3 comments/ 20607 views/ 0 favorites The Debauching of Emily Ch. 01 By: Scotch_Drinker Emily was divorced. This clearly was her first attempt at dating. She didn't talk about her divorce or her loneliness. Those were subjects she just avoided. She was so ashamed of the divorce that she wished she avoided the subject of marriage/divorce completely. We met through mutual acquaintances. They weren't even friends. I barely knew Ted from the Rotary Club and Emily worked with Gladys but wasn't close to her. To this day I can't imagine why we met. But, we did. I called her on Ted's urging. She answered the phone and was clearly busy. I had called at the wrong time. More than a few awkward pauses and interruptions, we finally got into the swing of things and began to have a normal conversation. We agreed to lunch ("What's the harm in that?"). The first time she arrived in a very conservative dress that ended at her knee. Not very revealing but I saw through it. She was pretty. I looked below the knee and saw a calf that was fit and muscular. She didn't have a fat ass and her sleeveless sweater showed arms that had a subtle line of muscle: Just right. Her pretty brown hair ended just at her shoulders. Shorter than I preferred then. It smelled wonderfully. Several more lunches and soon I realized that I thoroughly enjoyed her company. She knew enough about sports and I knew enough about Shakespeare that we could spend time together without driving each other crazy. On one of the lunches she wore a tight top under her conservative business coat. I got just enough of a peek at her sweater kittens to know that I REALLY NEEDED to know what was under those clothes! Finally she agreed to a date. A REAL date not just lunch. I went to her house to pick her up. Up to that point she'd only seen me in my truck. That was the most practical way of getting into town. I always stopped off at the hardware store on the way home. For our date I got the Corvette detailed. It looked fast. It was ready to impress. I arrived at her house just on time. When I rang the door bell she was ready and had her coat already on. I couldn't tell what she was wearing but she had some nice, high-healed shoes and dark hose that were almost fishnets. "Oh, you have a sports car," she said as we walked to the car. She seemed surprised and not too pleased about getting into a car that was six inches off the ground in her dress. How she was going to get out concerned her even more. I decided to go someplace special and splurged on a new, French restaurant down town. We made pleasant but uncomfortable small talk at first. As we entered the freeway the rush hour traffic became the Friday-night-going-out traffic. The onramp descended down onto the highway in a straight line. As we approached the road I saw a space well in front of us. A quick check of the side mirror and it became obvious that the only way into traffic was to step on it ('stomp' on it was more like it). The 330 horses came to immediate life. The car couldn't WAIT to go faster. Out of the corner of my eye I saw Emily's head snap back as the g's pushed us against our seats. She let out a surprised squeal and then happy laughter like she was on an exciting amusement ride. "Sometimes going faster is the best thing to do," I blurted out trying to excuse my aggressive driving. "Hmmm. I agree," she purred. I wasn't sure what to make of that so I awkwardly changed the subject and moved on in the conversation. The traffic lights conspired against us. We hit every red light between the freeway and the restaurant. She didn't seem to mind and we chatted about her job in the insurance industry. It's hard to believe that line of work would be interesting but she spoke as if she enjoyed it. She had made good friends there and they supported her through the tough times. We arrived at the restaurant and the hostess offered to take her coat. I was looking out into the restaurant at the time and didn't notice her slip out of her coat. When I glanced back I did a gigantic double-take and flashed a quick, nervous smile to try to hide my amazement. Emily caught it and gave me a sly look in return. She gave up on dressing conservatively that night. She had a black cocktail dress on that showed a good amount of cleavage. The dress ended well above her knee showing off her gorgeous legs. Her hair ended just at the base of her lovely neck. I couldn't help but think it would be nice to dine on the nape of that neck. When she was standing next to me I couldn't help but look down the front of her dress. Her breasts were clearly very large, very real, and quite spectacular. We stood there for several minutes and it wasn't lost on me that everyone in the room was looking at Emily (and wondering what the hell she was doing with me). We were seated and continued chatting. I had to force myself to avoid looking at her tits. It was all I could do to keep from clearing the table by pushing everything off with both arms and doing her right then and there! We laughed a lot and things took a turn from good to better when she offered to feed me some of her dessert. I happily accepted a piece of her chocolate cake and we giggled. I realized the wine was starting to go to her head when she leaned forward to speak in conspiratorial tones to me. "Do you like my dress," Emily asked with a slightly tipsy slur. "I think you make that dress look beautiful," I replied. I thought I was clever. "I bought this low-cut cocktail dress just for you. I'm surprised that I haven't caught you looking down my cleavage once tonight." "All I've thought all night was 'Look in her eyes. Look in her eyes,'" I pleaded helplessly. She smiled for a moment then said, "You can look if you'd like." I eyed Emily up carefully concerned that I might be falling into a trap. Finally I let my eyes drop to the top of her sexy garment. "Mmm," I said, "I bet it's just heaven in there." Her eyes got large and she reached out to pet my face and in an exaggerated way said, "Check, please!" We laughed. I made sure the waiter did not pass us without knowing that I wanted the check. As we departed she took my arm. We made our way to the gardens surrounding the building and enjoyed the cool, crisp evening air. Just as we reached the ornate fountain I decided to make my move. I wheeled her around and slipped my other arm around her waist. Apparently she had the same plan because she was ready for my advance. Like two soldiers ready for battle our lips met and engaged in a fierce struggle. Damn, they were soft. Her kisses overwhelmed me and I let my guard down. Her initial attack was quickly followed by a tongue that slipped between my lips. There was no stopping her. We squeezed each other as if in synchronized death grips. Finally after breaking free and looking furtively around to see if we had