Tuesday, July 16, 2019

Pink Summers


I'm happy that summer is here.  I like all the seasons but when it comes to femininity on display then summer is the best. 

Call it the "Season for Sissies."

Here's a quick collage reflecting some of my sissy thoughts on summer, all taken from the beautiful Tumblr blog Val's Chaotic Mind.





Summer is a time for swimming and nothing brings out a sissy's femininity better than pink swimsuits!


This one has the frills and ruffles that scream "SISSY" loud and clear.  Not a lot of material to cover the clitty so you'll have to be tucked away pretty tight!


A much fuller cut, this two piece polka-dotted swimsuit will be a hit on any beach!


Bigger dots and a hotter shade of pink.  When the temps rise, this suit certainly won't do anything to cool things off :)


What better afternoon snack than a strawberry ice cream cone.  Make sure to lick up all the cream...a good sissy doesn't miss a drop :)

Hugs & Kisses

Sissy Jocelyn

Sunday, July 14, 2019

Chastity Panties

As if the chastity cage that cramped the sissy's clitty wasn't enough, the MistressWife brought out the pretty embroidered panties.

"Here you are baby.  Something to remind you exactly who and what you are" She said as She placed the panties on top of the sissy's head.

"Well don't just stand there, put them on!" She barked.


"Well?  Aren't you going to say 'thanks'?" She said with a surly look.

"Thank you Mistress" sissy said as she slipped the panties on.

"Panties like that are hard to find" the Mistress said as She turned and walked away.

Hugs & Kisses

Sissy Jocelyn

Saturday, July 13, 2019

Submissive Saturdays

Since I moved to New York, I've visited Nikki here every weekend.  Saturdays are housework days for the most part unless She has other things planned for us.  But no matter what is planned, there is always time for me to tend to Her laundry.

Nikki kept a week's worth of lingerie for me to wash.  By hand mind you.

The panties are hanging in the backyard now.


There's some privacy but not totally out of neighbors' sight.  I wonder if anyone saw me hanging them up?

Hugs & Kisses

sissy jocelyn

Friday, July 12, 2019

Frills on Fridays

"You know the drill.  Today's Friday.  You must wear some frilly panties" the nanny told the young boy.

The choices were many.  The sissy's drawers were full of feminine finery. 

He chose a simple white ruffled panty.






"Those will do" the nanny said as she looked at the boy.  "But you're going to need a bigger size soon.  You're really filling in nicely."

Hugs & Kisses

Sissy Jocelyn

Thursday, July 11, 2019

Thick Thursdays

My fiancee Nikki is kind of a fitness freak.  Were it not for a full time high stress job, She'd probably run several marathons per year and train very seriously.  As it is, She trains aplenty and isn't one to carry a few extra pounds, much to my chagrin.

But She is aware about my fetish for larger women, especially Dominant ones and has given me permission to grace these pages with a few women who happen to tickle this particular fancy of mine.

All the following pictures are taken from the Tumblr blog "Large & In Control" with my own personal comments added.  I tried to add a little variety for sissies of all kinds :)

I would definitely volunteer to whip something up in the kitchen if I got to wear something this pretty.  On the other hand, I would do whatever I was told no matter what.


She's getting ready for work and isn't quite dressed yet.  There's still something Her sissy houseboy needs to do to start the day.  Can you guess what it is?


I am so jealous of this dress!  The petticoat isn't very full, but her curves make up for it.


Her panties look sexier when She's squatting like that.  She's also got quite the look in her eyes and those heels give extra elevation and the space needed for.....



And any collection wouldn't be complete without a little (or big) something for the sissy cuckold :)


Hugs & Kisses

Sissy Jocelyn

Sunday, July 7, 2019

Shopping Assignment

On our way back to Boston from Nikki's mom's house in Maine yesterday we stopped at the Kittery Maine outlet stores.  Nikki wanted to look for a purse.  She also had something else in mind.

Once we got there Nikki gave me orders to go to the Hanes outlet store and purchase a simple white panty and a simple white bra.

"They can't be fancy.  No lace or anything.  You can't be passing it off as a gift for someone this way" She told me.

Off she went.  Leaving me there alone to complete my assignment.

The store was crowded with vacationers since it was more or less the 4th of July weekend.  I had a difficult time finding my bra size in an A cup but finally did, doing my best to avoid handling and touching the items to avoid bringing attention to myself. 

The panties were easier.  I chose a simple white panty made of nylon though there were many prettier things available!

The most embarrassing part of the shopping came next; waiting in line to check out.  There were few other men in the store and those there seemed to be standing towards the front waiting for their wives.  I saw a couple with their wives but there seemed to be none shopping for themselves like me.  I tried to avoid eye contact and kept glancing around.  I seemed to be the only male in the two checkout lines.  I couldn't help but notice at least two funny looks from women around me.  I did my best not to blush but couldn't avoid it.

Finally I got to the lady at the checkout.  She routinely asked if I had found everything I wanted.  I said "yes" but said "no" when she asked me if I was a loyalty club member and if not, did I want to join.  My sissy side wanted to say "Yessss" but I didn't.

I paid with my credit card, signed the receipt and left as soon as I could but not before seeing the lady smile and say "Thank you and hope to see you again."

I smiled briefly and noticed she did have a sincere smile.  She was probably 30 years older than me and probably thought it was cute to see a man buy lingerie like I'd just done.  I'm sure she's seen it before, and probably often.

For me...it was a unique experience. 

Later Nikki told me that it certainly won't be the last time I do some specialty shopping at Her direction.

Hugs & Kisses

Sissy Jocelyn

Tuesday, June 25, 2019

"Panties In a Twist"

"What did I tell you?" was the text She sent in response to my news that my flight to the west coast went off without a hitch.  While locked in chastity I went through the metal detector and security and all was fine.

She was right.  Despite some discomfort from having sat so long I'm happy in a submissive sort of way, proud of my accomplishment and feeling more in love with Nikki.

I called Her shortly after I got the text and we spoke briefly.

"You got your panties all in a twist for nothing" She laughed.

I told I was simply anxious and nervous about being "discovered" and other people knowing about my chastity.

"That's what I love about it.  I don't care what others think, and I think it's a beautiful thing you're doing and shows your love for me" She said Her voice exuding truthfulness and joy.

I stiffed in my cage a little after She spoke. 


"You're right again" I told Her.  "It doesn't matter what others think."

Hugs & Kisses

Sissy Jocelyn

Pink Summers

I'm happy that summer is here.  I like all the seasons but when it comes to femininity on display then summer is the best.  Call it th...