Chicago Mistress

Chicago Mistress

Providing Sincere,Strict Life Control for the discerning submissive

Sunday, December 28, 2008

2008 in review: My most memorable sessions!


As I was updating my computer and moving files, I found tons of old pictures from this year past on my HD. I thought I would share some of my favorite times with everyone. I had a very fun year with many memorable slaves and subs serving me. I am looking forward to 2009 with a new excitement to take my Dominance to deeper levels of play,more artistic expression and greater connection with those I enjoy. Please enjoy my year! I look forward to seeing many of you in 09.

Ma'am
PS. No those are not my feet!










Monday, November 24, 2008

Latest fun with chastity boy!






Chastity boy was here for his latest session during the Bondage Symposium weekend. He was treated to some special fun this time during the event and party.
We did quite a variety of activities of which I am posting a few pictures here for your viewing pleasure...
My enjoyment lately comes from thinking up new ways to do recurring fetishes. We both love bondage and medical so I am constantly challenged to keep it fresh.
Here are some of the ones we came up with this time.

Miss Simone

Title Update




This weekend I was awarded the Ms. Great Lakes Olympus 2009 title in West Virgina by my community. My next stop will be Los Angeles ,CA. for International in April of next year.
Please do let me know if you have suggestions or ideas for my auction basket and fantasy!
I am honored to be able to give back to the community by spreading education and knowledge on leather.
Here see some pictures from the events. My sash husband, Sir Eric, the new Mr. Great Lakes Olympus 2009;my performance with boy will and the new International Pony and Trainer, Mistress Rebecca and beauty.
Mistress Simone

Monday, July 28, 2008

Stomping on the boys...

I have had alot of fun lately stomping on my boys especially their fun stuff! Anyone game enough? Houseboy matt did such a good job.





The real fun stuff....






As promised on my Yahoo group, I am posting the more risque session pics here for your enjoyment. I loved all these boys and the enjoyment they provided me! Whose next?

Friday, July 4, 2008

The EVIL Mistress!






Again, I am archiving my pictures and came across some favs I wanted to share with you. These from a shoot with Miss Jaded! She is a talented photographer as well.

Some fun session pictures.....







I decided before I archived them all, I would share a few fun session pictures with everyone. Featured here are my sissy janette, slave d,chastity boy and others. I do so love my challenging sessions especially with cbt,needles and bondage! Enjoy!

Happy July 4th to all!

As we celebrate our nation's independence, I want to wish all those who serve in so many ways well wishes and a blessed summer! As promised, here are some pics of the fun that Ma'am had at Spankfest. I highly recommend this event to all! The staff is wonderful, the campground great for outdoor fetish fun. As you all can see High Boots and I had some great cbt fun. Enjoy and please feel free to leave a comment!

Miss Simone










Tuesday, May 27, 2008

New studio location!

Hello everyone!
Miss Jaded and \I took possession today of our lovely new studio! We
are so excited about decorating and all the new equipment we will have!
At this time, we start tomorrow and will be moving on Sunday.
We need a few good helpers through out the week to help us clean and
paint. You must be decent at painting please, a good job is needed.
We are looking for tomorrow evening to start.
If have some free time and can assist, please do let me know.
Also as this space is much bigger, I will be creating a studio
specific wishlist for things I will need.

IKEA gift certificates are desired, as are Target!

We are setting up a crossdressing suite AND a sissy dining area!

Miss Simone

Thursday, April 3, 2008

Ritualistic scene with chastity boy...not for light of heart.
















When a connection is made between Mistress and sub, the scenes have a heightened intensity. And if their fetishes are extremely synconized, the energy knows no bounds. Myself and chastity boy have many kink similarities including our love of edge play and unusual scenes. Our last scene turned very energetically charged for us both, altering our connection to a deeper level.

One of my favorite fetishes is needle designs and sensation. Last time he visited we did a heavy piercing scenario which included hanging weights.
I free formed him with rope to the suspension bar then added the sensory deprivation of a blindfold. The concept was designed to allow him freedom of movement for the weights to hang as well as give him the sensation of floating.
As you can see ,it worked well.

my blog...my way!


Since it seems like the current moral majority is out to get all of us adult sex workers, I have decided to use my own blog to post what is not allowed on all those "safe" sites. Violence and prejudice is ok to promote but not a healthy sex life! Go figure.
I will be displaying pictures not acceptable for them vanilla main stream here with my members site coming later this year with the really racy ones.
So watch for my first post on a session with my Chastity boy!