1 comments/ 28480 views/ 13 favorites Sleepy Time By: swollsix Jessie needed a babysitter for a couple days and asked if we could watch her kids for her. Of course we agreed to watch them. It was early when she brought them by and Katie was still asleep. The kids were still sleepy so we put them on the couch with a blanket so they could watch cartoons. Jessie went to use the bathroom while I sat on the couch with the kids. Our bedroom is by the bathroom and as Jessie came out she noticed our bedroom door open and peeked inside. She saw Katie asleep with the covers pulled back off of her. She was lying in a prone position with her left leg bent out. She was wearing a gown that was pulled up to her waist from tossing and turning throughout the night revealing that she was not wearing any underwear. Jessie could see her pussy was shaved and couldn't stop staring at it. She enters the bedroom to get a closer peek and can't seem to take her eyes off of Katie's pussy. She had never been with another woman so she couldn't understand her new found attraction to Katie's bald pussy. Jessie moves closer to the bed and reaches her hand out toward Katie's pussy and lightly touches her clean, smooth pussy lips. She can feel the warmth emanating from between her legs and feels a tingle between her own. Jessie can feel a nervous tremble inside her gut not believing what she is doing. She rubs her fingers lightly around Katie's outer lips feeling the softness of her womanhood. She rubs her fingers up and down her pussy making small, circular motions around her clit. She can't believe how soft her pussy is and how horny she is getting. Katie lets out a soft moan causing Jessie to stop, waiting for her to relax. She notices Katie's breathing getting deeper again and pulls her hand away. She takes her middle finger into her mouth and wets it with her saliva before placing it between Katie's pussy lips. Her finger slightly parts her lips gliding easily up and down her pussy now. She lightly rubs her finger over Katie's clit again making small circular motions. She notices Katie's hips start to move some and she can hear her soft moans. She continues lightly massaging her clit as she feels her own pussy getting very moist. Her own breathing is getting heavier and faster and her pulse is racing. She slides her finger down to Katie's moist hole and gently inserts her finger inside her. She slowly moves her finger in and out feeling Katie's wetness increasing. Katie's hips start to move up and down in rhythm with her finger. She has no idea how she would explain what she was doing to Katie if she woke up yet she couldn't stop herself. Meanwhile, Josh had made the kids some breakfast and had them sitting down watching TV. He was wondering what was taking Jessie so long so he walked back toward the restroom where he found the door open and the bathroom empty. He then hears what sounds like a moan coming from the bedroom and takes a couple steps to the bedroom door. The door is barely open and he peeks inside not believing what he is seeing. Jessie is fingering his wife's pussy while she is asleep. He remains motionless as he watches Jessie sliding her finger in and out of her pussy. He can see Katie's hips moving and isn't sure if she is awake or if she thinks it's him finger fucking her. He continues to watch as Jessie pulls her finger out and sucks the juices from it before returning it back to Katie's pussy. Josh doesn't even notice but his cock is about to burst out of his shorts. Jessie leans over putting her face right above Katie's pussy and runs her tongue across her pussy lips. Katie responds by spreading her legs more and lifting her ass up to meet Jessie's tongue. Jessie slides her tongue up and down her slit. She flattens her tongue licking the soft outer folds of flesh like an ice cream cone. She laps at her pussy taking long strokes with her tongue. She points her tongue now licking the inside of Katie's pussy lips. She moves her tongue over her clit and lightly flicks her tongue across it and then circles her tongue around the outer edges of her clit. Katie has now lifted herself up into the doggy style position with her face buried in her pillow. She arches her back allowing more access to her pussy. Jessie licks at Katie's hole before sliding her tongue inside her pussy. Katie slides her hand underneath her and starts rubbing her clit. Jessie pulls back and rubs a couple fingers around her hole before inserting them inside. She starts to finger fuck her pussy faster and faster while Katie is rubbing her swollen clit. Katie pushes back onto Jessie's fingers, her breathing getting faster. She is getting very close to climaxing. Katie feels her body tensing up as