Anal Adventures (MF, large toys, anal) She stood looking at the door.Turning fantasy into reality frightened her. The stories of rape and murder purveyed by newspapers eager to sell more copies with lurid headlines and sordid tales rattled in her brain. She knocked. The door opened, and he stood there. She smiled. "Hi", what must he be thinking? The only reason I’m here is for him to stick things in my asshole! He smiled back, "Hi. Come in." She stepped inside and looked around the room. She jumped a little as he shut the door behind her, but she could feel her pussy starting to wake up. There was a bottle of wine and two glasses on the table. They made small talk, getting comfortable with each other. He poured each of them a glass of wine and handed one to her. Their fingers brushed, and she jumped. "Hey, I’m not going to hurt you, at least...I mean, well it might hurt a little bit but only to give us both pleasure." "I know," she replied. "But it feels strange to know the only reason we even met is for you to penetrate my asshole with anything you like, even that wine bottle when we are through." She blushed as she said it and quickly swallowed some wine. He looked at the bottle thoughtfully. "Hmmmmmm. I hadn’t thought of that! How much time do we have?" She looked at her watch, "I have to leave by 5:00 pm so we have six hours if we need that long." "Then let’s get started. I have a cucumber I’m eager to see sticking out of your ass while I work my fist into your pussy!" He led her toward the bathroom. "Why don’t you undress while I get the first enema ready. When you’re ready come in here."She stripped and hung her clothes in the closet.Then she pushed open the bathroom door. He was already naked and filling an enema bag at the sink.. He was right. He definitely had a cute butt. She reached out and touched it and he smiled at her in the mirror. "You were right, you have a cute butt." She eyed the bag nervously. "What should I do?" "First of all, relax! I’m going to hang this on the hook over here and give you a syringe enema to clear out the lower colon and get you ready for the first warm, soapy two quarts of water in this." Finished preparing the solution, he hung the bag and filled the tube of the syringe. He pulled surgical glove over one hand. Then he took the cap off the KY and squeezed some onto his fingertip. "First I’m going to lube you up so your asshole won’t get sore from the enemas. Lean over here." She positioned herself according to his instructions and waited. Gently he touched her ass and started to rub each cheek softly. The he carefully spread the globes of her ass and exposed her puckered hole. One finger pressed gently on it, and she jumped. Slowly he massaged her tender asshole and spread the KY around the edges.The finger pressed a little harder, "I’m going to push it in," he whispered into her ear. "Ready?" She nodded and the probing finger pressed harder until it pushed it’s way past her tight sphincter. He gently massaged her asshole with the KY and his finger until he felt her start to relax, then he withdrew his finger. "Come in here and lay down now, while I take your temperature." He said.She let him lead her to the bed and lay down on it. She could hear noises behind her as he prepared and lubed the rectal thermometer soon to be nosing it’s way into her ass. She lay quietly, not even jumping as he spread her cheeks and slid the thermometer’s slick, mercury-filled bulb into her butt. He held her butt cheeks apart and stared at the slim glass tube sticking out of her asshole. He gloried in the thought of what else he had planned for her. He put a little more KY on his fingers and began massaging the soft tissue between her anus and vagina. Each time his questing fingers reached her anal opening, he massaged gently around the thermometer, waiting to record the temp. After 3 or 4 minutes of anal massage, he removed the thermometer, read the temperature and recorded it. Then he replaced the rectal thermometer with the enema syringe nozzle. "You’re going to feel a rush of liquid, here it comes." She felt a gurgling in her bowels and was delighted in the sensation. "Mmmmmmmm oh. That feels good!""You sound surprised?""I am.I never thought it would feel this good." "This is warm oil to really loosen everything up and clean you out, so I’m going to put this butt-plug in you to hold everything in. This may hurt a little, but I want you to relax as much as you can." She buried her face in her arms. He selected a small sized plug from his toys and carefully lubed it well. Then he placed one hand on the small of her back, spread her ass and placed the blunt nosed, tapered plug at her asshole. Slowly he began to push it in. She was SO tight. "MMMM Ow!" she jerked, but he kept pushing. As the widest part of the base shoved