My name is Ethan. I’m 19 years old and still living at home with my parents and my older sister, Vanessa. She’s 24, gorgeous, and has always been the dominant one in our family. Tall, with long dark hair, sharp green eyes, and a body that turns heads — big tits, narrow waist, and a round ass that looks incredible in yoga pants. She knows exactly how hot she is, and she loves controlling everything around her.
I had a secret. A pathetic, embarrassing secret.
I had a tiny cock. Barely four inches when fully hard. And worse — I was completely obsessed with anal. I spent hours watching porn of guys getting fucked in the ass by dominant women. I had stolen a small butt plug from Vanessa’s room months ago and used it almost every night, fantasizing about being dominated.
One Thursday afternoon, everything fell apart.
Mom and Dad were away for the weekend. Vanessa came home early from work and caught me in her room. I was on her bed, completely naked, wearing her black lace panties stretched over my tiny erection. Her favorite thick dildo was halfway up my ass. I was moaning like a slut, fucking myself with it while sniffing another pair of her dirty panties.
Vanessa stood in the doorway, phone in her hand, already recording.
“Well, well, little brother,” she said with a wicked smile. “What the fuck do we have here?”
I froze in horror. I tried to pull the dildo out and cover myself, but it was too late.
Vanessa walked closer, still filming. “Don’t stop on my account. Keep fucking your ass with my dildo, Ethan. I want to see how much of a pathetic little anal whore you really are.”
Her voice was cold and commanding. I was trembling with shame, but my tiny cock stayed rock hard in her panties.
“Please, Vanessa… delete the video,” I begged.
She laughed. “Oh no. This is perfect blackmail material. From now on, you belong to me. If you don’t do exactly what I say, I’ll send this video to Mom, Dad, all your friends, and post it online. Under your real name.”
My stomach dropped. I knew she wasn’t bluffing.
“Get on your knees,” she ordered.
I slid off the bed and knelt in front of her, still wearing her panties with my tiny cock leaking.
Vanessa lifted her skirt and revealed she wasn’t wearing anything underneath. Her shaved pussy was inches from my face.
“Since you love sniffing my panties so much, sniff the real thing. Breathe in my pussy while I think about what I’m going to do with you.”
I leaned forward and pressed my nose against her warm cunt. She smelled incredible — slightly musky and sweet. I inhaled deeply as she grabbed my hair and ground against my face.
“Good boy. Now lick.”
I obeyed, running my tongue along her slit while she continued filming.
After a few minutes she pushed me away and looked down at my tiny cock, still trapped in her lace panties.
“Oh my god,” she burst out laughing. “Is that seriously your dick? It’s so fucking tiny! No wonder you’re such a pathetic anal bitch. Real men don’t fuck their own asses with their sister’s dildos.”
The humiliation burned through me, but my cock twitched.
Vanessa noticed. “You actually like this, don’t you? You like your big sister laughing at your tiny cock.”
She made me stand up and pull her panties down. My small dick sprang free, barely reaching four inches.
“Pathetic,” she sneered. “That’s the smallest cock I’ve ever seen. From now on, you’re not allowed to call it a cock. It’s your little clitty. Say it.”
“My… my little clitty,” I whispered, face burning with shame.
“Louder.”
“My little clitty, Vanessa.”
She smiled cruelly. “Good. Now get on all fours on my bed. I’m going to inspect your ass since you love it so much.”
I got into position. Vanessa spread my cheeks and laughed again.
“Look at that. Your hole is already loose from using my dildo. Such a hungry little slut hole.”
She grabbed a bottle of lube from her drawer and poured it over my ass. Then she slid two fingers inside me easily.
“You’re such a natural bottom,” she mocked as she fingered me. “I bet you’ve been dreaming about getting fucked in the ass by a girl, haven’t you?”
“Yes…” I moaned.
She added a third finger, stretching me. “Say it properly.”
“I’ve been dreaming about getting fucked in the ass…”
Vanessa laughed and kept pumping her fingers. “Blackmail Brother Anal… that’s what we’ll call this from now on. Your tiny clitty and your greedy ass now belong to me.”
For the rest of the afternoon, Vanessa used me without mercy.
She made me wear her panties again while she fucked my ass with her dildo. She took videos from every angle — close-ups of my tiny cock bouncing uselessly while she pounded my hole.
“Beg me to fuck you harder,” she demanded.
“Please, Vanessa… fuck my ass harder. Use your little brother’s slut hole.”
