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Gail of Danbury

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After college, I worked for about four years and saved as much money as I could and bought a VW van that I turned into a camper. I wanted to travel the country before settling down. I stopped in Montana, and Colorado before heading to San Francisco to work during the winter. In the spring I went back to Colorado and got a job in the woods for a firewood company. This gave me a little nest egg for going back to Connecticut for the following winter. As I headed back the van developed some engine problems and I barely nursed it to Connecticut before the engine blew. What little money I had, got me towed to a VW shop and with my remaining cash, I got them to start the rebuild. This left me out in the cold (literally) as far as housing and transportation went but luckily, I had some friends in town that put me up on their couch until I could get it together. Tony and his girlfriend agreed that, until my van got fixed, I could hang out with them. I found an early morning job and borrowed a bicycle which let me chip in on food and let me save up for the vw repair bill. They lived in an apartment building and I was home pretty early in the day so I cleaned the apartment and tried to make myself useful. In the apartment next door, across the little hall, was mid 40s single women that pretty much kept to herself. She was not all that a pretty but she had a figure that frankly was outstanding. She was over 6 feet tall with a narrow waist, huge hooters and wide hips. Her ass filled out a pair of tight jeans in a very enticing manner and if it wasn't for the face, she'd be on every guy's milf hit list. Unfortunately she had a face that was pretty homely. She had a little yappy dog and was not very friendly either, consequently she was not well liked. Tony's girlfriend really didn't like her. Her luscious body though made her popular with me as I loved watching her swaying tits and tight ass. I just couldn't help but stare when she came bouncing up the stairs or when she was walking away in her cowboy boots that emphasized that sexy ass. Tony though she was nice to watch too but never let Mary, his girl, catch him looking. One evening when Tony and Mary were out, Gail knocked and asked if she could borrow some sugar. She surprised me by being rather friendly and asked me over for a beer. That really surprised as I thought she was rather unfriendly. For a closer look at her fantastic body, I decided it was definitely worthwhile so I readily agreed. I hadn’t had much companionship in a long time and although she came off like a super prude, I thought maybe some beer and nice scenery sounded fun. I knew she was very straight because she went to church every Sunday and had a reputation for little tolerance of any off color humor. I knew I'd have to watch my language and such but getting closer to those big boobs and smoking ass seemed like a worthwhile trade-off. We sat on the sofa and talked about her job and background and my travels and experiences and I was actually having fun. It was more enjoyable than I expected. She wore a shirt that was stretched tight across her big tits and her nipples were visible through her bra and shirt. I was thinking her face isn't as bad as I originally thought. OK, so I wasn't looking at her face but still though. She introduced me to a game called thumb wars and she was really good at it. I lost every time. She repeatedly pined my thumb with hers in a tight grip. She had warm hands and I realized we were holding hands as we struggled so I tickled her palm with my fingers suggestively in between games to try to throw her off her game. She surprised me when she responded with, ”don’t scratch for it like a dog, ask for it like a man”. I thought that was a pretty suggestive comment for such an apparently prim and proper woman so I took that as an invitation and leaned toward her for a kiss. I wanted to see if, asking for it like a man meant what I thought it did. She kissed me back very warmly and put her arms around me. This was a totally unexpected turn of events and soon we were making out very passionately. As we hugged and kissed she leaned back against the arm of the sofa and pulled me on top of her. I was extremely surprised to find this supposedly conservative woman so willing to get in such a position. I wasn't complaining though, in fact I liked the way this was going. I let my hands roam a bit and by carefully and “accidentally” bumping her tits a little more each time, I soon established that she didn't mind if I caressed them gently. Gentle caressing went to full on massage and she encouraged me with a moan every time I thumbed her nipples. This was definitely not the evening I envisioned when I came over. I was getting no resistance so I continued pushing the action expecting at some point to get shut down. Soon my hands were up her shirt and fondling her bra covered tits while a hard-on raged in my pants. She seemed OK with that so her buttons quickly came undone and she complied by shrugging off her shirt. I loved that she was helping me get her undressed. I kissed her neck and what I could of her breasts and pulled her straps down and continued kissing as I pulled her bra lower so as to uncovered more and more of those magnificent beauties. She knew what I was up to and started to