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Wife Jams Cucumber Up My Ass

Category: Anal Sex
16.04.2020
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It all started when I began trying to convince my wife that she should try anal sex. I had always been fascinated with the idea. The various porn movies I had seen made it all look very simple and easy. Those gals seemed to like it, right?

So I did all the typical things guys do to try and work up to it. I talked her into watching a few porn movies. I tried bribing her with chocolate and flowers.

Occasionally, she would let me stick a finger in her ass. But even with that she would protest and complain that it did not feel good at all. I was using all the techniques I had read about but alas there was nothing that seemed to work.

My wife has a cute little butt which just makes the whole situation even more frustrating. She is a petite little brunette about 5’1″ and 102 pounds. She has nice breasts, a slender waist, and one of those cute apple bottoms.

In fact, it was that heart shaped butt that first attracted me to her. It looks good no matter what she is wearing. And when she is in her bra and panties that is when I almost can’t stand it. Sometimes I just want to feel my dick in her ass so bad I would do anything.

Well, one night we were having the anal sex discussion for about the one millionth time. I told her it was starting to effect our relationship, and that we should never let anything interfere with our love for each other. That we had to find a solution.

She agreed. Which kind of blew me away because I had not expected that kind of response. She explained that it just hurt too much. I accused her of not giving it an honest try, that it might take some practice to get everything to work right.

She said that my penis was just too big to fit in such a tiny little hole. That nothing quite so large had ever been in her ass before. She was afraid that it might damage her anus, or cause other problems.

I explained that her anus was a muscle like any other. And that she needed to let me work on it little by little… just like when she was a ballet dancer, and she had to condition and stretch her muscles to be able to dance that way.

She started to come around to the idea, and understood the logic, but she said she was still too scared to use that part of her body that way without knowing what would happen.

What she suggested next freaked me right out. What she said pinned me into a corner I had never ever anticipated. My wife is no dummy, another reason I fell in love with her.

She said that maybe if she saw me take something in my ass that would be about the same relative size as my penis would be to her, then that would give her some encouragement that my penis would actually fit inside of her ass. She wanted to use me as a guinea pig to see if all that stretching and conditioning of an anus I was telling her about would really actually work.

I was speechless. What in the world was I supposed to do now? I didn’t want anything in my ass! I wanted MY penis in her ass! But as usual her logic was impeccable. I had to think quickly. I had to respond with something clever. My mind was scrambling to come up with a reasonable answer.

The shoe was on the other foot now. There was nothing I could say, that if I said, would not then strengthen her argument against trying anal sex. I was “screwed” so to speak. These are tough moments in a mans’ life. When a woman has us boxed in a corner with logic that can not be undone.

“What, are you chicken?” she chided. “All this time you have been trying to get me to look past the obvious pain of trying anal, and you wont subject yourself to what you had in mind for me?” she questioned.

“But uh….” That was all that came out of my mouth. That was the best I could do. That was all my mind could muster up.

“What, don’t you trust me?” She said in that sly voice she uses when she knows I’m cornered. And of course that was exactly what I would always say to her when she declined my advances to try anal sex. “Don’t you trust me.” Now it was the other way around. How ironic.

She came over and put her arms around my neck. “I would never do anything to hurt you,” she said coyly. “Besides, it might be fun to see you squirm just a tiny bit” she whispered running her finger down my neck over my Adam’s apple.

She walked over to the cabinet and pulled out a cloth tape measure she used for sewing. “Let’s see just how big of an object we will need,” she said as she unzipped my pants and fished my penis out. She began to stroke and lick my penis making it hard.

I was frightened and curious at the same time. I was not really sure where she was going with the tape measure, but the licking and sucking felt pretty good. I was definitely getting a raging hard on.

“Come on lets see just what we are dealing with here mister,” she held my cock out and laid the tape over the length of my penis. The tip reached the ¼ inch mark just past the eight inch mark. “Looks like eight and a quarter inches, wow that is allot of penis for a little gal like me to take up my ass,” she gasped.

“Now lets do some math. I’m 5’1″ or 61 inches tall and you are 6″2″ or 74 inches tall so you are approximately 20% taller than me. So an object for your ass would need to be approximately 10 inches long for you to experience what your 8 ¼ inch long penis would be like in my ass.”

