Oh No!!!!!

Time passes and the things you thought you couldn’t bear change.

Kaaren was wearing pretty yellow panties the day I met him.

And he wore a pretty yellow bra too.

And he was crying because it was so humiliating.

But I loved it.

The things that embarrassed him then compared to later just seem just so tame.

Yes there were times when I wanted him looking his prettiest when I came home, sometimes because i was bringing company and sometimes just because I enjoyed it.

I really understand what Kaaren was writing about here and it’s so funny and at the same time it’s so real.

Mrs K

TV Guide - Star trek - The Lost Episode

Oh my!

Kaaren never had one that big.

He had a great sense of humor.

Pretty, submissive and funny!

He was the whole package.

Mrs K

Always Working

This was the truth.

I remember when Kaaren would be sitting at her little desk working away on her blogs for hours.

I once had him in a little pink dress with white knee socks and Mary janes with his hair in pigtails while he worked.

He was just so cute!

I remember making him blush by whispering all types of things in his ear.

Making sure he knew that I would need all his attention when he was done.

His desk sits now just as he left it, I can’t seem to be able to get rid of it even though it makes me so sad.

But sometimes I can almost see him there. That mischievous little smile. My special girl.

“Just a few minutes more sweetheart and I’m all yours” he’d say.

I would give anything to have just a few minutes more.

Mrs K

My Feet Are Killing Me

Kaaren was complicated.

Most of the things we enjoyed started out innocently enough but then Kaaren was very rarely innocent.

The foot thing was something that just seemed to happen.

He would occasionally offer me a foot rub and he was very good at it.

I grew to love it as well.

Slowly it became more intimate. Almost without realizing it, it had changed from a simple foot rub into a full foot worship session.

I never asked or demanded that he drop to his knees and rub and kiss my feet. I never asked him to lick my soles and heels.

I never asked him to suck my toes like they were little cocks.

It was a little ticklish but I found out that I really liked it.

And so…I never asked him to stop.

Mrs K

Covid Pounds

 I don’t think this was very nice of Kaaren.

I knew that I had gained a little weight from being locked down during the pandemic.

But I did lose it again when I realized that some of my clothes were getting too tight on me.

I guess it says something that Kaaren never said anything like this to my face and didn’t post this one.

But you could never really tell if he was just trying to provoke a spanking.

He loved getting his bottom warmed up over my knees.

And I always loved to see Kaaren do the swallowing. 

Mrs K

Too Late

Kaaren was complicated.

His deepest fear was that he would be exposed as the sweet sissy that he was.

At the same time, his biggest turn-on was being exposed as the sweet sissy that he was.

I was always careful about exposing my “special girl” to people. 

There were rules. Laughter was okay but real ridicule was not.

Most of the women were amused and curious and could be a little playful.

Most of the men were a little uncomfortable and embarrassed, as if just being close to a sissy would somehow rub off on them. No pun intended.

He always said that he was far more humiliated in front of a man than he was with a woman.

Perhaps there was a tiny bit of masculinity somewhere in him that rebelled against being exposed to a man.

But embarrassed or not he was pretty enthusiastic when it came time to get down on his knees.

When he would pull the cock out of a man’s pants any embarrassment would just fall away.

He enjoyed men but he adored women.

He loved to serve women and he got pleasure from doing as he was told. It made him feel loved.

Like I said, Kaaren was complicated.

Mrs K

So Much To Love

My Kaaren really loved to suck a nice cock.

It was one thing that he and I shared.

I was just a teenager when I first gave a boy a blow job and I thoroughly enjoyed it. So did the boy as I recall.

Kaaren had been writing his life story on his blog but sadly he never finished.

Maybe I can fill in at least some blanks.

Kaaren and I had broken up a couple of years before we went to college. We ended up at the same school.

I had won several scholarships and my parents college fund paid for a small off campus apartment while Kaaren lived in the dorm.

His mother had a bank account that she had hidden from her husband and used it to pay for Kaaren’s education.

Kaaren’s father was a mean drunk who had disowned him. He had actually wished Kaaren dead on multiple occasions.

The way Kaaren explained it to me was as horrible as you can imagine.

