Note: This story was dynamically reformatted for online reading convenience. Chloroformed Adventure A few months had passed from Mara's last Chloroform experience. I had waited a few days before I had her watch the tape she never even knew was made. Her reaction was even better than I had thought it might be. The video was fairly short and I did not tell her what it was, just that I wanted to show her something. Her eyes were glued to the screen and I am not even sure she blinked the whole time as she watched. As soon as it was over she started to squirm and turned her head to look me straight in the eye. "When did you film that!!!?" Mara asked shocked. "Just a few days ago", I responded. "remember that morning you woke up next to me and said you were still sore from the night before..." "Wow, I knew i felt way more sore than normal" she stated, then looking back to the screen, said "I need to watch that again, but I want you inside me while I do." I got up to restart the video and asked her "if you want to watch with me inside of you, do you want me to just get behind you while you are on all fours?" Mara looked at me and said "I want a little more control of your cock as I watch, just lay down with your head by the TV and I'll climb on top of you." As she said this she was already removing her clothing and was looking at me wondering why I was still wearing mine. Mara meant business, and I was not going to deprive her of her wish for pleasure! I quickly disrobed and laid down as requested with my head near the screen and waited. The anticipation had already gotten me semi-hard, and started to stroke my cock to try and get me fully erect and ready for her. Mara stood up, moved over to where I was, and placed a foot on either side of my hips. She had grabbed the remote in her hand and had started the video, but as soon as her sleeping naked body was in view, paused it and dropped the remote next to her feet on the ground. I was a bit confused, but this was all for her (not that I was not going to enjoy it as well), and I was not complaining having a beautiful woman standing above me. Mara never looked away from the screen and she reached down and spread her pussy lips exposing her completely soaked inner secrets to my view. She must have REALLY gotten turned on watching the video the first time to be this wet. She reached down with her other hand and using one to keep her lips spread, she started rubbing her finger in her soaking slit and once thoroughly coated, I watched as she slid two fingers into her warm depths. After a few seconds of this she removed her fingers and keeping her pussy spread wide, reached further down and back to smear her slick juices along her beautiful anus. After coating her little rosebud, she went back to fingering her pussy and I watched as she slowly started to lower herself towards my now rock solid cock. Still looking at the frozen screen she lowered herself enough and placed the head of my cock at the entrance to her pussy. Once it was there and she was in place, she reached down for the remote and started the video. As she watched me on the video start to eat her delicious pussy, she lowered her scolding wet pussy onto my cock with a loud moan. She placed her hands on my chest and with her feet on the floor started to slowly ride me. Gyrating her hips on both the up stroke and downwards thrusts was a wonderful sensation. She only did this a few times then reached down and grabbed my cock as she raised her pussy from its pleasure. I was confused why she was stopping as she didn't seem like she was close to cumming yet. Mara then shifted her hips slightly and started smearing my sopping cock head against her anus. she had not fingered her little asshole and she was extremely tight. In fact, as she started to lower her hips to apply pressure, there was no movement. Her anus was not giving in, and was staying shut tight. Mara started to moan and from what I could see on the screen I had just entered her on the video. She started to lower her hips even more and was REALLY applying pressure now to the point that I was starting to bend and it was really starting to hurt me. I was just about to say something when I felt her rosebud finally start to give. At first it was a slight release as Mara really started to moan and I could feel the head of my cock was not even all of the way in yet. As soon as my swollen mushroomed head was firmly in her ass she removed her hand and jammed her fingers back into her sloppy cunt. Even though she had only inserted the head of my cock into her ass, I could feel her fingers swimming around inside of her moist slit. It was a wonderful feeling to have her anal ring squeezing my cock right at my glands and her fingers rubbing and stroking me from inside her pussy. She soon removed her fingers, and smeared them all over my cock, then to my surprise simply placed her hand back on my chest to meet its counterpart. Mara took a few deep breaths and I was confused what she was doing then in one movement slammed her anal ring down on the full length of my cock on one motion. She had her eyes glues to the screen and was not coming back up. She kept my cock fully embedded into her rectum and was now sliding her hips forward and back. It started with a slight movement but after a minute she was sliding so far back she could grind her clit into my pubic bone. Mara was struggling now to keep her eyes open as her orgasm ravaged her body as she was ravaging my cock and using it to give herself a shattering climax! She screamed and kept screaming to the point I thought