any gawkers, I suggested, "Let's get you home." Realizing what I really meant, she just nodded her head and grabbed my hand. This time the traffic lights were on our side. As if willing us toward hot, monkey love, they turned green just as my car approached them. Emily told me later that the Corvette's throaty growl gave her just the right vibrations. Soon we were in front of her house. I parallel parked and turned off the car. "Well. Here we are," she said matter-of-factly. "Here we are," I countered nonchalantly. "It seems awfully early." More matter-of-fact chat. "Yes it does." Long pause. The we both started together: "Perhaps we could." "Oh. You first." More awkward pauses then she said, "You're welcome to come in for a nightcap if you'd like." "I'd like that," I said, comfortably. I got out, walked around and opened her door. She waited for me and let me help he out. We silently walked to her door at a comfortable pace arm-in-arm. She opened her door and heard the horn of my car honk signaling to the neighborhood that I wouldn't be coming back to it this evening. Once inside she offered beer or wine. "Just water, please," I said. "Water?" "Yeah, I'm thirsty. A cold glass of water would be just right." She poured two glasses of water and joined me on the couch. "Water for you too?" "You got me wanting some water." "You're gonna need that water when I'm through with you," I thought. We enjoyed a few sips and I put my glass down. Then I put hers on the coffee table as well and turned toward her. She didn't need convincing and we were back at letting our tongues do the talking. This time it was even more passionate with her hand running through my hair. She tasted like mint. This is a woman who plans ahead. I needed more than just kisses and told her to lay back in my arms. She obeyed. I didn't want to rush it but I just had to get my hands on those tits! Soon I slid my hand up and gently brushed against her left breast trying to test the waters. Apparently this felt good because she moaned ever so slightly. This led to firmer caresses and more moans. "Let's go to bed," I whispered in her ear. She looked at me startled. It was a pause that seemed to last a long, long while. Finally she nodded silently almost looking like a women condemned to die. I wasn't sure what to make of it but quickly ignored it only thinking about her sweet ass. She held my hand as we walked upstairs. We reached her bedroom and there was already a side light on. That was all the light we needed. The dress unzipped smoothly and I pulled the sleeves over her shoulders. She shifted her weight backward and lowered her arms. The dress dropped to the floor leaving her in a lacy bra, thigh-high hose and matching silk panties. She fumbled for my shirt buttons. Why is it so much easier to get a woman naked than it is a man? I should have at least unbuttoned my shirt sleeves on my way up the steps. More pulling, tugging and unbuttoning then I, too, was naked. She paused for a moment and looked right into my eyes. "What's wrong?" I asked. "I, uh, I don't have much experience with this sort of thing." She stumbled over the words. "Ah. Here it comes," I thought. "I'm not gettin' laid tonight. She's probably gonna start crying now. I've seen how this movie ends and it ain't exactly rated X!" She said she didn't have much experience even before she got married. The last two years of her marriage were without any sex and it had been two years since her divorce. "Wow. That's a long time." "Yeah. I guess it is," she mumbled. To assure her and to get into her naked body as soon as possible I opted for a time-worn cliche. "Don't worry," I said, barely paying attention and kissing her neck. "It's like riding a bicycle." Then absentmindedly added, "Only without the seat on." It took a moment. She was highly distracted by the nerve-racking first attempt at sex but then the comment sunk in. "Without the SEAT ON," she realized. She burst out laughing. She completely lost control and an initial giggle disintegrated into a full-out belly laugh. Her muscles tightened up so much that there was no way I could enter her in this state. After realizing the effect of the off-hand comment, I started to laugh too. Before long we were holding each other with our faces buried in each other's shoulders and enjoying the moment. I used the distraction to unhook her bra. Soon she settled down and stopped laughing. Emily looked at me with a curious, bedroom eyes sort of look. Then while still looking straight into my eyes she eased backward allowing her bra to fall free. I broke from her gaze and moved my hands up to her amazing breasts. She closed her eyes and leaned back. He bed was a large, ornate victorian four-poster bed. I moved her around and helped her up, onto the mattress. She laid back and allowed me to slide her panties off. Now this beautiful woman with large, firm breasts lay before me. I slid my hands up her incredibly soft thighs and further up her body to her breasts. I climbed on top of her kissing her deeply. I supported myself with one arm and reached up to continue massaging her breasts with the other hand. After several kisses I slid down and began to kiss her breasts. She arched her back enjoying the attention. I continued down to her navel and began to tongue it while massaging her breasts and lightly squeezing her nipples. "Mmm. She's got an 'outty'. That's good eatin'," I thought. By now her nipples were huge and hard as rocks. They looked like large rubies on the tips of her breasts. I continued this for some time and she began to moan more frequently. "Ah. Ahh yes. Yesss." I started lower. She grabbed my head and said, "No. You don't have to do that." "I want to," and began sliding my hand over her well-trimmed bush. I slid down and began kissing the inside of her thighs. She cooed nervously. I began blowing on her pussy lips. By now her labia was enflamed and ready to give her wonderful pleasure. More nervous groans. I ran my index and middle fingers over her lips, parted them and plunged my tongue onto her clit. She moaned loudly this time and arched her back even more. I continued licking and slid two fingers into her wet pussy feeling for her g-spot. By now she was grinding her hips and pushing my face firmly into her. I kept at it and noticed that she started to quiver. More g-spot action and clitoris licking and then she lost control. I wasn't sure what to do but figured I'd keep going until told to do otherwise. She was yelling like she was at a concert. Her hips were moving up and down and she was breathing like she'd just run a marathon. Soon she was pulling my head up and yelling, "Stopstopstopstop." "Oh God! Ahhhh!" panting furiously. "That was amazing. Uggh! I'm still sensitive down there." I let her catch her breath as I slowly slid on top of her. She