New Years Eve

I love champagne on New Years Eve don't you?
There's only one thing I like better.....what the hell...it's a party....I'll have both!!!!!
Happy New Year Sweeties.....I hope that this new year treats you well and I wish all the best for all of you!!!!

When She Called

When she called him and invited him over to eat her pussy he jumped at the chance!!!! However when she let him in it was obvious he had misunderstood.....

The Essence

The essence of our sexual relationship is pretty easy to understand....
She likes big cocks....so do I....
She wants their cum....so do I.....
She wants us to share that together....so do I....
She thinks we're perfect together...so do I!!!!!

I Love This Dress

So demure....so feminine....so proper....the built in petti's just make it better....add a string of pearls and you could be almost any housewife back in the fifties or sixties.....no one looking at you could possibly tell that you're rock hard in your pretty panties.....

Warmed Up

My wife told me to keep him "warmed up" while she changed so like a good fluffer I soon had his cock in my mouth......then he grabbed a handful of my hair and pulled up my dress and started to spank me....treating me like a little whore.....
He left me like that when my wife called him to join her in the bedroom....he wasn't the only one that was warmed up.....he'd get to know the pleasures of fucking my wife while I had to settle for the tingling of my bottom and the taste of him in my mouth...

Understand

"So you understand that I want you to submit to me?"
"Yes I understand."
"So you understand that I want you to wear lingerie....panties and bras at all times....even when you're not with me"?
"Yes I understand!"
"So you understand that I want you to submit to spankings and any other corporal punishment I think is needed?"
"Yes Ma'am I understand!!"
"So you understand that I may take a lover and you will not object?"
"Yes Ma'am I understand!!!"
"So you understand that I want you to be my submissive sissy cuckold?"
"Yes Ma'am I understand!!!!"
"So you understand that I want you to be locked in chastity forever....no more orgasms for you....ever!!!!"
"Yes Mistress...I understand!!!!"

Done

"Okay Sissy, we're done for now....put your dress back on and get busy...."

I Saved It

"I saved my ass till I was married....I'm so glad I did....now I can give my lover my last cherry...so you make sure I'm nice and clean down there....I'll be staying the night at his place Sweetheart so please clean the house and do the laundry tonight then you can pick me up at his place tomorrow!"
"Yes Ma'am!"
"You're the best....that's why I married you....now get that tongue in there Baby....."

Scent

Once he got the scent he was like a bloodhound....nothing could stop him!!!!

Why Did He Stay

All the other chauffeurs asked him....
Why did he stay with them?
Why didn't he ask for more money?
Why was their car so outdated?
Why didn't he take any of the job offers he had?
He slowly sipped his drink and smiled...."
"I got better fringe benefits than anybody here and I wouldn't trade it for anything!!!!"
They all laughed....but so did he!!!!

Breath

I swear...when she does this....her breath on my balls is almost enough to make me cum!!!! Almost....and that just makes it worse!!!!

Eyes Up Here

"Eyes up here Sissy!!! For gods sake if you're going to stare at something stare at my tits...not at my shoes!!!!"

Monday ManCandy

Like a fine wine or top grade caviar there are some things that awaken the taste buds and send thrills throughout your body!!! Like the finest chef prepares his signature dish so that the flavor explodes in your mouth there's something else that explodes in your mouth, swirl it about and get the full flavor....natural and organic....it warms you at your core and unlike wine you'd be crazy not to swallow it!!! Best of all it's available at home too!!!!
ManCandy!!!! A four star meal whenever you need it!!!!

 

Christmas Morning

After Santa has gone, we wake to find all the beautifully wrapped presents waiting for us!!! But the only thing I want right now is the most beautifully wrapped present of all!!!
I can't wait to get on my knees and spend some time showing how much I love it!!!!

Presentable

I'll take care of her first and then she'll do me.....after all....it's Christmas and we'll be having guests and we both want to be presentable!!!!

