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Bottoms Up

by Draugr

A Kaeden & Lily Story

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This work is licensed under aCreative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

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"Hey Kaeden? Can you come into the bedroom? We need to talk."

I looked up from my toys, puzzled. It took me a minute to really process what Lily had asked of me - I was pretty deep into my 'little' headspace, and both the words and her tone of voice told me she wanted to talk about adult things.

Once I had sufficient time to allow my brain to 'grow up,' so to speak, I stood up, and toddled over to the bedroom. My diaper was pretty wet at this point as I hadn't been changed all day. I realized I must have really lost myself in 'puppy land' to not even notice that - normally I didn't like having to stay in a wet diaper.

Lily indicated for me to sit on the edge of the bed, and I automatically laid down, expecting to be changed.

"No, silly, sit back up. I'll change you in a bit. All of that was on-purpose-dents, right?"

I nodded. Since I still had to wear diapers all the time anyway, Lily had been all too happy to decide that I may as well use them for their intended purpose, even though my daytime control was pretty good. I still had to let her know when I had a genuine accident though, so we could track my potty-training progress.

"Well, right now I want your full attention."

"Okay," I nodded. "What's going on? Did I do something wrong?"

"Oh, no, not at all Kaeden. You're fine. Sorry to break you out of your headspace like this, but I wanted to talk about this before we leave for dinner, so it has some time to sit in before we go to bed."

I folded my ears back. Despite her assurances, this sounded like some pretty serious stuff.

"So, um..." she continued, uncharacteristically blushing. "I think maybe we need to talk about what happened last night."

Oh. Oh. I felt the insides of my ears heating up bright red, and I suddenly decided to become very interested in a discolored spot on the carpet. Last night during our... foreplay, I'd had an accident, and peed all over the bedsheets. I didn't normally have accidents during the day anymore, even if I still woke up with a wet diaper every morning. Anyway, needless to say, that had kind of killed the mood, and after washing sheets and re-making the bed, neither of us really wanted to have sex.

"I know it's embarrassing Kaeden, but, maybe we need to consider how to manage this around our sex life, at least until you're a little more... reliable during the day."

"Y-yeah... I know," I said, sounding pretty depressed even to my ears. "B-but I can't, um... y'know. If I have to wear a diaper."

Lily nodded. "Well, we could try and time things a little better to make sure your bladder is empty. But I have another idea."

I perked my ears, genuinely curious now that I was over the initial embarrassment of my humiliating accident. "What do you mean? I mean, I can't think of anything else that would..."

"Well," Lily said, fidgeting a little. What on earth had her so nervous? This was so unlike her. She took a deep breath before continuing. "You're a pretty submissive guy, Kaeden. You look to me for pretty much everything already, right?"

I nodded. That was certainly true.

"And I'm a pretty dominant woman. Yet, our personalities aren't really carrying over into the bedroom, are they?"

I furrowed my eyebrows. "What do you mean? Y-you usually initiate, and stuff, and I follow your lead..."

"I mean," she said quietly, "that maybe you should start taking a more submissive position when we have sex."

I still wasn't quite following her.

"On your stomach with your tail raised, Kaeden," she said, finally. My eyes widened as I understood what she was suggesting.

"Y-you mean... like, you... you would... um, put one of your... y-your dil, um..."

I huffed, infuriated at my stammering. I hated how flustered I got when talking about this sort of stuff.

"It's okay, take a deep breath hon. It's just an idea. You can say anything."

"I-I... I just wanna make sure I have a clear picture of what you want me to do," I said, once I had regained my composure. "You want to, like... use a strap-on on me?"

Lily nodded.

"I-I'm... I'm not sure how I feel about that," I said truthfully. "I'm not gay... or even bi. I've never even thought about... y'know. Under my t-tail. N-not that those are bad things to be, but, just, um... y'know... I don't know what it would mean."

Lily snorted, then, seemingly unable to contain it, laughed aloud.

"What's so funny?" I asked, crestfallen, unable to hide my hurt feelings.