It was becoming clear to me what she had in her devilish little mind. She intended to shove something ten inches long up my ass to show me what it would feel like for her to have me shove my penis up her ass. Like I said, she is no dummy.

Then she took the cloth tape measure and wrapped it around the girth of my penis at the thickest part. “Six and five eighths, wow that is pretty thick for a little gal like me,” she said coyly. Then she put my penis back into my trousers and buttoned them. Which was totally unfair. Leaving your man with a boner like that is just not right.

She grabbed a scrap of paper and started writing “So lets do some more math… hmmmmm. Six and five eighths plus 20 percent equals about eight inches. And an eight inch circumference divided by PI comes to roughly two and a half inches in diameter” She held up her hand and made a “C” shape with her thumb and fingers. “Probably about like this,” she said confidently winking with a half smile.

I looked at the size of the “C” shape she was making with her dainty little hand and realized this was going to be a fairly uncomfortable situation for me. I’m pretty sure nothing of that size had ever come out of my ass much less go in.

I don’t think my brain could comprehend the situation really. Like I said she is no dummy. And heck if I could do any of the math she was rattling off. Although I’m sure she was probably right, she always is. The “C” her tiny hand was making looked enormous.

“Ok dear, what we are looking for is an object at least eight inches around and at least ten inches long. Or at least ten inches of it needs to go inside your ass. Maybe we need it to be about fourteen inches long so I have something to hold onto and pull it back out again. Sound about right?” she said in a purely scientific voice as if she had just split the atom.

“I know the perfect thing to use for a job like this. Let’s go to the supermarket and we can find a cucumber that is just the right size,” she said in an exited yet determined voice.

She picked up the car keys and grabbed me by the hand. I was feeling butterflies in my tummy now. How in the world was I going to get through this ordeal? My virgin ass was going to get skewered with 10 inches of cucumber that was 2 ½ inches in diameter, and all this was supposed to be fair? Holy Crap!!

My knees were weak and wobbly as we walked into the grocery store. My brain was still spinning around trying to make some type of logic that would stop this humiliating process. About the only thing that came to my mind was the Gay card. You know, what if it turns out that I like it? I mean that had to be a logical reason why she should not do this, right?

But then I could just imagine her answer. It would be something like, “well you don’t seem to have any problem sticking your penis in someone else’s ass, what about that?” So I gave up on that line of logic.

She pushed the cart up and down the aisles looking for something. We were over in the pharmacy section. She could not find what she was looking for so she went up to the pharmacy counter. She leaned over and asked, “excuse me I’m looking for personal lubricant and latex gloves?” I just about passed out. I looked the other way and pretended not to know who she was.

The pharmacist came out to the counter and began to explain to her all the different types of personal lubricant. “Well there are some that are a gel, and some that are a liquid, and we have some that provide a warming sensation, ” he said in that clinical tone as if he had no earthly idea what people use the stuff for.

I went over to the magazine rack and started looking at the motorcycle magazines. About five minutes later, My wife came over. She had three or four bottles and tubes of different lubricants, and a huge box of latex gloves in the cart. “Ok let’s go take a look at the produce section, ” she said in that sly voice.

My knees were weak and there were butterflies in my tummy. “Hey, how about if I just read these magazines while you go find the… the… er… uh… thing… you are shopping for,” I responded.

She grabbed my hand and pulled me along. “Don’t be such a baby, besides this is the fun part, you will want to help me pick just the right one.”

The store seemed to be spinning and I felt like I was going to pass out. I could not help but notice people staring at the contents of our shopping cart. Then she pulled out the cloth tape measure. This was beyond humiliating.

She reached out, picked up a cucumber and ran the cloth tape measure down the length, it was huge. “Let’s see… hmmmmm… too short, ” she placed it back down.

Too short!! What the heck… that cucumber was huge! She moved all the cucumbers around and out of the way. She picked up what seemed to be the biggest one in the bunch and ran the tape down the length. “Thirteen inches, well I think we can make that work”, she said in an excited voice.

She wrapped the cloth tape around the fattest part of the cucumber. “Nine inches, hmmm well that will have to do. This is the only one long enough. You can handle a tiny bit more than the eight inches we were looking for”, She said as she reached down and patted my ass.

