Sissy Stepson 10 Stepmother s Sissy
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I went with Sharon to take Dad to the airport to see him off. He was headed out to Phoenix for a week for business. He hugged Sharon and told me to take care of her while he was gone. I wished him a safe flight then watched as his plane left the ground. Then Sharon turned to me and said, "Let’s go get lunch, my treat!"
We went to what seemed to me a very high-class restaurant, someplace I had never been to before, but they seemed to know Sharon or maybe it was just their way. They sat us in a corner table that overlooked the waterfront; it was a very scenic view I thought. When the waiter come to our table and we ordered our lunch.
As we ate lunch Sharon and I chatted and drank, I felt very comfortable with her that afternoon. I told her about my freshman year away at college and the classes I was taking and stuff. We didn’t talk much on the phone, not that I called home very often anyhow. And Dad didn’t ask much about school, as long as I kept my scholarship he didn’t seem to care much about how I spent my time at school.
Sharon had married my father when I was a sophomore in High School. My mom had died in a car accident when I was eight. We got along well, but I tended to be nervous around her. The fact was, she was eight years younger than Dad, and a very sexy woman and I felt awkward having sexual feelings for my stepmother.
Well, when we got home, Sharon and I both had a beer and kept talking before she excused herself and went upstairs to the bedrooms.
I turned on the television and got another beer out of the fridge. Before I was finished with it, Sharon came down the stairs, dressed in one of her ‘fuck me’ outfits. She had on smoky black stockings with black high heeled sandals. Her flimsy flowing skirt came down almost to her knees, and she had on a little black choker which looked charming against the creamy white skin of her neck. She’d obviously had lots of practice at wearing high heels, because she didn’t wobble on them at all as she bounced down the stairs.
Even though I knew she wasn’t dressed up for me, I felt a rush of desire for my stepmother.
“Dad’s a lucky guy.” I said.
“Not this time. I’m supposed to meet Rhonda over at Stacy’s in a little bit. It’s a girl’s night tonight.”
“How come you’re all dressed up for a girl’s night at Stacy’s?” I asked.
“I’m not that dressed up,” she claimed, “besides, we might go out for dinner.”
“Isn’t it a little early for dinner?” I asked.
She smiled at me and said, “You know, I came down early on purpose. I don’t have to leave right away.”
“Oh, really? And is there something you’d like to do to kill a little time before you have to go?”
“I figured I’d have another beer before heading out.”
I downed my beer and asked her to grab us both one, then she sat down on the couch and we continued chatting.
After another thirty minutes where she asked about my social life and the girls I knew at school, Sharon slowly rose and walked toward me taking the nearly empty beer bottle from my hand she said, "Let me get you another drink."
I jokingly asked, "Are you trying to get me drunk and take advantage of me?"
Sharon did not say a word until she came back and handed me the drink, then said, "Something like that. You always had an eye on my body and I could see in your eye that you still had that lustful spark for me that you have had since high school; hell, you wanted me then, didn't you?"
My mind flashed back to the first time I met Dad’s new wife, just seeing her made me hard, I had many a night’s fantasy of her in my bed while jacking off.
“Uh . . . “ I wasn’t sure of what to say. I sure as heck wanted her then, and I wanted her now. “Yeah, I did.” I finally answered nervously.
Giggling a little, Sharon smiled down at me and dropped her delicate fingers to the hem of her skirt and she lifted it slowly, revealing herself to me; exposing her legs all the way up to the tops of her smoky stockings. I stared, transfixed by the sight of her lovely thighs.
Now she was showing me just what my hard dick was craving most – her long legs in satiny nylons peeking out from under her little skirt. Unsure what she wanted to do, I resisted the impulse to throw her on her back and rub my dick all over her legs. Sharon put her knee up next to me on the arm of the couch and I couldn’t stop myself from caressing her inner thigh from her knee up. God, I love a woman with shapely legs. As my hand neared her crotch, Sharon stopped me by moving her leg away.
She put her foot in my lap, her black high heel sandal resting softly against my straining cock in my pants. I gazed down between my legs at her delicate foot in those dark stockings. My stepmother whispered, “Is this what mommy’s naughty boy wants?”
