say it again, so good to be home. All the time though I felt myself looking at Lisa. Because I was sat next to my sister she wouldn't have noticed. Katrina went to fetch the pudding, which was her homemade cheesecake. Lisa looked at me earnestly when we were alone and put her hand on mine. 'You're shocked to see me grown up aren't you?' 'Yes.' I said, suddenly feeling a little choked at her empathy. 'It's OK.' 'It isn't OK though. I'm terrible.' She looked taken aback. 'Why?' I didn't know what to say. Before I could answer my sister came back with the dessert. We finished the meal with coffee and no more was said of our issue between me and Lisa. We watched a bit of television and Katrina went for a bath and then declared she was having an early night, leaving me and Lisa alone. We sat quietly for a minute as I perused the TV magazine and Lisa got up saying she wouldn't be long and shot upstairs. She returned about three minutes later in a plush purple dressing gown. Even though it was quite big and baggy I could see her boobs jiggle as she sat down beside me. She sat up with a cushion between her arms as girls do and asked me outright what the problem was. 'Come on Alex what's the matter, you've not been yourself now and again today. It's like you're mostly OK, but I can tell there's a problem and I think it's me.' 'Oh Lisa, how can it be you?' 'I can sense it. I know.' 'What do you know babe?' 'Ah you've not called me that since I was fifteen.' 'I love you Lisa.' 'I love you Alex! Don't worry.' 'I can't not worry, you're my niece.' 'So?!' 'Let's change the subject.' 'This isn't going to go away is it?' 'Maybe. Shall we put the television on.' 'I don't want to watch the television.' 'OK.' 'I have a better idea. I think it will cure your problems.' 'Oh?' To my severe astonishment she just sat up and undid the belt on her dressing gown. The garment simply fell open. Suddenly I was looking at her stupendous breasts. I started to shiver like before and with my hand shaking I reached out and touched them. I just stroked them with the back of my hand at first. I moved a bit closer and fondled them with both hands. Her breasts were so soft. They were perfectly shaped. Just like big ripe pears. Her nipples were wondrously pink and juicy-looking. 'Would you like to do me Alex?' My heart almost stopped as I had a huge missed beat on hearing her suggestion. 'I'm going to wake up in a minute, this is a dream.' 'It's not a dream. I'm real, these are real and my wet pussy is definitely real.' 'Don't say that Lisa.' 'Well it is. Wet I mean. Look.' She leant back on the cushions and opened her legs. She had a beautiful neat rosy slit. She slid two finger in and up and I could see how it glistened. I put my hand on her knee and slowly slid my hand down her thigh until it was almost 'there.' 'Go on.' She urged. I closed my eyes and gently slipped two fingers into her vagina. She was not only wet but hot. I had by now developed a sizeable erection. I think my nerves prevented me from becoming fully aroused, but it was enough for me to need to rearrange myself inside my pants. 'Why don't you take them off?' 'Why are we doing this Lisa?' 'I don't know, but I want to do it. Make love to me Alex.' She said it so sweetly. So innocently, if that makes sense. Although I was her uncle, she also saw me I guess as a fit older man, whom she happened to care about. I could have - should have stopped there and then and gone to bed. I didn't even to stop to deliberate it. I soon had my trousers and pants off and was holding my by now throbbing dick in my hand. Lisa looked agog. I'm quite big, it has to be said. 'Wow Alex! Can I suck it?' 'If you must!' I smiled sardonically. She leant over and covered my cock with her mouth. Oh how soft her mouth was. This was no rushed, rough blow job from a bored girlfriend. Lisa blew me with care. Her lips and tongue slipped around my member with a gentle finesse and it wasn't long before it was twitching with arousal. She slipped off her dressing gown completely and sat up on the sofa. 'Now?' She asked. 'OK.' I replied. 'But what about...?' 'It's OK, I'm on the pill' 'Oh OK!' She moved closer and closer and then straddled my dick and lowered herself onto me. Her pussy felt so so good, I can't tell you. I've never known a feeling like it. She wrapped her arms around me and pushed her breasts into my face as she rode me. She had obviously had some experience in the last few months. I just moaned with pleasure as I sucked her nipples and she responded with a little whimper. We just fucked ever so gently like this for ages. I could feel my orgasm build up for such a long time, it was beyond amazing. I started to come eventually and it was just a long, slow orgasm. Lisa moved a little more quickly and her mews got louder. Until with my face pressed into her breasts, partly to muffle my screams of ecstasy, I ejaculated. My groin was convulsive and jerking like crazy as I pumped load after load into her. I think she came at the same time, but I'm not sure because I'd slipped into another world and wouldn't have known if a meteorite had hit the house. We sat on the sofa together cuddling for a while. I stroked her hair as she had laid her head on my chest. Neither of us spoke