The Widow and the Widower
The Widow and the Widower
I am writing a story that I doubt will get much response. It is a story of mild BDSM between two older lonely people. No hard bodies with perpetual erections and stand up breasts. Real people old enough to be honest and open with each other. Anyway, for what it’s worth…..
I had known her and her husband for several years and after he died she had called me a few times for help with a disaster, (in the mind of a woman alone) which required very little effort on my part, simple every day repairs. Then I too joined the ranks of those alone. I ran into her while shopping and we acknowledged each other. I asked her if everything was OK, I hadn’t gotten a call in a long time. She smiled and said there was one minor thing but she didn’t want to bother me. I told her it was no bother and I was glad to look at it. We agreed that I would come over that evening. I remembered past encounters which involved such little acts but so greatly appreciated. She would always touch my arm and look deep into my eyes when thanking me. She was lonely and relieved for the help no matter how small. I think a description of physical specifications is needed. I am 76, 6’0”, 180 lbs, not fat but not prime shape either. J is about 5’2” and I am guessing 95 lbs with fishing sinkers in pockets. Very trim, breasts being more bra than flesh, faint satchel ass, attractive but showing age of 79 well. I arrived and surveyed the problem, it was as expected, something minor. A bowl placed under the kitchen sink to catch a drip from the valve going to the faucet. A 30 second tightening with a wrench on the packing gland stopped it. Once again, she gave me thanks of gratitude while looking deep into my eyes and grasping my arm. This time I took my other arm and pulled her into me, kissing her hair and whispering that the pleasure was all mine. She molded herself into me and whimpered, shivering ever so slightly. I guided her into the den and we collapsed on the couch. Mouths met and gentle exploration ensued. Maturity ruled, no frantic groping, just a relaxed gentle bonding. Kissing was awkward at first, but memory returned and feelings ramped up. Lips opened and tongues met in exploration. Passion increased and now hands were tentatively exploring. When she grabbed my wrist and placed my hand on her breast I took the initiative. I reached under her shirt and pushed her bra up exposing the tiny breast. My thumb and finger closed in on the nipple and in seconds it was firm. A moan and her tongue encouraged further action. Now was the time to do some minor testing. I pinched her nipple and gradually increased the pressure looking for any rejection. All she did was moan louder and plunge her tongue as deep as possible into my mouth. This was more than I had hoped for. I removed my hand from under her shirt, grabbed her hand and placed it in my crotch and at the same time I slipped my own hand into her shorts. My feelings clashed, the groping in my crotch which was helping with an erection and my fingers finding her wet aroused slit. The result was that I knew we had to shed these clothes. I also knew she was probably embarrassed by her skinny body. The obvious solution was to move to the dark bedroom. I pulled her up off the couch and led her into the darkness. I could feel her relax in the safety of the room. We ended up on the bed sans clothes. It became frantic, hands searching but hindered by bodies pressed together. Saliva escaping mouths only to be licked off sensuously. Positions changed and her head was over my cock. She was looking at it, barely visible in the darkness and I could see her mouth open in decision. I pulled her lips back to mine and whispered, “Do you want to suck it?” A hesitation and then she whispered. “I never have but always wanted to.” “You have never engaged in oral sex, giving nor receiving?” “No”. This required a change in foreplay. I laid her on her back, bent over her and kissed, and then swapped my position so I was over her crotch and my cock was hanging down over her mouth. I waited, and then I felt her lips slide over the head of my cock. With that sign of acceptance I put my hands inside her knees and pulled her legs back until they were under my armpits. I loved this position; it suggested a form of bondage and exposes the genitalia for intimate access. In the dim light I could see her labia starting to swell and moisten. I placed my fingers alongside her lips without touching them, and then pulled on the flesh opening the area like a flower in bloom. I let my tongue lick the satiny inner flesh of the lips, being careful to avoid the now prominent nub of her clitoris. This action triggered a need as I felt her lips move to encase more of my cock in her mouth. That was followed by the oral action of her fucking my cock with her mouth. She might not have ever performed this before, but she certainly knew exactly what to do. The fluid forming in the cavity of her vagina was now leaking out and running down below the slit. I took the middle finger of my right hand and placed it on her perineum stopping the small stream. Soon, it worked its way around my finger and gathered in the depression of her anus. I dipped my tongue into the now dilated orifice of her vagina and at the same time placed my finger on her anus. While