she feels her orgasm coming on. Her pussy begins to contract as she lowers her hips back down to the bed. Jessie keeps her fingers inside her as she cums. She can feel her pussy tightening on her fingers before relaxing and repeating several times. As Katie's body begins to relax Jessie pulls her fingers out and licks the cum and juices from them. Josh moves away from the door and quietly but quickly walks back to the living room and sits on the couch trying to act like nothing happened. His breathing and heart rate still elevated. Just as soon as he sits down he hears Jessie coming toward the living room. She appears nervous and flushed and quickly kisses the kids bye and heads to her car and leaves for work. He hears Katie get up and the shower turn on. She gets ready for work and before she leaves she leans over to Josh and says thank you for my wake up this morning. Josh just smiles knowing that she had no idea that it was another woman that brought her to orgasm. Sleepy Time Anal "Linda? Linda is that you in the shower?" asks Greg. "Yes, Greg. I'll be done in a minute," answers Linda, Greg's wife. Linda woke up before Greg this Saturday, just like every other Saturday. Greg felt slightly annoyed. He wanted to have the chance to fool around with his wife before they got up for the weekend. However, it looks like she was anxious to start her day! Greg, still slightly disgruntled, creeps up on the bathroom door, which is slightly ajar. He peers in towards the mirror and is lucky that the shower curtain is not fully closed. He can see his tall, sexy wife in the reflection of the bathroom mirror. Greg slowly unzips his pants and begins to fondle his stiffing cock. Linda is clearly not aware of the show she is putting on for her husband. That is because she is very near sighted and she is not wearing contacts or glasses in the shower, for obvious reasons. Linda just finished washing her hair and takes the loofah in her hand. She applies a generous amount of soap to the loofah and begins to slowly soap up her body. She is really taking her time and this is having quite the effect on Greg. His once flaccid cock is nearly at full stiffness. However, what Linda does next sends him over the edge. She only has her ass left to wash. She rubs the loofah over her ass cheeks in Greg's full view. As Greg continues to play with himself he imagines the loofah is his cock and Linda's hand is guiding it over her ass. Then she runs the loofah up and down her ass crack several times. "Oh shit," thinks Greg, "If only she were doing that with my cock... I think I'm going to cum..." Greg feels his orgasm approaching as Linda cleans her asshole with the loofah. "Oh, I wish so badly that were my cock!" thinks Greg. Right before Greg is about to cum; he stops and thinks, "Maybe that can be my cock. I better save what I have for Linda." He tucks his aching cock back into his pants. He retreats just as quietly as he crept up to the door. As he turns his back as Linda shuts off the water ending her shower. By the time Linda has gotten ready for the day Greg has made a pot of coffee, and is still in his robe checking the news on his iPhone. Linda grabs her "to go" coffee thermos and pours herself some coffee. "Thanks Greg, baby, this is just what I need. I have so many things to do today. I have to go do my volunteer work this morning and then the girls and I have book club this afternoon." Linda says. "When should I expect you back?" asks Greg. "In time for dinner. I'll pick something up for us before I get home," says Linda. They kiss and Greg watches Linda's sexy ass walk out the door. "Oh well, she'll be back eventually," Greg sighs. Linda and Greg go about their respective days. Linda busies herself with her volunteer work and book club. Greg spends his day with miscellaneous chores around the house. About an hour before Greg thinks Linda will be home he takes a shower to clean up. As he showers, he thinks about the sight he saw earlier. Greg thinks about Linda in the shower soaping her self up. Her beautiful full breasts... Her long, sexy legs... Her pretty, pretty pussy... But especially her sexy, hot ass... Greg loves Linda's hot ass. Greg is always trying to play with Linda's ass. Kiss it, lick it, massage it, finger it, and most of all... fuck it. Truly, he worships his wife's wonderful ass. His fun is always limited though. Linda barely likes ass play, and only when she is really turned on. Thinking of Linda's beautiful, womanly ass has got Greg hard in the shower. Greg finishes up in the shower and quickly gets out to take some naughty pictures for Linda. With his cock at full attention, Greg grabs his cell phone and snaps a few pictures of his rigid member. He is so