I didn’t realize she had snuck up the stairs behind me (again). I pulled my shorts back up and was about to head downstairs. She was just outside my doorway waiting for me.
“Good job” she said, reaching for my cock.
She crouched down on her knees, and pulled my gym shorts halfway down. She licked the panties up and down until they were soaking wet. She stood up and kissed me again. While we kissed, she took my hand and guided me between her thighs. She pulled my shorts back up, and headed back downstairs. As she walked downstairs she undid her robe, revealing her perfect naked backside.
She knew she had to be a little more careful sneaking around with me. My dad was awake from his long Sunday nap, and was busy preparing dinner. She was smart enough to put her robe back on, just in time.
Even though my dad was an excellent cook, I was barely eating anything. I was distracted by her sliding her toes against me under the table. I slid my fork into the food, still smelling her on my hand. After a few too many beers, my dad headed to the dining room and passed out in his chair. That was usually the case after Sunday night dinners. The mutt followed him, and fell asleep at his feet. It was almost comical how similar they looked.
My Step-Mom and I sat on the couch, and each had a small bowl of Ice-Cream for dessert. Once she was sure he was fast asleep, she stood up and went behind his chair.
She opened her bathrobe, and dropped it to her floor. She was wearing the same see trough panties I had seen in the picture. I couldn’t believe how crazy she was. She pointed at my crotch, and I knew exactly what she wanted. If my Dad woke up I would need to cover up fast. I made sure I had pillow nearby, and I pulled my shorts down. She smiled as I exposed the panties to her. She slowly pushed her panties down to the floor.
She had thick perfect pussy lips, covered by a thin layer of hair. She beckoned at me to come over to her. I quickly pulled up my shorts and went behind my dad’s chair to join her.
She got down on her knees behind the chair. She reached up and pulled my shorts down. She pulled the panties to the side, and pulled my cock out. She slowly sucked me up and down, until my cock hit the back of her throat. She was easily able to fit the whole thing in and out of her mouth. I was so nervous that I was shaking. I was worried that her soft gags and my moaning would wake up my Dad. I closed my eyes as her pretty blonde hair bobbed up and down on me. She pushed the panties I was wearing down to the floor. She sucked me faster and faster, pressing her thin pink lips against my balls. She stopped, and a stream of saliva dripped onto the floor. She gently stroked my cock up and down, and stood up next to me. With her soft hand still stroking me, she whispered in my ear.
“Let’s switch panties for the night”
She put her bathrobe back on, and she pulled my shorts back up. Squeezing my ass hard, she whispered in my ear.
“Sweet dreams, sissy boy”
I guess there’s worth things I could have been called.
I stayed awake the whole night wondering what she would do next. I guess she wasn’t able to do much because my dad was around. I drifted off to sleep with my hands inside the switched panties.
The next morning, I woke up to a new pile of clothes on my dresser. A small note was on top of the clothes ‘put these on and come downstairs’. I wasn’t ever sure how to put this stuff on. Also, why the heck did she want me to keep wear ladies clothing? What if my dad found out? I can’t imagine he’d be ok seeing his teenage son in woman’s clothing? Well, then again he knew I had some pretty serious blackmail.
I put on the pink satin slip and the lace purple underwear. I glanced in the mirror at my smooth muscular body underneath the clothes. I stood up and struggled to get the black stockings and the three inch heels on. I stopped for a second and turned around. I lifted up the satin slip, and checked out my ass in the panties.
“Hello my little beauty” She said, interrupting me.
She came close to me, and pressed her naked body against mine. She placed her hand on crotch, and gave me a sloppy tongue-filled kiss.
“You’re already hard, you fucking pervert” She said, gently slapping my face.
She crouched down on her knees and lifted up the slip. She pulled the panties sideways, and pulled my long hard cock out. She sucked me up and down faster and faster. She face pressed back and forth against the panties. Holy shit! She was fucking good at this. I tried to keep my balance while she rocked my body back and forth. She pushed the panties back, and kissed me again.
“From now on you’re my little sissy.” She declared.
She stood up and pushed my head between her juicy breasts. She let go of my head and slid her nipples in and out of her mouth. I was weak at the knees, and wearing heels for the first time. It was clear that I could barely stand.
But she wasn’t done with me.
“Bend over you little sissy!”
She pushed me forward and bent me down on my bedroom floor.
