[Continued From](https://www.reddit.com/r/eroticliterature/comments/10jhvog/another_play_night_pt_2_of_5_mf_20s40s_gfe_fdom/)
Another Play Night Part 3 of 5: Re-imagining the Tail (Why Does it Keep Coming Back to Moms)
“I feel bad for the guy, it’s not his fault his owner’s been acting like a big dunce.”
Funny how she could call me a slut or a perv or whore all night and I wouldn’t think twice about it, but dunce? Sorry, “big” dunce? That somehow felt more demeaning. She silenced my train of thought by rubbing her spit covered foot on the head of my cock peaked out of my boxers, making me audibly whimper.
“I should probably give my poor baby some relief before you end up with a priapism or something, but you’ll have to give *me* something first…” Wasn’t sure how I liked the sound of that last part. The way she was acting tonight kind of threw anything I’d come to expect from her out the window. “How about you bend over and stick your sweet patoot up in the air. And pull down your undies while you’re at it.”
She went back to the black plastic bag she had brought in earlier and started fishing some stuff out. “Now close your eyes and no peaking,” she commanded. Obeying, I was left with my hinny on display, imagining what she had in store for me. It wouldn’t be just spanking since she wasn’t doing a repeat of That Night. Electro stim? Kind of out there, but maybe she’d gone full mad scientist, drunk on the power she was holding over me.
It turned out to be simpler but still just as unexpected. It started with something soft and furry brushing up against my hindquarters and over my lower back and thighs. It tickled a little but also felt kind of nice. It was followed by something less comfortable as a cold, wet object pressed against my hole. Despite my initial alarm, I kept my eyes shut, making sure to follow her instructions. Honestly, it was the least I could do after what I’d put her through. Whatever it was began applying pressure until it started entering me. I gasped as the plug she was inserting popped in, filling my ass. “There we go! You look so adorable with that tail sticking out of you.” She gasped in delight as something occurred to her. “Now I can start calling you puppy! You like that, puppy?”
Still squeezing my eyes shut, I stuttered out, “Y-yes, Miss.” My hips shifted to try and adjust to it stretching me, making the tail swish and brush against my legs. It probably wasn’t even a large plug but perspectives change when it’s actually inside you. Despite the discomfort, it was not doing anything to relieve the tension in my cock.
“Open your eyes and looksy!” she said with excitement. As I raised my head I could see that she too had a tail, this one a cats, dangling from her round cheeks. “Now we match! I wanted to give you a good look at how pretty I made my holes before covering this one up.” Her voice went from glee to chiding. “Again, I had to wait to show off my new toys because *someone* wouldn’t take a hint earlier.” She really was doing an excellent job of making me regret that decision as she had me move to all fours.
“Now that you did something for me, letting me give you a cute little tail and all, I get to do something for you. Now, hold still.” She picked up the new bottle of lube she had used to help get the plug in me and squirted a sizable glob on her hand. “Now this is probably gonna be a little cold, but at least it’s not ice cubes.” Did she have a checklist in the bag too?
Her slippery hand grasped my rock hard shaft and moved over my balls, spreading lubricant around while I did my best not to react to the chill. The amount she’d used made it easy to coat my genitals and still slowly drip off the end. Gently, she began sliding her hand back and fourth, gliding effortlessly along my length as I moaned. “Mmmm that’s my puppy… let it out. Let me hear how good my hand feels…” Even if she hadn’t told me to, I wouldn’t have been able to stop myself. Her slippery grip felt incredible, but she kept it just light and slow enough that it wasn’t able to send me over yet. My eyes rolled back a little as her other hand started massaging my balls tenderly.
“Thank you Miss… Thank you…” I mumbled out like I was half conscious.
“You’re very welcome, puppy. See? Play along and you get pettings. And even head pats…” She rubbed the head like she was polishing a door knob, making a line of drool escape my mouth. While still stroking, she started wiggling the plug up and down in my ass, forcing out a whimper. “Aww, I know it’s probably not big enough to reach your a-spot,” she moved close to my ear and giggled, whispering ominously, “But we’ll get to that later…” I wasn’t able to process what she had just said, all I knew was that this was the most I’d seen her enjoying herself in… ever?