it’s way into her ass, she tossed her head and her hair hit him in the chest. "Ow!" then as her sphincter closed around the base, "Ah, that’s better!" He held her in place with his hand on her back and admired the flat end of the plug sticking out of her hole. Then he took both hands and massaged her ass, watching how the end of the plug wiggled as he moved her ass around. "Stay put for a minute, I’ll be right back." She lay there, exposed, with the flat base of the butt plug sticking up obscenely from her asshole. He went into the bathroom and got a towel which he placed on the chair near the table.Then he called her. " Come here and have a drink." Carefully, she straightened up. Gingerly, conscious of the plug in her ass and the oil sloshing in her rectum, she took one careful step after another over to the chair."You want me to sit down?!" He grinned at her. "Oh yes!. Drive that plug deeper into your ass while we wait for the oil to work!" She positioned herself, and lowered her plugged ass onto the chair. Carefully she put a little pressure on it, until bit by bit she seated herself on the chair.He handed her wine glass to her and she gratefully drank half of what was left. He leaned over and refilled her glass. Setting the bottle back on the table, he grinned at her wickedly, "Imaging that bottle filling your pussy.Better yet, imagine it stuffed into your asshole!" Then he leaned down and picked up both her feet and put them in his lap. "Ohhhh!" it was halfway between a yelp and a sigh as the plug in her ass was driven deeper by his action. "I’m going to lay out the toys we are going to shove into your asshole today.I want you to relish each one of them and be aware of what is going to find it’s way into your holes." He stood up and allowed her feet to fall to the ground. As he moved over by the bed, she could hear the sound of a zipper on a gym bag being opened. A long thin plastic dildo was the first thing he took out.It was very long, but didn’t look any larger than the plug she imagined in her guts right now. "I can manage that" she thought. Then a much larger dildo was removed. It had a narrow, blunt head and flared widely at it’s base. It had a sharp flare from maybe an inch in diameter to five inches across while being nine inches long. She gasped. The noise attracted his attention. "You want to look at this one closer?" He brought it over to her and held it out. She took it hesitantly. "Imagine me shoving that into your ass, stretching your tight little hole." He took both her hands and rubbed them over the fat end of the dildo."Imagine that sticking out of your hole. Do you think I can get it all the way in?" She looked up at him. " Kiss it for me. Show me you want it." She stuck her tongue out and licked the thick end of the dildo while staring into his eyes.Then she handed it back to him and licked her lips. He took it back and laid it next to the other one on the bed. Then he pulled a monster double headed dildo out of his bag. "This one is for depth penetration. I want to open your upper rectal sphincter too."Next came several carrots in varying diameters, two bananas, and a HUGE cucumber that was at least three inches thick from end to end. "Ahhh my favorite!" the last item was a bat. He brought the baseball bat over to her. "I’ve always wanted to try and fuck a woman’s asshole with one of these. I figure if you can take my fist in your ass, we should be able to get one end or the other into one of your holes.I want to push this bat as deep into your asshole as I can, and then I’m going to fuck you with it until you cum. But that is the grand finale." He turned back to the bed and added the monstrous bat to the other toys on it. "Just so you know, we won’t move on to the next item until you have cum with the current one working your asshole. If we run out of time, we run out of time. I’ don’t want to hurt you too much." Her eyes were huge in her face, taking in the collection of toys on the bed. But her pussy was dripping wet in anticipation. She rocked gently on the plug in her ass and took another sip of wine. "Come on, let’s clean you out." They went back into the bathroom. He had her lean over while he spread her cheeks. "I’m going to pull out the plug now. I want you to void in the toilet." She could feel his warm hand as he grasped the end of the plug firmly. Gently he began to pull it out. When it was about a third of the way out he positioned her over the toilet and then jerked it all the way out! She sat down and felt the rush of fecal matter emptying into the toilet. He turned away to clean the plug while she finished expelling. When he looked back at her she was blushing. "I’ve never had anyone in the bathroom while I emptied my bowel before." she explained. "It feels odd." When she finished expelling what she