A Woman's Pup

The morning after Pup came to help Neah and Meg was surprisingly uneventful. Pup had been allowed to sleep naked and caged at the foot of his mistress's bed. Around 5:50 AM, Pup felt a slight tug on his leash, as a sleepy Neah woke up, gloriously naked, their great tits bouncing in the chill morning light. Neah soon uncovered a raging erection between her legs, tugging on Pup's leash until his face was right in front of it.

With a simple, almost gentle grip, Neah seized Pup's hair with their hand and forced him to go down on her very warm phallus, letting a sigh of pleasure out once she felt Pup's wet mouth around it. Pup knew better than to displease such a dominant person, and a lover of her mistress to boot, so when the flow of piss came into his mouth, he simply started swallowing, closing his eyes and accepting his role in that beautiful relationship, tasting his mistress's pussy on the non-binary cock. He did not see Neah glancing at a beautiful, still sleeping Meg, having a slight peek at her under the covers, while Pup was warmly waking up her sexual organ.

Once they were done, Neah got up and walked into the bathroom, their hand firmly holding Pup's leash, and their rock-hard erection raised high. Once in, and without saying a word, Neah maneuvered Pup into kneeling on all fours in front of the toilet, and then left to take something in a closet. Pup only heard the sound of a bottle being squeezed, before feeling a sharp, surprising coldness on his ass crack, right on his anus, as two fingers massaged it with a creamy substance.

"Sorry, Neah, I don't feel ready to make love that way..." Pup blurted out, before the leash around his neck tightened, cutting his sentence, as Neah's fingers did not retreat in the slightest way.

"Pup" Neah said in a sleepy voice. "It's not about making love, it's about me really wanting to slide my morning wood into something warm. All the better if it's an insecure cis white male's anus. Try not to make too much noise while I sodomize you, Meg is still sleeping."

Paralyzed by lust, excitement and Neah's utter disregard for his consent of lack thereof, Pup remained in position as he felt the head of Neah's hot, wet, bulging hard-on press on the rim of his anus. If he was being honest with himself, Pup badly wanted to know what it felt like to be buggered by a real dick. He just didn't think it would happen so soon...

As Pup felt his anus being slowly penetrated, a ringtone suddenly interrupted Neah's thrust. The submissive male heard his top answer, with an annoyed voice. "Hello, Neah here. What, are they already here? Damn, that's not like them, being so early. Ok, I'll get there as soon as I can love. See ya." Neah hung up, before removing themselves from Pup's ass. "Well, Pup, I'd have loved to cum once or twice in your ass but it'll have to wait. Go prepare Meg a good breakfast, and thanks for a great night. I guarantee we'll meet again!"

With that, Neah left. Pup did as he was told and then left for his own work.

***

"Hey Pup, what's up? Loved last night, thanks again for helping me so late. I'm sorry if I behaved kinda forcefully, I was so wasted, but that's no excuse. I'd like to reward you, actually, if you still feel like submitting to me."

Pup received that text the next day, about an hour before he finished work. He was still shaken by how far things had gone lately, but his caged cock was full of blood, and he felt some kind of desire not to disappoint Meg.

"Hi Meg, thanks for worrying about me, and no need to apologize, I let myself go into those situations, and I was truly happy to help. And I do love rewards." Pup answered, before finishing some emails to clients. He soon heard to notification of a reply.

"Great! My place, 7 PM, tonight? Bring wine, dessert and condoms. I'd love to talk to you about a little project of mine, it should interest your little slutty heart."

"Perfect for me! See you soon."

Pup spent the remaining hour at work really uncomfortably horny, especially in his chastity cage, thinking about how he would pleasure Meg tonight. When he finally left for home, he did as he always had done: went to the gym, then to groceries he needed, then a shower, and then onward to Meg's!

***

Pup had knocked on Meg's door a few times when she finally opened it. The young accountant was completely amazed by what he saw! Meg had put on a beautiful Bourgogne dress that has a navel opening and was quite revealing, especially around the waist, the thighs and the breasts. She had matching red high heels, maybe a subtle dig at Pup's, a way of reminding Pup of the stilettos he wore last time he was here.

"Why, don't just stand there Pup, greet your domina properly!" Meg laughed, visibly pleased by the effect she had on an impressed man. The sub knelt on one knee, took Meg's hand and kissed it tenderly. Seeing Meg still looking at him with an expectant look, he glanced around, making sure no one saw him subtly, and knelt down to kiss Meg's perfumed, delicate feet. That's when he saw the key to his cage, hanging from a chain around Meg's beautiful left foot.

"Oh, by the way Pup, you like meat lasagna? I don't love the idea of killing animals, but I am a carnivore at heart, unfortunately, which makes me the worst hypocrite." Meg said, allowing Pup to rise with a small gesture of the hand.

"I sure do! I tried briefly being vegetarian a while ago, and it lasted about a month, a miserable month at that. For me, I mean. I'm sure many people do it without problem."

"I feel that. Although, to be clear, I do eat healthy most of the time, and I exercise regularly. I expect no less from a potential long terme partner. You said you go to the gym, right?" Pup was led my meg to the kitchen, where he left a bottle of Château Champfleur 2021, a perfectly acceptable French red for a date.