hard that his cock head is flooded with blood and is a deep red. The veins in his dick are at maximum thickness. His cock is fully prepared to deliver a load of cum. Damn his wife turns him on... Greg takes a picture of his cock from the side in all of its glory. One picture of his hand wrapped around his cock. Finally, he takes one last picture up close of his cock head and pee hole. He sends then all to Linda followed by a text that says, "Can't wait to see you..." Time goes by, Greg doesn't hear from Linda, and his cock eventually returns to its flaccid state. Near their usual dinner time Linda arrives home. She has dinner with her, but she never says anything about Greg's sexy texts. They eat, relax, and go through their usual weekend evening routine of watching a little TV and snuggling on the couch. After their routine and as they climb into bed, Greg asks Linda, "So, did you see anything interesting today?" "Well, I did, baby, and you know what I saw. But I have a terrible migraine tonight. I think it was just too hot today. I'm so sorry, hun. Tomorrow night, I promise, ok?" "Ok... That's fine," answers Greg, but secretly he was disappointed. They turn off the lights and as Linda nods off to sleep as Greg gently caresses her lower back. His hand wanders down below the elastic of her pajama bottoms with his index finger. Greg starts gently rubbing the top two inches of her ass crack. Up and down... Slowly... Lightly... Lovingly... Linda lets out a moan that signals this feels good to her. Greg does this most nights as Linda nods off to sleep as he watches TV. This is not usually a sexual thing; it is an intimacy thing. However, Greg has other plans in mind for Linda's ass tonight... After watching another TV show Greg stars to become bored. His hand finds its way from the top of Linda's ass crack to his cock, where it starts to play with his stiffing cock and his sensitive, full balls. Greg proceeds to play with himself, and it is now clear to Greg that his interest in the TV shows is waning. Greg looks over at Linda and thinks, "It is a damn shame that I'm playing with myself when my hot, sexy wife is next to me. I know she wasn't feeling good earlier, and I'm not sure she wants to be woken up. Especially just because I am hard and horny." Against all of Greg's better judgment, his hand wanders under Linda's pajama pants and again finds its way to her ass. Greg begins to rub her ass crack again. Linda moans and moves her ass closer to Greg, inadvertently giving Greg better access to her behind. After rubbing her ass a little more, Greg grows wild with lust; wanting to explore her ass more. Ever so carefully Greg inches Linda's pajama bottoms down. Her pajama bottoms are now a little past the bottom of her ass. Greg expands the range that his finger roams. Now his finger is running the full length of her ass crack. Deeper exploration is only hindered by her lacy thong underwear. Greg simply can't wait any longer. All the teasing his cock has endured through the day has reached its limit. His cock must cum soon. Greg starts removing her panties. His heart beats harder and faster knowing that he is exposing her beautiful assets. Eventually, he has her panties down to her pajama bottoms. Greg scoots both her pajamas and panties down a little further to get even more access. Greg licks and sucks on his index finger, getting it lubed to molest her. Greg parts her ass cheeks and slowly moves his finger tip to her asshole. Slowly and gently he runs circles around her asshole, but this is met with resistance. "Nuh-uh..." Linda sleepily mumbles, as she unconsciously moves Greg's hand away from her wonderful ass. "Fuck," Greg thinks, severely discouraged. He quietly and slowly gets up to pee once his throbbing hard-on retreats from the rejection. Greg returns to the bedroom and notices that his wife is so sleepy that she has not pulled her bottoms or panties back up. Greg lays next to her, admiring her naked rear end. The thought strikes him to begin gently molesting her pussy. Greg reaches around her waist and rims his fingers up on down the v-shaped perimeter of her pussy. He works his way down to her clit and begin gently rub it in a circular motion. "Mmmmmmm..." moans Linda, and moves her legs slightly to open up her pussy to Greg. He continues rubbing her clit, noticing that she is becoming increasingly wet. Linda's hips begin to move back and forth in a humping motion. Greg takes that as his cue to begin fingering her pussy. He slips his index finger in her and begins to work her slowly. Making sure the palm of his hand rubs her clit with each stroke. Greg feels her wetness increase significantly as her breathing increases. Greg slowly works another