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A collection of stories, pictures, thoughts ideas and more that are of interest to feminine and sissy males. I am open to submissions and guests posts on the blog. to email me just see my profile. Hugs...sissy terrie
Showing posts with label sissy orgasms. Show all posts
Showing posts with label sissy orgasms. Show all posts

Monday, March 16, 2026

Serving Her Friends

A little piece of Mature Monday flash fiction...

"Don't worry, they can all keep a secret" the Mother-in-law said as she assured her sissy cuckold son-in-law.  "Besides, look how long Janet has known about you and accepted you, and she hasn't said a word.  What's it been, nearly three years now?"

The sissy nodded in agreement, but expanding that circle of friends with two more was a big leap of faith for him.   He wasn't sure he could go through with it, but at the same time, didn't want to disappoint his Mother-in-law, with whom he'd enjoyed many intimate moments.

"Look, you have to trust me.  You know I love you and I love showing you off.  Do it for me" she said.  Then surprisingly added "Tell you what, you won't have to wear. your chastity cage.  They don't need to see that."

The sissy cuckold found some relief in that.  His mother-in-law approached him and gave him a soft kiss on the lips.  "Thank you" she said.  The kiss coaxed a smile out of the sissy.

Shortly after the women arrived an hour or so later, the sissy was introduced in a pretty bra and panty set and some stockings.  The women were welcoming and almost astonished at the "male" in front of them.

Perhaps not being kept in chastity wasn't as good an idea as it seemed a little while ago.  The humiliation was bad enough being seen like this, but now the sissy wasn't able to hide his excitement as his little clitty grew in his panties.

The woman's eyes seemed fixated on his crotch and the little bulge there.  He could feel it worsen and eventually knew that he had likely spotted his panties.  The orgasm arrived just a few moments later.

A couple of the woman smiled, one put her hand over her mouth but "Mom" just got up and put her arms around her sissy son-in-law.  

"It's okay honey" she said. "These things happen.  It's all good."

Love,

sissy terrie 👄 
 

Sunday, January 4, 2026

Wants vs. Needs

I enjoyed 23 orgasms in 2025.  That number may seem unremarkable to many but for me, that's nearly twice my average number since I've been locked in chastity.  When I expressed my gratitude to Diane more than a month ago She simply told me not to mistake Her generosity as a sign of weakness.  I've not had one since.  "You don't need that many" She added. 

I should also mention that 13 of those orgasms took place while I was locked in chastity; 'everything' taking place within the confines of my baby pink Holy Trainer chastity device.  

It seems like the increase in Her libido in 2025 is likely to manifest itself with a decrease in my own orgams in 2026.

My own libido hasn't changed and I would still enjoy having orgasms as often as possible, though none of them remotely resembling the orgasms that the average male enjoys.

As Diane loves to remind me: "Real men fuck their wives.  Sissies don't."

Love,

sissy terrie  💕

Wednesday, July 31, 2024

National Orgasm Day

I hope everyone gets to enjoy National Orgasm Day.

I'd write more, but I'm just too busy pleasuring my Mistress/Wife.

Love,

sissy terrie 💕

Thursday, July 18, 2024

Pillow Princesses

A submissive sissy wife/cuckold's orgasms don't always happen in the traditional sense.   As much as we are ashamed to admit it, pillow humping is one of the more popular ways we're allowed to enjoy ourselves.

Some of my most intense orgasms have come from a combination of Mistress' intense teasing, some pretty rumba panties and a soft pillow encased in pink satin!

Love,

sissy terrie 💗


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