Chastity, Castration, Then What?

When the clock strikes midnight on next Wednesday evening and we kick off 2026, I'll be celebrating the start of my 12th year of being in chastity.  

I'll write more about that later but for now I'd like to share this cute and tantalizing (to some)AI generated "sissy magazine" cover. 

 Special thanks to:  Sissy Dolly 💗

Though I haven't totally "lost my manhood", I've certainly had to come to grips with the changes (emotional and physical) chastity has brought about in my life.  I think I've dealt with it pretty well.  Moreover, I'm very grateful to Diane for gifting me with such a lifestyle.  

Love,

sissy terrie 💗 

Random Sissy Thoughts

Just a few (or more) random sissy musings on this Sunday before Christmas...

I don't think I've every been dominant in any sexual encounter I've ever had.  If so, I never mean to be.  Even in the rare situations when I've had the opportunity to be intimate with another feminine submissive, I somehow have ended up in a more submissive role.  Perhaps I bring out whatever "dominant genes" in whomever I am with,  no matter how few they might have, 

Please tell me I'm not the only cross dresser who's ever done this.  It's just a very feminine feeling to sip a nice hot cup of coffee then stare at the lipstick you've left on the cup.   It's also nice to leave that lipstick in other places and on other things!

I often wish that more people would leave comments on this blog and share some of their own experiences with dressing, sexual dominance or submission and other thoughts of interest to sissies and other kinky types.  If you think of this blog as a safe place to share things, wouldn't it be nice to share those secrets "we can't tell anyone about?"   Even if you leave an anonymous comment...others might enjoy it!

In the spirit of the season, of sharing and the above thoughts....Just want to share that humping yourself to orgasm on a pillow and in a diaper can be a very humbling and embarrassing thing to do in front of an audience.  Also very fulfilling.  

Love,

sissy terrie 👗👄👠🍼

Sissy Thought for the Day

 

As a teen I would dress up and given the opportunity, play with makeup and some jewelry because I loved the feeling and I wanted to feel feminine and look pretty.

After becoming and living much of the time as a "sissy wife" and cuckold, I came to realize that it all about being submissive, feminine and looking pretty for Her.  I also want to please and make Her proud of me.

My focus is Her.  I want to keep Her happy by keeping a clean home, taking care of as many domestic duties as I am assigned and being a docile, obedient and supportive wife for Her.  I couldn't be happier in my role.  

Love,

sissy terrie 👄💗

Sweater Girls

Did you know that today is  2025 National Ugly Sweater Day? 

Well now you do!

It's celebrated on the third Friday of December each year, likely to get those pre-holiday office Christmas
parties off on the right foot. You know the office parties I mean.  The ones that likely shift to local watering holes and for some more adventurous and flirtatious types (office romances) end up in other places.   

This guy's sweater and getup gives him a good shot at winning the ugly sweater contest in his office.  The horns?  Maybe he's the office cuckold.  

I'll be attending one of those parties later this afternoon but Diane has no need to worry about my embarrassing myself with an ugly sweater.  The only embarrassing things I'll be wearing won't be visible to anyone.

And as to my being flirtatious and doing "you know what", that train left the station a long time ago.  There's also something about being locked in chastity that keeps me from not straying very far from the ranch.

It's still kind of unseasonably warm here in the desert southwest so I'm unlikely to wear a sweater today anyway.  But if I were to wear one, I kind of like these...

 Everyone loves Bambi right?

 This one's perfect to sip eggnog.  

I'd wear this one but I'd be afraid the top of my panties would show.

Love

sissy terrie 💖

Where She Belongs

 

And She can stay there as long as She wants.

 

As a regular practitioner of this type of oral servitude, I can attest that the above is correct.

Love,

sissy terrie 💓 

Eight Maids-a-Milking

I didn't intend to mislead you with the title of this post, so please try to elevate your sissy minds out of the gutter!   Don't get me wrong.  I would love a milking since I am in what I hope is the tail-end of a rather lengthy orgasm drought.

Getting into the Christmas spirit is sometimes difficult for some so I thought I would add a little cheer with a cute variety of "maids in service" today...8 days before Christmas!

Do you recognize any of these maids?

 One of them is obviously much naughtier than the others.

Any favorites?

Love,

sissy terrie 💓 

 

"Excuse me but....

 ....your petticoat is showing!"

 "Well thank you, but I know it is.  I'm actually being punished."

 "Oh.....I'm sorry."

"Don't be sorry.  It's not that bad."

All photos from the Tumblr site "Finding my Femininity." 

Love,

sissy terrie 💗💗💗