finger in her pussy. Soon, he is fucking her with two fingers and massaging her clit. The entire time Greg is watching his beautiful wife's face for any sign of consciousness. He notices her eyes open slightly. Greg thinks she is waking up and he asks his wife, "Are you enjoying this, baby?" All she replies back is incoherent mumbling. "Shit," Greg thinks to himself, "she is still asleep!" Greg continues working her pussy and with his free hand he reaches up to grab the lube above their bed. He opens the lube and rubs it onto his hard cock. Greg thinks back to this morning, when Linda was in the shower soaping up her sexy ass. He rubs his cock over both of Linda's ass cheeks, as he fantasized about her doing with his cock when she was washing her ass with the loofah. He continues acting out the fantasy with Linda's ass by himself, imagining Linda's hand guiding his cock into her ass crack and rubbing it between her ass cheeks. At last, he takes his cock and rubs it against her asshole, as if she was using his dick like she used the loofah. With his cock positioned as Linda's asshole, Greg just can't take anymore. While he finger fucks her pussy, Greg pushes against her asshole and his cock head pops in. This finally wakes Linda up. "Hey, what are you doing?" Linda asks sleepily. "Well, I'm fingering your pussy," Greg says sheepishly. "I know that. What is that in my ass?" she asks. "It's my cock. I'm sorry I'll take it out," Greg says. Nearly scolding himself. "Don't take it out. Everything you are doing feels amazing," she coos. "Good. It all feels amazing to me too," Greg tells her. The conversation has now woken Linda up. "Fuck me, Greg. Fuck my ass and pussy, please..." she begs Greg. Greg does as he is told. He slowly inches his cock deeper into her ass. Greg and Linda both feel more turned on than they have felt in ages. Greg can sense that his lovely wife is turned on immensely by the way she wiggles and squirms to assist his fingers and dick ass they fuck her. Before long, the entire length of his shaft is sliding in and out of her asshole. He props his body up and she turns her head back to him. They exchange passionate kisses throughout this steamy, lustful fuck. Linda involuntarily begins to arch her back. Greg knows she is on the verge of cumming, and he also knows that he is about too cum, as well. "I'm going to cum soon," Greg whispers to Linda. "Please don't make me pull out." "Cum in my ass," Linda says. "I want us to cum together, and I want to feel your cum in me." This sends him over the edge, as he shoots his cum into her ass. The feeling of Greg's hot, thick cum streaming into her sends Linda over the edge. Her pussy begins contracting around Greg's fingers and her ass does the same around his cock. They both groan and writhe in ecstasy. As their orgasms gradually subside, he removes his fingers from her, but keeps his softening cock in her ass. He wraps his arm around her and kisses her back gently. "Sorry I molested you," he days half heartedly. "Molest me anytime," she replies as she squeezes his cock with her ass and turns her head to smile sleepily at him. Sleepy Time Gal I had an interesting first-time experience with anal sex. I am a 26-year-old woman, and I have a live-in boyfriend. We sleep together, and we usually cuddle up in the spoon position when we drift off to sleep. We have a good sex life, and I believe we are both satisfied. We had never tried anal sex, although I wanted to. I know he is interested, because he has his finger up my ass quite often. He always does it when he is licking my pussy, and sometimes even when he is fucking me. One night in bed when I was almost asleep, he tried to shove his cock up my ass. I pushed him away, and just to tease him I said, "You will never be able to get that big thing up my ass!" We have watched some porn videos where the woman acts as if she is sleeping. The man fucks her every way he can think of, and she magically stays asleep. In one video, the guy fucks her up the ass, and she doesn't even flinch. My guy was really turned on during that scene. I said, "That's ridiculous. No one could sleep through that!" I suppose this is a male fantasy, and I wanted him to enjoy it, so I added, "unless she is drugged!" I found out quite by accident that I had planted an idea in his head. I was putting away some clothes that I had just washed, and in his underwear drawer I discovered a small paper bag. I looked inside, and I was concerned, because there was a bottle with some capsules in it. There was a hand written label on it that said Rohypnol, which is the date rape drug known as "roofies." I thought, "What the hell does he want this stuff for? He does not go out cruising the bars for