Christmas Eve

Like people all over the world I like to wait up for Santa to visit and fill our stockings!!!
But it's not exactly my stocking that I'm waiting for Santa to fill!!!
I hope he has something left for me because from the sound of it, he's filled my wife's stocking a few times already!!!!

Watch Out Sissy

Watch out Sissy....the Polar Express is coming through!!!!!

Something For You

"Thank you Santa....don't go away, I have something to give you too!!!!"
"Ho Ho Ho, you are so naughty but you are the best sissy cocksucker I've ever met!!!!"

I Always Knew

Whenever I was allowed into our her bedroom to watch...she always looked me in the eyes as his big cock entered her...say what you will about her moans and screams as she cums over and over on his big manly cock....that look said that she loved me!!!!

He Couldn't Wait

He was so aroused that he had to have her.......and then her arousal became apparent to him......he paused for a few moments before dropping to his knees and kissing her inner thighs as he worked his way toward his deepest darkest fantasy!!!!!

Selection

She scanned the selection so carefully.....she wanted to get it just right....and then she saw them.....as she took them down and looked them over she was already picturing him wearing them for her.....they were perfect and he would look just adorable in them!!!

Unhappy

She had to turn over the championship belt and she wasn't happy!!!!!
Goddammit...she was Connie the cum queen....she was the undisputed champion for years!!!!
She looked at the Sissy who had bested her....with her little caged clit....and shook her head....
 

Early

It was going to be a Christmas present Sissy, but I just couldn't wait to see it inside you!!!!

Done Yet?

"Are you done yet Sissy? You'd better hurry because you have thousands of lovely people waiting to read what you post on your silly blog!!!! Now get busy typing.....I'm waiting to see what you have to say and I'm sure everyone else is too!!!"

Sorority Girls

A lot of the Sorority girls used to seek me out afterward.....their dates had left satisfied but them....not so much....
I had a reputation as a guy who could satisfy a woman.....but not with my tiny little cockette......among some of the sorority's my tongue was legendary!!!

Point of View

Most men don't get to have this point of view.....
But just watch for a while....it's almost hypnotic.....don't you just wish it could poke through your monitor into your waiting mouth???

I'n Sorry Sissy

"I'm sorry Sissy but I already know it's cold and I just don't want to hear about how much you'd like to wear pantyhose!!! You will wear stockings regardless of the weather!!! When I think you've learned your lesson I'll take the gag off!!!"

Monday ManCandy

The Christmas season brings out the best in everyone but it can be a little draining sometimes...luckily there is someone you know who will deliver what you need the most.....with a hearty laugh he fills your belly and gives you that inner glow of warmth!!!! And he looks really good in his Santa costume too!!!
ManCandy!!! It's not peppermint flavored....it's so much better!!!!

Sunday is Game Day

Sissy didn't understand why the fridge had no shelves....but judging by the guys reactions it was all for the best!!!

Not Every Time

"Hi Baby let me buy you a drink....has anyone ever told you that you're really cute.....blushing like that just makes you cuter honey......let me get you another drink....so does a pretty boy like you have a girlfriend.....no....oh poor baby....why don't you come home with me and I can be your girlfriend.....and you can lick my pussy till I cum all over your pretty face....I'd really like that....I have a very cute pair of panties I'd like you to wear for me......and I have a big strap-on cock I'd like to fuck you with all night long baby.....what do you say....."
This approach didn't always work for her....she had to admit that sometimes the poor dears needed to be led more slowly and indirectly into being her sissy sluts.....but she had to admit that getting 8 out of 10 wasn't bad!!!!

I Want You To Read This Sissy

"I want you to read this Sissy!"
"But Sweetheart...this is a children's book!!!"
"Just read it and I'd like an oral book report about it from you later....after Mark gets here!!!"
"Yes Ma'am...."