His mother died suddenly and his father didn’t tell him.

The way he found out was when his checks started bouncing.

His father had discovered the account and emptied it leaving Kaaren with nothing.

No tuition, no place to live and no home to return to.

When I found him he was living on the street begging for spare change and obviously doing drugs of some kind.

I convinced him to come home with me and together we got him straightened out.

But I’m getting ahead of myself here.

That first night I got him out of his filthy clothes and washed up.

In my opinion his clothing was in such a condition that they were for the trash.

I figured i could get him something to wear at the local Goodwill store the next day and so with no alternatives I gave him a set of my pajamas to wear.

Seeing him in my pink bunny pjs reminded me of how cute he always looked in my things before we split up.

Anyway, time passed. He was living on my couch for a while and we were getting along well after he stopped with the drugs. I helped him through that and we got closer to being the good friends we had been once.

I had bought him some clothes and he was grateful. However I didn’t buy him anything to sleep in.

I told him that i had plenty of things he could borrow and no one would see him but me so there was no need to be embarrassed.

I knew he was enjoying wearing my clothes and I was enjoying seeing him in them.

At the time I was dating a guy from the school football team. Not one of the star players mind you, but I got a little social status just from dating a player even if he mostly sat on the bench.

We used to come to my place to have some private time together because he lived in a fraternity house with a bunch of jocks, not my cup of tea.

Now I had to explain who this person staying with me was without upsetting things.

I told Vince, my boyfriend’s name was Vince, that Kaaren was my younger cousin and that he was a girl.

I figured that if I did a little work on Kaaren that he could pass without a problem as long as I kept them as far apart as I could.

Vince had the IQ of a fence post and was only interested in my skills in bed so he readily accepted whatever I told him.

I knew that Kaaren was listening to us having sex so i wondered if he would peek if I left the door open just a little bit and sure enough after the first night i spotted him.

Vince wasn’t a good lover but he was okay. He was bigger than most of the other guys I had screwed over the years. Many times after he’d cum I’d have to finish myself off while he snored next to me.

After letting Kaaren watch a few times I snuck out of bed and sat with him.

He wouldn’t admit to peeking at first but I told him I didn’t mind, and I really didn’t. It surprised me that I enjoyed knowing that he was watching.

Then I cuddled with him and we talked about our past. I told him that I missed the way he made me come.

I told him how much I loved the way he used his tongue. It was dark in the room but I could tell he was blushing.

Then I kissed him.

Not a friend kiss. I was so turned on and Vince had left me unsatisfied again and I was filled with lust and need.

And I slowly pushed him down till he was between my legs and he didn’t hesitate at all.

Vince didn’t use a condom and I was full of his cum, Kaaren had watched and knew what I was asking him to do.

Without any hesitation at all he began to lick me. Just knowing that he was tasting my boyfriend’s juices excited me so much that I had a fantastic orgasm in no time at all. But Kaaren didn’t stop until I’d had another and i had to push him away.

And as I caught my breath he gave me his cute mischievous smile and thanked me for letting him please me!

That was the night that I knew that I wanted him back. I wanted him to be mine forever!

I know what you’re probably thinking and you’re correct. It wasn’t long before I convinced him to go to the source and suck Vince’s cock.

So one night, after a few drinks, I let my little virginal cousin Kaaren get down on her knees and suck my boyfriend’s hard cock.

I knelt next to him and held his hand while he bobbed his head and took a surprising amount of cock into his mouth.

I had dressed him in a pretty little nightie and the sight of him like that almost made me come.

When Vince filled his mouth with his cum I nearly fainted and Kaaren nearly broke my hand,squeezing it so hard as he worked to swallow the huge load.

As we had arranged Kaaren headed for the bathroom while I hustled Vince out the door.

Later I discovered that Kaaren had cum in his panties while Vince had cum in his mouth.

Then he used his mouth to make me feel so good, over and over and over!

And he never asked me to do anything for him in return. But I just had to do it and I gave him a blowjob and it was sweet and he came so quickly and he was so grateful!

And this beautiful sissy and I fell asleep. And we fell in love.