The two sensations were causing me to build up inside. I started whining, “Miss… I…”
“You can cum puppy. Here, let me help.” Still playing with the plug, she squeezed me tighter and increased speed. It didn’t take much for me to start shooting my load on to the towel underneath. As I spilled out, she began giving the base of my shaft short, hard jerks, determined to wring out as much as possible. Her milking technique allowed her to draw out more than I thought she possibly could. The feeling of seed moving up my length and out of the head continuing even as the orgasm started to subside.
I was trembling, finding it hard to hold myself up after cumming so much. “Oh shit, that’s a lot. Look puppy, look at the mess you made.” she exclaimed, proud of her work. I gazed down and saw the puddle under me. It was thick and cloudy, and the amount made my testicles tighten.
She took the towel off the edge of the bed and used it to wipe up the excess lube, then cleaned her hands. She then turned my face and kissed me. “I’m so proud of you puppy. Giving me just what I wanted. Twice now.” She stroked my hair, “I almost feel bad that I have to continue with the lesson.”
She had me stand up, giving my knees some relief as she switched out the cum towel for a clean one. She removed my sweat soaked shirt and boxers as well, leaving me naked except for the tail. Getting me back to a kneeling position, she stood over me as she continued. “Now about that ‘mommy’ bit from earlier.” I started blushing again. I would have offered to eat out her ass or let her use me as a toilet rather than find out where she was going with this.
I thought I was just playing along with her from when she called me daddy before. That Night, I had expected her to call me ‘master’ or ‘sir’, but daddy came so naturally to her that I went along with it (and, admittedly, it was a pretty big turn on).
“I’ve met you’re mom, and I’m sorry to say, puppy, I don’t look anything like her. Now I’m starting to wonder if that’s a good thing or bad thing.”
She wrapping her arms around my shoulders as I sat with my head leveled at her chest and snuggling her hip against me. “Is this better for you? Hmm? Do you *want* mommy to take care of you?” She was running her fingers through my hair, humming to me soothingly.
“I… I…” Desperate to please her, I was stumbling to find whatever words she was looking for.
She kissed the top of my head and got close to my ear, whispering gently, “It’s okay, sweetie. Be honest with me. Tell me how that makes you feel…”
“I… don’t know… Miss…” That was about as honest an answer as I could give at the moment.
“Awww, my poor confused baby…” She pulled up her tank top, revealing her soft, warm breasts just inches from my face. “Should we find out together?” I was more confused than ever. Was she expecting me to agree so she could punish me again? Call me a filthy little pig and spank me till my ass was bright red? I couldn’t help feeling like this was a trap for some reason. Again, not knowing what else I could do, I nodded.
“Yes… mommy…” I tentatively said, preparing for the worst.
Instead, she got me up and lead me over to the bed, lifting up the blanket and covers then pulling me under them with her. “Here, honey, why don’t you rest your head on mommy’s breasts and let her sooth you. You seem so fluster all of a sudden…” She guided my head to her bosom. I could smell the faint aroma of her lotion and natural smell as the sensation of her pillowy breasts on my face was accompanied by her hands caressing my back and neck. “Does baby like that?” She cooed.
“Yes mommy…” I sighed. Her warmth and touch were causing my whole body to relax. Under the covers, everything was feeling small, just the two of us in the whole world.
“Now tell mommy what you meant earlier when you said you worried I’d push you away?” It took me a minute to realize she was talking about when she’d asked what I’d done wrong, my face began to heat up.
“I don’t know… I guess that… you’d get upset or something…” I murmured, not even sure what I was talking about.
“Why would you think that, honey? When have I ever pushed you away?” she stroked my face. “I thought we were better at communicating than this…”
“I just…” My voice trailed off.
She kissed me softly. “You assumed the worst, didn’t you.” I could feel her getting in my head and I wasn’t entirely ready for her to be digging this deep. I tried to turn away, but she held me fast, continuing to stare into me. “You ask me to be open and honest with you, but don’t do the same with me?” Her brow furrowed pleadingly. “Even after everything?”