wrapped her wonderful arms around me and pulled me close. I waited a moment more then maneuvered my raging penis. I used one hand to line up my cock and once the tip was in moved my hand around her shoulder. I smoothly slid my cock deep inside her. Emily let out a loud, surprised gasped. I pushed it all the way in quickly and held it there. She stared at the ceiling in shock. After hearing her panting for several moments she looked at me and softly whispered, "Yes. Yes." I slowly withdrew my hard dick and gently slid it back. She instinctively arched her back and grabbed my shoulders trying to steady her heaving body. A few more ins and outs and she began to lose control again. It had been a few days since I'd had sex and my balls were full. Each thrust felt better and better. I knew I wasn't going to last very long and began to pump wildly. By now she was in her own world and began shrieking, moaning, and yelling, "Oh god! Oh God! OH GOD!!" Then I felt the familiar tickle deep in my balls, thrust once more and held it there. The grunts from deep in my throat and her uncontrolled moans marked my exploding semen deep in her wet pussy. I pulled back and thrust in several more times with each shot of ejaculate. The wonderful exhaustion that we all enjoy at the end of some nut-busting sex swept over me and I collapsed on top of her. I dozed for a bit then came to. She had a satisfied, happy look on her face and moved her legs down in what was obvious pain. "Haven't had my legs up like that in a while! It kinda hurts when I put them back together," she said laughing. She got up and went into the bathroom. I figured I'd give her some time to herself and before long she emerged with a washcloth. It was well soaked in hot water and she used it to clean my spent cock and the cum that had shot out of her pussy onto my thighs. "There, that's better isn't it?" she said in a relaxed, comfortable tone. After she returned she climbed into bed and laid her pretty head on my waiting shoulder. We rested silently. I gently stroked the base of her back and her tight ass. After a bit she raised her head and put her chin on my chest. "Wooowww. That was pretty amazing." "Yeah. I gotta say that really pushed me over the edge." She put her head down again and began to run her fingers through my chest hair. "I like your chest hair," she said in a far-off way. "Sooo sofftt." I continued to caress that amazing ass while she enjoyed my chest. It felt really good. She looked up at me again and said, "Like I said, I don't have much experience with, you know, this stuff...sex. I wish I had a better idea of what to do and how to please you. I like pleasing you." "There's no substitute for enthusiasm." "Mmm hahahaha." The hum of her agreement melted into light laughter when she realized what I meant. "Was I enthusiastic enough for you?" "Absolutely." "Good. I want to make you happy. I want to learn more. What do you like?" "I like having my balls caressed." "Really?!" "Love it." I took her had from my chest and slowly guided it down to my slightly emptier balls. "Mmm hahahaha," she laughed and began to slowly and gently massage them. "Does that feel good?" "Hell yeah." "Good. Now I know. You like your balls massaged." She continued caressing me and I continued caressing her. It didn't take long before I started getting erect again. "Wooo!" she exclaimed. "What's going on here!?!" "That's what happens when you massage my balls." More giggles from her and then she slid down so she was even with my half-hard dick. "Mmm. It was a good boy tonight!" With that Emily started to kiss the underside of my head with short soft pecks. When she saw the positive effect and continued down the shaft until she reached my scrotum. "So you like your balls massaged. Do you like them licked?" And with that she began to lick one side then the other. I lost it and arched my back. "Huh. You seem to enjoy this," she teased. "Hell yeah!" She dove back in enjoying the two things that had just given her so much pleasure. "Yeah, stroke my cock while you lick them," I advised. Her hands were unbelievably soft and that just made my dick that much harder. Soon she gave up on my balls and worked her way up my dick planting little kisses. I watched as she tasted the goo oozing from the top of my schlong. She paused for a moment and seemed to like what she tasted. After a brief moment Emily down on to my raging hard-on. Up and down and up and down. FUCK! It was AWESOME. "Do you like it?" she asked innocently. "Hell yeah!" "Am I doing it right?" "Hell yeah!" I gasped. "Just treat you mouth like it's your pussy." "Oh! Ok!" With that she proceeded to suck and lick in a way that I'd NEVER experienced before in my LIFE! The desired result started to happen. I warned her then warned again. Just before I was about to explode, she used her amazingly soft hands to stroke my cock. She pulled back a few inches to watch the fireworks. Although I had earlier pumped most of what I had into her underused pussy, I still had enough to create quite a geyser. The look of surprise on her face was priceless. She giggled and cooed and enjoyed every burst. After the festivities ended she slipped down for one last suck then raised up with a bitter look on her face. She thought for a moment and said, "Well, that's not so bad." Then proceeded to continue gobbling up the rest of my man chowder. I was amazed. She resumed her position resting her head on my shoulder. "How was that? Did I do good?" "Hell yeah!" "Not bad for my first time, huh?" "Oh! Don't give me that!" I protested. "No, it's true! I never tried... before." she hesitated. I decided not to press it. I didn't even care. If that was her first attempt, her one hundredth attempt is going to be pretty out of control. I didn't give a rats-ass if she gave other guys blow jobs. All that mattered was that she give me more of them! "What did you think?" I asked. "Hhmm. I LIKED it!" "You were quite good at it." The Debauching of Emily Ch. 01 "There's no substitute for enthusiasm," she said mockingly then laughed her pretty laugh. The Debauching of Emily Ch. 02 Three days after our awkward, exciting, successful attempt at sex Emily and I had lunch together. It was a different atmosphere now then before. It was much more comfortable and relaxed. But, the sexual tension had increased dramatically. Through lunch we both alluded to our first encounter. Finally, she just came out and admitted that she'd been sore as hell the last few days. "Let me know when the pain subsides. I need you again." I said plaintively. "I think I'll be ready until next week." "Next week?!" "Well," she said slowly, "I suppose it wasn't sooo baaad." "Uh huh" "Perhaps...tonight?" "Aahhh! That's more like it!" She giggled then leaned forward and kissed me. That night we stayed in and enjoyed