“Now we need to find a few smaller ones to open you up with, you know to work up to the full sized one. How about this one? It seems to have a little personality”, she held up a long slender cucumber that had a large bulb shape on one end.

I looked at that gleam in her eye and stood silent not really knowing quite what to say really. She picked up about three more cucumbers and placed them into the cart.

As we checked out at the register, I felt waves of panic creep into me. Everyone seemed to be staring at what my wife was placing on the conveyor belt. I’m quite sure the checkout gal had some inkling what all this stuff was for.

We got home and I flipped on the TV pretending none of that stuff was sitting on the kitchen counter. I figured maybe she would get distracted or something. She went into the bedroom and came back out with two pillows and a bath towel.

“Ok sweetie, climb out of those pants and lay down on these pillows.”, she said as she stacked the pillows one on top of the other and draped the towel over them.

I did not know what to do, I just sat there motionless. She came over and stood me up and began to undo my pants. She fished out my penis and began to work on it sucking it into her mouth. “Come on sweetie, just relax, I wont hurt you, just lay down and I will give you a nice massage.”

I stepped out of my pants and she placed me over the pillows with my legs spread wide apart. She sat between my legs and coddled my scrotum, running her fingers up and down the insides of my thighs. “Just relax sweetie, this feels good right?” she continued the massage.

Then I heard her reach into the grocery sack. I heard her open the box of gloves and put them on her hands. She slapped my ass with both gloved hands at the same time. “Are you ready to get fucked in the ass, dear?” she asked a she squirted lube out of a tube onto my tight puckered hole.

Before I could say a word she shoved her middle finger up into my ass as far as it would go. My ass cheeks clinched together and I buried my face in the carpet. “Come on, relax that cute little butt for me sweetie, just relax” ,she cooed as she patted my ass with her gloved hand and wiggled her finger from her other hand all around. I actually felt a boner starting and had to adjust my penis so it was pointing upwards.

Of course she saw this and reached down between my legs and grabbed hold of my now hard penis. “Mmmmm so this is feeling good then, you like this anal stuff don’t you?” , she chided. “Take some more my cute little butt slave, mmmmm feel that?” She jammed a second finger alongside the first. I jerked forward a bit trying to get away from the fingers twisting and shoving in my ass.

“Come back here silly, come on, don’t try to squirm away, we are just getting started. Just relax, lets try the first cucumber. Here, get up on your hands and knees and stick your ass up in the air for me. I want to make sure I can see what is going on.” She slipped her fingers all the way out and patted my ass. “Come on sweetie, get up on your knees” , she taunted.

I begrudgingly got up on my knees. She scooted up so that her face was inches from my ass. I felt more lube being applied to my ass. She pressed the cool tube right to my ass and squeezed some lube right up inside me. She shoved a finger in and twisted it around. My ass started to feel hot. “How does that feel sweetie? The pharmacist said this warming lubricant would help add more sensation”.

Her finger pulled out and I felt a cold blunt object press against my anus. “Ok, here is the first cucumber, it is not very big try to relax.” I tried to relax but it just did not feel right. She kept pressing but all it did was move me forward. “Wow this is harder than I thought. Don’t move, I’ll be right back.” She said. I heard her fumbling around in the kitchen.

She came back and sat down again. “Ok, I have a carrot that is a bit smaller than the cucumbers, let’s give it a try.” She said as she squirted lube out and rubbed it onto the carrot.

I felt the cold carrot slip slowly up into my ass. It wormed it’s way deep, much deeper than her fingers had gone. “That’s good, I’ll just let it sit there for a minute so you can get used to it.” She said as she cupped my scrotum with her other hand. About a minute went by and slowly she began to withdraw the cool carrot until just the tip remained, then she pushed it back in even deeper.

It was a strange sensation to feel something slip way up inside me like that. It didn’t even matter if I tried to clinch my anus closed, it still slipped right in with all the lubricant and the slim tapered shape.

What felt really strange is when she withdrew it. It felt warm and left my ass feeling very empty. Almost like I wanted it to go back in. I found myself relaxing my anus and tilting my ass upwards as if to anticipate the slippery smooth carrot.