I felt my eyes widen and my dick harden. Suddenly the things she’d been saying tonight made more sense. I was like a deer in the headlights, transfixed by what was rushing at me. I couldn’t speak, I couldn’t move. I just stared back into her dark eyes, a new understanding of my stepmother emerging.
The lustful look in my eyes told her what she wanted to know and her hand found that she had made me very hard as it slid up my leg to find my growing cock buried within my jeans. Sharon took control and undid my belt and zipper slowly pulling my jeans down and off. My cock made a tent out of my boxers and this brought a smile the Sharon's face. I sat up and finished my drink then pulled my shirt off tossing it to the floor. Sharon downed her drink as well then stepping back she took my bottle and hers and placed them on the table. The sight of her made me even harder if that was possible.
As I watched, she rubbed her hands across her tits and then lower to her pussy rubbing her satin skirt against her folds. Then she reached under her skirt, and I saw her hands slide back down her legs with her fingers hooked into her thong as she gently pulled it down and off, stepping out of it.
Sharon then unbuttoned her shirt and I could see she wasn’t wearing a bra – damn, her tits were perky for her age; I wondered if she’d had a boob-job.
She looked me in the eye while she licked her lips and she liked what she saw. My eyes gleamed with lust and my cock was pushing through my boxers. She then gave a quick shake letting the shirt fall to the floor exposing her tits. When I saw them out in the open I could not believe just how hot they looked, I just wanted to jump up and suck them, Sharon had other ideas.
She slid off her little skirt, letting it drop in a puddle between her feet. My gaze traveled my stepmother’s exposed legs. My eyes were drawn from her pointed stockinged toes to her delicate ankles. Up her muscled calves and her firm thighs. As I said before, I’m a leg man, and the sight of my hot stepmother standing there in nothing but her heels, stockings and garterbelt was about the sexiest thing I’d ever seen.
Her pussy was in full view and eye level and damn did it look good. Her slit was completely shaved. Not a hair on it. Sharon had about the smallest pussy I’ve ever seen. It didn’t look like it belonged to a full grown woman at all. She was slick with her own juices, the pink lips of her petite pussy were barely visible under her bald pudendum. God, she looked sexy!
The sight of her standing there in those dark stockings and garterbelt was almost more than I could bear. Her delicate hand poised over her bare pussy, her high-heeled feet in those sheer stockings, and those beautiful legs.
“See, Honey?” Still staring into my eyes, Sharon reached for my hand. She took it in hers and lifted her skirt out of the way. She spread her legs a little so that she could place my palm on her slippery bald pussy. She held my hand against her as she wiggled her hips so that my unmoving hand caressed her puffy lips. She closed her eyes and moaned a little as she shuddered from the pleasure of my palm cupping her tiny slit.
“See how wet I am?” she whispered. “Doesn’t that give you a clue? I’ve wanted you so bad for so long. And now I know that you want me too. You might not have realized it in your head, but your dick isn’t lying to us. And neither’s my pussy.”
Sharon opened her eyes so that she could look into mine. “Fuck me, David. I know you want to. Please?”
My stepmom was serious – she wanted me to have sex with her. She’d wanted it for a long time. I guess that I didn’t object quite quickly enough, because Sharon jumped on my few seconds of stunned silence as if it was approval. Her words came quickly, falling over each other in her rush to get them out. “Come on, Honey. It’ll be great. I’ve dreamed of this for so long. I won’t tell your father. I promise. I won’t tell anybody. It’ll just be our secret. You want to. I know you do. You can have me whenever you want me.”
I got on my knees on the floor between her legs and caressed them, running my hand slowly up and down the sexy stockings and briefly touching the soaking wet place between her legs.
I gazed at her bald cunt for a minute, entranced by the sight of it. It was wet and pink, and I could easily see her tiny inner lips puffing out in anticipation. I even fancied that I could see it tremble with desire for what I was about to do. I couldn’t even imagine trying to fit myself into it. Sharon was gasping above me, working herself up towards an orgasm before I’d even touched her.
I reached around to cup her firm ass and pulled her closer to my face going right for her clit sucking it hard and fast, flicking my tongue over it. Sharon moaned as my tongue slathered her cum all over her slippery slit. She was so wet I had not trouble pushing a finger into her pussy while I sucked her clit.
