Sleeping Beauty

When she eventually came down from her orgasm, I went to pull my finger out of my sleeping wife's ass, but found that it was still gripped tightly. I didn't want to risk hurting her, so I gently rocked it back and forth inside of her, gently thrusting with tiny movements until I was able to pull it free. By the time I got my finger out, she had started showing signs of pleasure from having her ass played with. The next thing on my list was to spend some more time focused on her ass, but I had a wicked thought. I pressed my dirty finger against her lips and slid it into her mouth. As with my dick, she sucked my finger, cleaning the taste of her pussy and ass from it. I let her suck it clean for a minute, making sure to press as much of it into her mouth as I could.

Once satisfied that my finger was clean, I returned to between her legs. I lifted them further up, holding her thighs in the air, so that her ass was exposed. I couldn't believe that she was still sleeping through this as I began to rim her. I wanted to see if I could make her cum just from playing with her ass. It didn't take long to get her started, but after a while I had to concede that I wasn't going to get her off like that right now. With one last swipe of my tongue across her asshole, I shifted how I was holding her legs. I adjusted my body as well, so that I was in position to fuck her dripping cunt. Tonight was not about hard and fast, but slow and deep. The fact that her ass was elevated the way it was meant that I could get very deep. My cock slid right into her eager pussy. I felt my cock bump up against her cervix and I pulled back a drop, expecting to see her wince in pain. Instead, I heard her moan. I once again marveled at the difference between my wife between when she slept and when she was awake. I began to fuck her, slowly and deeply, each time pulling back as far as I could while still staying inside of her, before thrusting back in until I was fully inside of her, my pelvic bone pressed against her's and my cock pressing against her cervix. It didn't take too long before she started cumming around my cock, which was enough to get me going as well. I painted deep inside of her with my cum.

I eventually collapsed down beside her, letting her legs drop back down to the bed. As I did I realized that it might wake her, but my wife stayed asleep. Once I had caught my breath, I pulled the pillows or from under her. Then I happily used her sleeping mouth to clean my cock from our combined juices, before calling it a night.

"You seemed to like having my finger in your ass," I told my wife when she asked me the next morning what I had done to her. "And you definitely were fine sucking it clean after as well."

She blushed and shook her head. "I can't believe I let you do these things to me. The fact that you do them doesn't surprise me. I know that you are a dirty man. But why do I let you do them to me?"

"Because you, whether or not you want to admit it, get off on it all and you like waking up after a night of orgasms," I replied with a cheeky grin.

"I think that I'm going to stop asking," She replied. "I'd rather not know."

Our discussion in the morning didn't stop her from kissing me goodnight an hour before she knew I was planning on heading to bed.

"You are just asking for it, aren't you," I teased.

"Shut up," My wife responded with a blush. "I'm going to sleep. Anything beyond that is you."

I laughed and watched my wife's ass as she headed to bed. When I finally did get into our room, ready for bed, I found her asleep, naked, with her ass once again in the air. I couldn't resist the opportunity and gave her a gentle slap on the ass. It made such a nice sound that I did it again. And again. And then a bit harder, leaving a red handprint on her upturned ass. I took a picture, and then proceeded to give her a bunch more spankings. I kept them soft enough not to wake her, but her bottom was fully red from the repeated slaps. I stopped when she whimpered in her sleep. I was afraid that I had really hurt her, but then I realized just how wet she was, and that it had been a whimper of pleasure. I then couldn't help but fuck her. By morning, all signs of her spanking had disappeared.

Over the next week, I managed to play with my sleeping wife three more nights. It was amazing how much having sex regularly improved our relationship. We not only feeling better and happier, but we also felt closer and more intimate with each other and spent more time talking and hanging out while awake as well. Friday evening, I stopped on my way home from work and picked up a few items. I hid the bag away when I got home.