another night of good ol' American sex. The lights were dim. We were in her bed and I wasn't about to complain about the missionary position. Her big breasts were pressed against me and her hands grabbed my ass and pulled me in while I pulled out for another thrust. We both fucked to exhaustion. By then it started getting cold. Football season was in full swing. She learned that I had to watch at least one game on Sunday. We were at my house. I sat on my sofa. The ends both had recliners. She laid her head on my lap and read a book. I rested a hand on her belly and we both enjoyed the afternoon. The game was dull. Both teams played like they weren't wearing cups. I started to get a little mischievous and slid my hand between her legs. A few gentle caresses and her legs slowly slid open. I didn't say a word I just started gently rubbing the part of her pants where her pussy was. She continued to read but now with her legs apart. The game continued. The end of the half approached with no score. By now Emily abandoned reading her book and let it fall to the ground. I continued to massage. I could hear her starting to pant. "How long is this game going to continue," she pleaded. "It's almost halftime." "Halftime? How long does that last?" "Long enough to bend you over and have my way with you," I said. "Oh GOD!" And with that she unbuttoned her pants. I slid my hand down and was warmly greeted by a wet pussy. She arched her back. I leaned down and kissed her. A warm, traditional kiss quickly degenerated into an animal French kiss with angry tongues lashing out at each other. I reached up to feel her breasts. She quickly grabbed my hand and slid it back where it belonged. I sat up watching this beautiful women enjoy my petting. She unbuttoned her sweater exposing her breasts in a bra. I leaned forward and buried my head between her breasts and inhaled deeply. As I kissed those beautiful tits I slid two fingers in her hungry pussy. She moaned. Then I slid three fingers in and she moaned some more. Finally and sat up again and enjoyed frigging my new girlfriend. She moaned and seethed with erotic pleasure. It was an amazing view. I said, "Would you like to try a new position?" "What?" I broke her concentration. "Oh. Yes!" "Get naked," I commanded. Soon we were both without clothes. Somebody scored a touchdown. Whatever. I rolled her over and had her lay face-down on the couch with her knees on the floor. I put one knee between her legs and used the other knee to gently force her legs apart. Emily gasped uncomfortably. I took my rock hard dick and started to massage her clit. This had the desired effect and any discomfort she had with that position melted away. "God, yes. Do it," she pleaded. Not wanting to torture her too much I lined up my dick and slid it in. Soon I reached the back wall of the inside of her body. I slowly withdrew my cock and slid it back until it again pushed against the end. Each thrust was greeted with matching grunts from Emily. I ran my hands up and down her back then began to massage her shoulders. This allowed me to pull her back while I pushed forward. Each time I pressed against that wall and each time she grunted. "I like pounding on you cervix," I groaned in a neanderthal tone. "Oh god yes!" "I'm gonna cum all over it!" "yes. Yes! YES!!" And with that I started thrusting harder and faster, my dick getting bigger and bigger. I was fucking the shit outta her! As I was enjoying the feelings in my dick and balls I looked down at her sweet ass. She had a great ass and I couldn't help but observe how tight it was. Clearly anal was something that she'd never tried before. Her little button was as tight as could be. "Huh," I thought. "Her tight, little asshole isn't going to be that tight for long!" I sucked on my thumb a little and then used it to massage her little ass button. Soon my balls took over. I grabbed both sides of her hips and thrust uncontrollably. I really kinda lost track of what I was doing. I came so hard that I fainted a little and fell over on top of her. We laid there for a while until I regained consciousness. Finally I slid out of her, my goo gushing out of her well-fucked pussy. She rolled onto the sofa and I climbed on top of her kissing her breasts, neck, and mouth. She ran her hands through my hair. "Did you like that position?" I whispered. "Mmhmm," she purred. "What were you doing to me at the end there?" "I was rubbing my thumb on your butt." "Huh." "Did you like it?" "Yes. It felt good." "Good." "I've never had a man do that to me before." "Huh." "I hear the women at my office talk about stuff like that." "Like what?" I asked as if I didn't know what she was talking about. "Like, you know...The OTHER way..." "Huh. What do you think about 'The OTHER way'?" "Uhm. I don't know. I would have said, 'no, definitely not' before but that felt kind of good." "Good. I'm glad you liked it. We can do more of that some time." There was a pause. It wasn't a long pause but it was a pause. Clearly the wheels were turning in that pretty little head of hers. Was she thinking, "Hell yeah!" or was she thinking, "I can't imagine that I would ever agree to something like that."? Only time would tell and I knew that I had to play it juuusssst riiigghhtt. Soon, we jumped up and took quick showers. I got back to the game and she assumed the same position as before and read her book. Quite a pleasant interlude. A few days later I sent her a website that I thought she might like. "Anal Sex Yes" dot com. It gives good advice on how to do it the first time. I thought she'd like pointers. Step one: "Use lots of lube". Start with a vibrator etc etc. "Man, this is gonna be great," I thought. A few days later we had lunch again. I was really hoping she'd tell me she liked it. No mention of the website. No sexual innuendo either. that was unusual. She was affectionate but not terribly sexy. After lunch we were walking out of the restaurant when she mentioned, "Can you come over tonight? There's a good movie on tonight." How could I resist? Later that night I arrived to a half-schnockered woman who was half way through a bottle of red wine. She was in a little back nighty and high heels. "Humh. I wonder what she wants?" I thought. "Hiiiiii!" She slurred. The kiss was deep and slutty. This is gonna be good. "I'vf binwaitin' furyou." More kisses and her ass was nice and tight. It didn't take long for her to pull me upstairs. Man, she was ready. "I want to try it...the OTHER way." HOLY SHIT! I practically ripped her clothes off. I pushed Emily on the bed and dove for her wet, drunk pussy. I licked her and slid three fingers into her. She just went with it and LOVED it. Her orgasm was EPIC! Wow. I hadn't seen anything like this before. I flipped her over to fuck her from behind. Just then she reached into her nightstand