My hands were now holding and sliding up and down her smooth nylon legs. I was in heaven just to be holding and feeling her beautiful stocking legs as I worshiped her pussy. She moved one of her ankles inward so my hard cock would rest against her stocking leg. I moaned and gasped at the feel of my sensitive shaft coming in contact with her nylons. I rubbed my cock slowly up and down and against her nylon leg as I served her needs. She guided my tongue to a higher spot and I felt her whole body shake. I sucked and flicked my tongue with ease against it. I never felt anything so wet and slick as her pussy juice dripped from my chin.
After washing her pussy all over with my tongue for a minute, I began giving her long strokes, sliding from her tight slit to her tiny clit. Over and over. Slowly at first, but then going a little faster and harder as Sharon neared an orgasm. At the top of each stroke when my tongue brushed her swollen clit she’d gasp out loud, and I knew that she was almost there when the gasping turned into panting and the panting turned into whimpering.
"There right there! That's it lick it good, YES! YES!"
“Oh-Honey-oh-Honey-oh-Honey…………….” Sharon clasped her nyloned thighs around my face and ground her pussy into my mouth as she came, her body beginning to shudder and shake. She reached down between her legs and grabbed my hair, pulling my face even harder against her cumming slit. She pulled harder on my hair and screamed with pleasure. I felt her pussy spasm in my mouth as she was gasping for air. I kept up a gentle sucking, flicking her clit with my tongue in time to the waves of pleasure that were going through her. Between waves I inserted my tongue into her tiny hole, drinking the cum that drooled from her like parched man in the desert. I was amazed at how good she tasted.
She let go of my hair and I felt her body go from a tense state to a total relaxed stillness and soft moans. Sharon collapsed back onto the couch which gave me the perfect chance to fondle and suck her delicious breasts; this brought her back to life. She pulled my body closer to her so she could pull my boxers off; as she did my cock caught in the waistband and sprang up slapping hard against her tits.
Sharon gasped as it did part from surprise and part from the size, gripping my cock she said, "I can see you take after your father!"
She started to stroke my length with one hand and cupped my swelling balls with the other, and then slowly started licking the head. She backed off to lick her lips clean. That was when she took me whole into her mouth and down her throat and held me there, something none of the girls at school had ever done. I almost shot my load right then, but Sharon knew how to pinch me off and stop me from cumming too soon.
As she pulled off and gasped for air she stroked my saliva coated cock, looking up into my eyes with a lustful look she said, "Cum for me now!" Then sank her mouth back down on my cock sucking me hard while stroking me.
This time she did not stop me, she wanted my cum so I gave it to her. I felt my balls clinch and the cum burst from my cock and down her throat, she did not miss a beat; she just sucked harder and stroked faster until I was done. It was then she slowed to more of a soft massage and licking me clean.
Sharon sat back and licked her lips savoring the taste of my cum as she looked at me with that lustful gaze. "I think this was a long awaited night for the both of us."
Her gaze went right to my cock, I was still semi-hard and she smiled. "I see it will not take you too long to recover, so in the meantime you should lick my pussy some more to get me ready so you can fuck me!"
My eyes got wide and my dick twitched, I thought we were done, but Sharon was just getting started.
Sharon positioned herself so she was facing the couch and bent forward with her hands on the couch, this left her ass and pussy spread open and ready. I stepped behind her and took time to enjoy the view; slowly working a finger along her slit I could see a bead of juice trickle out. Catching it with my finger I brought it to my lips to enjoy the taste, it was then I went for the gold. Gripping both ass cheeks I spread her open and plunged in face first, literally my nose was in her ass and tongue in her pussy. I lapped away at her for some time, which drove her crazy, so I thought I would go one more by fingering her pussy and licking her asshole. As I slid my fingers into her soaked pussy hole I eased back with my face then dove back in pushing my tongue right into her tight ring. Sharon let out a yell then I felt her pussy contract then gush on my hand, I held my position slowing my movements until she had stopped twitching with her orgasm.
By now my cock was hard again so I stood up and nudged the head of my cock to her throbbing lips. The problem was, that with her four inch heels on, I could barely get my cock in her pussy with her standing, so I had her get on her knees with her body on the couch cushions. Sharon spread her legs wide so that I could crawl up between them, my dick only inches from her juicy pussy. The picture of my sexy stepmother bent over the edge of the couch with her long legs spread wide and wearing nothing but her heels, garterbelt and stockings is one that I’ll take to my grave.
