I try getting comfortable, but that proved hard to do. We pulled into a parking lot of a mall.
"Wait here I'll be back."
John got out of the car and left me in it, to avoid being seen I got on the floor and curled up. Waiting for him to come back.
It felt like hours had passed but he came back and opened the door I was by.
"Too scared to let anyone see ya, huh? Odd wasn't like that on the trail, but either way I got some stuff for you."
He pulls out first a new butt plug, one with a tail.
"This ones just as big but now your gonna be able to actually wag something now turn."
I did and displayed my ass to him. He pulled the plug out without care and I felt the cold air inside me as I was gaping open. I felt a small trickle of cum flow out and down. The sound of packaging ripping open then a quick shove he void was filled with an equally sized plug, but there was what felt to be a slight pull on it.
"Aww, aren't you happy, wag."
Without thought I wagged and felt the plug sway and shift, it felt so good.
"Ok, now up."
Sitting up, still wagging he pulls out a white cropped hoodie with the word fag on it, " I think it really suits you." He put it on me. Next came a little thong that he slipped on me around my new tail. My clit fit perfectly inside and I started leaking, "now I just bought those and your already soiled them, you really are a horny fag aren't you, but we aren't done."
He pulls out a pink skirt and I put it on. The tail sticking out it, also provides easy access to my hole.
"Ok, best for last the last thing,"
He pulls out a pink and white pup hood which he pulls over my face, "man I love Spencer's don't you, pup?"
"Arf arf!"
He closed the door and got in, and again we where on the road. Looking out the window, people where staring back but it was short lived as we pull up to his house.
"Oh shit, my dads home ... I'll call him."
Confused I look at him take out his phone and type in a number.
"Hey dad, yeah, yeah I'm home now but I have something, oh I think you'll like it, ok bye." He hangs up and give me a grin, " come on pup, let's go in." He gets out and opens my door. I get out and he pushes me down to the ground, "FOUR LEGS DOG!" He grabs my leash and pulls me to his house he opens the door.
A deep voice calls, "what the hell did you get now John?"
" oh just a little play thing."
He walk around the corner into the foyer and his jaw drops.
"You like him?" He kicks my rear end and makes the tail wag, so I continue to make it wag back and forth.
"I-I, ... well I guess that's one way to get your old man hard" he grins, his short beard shaping to his twisted grin.
John unleashes me, I look at him.
"Go see daddy, pup."
His face also sinister, I crawl to his dad, the tail involuntary wagging and I "walk".
"Look he's so happy to meet me, let's get a look at him, up!"
I go up to sitting on my knees, he chuckles, "good hoodie choice, son."
"Thanks."
"Ok pup, down, but ass up"
I follow instructions presenting myself to him.
"damn locked and plugged I'm straining in my pants, but I'll change that."
He pulls his pants down and reveals his raging monster, his son was big but he was bigger 11"-12" hung from this man and his balls hung low. He yanked my tail, it popped out and some cum must've came with it because he said, "wow he's been used."
"Yeah I had to 'train him'"
"That'a boy."
He started sliding his dick up and down my ass crack, lubing himself with his sons cum. I feel myself starting to gape wider in anticipation of him. He slides in, moaning quietly, he hits my limit and stops.
"Already deeper than what your mother can do, damn this pussy feels good."
"Thanks dad, I trained em good, huh?"
"Yeah but I'm still have yet to go balls deep in my life, wonder if I'll brake him?"
"Only one way to see dad."
He pulls out most of the way and rams back in, getting a loud, girly scream from me, and makes my clit leak. He pushed farther than before, and he pushed past what I thought was my limit. He retreats again only to refill his spot, but now I feel his balls press against my taint. He moans loud, a mix of shock, surprise, but mostly pleasure.
"You good dad, you've never made that sound before?"
"yeah, this is a first I'm going to put my seed so far up this pup it'll shit my load for days."
He adjusts his legs and starts his quickening rhythm, his balls slapping against me. Waves of pleasure, heat, pain are sent throughout my body. I look down and notice my stomach. This man was so big, and angled down enough that I could see his dick stretching my stomach and rearranging my organs. Whimpering uncontrollably I go limp. Only able to keep my ass up to continue being used. Picking me up, he hoisted me to his chest. His dick threatened to pierce through me as he continued. My stomach distending out a minimum of two inches out then quickly returning to normal. His pace got irregular and faster, until he plunged as deep as he could. I could see him push outward against my stomach, even see him pulse and twitch. He let go, and I instantly flopped to the floor. He pulled out his insane dick, and without that support my legs gave way. I was a gaping, cum filled, sissy pup lying exhausted on the cum soaked floor.
"So dad, can I keep him?"
"He seams house broken enough I don't see why not just gotta give it it's tail back."
He takes the discarded tail and pushes it inside me, I moan loudly as it pops in, trapping the air, and the mix of both their cum inside me. I pass out tail in, pup hood on, and in cum stained clothes, straining against the chastity cage I've been locked in.