she might almost be in pain. With the way she slammed my cock into her ass that had not been loosened up first or the way she was still grinding my cock deep in her ass, she very well could be in pain, but she was loving every second of it. Soon the video was over and Mara collapsed on top of me panting heavily. Between pants as her breath was slowing she said "Oh my god... that was so intense!" Once Mara had calmed down and was breathing normal again, she sat up, put her feet back on the floor, reached back behind herself and spread her lower ass and upper thighs. She then leaned back and this gave me an excellent view of my cock that was still engulfed in her ass. Mara then slowly lifted herself from my body and I watched as my cock reappeared, inch by inch. Soon she was at the head and as she continued to lift, my cock fell from her ass and landed on my stomach. This left her used anal entrance open, and leaking my cum, as she let it dribble all over my used cock. I could feel the warmth as my cum dribbled out of her used ass as her anal ring slowly closed and she stood up to go get cleaned up. After we both got cleaned up we sat down and started talking. Mara said "I don't know weather it was the fact that i didn't even know this happened, or just the sight of watching you use me in any way you want, but something about it really gets me going." Laughing, I responded "yea I can tell that! you came so hard and were riding me so hard I thought you might break my cock right off." Mara had a coy smile on her face and she looked down at her lap saying "yea, I think I over did it a little bit. I am really sore and my ass is not very happy with me right now." "Well, let it rest and and I'll make sure to give it a good kiss every night before bed until you are back to normal" I said to her half joking. She smiled at me and just said "Deal!" At dinner that night i couldn't keep from thinking about what we had done, and I'm sure Mara was doing the same as both of us seemed to be doing more day-dreaming than talking. I broke the silence and said "We both seem to like this enough to do it again." Mara looked at me both excited and curious of what I was thinking. "What do you have in mind for me this time?" "I was thinking doing something out in the world somewhere, and not at home. I would guarantee that I will be the only one involved and you will always be safe." I said as i looked at her. "What do you think?" Looking at me a little unsure, Mara said "I'm not sure i want to be unconscious out in the world. At home is one thing, but that is kind of scary." Smiling back to her I said "scary enough to make you not want to do it, or scary in the way that it will make you more wet and excited?" Mara was silent as she looked at me, and I could tell she was really thinking. As she started to shift her weight around in her chair, I knew I had my answer. She must be getting aroused thinking of it and is getting wet all over again. She broke the silence stating "as long as you can guarantee my safety and you are the only one involved, I trust you." "Perfect" I said with a huge smile on my face. "I'll work out some details and then get any items I need. I will not tell you when it will happen, or where. I want it to be a surprise like last time, I assume you are fine with that judging from your reaction to the last video." Mara just smiled at me and said "Will I need to do anything to help?" I looked at her and laughing I simply said "don't scream..." Mara looked at me with a confused look on her face, and we finished our dinner. A few month had gone by and I could tell the suspense was killing her. She never knew when or where our next encounter would take place. It was now fall and all of the kids were back in school and the nights had started to become crisp, but the days were plenty warm. Mara often went for a jog through the woods that were behind our house. A couple times she had told me that she would get annoyed on her longer runs that she needed to pee. She would have to stop at this new park bathroom they just built that was almost at the end of her run, but she couldn't wait until she got home and didn't want to go on the train in case of another runner. This building was what i was going to use for my plan. I had to wait for all of the kids to go back to school and the weather to turn, as then there is almost never anyone there during the weekdays. Mara didn't know, but I had taken the day off of work, and with her rotating schedule she had told me she only had one day off this week so she needed to get her run in and it would have to be a longer run. The night before, I made sure the both of us had a lot of fluids to completely hydrate our systems. I also got her favorite organic orange juice so I knew she would have a big glass with breakfast, then shortly after, go for her run. As i didn't know when she was going to leave for her run and I didn't want to wait for her all day, I left for work at my normal time so she would not think anything was different. I drove around a bit and then sat a few blocks away with a view of the house so I could see when she left. After waiting for over an hour, i was starting to worry she might have gone out for her run while i was driving around, but then I saw her coming out the house. She turned away from me and headed out for her run. I quickly parked the car at the house and ran in to check if she had drank anything with breakfast. To my excitement, i was correct and she had drank a good amount of her juice. I quickly got in the car and drove to the park with the new