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mommy's sissy boy

Mommy's Boy

... I'm the baby of the f****y. My Mommy's little boy! The only c***d left living at home can ... Mommy from the principals office at school. I had gotten into another fight. Some of the older boys ... another one?" Mommy laughed. Leaning against the table she untied her robe. "'s hot in here!" She... Continue»
Posted by dongerdoug 4 years ago  |  Categories: Mature, Taboo, Hardcore  |  
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L'addestramento di una sissy slave - Prendo s

... da sissy slave. Sarò educata all’obbedienza e femminilizzata molto più di quanto non sia mai stata ... s**ttare.

Suono alla porta del suo appartamento, al primo piano. Ci mette un minuto di troppo... Continue»
Posted by CagedSissyCuck 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissy Boy/Girl's First Steps

...
Hi,

My name is Lara and I am a Sissy! wow that was easy, but how did I become one now ... mum who knew I was going to be a soft boy, I mean I was still sucking my thumb and had been caught ... many times in my s****rs clothes from knickers to dress's, my mum would just smile and tell me she... Continue»
Posted by SissyLara 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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mommy's new girl

... that a precious little girl or boy is growing inside of Mommy right now. Isn't that wonderful?"

"Yes," I ... your father said that boys shouldn't do such things, but good boys want to help their mommies. Are you ... to show you some things that mommies usually don't show their little boys. But you and I are so close... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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My Uncle Wally's Sissy Boy Wife

... little sissy girl, out
of control of her emotions, subject to the strong whims of any boy
that came ... was completely a sissy fag? Would he think that
I only liked going out with boys, like the real girls liked ... doing?

Worse, perish the thought, would he think that I was a sissy cock
sucker who wanted boys... Continue»
Posted by jayymie 1 year ago  |  Categories: First Time, Shemales  |  
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Heather's Sissy

... , you're going to bed with a very sore bottom, aren't you Sissy?' she stated emphatically.

'Yes, Mommy ... this time.

'Now you know who's boss around hereódon't you Sissy-boy,' he stated breathlessly.

'Ye ... Heather's Sissy


My husband, Bobby, is standing with his nose in the corner, quietly sobbing... Continue»
Posted by klammer 6 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Rubbing Mommy's Feet

... ) on top of her, her legs in the air. I saw my uncle (my Mommy's b*****r) with my cousin (his daughter ... Mommy in stockings, garters and high heels...taking cock after cock after cock...cum in her face ... toes!" or "Kiss my feet!" And there was ALWAYS someone all over my Mommy's feet and toes! It didn't... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Fetish, First Time, Taboo  |  
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mommy's wanna be girl

... it, though -- it made me feel warm and loved. I liked being mommy's little boy.

As I munched on my ... to enjoy her first bra and panties."

Girl? What did she mean? I was a boy! I was mommy's boy! But I ... fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Fetish, Shemales  |  
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mommy's wanna be girl

... it, though -- it made me feel warm and loved. I liked being mommy's little boy.

As I munched on my ... to enjoy her first bra and panties."

Girl? What did she mean? I was a boy! I was mommy's boy! But I ... fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Fetish, Mature, Shemales  |  
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A Boy's Discovery

... 's dick or even pictures and I did not know what he meant by me needing relief. Jack reached up ... . Holy shit shit! A man's cock. The first thing I noticed was the huge mushroom shaped crown. I ... there was a Man & Boys clothing store. I had bought clothes there with my mom picking them out... Continue»
Posted by badabbot 6 years ago  |  Categories: First Time  |  
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MOMMA'S BOY

... SON'S VERSION:So me and my ex-girlfriend is fighting.you the kind where you move back home ... home.Well she called me every thing under the Sun.Even an MOMMA'S BOY.I said funny you didn't say ... ,and even with my ex-lol I never get enough.That cant be normal.MOMMA'S VERSION:Well son you... Continue»
Posted by libra4646 5 years ago  |  Categories: Taboo  |  
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stepson becomes mom's sissy

... unsuccessfully stifled her laughter at the presumed sissy-boy. She led Mark over to a settee in the changing ... , the salesgirls thoroughly enjoyed having a teen sissy boy to tease and play dress-up with.

Up ... girlie-boys don’t talk back to their big b*****rs. It isn’t becoming. Besides, it might make Mommy mad... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Gay Male, Mature  |  
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mom's sissy

... is two years older than me and has a s****r whose bag was able to help me smuggle the two items I stole ... some panties and call me when you're done, sissy girl." I do not have to explain to you why I freaked ... this but to me to word sissy has to do with more of the sexual side of crossdressing and that world is a world I... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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mom's sissy

... is two years older than me and has a s****r whose bag was able to help me smuggle the two items I stole ... some panties and call me when you're done, sissy girl." I do not have to explain to you why I freaked ... this but to me to word sissy has to do with more of the sexual side of crossdressing and that world is a world I... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: BDSM, Mature, Shemales  |  
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Mommy's Little Leg Humper

... was Your day Mommy?"
She smiled and looked around the house, "It went very well actually, sissy. I ... see that you have been a very busy little maid for me today too, sissy."
his Mommy had noticed him ... into Mommy's room and grab a condom out of her nightstand drawer, can you do that you pathetic boi... Continue»
Posted by hornyboy2424 2 months ago  |  Categories: Fetish, Taboo  |  
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Mom's Pussy Boy

... to understand . . . you're a little sissy, jacking off
in mommy's panties . . . a panty boy ... . . ." The words stung more
than her slaps had. "Well, panty boy, mommy's had enough."

I began to cry ... at mommy's panties . . . at mommy's cunt," she
growled. "What are you?"

"I'm a panty boy," I... Continue»
Posted by aprilatnite 2 years ago  |  Categories: First Time, Taboo  |  
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BECOMING MY BOSS MARGO'S SISSY BITCH BOY TOY.

... WAS AN OLDER (LATE 40'S)VERY CONSERVITIVE WOMAN NAMED JOAN. FOR THOSE FIRST TWO WEEKS, I WORKED LONG ... WITH A MATCHING LOW CUT BRASSIRE. WAY BACK IN MY TEENS, I HAD SECRETLY STOLEN A PAIR OF MY OLDER s****rS PANTIES ... TRANSFOMED INTO JOAN'S NEW WILLING SISSY BITCH. EACH NEW ARTICLE HAD MY COCKHEAD LEAKING PRE-CUM ADDING... Continue»
Posted by cddixie 11 months ago  |  Categories: First Time, Taboo, Shemales  |  
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Johnny's First Cum on Mommy's Panties.

... was wrong. I said some k**s had been mean to me. She urged me over to her chaise and I lay across her ... rather large body, my head on her big round breasts and she rocked me "There, there now, Mommy's ... little boy. Now let's get you out of your school clothes." I got off her and stood beside her... Continue»
Posted by smallfurrycreature 3 years ago  |  Categories: First Time, Taboo  |  
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Grandma's Boy # 1

... and kiss, feeling grandma's tits on my chest and the smell of her perfume drove me ... never raised boys only girls but I've heard this is normal.. may I ask you a question, I ... laying milky white with big brown nipples (I found out later they were 38 DD's), I looked down... Continue»
Posted by hamsterman58 5 years ago  |  Categories: Taboo  |  
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Mommy's lesson

... that's it , more darling more,make mommy come Oh yesssss that's it I'm coming" ... got worked up further she said "See darling this is my clit and it's just like a mini prick ... and if I keep rubbing I'll be able to come just like you" and that's just what she... Continue»
Posted by modelmaker 5 years ago  |  Categories: Taboo  |  
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