We were interrupted by the doorbell, and the stupid mutts incessant barking. She put her robe back on, covering up her naked body. Before she went to answer the door, she gave me another order.
“Go up to my room and wait on all fours on my bed…oh and you keep those heels on”
She went to answer the door, and I went up to her bedroom. It turned out to be a Jehovah’s Witness. I guess we were already going to hell. She told them she had to leave for work, and quickly got rid of them. When she came back to the room, I was bent over waiting for her. The heels were painfully digging into her bed.
She gently spanked me over and over. She started spanking me so hard my body rocked back and forth on the bed. I’m sure she was spanking me hard enough to leave handprints.
“Who’s my little step-sissy?!” She yelled over and over.
“I’m your little step-sissy!” I finally yelled back, starting to enjoy it.
She grabbed my head and pulled me back towards her body. She reached around and squeezed pinched my nipples through the slip. She reached down and squeezed my balls as hard she could, she pushed my head deep into the pillow.
She lifted the pink lingerie slip up, and pulled the panties down just under my ass. She tried to push her finger in my ass, but it just wouldn’t work. She realized that I was way too tight. She grabbed my ass, and spread my toned cheeks apart. She licked in and out of my ass, while slowly pushing her fingers inside. Fuck! She knew what she was doing. She stopped for a second and pulled my body back towards her naked chest.
“Want me to fuck you like your daddy likes?” She whispered, while driving her fingers deep in me.
Oh shit! Did she know I saw the picture with her and my dad? She pushed her lubed up finger in and out until she was able to slide in.
She grabbed something from the bedside drawer and wrapped it around her waist. She pushed me back into the pillow, and smacked both my ass cheeks hard. She put some lube on the strap-on and slowly pushed inside me.
Ouch! It really hurt, but I wanted to show her what I could handle. Even though I was wearing ladies clothing, I wanted to show her I was the man of the house. I turned around and watch her smile, with voluptuous breasts bouncing up and down. She grabbed my waist and went a bit harder in me.
.
“Who’s my little sissy?” She yelled, pushing further in me.
Realizing I was way too tight, she slowly pulled out again. She put more lube on the end, and pushed in and out a few more times. It was starting to feel pretty amazing. She pushed further in and I couldn’t help but let out a load moan.
“Fuck me!” I yelled, between soft even moans.
“Get on your back Step-Sissy!” she ordered, squeezing my ass hard.
I moaned like crazy, as she slowly pulled out of me. She took the Strap-on off her waist, and removed the ‘dildo’ from it. She pushed the dildo in and out of my mouth, making me choke while she fingered my asshole.
With all her strength, she threw me on my back.
She spread her legs and squatted down on my face. I could barely breathe with her juicy pussy lips pressing down on my face. I eagerly pushed my tongue deep inside her. It slid in easily, because she was soaking wet.
She leaned back and rode my face back and forth, smacking her pussy lips up and down on my tongue. I could feel her oozing on my face as she smacked harder against my mouth. She stopped for a second and let out a soft moan. With my lips buried in her soaking wet Pussy, she started to shake like crazy. A small stream slid down my mouth onto my neck. I guess I did a pretty good job.
She stopped shaking and leaned forward, gagging on my cock. My tongue was still buried inside her. I reached down to jerk myself into her mouth, but she was having none of it. She pushed my hand away, and pushed the dildo inside my hole. I could feel my cock pulsating back and forth. I knew she could taste that I wasn’t far from coming.
She pulled the panties all the way down. She got off my face, and pushed the dildo deeper inside my hole. She went on her hands and knees next to me, and slammed her face into my cock. I reached down and jerked myself up and down inside her mouth. I couldn’t hold out much longer.
She stopped and went on top of me. She pushed my hand away and bit my lip hard. She leaned forward and kissed the side of neck. I grabbed my cock and went faster and faster. She pushed my hand away again, and grabbed my cock. Spreading her legs wide, she slowly slid down on me.
She shoved the dildo inside me, as she pushed her body all the way down on my erect cock. I grabbed her waist as hard as I could, as her ass slapped against me. Was I really about to come inside my Step-Mom? She didn’t seem to mind.
She leaned all the way back and pushed the lingerie slip up past my belly. She slammed her body up and down on my cock, while holding the dildo tightly inside me. She went so fast her body slammed against my swollen balls, and the bed smacked into the wall. She moaned as I reached up and pinched her nipples hard. The heels I was wearing pushed deep into the mattress as she rode me.
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