pick-ups. I am a very willing partner, he doesn't need it for me." Then it hit me. He was planning to knock me out with it, and fulfill his fantasy of sleep-fucking me! I carefully put the bag back where he had hidden it. That night as we were watching TV, he went to the kitchen to get something to drink. He called out to me "Do you want anything?" I said sure, a small glass of diet Coke, please. I said make sure it is the caffeine free kind, I want to sleep well tonight. (Ha Ha) He brought it out, and set it on the coffee table. I just left it there, as if I was not too interested in it. When he got up to go to the bathroom, I quietly and quickly went into the kitchen and dumped it. I refilled it with more Coke from the liter bottle in the fridge. I set that down on the coffee table just in time, as he returned from the bathroom. As the program we were watching came to a close, I chugged the Coke down. We went into the bedroom together, got undressed and into bed. As soon as he thought I was in a deep sleep, and he started playing with my pussy and stroking my clit. I played my part, I pretended to be soundly asleep. He was reaching around under my butt as I lay curled up facing away from him. He touched my asshole, and gently rubbed it. His finger was wet from my pussy, and he slowly pushed it up my ass. I think he had wanted to fuck me up the ass for some time, but he was too shy or whatever to say anything. I wanted it too, but I didn't want to seem like a pervert or a slut, so I didn't say anything. He very carefully got out of bed, and I heard him walk to the bathroom. He fumbled around in the medicine cabinet, and I realized he was looking for something to lubricate my asshole. He didn't turn on the light, and I was hoping he found the Vaseline and not the Vaporub! He walked back to the bed quietly, like a man does when he comes home late from a night of carousing with his buddies. The bed squeaked when he got in, and he held his breath. I managed to not laugh. I heard him fumble with the jar to lube up his finger. I was on my side, facing away from him, with my legs pulled up so my knees were almost touching my chest. I felt him put his finger against my asshole, and it was Vaseline, thankfully. He pushed his finger in me, and slid it in and out to test it. I was glad that he was considerate enough to think of lubrication. It actually felt good. Now I couldn't wait for his cock to touch my very slippery asshole. His cock is exactly seven and one-half inches long. I know because I won a bet one night. I said it was over seven inches, and he didn't think so. I got out the tape measure, and I won! I don't like to play games, but this was fun, and it was exciting. We had both been too shy or embarrassed to ask for anal sex. We both wanted it, but we were afraid the other one would think we were disgusting. This seemed perfect, we could both pretend that I was asleep and that I would never know it happened. Of course, no one could actually sleep through getting a cock up your ass. But like I said about the video, unless you were drugged. It was difficult for me to keep up my act, because I was excited and aroused. He pulled his finger out, and then I felt the tip of his cock touch my asshole. Somewhere I had heard a quote that said anticipation was better than the real thing. He kept the tip of his cock lightly touching my asshole for a long time. He had a stiff hard-on, but the head of his cock was soft and smooth, and it was very exciting to feel it. He took several minutes to push the head in, because he didn't want to wake me. I made a little grunting sound when it went in, but I kept up my drugged-out act. I murmured some words, not full sentences, like I was talking in my sleep. I made sure he could hear some of the words, and in between I mumbled incoherently. I wanted it to sound like I was dreaming. He heard me say "big", "in me", "cum", and "fill me." He eased more of his cock in, literally a fraction of an inch at a time. He showed great restraint, because I know when a man gets his cock in you, he wants to shove it all the way in. After what seemed like an hour, but was probably five minutes, it was in about halfway. I pretended to talk in my sleep again, mumbling softly. I made sure he heard "help", and "rape" and "my ass", and just for fun I threw in "don't cum in me". He thought my dream had become a nightmare, and he stopped for a while. I moaned and sighed, and moved away from him as if I was uncomfortable. He stayed right next to me, and he kept his cock in me. I kept up the sound-asleep act, but now I adjusted my position slightly so his cock went in a little further. I made it seem accidental, but I really wanted it all in my