because there was nothing to say. At this time it just felt so natural, so beautiful and wonderful. At last she got up and put her dressing gown on. I was concerned she might make a mess on the sofa from my stuff, but it was obviously still safely inside her. We never kissed. It's funny that, looking back. I don't know why. I always kiss during sex, but we didn't. I gave her a long hug and we went to our beds. I was wondering how we would feel in the morning and this is what I thought about as I drifted off to sleep. It was Saturday morning and I woke at 6.30am. My first thought of course was of my niece, closely followed by my sister. What if Katrina had come down when I was having sex with my niece? The thought made me feel sick to the pit of my stomach. I put on my jeans and a T-shirt and went downstairs. I found Lisa already having breakfast in the conservatory. She was in her pyjamas and sat with one leg under her bottom on the studio couch in there. 'Good morning Lisa.' 'Hi Alex, morning.' 'How are you?' 'Fine - never felt better.' 'Lisa.' 'It's OK, I'm fine with everything.' 'I wish I was.' 'Oh. You regret it?' Lisa look downcast. 'No, no, I don't regret it. It was wonderful.' 'Well then.' 'Lisa?' 'How come you're on the pill?' 'Aah. Yes.' 'You're in a relationship?' 'Not exactly. I've been seeing this guy from college. It's been a bit on and off.' 'Lucky guy.' 'Haa! Tell him that.' 'So you're not seeing him now, so why the pill?' 'I just had this feeling. This will sound ridiculous, but I sort of knew.' 'You anticipated this? How?' 'I hoped.' 'Oh Lisa, honey. Why.' 'You know I cherish your love Alex. You were always there for me.' 'But how could you know I would feel how I do?' 'I just did. I can't explain it. Am I bad?' 'No, no Lisa, you're not bad. You have to see what we're doing is wrong though.' 'Who says it's wrong?' 'You're my niece.' 'Yes. It's unethical maybe, but it's just how society sees it.' 'Hmmm, it's incest.' 'Urgh, that's a horrible word Alex! I'm not your daughter!!!!' 'I know, I know, it's not the same, but technically...' 'Alex, say you'll never say that word again!' 'I'm sorry Lisa, I didn't mean to upset you.' Lisa stood up and put her cereal bowl on the table and began to weep. I sat next to her and held her in my arms. Tears were rolling down her cheeks as I began to fill up myself. 'Lisa, Lisa, last night was truly, truly beautiful.' 'Really?' 'Really, oh babe don't cry, you'll start me off.' She looked at me, she could tell I was choked. Then there was a sound on the stairs. I jumped up and Lisa wiped her eyes. Katrina came through as I entered the kitchen. I rumbled through a cupboard gathering my thoughts. Katrina could see something was untoward, but Lisa managed to blag her way out of it. 'Are you OK darling? You look like you've been crying.' 'Ha ha, no, I had a choking fit on a cornflake, Alex had to hit me hard between the shoulder blades.' 'Oh my goodness! Are you OK?' 'Yes, it was a bit of a panic, but she's fine.' I said. 'Oh Alex, it's a good job you were here!' 'Yes I know, if I look a bit flustered!' 'Yeah, well I'm not surprised.' Katrina hugged me. I felt bad with all the lies, but what could I do? I settled down to have breakfast with my sister and Lisa went to get dressed. Katrina had decided a picnic would be a good idea, as it was a nice day and the forecast saying it was set fair. We were only 20 miles from the Peak District, with its pretty villages and it's hills and dales. Katrina asked me if I wanted to do anything else, but a picnic was fine. As long as Lisa would be there. I wanted to see as much of her as possible. 'Will Lisa be coming with us?' 'Of course, as if you need to ask.' 'Well, just making sure. I love her so much Katrina.' 'I know, and you know it's reciprocated.' 'Yes, she's lovely. So bright! Mathematics though, she was always into art.' 'I know. When she turned 16, something just clicked and she got decent grades at school and then got an A at A level. Her tutors said she is a natural mathematician.' 'Wow, well good for her. I'm so proud of her.' 'So am I. Jenny has done well for herself too. I'm proud of both of them.' Lisa had come down and was dressed in tight faded jeans and a pink crop top. Her breasts were almost fighting to get out of the top and I think Katrina must have caught my gaze and noticed me gulp at her appearance. 'Blossomed hasn't she Alex.' 'Well yes.' 'She's got this boyfriend called Adam from college. She says he doesn't appreciate her.' 'Hmmmm, she deserves the best.' Katrina went to the bathroom or something and I joined Lisa in the kitchen. 'Do you like my top?' 'What do you think?' 'Do you think we'll find some more time alone Alex?' 'Lisa, are you sure.' 'Oh yes, please. After this weekend, I've only got a month till Uni. Let's make the most of it and then it will be over.' 'Over?' 'This thing, our special relationship.' 'You've got it worked out haven't you?' I said pleasantly. 'Yes, I realise it's not practical for us to have a sustained relationship. I just want us to grasp the moment.' 'Where can we go? We can't rely on your Mum not being around.' 'You could sneak into my bedroom.' 'Ooh that's risky - but then last night was risky.' Lisa began to laugh 'If she had have come down - fuck! She would have gone bananas!' 