About my blog...

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 Mother-in-Law. Show all posts
Showing posts with label Mother-in-Law. 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, December 7, 2025

Sissy Bows & Other Little Things

 Each of the following pictures contain cute little sissy bows, and cute little things...

 

Free from chastity, a sissy's clitty is allowed to swell from the feeling of the nylon or silk in which it is encased.

 

 The bow, the lace and the frilly trim around the leg openings only make the swelling worse, the clitty coming to a full state of excitement, yet still small enough to remain in the tiny panty. 

 


 

The bow is the "star" in this picture.  Simple, centered yet prominently placed above sissy's noticeable excitement.

"Im not a fan of bikini panties but I thought this one looked cute on her" said the sissy's Wife & Cuckoldress.

"Besides, my boyfriend thinks hubby looks cute in it" She laughed

End of story. 

  

"He looks excited" said the submissive's mother-in-law as she smiled at her daughter and son-in-law.  "It looks bigger now that he's smooth as a baby."

"Maybe, but it's not any bigger than it's ever been.  It's fully erect right now.  Would you like to milk him before I put him back in chastity? I can leave you too alone if you'd like" Amanda asked her mom.

"Hmmm.  That would be nice.  It's been awhile since I've been alone with him" mom answered.

"Then he's all yours mom.  It'll give me some alone time.  Enjoy!" Amanda said as she left the room. 

 


Bigger bow, bigger picture....smaller clitty.  It's all that time in chastity...

Love,

sissy terrie  💗

Sunday, May 12, 2024

The Rest of the Story...

I wrote this little piece of "flash fiction" several years ago.  It's not exactly how my "secret" got out to my own mother-in-law, not even close.  Nonetheless, it was just as embarrasing to me.  Here's the original piece.

Busted

You thought she was going to be gone for three to four hours.  Plenty of time for you to slip into her panties, go into your room, read your favorite sissy blogs, take two of your comfy pillows and....

You were wrong.

So engrossed were you with your reading that you never heard the garage door open, her calling for you as she walked up the stairs or even opened the door to your bedroom.

It was at the exact moment that your orgasm had reached the point of no return that she screamed....

"What the f.....????"


In the middle of your ecstatic moan, you turned around and saw your wife standing there aghast with your mother-in-law by her side.  You wet her panties in front of the two of them.

Your life would never be the same.

Love,

sissy terrie

Mother's Day 2024

I've never shared this on the blog or with anyone else before but after a discussion with Diane last night during which we were reminiscing about some "funny" things that happened to and with us over the years, we figured it wouldn't hurt to let this little secret out.

My mother-in-law knew that I wore panties.  I'll write more about how and when she found out about it in a future post.  When it happened, I thought it was the end of the world.  It turned out to be no big deal.  "Mom" knew how to keep a secret.  And like her beautiful and loving daughter, she accepted me for who I was.

Happy Mother's Day to the both of them, and all the Mom's around the world who love their children just the way they are.

Love,

sissy terie

Saturday, July 3, 2021

Busted

You thought she was going to be gone for three to four hours.  Plenty of time for you to slip into her panties, go into your room, read your favorite sissy blogs, take two of your comfy pillows and....

You were wrong.

So engrossed were you with your reading that you never heard the garage door open, her calling for you as she walked up the stairs or even opened the door to your bedroom.

It was at the exact moment that your orgasm had reached the point of no return that she screamed....

"What the f.....????"

In the middle of your ecstatic moan, you turned around and saw your wife standing there aghast with your mother-in-law by her side.  You'd wet her panties in front of the two of them.

Your life would never be the same.

Love,

sissy terrie


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