asshole. He took advantage of my move, and pushed the rest of his cock into me. Now I was very aroused. I always knew I wanted to be fucked this way, but until now I didn't really know how it would feel. He kept very still, with his cock all the way up me. He still bought my act, and he didn't want to wake me and ruin it. I kept my eyes closed, and breathed deeply as if I was in a drug-induced sleep. He began to fuck me, but very carefully. He pulled out a little, and pushed back in. I was so turned on, feeling his cock slide in and out of my asshole, that I almost gave up the act, and said, "surprise!" He kept up a nice, steady in and out rhythm. The only sound was the steady squeaking of the bedsprings, and our breathing. He was very aroused because he was finally living out his fantasy, and just feeling his cock go all the way up my ass aroused me. I wanted him to stop being so careful, and fuck me harder and faster. I used the talking-in-my-sleep gambit again. I wanted him to know the rape nightmare had turned back into a hot fuck dream. I murmured and mumbled things like "fuck me!" and "Oh my God!" and "feels so good!" and "squirt your cum in me!" like I was delirious. He slid it in and out of me faster until he shot a large amount of cum into me. He had to struggle to not make a sound when he pumped his load into me. He pulled it out, turned over, and went to sleep. Not so much as a good night kiss. I had a hard time getting to sleep because I was still aroused. I guess he didn't think he needed to satisfy me, because he thought I was almost in a coma. The next morning I told him that I had a very sexy dream. "Really", he said. "Tell me about it." He never wants to hear about my dreams, so I knew this was bullshit. I told him that I had dreamed that I had been fucked in the ass. I said it was some stranger with a really big cock. I said it was really erotic, and I could almost feel it when he pumped his cum in me. He just smiled. I said it had really turned me on, and I was still aroused now. I said I would like to really try it sometime, and he said "How about right now?" He had his usual morning hard-on, and I started playing with it. He started to stroke my clit, and finger-fuck me. This seemed too much like our usual routine, so I said "I thought you were going to fuck me up the ass!" I know that is a crude way to say anal sex, but I was hoping it would excite him. I didn't want it on my side again; I rolled over face-down instead. I wanted him on top of me, so I could feel dominated. My asshole was still very slippery from the Vaseline and his earlier cum injection. I didn't ask him why my asshole was so stretched and lubricated. I don't know how he would have bullshitted his way past that. Instead, I acted like I was still an anal virgin. His cock would have slid right into me, but I acted like I could barely stand it. He pushed the head in, and I said, "Ouch, wait." He was mystified, because he had just had his cock all the way up my ass a few hours ago. He pushed again, and I said, "Go slowly, it is too big." I made him ever so slowly push his cock up my very receptive asshole. While I was acting like a 12-year old girl scout being butt-fucked by her uncle, I was actually enjoying every inch of it. I am not one to squeal and squirm and thrash around. I like to lay still, and just surrender to being fucked. It puts me into a dreamy state, almost trance-like. My thoughts are "Take your time, enjoy yourself, fuck me for an hour if you want to, just don't pull it out until you come." He didn't last for an hour, but he did a good job. I played with my pussy while he fucked me, and when he came I did too. I don't know where my desire to be fucked in the ass came from. When I see my man naked, with his cock standing up nice and hard, I have this intense desire to take it up my asshole. We still do have other kinds of sex, oral and vaginal. However, if he starts in my pussy, it is just foreplay. We both get the idea at the same time, and he pulls it out of my pussy, and shoves it up my ass. As far as oral sex is concerned, I do like it, but cum has kind of an unpleasant taste. I swallow it anyway, because it is not the taste that turns me on. I realize that it is alive when it squirts out of his cock, with billions of sperm swimming around. It is a living part of him that becomes a part of me. I am literally eating him. I guess we have become anal fanatics. We do it every night now, and I have never admitted that I was awake the first time. I think he suspects that I was, but we keep the fantasy alive. By the way, he is really a good guy. He would never use drugs to date rape some unwilling woman. He just thought it would be OK with me, and it was!