"I do, about three times a week. I used to want to go because, well, there are a lot of beautiful ladies at the gym, unsurprisingly, but I quickly caught on the fact most people don't go to the gym to flirt or talk to strangers. They go to the gym to exercise. What a shock." Meg was agreeably surprised by the gentle sarcasm in Pup's voice, a rare show of decisiveness from her sub, and smiled accordingly.

Meg signalled Pup to sit at the kitchen table and to pour them some wine, handing him the cups. As he did so, she put on huge cooking gloves opened the oven and took out the plat de resistance. As she bent over, she was pretty sure Pup was eyeing her, or maybe he was THAT hungry.

The supper went smoothly. When she was not in character, meg was quite easy-going, although still very fond of asserting herself. Pup was still very self-conscious, but certainly less pathetically so in this setting. The young "couple" flirted, ate, drank wine, and flirted even more.

At one point, carrying on the conversation as if it was completely natural and not worthy of mentioning, Meg placed her left foot on Pup's crotch, caressing it gently as she spoke, to Pup's great uncomfortable pleasure.

"You know, I really wanted to thank you for last night, we didn't know each other quite that well, but still, you came to help my drunk-ass self and even paid for Neah's drink and mine. By the way, you did make an impression on Neah, they told me this morning that she was this close to cumming in your ass. What was that about?"

"well, the morning after our little escapade, she....sorry, they woke me up, put their dick in my mouth, made me drink their piss, and then brought me in the bathroom for a fuck. I think they were super horny but you were still sleeping, so...."

"And you let them do it? Like, you were in position and everything?" Meg teased, half-serious.

"Well....yes. She...they were in the process of slipping in when they were interrupted."

"Damn, Pup...I'll say it, you are a true sub, no doubt about it. You know women tend to like men who can stand up to themselves, though. Even sub must make their limits known. That being said, I enjoy a man who can make fun of himself and let himself go in humiliating situations."

And the evening went on. Soon, after they had eaten and drank their fill, the youngsters sat on the living room sofa, carrying on their conversation, now about what Meg was studying. As they talked, Pup went for it, caressing Meg's feet gently. The caresses became stronger, as Pup's hands massaged the feet, and then the legs, up to the thighs...soon, Meg sat on top of Pup's waist, and they were making out passionately, until Meg got up and signalled Pup to do the same.

"Pup, strip. I'll go to the bedroom, wait for me outside of it. You'll come inside when I tell you to"

"Yes, domina." Pup said, kissing Meg on the neck, before following her upstairs and then stripping right outside the bed room, as instructed.

He waited for a moment, naked and excited, his chastity cage twitching. Then he heard his dominant's voice.

"Come inside, Pup."

Pup opened the door as he was told, to find Meg in a glorious position. In black and purple lingerie that left little to the imagination, she was laying on her belly, looking expectantly at her sub. A strapon and some lube was laying also on the bed.

"Pup, I want a great massage, not an average one, a great one. Then we'll do some tongue stuff, and if you do well, you'll please me in other ways. Take the bottle of massage oil in the cupboard."

And so Pup place himself right on Meg, his cock cage resting between her ass cheeks. Je started massaging her upper back, from center to the sides, and then slowly down from there, caressing the curves of Meg's ass. When he was told to go lower, he did, now massaging Meg's thighs, admiring her dark crevasse, as he judged how well he did from her sighs of contentment.

"You know, I have two lovers, and they are a great fuck, both of them" Meg whispered. "Great dicks. And they know perfectly well how to put me on my knees and make me suck them off, or present my ass for them to spank, or fuck...but they are not good massagers. They usually go straight to business, so to speak."

"And...what does Tiny do for you, Domina?" Pup asked, unsure if he was crossing a line.

"Tiny obviously does not please me vaginally, or anally for that matter. He doesn't do a whole lot of chores too, he's more like my puppy. He has a great tongue though, he can lick and kiss me down there for an hour straight without flinching or catching his breath. But what blew my mind was when I punished him for the third time. We had been seeing each other for a few weeks after meeting in a Fetlife event. I liked him because he was comfortable being just a tongue, you know? Not anything complicated, not a boyfriend who wanted more, just a sub tongue wanting to please and who left when I told him to. He's a good sub, but sometimes he forgets himself and cums without permission, he humps me when he's eating me out, that kind of thing, and then he shoots his little load on my floor. That irks me quite a lot, so the first two times he did that, I punished him by whipping him like the dog he is.

Meg continued after a sigh, Pup having caressed her bottom in an especially pleasing manner. "The third time was because I found out he had cum on my favourite blanket, which made me super angry, that thing is hard as hell to clean. So after whipping him, which I found he enjoyed, I left him in a dog cage I have in my closet. He stayed there for the whole day, not complaining, while I thought about how to punish him. Then after a few hours, I put on my black strapon, let him out of the dog cage, placed him on all fours on the floor, lubed his pussy a little, and I proceeded to sodomize him until he wept. The way he whimpered, I just felt so powerful, so in control, and I came after a few minutes of fucking him. After that, he became my bitch officially, and I own his ass to this day."