working my tongue up her slit towards the nub of nerves, I gently pushed the tip of my finger into that smaller orifice. Her mouth now took as much of my cock as she could encase and her hips jerked upwards in sync with her blossoming anus which impaled itself on my finger to the first knuckle. I moved to her clitoris and while licking and sucking I took her over the edge. Thoughts jumped into my head during this, now we had a whole new area to discuss and explore. I moved up alongside her and held her while she returned to the present. My pleasure would come about in due time. When she surfaced, she nuzzled into me and whispered, “I have never experienced anything like that." “Do you mean the oral?” I asked. “I mean everything, your tongue and where you put your finger.” She replied. “We will explore that further, there is a lot you have never experienced. For now I need relief, but it has been a long time since you have had intercourse, I don’t want to hurt you.” “Sometimes pain is good.” I replied, “Something else we will explore.” I moved on top of her and she wrapped her legs around my back. When my cock found her orifice we both knew it would require some effort to enter. I kissed her and pushed; she kissed back and pulled with her legs. I reached behind her and plunged my finger into her anus while jerking forward. She moaned and grabbed my hips, pulling me deep inside her. I started the familiar in and out strokes but kept them gentle because of the time elapsed since intercourse and the shrunken opening. As she got used to the action I supplemented it with mimicking action of my finger. It didn’t take long before she was moaning and thrusting, culminating in another orgasm. I didn’t prolong it, we both needed the release denied us for too long. When we were finished I started to pull back and remove my finger. She said “Leave it in.” I told her I didn’t take a pill and it would go soft and fall out. She said “I meant the finger”. I was shocked yet thrilled. I left my finger in but pulled out to move down near her splayed legs. I pulled my finger back to the first knuckle and felt all around the sphincter. This drove her wild. Then I pushed in and felt around the walls, pressing enough to distort them. When she started moaning, I pushed my thumb into her vagina and pinched the separating membrane between my thumb and finger. Maintaining pressure I stroked the membrane until another orgasm consumed her. Leaving both digits buried in her, I moved up and kissed her. “You enjoy anal play.” Breathing heavily she responded “Yes, I have never felt anything like that.” “There is much more we can do but it will require some preparation.” “What, it is dirty?” “Some cleaning, which can be erotic in itself and some stretching to make insertions easier.” “Are you referring to an enema? I only had them in the hospital before childbirth, they were humiliating.” “You have a lot to learn.” I showed up the next afternoon with a bag of supplies. I had spent the morning in preparation. The first thing was to heat a box of suppositories in the microwave until liquid, pouring it into the middle finger of a rubber glove and then placing in the freezer to solidify it. I used the lathe in the workshop to turn several plastic probes and plugs of various smaller diameters because of her virgin anus. Included was some soft nylon rope, clothespins with a screw added to adjust amount of closing, a colon tube, lube, soap, gloves, Higginson pump and a bulb syringe. After the greeting of kissing and hugging I took her by the hand into the bedroom. “Time for some education.” The drapes were closed but there was still plenty of light. I had thought this out ahead of time so I took off my clothes and stood before her. With no further adieux I said strip. I wanted her to know I was in charge and by her response she accepted that. There was no hesitation as she stripped as told to. I took a nipple in each hand and pinched them enough to see she felt a tingle of pain. I could sense arousal which confirmed what she had said earlier. I got two of the clothespins and placed them on her nipples telling her to tell me when they were beginning to be uncomfortable. I was surprised that I adjusted the screws until they were almost at full clamp before she indicated they were uncomfortable. I left them at that adjustment knowing that she would become accustomed to them. I laid her on the bed on her back and pulled her knees back and out. I used the rope to secure them in place. “I am not going to completely bind you, your arms will be free and you can release the ropes if you wish, they are more for comfort.” I went to the den and got a bolster from the couch which I placed under her back raising her buttocks. This required some tightening of the ropes. Now she was in position for some anal play. I pulled on a glove and lubed two fingers heavily. For starters I used just one finger to rub around the opening. No penetration, just teasing. It didn’t take too long before her sphincter was in action, closing and opening as an invitation. I placed the tip on the opening with no pressure, just feeling the action. Soon her opening blossomed inviting penetration. I used minimal pressure for insertion; I encouraged her to work her sphincter instead to draw in my finger. With my finger buried in her anus, I began the