Later that night, once everyone else was asleep, I pulled out the buttplug training set and edible lube that I had brought. I took the smallest one, which was about the size of my finger, and with lots of lube, worked it into my sleeping wife's asshole. I then occupied myself playing with her for a while. It seemed to make her already very responsive sleeping body even more eager. When I was finally almost ready to call it a night, I pulled out the plug. Her ass looked incredibly sexy as it held onto the plug for a second, and then as it stretched to allow the small plug out. I had debated for a bit about what to do next, but seeing her ass like that clinched it for me. The plug went into her mouth to suck clean and I licked her beautiful asshole, cleaning every trace of the lube and then some. Having cum in her twice, I was tired and it wasn't long before I put everything away and called it a night.

During each night that I played with her over the next week, I used the smallest plug on her. Especially as she wasn't awake, I wanted to go slow and make sure I didn't hurt her. Over the next weekend, I tried upgrading her to the next size. Her ass took it easily. The amazing thing was that I could feel it through her pussy when I fucked her. It added a new and delightful sensation to an already fun experience. The beginning of the week passed much the same as the one before. Sunday and Monday nights I got to play. Tuesday and Wednesday I fell asleep before my wife. Thursday I had a really long day and was exhausted by the time I got home. I debating going right to sleep, but horniness won out. I put the plug in her ass, which took it happily, and then I fucked my sleeping wife. I was more tired than I realized, and I passed out after cumming, my cock still inside of her.

I woke up the next morning to the sound of my wife saying "What the fuck?"

It took me a minute to fully come to consciousness.

"What did you do? What is this?" My wife complained.

I realized what had happened. "It's ok. Calm down. It's just a buttplug. I just fell asleep here taking it out last night."

"Take out!" She demanded.

"Of course. Bend over."

She made a noise of frustration and bent forward as I got out of bed. I made my way around to behind her I took hold of the base of the plug with one hand. I gently pulled on the base while stroking her pussy my other hand.

"You know that you really like this while you're asleep right," I asked with a wry tone in my voice. "And based on how wet you are I don't think you mind it too much awake either."

"Uch. Asshole," She said as I gently tugged more, pulling the plug out of her ass. But her anger was belied by the moan that came after it.

I continued to finger her clit as the plug slid out of her ass. She moaned in appreciation.

"Damn it," She cried out softly. "Just fuck me already!"

I happily obliged, railing her from behind. Her muffled cries of pleasure were a great way to start the day. Her first orgasm squeezed my cock nicely and her second came as I filled her with cum.

"That was in my ass?" My wife asked incredulously, when she finally stood up and saw the plug. I nodded. She just shook her head, unbelieving.

I was in the mood to push, so I said, "I have an even bigger one that we are going to work up to."

"How big?"

I pulled out the next size. Her eyes went wide. It was almost as big as my dick.

"That won't fit inside me!" She protested.

"Soon enough it will," I promised. "Now, unless you are going to do it, I need to go clean this," I said, picking up the dirty plug.

"Why should I clean it? It's your toy."

"Because you usually do," I said with a grin brie disappearing into the bathroom.

I heard her confusion for a moment before hey sputtering angry disgust. She slapped my shoulder playfully when she came into the bathroom a minute later.

"You make me do the most disgusting things, you know that?"

"I have not yet heard you ask me to stop," I replied sincerely, looking her in the eyes.

She held my gaze for a moment and then looked away. "Asshole," She muttered.

The next night I put the plug back in after I finished playing and left it in her ass intentionally. I had a late morning and slept in. I woke up to find the plug sitting on the bed, clean, along with a note.

*I can't believe where we have found ourselves. I'm not complaining, and I'm not mad. I'm scared, but I trust you. I cleaned the plug. I used soap and water, just in case it wasn't clear. I love you. Have a good day.*

By the next weekend, I decided that she was ready for the next size. Watching her ass stretch around the widest part of the buttplug was mesmerizing. I could just imagine that tight ring stretching around my cock. With the bigger plug in, my sleeping wife's cunt was even tighter, with the walls pressed in by the shaft in her ass. When I pulled it out, her asshole gaped open for a few seconds. I couldn't help leaning down and sliding my tongue deep into her dark passage for a few seconds. When I slid the dirty plug into her mouth, I realized that I was getting to the limit of what would fit, not in terms of girth, but length. I bunched up a pillow under her shoulders, tilting her head back a drop. As the last bit fit into her mouth, I realized that the tip must be in her throat. I made sure not to leave it there too long. After I finished playing with her ass and I pushed the plug back into the hole it was meant for before fucking her again.