"Kaeden, I'm sorry. I really am. The look you had on your face though... it's just... Kaeden, you're talking about getting fucked by a girl. That's not even remotely gay, and it certainly doesn't make you bisexual. It wouldn't mean anything."

"I... I guess I didn't think about that." I fell silent, and my girlfriend took the opportunity to continue.

"If you're laying on your stomach... well, all I'd need to do is untape the back. The front of your diaper could handle any accidents you have."

"I-it was just a one-time thing... do I really have to... t-to..."

"Raise tail?" Lily asked, with a smirk. I nodded in reply, blushing.

"You have to at least once, yes," she said. "I want to know what you think about the experience."

She didn't have me convinced, but we had come to mutual agreement that Lily would always have the last say in all parts of our relationship. I could still technically say no, but... if I was really honest with myself, some part of me was curious. Some part of me felt like it was... right to let my girlfriend not just take the lead in the intimate parts of our lives, but take the top position, too. And with the topic of my girlfriend taking me under the tail fresh on my mind, that part of me was getting louder and more difficult to ignore.

"And, um... th-this is something you want? It's not just because I had an accident?"

Lily shrugged. "Last night's accident gave me a good excuse to bring me up, but, well..."

Now it was her turn to blush and turn away. "The thought of you bent over with my strap-on shoved under your tail has, uh... um, yeah, Kaeden, it's definitely something I want. If you don't like it, though, we don't have to do this again. I want you to enjoy it, too. Deal?"

How could I say no to that? Even if I was still apprehensive about the idea of being taken under the tail, I wanted to make my girlfriend happy, and this was clearly a fantasy of hers. Given how much she sacrifices to fulfill mine...

All she was asking for was just once. But if I liked it... was that how things would be from now on? Did she not... enjoy me, in that way?

"A-am I... r-really that bad?" I squeaked, realizing how dumb the question was as it left my mouth.

"Kaeden, I'm not a mindreader. We've talked about this. You have to fill me in on your train of thought."

"Sorry. I-I just... you don't want me to do this because you don't like..."

Lily smirked again. "Kaeden, I love your cock."

I blushed, covering my eyes and whining. She knew being crass about our bedroom habits made me squirm, but there was nothing I could do about it.

"Seriously, hon. You're amazing in bed. Don't ever doubt that for a second. I just want to try something new, and see if we can't work around your problem a little better. And yeah... to entertain one of my fantasies. And you have to admit, our personalities fit the role, right?"

"I guess so... but if I decide I like it...does that mean I always have to... bottom, when we have sex?"

"Oh, geez, Kaeden, of course not. It might not be a bad idea until your daytime control improves, but I'm not going to force you into getting anal every night for the rest of your life. I mean, unless that's what you want, but it doesn't sound like it. We'll have to take some precautions while we're working on your potty training, but there's no reason we couldn't still enjoy the same sort of sex we're already having. Like I told you before, we're just trying this. It's something different, but I want you to enjoy it too, okay?"

"Oh. Y-yeah, that's good. D-do you want to try it, um... t-tonight, then?"

"That's what I was planning on. It's about time for dinner though, so why don't I get you out of that soggy diaper and you can think about it. If you have any worries before bed tonight, just let me know."

I nodded. This was a lot to take in. Lily wasn't just thinking about trying this for convenience... she was wanting to shake up our sex life in a much more permanent way. But what did I have to lose? All I had to do was try it.

Had to. That sounded odd to my ears. No, it wasn't that I had to. I really did want to. I'd been pretty reluctant about the idea until I saw the sparkling in Lily's eyes as she talked about me... well, being in the position I was going to be in tonight. I wanted to make her happy. And Ashleigh had always told me I shouldn't be hesitant to try new things... although somehow I don't think this was exactly what she was referring to.

In short order Lily had me taped into a clean diaper, snapped on my puppy collar, and dressed me in an outfit that was a little more revealing than one I would have chosen for myself, but all in all, it was fairly discrete. If anyone looked too long at my khaki shorts, they'd probably notice an odd bulge, and if I leaned over too far, heaven forbid, the waistband of my diaper would definitely show... Lily certainly seemed to enjoy showing off my diapers in public. In a discrete manner, of course, one that would only embarrass me and had little risk of being visible to anyone else.