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We went to what seemed to me a very high-class restaurant, someplace I had never been to before, but they seemed to know Sharon or maybe it was just their way. They sat us in a corner table that overlooked the waterfront; it was a very scenic view I thought. When the waiter come to our table and we ordered our lunch.
As we ate lunch Sharon and I chatted and drank, I felt very comfortable with her that afternoon. I told her about my freshman year away at college and the classes I was taking and stuff. We didn’t talk much on the phone, not that I called home very often anyhow. And Dad didn’t ask much about school, as long as I kept my scholarship he didn’t seem to care much about how I spent my time at school.
Sharon had married my father when I was a sophomore in High School. My mom had died in a car accident when I was eight. We got along well, but I tended to be nervous around her. The fact was, she was eight years younger than Dad, and a very sexy woman and I felt awkward having sexual feelings for my stepmother.
Well, when we got home, Sharon and I both had a beer and kept talking before she excused herself and went upstairs to the bedrooms.
I turned on the television and got another beer out of the fridge. Before I was finished with it, Sharon came down the stairs, dressed in one of her ‘fuck me’ outfits. She had on smoky black stockings with black high heeled sandals. Her flimsy flowing skirt came down almost to her knees, and she had on a little black choker which looked charming against the creamy white skin of her neck. She’d obviously had lots of practice at wearing high heels, because she didn’t wobble on them at all as she bounced down the stairs.
Even though I knew she wasn’t dressed up for me, I felt a rush of desire for my stepmother.
“Dad’s a lucky guy.” I said.
“Not this time. I’m supposed to meet Rhonda over at Stacy’s in a little bit. It’s a girl’s night tonight.”
“How come you’re all dressed up for a girl’s night at Stacy’s?” I asked.
“I’m not that dressed up,” she claimed, “besides, we might go out for dinner.”
“Isn’t it a little early for dinner?” I asked.
She smiled at me and said, “You know, I came down early on purpose. I don’t have to leave right away.”
“Oh, really? And is there something you’d like to do to kill a little time before you have to go?”
“I figured I’d have another beer before heading out.”
I downed my beer and asked her to grab us both one, then she sat down on the couch and we continued chatting.
After another thirty minutes where she asked about my social life and the girls I knew at school, Sharon slowly rose and walked toward me taking the nearly empty beer bottle from my hand she said, "Let me get you another drink."
I jokingly asked, "Are you trying to get me drunk and take advantage of me?"
Sharon did not say a word until she came back and handed me the drink, then said, "Something like that. You always had an eye on my body and I could see in your eye that you still had that lustful spark for me that you have had since high school; hell, you wanted me then, didn't you?"
My mind flashed back to the first time I met Dad’s new wife, just seeing her made me hard, I had many a night’s fantasy of her in my bed while jacking off.
“Uh . . . “ I wasn’t sure of what to say. I sure as heck wanted her then, and I wanted her now. “Yeah, I did.” I finally answered nervously.
Giggling a little, Sharon smiled down at me and dropped her delicate fingers to the hem of her skirt and she lifted it slowly, revealing herself to me; exposing her legs all the way up to the tops of her smoky stockings. I stared, transfixed by the sight of her lovely thighs.
Now she was showing me just what my hard dick was craving most – her long legs in satiny nylons peeking out from under her little skirt. Unsure what she wanted to do, I resisted the impulse to throw her on her back and rub my dick all over her legs. Sharon put her knee up next to me on the arm of the couch and I couldn’t stop myself from caressing her inner thigh from her knee up. God, I love a woman with shapely legs. As my hand neared her crotch, Sharon stopped me by moving her leg away.
She put her foot in my lap, her black high heel sandal resting softly against my straining cock in my pants. I gazed down between my legs at her delicate foot in those dark stockings. My stepmother whispered, “Is this what mommy’s naughty boy wants?”
I felt my eyes widen and my dick harden. Suddenly the things she’d been saying tonight made more sense. I was like a deer in the headlights, transfixed by what was rushing at me. I couldn’t speak, I couldn’t move. I just stared back into her dark eyes, a new understanding of my stepmother emerging.