sit up. I thought my fun was over but she reached behind her and started unhooking her bra. I was overjoyed that her tits we're totally in play and that I might have my way with them. Her bra came away to reveal two huge globe's of divine womeness. She had magnificent tits. They were large and firm and stood proud with suckable nipples that invited a mouth to be fastened to them. I did exactly that and gave her no relief from the sucking, licking and nibbling I gave those beauties. I sucked almost half of her sensitive melons into my mouth as she moaned and writhed beneath my assault. This was our firsts encounter and here I was sucking her naked tits on her living room couch and pulling my shirt off as she pulled me in top of her and between her legs. I believed she was without any or much sexual experience and yet, here I was taking her down a road she seemed to want to travel. She was as hot as anyone I'd ever been with and her inexperience coupled with her age left me as excited and hot as I'd ever been. My next goal was to get her jeans off. I thought my chances were probably not good but I certainly had to try. The possibility of sliding my tongue into this amazon beauty or even my cock was definitely a worthwhile venture. I risked breaking the mood but suggested we adjourn to the bedroom. We'd both need to get up which would make getting our pants off much easier. With that suggestion though, there would be a slight cooling off period and Gail would have a chance to reevaluate what she was doing and maybe think better of it. I kept sucking her tits as much as possible while awaiting her reply. Her reply pretty much deflated my ego and ended any chance of taking this to the next level. She said, “good girls didn't go to bed with guys they weren't married to”. Of all the responses I'd contemplated, that was not one I'd expected or even considered. Considering I was sucking her tits while laying on top of her, I had no idea what distinction which room we were in could possibly make but, since her actions did not in anyway indicate that she wanted to stop, I just kept lapping her tits. Now, like most guys I have no idea what is in the minds of women and this one had me completely baffled. I assumed that we had gone as far as she was willing to go but since I had my hands on her waist anyway, I moved them a little lower to caress her hips and then I shifted a little to kiss her stomach and rub her pussy over her jeans. She responded with an appreciative moan. I rubbed her crotch a little more and she moved her hips to intensify the pressure. As long as she didn't object, I tugged on her belt to release the catch and then unsnapped and unzipped her jeans. This was going way better than I expected! When she raised her butt off the sofa, I started pulling her pants down. I was so surprised, I momentarily lost focus as I struggled to understand the implications of that action. Apparently I'd misread her entirely. While trying to understand just what the hell was going on, I had her pants off and my fingers moving over her mound through her underwear. She was gasping and moving back against me. The feel of her pussy through the thin material stoked my fires and when I felt her moistness, I knew it was time for her panties to join her pants on the floor. I couldn't wait another moment and I continued to the floor myself and, with both hands under her ass, started to feast on the pretty pink pussy before me. That was apparently the button that totally turned her loose because she wailed and threw her legs open and pulled my head to her pussy. I happily attacked that pussy like a madman, lapping her clit while alternately sticking my tongue deeply into her delicious pussy and curling the tip up and flicking her button. She bounced and bucked and mashed my face to her cunt, while screaming in staccato rhythm. She seemed to be having a mind shattering orgasm and she screamed and let loose with a torrent of obscenities. This was one hot but very repressed lady and bedroom or not, I knew she needed a damn good fucking and that I was just the guy to give it her. I pulled off my pants without missing a beat and she grabbed me under the arms and pulled me up off the floor and reached for my belt. When she realized I was one step ahead of her, she moaned again and wrapped her legs around me. I barely had time to line up my cock with her drooling cunt when she pulled me deep inside in one stroke. This was not the time for the niceties of untying my shoes so I pried them off as best I could and feeling a little odd with my socks still on, began banging away.I briefly considered birth control measures but her urgency matched my own and convinced me that she had that covered. She had both legs around me and was pulling me into her as she bucked beneath me. This is what she wanted and I tried to give her all of what she wanted. I fucked her with complete and utter dedication. The slapping sound of our fucking filled the room. I pulled out almost entirely before slamming it home again and again as I increased the tempo. She started squealing and then screaming with each jab home until it became one loud screech as she suddenly shook all over before making a sound that did not sound human. I was satisfied that she had reached her destination and began fucking to join her in her orgasm. As I plunged in and out of her hot and very wet clinging pussy I heard