could, she cleaned herself up. Then flushed. He had her stand and again gently lubed her ass with KY. He positioned her to his liking over the edge of the tub and inserted the enema nozzle deep into her asshole. "Are you ready?"he asked. She couldn’t speak but nodded. "No, I want to hear you say it. Tell me what you are ready for." "I-I’m ready to feel the rush of warm, soapy water into my asshole and feel it distend my belly." She whispered. "Very well…….here." and he released the clamp on the hose. She could feel the water emptying into her and she began to feel fuller and fuller. He pushed her head down and had her raise her ass. She could feel the water working its way into her belly, pushing it out. Finally, the bag was empty. He grasped the nozzle, and began to pull it out. Just the tip was left inside her, and he began to push it back in. Back and forth he worked the nozzle, in and out, watching it move in her puckered and filled anal opening. "I want you to hold this for 10 minutes. I’m going to replace the butt-plug now." He pulled out the narrow nozzle and again she felt the blunt, blind nose of the plug at her ass. "Hold it in!" he warned.He pressed the plug into her ass. Again she jerked at the thickest part of the plug passed her sphincter. Again he grabbed the base of the plug and wiggled it in her ass, admiring his handiwork. Instead of leading her into the other room, he laid her down on the bathroom floor and spread her legs so he could see her pussy. He spread her pussy lips and pinched her clit lightly. It embarrassed her to have a man looking so intently at her pussy. No one had ever done that before. Gently he dipped first one and then two fingers into the dripping wet hole. "I see you’re enjoying this!"she nodded. "Say it!" "I’m enjoying this very much. I can’t believe how hot this makes me." He left her on the floor and prepared a douche. "I think a drop or two of cinnamon oil is in order. We want your pussy to NEED attention, but not enough to hurt." When he was ready he had her sit on the toilet and he pushed the douche nozzle into her pussy. Then, holding the bag so he could control the water flow, he sat in front of her on the floor. "Spread your legs."She spread her legs as wide as she could. His eyes never leaving her pussy, he pushed the nozzle harder into her pussy and then released the water.She jumped as the warm water surged into her vagina. She could feel it cleaning her out, reaching every part of her fuck tunnel. Then it began to sting and itch just a little and she squirmed. "Feeling the cinnamon huh?" he asked. She blushed and nodded, "But…it …feels good."The water was pouring out of her pussy as he forced more into it, it looked like a waterfall from her body into the toilet. When it was over he gently patted her pussy dry. Suddenly her abdomen cramped. "Ohhhhhhhh. I need to shit!" He stood up. "Hold it for me babe, Hold it!" He busied himself getting her next enema ready. This one was slightly cooler. When it was ready, he had her stand and then he pulled her plug.Again she sat on the toilet to expel. He gave her enemas until her expelling was clear and then led her into the other room and gently laid her on the bed. He laid her face down on the bed reached for the long, thin dildo. He lubed it quickly with KY and positioned it’s narrow nose at her puckered rosette. It flexed slightly as he applied a bit of pressure to it. "Take a deep breath and press out with your anus" he directed. He listened as she took a breath and as her muscles started to relax he applied steady pressure and shoved the slender dildo into her waiting ass.Her head came up and she gasped as tears watered her eyes. Her long brown hair flicked his nipples as he leaned over her back and a muffled groan escaped her lips. "Like that?" he whispered? "Oh yes! But my pussy itches!" she moaned. "It’s supposed to." He slapped her ass and said "Turn over… and spread your legs."Looking at her ass, he admired the red hand print. "Wait! I want a matched pair of prints on your butt. You look great with the end of the plug sticking out of your asshole and .." Smack! "a matched pair of hand prints on your butt." She jumped when the second slap connected with her unmarked cheek, but if he was expecting more he was disappointed. "Turn over now." She turned over and spread her legs. She could feel the dildo digging into the bed where it stuck out of her body. Gently she rocked it back and forth reveling in the sensations it produced in her body. "Oh yeah!" "You are not allowed to close your eyes for this. Nor are you allowed to look anywhere but into my eyes. Do you understand what I require of you for this stage?" "Yes." "Take a deep breath, hold it."She held her breath and he lifted her knees, spread them wide, and then pushed them back almost to her hip