Pup felt a great warmth radiating from Meg's butt. She was doubtlessly excited by the story she just told. That's when he felt Meg move, and removed himself from the bed to allow her space to place herself on all fours, and take a small vibrator, only to start caressing herself with it.

"Pup, I enjoy a tongue in my ass while I pleasure myself." Meg simply whispered. Pup happily obeyed, kissing lovingly Meg's ass cheeks, and then concentrating on light, playful licks around the ass crack, and then across it. Only then did he reach his domina's anus with his tongue, which he started licking strongly, espousing Meg's rhythm. At some point, Pup, feeling adventurous, stuck his tongue out and slowly penetrated his domme's asshole, taking her sighs of increasing pleasure as an acceptance. Soon, Meg was screaming in bliss as he tongue-fucked her dirtiest hole behind her. The taste was not great, quite earthy, but it completely addled Pup's brain, full with pheromones.

After having collapsed, Meg took some time to come out of her afterglow. She then got up, took the key hanging from her left foot and, to Pup's great pleasure and surprise unlocked the chastity cage, before resuming her divine position, now much more inviting. Pup's relatively small erection took no time at all to grow to full size, caressing Meg's pubic hairs.

"Well, Pup, put a condom on and show me how your dick behaves around a pussy."

Pup wasted no time, putting on the condom somewhat clumsily, as it had been a long time for him and the medium condom was a little too large for him. Still, in the end he managed to put it on, and slowly the head of his phallus spread Meg's outer, then inner lips, disappearing in the folds and forest of her feminity.

Excited, Pup started thrusting. He soon fell out of Meg's pussy, and tried again, this time going in a more slow, controlled fashion, which was met with satisfied sighs from his bed partner. Soon, Pup, somewhat out of his element, lost some of his vigour, and felt his penis soften partially, barely managing to go in and out.

After two minutes, Meg took her phone on the nightstand and seemingly called someone. "Keep making slow thrusts Pup, I'm just gonna call my lover quick." She said, absent-mindedly.

"Oh hey Pierre, what's up? Are we still up for this weekend? Good. Oh I'm fine, I'm with my sub right now. Well, he's trying, but to be fair, he's not working with the same tools you are.

Pup's cheeks became flush with red, as Meg's humiliating description continued, hardening his busy appendage.

"No, he's not the puppy, he's the maid, the one who blew the puppy man. Oh, come on Pierre, there's nothing wrong with that, what if he swallowed? I'm sure if Pup was in front of you with your dick in his face, you wouldn't complain about his dutifulness! This weekend? Oh no sadly, I've something planned for him this weekend if he wants, you'll have to wait if you want to top him. Oh, he's definitely a bottom, don't worry about that, he just spent half an hour eating my ass in order to be allowed to fuck me, he'll take it like a good boy. Won't you, Pup?"

Pup was now completely soft, his penis having slipped out of his partner's pussy, most of the condom dangling helplessly under the downsized penis. the head of his shy cock resting shamefully amongst Meg's pubic hair. Red as a tomato, Pup could offer no response but "yes, Mistress, I will take it like a good boy."

"Hear that, Pierre? You'll get to ass-fuck someone, finally, even if it's not my ass!" Meg laughed. As the laughing stopped, she looked at her poor embarrassed sub, then sighed calmly. "I'll have to call you back love, I've got to concentrate." She said, before hanging up her phone, and looking back at Pup.

"Pup, why aren't you fucking me, is my pussy not pleasing enough?" Meg teased.

Pup hesitated, before answering honestly. "Your pussy is perfect, Domina. I have this problem sometimes, when I am assuming the role of a top."

Meg's expression changed, from one of amusement and teasing to one of compassion, as she knelt beside her sub and started caressing his head. "It's okay, Pup, you're a sub, that's perfectly natural. You are not the only beta who cannot please a woman with his penis. Would you like me to don the strapon and sodomize you like the good boy you are?"

The sight of Meg's ample breasts raised almost in front of his head, as well as the lude proposition, gave some life to Pup's phallus, who remained semi-erect. "Domina, could I use it on you? I would really like to give you pleasure by topping you, if you'll allow it."

Meg sighed, looked at the quite sizeable black strapon on the bed, and answered. "Well of course silly. Dick, strapon, same thing. I mean, I prefer the real thing obviously, but in your case, that strapon will be a significant improvement, in length, width and in duration."

Pup required some help from his partner to put the damn thing on, but in the end, he stood, somewhat proud, a hard, erect, silicone cock hanging between his legs, just above his now caged cock. He felt some kind of newfound manliness as he felt Meg slightly quiver at the touch of the massive dildo, how it slowly entered her from behind, stretching her lips.

This night, Pup made Meg orgasm twice from penetration alone, diligently following each and every instruction from his domina, thrusting slowly and strongly, then fast.

This night, Pup almost felt like a real man.

This night, Pup fell asleep cuddling with a beautiful woman, smelling her hair and dreaming of the impossible.