exploration. Slow tantalizing withdrawals and insertions soon had her loose and wanting more. I switched to twisting and feeling the inner wall, moving down in increments to feel all of it and all sides. When I got the sphincter, I hooked my finger and felt all around the muscle, pulling on it in the process. This produced some moans, a good sign. “I am going to start the cleaning process so we can explore in depths.” With that said I picked up the large suppository and pushed it into the loose lubed opening. When it was in as far as I could push it with my finger, I withdrew and replaced it with a long slender probe. Being careful, I worked the bullet upwards until it bumped against the turn of the colon. I left the probe in place to hold the suppository in position until it melted. I washed my hands and pushed two fingers into her vagina as a diversion for the cramps that I knew were to occur. I concentrated on massaging the probe through the membrane separating the cavities. This was new to her and obviously erotic since her vagina responded with increased secretions, running down my fingers and onto my hand. I was careful to not excite her to an orgasm, which would be earned. We waited for the suppository to take effect. I could tell by her body movements that the insertion was working. The feeling of the probe buried deep on her colon was erotic, but the peristalsis produced by the suppository was moving solids that wanted evacuation. I reached up and added pressure to the clamps while whispering in her ear, “I am going to remove the probe and replace it with a tube to inject oil in its place. This will make the evacuation quick and painless. Don’t worry; I will be with you all the time.” She whimpered, “Will I have privacy for the evacuation?” “Absolutely not, I will stand in front of you and make you suck my cock to keep me hard.” She became tense and quiet as she processed what I had just said. This was the moment; would she succumb to me or be repulsed? She relaxed and whispered “Yes Sir” This was what I was hoping for from the start. As a reward, I moved my left hand to her clitoris, worked the probe with my right hand and brought her almost to an orgasm. Kissing her ear I whispered “You will enjoy orgasms you never thought possible before, there will be some pain involved, but only enough to supplement the pleasure.” I left her to prepare the oil injection. I got a quart of vegetable oil, tubing, a colon tube and the pump. Once the pieces were assembled I purged the air out and returned to the bed. She had remained in position but obviously in discomfort. I eased the probe out of her and quickly got the tube started in its place. While massaging her buttocks, I pushed the tube deep inside her. When I felt it hit the transverse colon, I pulled it back a little; a deeper penetration would come at another time. When she moaned and jerked from the cramps, I gave a healthy squeeze to the pump. The jolt of feeling the spurt hitting her colon took her mind off the discomfort. I keep attention to her breasts with one hand while the other worked the pump. In spite of everything I could see her arousal intensify. I continued pumping until the bottle was empty. I kissed her neck and whispered, “I am going to slowly pull the tube out and replace it with a plug to assist in your retention. The withdrawal should be erotic and you may cum if you wish.” As I slowly pulled the tube out I watched as she clinched tight trying to keep it in. The moans and thrusting were involuntary and the resulting orgasm was accompanied by a muffled scream. Her vagina was dripping by the tune the tube exited. When it cleared, I quickly pushed a small plug inside. I crawled up on the bed and lay next to her, and then pulled her on top of me. She was squirming and finally begged to go to the bathroom. I held her tight and pressed on the plug. “I know the cramps are bad, but we have to hold the oil in for a while to allow for maximum dissolving of the waste.” She whimpered and grabbed me as the cramps continued. I reached down and parted her labia to allow the folds to provide a nesting place for my cock. The wetness confirmed my thoughts that as bad as the cramps were, the arousal was building. This was punctuated by her movements, miniscule pressing and sliding along my cock, striving to place the hard nub of her clit against my now hardening cock. I took off her clamps which triggered a moan as blood rushed in to the squashed nubs. I pressed my thumb on the left one, crushing it against her rib cage. It was a different pain now riding on top of the prior one. This increased the quest for contact of clit to cock, another sign of her newfound hidden desires. I knew her nipples were recovering so I concentrated on hard pinching of her flabby breasts. These were accompanied by a tongue thrust in her mouth. Multiple feelings kept her in a trance, pain and passion combined to keep her reeling. In spite of the multi-attacks on her senses, the cramps claimed victory in the end. The half screams and pleading along with intense hip movement accompanied by her reaching back and pressing on the plug indicated the end of the scene. I loosened the ropes and struggled to pick her up. She clung to my neck as I carried her to the bathroom. She was shivering, I guessed from the pain of the cramps and fear of