Surprise - Sissy Training

Well I did tell Sissy that he would be practicing his cocksucking skills today but I never mentioned that there would be two hard cocks for him to suck! And I also forgot to mention that they were two of his oldest friends!!!

Since I Was Little

Since I was little I've always loved the snow! The world always seemed brighter and magical in the snow! And I've always built snowmen!!! Big happy snowmen who stood proudly until eventually they would melt away....
Of course over the years my interests have...well let's say they've matured, that would be a good word for it! Now when I build a snowman I have a few more resources and I want a little bit more than I used to...
Let's just say that my snowmen are the happiest in town!!!!

I Can't Believe

"Honestly Sissy, I can't believe that after all the years you've been wearing stockings, you still need my help to straighten them out!!!"
"I'm sorry Sweetheart! I'll try to do better next time!"
"I should probably spank you every time they're crooked but I have a sneaking suspicion that's exactly what you want!"
"Oh no Sweetheart I'm trying my best! I would never try to trick you into spanking me!"
"Lying to me WILL get you a spanking Kaaren and it won't be one even you will enjoy!"
"Yes Ma'am...I'm sorry Ma'am!"

Tease

He really didn't need me to fluff him, he was very obviously ready to fuck my sweet wife! I wanted to get that nice big cock into my mouth just for me and he knew it! He laughed while he teased me and his laughter brought my wife into the room! Then they were both laughing as I tried to catch him!

Trespassing

"I notice you're not wearing a pretty dress stranger! Maybe you'be got some pretty little panties on under those jeans?"
"Absolutely not...Of course I'm not! What's going on around here anyway?"
"Well...no dress and no panties...I guess that makes you a trespasser...and we shoot trespassers around here!"
"Wait what do you mean? Why are you dressed like that? What's going on here?"
"Well my friend this here is Sissy country and if you're not a sissy you don't belong here! I'll give you a break because you're kind of pretty! You can turn around and get out of here on the same trail that brought you or you can come up to my cabin over yonder and I can dress you up like a proper Sissy and we can have us a little party! Up to you!"
"How far did you say that cabin was...."

Thinking of Last Summer

As she mounted me and took up the reins she asked me if I remembered last summer! I couldn't answer because you can't speak once you've accepted the bit!
I felt her pull me this way and that; once the bit was in place all I thought of was moving to her command!
I'm still not sure I could ever commit to a whole summer in service like this but it is very tempting!!!!

Sissy School - Her Favorite Teacher Pays His Debt

After the first time Mr Evans began to wear dresses and lingerie more and more often, but always alone with his favorite student Sissy Kaaren! He was always so grateful that she helped him understand his sissy side! That first night with the basketball players was still one of the best nights of his life!!!
"Is there anything at all I can do to repay you Kaaren! You have been so wonderfully supportive to me!"
Well...there's something I've been thinking of that I'd really like..."
"You name it Kaaren and it's yours!"
"Well I'd like it if you'd....."