Bathroom Humiliation

"I'm sorry Sissy but there's no paper to wipe up those little drops....and I don't want to stain my panties....do you suppose you could crawl over here and lick me clean?"
"But Sweetheart there's paper right...."
"Sissy!!!! I said there's no paper!!!! Now get over here and lick my pussy clean!!!!"
"Yes Ma'am!!!! I'd love to!!!!"
And....heaven help me....it was true!!!!

When I Was a Girl

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Obviously

The door opened and there she was....
"Oh my god....I wasn't expecting you home so soon!!!!"
"Obviously not....."
"I can explain...."
"Explain later....I want you now!!!"

Favorites

We all have our favorites...
She has her favorite chair and I have my favorite position....
It's wonderful how these things work out!!!!!

Naughty List

"Kaaren you know you're on my naughty list.....in fact you're very near the top of the list....I'm not sure I can leave you anything but a lump of coal in your stocking this year!!"

"Maybe you could just give me a sound spanking and we could call it even....please Santa?"
"I guess we could do that.....but you know this is exactly the kind of thing that got you on the naughty list in the first place!!!!"
"A little less talking and a little more spanking please....."

Took My Breath Away

That first deep thrust took my breath away.....and the corset was so tight I didn't have much breath left to begin with!!!!!

Even Though

Even though he was hard and willing his wife still chose Tyrell!!!
He wondered.....maybe it was the panties he was wearing that made her want another man!!!

Every Time

It was so good...I could taste it as it slipped into my waiting mouth....the flavor so familiar....I had tasted it so many times before......watch out for the teeth.....you don't want to bite....you just want to savor it.....holding it in your mouth....tasting it.....loving it....it was all I could think of...it was my whole world for that moment.....until....
I just had to eat it!!!!!

Humiliation

When her lover puts her on her back and pulls her legs up to rest on his shoulders you know he's going to fuck her hard and deep....and god help you....it excites you so much you can almost cum....even in the cage...
When her lover turns to you and pulls your legs up to rest on his shoulders you know he's going to fuck you hard and deep.....and god help both of you because it excites her just as much as it excites you....
Try not to let her see how much you want it...how much you want to be his woman!!!!

Attitude Adjustment

Her husband sometimes required an attitude adjustment.....
He wasn't so cocky with his dress up over his waist and his panties down at his knees as the strap turned his bottom from pink to crimson red!!!!

Monday ManCandy

In the classic work by Charles Dickens, Oliver Twist shocks them all by asking for more....no need for surprise in the modern day world where more happens in an hour than happened in a week in those days!!!! More is what we all need!!! The delightful creamy treat that tastes so good and warms our tummies on a chilly December morning is one of those things that you can never really get enough of!!!
ManCandy!!! Enough is never really enough!!!

Sunday is Game Day

Despite a fierce defense making a goal line stand he drives forward and.....he breaks the plane......he scores!!!

Once A Year

Why do sissies in chastity wish they were Santa?
Because Santa comes once a year!!!!

Barn Raising

All the men may be at the barn raising but Abraham had a much better way to spend the afternoon.....as he slipped Rachel's dress on he had prayed....
"Oh Lord send me a sign to show me I shouldn't enjoy doing this!"
He waited a few quiet moments before smoothing the dress over himself.....
"Thy will be done then...."

It Was Better

She singled him out in the bar....he was the quiet one....the shy one.....when she whispered in his ear he had blushed....he was perfect.....
She had leaned close and whispered for only him to hear.....
"I want you to come home with me.....I want to suck a big hard cock....."
It had not gone as he had expected....
It was so much better!!!!!!

I Love This Dress

We've had an early snow this year.....so here's a challenge for you....
Can you spot the cleverly camouflaged Sissy in this picture? The billowing skirt....the heels....oh my.....look close before she turns and disappears!!!!

The Darker Years - My Sissy Story Continues Part 2

You really must read   How It Began,  Not Always Fun ,  Nothing To See Here,  My First Panties,  A Couple of Firsts,  Caught My First Bra,   My First High School Dance,  Kerri's House, Endings and Beginnings, The Darker Years - My Sissy Story Continues, for this post to make sense. Obviously the dialogue is not verbatim but it's as close as I can remember it. The experiences were real as were the people involved. I began this blog intending to tell how I came to be the Sissy girl I am today and this is the the beginning of the next part of my story, I intend to continue to tell more of my experiences, both good and bad and I hope you, my sweet readers, will come along on the ride.