what was about to happen. I sat her on the toilet, reached between her legs and pulled out the plug. She was valiantly trying to hold in the solution but you could see it was futile. In a moment of passion, I touched her cheek and told her I was leaving to prepare the next scene. I had decided to grant her a onetime reprieve from the embarrassing messy, noisy, and smelly evacuation. The erotic endings to future scenes would have me in front of her as promised. I left to warm the water and fill the bag. I didn’t want to wash out the oil, which would aid in insertions. I wasn’t sure that was true, but I wanted all remaining waste flushed out. She returned and lay on the bed as before. I took that as a sign that some pleasantly strange new feelings were felt during the emptying of the oil. The next purging with mostly liquid would raise the bar further yet. The bolster was placed as before and the ropes kept her legs positioned, she even assisted in the application. I decided that this time I would restrain her arms also; the forthcoming scene would be trying. She looked a little concerned as I did this, but accepted it. That changed dramatically when I went to the kitchen and returned with the bulging bag that had a 20 inch colon tube attached. Her eyes got huge as I hung the bag and began applying lube to the entire length of the tube. Her eyes were wide when I pushed the end of the tube against her anus. I didn’t bother with any pre-play, no finger or toys, just started inserting the tube. It took a few moments, I waited, keeping slight pressure until finally the muscle relaxed and blossomed allowing the tip to gain entrance. She clamped down as normal, but soon relaxed again and the tube slid completely past the sphincter. Now there would be no hindrance to the insertion. I took it very slow, satisfied with small gains, the lube on the tube made it easy and the oil on the walls of the colon offered no resistance whatsoever. I studied her reactions as I fed the tube in. There was apprehension but also new pleasant feelings as evidenced by the swelling of her labia and fluid forming between them. I felt the tube hit the bend to the transverse colon. I twisted the tube, pushed, and it slipped around the corner. As I continued to feed the tube inside her I noticed a look of fear as she felt it wending its way deeper than she could imagine. When the tube found the end of the transverse colon I was satisfied, I could have gotten around another bend but this would be sufficient. I pulled the tube back a little bit to allow free flow during the filling. She appeared to be willing enough to partake in this adventure but there was also some apprehension. I couldn’t see any arousal either. I craved her submissiveness which she demonstrated, but I also craved her pleasure. Complete surrender was rewarded by mutual pleasure in my eyes. I had to stoke the fire within so to speak. I said to her, “You mentioned before a little pain was erotic, I think now is the time to explore that facet as well as anal play. Where do you keep your clothespins?” I retrieved the bag and ran the options through my mind while doing so. I decided the breasts would be sufficient as an introduction. The skinny frame with flat breasts turned out to be an advantage for clamping play. The loose skin allowed multiple clamps resulting in bizarre designs on the small frame. I started with 4 clamps around each areola avoiding the nipples since I figured they were already tender from the previous clamps. Next I placed a line of clamps below those on the tender flesh just above the rib cage. The eyes and mouth reflected the success in producing pain slightly above erotic. Two fingers pushed into the wet orifice between the spread legs confirmed arousal heightened by the pain and the unknown of the tube buried deep in her cavity. I kept my fingers buried in her vagina and just touching that bundle of internal nerves known as “The Spot.” I placed my lips on hers, and plunged my tongue into her mouth as I opened the clamp on the tube. I knew she felt the warmth in the tube first, and then the blast of warm water deeper than she thought possible startled her. The pressure of her lips on my tongue confirmed that. As the warmth wended its way around bends and filled crevasses’ fear turned to wonderment and then a new form of arousal. Both of her sphincters were rhythmically crushing tube and fingers in wanton sexual spasms of uncontrolled muscles. The action resulted in movement of my fingers on the special spot with no control from me. I wanted to replace them with my cock but I had forgotten to take a pill. I was aroused but not hard enough to do justice to her needs. I rose off of her breaking the kiss but left my fingers buried in her while I moved around to be behind her head. When my cock touched her lips she sucked that extended but half hard appendage deep in her mouth. I could actually see the first cramp in her stomach. The muscles contracted and her mouth opened in protest. I could have stopped the flow and massaged her stomach to ease the cramps, but I decided to let it happen. I also decided some diversion would aid in coping with the sharp pain. I grabbed two clothespins at the bottom of her right breast and ripped them off. This pain overrode the cramp and it was no surprise that the result was increased