But, I'd long since learned to cope with Lily's dressing choices since we had moved in together. And nobody had noticed yet, although the first time she'd made me go out with her dressed in this manner I had put up quite the fuss. Come to think of it, I was wearing my tyrannosaurus rex t-shirt then, too.

Honestly, the puppy collar was a lot more obvious than the rest of my attire, given that adults don't wear such things. It was a significantly wider than the stylized collars normal adults wore, and of course, included an ID tag with my name, address, and Lily's cell phone number. Adult collars didn't have ID tags at all, y'know, since adults can find their way home and all.

Nobody had said anything about it yet, though, and it did feel a bit odd to be out in public without it on - far more so than the slight discomfort I got from having visible puppy attire. I had worn it for the entire year I'd spent with Ashleigh, and I didn't feel right without one on. I'd only gotten a few brief odd looks here and there - probably because any fashion trend popular with teenagers right now was probably a lot weirder than my collar.

Lily grabbed my diaper bag, which always included clean diapers, a fresh change of clothes in case I leaked, which luckily had only happened to me once so far, my sippy cup, a bottle of formula, and various other items for my diapering needs. She insisted on holding my hand out to the car, and buckled me into the passenger seat before getting around and taking off.

Dinner was a reasonably uneventful ordeal, although she did pour my drink into my sippy cup and have me drink out of that. A little embarrassing, but I lived for the smile that brought to her face.

I had a legitimate accident on the way home, and was pretty upset over that, so Lily put me in my crib and locked the bars up so I could have some alone time. That may sound sort of mean, but it really wasn't - being wrapped up under the blankets, alone, and knowing I could trust her to let me out when the time was right was exactly what I needed to relax. After awhile, though, I reached over to my cell phone to call someone who always had some perspective when I was troubled. Obviously I couldn't talk to her about any specifics, but I really needed to hear her voice right now.

"Kaeden?" I heard the Great Pyrenees say, as she answered the call.

"H-hi Mommy!" I replied, my tail thumping up and down involuntarily on the mattress.

"Oh, puppy, it's so good to hear from you. I miss our talks, but I'm glad you've gotten over your separation anxiety. What's going on?"

"Well, um, I wanted to talk to you about something and ask you some things, maybe? I-if you have time, I mean, I know Sonia is probably a handful..."

"She's actually already in bed. Had a pretty rough day so I gave her an early bedtime. I've just got paperwork to do to wrap the day up, and that can be done anytime this week. I always make time for my puppies, Kaeden, you know that."

"Th-thanks Mommy," I said again, closing my eyes and just... drinking in the sound of her voice. It was always so calming to me. Usually Lily did that for me too, but considering the source of my distress was uncharacteristically her, that wouldn't work.

"So, what's going on? Potty-training going well? Last time we talked you were still having a lot of problems in the day, and you still wet the bed every night."

"Actually that's going really good! I-I mean, the daytime, when I sleep it's still the same. But I only have an accident once a day, usually. I'm getting better!"

"Well, if you start backsliding, remember your promise to go see a doctor. I don't really have a lot of experience with puppies that stayed under my care for over a year, but normally potty training doesn't take this long. You're sure it's not because of your... arrangement with Lily?"

Last time I'd visited her, I'd told Ashleigh some of the particulars of my relationship with Lily. Namely, the part where I was expected to be a puppy on a permanent basis. She was of course concerned about possible backsliding into my old habits, but I had reassured her that I was constantly improving... I just enjoyed being a puppy. Once I had reassured her, she admitted to me that she really wasn't all that surprised.

"No," I said, after some thought. "I'm pretty sure not. We both want me to get my control back. I-I mean... it's not like, all that distressing to me to think that I might never be potty-trained again, but... I am still trying. And that's sorta why I called."

"Oh? Did something happen?"

"Well, um... i-is it okay to talk to you about, uh... p-private stuff?" I asked.

"Anything you need Kaeden. It's okay. I won't judge."