The lustful look in my eyes told her what she wanted to know and her hand found that she had made me very hard as it slid up my leg to find my growing cock buried within my jeans. Sharon took control and undid my belt and zipper slowly pulling my jeans down and off. My cock made a tent out of my boxers and this brought a smile the Sharon's face. I sat up and finished my drink then pulled my shirt off tossing it to the floor. Sharon downed her drink as well then stepping back she took my bottle and hers and placed them on the table. The sight of her made me even harder if that was possible.
As I watched, she rubbed her hands across her tits and then lower to her pussy rubbing her satin skirt against her folds. Then she reached under her skirt, and I saw her hands slide back down her legs with her fingers hooked into her thong as she gently pulled it down and off, stepping out of it.
Sharon then unbuttoned her shirt and I could see she wasn’t wearing a bra – damn, her tits were perky for her age; I wondered if she’d had a boob-job.
She looked me in the eye while she licked her lips and she liked what she saw. My eyes gleamed with lust and my cock was pushing through my boxers. She then gave a quick shake letting the shirt fall to the floor exposing her tits. When I saw them out in the open I could not believe just how hot they looked, I just wanted to jump up and suck them, Sharon had other ideas.
She slid off her little skirt, letting it drop in a puddle between her feet. My gaze traveled my stepmother’s exposed legs. My eyes were drawn from her pointed stockinged toes to her delicate ankles. Up her muscled calves and her firm thighs. As I said before, I’m a leg man, and the sight of my hot stepmother standing there in nothing but her heels, stockings and garterbelt was about the sexiest thing I’d ever seen.
Her pussy was in full view and eye level and damn did it look good. Her slit was completely shaved. Not a hair on it. Sharon had about the smallest pussy I’ve ever seen. It didn’t look like it belonged to a full grown woman at all. She was slick with her own juices, the pink lips of her petite pussy were barely visible under her bald pudendum. God, she looked sexy!
The sight of her standing there in those dark stockings and garterbelt was almost more than I could bear. Her delicate hand poised over her bare pussy, her high-heeled feet in those sheer stockings, and those beautiful legs.
“See, Honey?” Still staring into my eyes, Sharon reached for my hand. She took it in hers and lifted her skirt out of the way. She spread her legs a little so that she could place my palm on her slippery bald pussy. She held my hand against her as she wiggled her hips so that my unmoving hand caressed her puffy lips. She closed her eyes and moaned a little as she shuddered from the pleasure of my palm cupping her tiny slit.
“See how wet I am?” she whispered. “Doesn’t that give you a clue? I’ve wanted you so bad for so long. And now I know that you want me too. You might not have realized it in your head, but your dick isn’t lying to us. And neither’s my pussy.”
Sharon opened her eyes so that she could look into mine. “Fuck me, David. I know you want to. Please?”
My stepmom was serious – she wanted me to have sex with her. She’d wanted it for a long time. I guess that I didn’t object quite quickly enough, because Sharon jumped on my few seconds of stunned silence as if it was approval. Her words came quickly, falling over each other in her rush to get them out. “Come on, Honey. It’ll be great. I’ve dreamed of this for so long. I won’t tell your father. I promise. I won’t tell anybody. It’ll just be our secret. You want to. I know you do. You can have me whenever you want me.”
I got on my knees on the floor between her legs and caressed them, running my hand slowly up and down the sexy stockings and briefly touching the soaking wet place between her legs.
I gazed at her bald cunt for a minute, entranced by the sight of it. It was wet and pink, and I could easily see her tiny inner lips puffing out in anticipation. I even fancied that I could see it tremble with desire for what I was about to do. I couldn’t even imagine trying to fit myself into it. Sharon was gasping above me, working herself up towards an orgasm before I’d even touched her.
I reached around to cup her firm ass and pulled her closer to my face going right for her clit sucking it hard and fast, flicking my tongue over it. Sharon moaned as my tongue slathered her cum all over her slippery slit. She was so wet I had not trouble pushing a finger into her pussy while I sucked her clit.
My hands were now holding and sliding up and down her smooth nylon legs. I was in heaven just to be holding and feeling her beautiful stocking legs as I worshiped her pussy. She moved one of her ankles inward so my hard cock would rest against her stocking leg. I moaned and gasped at the feel of my sensitive shaft coming in contact with her nylons. I rubbed my cock slowly up and down and against her nylon leg as I served her needs. She guided my tongue to a higher spot and I felt her whole body shake. I sucked and flicked my tongue with ease against it. I never felt anything so wet and slick as her pussy juice dripped from my chin.