arousal. This scenario continued until the bag was empty. As luck would have it, the gurgle and yanking off the last of the clamps occurred at the same time. I shut off the valve but left the tube in place. I moved her stomach area around so she could feel how full her bowels were. Her two sphincters were still rhythmically contracting in response to the new feelings of arousal. I worked my fingers in her vagina only enough to maintain the arousal, not wanting orgasm to occur; there would be plenty of time for that later. In a short time I noticed that the need to evacuate was climbing to a critical level. This was an introduction to anal play and there was no need to make it nightmarish experience. I removed the pseudo bonds holding her arms and legs, unhooked the bag and while holding it and the tube, picked her up and carried her to the bathroom. I placed her in front of the toilet which had the seat down, bent her over and told her to lay her head and shoulders on the seat. I removed the tube from the bag for manipulation during removal. I gave the tube a half twist knowing the feeling of the end whipping around against the intestine wall. She grunted in surprise but flexed her hips in arousal. I pulled out one inch of tube slowly, watching the reaction of it sliding through the clenched sphincter. Again, there was intense reaction to the feeling. When she calmed down, I gave the tube another half twist. Now I was getting concerned. The new feeling in her bowels was approaching a level of orgasm. I was worried she might unknowingly dilate her anus and expel around the tube. I was prepared for this. I had drilled a hole in a plug the size of the tube. I took the clamp off while pinching the tube, slipped the plug over the tube and replaced the clamp. Then with a generous amount of lube, I pushed the plug up the tube and with a fair amount of effort got it pushed into her thus sealing the sphincter. I found out this had a bonus, instead of twisting the tube; I could twist the plug which would twist the tube and give double feelings in the process. The drawback was she wouldn’t feel the tube being withdrawn through the sphincter, but it was worth it. I pulled out another inch and twisted the plug. As I feared, this time she came in a vocal orgasm. The plug held and leakage was minimal. I continued this process until the tube was almost all the way out which produced two more orgasms although not of the original magnitude. I pulled her up and lifted the lid so she could sit. She didn’t hesitate; she turned around and sat on the seat. I reached between her legs and worked the plug out along with the rest of the tube. She sat there clenching hard and trying not to release in front of me. She obviously forgot my reply to that question. I moved in front of her and pulled her head onto my cock. She was squirming and trying for all she could to retain the fluid, but it wasn’t enough. Finally she let go. I held her head and encouraged her to concentrate on my cock and let the expelling happen. She did, she had no choice. It took a while but finally she was empty. I withdrew, cleaned her up and helped her back to the bedroom. I positioned her on the bed on her spread knees and shoulders. She didn’t know it but the next phase of her introduction to anal play was about to begin. I got my home made anal trainer out and began coating it with lube. It was rather grotesque. I had taken 6 butt plugs of increasing sizes and fastened them together with threaded rod so it looked like a 12 inch tapered plug with steps of increasing sizes. The idea was to insert it until the sphincter wouldn’t allow further stretching at which time, the part left sticking out could be removed and it would be a plug with a flange but the part inside might be two or more plugs of smaller size. I only managed to get number two inside her so I unscrewed the rest which left what looked like a regular plug embedded in her. I explained it would remain inside her until she became accustomed to it, and then I would add another section to stretch her some more. I could do this without removing what was inside her. She shivered at this, but the arousal was still evident. We dressed and went out to dinner. Dinner was adventuresome. I had requested a booth in the back for a little privacy. I was enjoying watching her struggling to sit comfortably with the plug buried in her. She wasn’t having much luck but occasional checks up under her skirt revealed she was still wet and aroused. While doing this I pushed her legs apart and reminded her that it was expected that she would be spread and accessible any time she was sitting. I also pointed out that the plug that was in her was very small, as they increased in size the discomfort of sitting would also increase. After the waiter took our orders, I removed the foil from two butter patties. She wasn’t paying much attention until I took one and slipped my hand under her skirt and pushed it into her wet opening. It was cold and firm which allowed me to push it deep. I repeated the process with the second patty. I told her I liked butter on my bread sticks. Her mouth opened when she realized what was about to happen. There was no sense in prolonging the event. I took a breadstick and worked it deep in her vagina. I nibbled on her neck and told her we would let it soak for