"I-I um... I'm a little too embarrassed to talk about the particulars, but... I had an accident when we were... um, getting frisky?"

Ashleigh laughed.

"Mommy, it's not funny!"

"I'm sorry, Kaeden, I know. It's just hard not to remember how cute you get when you're all flustered. And don't worry about being delicate with words. I'm not a prude, Kaeden, you can talk to me about this sort of thing if you really need to. What's going on?"

"Well... she wants to try something, um, new. A, uh... a different way, that might help in case I have an accident."

"Well, new things can be good. You shouldn't be scared to try anything new."

"It's not really that, it's just that..."

"Oh! You mean you're going to keep your diaper on while you...?"

"Uh...h-halfway, anyway... partly? I, uh, I'd be...on my stomach, a-and-"

"Oh," Ashleigh said, chuckling. "I think I understand now. You don't have to be all embarrassed now, I get the idea."

"Oh, good. I really didn't want to have to say it. I-I mean you're my mommy and it's weird enough to talk about this sort of thing with you, but I really don't have anyone else. Usually I'd talk to Lily about something like this, but, y'know..."

"It's fine, puppy. Well, if I know you, Kaeden, you're probably having some hangups about doing this."

"Yeah," I said, breathing a sigh of relief. Surely she would have some insight for me.

"Are you maybe worried that if you're not in the top position anymore, that it makes you more of a girl?"

I blinked. I hadn't even thought of that, but now that she said it, it made perfect sense. All the trepidation I felt - it was over my old concerns of people thinking I was girly.

"Kaeden? Are you still there?"

"Yeah. Sorry Mommy. I'm here. I... I think you're right. I didn't really realize it, but... I mean, it makes sense, right? Aren't guys supposed to... I mean, I know when two guys do it, it's different but, for a guy and a girl like me and Lily, um, well..."

"Kaeden, I changed your diapers for well over a year. Trust me when I say I know you're definitely a boy. Being on the receiving end for your girlfriend won't change that. Nothing can. In fact, I'd have to say it's pretty manly of you to do that for her. It probably takes a lot of courage to do something like that, doesn't it?"

"I... y-yeah, I guess it does," I said, smiling a little. Of course, intellectually I know it didn't make me any less of a man to be submissive, but every now and then my old prejudices caught me up. I certainly appreciated having friends who could support me.

"Well," Ashleigh continued, I can't think of anything much more manly than a guy putting his own worries on hold to make his girlfriend happy. That'd definitely gentleman behavior."

"Maybe gentlepuppy behavior," I said, grinning. We both shared a laugh at that. Thankfully, our discussion quickly moved on to other topics, things I was far more comfortable discussing. We parted on a good note, and it wasn't long after that when Lily came in to get me.

"Ready to turn in for bed?" she asked.

"Um... y-yeah. I think I am," I said. She was evidently surprised by the confidence in my voice.

"Why Kaeden, is that excitement I hear?"

"Well... m-maybe a little," I admitted. "I-I'm a lot less worried than I was before."

Lily nodded in reply, and scratched between my ears as her way of showing approval. We made our way to the bedroom... and Lily didn't waste much time. She was definitely excited for this. She guided me to the bed and pushed me over the edge. With one hand on the back of my neck, she used her paw to undo my tailtape and the side tapes, letting the back of my diaper hang down between my legs.

"Mmph. Lift your tail puppy," she said. "I want to get a good look at my prize." I looked over my shoulder and couldn't help but get a little aroused at the predatory look she flashed me. It took some concentration, but I eventually got my tail up, despite the fact that it wanted to rest firmly between my legs. Many canines have a difficult time controlling our external emotions, and I was worse about it than most.

"Oh, that is a very good look for you." I felt her reach down and grab my balls around the neck, pulling up. I yelped, lurching forward, but I wasn't really hurt - this was actually pretty normal as far as our foreplay went. "Stay right there," she ordered me.

