Sissy gets caught!

"Can you keep a secret?"

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It started off as a normal weekend, my roomie left to visit his girlfriend’s house leaving me alone in the apartment. I wasted no time stripping off before showering and shaving myself smooth all over. 

I loved my ‘me’ time, the chance to indulge in my sissy desires, dressing in stockings, high heels and slutty lingerie. I would practice fixing my hair and applying my makeup before strutting around the apartment enjoying my femininity. 

This weekend was no different. Dressed in my new lacy lingerie. I wandered around the apartment in my six inch heels, confidently strutting and wiggling my hips oblivious to the world outside. 

The feeling of wearing ladies clothing turned me on so much and I could sense the inevitable feeling of giving in to my sissy desires. I tip toed into my bedroom, admiring the stockings on my long slender legs as they rubbed together while I walked. I laid on the bed and began fingering my boi pussy.

It didn’t take long before I was lubing up, reaching for my vibrator, burying it into my ass and bouncing on top of it as I leaned back to grab my heels. Lost in the moment, I began to moan louder, my erogenous zone climaxing as the dildo slid in and out of my ass. 

“Oh yes, fuck me, fuck with me with your big cock!” I screamed in my girliest voice. 

I trembled as the dildo vibrated in my ass, feeling a trickle of pre come dribble down my stockings. I needed more. How could I make this dirtier? I wondered, running excitedly into my roomies bedroom, the sound of my heels clicking down the hallway. I couldn’t help myself, jumping onto his bed, lifting my heels up and ramming the dildo deep into my ass. 

“Fuck yes!” I squealed, imagining being taken. “Fuck me harder with your big cock!” 

For a second I imagined I was my roomies girlfriend, being fucked hard as I slid the vibrator all the way inside my ass, letting out a slutty moan. 

“Oooh fuck baby. Take me!” 

There I was dressed in lacy lingerie, stockings and heels, legs in the air, vibrator sliding into my ass, screaming. “Fuck me like a slut!” It was at this moment that my roomie walked in. 

I stopped instantly, dropping the vibrator and watching it rattle along the wooden floor, still vibrating. The sound intensifying the awkwardness of the situation. My roomie just stood there, mouth open, staring in disbelief. 

I quickly tried to cover myself up, pulling his duvet over me in a stupid attempt to hide what I was wearing. I looked up at him with shameful, sorrowful look, my eyes beginning to water.

He slowly walked over to the bed and sat down gently beside me. “It’s okay.” He said softly. “Don’t worry, I won’t tell anyone.” 

I looked back at him, mumbling an apology under my breath and trying to hold back my tears. He put his arm around me and I leaned in, hugging him back.

Suddenly, I felt his hand slide between my legs, rubbing my lacy thong. He leaned in and started kissing my neck, sliding his hand into my panties and grabbing my cock. 

I couldn’t believe what was happening, my roomie was jerking my cock and licking my neck with his tongue. My cock was getting hard as he pulled the duvet off, bending down and sinking his mouth over the end of my penis. 

His tongue felt incredible as he lashed at the tip, burying his head onto my dick. I began moaning and fell back on the bed. He shifted his body, positioning himself between my legs, sucking every inch as he bobbed up and down.

I squealed like a bitch as he sucked me faster, rubbing my stockings and grabbing my ass. I was just about to come when he stopped and without saying a word, lifted my ass in the air and yanked his trousers off. 

I quickly put my hands up against his hips and tried to push him back as he moved his cock towards my bare ass. 

“Wait, please. I’ve never done this.” I squealed.

I had played with dildos and vibrators for years but I had never actually been fucked by a real cock. 

He put his hand over my mouth and quickly rammed his cock into my already lubed ass. I moaned under my breath, a mixture of pain and pleasure as he began pounding his cock into me, his balls slapping against my ass cheeks. 

Oh shit, I thought. His dick felt so good! He must have liked it because he started pounding me harder, pushing my legs behind my head and grabbing hold of my high heels. 

“Take it you fucking slut!” He shouted, fucking my ass even deeper with his cock. 

The feeling of his cock banging against my ass sent vibrations through my body and I felt my cock begin to dribble again. He powered harder into me until I almost couldn’t take it, his body shaking as he grabbed hold of my hips, shuddering as he started to come deep inside me. 

“Fuck!” He yelled. “Oh fuck, your ass is so tight.” He grunted as he emptied his balls, collapsing on top of me. 

He laid there silent as his dick twitched a few more times, the last couple of drops filling my ass. After a few minutes he pulled out, rolled over and closed his eyes. I didn’t know what to do, he wasn’t moving, so I slowly got up and crept back over to the door. Just as I was about to leave, he spoke.

“Hey! This is our little secret right? You don’t talk, I don’t talk.” 

“Yes.” I replied.

“Oh, and one more thing.” He said. “If you ever get horny again and my girl isn’t here. Put something sexy on and bring that slutty ass to my room.”

Published 7 years ago

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