bathroom building. I parked my car about a quarter mile down the road so it would not bee seen and jogged to the park with backpack of supplies. I was pleased to find the park empty as everyone was either in school or at work. I entered the women's bathroom and locked the first two of four stalls, then entered into the third, so Mara would have to go to the last stall deeper into the room. I waited for a what seemed like forever, even though my watch said that it was only about thirty minutes that I was in the bathroom. I heard the outside door to the bathroom open and footsteps. I then heard someone try the first, second, then third stall doors to find they were all shut tight. I was sitting on the toilet with my feet pushing hard on the door to keep it closed and so whoever it was could not see my feet or shoes, but as they tried the door I could see it was Mara's shoes. I smiled and listened as she walked towards the fourth stall. I doused the rag I had in my hand with the Chloroform and set the bottle quietly on the back of the toilet. I quickly and quietly got up and opened the stall door at the same time she was opening her stall door so she couldn't hear me. I got behind her just as she was about to turn around and close the door, and reached out with both arms. My right hand had the Chloroform soaked rag and as i slid that over her mouth and nose, I grabbed her around the waist with my left arm. She screamed, and flailed, but with her heavy breathing from her run, she didn't last long taking in huge gulps of the Chloroform fumes, and soon she was going limp in my arms. I dragged her out of the stall and gently laid her down on the tile floor. I ran and locked the door so we would not be interrupted. The doors had locks on them so in the off season the city could lock up the building. I then grabbed my backpack that was hanging in the third stall and brought it over to the counter. I took out the video camera and tripod, which I set up with a good view of Mara passed out on the floor. I then took my cell phone and took a couple still pictures of Mara before I did anything to her. I then moved over to Mara and removed her shoes. I got behind her and dragging her arms overhead I peeled her top and sports bra off revealing her beautiful perfect breasts. I then moved down and had a little bit of trouble peeling off her running shorts and panties as she was fairly sweaty from her run, but soon had them off and as i laid her legs back down I made sure to lay them spread as wide as i could. I then used my cell camera to snap many more pictures of her naked body spread out on the floor ready to be used. I knew what would really drive her crazy when she watched it later, would be to make her look as used as possible, so I got out a black washable marker and started to write on her skin as crude as i could. Across her I wrote `I'm yours to use', and across her forehead I wrote `SLUT'. On her right cheek I wrote `Cum Dumpster' with an arrow pointing to her mouth, then on her left cheek, `I Swallow' with another arrow to her mouth. below her navel I wrote `Use my Fuck Hole', then up her thighs with arrows pointing to her pussy, I added `Fill me with anything' & `Stretch me wide'. Once I had her all marked up I took a few more pictures and then disrobed. I moved the camera in a little closer and then knelt over her head. I rested my cock and balls on her face then leaned forward and spread her pussy lips wide for the camera to see. I lewdly spit repeatedly onto her spread pussy rubbing it in to mix it with her sweat that was still slightly coating her groin. I then started to finger her with two, then three fingers, getting her nice and loosened up. I wanted to show the camera just how big of a used gaping hole I can make her little slut pussy. I then added my pinky into her pussy and was shoving my whole hand into her up to where my thumb started. I got up and removed a very thick dildo from the backpack a bottle of lube. I squirted a little lube on her spread pussy lips, then worked the thick monster dildo that I had picked up especially for this occasion into her now sopping cunt. It took a bit of pressure to get the head in, but once she was stretched out to accommodate the girth, I just kept shoving it in until her body couldn't take any more. I left the monster dildo just hanging out of her pussy, and sat up lifting my hips a little and so my cock and balls were not resting directly on Mara's face. Now my cock was dangling directly above her face and I reached down to push on her chin and open her mouth. I then inserted my cock into her mouth and started to fuck her wet little mouth until I could hear her having trouble breathing. I then laid my now rock solid cock and balls back onto her face as I leaned forward and slowly removed the dildo that was lewdly hanging from her now stretched pussy. I was amazed at how open her pussy looked before I had even spread her wide. I moved forward and lightly sat on her stomach and pulled her knees up and hooked them on the backs of my shoulders so her pelvis was raised up off of the floor and her pussy was on display for the camera. I then inserted the index and middle finger of each hand into her pussy hole. Getting all four fingers was easy now that the monster dildo had been sitting in there stretching her for a few minutes. I pulled her now gaping fuck hole as wide as i could for the camera and even had to add my ring finger from each hand to help hold her open she was so slack. I had never seen her pussy looking so used and open, and it was turning me on more than I