Wednesday, June 29, 2016

I Haven't Been Right Lately

I think I know what my problem is.  It has been too long since I've done this while one of my cheerleader's men fucked her.  Should I tell her?

Wednesday, June 22, 2016

Sissies And Sweet Creamy Things

I know I usually go on and on about how much I love a nice thick creamy cock. But I have to admit, I’m having some of the same thoughts and fantasies right now....

Tuesday, June 21, 2016

Monday, June 20, 2016

All Hope Is Lost

Oh my! If there was ever any hope for her sissy husband, it is long gone now.

Sunday, June 19, 2016

Such An Obedient Sissy!

Of course, when the rewards for performing are so delicious, it is not wonder her training has progressed so well.

Saturday, June 18, 2016

Friday, June 17, 2016

A Sissy's Pain

It is one of those things too difficult to explain to someone who is not a sissy cuckold.  Watching my wife being brutally fucked like this is more emotionally painful than anything one can imagine.  And yet, I cannot unlock my eyes from the scene and get so hard inside of my chastity cage that the I think I many die from the associated physical pain.  And then. After?  I’m grateful beyond words to be permitted to clean her lover’s cum from her well fucked pussy.

Thursday, June 16, 2016

A Picture Is Worth 1000 Words

“Look baby! See how far he’s going inside of me? Now do you get it? Why I put you in panties and a bra? And a pretty pink babydoll?  And locked you in chastity? It’s because you are never going inside of my pussy again.  But I’ll let you clean me afterward. Sound good?”

Wednesday, June 15, 2016

Thursday, June 9, 2016

A Sissy's Life

While her wife entertains her boss upstairs in their bedroom, sissy has to do her housework.

Wednesday, June 8, 2016

First Dates

My wife emphasized how important first dates were. If we did things right, her boyfriends would accept me as her sissy husband and want to return for many more such dates in the future.