breasts."Ok, breathe normally and hold your knees like this." She obeyed, keeping her eyes locked on his face. His eyes were glued to her widely spread pussy. She felt vulnerable in this position. She was rocked back, holding her knees spread and high, granting access to her pussy and her asshole with it’s obscene intruder sticking out of her anus. It wasn’t touching the bed anymore. With one hand, already lubed with KY he began circling her clit, with the other he began working the shaft sticking out of her ass. A long pull out, two clit circles, a strong push in, two clit circles. Out, In, out, in, out, in. Then he began dipping a finger into her exposed pussy, soon he had a rhythm going between her pussy and her asshole. Her breathing got faster and her hips began to match his rhythm. Ungently he shoved the entire length of the dildo into her rectum and focused his attention on his pussy. He worked her pussy with two fingers, and as the soft flesh began to stretch added a third, and then a fourth. She was moaning with pleasure, staring into his eyes, offering up the intimacy of her visual response. Unable to see exactly what he was doing she felt an intense pressure and pain lanced through her tender pussy. Her eyes filled with tears."Watch me!" he commanded, "Keep your eyes on mine!" She gazed deeply into his eyes and felt his whole hand force it’s way into her vagina. She could feel him folding it carefully into a fist. Her eyes widened as he began pumping his fist in and out of her distended pussy. His attention was now focused on her obscenely stretched pussy, but she kept her eyes on his face as instructed. He played with her body, enjoying the vision of his forearm sticking out of her pussy. He could feel the dildo filling her anal cavity and massaged it through the thin membrane separating her pussy from her ass chute. He was in absolute control of her body and enjoyed pumping his fist in and out of her pussy.He withdrew until his clenched fist pulled her vaginal lips taut and the shoved his fist in until he reached her cervix. Carefully, he unfolded one fingertip and tried to insert it into the opening at the end of the tunnel. Finally he decided that she should orgasm now so they could move on to another toy. He began pumping her pussy with his fist and her anal cavity with the thin dildo. He watched the expression on her face and observed the onset of her orgasm. Just as she began to peak, he jerked the dildo out of her ass, "Ohhhhhh Yesssss! " she moaned as the orgasm slammed into her. Judging carefully her peak and the rapid plunging of her hips, he braced himself and yanked his hand and arm out of her pussy. ‘Ahhhh!Owwww!" she squealed. He rolled her a back a little farther and inspected her asshole. Then he selected a carrot from his toys on the bed and showed it to her. It was definitely larger in diameter than the dildo had been.He dipped it in her pussy working it around until it was covered with her juice. Then he slipped it into her mouth. "Lick it. Get all your pussy juice off it." She nodded and began licking. He worked the carrot in and out of her mouth as though he were mouthfucking her with it.Then he took the carrot and shoved it into her ass. The first inch or two was easy, but then the diameter increased. In and out he worked the carrot until only the flat end stuck out of her ass. Then he took another carrot worked it into her asshole next to the first one, then a third. Holding two of the carrots in one hand and the third in the other, he began working them in and out of her asshole in an alternating rhythm. In and out, in and out, varying the speed and motion.Still her eyes were on his face watching the intensity of his expression as he gave full rein to his fetish. Again her body began responding to his obscene demands. As his motions got rougher, she felt an incredible bloom of feeling in her asshole. For the first time she began bucking in the throes of a totally anal orgasm. As she quieted, he rolled her over and began adding the rest of the carrots to the bunch sticking out of her asshole. Then, he stepped back and there was a Click! Flash! He had taken a polaroid shot of her ass in the air with a bunch of carrots shoved up her asshole! "Hey!" her head came up. "That wasn’t in our deal!" "Relax!" he said and showed her the already developing picture. "No one can tell who you are, and I want some pictures to remember this afternoon by." She could see he was right. All you could see in the photo was an upthrust ass and some carrots sticking out of it. "Well," she said, "Its definitely a new take on still life!" She looked back over her shoulder and watched as he extracted the carrots from her warm hole. One by one he pulled them out of her, dropping them into a waiting trash sack. Then he picked up the double