can describe. I decided I needed to shoot the first of my pent up semen into her gaping cunt. I laid Mara's legs back down and moved the camera next to her pointing down at her pussy for a better angle. I then lifted her legs and shoved my cock in her dripping loose hole. The feeling of how loose her pussy touched my cock was amazing. Sometimes a nice tight hole is the best feeling in the world, but for me, a extremely loose very well used hole drives me crazy. Maybe it is less the feeling I am getting and more the thought of what i did to make it that loose and used, but it was driving me over the edge. I had been saving up my semen for days as Mara had been working and I had not masturbated to make sure I was ready for today. My first orgasm did not take long, and I felt my balls tighten as i pounded Mara's gaping pussy harder and harder. Soon I was shooting my first load deep into her pussy. the first shot came out like a sprinter, and then the second wave hit and soon I lost count of the contractions as I filled her sloppy cunt with my hot cum. I withdrew, laying her legs wide on the tile floor, and quickly moved the camera so it was focused close to her filled pussy and within seconds there was thick white cum slowly dripping out of her pussy. The camera was zoomed in and you could see every little drop of my hot cum as it ran out o her pussy and down the crack of her ass over her beautiful anus. I wanted to help squeeze the last of my cum from her pussy so I walked around and lightly sat on her stomach again and then applied pressure with the palms of my hands just above her pubic bone. At first nothing more was coming out, so I pushed a little harder and moved my hands in a massaging motion and soon a small stream of clear fluid came shooting out of her pussy with a decent pressure. I stopped immediately as i was a bit shocked, but then remembered that she had come in here to pee and i had interrupted her before she could empty her bladder. I placed my hands just above her pubic bone again and started to press while massaging looking for the right place, and soon a little spurt of pee came out, so I focused on that area, and was soon rewarded with a nice steady stream of hissing hot piss shooting from her splayed legs onto the floor. I continued to press and even saw more of my cum leaking from her gaping fuck hole as her hot piss was finishing its stream. Soon she was empty (or as far as I knew), and I could not get any more out of her. I was startled when I heard a slight sound from behind me and quickly re-doused the rag with Chloroform and placed it over her mouth and nose. I didn't even have to hold it there this time as she was still unconscious. Once I was sure she was out again I removed the rag then tried to scoop up some of her pee and my cum that was on the floor and dribble it all over her body. I dribbled some on her perfect tits and made sure to coat her nipples, then I coated her face and even dribbled a little in her mouth, being careful to not let her choke and drown on our mixed fluids. I rolled Mara over and grabbed the marker once again. I wrote on her back from her shoulder blades down to the beginning of her ass crack; `If my ass is in the air, then i want it used. Don't just fuck my ass, use it any way you wish, make me your whore, stretch me, fill me with anything you want'. I then grabbed the lube and squirted a little onto the crack of her ass and let it dribble down towards her anus. as it reached there it mixed with my cum and piss from earlier. I reached down and inserted a finger into her anal ring. When she is passed out her muscles are so relaxed she doesn't need any warm-up. I pulled my finger and lubed up three of my fingers in her sloppy crack and then easily slid them into her waiting anal offering. I then removed my fingers and moved to squat over the small of her back to show the camera how loose her ass was already. As I did with her pussy, I slid the index and middle finger of each hand into her hole. It was harder than I did with her slack gaping pussy, but I got all four fingers in, and then slowly pulled her ass as wide as I could for the camera. Her anal ring was pulled tight and I was amazed how wide I was able to get it. I went back to the backpack and grabbed a medium glass butt plug, as well as an 18" long double dildo, and lubed them up. The butt plug slid easily into her ass and once firmly in place, I zoomed the camera in then took a few photos with my cell camera. All of this anal play has gotten me hard again and I pushed her legs together and climbed on top of her guiding my cock into her warm wet pussy. Her pussy now felt tighter with the butt plug firmly in place and I continued to fuck her used cunt for a few more minutes. I then removed my cock and moved so the camera could see me slowly pull the plug from its anal confines. It came out with a `pop' and her ass stayed slightly open and gaping beautifully for the camera. I then took the 18" double dildo and inserted it into her anus then let it lie on the floor with her legs slightly spread like a tail. With the looseness of her ass, it slid out and fell to the floor on it's own, so I decided to insert it further than before. This time I wanted to see if she could take the whole thing. I started inserting until I felt little bit of resistance and would then pull back and fuck her ass with it a little at that depth. I had moved the camera so that it had a great view of the show as I violated the deepest depths of her anus. I now had at least half of the dildo in her ass and it was still sliding