'It's not funny Lisa.' 'I suppose not.' She said, still chuckling. 'Your mother would be devastated if she knew about this.' 'I know, sorry, we have to be careful. I love Mum, I'd hate to hurt her.' 'OK, yes we have to be careful.' I felt like a bit of a shit, even discussing the cunning assignations we would have to make. At the time, my feelings for Lisa were so overwhelming, it seemed justified. I knew that for my sister to find out meant the irreconcilable break up of our family. I can't even begin to imagine the consequences. She wouldn't possibly understand. I know Lisa knew this despite her frivolity. It was a necessary deception. Katrina came back and put a few cakes in a hamper along with some sandwiches and a couple of bottles of wine. By 10am we were ready. A Guilty Pleasure About 20 something years ago, my Mother worked her fingers to the bone at small diners as a waitress for as long as I can remember. The last place we lived was next to a slightly bigger facility and built right next to a major highway which meant a constant stream of customers day or night. She was always there or so it seemed, and I was usually at school until the afternoon. Needless to say I spent a lot of time alone. I had no siblings and my Dad hadn't been heard from since I was a toddler. My Mother and I had to fend for ourselves and that meant the household chores were my responsibility while she brought home the paychecks. I took care of the cleaning, laundry and other chores since I was about 12. We had moved into the area and stayed there for the last 6 or so years and we liked it. It was a nice little town and we got along great with everyone. Mom fit in perfectly at this diner and the customers treated the both of us very well. The Only problem was due to the long shifts, my poor Mother used to come home completely exhausted. She was a dainty thing but always seemed to have lots of energy. I always felt so sorry for her when she finally came home. She would be completely wiped out from moving about serving others all day long. We had a nightly ritual to where I would prepare her dinner, catch a little T.V. and prepare her for bed. My favorite part was a guilty pleasure of mine and I always liked doing it for her and I had done it for years. As a waitress, Mom wore the typical uniform. A blouse with the diner's logo on it, an above the knee skirt with apron, neutral colored pantyhose, and non slip pumps with a short heel. Every night when Mom came home, she would plop down in the bed or couch and I removed her shoes exposing her petite, sometimes sweaty nylon encased feet. She loved when I massaged them and so did I. I had a pretty good technique and My Mom would squirm and coo with delight as I rubbed her silky heels, toes, ankles, and calves. I had a real affinity for hosiery back then and I still do. I couldn't wait for her to come home, kick those heels off and let me have my way with her stocking feet. The best part was when she was really burnt out, she would let me remove her pantyhose completely. I was now a lonely 18 year old boy and admittedly, I got a small thrill from reaching up her skirt, searching for her waistband and pulling her nylons completely down and off. I tried not to look "up there" as I did this, but sometimes curiosity would get the best of me and I would steal an awkward glimpse of her woman parts. She always wore these really dark, sun-tan, colored hose. They were a bit thicker for support I guess but I loved the way the light glistened off her legs and feet with that sexy sheen. I was almost 19 at the time and one night we were about to begin our nightly ritual as usual. I wasn't into it and Mom could tell. I was a little depressed not having known the touch of another woman yet. this went on a few more nights where I just removed her shoes and tucked her into bed. I was devoting too much time to studies, chores, our financial situation, and looking for my own job to have any kind of life for myself. Mom could tell I was in a funk and finally confronted me about it. I sat at the foot of the bed, and began to caress her soft feet per usual. "alright, I can tell something is up...spill it" Mom said. I looked up at her and told her about my longing to be with a girl in a serious relationship and the lack there of. I began a 15 minute long speech about how lonely I was and the fact that I was almost 19 and still a virgin. "it's not your fault ." I said. "I have always just wondered what it felt like". I could see that she was sympathetic to my plight. Just then, she sat up and said " I can tell you exactly what it's like." with that, Mom went into a long spiel about how wonderful sex felt. She explained in great detail about positions, and how she used to do it all the time in her youth. As she waxed nostalgic, she had a huge smile on her face as if I had uncorked a flood of repressed memories. She squirmed and shifted as she talked on and on about doing the deed as I massaged her legs and ankles. I was fascinated and a little freaked out hearing this from my own Mother. I then noticed that I was getting greatly aroused by Mom's sex talk and started stroking her feet and legs with great fervor.. and she did