headed dong and began lubing it. She shuddered and dropped her head on her arms. She jumped when she felt something touch her anus. But relaxed when she realized it was his fingers applying a generous amount of lube to her carrot hole.Then the impersonal head of the monster dong was pressed against her anal opening. "Press out" was all he said. She took a deep breath and pressed out. He pushed steadily against her asshole and suddenly the head of the dong popped through her sphincter. "Ahhhhhhhh that hurts!", she cried and her head came up nearly hitting him in the chest. She wiggled her ass trying to get away from the sting of the rubber monster jutting out of her asshole. She tried to clench her muscles but the dildo wouldn’t let her, she tried to push it out, but the flare of the fake cock-head kept it firmly lodged. Whack! Whack! He slapped her ass again. "Hold still! We’re not even close to finished here yet!" Moaning she stilled her struggles. He admired how her anal ring was stretched by the dong and how the length trailing out of her ass looked like a fleshy tail.Then he began to push more of the 3 ft double headed monster into her guts. She moaned as inch after inch made its slow way into her guts. After about 10 inches had disappeared into her rear, he hit an obstruction. "Ow!" "That is your upper sphincter. Hold still." He gripped the monster dong firmly and shoved it firmly into her asshole. "Oh God, oh God, ohgodohgod" she moaned. He shoved some more and grunted in triumph as he felt her inner ring give. He continued feeding the rubber dong into her guts until only eight inches was left sticking out. Click! Flash! He took another polaroid to remember her by. Then he rolled her over on her back and massaged her belly where the intruder distended it.He straddled her head and positioned his cock over her mouth. "Open up and suck!"she opened her mouth and took his dick into her oral cavity. She began tonguing and sucking his cock, pulling him into her mouth like a vacuum. Her tongue circle the rim of his glans and her mouth sucked and pulled at the side of his organ. Laying on her, he grabbed a large vibrator and placed it on her clit. She jumped and her throat convulsed when he turned it on…high. He could hardly control himself as her throat worked his cock. His eyes were filled with the nasty sight of one end of the double headed dong protruding like a tail out of her asshole, and the vibrator working her into another orgasm. He knew that he was the only one to ever have shoved anything into her asshole larger than a finger. The idea of how much was stuffed into that little opening and what else was going in there nearly sent him over the edge. She sucked him harder and he pulled out of her mouth and positioned himself between her legs. Then, pulling on his cock, he shot streams of gooey sperm onto her anus with the fake dong sticking out. After he finished coming, he took the last eight inches and used it to fuck the monster dong in and out of her ass. He kept working it in and out and stretching her hole until he could see she was beginning to climb into orgasm again, right as she peaked, he gripped the bit of dong he held firmly, and as she thrust her hips in her mindblowing cum, he jerked the entire length of double-headed dong out of her asshole in one smooth pull. Before she could react, he grabbed the cucumber and shoved it into her sperm and KY slicked asshole. Then holding it in place, he helped her turn over onto her knees again. She put her head down on her arms, and thrust her ass in the air with the green cucumber sticking out of her ass. Click! Flash! A third Polaroid joined the others on the table beside the bed. He set the camera down and began fucking her anal opening with the cucumber. It was easily 3 inches across and was the widest thing to make it’s way into her asshole yet. He watched fascinated as her anal ring was drawn in and out of her body as he fucked her with the vegetable. The muscle was taut, and he squirted some KY onto the ring and massaged it in while he worked the cucumber. In and out, in and out, in and out.He was tempted to shove the cucumber all the way into her asshole and let her shit it out later. It would be no worse than a HUGE turd. He chuckled at the thought. Maybe when he was through with her anal cavities he would do that. Over and over he fucked the cucumber into her ass, stretching the anal ring to take the next toy he was going to shove into it. Man! he wanted to shove the thick end of the bat into her ass and fuck her with it. He wanted to get several polaroids of that one!He was going to shove his cock down her throat while he fucked her with that bat Couldn’t have the cucumber in the way for that! His plans were interrupted because she was again being manipulated into orgasm by the vege he kept shoving into her ass. He reached over and got the nine-inch dildo and just as she began bucking and coming he pulled the cucumber out and replaced it with the first five inches of the dildo.The sixth inch made her squeal in pain. It dilated her ring to four inches with no warning. Keeping one hand on the dildo to keep it in her ass, he pulled her over to the chair by the table. The towel was still in place from earlier and he motioned her to sit. "Sit? Now?