I spent that first summer at our new house mostly in my room. I had no friends here, I didn't know anyone and I wasn't sure if I wanted to know anyone. I didn't know who or what I was!
I was some kind of freak, a boy who loves to act like a girl!!! That was the kind of thing that was written about in psych textbooks!!!
Was I a homo, as it was referred to then....how could I be when I liked girls....but I acted like a girl when I was with them so that made me a homo....I just couldn't figure it out....all I knew was that I was fucked up in the head and maybe I deserved to be alone, why would anyone want to know a freak like me....

It was summer and occasionally I was driven outside by the heat in the house...the house had central AC but my father didn't want to pay those high electricity bills and so it was almost never turned on....it didn't bother him I guess...since my brothers death he drank himself to sleep most nights.
I would take my bike and ride around the area just to see where things were. I rode by the school I'd be attending soon and I saw the local shopping strip....just a couple of stores....for anything more than milk and cigarettes you'd have to drive a few miles up the highway.
I saw some kids that looked like they were around my age but I kept my distance....I really was very leery of meeting new people. There was a group of kids, boys and girls, that were in the local park sitting around listening to music almost every time I went by there. They had the long hair and jeans that was the teenage uniform then, and one day when I stopped to get a drink from the water fountain, one of them approached me.
"Hey, you new around here?"
"Uh....yeah, we just moved here a few weeks ago."
"Cool man, listen I'm Steve....you need anything I'm the guy around here...."
I'm not going to pretend I didn't know anything about drugs, I'd smoked pot a few times and I'd tried some pills, so I knew what he meant and after a little more small talk we shook hands and he took my money and when we shook hands again I had some weed and a couple of Quaalude's!!!
I stopped at the shopping strip to buy rolling papers from the scowling old man behind the counter and pedaled for home!!!
I liked the way pot made me feel....kind of fuzzy and dreamy and things seemed brighter and music sounded better. The "ludes" on the other hand left me stoned, stupid and fogged out! Life was unpleasant so I thought it would be good to just not feel anything for a little while at least!
As usual my mother was in her room....she rarely came out....her grief over my brother was profound and I didn't know how to help her and my father only cared about getting home and getting loaded. I made a sandwich and took a couple of the old man's beers and headed for my room....he'd never miss them he probably thought he drank all the liquor I stole from him.
I rolled a couple of joints and stuck my head out the window to smoke one.....buzzed I ate and popped open a beer and washed down one of the pills with it.....soon it took effect and I had only the vaguest of notions about what was going on....I felt OK for a while.....for a while I wasn't going crazy trying to figure myself out.
This became the way I passed most of that summer.....I stayed in until I ran out of things and then it was off to the park to see my new best friend Steve again....soon I was buying more pills and using them more than the weed.....the blissful fog they brought over my mind was so good....at night I'd hear my mother weeping and my father in another drunken rage....cursing the heavens for taking his son....or as he put it way more than once....for taking the wrong son! But I didn't care...I had a good stout lock on my bedroom door and it was so nice to just lie there without thinking or worrying....while I was wearing a pretty pair of panties that Kerri had given me.

Oh yes....even with the self doubts and worries and even with the drugs I still liked to wear panties from my small collection. I would drift away into sex dreams and fantasies where I was dressed by a woman and made to lick her sweet pussy and then she would make me lick her asshole and I would do it while she pushed my head between her cheeks!!!

I imagined making love like a lesbian with a beautiful woman while we were both dressed in pretty underwear.

Sometimes in these fantasies there was a man!!! and he would treat me like a woman and make me take his cock in my mouth!!!!

These were the ones that left me more confused than ever but then a little more to drink and sleep would claim me!!!