"I can't believe that it fits inside me," My wife said in the morning as she turned the buttplug over in her hands.

"How did it feel inside of you?"

"Like I was stuffed and full."

"Did it hurt? Was it uncomfortable?"

"Not really. More just weird."

"And taking it out?"

My wife just blushed and quickly changed the subject. I found myself wondering if our nighttime activities would eventually spill over into my wife being an active and awake participant, more than her just having a sex drive.

The next weekend brought on a sense of anticipation. There was a nervous tension in the air on Friday morning. Both my wife and I knew that was going to happen that night. I was finally going to fuck my wife's ass. It was all I could think about all day, to the point that I was distracted enough that my boss asked if everything was ok. Seeing her nervousness that evening I debated saying something, but I decided that if she wanted to talk she could broach the subject. After dinner she snuggled with me for a bit on the couch, before kissing me tenderly and then heading to bed. I went to get up and join her, but she asked me to give her some time before joining her.

I read a couple of chapters before heading to bed. As expected, my wife was asleep. She had taken to falling asleep in different positions, especially if she wanted me to fuck her in a specific way, so I wasn't surprised to see her naked ass up in the air. What did shock me was the fact that she was wearing the big buttplug. I wondered when she had put it in. I fantasized about her waking around all day with it inside of her. Working, taking meetings, dealing with the kids, all with her ass plugged, getting it ready for me to fuck. I snapped back to reality after a minute and realized that I had just been standing there, staring at her. I quickly got undressed and then joined my sleeping wife on the bed. A part of me wanted to just jump right in. To pull out the plug and just fuck her ass. To take her final virginity after years of marriage. But I held myself back. I felt like this required me to take my time and do it right. Besides, I wanted her to be so on edge that she would cum from my cock in her ass.

I started with her pussy. It was wet to the touch, eager for what was to come. I started with my fingers, gently stroking around the outside of her lips. My wife sighed in her sleep, as I ran a finger between them, parting her folds. I teased my finger over her clit and then inside of her for a second before circling back for a broader stroke. I did that a few times before taking a minute to focus on her clit. Her sleeping moans were so sexy, but I made myself stop before I pushed her too far. I switched to slowly sliding my finger out of her tight, wet cunt, pressing on her g-spot as I did. Her moans picked right back up. This time I let her get further along. I stopped when she was close to cumming. Pulling my finger out of her cunt, I put it into her sleeping mouth to suck clean. While she sucked my finger, I used my other hand to start pulling the plug out of her ass. I went slowly, pulling it a bit and then letting go and watching her ass pull it back in. Each time I pulled it a bit further out, until eventually I pulled out far enough that it slid out, leaving her asshole slightly gaped. I replaced my finger in her mouth with the dirty plug and then knelt between her legs. I loved the taste of her ass as I rimmed her stretched sleeping asshole. I could hear her moaning softly around the plug as I tongued her ass. I kept it up for a few minutes, flicking my finger over her clit every few seconds as well.

Once I was ready, I took the plug out of her mouth. My wife was panting in her sleep as I added some extra lube to her ass and my cock. She moaned loudly when I pressed my cock against her rosebud and it stretched easily to accommodate me. If I had thought that her pussy was tight when she had the large plug in her ass, it was nothing compared to the vise grip that her ass had on my cock. I was sure that if I hadn't spent the last three weeks preparing her that I would have hurt her. Even so, and even with all of the lube, I needed to be careful. I went as slow as I could, working my cock into her ass. The fact that I was so turned on that I had to stop to keep taking deep breaths to not cum too soon helped keep me slow.

When I was about two thirds of the way in, I reached under her and rubbed her clit, not wanting her to come down too far. Depending on how you look at it, that turned out to be a mistake. With a loud moan, my sleeping wife started cumming. A gush of liquid hit my hand and her ass clamped down even more. I couldn't help myself any longer. With a groan I started cumming in her ass. It felt like I unloaded a gallon of cum into her bowels, which in turn set her off again. When the last spurts of cum finally stopped, I found myself still rock hard. Her ass was still extra tight, so I shifted back and forth in place for a bit, until she was able to relax post orgasm.