“Ok, lets see if the little cucumber can fit now,” she said as she slipped the carrot all the way out. It felt weird to just be up on all fours waiting for the next thing to be shoved into my ass. I could hear her slathering lube all over the cucumber.

“Just try to relax now. This is just a tiny little cucumber. It’s not much bigger than the carrot really. Come on you can handle it. Open up for me sweetie,” she said as she pressed the cool cucumber against my anus.

She began to push a little harder and twist the cucumber around a little bit. “Come on baby, take it up your butt, open up for mommy.” (ok that mommy thing was just a little weird to hear her say, but honestly it kind of turned me on a bit)

The cucumber suddenly sank into my ass and went real deep all at once. My whole body tensed up a little. “Good boy, that’s it, relax your ass for mommy.” (ok, there’s that mommy thing again. I didn’t know what to say so I just kind of went with it.) “I’ll just let it sit in there for a minute so you can get used to it, baby.” She held the cucumber firmly embedded deep into my ass, and patted my ass cheeks with her free hand.

She began to move the cucumber up and down and side to side kind of like stirring a spoon in a pot. “Good, that’s it, just relax.” Then without warning she pulled the cucumber out fast and jammed what felt like two fingers up my ass twisting and turning them driving them deep. I lurched forward, mostly out of surprise, but also because she was shoving so hard. “Oh yeah, that is much looser, let’s fuck you a little and see how you do with it.”

She pulled her fingers out and shoved the small cucumber back in slowly twisting it back and forth. She got up on her knees and held the cucumber with both hands and twisted it all around. Without warning she jerked it all the way out, then pushed it back in real slowly. “Oh that’s a good baby, take that cucumber up your ass for mommy.”

She continued to impale me slowly, twist around for a minute, and jerk it out quickly. My ass was starting to really relax now. When she would jerk it out, it came out with almost no resistance at all. It felt kind of weird, kind of sloppy. She shoved it in slowly and more deeply than before and just left it there. I heard her squirting out some more lube.

She pulled the cucumber free and shoved what felt like three or four fingers up my ass twisting them all around. “Wow, I think you might be ready for the big one. Here lay your head down on the pillow and keep your ass up like that.” My brain was spinning now. I did as she instructed. I could feel her fingers twist around feeling all around inside my ass.

She shuffled around and I felt her fingers withdraw and a new colder cucumber wedge at the entrance of my ass. It felt like it might as well be a bowling ball. When she would push on it nothing would happen except that my ass would move forward. “Hmmm, maybe you need something bigger but not quite this big yet.” She removed the cucumber from the entrance to my ass.

She placed a different cucumber to my ass and began to push. “This is the one with a nice fat bulge in it, you might like this one allot. It has some bumps on it too. Come on open your ass for mommy.” She shoved hard and it sank in about two inches. My ass seared with pain and I lurched forward trying to get away from the invader. I ended up laying over the pillows again clinching my ass cheeks tightly.

“Oh I’m sorry sweetie. Is that too big?” She said as she held it firmly to keep it from dislodging. “Just relax, it will fit, just lay there for a minute, I promise not to push it any further until you are ready.” She held the cucumber in place and stroked my tightly clenched ass cheeks with her free hand. After a minute my ass cheeks began to unclench.

“Come on baby, just relax your ass for mommy. Here I’m going to push just a tiny bit now.” She began pushing and it slowly sank past the thick part and then slid all the way inside quickly up to the hilt. It felt much different than the last one. It went much deeper and it felt wedged firmly in my ass, like it was splitting my insides apart.

“Ohhhhhh yeah, see that goes in nice and smooth baby. Mmmmmmm look at how big your ass is stretched open, wow that is allot of cucumber for mommy’s little baby.” She said. I could feel her running her finger around the base of the cucumber wiping more lube onto my stretched anus splayed widely around the girth of the cucumber.

Before I could even get acclimated to this new larger object, she began to move it around. She tried to twist it but it would not budge. My ass was gripping the large cucumber tightly. “Wow, that cucumber is stuck. We need to pull it back out and get some more lube inside your quivering little ass baby. Just relax while I pull it out. I promise to go slow, just relax.”