…..How?" Impatiently he pushed her down on the chair and as her weight forced the flare at the base of the dildo into her asshole she screamed and bounced right back up. But it was too late! The wide flare of the dildo had popped past the entrance to her poop chute and the sphincter had closed around the groove cut in the base for just that purpose. "Ahhhhhhhhhh Owwwwwwww" she moaned and stood with her legs spread. Suddenly he had an idea. He grabbed the empty wine bottle and pulled her over to the bed. He positioned her on the bed, with pillows between her legs and under her stomach, her ass in the air. He made her lean forward and wiggled the dildo in her ass, admiring the stretched ring of muscle. Then he reached under her and inserted the neck of the wine bottle into her pussy. Carefully he propped the bottom of the bottle against the pillows between her legs. "Ok. For this game, I’m going to relax, and you’re going to do all the work. You fuck that bottle until you come. If you don’t have the entire bottle inside your pussy by the time you come, I get to do it, large end first, ok? I’m going to watch you to make sure you don’t cheat, and come on your ass when you do." He positioned the chair at the end of the bed and reached out and slapped her ass. Click! Flash! Another photo. "Ok, you can start now." She was humiliated by what he was making her do, but was so hot she immediately started working that bottle into her pussy. Over and over she fucked herself onto the bottle until only an inch stuck out of her stretched pussy.Then she sat upright and ground her pussy and asshole against the mound of pillows between her legs. Over and over she twisted and ground feeling the cum building and building.Her hair was streaming around her shoulders and her head flailed on her neck. Harder and harder she ground her crotch on stuffed full of the massive implements in her holes."I-I-mm cooooommmmming Ah! God I’m comming!" She fell forward onto the bed, exposing her stuffed asshole and pussy to the man watching and masturbating. As she lay there grinding her clit and pussy into the bed in the aftershocks of orgasm, he leaned forward and spermed her obscenely stretched asshole.Then without waiting for her to recover, with no warning at all, he grabbed the dildo and yanked it out of her ass. She was so exhausted she could barely move. He grabbed the camera again. Click! Flash! Her asshole trying vainly to regain it’s former pucker was recorded for posterity. Before she could object, he pulled the cum covered bottle out of her pussy, and pressed the wide end against her gaping anal sphincter. He bore down and pushed until the bottom of the bottle filled her anal cavity. Click! Flash!The neck of the bottle protruding from her asshole joined the other photos on the table. The grasping the neck of the bottle, he fucked her hole with the wide end until she spasmed in another induced orgasm.The he smoothly pulled it from her asshole. He reached over and picked up the baseball bat lying on the floor by the bed. He greased the wide end liberally with KY and stood it on the floor, handle end down. "Get over here and sit on the end of this bat!" he demanded. Exhausted she pulled herself off the bed and carefully straddled the bat. She pulled her ass cheeks open and gingerly positioned her sphincter against the end of the bat. He lay down on the floor with his camera aimed at her asshole and the bat poised to violate her stretched open anus. Click! Flash! "Okay, now start shoving it into your guts while I take pictures." He started clicking at intervals as she lowered herself onto the bat. After the thickest 10 inches of the bat were embedded in her gut he made her get back up on the bed with her ass in the air and the bat handle sticking out of her asshole. He took several more pictures and then grasped the bat and began fucking her ass with it. Over and over he fucked her hole with the bat. He twisted and twirled it, with a corkscrewing motion. Then he lay on his back. He positioned her above him on her hands and knees and shoved his cock in her mouth. While she sucked his cock he used his hands and fucked her ass with a baseball bat, over and over and over and over and over and over………. Just as he started to spurt in her mouth, she began fucking herself against the bat in a mindblowing orgasm.