I’m Bratty — a 37-year-old webcam transgirl who knows exactly how to drive people wild on cam and in real life. With my long brunette hair, juicy tits, broad hips, and a cute tiny girlscock that loves attention, I’ve built a loyal following online. My viewers love when I play the ultimate brat: teasing, sassing, and edging myself while I moan about how badly I need to be put in my place.
But my favorite game has always been real-life teasing — especially with my powerful 48-year-old Cougar boss.
For almost a year I’ve been her personal assistant by day and a naughty webcam trans performer by night. During office hours I wore tight skirts that hugged my round ass, low-cut blouses that barely contained my juicy tits, and I made sure to bend over slowly whenever she was watching. I’d “forget” things on purpose, roll my eyes at her instructions, and send her late-night emails with cheeky lines like “Still thinking about bending your bratty assistant over your desk?”
I pushed every button I could. Crawling under her desk during an important call to tease her with my tongue, leaving my lace panties in her drawer with a flirty note, and wearing outfits so tight that the small bulge of my tiny girlscock was visible when I crossed my legs. She’d glare, but I could see the hunger growing behind her dominant eyes.
This teasing had become my escape. Every night after leaving the office I would go live on cam, telling my viewers:
“You won’t believe what I did to my boss today… she’s so horny for her little webcam trans brat, but I keep making her wait. It’s my favorite game.”
My audience loved the stories. They tipped generously when I described how I planned to push her even further the next day. Being on cam gave me power — a way to feel desired and in control, even when my boss tried to dominate me during the day.
Today, though, I went too far.
After months of relentless teasing — short skirts, accidental brushes against her body, sarcastic comments, and leaving her frustrated and wet — she finally snapped. The office was empty. She called me into her private office, locked the door with a loud click, and stared at me like a predator.
“You’ve had your fun, you little webcam trans brat,” she said, voice cold and commanding. “All those juicy tits in my face, that broad ass swaying in my office, and that tiny girlscock teasing me every single day. You think you can keep playing games with me?”
I tried to keep my bratty attitude, pushing my chest out so my juicy tits looked even fuller.
“Oh yeah? What are you gonna do about it, Cougar?” I smirked.
Big mistake.
She grabbed me by the hair and shoved me down on my knees.
“Strip. Slowly.”
My heart raced with a mix of fear and excitement as I obeyed. I unbuttoned my blouse, letting my juicy tits spill out, nipples already hard. Then I slid my skirt and panties down, revealing my broad hips and my tiny girlscock — already leaking and twitching.
She looked me over with pure dominance.
“Such a hot little trans tease. Now you’re going to learn your place.”
She cuffed my wrists behind my back with her silk scarf, fastened a thick leather collar around my neck, and bent me over her desk. The spanking started hard and fast, turning my round ass bright red while I moaned and still tried to talk back.
But even as she punished me, a naughty thought crossed my mind:
This could be my chance to escape that stupid horny woman… or at least turn it into the hottest webcam story ever.
Before she could go further, I looked up at her with my brattiest smile and said breathlessly:
“Wait… you know I do webcam shows, right? My viewers love hearing about naughty office adventures with dominant Cougars. Why don’t you let me turn the camera on? Let them watch you punish your trans assistant live. It’ll be our dirty little secret… and I promise I’ll be even brattier for them.”
She paused, eyes narrowing, but I could see the idea turning her on.
“Fine,” she growled. “But you stay exactly as you are — collared, cuffed, and dripping. And you’re going to tell your viewers exactly what a naughty little webcam trans slut you’ve been.”
I quickly grabbed my phone, set it up on her desk with a perfect angle showing my juicy tits, broad hips, and tiny leaking girlscock. I went live with a cheeky title:
“Boss finally snapped! Watch this dominant Cougar punish her bratty webcam transgirl live 😈”
Viewers started flooding in immediately.
As soon as the stream was rolling, my boss grabbed my hair again and shoved the thick strap-on deep into my ass in one brutal thrust. I moaned loudly for the camera.
“See? This is what happens when you tease your Cougar boss too much…” I gasped, still trying to sound bratty even as she started pounding me raw. “But honestly… this might be my chance to escape her horny grip — or at least make my best show ever.”
That’s when the door opened.
Her husband walked in and stopped, eyes widening at the sight of his wife brutally fucking her collared, cuffed trans assistant on the desk while a webcam was rolling.
Instead of anger, a dark, hungry smile appeared on his face.
“Well… this just got interesting,” he said, already unzipping his pants.
His wife didn’t slow down, still slamming into my ass.
“Come join us, baby. Our little webcam trans brat needs to be properly used.”
He stepped closer, his thick cock already hard. While his Cougar wife kept destroying my hole, he grabbed my head and pushed his cock between my lips.
I moaned around him, eyes watering, as both of them used me at the same time — raw, rough, and right in front of my viewers.
My tiny girlscock was leaking like crazy, bouncing with every thrust.
And deep down, even while getting railed, I couldn’t help thinking:
This is going to be my highest-tipped webcam show ever… and the perfect way to turn my boss’s punishment into pure pleasure.