I felt the cucumber pull but it did not seem to move. She pulled a little harder and it began to slide very slowly. The girth of the wide part deep inside was forcing my hole open from the inside as the cucumber moved out. “Ahhhhh… Ahhhhh.. Ahhhhh,” I moaned as the cucumber moved past the thick part. I held very still and then once it was past the thick part it plopped out. My hole felt like it was wide open even with nothing in it. I could feel cool air inside.

“Oh baby, did that hurt? I guess that fat part of the cucumber is bigger than it looks. Let me feel the inside of your hole and check to see that it is ok before I put it back inside,” she said as she slid a finger into my now slackened hole and rubbed all around. “I think you are ok, let’s put some more lube inside your ass,” she said pulling her finger out and placing one of the tubes of lube up to my hole squeezing cool gel up my ass.

“Ok baby, lets give it another try, open up for mommy.” I felt the cucumber shove back into my ass. This time it sank in quickly with a slurp noise. I felt the cool gel run out of my ass and down onto my balls. She reached down and scooped it up with her fingers rubbing the lube onto my anus and the rest of the cucumber. “Ohhhh that slides in nicely with all the extra lube. Does that feel better sweetie?” She questioned. I nodded involuntarily yes betraying the fact that despite how kinky all this was, and the pain in my rectum, I was enjoying getting fucked by my wife.

She began twisting and turning the cucumber now and it was distending my insides. I could actually feel my bowels open deep inside to let the cucumber push deeper still. “Ohhhhh baby that is going in deep, that’s good, relax that ass for mommy.” She said as she pressed the cucumber deeper into my ass.

She began to pull it out just a few inches and then sink it back in. It was a steady rhythm in and out and the amount of force required to get the cucumber to move just a few inches like that was high. When she would push in my pelvis would sink into the pillows. And when she would pull it back out my pelvis would rise again. Instinctively, and without realizing it, I began to push my ass upwards when she would thrust.

“Ohhhh baby, you like me fucking your ass with the cucumber don’t you? That’s it baby, fuck your ass up in the air for mommy, yeah baby, take that cucumber deeper.” She chided. I knew I was revealing my desire to take it in deeper. I could not help it. It felt good.

I got back up on my knees with my face still buried in my arms. I wanted it deeper. She sensed this. “Ohhh baby wants more. Here just relax sweetie, I’ll give you as much as your ass can take.” She said as she got up on her knees behind my ass. I felt the cucumber sink in even deeper.

“Yeah take it baby, take the cucumber up your ass for mommy, take it deep baby.” She said in a determined tone. She began to fuck the cucumber in and out deeper. It never popped free like the last one. The fat part kept it embedded deep inside my ass.

“Are you ready to try the big one now sweetie?” she asked while shoving and twisting. I nodded yes. My eyes were closed tightly and my face was buried in my arms. I was in my own world now. My ass was quivering. It wanted more.

“Try to relax sweetie, try to relax. I’ll push slow and just try to relax. This might be too big to fit in your ass.” She said in a serious voice. I felt the cucumber slide out of my ass. It felt warm and the thick part did not even slow it from sliding out.

I reached back with my hands and spread my ass cheeks apart. “Ohhh sweetie, I think we have found a new sexual interest for you. Hold still and try to relax.” She said in an excited voice. I waited patiently holding my cheeks wide in anticipation of the big cucumber. It seemed to take eternity. I could hear her slathering lube onto the large cucumber.

Finally I felt it press against my anus. I pushed back against it trying to somehow suck it into my ass. “Wow, this is going to be tricky,” She said as she rotated the cucumber around making sure it was centered on my hole. “Here we go, take a deep breath,” she said as she pushed hard.

Slowly I felt the blunt tip of the large cucumber wedge into my anus. It began to pry against my anus a tiny bit then came to a complete stop. I pulled my ass cheeks wider apart and pressed my ass open like I was trying to take a big shit. She began to push a little harder.

Suddenly, it sank in about five inches and stopped. It was excruciating and exhilarating at the same time. My ass felt like someone had shoved two handfuls of gravel into it. The cucumber did not feel smooth at all. It felt hard and like it had small rough knobs all over it.