a bit to absorb the wonderful coating. There was a middle aged couple sitting across the room and the man had been watching us. I told her to lift her skirt, she looked at me and I nodded yes. She lifted it and the man went into a trance. I pulled the breadstick out of her cunt and took a bite of it. Then I had her take a bite also. I thought he might pass out. We finished dinner and left. While walking outside to the car she mentioned how uncomfortable it was sitting on the plug. I had an idea how to show her what uncomfortable really was. I opened the door on her side and before she got in, I picked up the floor mat, turned it over so the bottom with the molded points were facing up and set it on the seat. I helped her lift her skirt as she sat down. The look on her face verified that a bare bottom on that mat was way worse than what she had just gone through. I made sure to hit all the bumps in the road on the way home. The evening had aroused me to where I needed an orgasm. I still hadn’t taken a pill so my erection was less than adequate for normal intercourse. I decided another lesson would be beneficial. We undressed and I laid her on her back on the bed. I had her put a glove on her right hand and lube her index and middle finger. I straddled her head and bent down over her cunt. I worked my two fingers inside her and pressed on her G-spot. “Do you feel that?” “Yes.” “Push your fingers in my ass and find a spot like that.” She did as I told her and with some minor instructions found my prostate. Once that was accomplished I pushed my cock in her mouth and concentrated on pleasuring her with my tongue and fingers. She reciprocated but her caressing of my prostate was more like an expressing of the gland as a doctor would do. She reached a throbbing orgasm and I ejaculated. It was a sufficient end to a need, but there was room for a lot of improvement. That would happen in time. When we had rested and cleaned up, I told her it was time to increase the plug. I put her on her knees and shoulders and had her reach back and spread her cheeks. I screwed the additional plug assembly to the flange sticking out of her anus. I pulled the plug part way out to the maximum diameter, liberally lubed it and the next section. I left it there for a time so her sphincter would adapt, and then told her to take a big breath. When she did I shoved the plug in and shoved in the next size plug. She let go of her cheeks and grabbed the covers. That didn’t matter, it was buried in her. I unscrewed the remaining plugs and pulled her to me for comfort. We drifted off to sleep. I woke up first so I let her sleep, made coffee and prepared for the new day. This would be memorable for both of us. When I was ready, I rolled her onto her stomach and the pulled her hips up so she was on her knees. I screwed the extension on the plug and heavily coated it with lube. With constant pressure I finally got the widest part of the next section in her opening. She was wide awake now and in some distress. I left the plug halfway in to stretch the sphincter. While that was occurring I massaged her back and shoulders. When she was relaxed I whispered “Today is a special day, just keep relaxed and loose.” What she didn’t know was that I had filled the bag and attached the large cock nozzle. Today, she would feel not only that for the first time, but also a real cock in her ass. I held the lubed nozzle in my right hand and grabbed the multiple plugs with my left hand. Since the sections got smaller as they exited there would be no resistance once the first one came out. I yanked the plug assembly quickly out of her anus and forced the cock nozzle into the dilated orifice. This nozzle was the same diameter the whole length so it kept her orifice dilated. I rubbed her back and opened the clamp. Not only was the nozzle large, the opening was also. The bag emptied quickly into her mostly empty intestine. I closed the clamp when the bag gurgled and waited for the first cramp. When that happened I helped her out of bed and into the bathroom. I had left the nozzle inside her and carried the bag as she walked. When she was seated, I reached between her legs and yanked out the nozzle. The effect was spectacular. The stream shooting from the dilated sphincter was like a fire hose. She emptied immediately and when she was done, I pushed the nozzle back inside her. With me holding the bag we returned to the bedroom. I placed her on the bed on her knees and shoulders. I had awakened with an erection but took a pill also for insurance. I lubed my cock and quickly pulled out the nozzle then buried my cock in her dilated opening. I didn’t move other than to bend forward and kiss her neck. At this time she realized that I was inside her. I felt her sphincter clamp down and she babbled endearments. The pliable cock was a first for her; all other insertions had been hard implements. I let her enjoy the feeling and when she began pushing back against me, I started a slow withdrawal and thrust, slowly increased the speed and force. In a short time we were in a bed rocking screaming throe of orgasm. When it was finished, the pill worked as I had hoped, my erection remained and I kept it buried in her. With some tender movements I was able to coax another orgasm from her. Now that the virgin opening had been conquered, further training would provide a whole new world of pleasure. Possible new adventures might be recorded here.