drive and pulled out a vibrator, bottle of lube and a sly smile. "I thought we could use these." "Hell, yeah!" I took control and pushed her onto the bed face down. She pushed up onto all fours and I positioned myself behind her. I couldn't wait to get into her waiting pussy. After the licking I gave her she was good and wet. I slid it without a problem. "God, yes." she yelled. I grabbed both hips and began to fuck her furiously. Just as things started to get good I opened the bottle of lube and dripped it onto her tight ass. Then I turned on her vibrator and laid it on her tight hole. There was a pause and then she moaned - a LOT! "Yes. Oh, God. That's good." "Yeah? You like it?" "Hell yeah!" I stroked and thrust and held the vibrator on her ass. After a few minutes of that she said, "Put it in me." I wasn't sure if I heard her right. I lubed up the vibrator and pulled my dick out of her pussy. Twist and turn and push and it was IN! "Oh GOD!" I held it still while she got used to the sensation. I saw her grab the covers and clench her fists. She started making noises that I hadn't heard before. I figured I'd slide my dick in her again. Wow. That was quite a sensation. The vibration went through her ass and into my rock-hard dick. She came like a freight train. Her screams were loud enough to wake the neighbors. Soon she was instructing me to take it out. It slid out easily and she flopped flat on the bed, completely exhausted. I wasn't about to let this end here. I lubed up my dick and laid on top of her. Her legs were closed. I figured she'd be more comfortable for our first attempt if they were closed. I massaged her ass button with the head of my slick cock. It didn't take long before Emily moaned, "God. Just do it." I held myself up with one arm and lined my dick up with the other hand. I let my weight do all the work. Suddenly I felt her ass start to part and I eased up immediately. Once I cracked the seal I eased up on the pressure and let it slide all the way inside in one smooth plunge. I held tight for a moment. No complaint and man, it felt great. I kissed the back of her neck and let her adjust to the new sensation. After a minute I asked, "How does it feel?" There was complete silence. I eased my dick out again. The feeling of her ass clenching the entire length of my dick was too much to take. After I slid more than half way out, I eased it back in again. This time there was an animal grunting sound coming from this lovely lady. Again I asked, "How does it feel, baby?" "Oh MY GOD!" she exclaimed, "It's amazing!" It took all I had to keep from laughing. I had to bite my lip. "I'm glad you like it. Do you want more?" "Yes! Stop talking and do it!" "Do what?" I teased. "Do it harder!" "Tell me what you want me to do?" I was getting even harder with each command." "Do IT! FUCK MY ASS!!!" Well, there's a first. I wondered how far I could make her go. I started thrusting a little faster. More grunts. A little faster until I was at full speed ahead. "Oh god! I feel like a whore!" she yelled. "You ARE a whore. You're a DIRTY little whore. You're MY dirty little whore!" "Yes! I want to be your dirty little whore!!" Hearing that, feeling her tight, lubed ass, and seeing the look of extreme pleasure when she turned her head in my direction was just more than I could handle. It really did feel like my dick exploded. Her reaction was as if there had been an explosion actually occurring in her ass. Her orgasm happened about the same time mine did. We were sweaty and exhausted. I thrust my cock in all the way for the last burst and fell on top of her. After we regained our composure I eased my dick out and walked to the shower - quite unsteady. After a few minutes in the shower I heard the door open and she joined me. We stood there in the hot shower kissing deep, passionate kisses. We retired back to bed and she rested her head on my shoulder. My right hand took the usual place at the base of her back and my left hand played with her hands. "Wow. That was really something," she declared. "Yeah. I loved it." Then she looked at me and whispered, "I enjoyed being your dirty little whore." "Hell yeah. That was fun. I need to pay you." She hit me in mock surprise/disgust. We laid there some more enjoying the afterglow. "Was that a fantasy you've had?" "Yes," I said. "Was it a fantasy of yours?" She didn't say a word but nodded her head coyly. I continued to stroke her ass. "What other fantasies do you have?" Silence. "What do you think about when you're all alone with your vibrator?" "Oh, I don't know. All SORTS of things." "Well, you can tell me when you get comfortable. I'd like to fulfill your fantasies." She giggled and ran her hand through my chest hair. "I've never seen a porno movie before," she suddenly declared. "Never? Not even part of one?" "Uh uh." "Would you like to watch one some time?" "Sure. I think it would be interesting. Maybe the next time you come over you could bring one." "No problem." I felt my dick start to harden. Just about that time she saw the covers twitch and reached down to massage my balls. "You're HARD!" "Uh huh," I said slyly. "Ooh, you DO like hearing about my fantasies, don't you?" "Uh huh. See the effect it has on me?" She stroked for a few moments then slid down and plunged her mouth down my length. There was no fooling around. She sucked and massaged deftly. I was impressed with how fast she learned. It didn't take long. I felt the next gush of cum well up inside my balls. I arched my back and let loose. "Oh HELL yeah!" The burst made her choke a little but she took it like a champ and sucked out every last drop. I didn't even need to get a towel. We both started laughing as she slid up to resume her place in my arms. I reached over and took my wallet from the night stand. I pulled out a twenty and handed it to her. She laughed out loud and said, "I guess I really am a dirty little whore." The Debauching of Emily Ch. 03 Even though she allowed me to enter her virgin ass for the first time and even though she told me she wanted to watch a porn together, I still didn't really believe her. We had sex a few times. It was nice but pretty standard. We did it doggy style once. She liked that. One Friday I saw her for lunch and she suggested we get together that evening to watch a movie. I did a double-take and she giggled. "I'll supply a movie, and, uh, YOU supply a movie too." Then she giggled some more. "Hot DAMN, this is gonna be good." I thought. Our relationship wasn't much of a 'relationship'. We were more than fuck buddies and I truly liked her, but I wasn't ready to get serious. She was coming off her divorce and I think to her I went from being a possible serious boyfriend to somebody who was going to improve her boring life. We were going to expand her horizons and have a laugh doing