“Oh my God!” She exclaimed. “Are you alright?” She asked. I nodded my head yes. “Honey, your ass it stretched so wide the pink part of your anus is white. I don’t want to hurt you. Are you sure it feels good?” I did not know what to say. I just sat there with my ass up in the air breathing heavily

“Here, let me just pull it back out and check your ass for a minute, and then we can put it back in,” she said as she gripped the cucumber and began to pull on it. It slid right back out popping free. When it popped free I lurched forward. My ass convulsing and quivering from the sudden freedom.

“Here come in the kitchen and bend over the table. I want to see your ass in the light,” she instructed. I stood up slowly. My legs were wobbly. I went over to the table where she had placed a pillow on the edge of the table and bent over. She scooted a chair up behind me. “Spread your legs apart,” she instructed.

I felt her fingers examining the inside of my ass. Her fingers slid in very easily and slid around inside my bottom. I rested my head on the table and placed my arms over my head and gripped the opposite edge of the table. It felt good to stretch after laying on the floor.

She began twisting her fingers around inside my ass. She was prying my cheeks open with her free hand. It felt good whatever she was doing. “Everything seems fine. Here, lets have you bend over the couch and I will fuck the rest of the big cucumber up your ass. You will need to be in a position where you can really relax,” she said withdrawing her fingers from my ass and patting my butt cheeks playfully.

I walked over to the couch and kneeled down in front of it resting my chest on the cushions. I could see her pick up the cucumber and place the cloth tape measure on it. “Here, I will mark a ten inch line so we know when it goes in far enough,” she said as she pulled a black marker from the kitchen drawer.

I reached behind and spread my cheeks again waiting for her to shove the cucumber back in. She slathered lube all over the cucumber and onto my ass. I was feeling intense. I wanted that monster embedded up my ass so bad. I can’t really explain it.

“Ok, baby try to relax, ” she said as the tip of the cucumber pressed against my hole. Again I pressed my ass out like I was trying to take a big shit. And she pressed hard. It did not go in right away. She rotated it around a bit making sure it was centered right, twisting and turning.

“Relax sweetie, take a deep breath for mommy,” she whispered. She placed her groin on the other end of the cucumber and leaned her body into it to help her push harder. This allowed her to hold me by the waist with her free hand. I felt her grip me as she pressed harder still.

The cucumber sank in about four inches and stopped. “Ohhhh baby, that is so hot! Your ass is taking the cucumber. Yeah, baby, take it for mommy, take that monster cucumber up your ass for mommy!” she said in an excited voice.

She pressed some more and the cucumber wedged it’s way even deeper into my ass. It came to a dead end. I felt it bump into something deep inside me and it would not go any further. “Ohhh baby, that it so hot! You should see how much of this cucumber is up your ass!” she said excited.

“You still have about three inches to go. Do you want me to work it around and see if we can get it all the way in your ass up to the ten inch mark?” she asked. I nodded yes.

Slowly she withdrew part of it, and then slowly she pushed it back in by pressing her groin up against the cucumber. I began to moan,”ahhhhhhhh…ahhhhhhhh…oh God aaaaaaahhhhh!” She shoved it in harder now and slowly pulled it back out.

I don’t know exactly what she began doing next but I felt both of her hands reach beneath my chest and begin pinching my nipples. She began whispering in my ear. “Go with it honey, go with it, you are past the ten inch mark, go with it,” she whispered.

I felt her hand reach down and grasp my raging hard on. She began to stroke it as she shoved the cucumber in deeper still. She had placed the cucumber between her legs and was clinching it with her thighs to pull it out, then pressing her groin against it to push it back in.

She began to swat my ass. The latex gloved hand made a loud “slap” when she brought it sharply down on my ass. “Take it baby, take the big fat cucumber for mommy, take it up your hot little ass.” Fucking it in deeper, stroking my cock with one hand and slapping my ass with her other.

I lost it. I had a shuddering orgasm and shot my wad all over the couch. My ass convulsed and gripped the cucumber with each wave of orgasm. She gave the cucumber one last good shove and held it there deep inside me while she milked the cum out of my penis gently with her dainty little latex gloved hand. I was finally finished.

“Oh wow, that was amazing. You have at least 11 maybe even 12 inches of cucumber up your hot ass. Here, hold still, I want to mark it with my black marker. She pushed the cucumber a half an inch further into me and held it there while she drew a black line around it. I had to hold my breath with it pressed in that far. “Almost done,” she said as she drew the last of the line.