a sound like farting with each deep thrust but neither of us cared as she just twitched and mumbled while I jackhammered. Her hot pussy felt divine and I reached my breaking point and filled what felt like the sweetest pussy in the world with blast after blast of cum. This lady was one hot cum slut and I had never felt anything as sweet before or since. She was full now to overflowing and the wetness dripped down my balls as I continued to gently plunge in and out of her sweet cunt. It felt so good I didn't want to stop and although I was no longer rock hard, I didn't soften much and as I continued plunging in and out, I started to get that feeling again and so, as I began to lengthen, I picked up the pace. She seemed anxious to go again and encouraged me by bucking up to meet my every thrust. She seemed delighted to get fucked again so, once more we were rapidly hammering hard cock into yielding pussy with great enthusiasm. She was so wet that I easily slipped in and out with just the right amount of pressure and soon she was moaning and clawing at my back. I couldn't believe she could possibly be ready to cum again but she also had that deep down itch and was desperately trying to scratch it. We fucked faster and harder as we slid to the floor. On the floor, her shapely ass pushed her cunt up and opened it to my ploughing cock and it felt even better. My second coming was a near religious experience and tried to take my time getting there. It felt absolutely perfect and I wanted to enjoy this woman and this fucking for as long as possible. She came again and her cunt clamped and pulsed as she screamed for me to fuck her. Fuck her I did and she was mumbling and pulsing as she seemed to just keep cumming continuously while I plowed her. Her passion was incredible and soon she started bucking and trying to buck me off as she met each thrust with one of her own. It took me quite awhile but eventually I filled her up once again. Feeling me empty into her must have triggered something because, as I tried to roll to my back and off of this insatiable women. She followed me and stayed attached. She now sat atop me and started slowly rolling her hips, sliding back and forth to the soggy squishy sound of my nearly deflated cock within her. I knew a third bout was impossible but my cock apparently wasn't entirely convinced. Without any thought from me, my dick had firmed up under her steady rocking. From slow and gentle to harder and faster, she was soon riding me like a rented mule. She was totally insatiable and with her head thrown back and her hips sliding back and forth pumping my cock inside her, she was now the bronco rider and for a brief second, I pictured her waving a cowboy hat in the air and her spurs flashing. I was now starting to wonder if I was going to live through the night. She was gibbering as her hips flew in a blur of motion and I felt her trembling as she squealed and moaned at the same time. When I felt her cum, she screamed so loudly I expected the police must surely be on the way and part of me hoped they would come to rescue me from getting fucked to death. Finally she collapsed on top of me and we lay panting on the floor trying to catch our breath and I knew that IF I recovered, I had to have this woman again sometime in the way distant future. The next week was sexually, some of the best days of my life. There was just something about laying on the floor with her round full ass pushing her up and open to my tongue and then my eager cock that made her irresistible. It felt like fucking a body of water and I have never felt anything as sweet as sliding my dick into that welcoming and hungry pussy. She just totally gave herself over to whatever I wanted to do and became a compliant fuck toy. Having a 6 foot plus fuck toy, totally blew my mind. She just loved fucking and it was that, more than anything that felt so damn good. I didn’t stop grinning for the next week and a half and Tony, (my temporary roommate), knew something was definitely up. He insisted on knowing what was going on and when I told him, he didn't believe me. He couldn't believe the uptight woman from next door had fucked like a rabbit on our first encounter and at every opportunity. Actually a timid rabbit was the last thing this woman acted like when fucking but Tony didn't believe a word. That weekend Gail and I took her car for a ride in the country and I fucked her from behind while she knelt on the front seat and screamed out a prayer, (oh god, oh god). She seemed as happy to find me as I was to find her. That week we fucked in the car, on the floor, the table and the sofa. We screwed everywhere but in bed because, “good girls didn't go to bed with boys they weren't married to”. Whatever mental gymnastics she used to allow us to fuck as long as we never went to bed was all fucking right with me! The floor was my favorite anyway because of that angle thing I mentioned earlier. I was totally mesmerize and held captive by this strange and formerly repressed women. One night she asked me if I'd accompany her to a party that her ski club was giving at a rented bar down the street in a few days. It was there that I learned she was even stranger than I'd imagined. I crossed the hall to pick her up for the party later that week and she dressed for the occasion. She wore a knee length shiny white dress that was very full and very fancy. It zippered