it. On occasion she would talk about her ex-husband. She never mentioned his name. After a while I had to ask. There was a slight pause. If I had asked a month earlier, the pause would have been longer and there might have been some tears. But today, it was just a slight pause. "His name is 'Steve'." "Steve?!?" She nodded. "Huh." That was all I could say. I stopped myself from saying "Well, I guess that's why you never shout my name in bed." A few girlfriends ago, I would have blurted that out. I guess we're all growing, eh? A few more lunches later and we came to the subject of her divorce again. "I have to admit, I'm really ashamed that I got divorced. I just have the hardest time with it. I know in this day and age we're supposed to get married and divorced easily but I really did think it was for the rest of our lives." Eventually I asked her what the cause was. She waived it off, the details still hurt. Essentially, he cheated on her, she forgave him, he cheated on her again. When he gave her VD, she threw him out - sort of. They lived together for another year until she could get the nerve to visit a divorce lawyer. He was a complete dick and would bring women around while she was in the house. Kind of a standard story in this world. Not much more to relay than that she said. Then with a voice that was much stronger than she'd ever spoken when discussing this subject she said, "You know. I had a terrible time of it. We didn't have sex for the longest time. There was clearly a problem. I toughed it out (a phrase she learned from me) and it made me feel like life was going by and I was going nowhere. When he finally moved out, I spent two long years in solitary confinement. I must admit I was something of a basket case when we met. But meeting you and getting to know you has given me perspective that I didn't realize before. I thought I was dirty and horrible. Spending time with someone who desires me helped me see that I'm not. I've got my problems but I'm no better or worse than anyone else. We're all kinda screwed up." As you can tell, I'm not the sentimental type, but this made me happy. I don't 'use' Emily in the sense that she's a play thing. I'm glad when I can make her happy. I'm just sure that I'm not the one to make her happy for the rest of her life. And I must say, I liked the direction she was heading, heh, heh, heh. Anyway, that evening I arrived around seven with an overnight bag. I looked around the internet and found the right porn. It had a little of everything: Oral, anal, hot girl-girl action, even a double penetration. And it was a Peter North movie so each scene was gonna end with some nut-busting geysers. If she doesn't like this one, she's not going to like any porn. What did she get? Hell, I don't know. Can't remember. It was wonderful - whatever. We snuggled and it was all I could do to keep my hands off her. I suspected that if I tried something, I'd blow it with the porn. After the first movie she looked at me like she was up to something. "So. Wanna watch YOUR movie?" "Uh. Sure. I looked around and got one that I thought would be typical." "Good. Let's watch." I slid in the DVD not sure what to expect. We'd finished a bottle of wine so she was in a pretty good mood. While I was getting the porn ready she went upstairs and returned a few minutes later. Sure enough, new lingerie. She sat next to me but not up against me. I liked that because I could see the look on her face out of the corner of my eye. She rested one hand on my thigh and gently rubbed the non-erotic top of it. The first scene started with a pretty but heavily made-up blonde walking into a large bathroom. She had a thin robe on and sauntered over to a very large hot tub. "Oh, she's pretty," Emily said with a surprise. "I like that robe - very sexy!" "She looks like she's been mugged by Mary Kay." Emily smiled and gave me an exaggerated elbow to the ribs. The woman disrobed just as she approached the hot tub revealing wide hips, a small patch of blonde hair between her legs and two very large, very fake breasts. Emily leaned forward. "Are those fake?! Wow, I've never really seen what fake tits look like before. Huh." "That's pretty common for these movies." I said evenly hoping it wouldn't put her off. Just then the door opened again and another woman entered. She was shorter with long, dark hair and large fake breasts as well. The second woman approached the first. They embraced and kissed. It was a typical porn star kiss with lots of tongue for all to see. "Ooh! It's a lesbian scene!" Emily cooed. I remained silent. After a minute or two of kissing the women got into the tub and lathered each other up. With soapy breasts they began to rub their massive tits together. They were smiling and obviously enjoying themselves and soon returned to mauling each other. The shorter brunette worked her way down placing soft kisses on her neck and shoulders. While doing this her left hand moved up and began to caress the blonds tits. Then she leaned over slightly and began sucking on the blonde's gorgeous, round nipples. Now both hands were kneading the blond's breasts and the brunette took turns licking, sucking and biting her nipples. The blonde held her head up with a look that made clear to all that she really enjoyed the brunette's lips. I discretely glanced at Emily. She was transfixed on the movie but did not have a readable expression on her face. After a bit the blonde pushed the brunette onto the edge of the hot tub and knelt in front of her. "Here we go!" I thought. Emily continued rubbing my leg but didn't seem to be affected by what she saw. Let me just say that the brunette's pussy was magnificent. Beautifully trimmed with no sign of razor stubble, her lips were tight and her engorged clitoris was like the dot of an upside-down exclamation point. She reached down, parted her lips exposing a beautiful color of pink inside. The blonde dove in and attacked the pussy that lay before her. Like the kisses, her tongue shot out at an exaggerated length. Occasionally she would take the woman's entire clit in her mouth and suck it. I detected a change in the rate of rubbing on my leg. I looked over and saw Emily's eyes wide open. She didn't even blink. I didn't dare distract her. Seeing this reaction in her make my dick rock hard. I considered placing her hand on my dick but didn't want to blow too soon. I wanted to see her reaction to the other vignettes. The licking continued with the camera alternating between the woman's face and pussy. After several minutes of this, the brunette leaned back and made some loud moans. Her legs began to convulse. She grabbed the blonde's head, pushed it into her hot pussy and wouldn't let go until she was satisfied. After a minute she leaned way back until laying on the edge of the tub and started