I obeyed, staying in that position until she returned from the bathroom. I couldn't help but gape. Not at her slender, athletic form, the hungry look on her muzzle as she ran her tongue over her teeth, or her exposed breasts and perky nipples... no, what I was staring at was a bit lower. Something that had to be nearly an entire foot, and would very soon be buried under my tail.

"Like what you see?"

I can honestly say I tried to look back up at her face... but I didn't try very hard once I got to her chest, and that's where my gaze lingered.

"As always," I finally said. "Though I think something is a little different..."

"Oh, it's different alright, puppy. Very different. Keep that tail up where it belongs and I'll show you just what..."

I heard her pop a bottle of lubricant, and as I looked back, she was spreading it on the faux dog dildo, complete with knot.

"Is, um... that part going in me, too?"

"Part of the experience, isn't it? Can't say your girlfriend pegged you if you didn't get knotted, now can you?"

"Heh... yeah, I guess not," I said, and I had to admit, her excitement was really only adding to my own. Most of my hesitance had disappeared by this point, and I was just as eager to see what it was like, as she was to do it to me.

"All this aside, Kaeden... if anything hurts, or you get scared and want to back out... the safe word is 'red,' just like always. You have to let me know if you want to stop. No just 'dealing with it' this time, okay? I know you don't like to tell me no, but you really need to here. If it helps, that's an order."

I nodded. I was about to say something else when something very hard and very cold poked up under my tail. I yelped, and lurched forward, grabbing one of the pillows on the bed.

"You okay?" Lily asked, pulling back. "It's not even in yet."

"Y-yeah. It was just cold. I-I'm a little on edge. Sorry."

"That's alright. Diaper still dry?"

I reached a paw down to check myself.

"N-no..." I sheepishly admitted, my ears flushing red.

"That's alright. Just a bit of a scare. Ready to try again?"

I nodded, sliding myself and my diaper back to the edge of the bed.

Once again I felt the cold, lubricated end of the faux dick press up under my tail... and this time, with a little pressure, the tip slid into me. I grunted. The pain was pretty intense. I hugged the pillow pretty tightly, biting down on it to keep myself from yelling. Even then, I still let out a pained yelp.

Lily stopped pushing forward, seeing my reaction, then gently pulled out. "Everything okay?" she asked, placing her paws on my back to comfort me. "I only had about an inch up your butt..."

I didn't say anything for a moment, until the initial pain had passed.

"Y-yeah. I'm okay. I just didn't know it would hurt."

"Do you want to stop?" she asked. I briefly admired that my girlfriend was able to ask me that without even a hint of disappointment in her voice - only concern for me.

"N-no. Just go a bit slower, please? Let me get used to it."

"Of course."

She got back behind me, and I bit down on my pillow in preparation. When she pressed in under my tail, it seemed to slide in a bit easier this time, but it still hurt. I grunted into the pillow, fighting back a few tears, trying to hide them from Lily. I wanted to see this through, for her, despite my promise to let her know if I wasn't having fun.

The next couple inches went in much more slowly. It hurt the entire way, and although it didn't seem to be as bad as the initial entry, I was feeling a very odd sense of fullness under my tail. I couldn't make myself relax no matter how much I tried. I was starting to come to the conclusion that I wasn't going to enjoy this. Just as I was about to ask her to stop, she thrust forward another time - the fourth or fifth, I think - and one of the most amazing sensations I have ever felt washed over me.

"Oh!" I exclaimed, all my muscles relieving their tension at once. Luckily, that didn't mean I further wet my diaper.

"What's wrong? Did I go too far?"

"N-no. G-gods, Lily, ah.... th-this is... k-keep going."

"Ohhh. So my handsome guy does like a little tailhole action, huh?"

"Mmph. Y-yeah..." I managed, pushing myself back on her dildo. The pain was still there... but heavens, the pleasure was amazing. I'm sure some people might laugh at me, at how overwhelmed I was with the sensation... but it was my first time having anal. I didn't have anything to compare the feelings I was having right now to... all I knew was that I wanted more.

And Lily was more than happy to get it to me. In under a minute the entire shaft of the dog dick was in, and I could feel its knot bumping against my tailhole. With my muscles relaxed, the pain was mostly gone.

