Cuckold Weekends

Good morning.  Today's post is a guest feature from cuckold Kevin.  Hope you enjoy!

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 Their mornings usually start with around of sex.  It's their private time without me.  Then they shower together.  I know what I'm supposed to do.   My alarm goes off early enough so I can get dressed in my maids uniform and turn myself into "Karen."  Then, when I hear the shower start I'm supposed to get the coffee started.

    I'm not supposed to but I sometimes sneak quietly upstairs (I take my heels off - they'd make too much noise on the hardwood floor) and peek into the master bathroom to see them together in the shower.  Without exception, they're always too preoccupied to notice me.   Just like today.

    He was leaning up against the shower stall with his arms around her.  I couldn't see their faces but they were clearly in a passionate embrace.  Her left hand, pressed against the glass door began to slide down...and she fell to her knees.  He let out a pleasurable moan.  It was followed by the unmistakable sound of her sucking his cock.  I tiptoed away with my locked cock stiff in my metal cage. 

    When I got downstairs I took out their coffee mugs and headed towards the front door.  I looked out the window to see if anyone was outside walking their dogs our just out for a stroll.  This was always the task that gave me most angst.  I was to retrieve the Sunday paper dressed in my maids uniform.  The paper was usually thrown close enough to our front entrance in the driveway so that I wouldn't be out there very long and we didn't have any homes real close to ours but there was always the risk I would be seen.  

    I saw a couple who lived down the road a bit walking their dog.  I waited several minutes until the coast was clear.  The paper was halfway up the driveway and I was able to pick it up unnoticed.  I was never 100% positive that I hadn't been seen but so far I was pretty sure I'd gone undetected by any neighbors.  

    When I got back into the kitchen I was surprised to see my wife there in nothing  but a sexy thong and a towel wrapped around her hair.  She had "that look" about her. 

    "Good morning Mistress" I said as I curtseyed in my maids uniform.

    "He saw you" she said.  "He's not happy and neither am I."

    "What do you mean?" I asked her trying to play innocent.

    "Stop it.  He expects me to keep you in line.  That obviously hasn't worked" she said.  

     Before I could even begin to apologize she cut me off.

    "He wants to see you upstairs right away" she said.  "Here....bring him his coffee. 

 Kevin/Karen

Sissy Boarding School

Today's post is courtesy of Kevin (aka Karen) whose wife just recently officially made him/her a sissy cuckold.  Karen wrote the very first post for this blog at my request.  We had corresponded a few times and when I told her I was thinking of starting a blog and described what themes I wanted to feature, she volunteered to write a short story for me.  I hadn't heard much from her after that until two days ago when she sent me this little vignette, complete with pictures!   I hope you enjoy and I hope Karen continues to contribute when she can.

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    "First year students get the most basic of our rooms.  They're comfortable but simple.  If you get through your freshman year, next year's room will have more amenities" the dean of students said to Karen.  Her name was Ms. Smith.  She had a very pleasant smile but with an authoritative way about her.  "As you would expect gurls in their junior and senior years have the nicest rooms."

    Kevin's mother had decided upon this particular boarding school when she grew tired of catching Kevin rummaging through her things as well as his older sisters too many times.  As a single parent with a full time job, Kevin was becoming a little too much to handle. 

    "Get yourself settled.  Ms. Johnson will be stopping by later to issue you your uniform for class tomorrow and something for you to wear for dinner tonight" Ms. Smith said.  "Any questions?"

    "No ma'am" Karen said.  Ms. Smith just smiled, turned away and walked out of the room.

    The room was certainly not what Karen was used to.  Very tidy, feminine and totally void of any "maleness" like his room back home.  Though Karen had an affinity for girly things his room had all the markings of fourteen year old boy, with pictures of his favorite sports heroes on the wall and other boy things scattered about.  

    Everything in this room seemed so feminine with shades of pink everywhere and all types of little dainty things.  The twin bed in the middle of the room looked comfortable but Karen had a hard time imagining living here for four years.

    Despite its simplicity the room had a lovely view of the school's beautiful grounds.  Karen's room overlooked a lovely flower garden with brick pathways, grassy areas, bird baths and nice looking garden furniture.  It all seemed very peaceful and serene.  In the distance were lots of trees, fields and rolling hills.  "Kevin" was going to miss baseball and other sports.  There didn't seem to be any athletic fields in sight at all.

    Karen walked around the room.  At least there was a private bathroom even though it was pretty small.  She noticed it didn't have a shower and sitting on top of the toilet was a little tent card with the reminder: "Remember to take your seat!"   "There will be no standing to pee.  Ever." she remembered Ms. Smith saying downstairs in the large common living room of the dorm just after Karen kissed her mom goodbye earlier that afternoon.  It was all starting to be a bit overwhelming.

    Karen would make the best of it she thought as she put her small bag of personal belongings on the bed.  New students had received specific instructions of what to bring with them.  Other than the clothes on they wore when they arrived, the only other clothing items they were to bring were three pairs of simple white cotton panties.  Everything else was to be provided by the school.

    As she sat on the bed Karen looked around and decided to take a look inside the closet in the corner of the room.  It was wider that the one she had at home, with two doors that opened away from each other.  She opened the doors to discover the most beautiful collection of feminine finery in pretty pastels that she had ever seen.

    She couldn't believe what she saw.  How in the world was a school like this going to help her break what her mom called "this nasty habit of yours"????  As she ran her hands across the collection of pretty dresses, gowns and petticoats she couldn't help but feel the stirring in her loins...

To be continued.

Karen

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Kevin's Cuckold Dream

Welcome to The Sissy Bedtime Reader, a collection of stories, pictures, thoughts, ideas and other things of interest to the submissive sissy male.  Your submissions are welcome, but their publication is left solely to the discretion of our editorial board :)

Today's submission is from "Kevin", an admitted cuckold wannabe with a wife who's thinking of testing the waters.  Enjoy.

My Cuckold Dream

I knelt outside the bedroom feeling as submissive as I ever had in my life.

I was dressed in a plaid skirt, knees socks, mary jane shoes, a white blouse and a big white bow in my hair.  My cock swelled inside my plain cotton white panties.

I looked up at Him all doe-eyed.

He reached down to put his finger on my lips.  I opened my mouth and began to suck the finger, my lips firmly surrounding it.

"Are you my good girl?" He asked me.

I nodded in the affirmative.

"I want to hear you say it" He said as the finger came out of my mouth.

"Yes Sir" I answered.  "I am your good girl."

He smiled at me and said "Good girl."

He put his thumb to my lips.  First I licked it, then sucked on it obediently.

He smiled at me.  I did my best to smile back at Him, His thumb slowly moving in and out of my mouth.

"You're going to be the best little sissy girl I've ever had" He said.

My heart beat faster, my face got red and I got harder in the panties.

"I'm going to need that pretty little mouth" He said.  With His other hand, He reached down to His crotch and rubbed His impressive cock.

"Is my little girl ready?" He asked wiggling His thumb a bit in my mouth before sliding it out slowly.

"Yes Sir" I answered with as much obedience and humility as I could muster.

"Call me Daddy from now on" He said.

"Yes Daddy" I answered.

He undid his belt buckle, lowered the zipper to His pants and pulled the front of His white briefs down to reveal His massive manhood.

"Let's get it ready for Mistress" He smiled.

Behind the door to the bedroom lay my Wife, waiting patiently for "Daddy" in our marital bed.