After washing her pussy all over with my tongue for a minute, I began giving her long strokes, sliding from her tight slit to her tiny clit. Over and over. Slowly at first, but then going a little faster and harder as Sharon neared an orgasm. At the top of each stroke when my tongue brushed her swollen clit she’d gasp out loud, and I knew that she was almost there when the gasping turned into panting and the panting turned into whimpering.
"There right there! That's it lick it good, YES! YES!"
“Oh-Honey-oh-Honey-oh-Honey…………….” Sharon clasped her nyloned thighs around my face and ground her pussy into my mouth as she came, her body beginning to shudder and shake. She reached down between her legs and grabbed my hair, pulling my face even harder against her cumming slit. She pulled harder on my hair and screamed with pleasure. I felt her pussy spasm in my mouth as she was gasping for air. I kept up a gentle sucking, flicking her clit with my tongue in time to the waves of pleasure that were going through her. Between waves I inserted my tongue into her tiny hole, drinking the cum that drooled from her like parched man in the desert. I was amazed at how good she tasted.
She let go of my hair and I felt her body go from a tense state to a total relaxed stillness and soft moans. Sharon collapsed back onto the couch which gave me the perfect chance to fondle and suck her delicious breasts; this brought her back to life. She pulled my body closer to her so she could pull my boxers off; as she did my cock caught in the waistband and sprang up slapping hard against her tits.
Sharon gasped as it did part from surprise and part from the size, gripping my cock she said, "I can see you take after your father!"
She started to stroke my length with one hand and cupped my swelling balls with the other, and then slowly started licking the head. She backed off to lick her lips clean. That was when she took me whole into her mouth and down her throat and held me there, something none of the girls at school had ever done. I almost shot my load right then, but Sharon knew how to pinch me off and stop me from cumming too soon.
As she pulled off and gasped for air she stroked my saliva coated cock, looking up into my eyes with a lustful look she said, "Cum for me now!" Then sank her mouth back down on my cock sucking me hard while stroking me.
This time she did not stop me, she wanted my cum so I gave it to her. I felt my balls clinch and the cum burst from my cock and down her throat, she did not miss a beat; she just sucked harder and stroked faster until I was done. It was then she slowed to more of a soft massage and licking me clean.
Sharon sat back and licked her lips savoring the taste of my cum as she looked at me with that lustful gaze. "I think this was a long awaited night for the both of us."
Her gaze went right to my cock, I was still semi-hard and she smiled. "I see it will not take you too long to recover, so in the meantime you should lick my pussy some more to get me ready so you can fuck me!"
My eyes got wide and my dick twitched, I thought we were done, but Sharon was just getting started.
Sharon positioned herself so she was facing the couch and bent forward with her hands on the couch, this left her ass and pussy spread open and ready. I stepped behind her and took time to enjoy the view; slowly working a finger along her slit I could see a bead of juice trickle out. Catching it with my finger I brought it to my lips to enjoy the taste, it was then I went for the gold. Gripping both ass cheeks I spread her open and plunged in face first, literally my nose was in her ass and tongue in her pussy. I lapped away at her for some time, which drove her crazy, so I thought I would go one more by fingering her pussy and licking her asshole. As I slid my fingers into her soaked pussy hole I eased back with my face then dove back in pushing my tongue right into her tight ring. Sharon let out a yell then I felt her pussy contract then gush on my hand, I held my position slowing my movements until she had stopped twitching with her orgasm.
By now my cock was hard again so I stood up and nudged the head of my cock to her throbbing lips. The problem was, that with her four inch heels on, I could barely get my cock in her pussy with her standing, so I had her get on her knees with her body on the couch cushions. Sharon spread her legs wide so that I could crawl up between them, my dick only inches from her juicy pussy. The picture of my sexy stepmother bent over the edge of the couch with her long legs spread wide and wearing nothing but her heels, garterbelt and stockings is one that I’ll take to my grave.
Not giving herTo continue reading this story you must be a member. Join for FREE here.
Madison
- 13.06.2022
- 41
- 0
- Category:
- Incest