She rewarded me by going deeper, hitting my prostate again and again until I was whimpering and leaking clear fluid from my tiny clitty.
But she wouldn’t let me cum.
“Tiny cock boys don’t get to cum easily,” she said, pulling the dildo out and slapping my ass hard. “You only cum when I decide, and only after you’ve pleased me.”
She sat on the edge of the bed and made me kneel between her legs again, licking her pussy while she scrolled through the videos she had taken, showing me how ruined I looked.
Later that evening she introduced me to her strap-on.
It was much bigger than her dildo — thick, veiny, and eight inches long. She strapped it on and stood over me, stroking it.
“This is going to break you in properly,” she said.
Vanessa made me suck it first. She grabbed my head and fucked my throat until I gagged, all while calling me her tiny-cocked brother slut.
Then she bent me over her desk, spread my legs wide, and pressed the fat head against my asshole.
“Beg for it.”
“Please fuck my ass, Vanessa. Please blackmail me with your big cock.”
She pushed inside me slowly, stretching me wide open. The pain mixed with intense pleasure as she filled me completely.
“Fuck, you’re tight,” she groaned. “Your ass is gripping my cock so well. Much better than your worthless little clitty could ever do.”
She started fucking me harder, her hips slapping against my ass. Every thrust made my tiny cock bounce uselessly beneath me. Vanessa reached around and stroked it with two fingers, laughing at how small it felt in her hand.
“You’re never going to fuck a girl with this pathetic thing,” she taunted. “The only thing this clitty is good for is leaking while I destroy your ass.”
She fucked me in multiple positions — doggy style, missionary with my legs over her shoulders, and finally riding me reverse cowgirl so I could watch her big ass bouncing while her strap-on disappeared inside me.
I was in a complete daze of humiliation and pleasure.
The blackmail got worse over the next few days.
Vanessa installed a hidden camera in my room. She made me wear a small butt plug all day, even when I had to go to college. Every evening when she came home, I had to greet her on my knees, kiss her feet, and present my plugged ass for inspection.
One night she brought home a bigger plug — one with a tail.
“You’re going to be my little brother puppy tonight,” she said.
She made me crawl around the house naked except for the tail plug, my tiny clitty locked in a tiny pink chastity cage she had ordered. She sat on the couch watching TV while I licked her pussy and ass for hours.
When she finally got horny enough, she bent me over the couch and fucked me brutally with her strap-on while pulling on the tail.
“Look at you,” she moaned. “My 19-year-old brother taking my cock like a good anal whore. If only your friends knew how tiny your cock is and how much you love getting blackmailed and fucked.”
She made me cum that night without touching my clitty — just from getting fucked deep in the ass. I shot my load all over the floor while whimpering in shame. Vanessa made me lick every drop up.
By the end of the second week, I was completely broken.
Vanessa had turned the guest room into her “playroom.” She had multiple strap-ons, restraints, and toys. She invited her best friend, Sophia, over one weekend when our parents were away again.
Sophia was shocked at first, but quickly joined in when she saw my tiny locked clitty and the butt plug in my ass.
The two of them took turns fucking me for hours. They made me service both of them while mocking my tiny cock mercilessly. Sophia even made me suck her toes while Vanessa pounded my ass.
The ultimate humiliation came on the final night.
Vanessa tied me spread-eagle to her bed. She rode my face until she came twice, then strapped on her biggest dildo yet.
“This is going to be the deepest I’ve ever fucked you,” she whispered.
She slid inside me in one long stroke. I cried out as she bottomed out. Vanessa fucked me with long, powerful strokes while Sophia sat on my chest and played with my caged clitty.
“Tell me you love being blackmailed,” Vanessa demanded.
“I love being blackmailed by you, sister.”
“Tell me your tiny cock will never satisfy a woman.”
“My tiny cock will never satisfy a woman. I’m only good for anal.”
Vanessa smiled and fucked me harder until I came again hands-free, my pathetic load dribbling out of my caged clitty.
Months later, I’m still completely under her control.
Vanessa keeps all the videos saved in multiple places. She fucks my ass almost every day. Sometimes she lets me out of chastity and laughs while I hump her leg like a desperate dog before locking me back up.
My tiny cock and my greedy ass now exist only for her pleasure.
And every time she slides her cock deep inside me and whispers “Good little blackmail brother,” I know I’ll never escape her.
I don’t want to.
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