Sissy School - Research

I quite enjoyed Kaaren’s Sissy School posts.

I even got a little jealous of some of his Sissy friends that he featured in them.

But I had a typical schoolgirl uniform for him and I used to enjoy the whole naughty schoolgirl fantasy with him.

I guess it says something about me that I had zero interest in a naughty schoolboy scenario.

He would probably have been a total slut if he had been able to. I mean he was a total slut for me after all.

Mrs K

Oh Yes!!!

I wonder if Kaaren would have been jealous ?

It’s funny when i think of it but he always seemed to be more jealous of my lovers when they went down on me.

Maybe it was because he felt that it was the only way he could please me so he wanted that for himself.

But at the same time he wanted to see me happy.

Kaaren was complicated.

Mrs K

Young Billy Was Not Happy

I was a cheerleader in high school but I didn’t make the squad in college.

The captain of the team didn’t like me very much, I had kind of bedded her boyfriend at a party and she wasn’t the forgiving kind.

It was a shame though. Donna was gorgeous and I was so open to playing with other girls in those days.

So of course I had Kaaren become my cheerleader to fulfill my dreams.

The funniest thing about it was that Kaaren was probably better at being my little lesbian cheerleader than Donna could have ever been.

And he was so funny when he danced around doing cheers for me.

Mrs K

College Days

Kaaren had some dates in school before we got back together.

The ladies were usually pretty disappointed when it came to sex.

They obviously didn’t make full use of his oral talents.

Sure he almost never lasted long enough to penetrate me but very few of my other lovers would make sure I was satisfied, over and over and over again. Until I would make him stop.

Mrs K

Cuckold draft

Kaaren wrote this but for some reason he didn’t finish it.

Yes he was my sweet cuckold husband.

Maybe some don’t understand how a marriage could survive like that but I like to think of it as a gift that he gave to me.

It had begun before we married but for some reason we had stopped after we wed.

Perhaps the vows we shared gave us pause,

But we both realized that it was something that would make us both happier.

I was going to try to finish the post for him but I think it’s alright just as it is.

Mrs K

That Was How

Did I ever catch Kaaren like this.

Why yes I did.

It usually resulted in a spanking followed by a session with my strap-on.

And I’m absolutely certain that Kaaren had every intention of being caught.

I wonder about relationships where a scene like this is a surprise.

I think Kaaren and I were both very lucky that we could enjoy this harmless fun and I’d like to think that others would enjoy it as well.

Mrs K

Patrol

It’s no secret that I love the idea of a man wearing pretty things.

Ever since I was a little girl I loved to play dress up with the boys and put them in dresses.

Later the fantasy of seeing a man dressed up giving a blowjob became one of my favorites.

I love to think about two men who work together would also share their most intimate secrets with each other.

Kaaren and I discussed whether this would happen. He told me that the only way he could see it would be if they accidentally discovered each other’s secrets.

I’m not sure but I think how lucky they would be and how much I’d love to watch.

I wonder what others think about this. Men finding themselves in a situation like this. Does it happen?

Mrs K