Right as I tried to talk again - I swear Lily was timing this on purpose - she pulled almost all the way out, causing me to gasp again. My front arms got weak, buckling underneath me. This time, she didn't mistake my outcry for anything but pleasure.

"I-I... d-don't think that'll all go in me..."

"Let's cross that bridge when we get there, hmm? A few more minutes on the shaft might have you begging for more..."

I gave a nervous laugh, but maybe she was right. After all, she hadn't really started in on me yet. It took a few more slow thrusts for my tailhole to get accustomed to having a fake cock lodged inside it, but once we were both ready - Lily checking for my go-ahead - she started thrusting.

I honestly wish I could relay the entire experience, but the rush of sensations I had were completely indescribable... and may have left a little bit of a blank spot in my memory. I remember biting down on the pillow, trying to keep quiet, and mostly failing. Little yips and pleasured barks escaped my muzzle at regular intervals.

I can remember suddenly feeling much stronger pushes, and something very large trying to push its way under my tail...

I can also remember thinking that maybe I should ask her to stop, and being very glad I didn't when I was finally knotted to her, and instantly orgasmed from the intense sensation. My vision went black, I could barely breathe... and as I vaguely began coming back to my senses, I felt her finish her own orgasm behind me as well. We both fell over, laying on our sides.

"That was..." I started, breathing heavily.

"...intense," she finished, both of us struggling to catch our breath. "I take it you...?"

"Y-yeah. Wow," I breathlessly whispered. "M-maybe we could do it again?"

"Gonna be a regular little tailraiser, huh?" she grinned, flashing her teeth. "Still... there's one part you might not like so much."

I perked my ears. "What do you mean? That was... I m-mean, I-I... I l-like..." I huffed, again frustrated by my inability to articulate my thoughts. Even for a submissive guy like me, it was more than a little embarrassing to admit that I liked the way a dick felt under my tail - with the caveat that it was attached to my girlfriend, of course.

"Deep breaths, puppy. Trying to tell me you like how it feels?" Lily asked me, when I was unable to say it myself after a few moments.

I nodded in reply, blushing and hiding my face behind my paws.

"Well... pulling out might not feel so good. I'm pretty sure this knot won't shrink in thirty or forty minutes like yours."

"Maybe...um, worry about it in the morning?" I said, perking up a little. "I-I, um... I like this. I feel like you..." I trailed off, unable to find the words. "I just feel... safe when I... when I..."

"Submit?" she offered.

I nodded. "Exactly."

"Kaeden, much as you might enjoy it, you pee the bed. Every single night. No matter how good my little butt-puppy feels about it, he's not going to bed without his diaper on, and that's going to be quite the trick if I'm still knotted to you."

I blushed a little in spite of myself, but the afterglow of our amazing sex was too great to dampen my mood any. And I had to admit I felt a little bit of a thrill when she called me 'her butt-puppy.' I suppose the naughtiness carried over a bit, because I really wanted to fall asleep with her in me like that, and wake up in the morning the same way. I knew it probably wasn't a good idea, and that I'd wake up with a pretty sore butt if I did that - but then again, I was probably going to be pretty sore in the morning anyway. She was right, though. I hadn't had a dry night in over a year, certainly not since we had been living together.

"Puppy pads?" I suggested.

Lily laughed. "Gosh, Kaeden, I didn't know you'd enjoy that so much. Weren't you worried about it making you gay or something?"

"I just got fucked by a girl, didn't I?" I grinned, giving her a taste of her own crass language.

She laughed. "You really must have loved that, you never swear! But as long as I get to do that to you again," she laughed, turning back up and bringing me with her. I winced as I felt her strap-on pulling at my insides, positioning me under her.

"I think I'd like tha- YIPE!" I screeched as I felt her yank back, popping the dildo's knot free from under my tail. It hurt a little, but it was more in surprise, than pain.

I felt her reach under and palm my balls, kneading them around in her paws. "I can't get enough of this view," she said, reaching her thumb up and pressing it against my tailhole. "You can definitely count on a repeat of that."