in. I was now making long strokes of about 10" or more of the dildo as i fucked her slippery dark hole. I would pull it almost all of the way out and then slide it back up into her bowels. After a while my hand was holding onto the end and as i entered her my knuckles would hit her ass cheeks, meaning that there was only about three or four inches left. On my last inward stroke I stopped when my hand hit her glistening ass cheeks and I held the dildo firmly in place. After a few seconds i started to push the rest of the toy deep into her anal abyss. I stopped, once the only thing that was sticking out of her ass was the head of the other end. That meant that there was only about an inch outside of Mara, and her ass was full of 17" of dildo! I decided to see how much her little body could take and grabbed the monster dildo I had in her pussy and jammed it back up her used cunt until the fake balls bottomed out! While she was like this i took many pictures. Of her holes stuffed to their limits, her face turned to the side with dried cum on it, and her helpless body splayed out on the ground for my (and her later) pleasure. I couldn't take it any longer, I needed to cum deep in her ass. As I moved behind her again her boy had started to push the long anal dildo out very slowly. I zoomed the video camera in and caught dildo creeping its way out of her inner depths. Once about half of the dildo was out it seemed to come to a halt and was not being pushed out anymore. I slowly removed the dildo the rest of the way like it was the cork to a fine wine. Once the last of the dildo left her ass, she was laying there with the monster dildo shoved in her used cunt and her ass was slightly hanging open. I think it would have been open more, if it had not been for the huge dildo in her other fuck hole. I moved the camera for a better view, then climbed on top of Mara's Ass and slammed my rock solid cock deep into her used anal offering. The feeling was amazing! I could feel Mara's Warmth, the tightness the other dildo was making, and her muscle ring slowly milking my cock. I started with slow thrusts feeling my balls slide along the monster dildo in her pussy, then changed my pace slightly. I would pull out as slow as I could feeling every sensation as my cock moved within her body, then once only the head of my shaft was inside her anal ring, I would slam in as hard as I could. On my forward thrusts sometimes her body would move forward I was slamming into her so hard. I knew this would drive her crazy with lust later when she watched it. Eventually my withdrawal and insertion thrusts were matching in speed and I was repeatedly slamming my solid cock into her ass. I kept this tempo up for a while then as I envisioned everything I had done to her, and the whole situation, I felt my orgasm start to build. this beautiful woman was on the floor under me, willingly letting me do anything I wanted to her unconscious body. Her pussy was stuffed to the breaking point with a giant dildo and I was slamming my solid cock into her ass so hard, I knew she would be sore for days. I felt my whole body become more sensitive, my balls started to tighten and I felt the first blast travel all of the way from my deepest depths, as it shot forth from my rapidly pistoning cockhead. I know I had opened her ass up deep and wide with that long double dildo, and I was picturing my cum shooting DEEP into her inner depths as I exploded inside Mara. Soon I was realizing how tired I was from the full-force anal assault I had been delivering and I started to slow my pace. My softening cock was extremely sensitive, and I was loving every minute of the feel of her ass. I shoved my cock as far as I could into her ass, and then reached around behind my body to remove the giant dildo that was still lodged into her cunt. As I slid it out, I could feel every ripple and vein of the texture and it slid on the underside of my cock through the thin membrane separating her ass and pussy. once it was out i collapsed on top of her panting. I could hear her breathing start to change slightly and knew I had a few minutes before she started the slow process of waking up. I then realized I had that familiar feeling of my bladder wanting to be emptied. I looked down at Mara's used body and wanted to add to her excitement of feeling as used as possible. I slowly relaxed and after a minute of concentrating I was able to start a brief stream of piss inside her ass. I then redoubled my efforts and focused. Soon there was a nice steady stream of my hot piss shooting deep inside of Mara's well used ass. As my stream was tapering off, I felt my cock was now fully soft and I slid from Mara's anal warmth to see her ass slowly leaking my liquids. I made sure the camera captured all of the details of her ass closing up and leaking at the same time. I decides to leave the camera to capture her waking up and packed everything else into my backpack. I washed up a bit and heard slight sounds coming from Mara. I quickly threw my clothes on and ran out the door locking her inside behind me. I made it to my car and moved to where I had a slight view of the door, but where she would not see me when she emerged. After about 20 or 30 minutes I saw Mara emerge from the Park Bathroom carrying the tripod with the camera still attached and slowly started walking down the path that lead her back to our house. I can't want to watch this with her and hear her reaction... Sodomite. As always, feel free to please leave me feedback, as this is why I write the stories. Thank you and I hope you enjoyed it.