wriggling with delight. Finally she pulled the blonde up to her face and gave her a deep, sexy kiss. The camera faded to grey. "Huh. I've never actually seen a woman's vagina up close like that," Emily stated. "Did you like it?" I enquired. "Pretty good! I liked it." The next seen started with Peter North on a bed with a woman and they were really going at it. She was unbelievably beautiful. She had long, blonde hair that went below her shoulders, long legs and two gigantic, real tits. They were large and much too firm considering she must have been in her late twenties. Clearly this woman was blessed with good genes. He slid down, sucking her incredible tits for a while then continuing to her navel. He licked it and massaged the woman's tits. As he started squeezing both nipples, Emily shifted in her seat. "Well, things are starting to heat up!" I thought. He continued further south and she parted her legs revealing a perfect pussy. It was bald and absolutely beautiful just like the rest of her. He dove in to that and began to lick furiously. The blonde clearly enjoyed it. After several minutes of this, she pulled him up and had him roll over and lay on the bed face up. She slithered down placing light kisses along the way but clearly had one thing in mind. When she arrived at his hard cock she kissed the top of his head and then down the shaft to his balls. Just as she reached them she looked up, smiled and sucked on ball into her mouth. That amazing mouth rolled the hairless ball around, her tongue massaging the skin. She moved to the other ball and continued her sexy torture. As she was working on the second ball, her hand slid up the length of him and she began to stroke the nine-inch schlong. When she was through giving him a scrotum washing with her mouth she kissed her way up his cock. When she arrived at the top, she planted a giant kiss on his head and laughed. She turned her head sideways and sucked in his dick just below the head. Then the blonde slid up and down the bottom of his cock while sucking in loudly. The camera cut to Peter North's face. He leaned back and had a big smile on his face. Again the camera was on the woman who sucked her way back up the length then turned straight and plunged down on the massive penis. More groans from Peter. I wasn't sure how he didn't pop right then and there. I, too, began to get in to the movie. Then I heard Emily say, "Are YOU enjoying the movie?!" I realized that she had been looking at ME. Slightly embarrassed, I just nodded my head sheepishly. Emily took my arm and pulled it around her. "I always wanted to learn how to do that. I think I'll pay attention and see what kind of pointers I can get." "If you suck me off like that, you'll be getting one giant pointer in your mouth." We both laughed and her hand slid to the inside of my thigh but still too far from my cock. Several minutes of serious dick sucking and he pulled the blonde off of him and had her lay on the bed. He lined himself up and plunged it into her wet pussy. Emily grabbed my leg and quickly released it. The plunge was followed by quick, repeated, violent thrusts. His balls were slapping the woman's tight ass. The camera was at the foot of the bed with a nice, tight shot of the action. His balls slapping her asshole were loud as he jack-hammered into her. Emily's mouth hit the floor. Her hand now began rubbing my thigh again but she was completely mesmerized. "I've never actually seen a man and woman having sex. Not from this angle at least. Is that what it looks like?" "Yup, that's it," I dumbly replied. She had the slightest hint of a smile on her face. The blonde had her hands around Peter North's ass pulling him in tightly. She made a loud, feminine grunt with every thrust. It ended just as suddenly as it began. He jumped off her and rolled back onto the bed. She quickly climbed on top of him facing back toward the camera. She deftly managed his raging hard-on and lined it up with her slick love canal. The blonde shifted her weight and he was back inside in no time. Time for the required Reverse Cowgirl! She immediately started bouncing up and down. Giggles from her filled the TV speakers. Her tits were bouncing along with her soft pussy. "She's really beautiful," Emily said in amazement. "God, she's got quite a body." There wasn't anything I could say. The woman certainly had an amazing body. The blonde laid back on Peter. Both were facing up and he pumped from below. Now he had both hands on her breasts and he was massaging them and pinching her nipples. Even on that little TV we could see that she had large, round nipples. The thrusting, the bouncing, the yelling, and the slapping of skin all became too much for poor Emily. "Oh my!" She started to lean forward, her eyes glued to the scene before her. The woman jumped off Peter North again, climbed off the bed and got on her knees. He was right behind her. I knew what was coming. Just as the woman got on the floor, she looked up and opened her mouth like a baby chick hoping to be fed. Yeah, she's gonna get fed all right. I looked at Emily. She had a puzzled look on her face. The blonde stared at Peter. He stroked his cock while she massaged his balls. And then it happened. The first burst shot over the woman's head. The trail of white goo landing across her hair and face. The second burst went right for an eye. She flinched reflexively. The third, fourth, and fifth burst each found their mark. When he was done, the woman was completely covered in Peter North's man chowder. "OH MY GOD! He came on her FACE?!?!" "Uh, yeah. That's kinda standard too. Guess I should have mentioned that earlier. Sorry." Oh, man. I really screwed this up. As Emily was digesting what she was seeing for the first time, the blonde began digesting the cum off her face. She wiped it off and licked her fingers. She was laughing and seemingly enjoying her meal. Emily's petite jaw dropped even lower. "Wow. I had no idea that they did that." "Uh. Yup. That's what they do in porn these days." I wasn't sure how much dumber I could sound but that's all I could think to say. The next part began but I don't remember much about it. It was Peter North with two hot women. They were outside and doing it on a blanket. By now Emily was really hot and bothered. I was gently stroking her shoulder with one hand. She moved her hand from my thigh to my cock and began massaging that through my pants. As the three actors were making out, I leaned over and started kissing Emily. She returned the passion. She stared deep into my eyes. "Let's go upstairs." Like a porn star, I leaped to my feet and grabbed her hand to pull her up too. We made a mad dash for the steps. I let her go first, pinching her ass all the way up. She giggled and tried to defend herself by reaching behind to block my pinching. When