I was cornered. Despite insisting she let me in and trust me with the darkest parts of her, I hadn’t been able to do the same, trying to concealed what I was thinking and feeling. It wasn’t fair, but I couldn’t help myself. I wasn’t able to get over the thought that she wouldn’t like what she saw.
Her hand went back to stroking my hair. “I know it’s hard. Trust me, I know. But don’t you agree that this is a two way street?” I nodded, my face becoming more red as the uncomfortable, vulnerable closeness of her was triggering my internal hide response. She started running the tips of her fingernails lightly over my shoulders and arms, making me shiver.
“What do you think is so wrong that you have to hide it from me, but I’m not supposed to hide what I’ve been through from you?”
“It’s… it’s just not the same… somehow…” what she was doing with her hands was throwing me off. I couldn’t think clearly enough to form a good response that might get me out of this interrogation.
“Well I would hope it’s not the same, unless you’ve *really* been hiding things from me,” she smiled at me gently, but the rest of her expression stayed etched with concern. The cognitive distortions of what I was feeling and her perfectly reasonable logic were grinding painfully in my brain. “But you do see the problem, right?” she continued, “That you can’t just keep assuming the worst with me?” She pressed her forehead against mine. “That imbalance isn’t good… for either of us… I mean, you were basically saying the same thing to me That Night.”
I hadn’t felt this emotional since… well since the roles were reversed. She was turning my methods against me, and doing a much better job at it. She hadn’t had to use any pain to break down my will, just affection and openness (and a little manipulation). I was starting to feel even worse about how I’d handled things when I was doing the prying. She moved in and gave me a slow kiss. “All I’m asking right now is that you start recognizing when you’re doing it and take a moment to think, okay? Maybe let me in on it from time to time?”
I nodded meekly, and she kissed me again, giving me another reassuring smile. “Will you?”
“I will…” her eyebrow raised, “mommy…”
“Mmm good boy.” She snuggled my face into her chest again. My hands were tucked under my chin, almost in a fetal position. I closed my eyes and tried not let any tears leak out as she gently combed her nails over my scalp. After a moment she said, with a slight grin, “Here, suckle on mommy’s nipple, sweetie…” she moved it up to my face, rubbing it against my mouth. Without even thinking, I popped it in and began to gently work it between my lips, my tongue slipping over it occasionally. She moaned in pleasure, continuing to stroke my body. “That’s it, mommy’s got you… Oooh you make mommy feel so good, honey… Put your arms around me and hold mommy…”
Even though her voice wasn’t trying to be seductive, I could feel myself stirring as I wrapped my arms around her. Her skin felt so smooth and soft against me. I felt her reach behind me and brush my tail up on my back, tickling me. My cock began to rise at the sensation of her thigh moving to hook around me. It became hard enough that it brushed up against her other leg.
She gasped, “Honey! What’s that? You shouldn’t be acting like that with mommy right now.” Her voice was scolding but not angry, like she’d caught me being naughty but didn’t want to scare me, just explain her displeasure. She pushed me away a little. “It’s wrong to be that way with mommies. You should know that. Where’s this coming from?” I moved in closer again, but she continued to keep me at a distance. “What are you doing?”
She was so earnest that I couldn’t tell if this was a bit. Were we doing mommy/son or was she actually not doing a sex thing and trying to just cuddle… Or was this another lesson? About how she wasn’t in to mommy stuff? Overthinking, I Instinctively pulled away, sliding to the edge of the bed with a, “Sorry…” Not knowing what the expectations were made me panic. My reaction caused her face to turn to that of annoyed disappointment. She sighed heavily, “It looks like you’re not learning as fast as I’d hoped. I guess we’ll have to step things up a notch…”
Continued in [Part 4: It’s a Hard Lesson to Learn (She Sure Has You Pegged)](https://www.reddit.com/r/eroticliterature/comments/10omlea/another_play_night_pt_4_of_5_mf_20s40s_gfe_fdom/)
Source: reddit.com/r/eroticliterature/comments/10omrkb/another_play_night_pt_3_of_5_mf_20s40s_gfe_fdom