I felt her release the pressure on the cucumber and it slowly slid out all by itself until it popped free. She took the towel and wiped all the cum off the couch and off her hand. She wiped the lube off the cucumber and placed the cloth tape measure on the cucumber. “Oh my God! You had 11 inches of cucumber up your ass. That is amazing!” she exclaimed.

“Here come back in the kitchen so I can check and make sure we didn’t hurt your ass,” she instructed. I stood up slowly and walked half hobbling back over to the table. I carefully bent over the edge of the table. She scooted up a chair behind me and parted my ass cheeks. I felt her fingers slide between my cheeks and into my now very relaxed ass.

“Wow, I hope we didn’t stretch your ass permanently. It feels very loose,” she said as her fingers moved around deep inside me. I could feel her trying to pry my anus open with her two thumbs to see inside of me.

I laid my face on the table and moaned, “mmmmm… that feels good. Whatever it is you are doing is giving me another boner.” I could feel my penis begin to harden.

She bent over and kissed up my ass cheeks. She reached down and felt my penis. “Oh you are really enjoying this anal stuff aren’t you.” She chided.

She began to stroke my penis and shove her fingers in deeper. I was relaxing and feeling another orgasm well up inside of me when suddenly I felt intense pressure deep in my ass.

“Just relax baby, just go with it, I have read about this, men like having a whole hand in their ass, just relax,” she whispered. I felt even more pressure deep in my ass. My toes were curling up and I was gripping the far end of the table with my hands now. Was she really going to shove her whole hand inside my ass? My head was spinning again.

Suddenly, I felt her hand wedge tightly and press hard. It inched a bit twisting a little. I held my breath. Then I pushed my ass out like I was trying to shit and suddenly her dainty little hand slide home right up inside my ass! “Oh yeah baby, you did it, can you feel my whole hand up inside your hot ass?” she asked. I nodded unable to speak. My penis was swelling to the boiling point.

I could feel her hand twist all around deep in my ass, twisting and turning. My ass was making all kinds of slurping noises. My head was spinning. I could feel lube running down the insides of my thighs. I felt like a slut. Like a sex pig. Like I wanted her whole arm inside me. I pressed my ass back towards her moaning, “Oh God that feels awesome.”

“Yeah baby, you like mommies hand deep in your ass don’t you? Take it baby, take it,” she moaned. She began to slap my ass and drive her hand in deeper twisting and pulling at my ass. Then she felt my legs stiffen up as I began to well up for a second orgasm. “Go with it baby, go with it,” she whispered.

She quickly grabbed hold of my raging penis to stroke it to orgasm. With each stroke of my penis she withdrew her hand about half way and then shoved it right back in to the hilt I lost it. “Yeah baby, cum for mommy, cum for mommy.”

My ass spasmed and convulsed around her wrist as my body shuddered in an intense orgasm. Amazingly, cum flowed out of my recently depleted penis. The orgasm was a long one, and the waves made my ass cheeks tense up and twitch involuntarily. “Good boy, that’s it good boy.”

After the orgasm finally subsided, she slowly withdrew her hand from my ass, leaving my spent body slumped over the table. She went over to the sink, removed her gloves, and washed her hands. She brought a warm wet washcloth over to me and wiped the lube off of my ass and thighs. She patted me dry with a towel and kissed my ass cheeks.

I hobbled back to the living room and sprawled out onto the floor with my head on one of the pillows. She snuggled up next to me running her fingers up and down my chest.

“Well, I guess you are right. The anus can be stretched much farther than I had ever imagined. But maybe instead of shoving your penis in my ass, we might want to think about buying a nice big black strap on for me to shove in your ass. I have to admit I enjoy fucking my little sweetie in the ass.”

Again, there was not much I could say at this point. I had been discovered. My ass had given me away. There was no denying I enjoyed what had taken place. I liked having my ass fucked, and she enjoyed fucking it. Who would ever have thought such an adventure was out there to be discovered? Who would have thought this petite brunette would fuck me so intensely?

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John Hermann wrote

I would love to find a Mistress to do that to me.