Topless Beauty Without Bra

What Could Go Wrong

No need for you to worry Sissy, the key is perfectly safe. I'm going out clubbing with my girlfriends but I'm going to make sure the key is with me at all times.
We're going to this new club uptown, Club Mandingo. All my friends rave about what a great time they have there, I'd invite you along but you know it's just a girls night out.
I'm not going to lose it Sissy, stop your whining. I'm going to put the key in my panties so as long as they don't come off you have nothing to worry about.
I'll be back late so finish your list of chores and get to bed you have an early day tomorrow. Your list of chores for tomorrow is especially long!

No, I've Got Time

"No, I've got time to talk." my wife said into the phone.
"Yes he just got in...no he hasn't....no....just panties and stockings under his suit.....yeah I know....maybe in a few weeks....yeah I keep the key with me....sure he complains sometimes....spanking, I hadn't really considered that....well he's just starting his list of chores by cleaning me...yeah my boss...you met him the tall beautiful black man....yeah that's him....oh my god yes earth shattering.....hahaaha I'll probably be sore tomorrow but it was worth it.....yeah I guess....OK.....talk to you later sis."

As she hung up she said "My sister says hi Sissy, now get busy and when I'm done with your tongue you can start preparing dinner. After you put on something more appropriate of course."

You look Like A Gift At A Party

You look like a gift at a party in this beautiful dress,. after driving your date wild with your long legs and bare shoulders you realize that every cent you spent on this beautiful dress was entirely worth it.
And the shoes are beautiful!!!

Sissy School - First Year Gurls

Sometimes to help the First Year Gurls get started the headmaster would send one of the first year boys over as a study aid.

This was always greeted with much good humor by the gurls and they had a merry time familiarizing themselves with the male anatomy. The chosen boys seemed to enjoy it too.

Some of them put in for a transfer to the Sissy School after they were exposed to the feminine lifestyle
Some of them were already very interested in the Sissy lifestyle before they visited, a fact noted by the instructress to be included in the soon-to-be Sissy's permanent record!

Sometimes to help the First Year Gurls get started the headmaster would send one of the first year boys over as a study aid.

This was always greeted with much good humor by the gurls and they had a merry time familiarizing themselves with the male anatomy. The chosen boys seemed to enjoy it too.

Redheads Are Like My Kryptonite

Redheads are like my kryptonite, they make we all weak and wobbly at the knee. They fill my head with bad ideas!!!
I'm torn where this particular redhead is concerned.
I love the idea of putting her in chastity and having her know the sweet torment that is orgasm denial.
At the same time I want to drop to my knees and suck that juicy clit until she begs me to stop and is only shooting dust!!!
Sigh...what's a sissy to do?

Ok We'll Flip A Coin

"OK lover," said my wife as she ran a hand over my ass, "we'll flip a coin for it."
I felt her lovers hand on my other ass cheek as I knelt in total humiliation before them.
"To see which of us gets to fuck your sissy husband?" her lover asked.
My wife laughed.
"No," she said, "To see which of us gets to fuck my sissy husband first!"
Then they both laughed as I waited for the inevitable....

It's Pretty Funny To Me Sissy

It's actually pretty funny to me that from now on, every time the postman comes, he'll be thinking of you like this. When he smiles at you you'll have no idea what he's thinking. I don't even think you noticed that when he came here to fulfill his fantasy to fuck your mouth, I made him ring twice!