Once she was ready I started working my way deeper. It took time, especially because I was still very sensitive, but eventually I bottomed out on my sleeping wife's ass, with my balls pressed against her dripping cunt. I held there for a minute, reveling in the sense of accomplishment and the incredible tightness holding my cock. I took a few deep breaths and then pulled out a drop and thrust back in. Each time I pulled back a bit more, until I was fully fucking her ass. Fucking my wife's ass was at incredible as I thought it was going to be. It was so tight, and the knowledge that I was doing what my wife had considered so taboo and so dirty added to the pleasure. When her second orgasm hit, it was completely anal. As I sawed in and out, her moans built until they turned into one elongated groan. Her ass tightened again, giving my cock the massage of a lifetime. It was more than enough to pull a second orgasm out of me as well. I groaned as blast after blast of cum shot deep into her ass. Her ass pulsed in time with my cum shooting into her, which served to squeeze every last drop out of me.

I eventually pulled out of my sleeping wife's asshole. There was a loud popping sound as I exited. Looking down at her ass I saw that she was stretched wide open, as if her ass was begging me to refill it. I leaned down and kissed her her gaping hole. There was literally nothing stopping me as my tongue delved deep inside of her. I played with her for a minute longer before shuffling around to her head. My cock, which was dirty with cum and lube, and had just been buried all the way inside of her ass, went into her sleeping mouth and she started sucking on it like it was the best lollipop in the world. My next surprise came as she continued sucking me in until I felt her throat stretch to take my cock. I sighed with pleasure as her lips brushed against the base of my cock. Apparently the training with the big plug in her mouth had taught her to deepthroat. I wanted to pump another load down her throat, but the first two had wiped me out. I pulled out of her throat after thirty seconds, ensuring that she could breathe, and out of her mouth a minute later, collapsing beside and passing out.

I woke up in the morning to the sounds and feelings of my cock being sucked actively and enthusiastically. I cracked my eyes to see my wife between my legs, eagerly sucking my cock. It was only when she finally pulled her mouth off that she noticed that I was awake.

"It's about time you woke up," She said as she climbed on top of me.

"Good morning to you too," I said sleepily. "Everything good?"

"Well," She responded as she straddled my hips. "I woke up this morning with my ass very sore. While it was a pleasant soreness, and my ass was very satisfied, my pussy was not and it was demanding cock."

I sighed appreciatively as she slid onto my morning erection which her mouth had intensified.

"Not that I'm complaining, but that doesn't explain why you were sucking my cock."

She moaned, bouncing up and down a few times before answering.

"Based on how my ass is feeling, the only cock available to me was deep inside of it last night, and I had to make sure it was clean."

"Of course. What was I thinking?"

I enjoyed as my wife rode me for a few minutes, enjoying the way she felt, the way her tits bounced, and the fact that she was an active participant. She was working herself to an orgasm when she collapsed against me.

"I'm so out of shape," She complained, breathing hard. "I can't do any more. And I was so close!"

"Would you like me to take over?" I asked, stroking her hair gently.

"Please, yes," She begged.

I rolled us over, my cock still in her cunt. I took a second to properly position myself, lifting her legs. Then I started fucking my wife. Her waking expressions differed radically from her sleeping ones, and I loved them both. It didn't take long for her to go off. She bucked and cried out under me as I fucked her through her orgasm. I slowed down as she came down, and then had a devilish thought. I still hadn't cum yet this morning. I pulled back as of too thrust into her again, but instead I pulled out an the way. My wife started to say something, thinking that we were done, but I wasn't. Between her juices, the leftover lube, and how much I had stretched her the night before, my cock slid right into her ass. My wife groaned loudly as I refilled her ass.

"I can't believe you are in my ass," She moaned. "I thought that the plug was big. You feel like you are splitting me in two."

"Are you complaining," I asked as I started fucking her butt.

"Fuck you," She said, but her hands held my arms, not letting me go. "Harder," She begged after a minute of me sodomizing her, this time while she was awake.