too. Mom began to blush as she clearly saw the state of my shorts getting tighter and a visible outline of my gradually stiffening length. She began to blush and lay flat on the bed. "take my pantyhose off, I want to show you something. Mom said. I was a bit apprehensive and followed orders. I reached up her skirt and yanked her hose down. As I did this, Mom was hiking her skirt upward. By the time I finished peeling the moist hosiery from the ends of her toes, I looked up to see my Mom's lower half completely exposed. I tried to quickly shy away but Mom grabbed my hand. "No no, I want you to see" she said calmly. I was stunned. I couldn't get myself to look away. I had never seen a vagina up close before. Mom pulled me closer as she smiled. She could tell I was in awe. I just stared at it, then into it. I was mezmorized. Mom started to poke at it a little to let me see all sides and angles. "Do you want to touch it?" she said. I said nothing and began to reach my hand out toward it. I hesitated and a billion thoughts started a stampede in my head about how wrong, and odd this was. Mom chuckled "it's okay...Go ahead!" I placed my fingers on the sides of it. It felt warm, moist, and a bit fuzzy. Instinctively I started to swirl my finger between the dainty lips. Mom cooed aloud. I didn't know what to do next. I gently inserted my fingertip inside the contraption. "yeah, that's right." Mom said softly. I made a few more quick insertions and Mom moaned in unison. I was rock hard at this point. I got up the courage and shoved my finger in her increasingly moist hole all the way and she sighed in agreement. It was too late to turn back now. As I repeatedly prodded my Mother's opening, I began to paw at my groin finally releasing my length from my shorts. Mom was delighted. She looked at my rigid pole and began to smile. "Do you want to?" she quipped. I looked at her kind of puzzled. "Do you want to try it?" she said. I thought she was joking but asked a third time. My head felt like it was going to explode. I knew it was wrong to put my cock into my own mother but at the same time I had never been so turned on in my life. I was frozen. Mom put one hand on my shoulder and spread her legs apart. This was it! Finally, my urges got the best of me and I started toward her open legs with myself in my hand. I swirled the end of my cock around the softest part of the opening. I could see the look of anticipation on Mom's face. I inserted the entire head inside, and it felt wonderful. I immediately pushed the rest of myself into her warm snatch. Mom gasped aloud. I just held it there for a few seconds taking in the sensation. I remember thinking that her body temperature was much higher from the inside and I could feel her every heartbeat. I retracted my length all the way out and began to repeat the process over and over, a little faster each time. Mom bucked wildly as we fucked and I could tell that she hadn't felt this sensation in a while either. I held both of her creamy little thighs in my hands as my lower half slammed into hers. A part of me couldn't believe what was happening, but an even smaller part of me wasn't that surprised. I spent years touching this woman in areas and ways that only a lover should. This felt incredible! Mom was moaning uncontrollably which started to turn me on even more and I started fucking her harder. Mom's pussy began to relax and accept my shaft inside of her causing her to become wetter and wetter with every thrust. Now I grabbed her ass from under her off the bed and began to pound her opening without mercy. We were both panting, gasping, and moaning at deafening levels. I looked down to see my entire cock was being enveloped by my Mother's pretty pink vagina. I kept pushing my rod deeper with every thrust. The only sounds I could hear was the noise of wet skin slapping together. Mom's back was arched as I pulled her closer so she couldn't get away. I held her legs together straight up in the air and I began to lick her toes as we fucked. This sent her into overdrive and made her cunt tighten up around my undulating stiffness. After about 20 minutes of hard fucking we could couldn't take it anymore and it was time to release. I started to panic as how to finish but remembered that Mom wasn't able to become pregnant, hence, my being an only child. With a few final grunts and deep thrusts, I released a deluge of my wad into the deepest chasms of my Mother's cavity. Mom howled in absolute delight as she had reached orgasm. Her body slowly came back down on the bed. I retracted my softening rod which was followed by a trail of slimy white goo. It seemed to seep out of her puffy red snatch endlessly. We were both amazed at the sensation we had both just experienced. Mom's release was pent up for years, and mine was nonexistent until now. We didn't say much after we just smiled and enjoyed the feeling of such a bonding moment. I curled up next to her in her bed and we both just fell asleep a little later. This moment had given me the confidence and motivation to seek other relationships with what would be more girlfriends to come. Of course we never told them of this incident and we never really spoke of it again afterwards. I was completely grateful.