Conclusion I had a crazy thought. I made the purchases and had everything ready the next time she came over. The greeting was as always, a kiss and then hands exploring culminating in removing of all clothing. When we were nude she commented that I must have taken a pill since I was already erect and ready to play. I led her into the bedroom and she stopped in shock. The bed was covered with a plastic sheet, the table alongside held an array of implements and toys. What caught her off guard were the two bulging bags hanging from the ceiling fan, each with a plug shaped nozzle, one bigger than the other. I said “His and Hers.” She still didn’t understand. “We are going to take simultaneous enemas while coupled.” I lay on the bed on my back and pulled her on top of me. Not knowing if she was lubricated I began some nipple play which always aroused her. Since we had first met, she grew to like more severe play. Her small nipples were perfect for extreme pinching which I commenced to do. In no time she was moaning and grinding against me so I guided her onto my cock. She was obviously horny since the grinding intensified and moans turned to grunts. I had to slow her down; I wanted it to be a mutual enema and a mutual orgasm. I reached down and pulled her cheeks apart crushing her to me in an effort to slow her down and open her for the impaling. I rubbed her anus with two fingers coaxing it to relax. It did to an extent and I managed to get the tips in. She was still tight, even after the playing we had done. I began to wonder if I had made the nozzle too big for her. In anticipation of this I had a large suppository available for additional internal lube, it would produce additional cramps but that would be her problem. Having my cock inside her helped also, I could tell by the clamp on my cock what her anal sphincter was doing since both sphincters worked in unison. I played with her rosebud, teasing, coaxing, never penetrating but suggesting it. I felt her open up, trying to draw my finger in, but I moved away. This went on until she finally begged in a small manner, just a whisper of “Please”. When that happened I pushed the suppository deep inside. I left my finger inside her, working it, teasing from the inside. She was squeezing my finger and my cock, not continually, in rhythmic cadence. I grabbed the nozzle with my free hand and held it ready. When her sphincter blossomed in arousal I pulled my finger out and shoved the nozzle in. I didn’t get it all the way in, just the tip, but a significant gain. I grabbed her nipple with my other hand and pinched as hard as I could, at the same time ordered her to push. I felt her cunt relax on my cock which indicated she was complying with the command. I felt the nozzle move a little and with effort managed to get it halfway inside her. Once the widest part was in there was no stopping me. I pushed it all the way in and let her rest a moment. I felt around the nozzle, checking the stretched flesh, it was tight but not damaged. I rolled over so she was on top and told her to put the other nozzle in me. This was new to her, she scooped a dollop of lube and I spread my legs to assist her. When she tentatively touched my anus I moaned and jerked, purposely more than a reaction, signaling that I enjoyed it and wanted more. She got into the game, rubbing and teasing while I coaxed by clinching and dilating all I could. Just as I felt her clinch on my cock, she felt my cock move and jerk in response to my anus. This obviously fascinated her because she got bolder and pushed her finger in my rosebud. I responded physically and verbally, nothing fake or amplified, it just felt awesome. I let her finger-fuck me for a while and then told her to put the nozzle in. I was aroused and ready, it slid in with minimal effort. I grabbed her head and asked her if she was ready, she nodded she was. I reached back and opened both clamps. As normal, it took a couple of seconds before either of us felt anything. Then I could feel the warmth flooding inside me and additionally I could feel the warmth in her through my cock. I didn’t know if she could feel anything through me, I hoped so. One thing for sure, we each could feel the others stomachs swelling and getting warm. This was a double bonus. She was the first to get a cramp and the effect on my cock was awesome. I could feel her vagina spasm as well as her bowel which was pushing on the underside of my cock through the separating membrane. When my cramp hit she also responded. I don’t know what she felt or how intense, but there was definitely feeling there. We lay in each other’s arms enjoying the filling and even the cramps. Even the cramps were extremely welcome; it was the sharing and togetherness. All too soon the bags were empty. The intimacy was still there, but the cramps had diminished to nothing and slowly the need to expel became critical. I rolled her on top of me to allow her to be the first to leave the bed. I pulled out the nozzle, with that aid in retention gone, there was no hesitation. She bolted for the bathroom. I reluctantly removed my nozzle and went to the spare bathroom. When we both had finished evacuating and returned to bed, we had the best extended lovemaking yet.