in the back and was low cut showing off her large and magnificent tits. She looked very hot and was made up to impress. We had dinner and a couple of drinks at our table while the party swirled around us. She excused herself to talk to a couple of ski buddies at another table and I didn’t mind, as there was a belly dancer making the rounds and she stopped at my table to give me the full treatment. She undulated and swiveled as she smiled and I found myself getting aroused. I was looking forward to pulling up that fancy dress Gail was wearing and getting busy on her body as soon as we got home. Fucking her while she wore a skirt or dress really turned me on. The party was just starting to break up and Gail suggested we leave a little early. That sounded great to me and we headed for the door. As we got there the two guys from the table she visited earlier that night, met us at the door and looked at us expectantly. I was a little confused until Gail said that she had asked them to help her up the stairs to her apartment as she was too drunk to make it herself. I was surprised to see that she had suddenly gotten so drunk. She only had two wine coolers and seemed perfectly fine moments before. As we headed for the exit, I remembered the two guys now. Before Gail and I hooked up, she had these guys over to her place one night after getting back from a ski trip. I remember because she was pretty loud coming in and seemed quite drunk and fell against the door to the place I was staying with Tony and his girlfriend. She sounded like she was trying to knock down the door and when l went to see what was going on, I saw these two guys helping her into her room. She slurred out an apology as they bundled her into her room and closed the door. They didn't leave that night and, since I slept in the living room, I would have heard them. They were pretty noisy though and I wondered what two guys would do there all night with what I thought was a prudish, straight-laced woman. I saw them leave in the morning and didn't think too much about it but I was beginning to understand as Gail seemed to get more drunk by the second as we guided her out into a rainy night. Being a gentleman, I volunteered to run for the car as she was now acting totally plastered. I leaned her against the wall and took off running while her friends stayed to steady her. I drove up to the entrance and saw that she had slipped down the wall and sat on the ground. As I ran up, I saw that she was sitting on her butt with her legs spread wide and her dress up around her waist. They weren’t helping her up, but were just standing there checking out her thin wet panties as it clearly showed her pussy through the material. I had to admit, it was a beautiful sight but I helped her to her feet and, with their help, got her into the back seat of her car. I had intended to put her in front but Chris, (one if the guys) had pushed her into the back and climbed in after her as Bob, (his buddy) went to get their car. I popped into the driver’s seat and started for home. As I drove I could hear her moan softly a couple of times through the slapping of the wipers. I tried to look back but couldn't see very well in the darkness. It looked like he may have had his hand under her dress but I couldn’t be sure. I finally got to the house and, as Bob got out of his car, they each took a side and helped her up the stairs. I went ahead and held the hallway door open before unlocking her door. Once in the small hallway, she lurched to the adjoining door and slammed against it and Tony came out to see what the commotion was. He scowled at us as I mumbled an apology and closed the door as we tumbled into Gail’s apartment. She immediately fell to her back as I tried to ease her down to the floor and she went all the way back and threw her legs open again giving us all a great view of her pussy once again. I pulled down her dress to cover her but she rolled back and forth until her pussy was again exposed to our hungry eyes. I gave up covering her and just thanked the guys for their help, anxious to get Gail alone. I told them I could take it from here but they were reluctant to leave and suggested another beer would be nice so, I headed to the kitchen for a couple of beers. When I came back Bob was sitting on floor near her widespread legs and Chris was in a chair with a great view of her wet transparent panties that covered her pussy. You could clearly see her pouty pussy lips and Bob leaned in and reached out toward her. I was not entirely surprised as I realized they had probably done this before. She pretended to be out of it so as not to appear as the slut she wanted to be. I now understood what was going on, so I headed to the john to take a piss and to see where we'd go from here. When I returned, Gail's panties were dangling from one foot and Bob’s face was buried in her pussy. Chris was sucking her tits and had pulled her top down and had her bra up. Not one to spoil a good party I joined him on the other tit until he swung his leg over her breasts and straddled her face and began feeding her his dick. It was the first time I'd seen her with a dick in her mouth and it was a beautiful sight. She was clearly pretending to be out of it as her mouth milked his cock as he pumped into her. Her pussy was wet and ready as it gaped open after the furious licking Bob had given her. He slid his pants down and