we reached the bedroom I was naked and I started to rip her lingerie off. "I want you now!" I declared. "Oh, yeah? Well, I want you too!". I pushed her on her back and dove into her wet, hungry pussy. I tried to lick like a porn star. It didn't take long. Her legs began to convulse and soon she was arching her back and screaming bloody murder. Before the earthquake ended, I climbed on top, lined up my cock and started thrusting. It was like we were living a porn only it was on fast forward. I had my hands behind her shoulders and was pumping like crazy. Her arms were wrapped around the my neck and her hands were massaging the back of my head. She pulled both legs up and bent her knees. At that angle I was able to get deep inside her. The frantic pumping caused my balls to slap her as making the same slapping noise we heard in the porn. "Oh, God, YES! Fuck me!" she screamed. I was just on the brink. I could feel the cum swelling up inside my balls. Then she yelled, "wait, wait, wait." "What? What's wrong?" I couldn't believe she wanted me to stop. I was just about to blow. "Get up and lay on the bed." "What?!" "You heard me." I was so surprised that I couldn't question her. I did as she demanded. She climbed up as the actress did and mounted my dick in the Reverse Cowgirl position. I couldn't believe my eyes. I ran my hands up and down her back as she rode my dick like a pro. She bounced on me and occasionally sweeping her hips around grinding on my pole. It really was amazing. I told her, "Spin around. I want to look at you." She did as I asked and now she was on top facing me. She continued using my dick for her pleasure. Now I could see her wonderful breasts. I massaged them and squeezed her hard nipples. The grinding and bouncing reached a crescendo and she held still. The orgasm slammed into her. She leaned forward on top of me still gently grinding my still unsatisfied dick. Suddenly she stopped and look at me. "Come on my face." "What?!" "Come on my face," she said out of breath. So a few weeks ago this shy woman didn't even want to talk about sex and now she was insisting that I treat her like one of the ho's on the porn that SHE suggested that we watch. What a long, strange trip it's been. "Ok." I couldn't resist. What am I gonna say, "No"? She jumped up and assumed the same position as the blonde. "Massage my balls." She did as I instructed. I stroked my cock and she massaged my balls and it didn't take long. Granted, I'm no Peter North but I did have a good-sized load in my balls. I put that load to good use and shot it all over this beautiful woman's face. She laughed with her mouth wide open. Some of my man juice reached her forehead. A burst hit her cheek, and the rest shot right into her mouth. She gagged a little and went back to wanting more. I got light-headed and almost fell on top of her. When I removed my hand she replaced it with her mouth sucking what was left out of my dick. When that was done, Emily jumped up and ran into the bathroom. "Look at THAT!" she yelled. She returned with a huge smile on her face. "Ya see?! Don't I look like a porn star?!" "Yes you do. Glad I could assist." I said wearily. She wiped the goo from her cheeks and began to eat it. She made a sour face but continued until it was all gone. Then we made our way into the bathroom to clean all the sex off of us. It was a long, hot shower with plenty of long kisses. When we were through, we went back down stairs and lounged on the sofa naked. The movie was still playing. "Agh! We missed most of it," she complained. "We'll just watch the rest of it some other time," I said. She shot me an enthusiastic smile and nodded. By now one woman was laying on Peter North. They were both face up as before but now the other woman was licking her friends pussy and massaging Peter's balls. "Ohh! Doesn't THAT look like fun!" Emily blurted out. Then she realized what she said and turned red. "Oh, you LIKE that huh? Think you might like to try something like that sometime?" I couldn't help but tease. "I don't know. Maybe" Emily replied trying to act cool after her gaff. "Did you like the lesbian scene earlier." "Hmm. A little." "A LITTLE?! You couldn't take your eyes off it!" I said incredulously. I slid my hand up and massaged her large tits. "O.k. It looked like fun. I admit it." "Have you ever kissed a girl before?" "NO! Are you kidding? No I've never done anything like that." "Not even in college? Come on. You can tell me." "If I did it, I would tell you," she said with an embarrassing laugh. "Do you ever fantasize about it?" There was a long pause and then she admitted it. "Sometimes when I'm alone, in bed with my vibrator, I think about what it would be like with a woman." I was gently caressing her breasts when she said it. She turned her head toward me and I gave her a deep, passionate kiss. "Does that bother you?" she asked. "Bother me?" I placed her hand on my hardening dick and her eyes got wide. "Does it turn you on?" she teased. The Debauching of Emily Ch. 03 I was starting to lose it. "Yes." She felt me getting even harder in her hand and she began to gently stroke me. "God, it really does turn you on, doesn't it?" The stoking continued and I was fully erect. I lifted up and she slid below me, her legs wrapping around me. I entered easily and began gently sliding in and out. "Yes. I think about it. I lay on my bed and slide the vibrator over my swollen clit and I think about what it would feel like to kiss a woman, to feel her naked breasts against mine." My thrusts increased. "I imagine her kissing my tits, licking my belly button and kissing my thighs." My dick ached from the first draining orgasm but I pumped faster. She wrapped her arms around my neck and pulled me down on top of her. She continued whispering, "I think about how nice if would be to feel her lick my clit. I can feel her fingers in me, finding my g-spot. She's massaging it and she brings me to a giant orgasm. Then we trade places and I slide my tongue up into her wet pussy. I please her with my mouth and enjoy the taste as she comes" It was too much. I pumped and grunted and pumped some more. She wanted a hard fuck and her dirty talk got her what she desired. I was red from exertion and when I came I held inside her for a moment then pumped again for the next salvo that sprayed onto her engorged cervix. I was grunting and panting and desperately trying to catch my breath. Emily ran her sharp nails up and down my back. When I finally regained consciousness, I looked directly at her. "We can get you a girlfriend if you'd like." "Really? You won't have a problem with that?" "I think we already established that I won't mind." She laughed and pulled me to her. "I can't believe I'm actually agreeing to this but, ok, we can do that if you'd like." I could not believe my ears.