moved up to get his cock in her pussy. Now I realized why Gail wanted Bob at the party. He rubbed his fat ten inch dick against her wet cunt and started pushing it between her lips. She moaned around the dick now fucking her throat as more and more dick disappeared into her wet cunt. He was half embedded in her snatch now and jabbing her while swiveling his hips and she was quivering with every stroke. I couldn't see any spot that wasn't being used so I moved back and took a sip of beer and enjoyed the show. I suddenly had an idea and I went across the hall and knocked on Tony’s door. He really dislikes Gail as a neighbor but, like me, he really admired her body when his girlfriend wasn’t around. We had often discussed her and, since his girlfriend was visiting her parents for the weekend, I thought he might like to get a little revenge on Gail. He seemed confused when I told him to come over and check out the action next door. He stepped in to see Gail getting serviced by the two guys as she lay with her clothes bunched around her waist. When he realized she was out of it or thought she was and would never know he had even been there, he smiled and enjoyed the scene. Bob was going deep now and that huge dick disappeared into her cunt and repeatedly came out covered with her juice. It was quite a sight. How she accommodated that monster was beyond me but as she bounced to his thrusts, she yelped around Chris's dick filling her mouth. This woman was getting thoroughly fucked and enjoying every guilt-free second. Bob was really giving it to her now and he suddenly yelled loudly as he stopped moving and filled her with cum. No sooner had he pulled out when Tony immediately dropped his pants and began lining up for his revenge. Luckily for him, although much shorter than Bob, he had a fatter dick and as he pushed into her, she stretched to accommodate him. For all her rudeness and attitude, he soon was pounding her with all he had and I wondered if she would even feel my seven inches in that well used cunt. Chris emptied his load in her mouth which she swallowed without complaint, and he took a break as he drank his beer. Tony was free to lay on top of her and suck her tits while banging away. It was everything he could hope for as I well knew. Her rounded ass pushed her cunt wide and high to his ravaging and he was frantically fucking her now. He would never look at her again the same after fucking the shit out of her which is exactly what he was doing. He took his time and banged her thoroughly until he just couldn't hold out anymore and he added his cum to the creampie. I handed him a beer and took my turn. I grabbed a towel and laying it next to her, rolled her over on her stomach. I rubbed my cock in her dripping pussy and slid it up into the crack of her ass. Her ass was a thing of beauty and I pulled away slightly to straighten my dick and began pushing into her tight butt. I didn’t know if she’d ever been fucked in the ass before but she made no move to dissuade me, so I jabbed with little thrusts in and out until I popped into her as she gave a little grunt. Once my fat head got past her outer ring, I easily worked it into her and, soon I was happily pounding her sweet tight ass. I could hear her muffled groans but she seemed happy to have some more dick in her at this point so I enjoyed the tight slippery hole while everyone watched and slugged their beer. I loved riding her and the tightness was a real turn on. When I felt her clench me and her pussy started spasming it sent me over the edge and I responded by shooting stream after stream up her ass. I had made her cum by fucking her ass and was one happy bastard. Chris nearly yanked me off her and rammed his stiff dick into her leaking ass. He slid in easily as Gail let out a squeal. It turned out to be a favorite spot as, after Chris had pumped more cum into her, Bob had a go. Soon cum was running out of her ass so we stripped off her clothes got another towel and rolled her over on her back. We fixed sandwiches and drank some more beer and took turns fucking the “sleeping” woman. She smiled the entire time and peeked occasionally to see who's turn had come round. She had a few more orgasms, one with me as I totally enjoyed her widespread gushing cunt. She announced her orgasms with an inhuman howl and she had a river of cum in every hole. At one point, Tony deep throated her. He must have wanted to shut her mouth for all her rude remarks and insults she had spoken as he exploding down her throat. The boys soon left totally exhausted from competing to see who could fuck her the most. Tony never had an unkind thing to say about her after that night. I cleaned her as thoroughly as I could and put fresh panties on her before carrying her to bed and tucking her in. I couldn't climb into bed with her because of that good girl thing. If she needed a few drinks and the pretence of unconsciousness to enjoy her slutish nature, who was I to criticize? I was already thinking what a hit Gail would be at the Monday night football party. A friend from upstairs had all the guys he worked with over every week for a football bash. They were about six or seven in all and a little crude but I thought I could talk her into wearing a short skirt with no panties and flashing us all as she pretended to get too drunk to know what she was doing.

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