Cap of the Month - II

Holy God, this was a close one!  There were so many good captions this month!  Ultimately, this girl won my heart.  The forced sissy assignment of an uncaring mistress who is willfully invading my day!  Ugh!  I'd probably cum in my cage!

Great work, T-D Captions!

Re-Blog Wednesday - 11

 

I used to go to lunch with my lady and her co-workers like this.  One time I upped the ante and wore stockings and a garter-belt.  She rubbed my leg and almost ran over the garter snap.  I had to stop her or else the cat would have been out of the bag!

My Life as a Sissy Maid VII

It probably doesn't say anything good about me...

 

but I would love to have a girlfriend treat me this way...

Caption of the Week - VIII

You know, I don't really often consider Gif.'s as CotW, but she's just so earnest while she sucks on that cock.  Holy hell!  I only wish is could match that level of intense cock sucking!

Via :Barbiefication

Retro Caption - 4

Another great old one from Sissy Steffi.  It's a shame that she left the game.  I feel like she had a lot of good work left to do.  Or maybe I'm being melodramatic...

Re-Blog Wednesday - 10

Can't believe it's been 10 weeks already!  In it's honor, time to drop one the sissiest things a person can do!

Old Milovana - II

 

Here's another old Milovana tease that gets me going, pretty hard.  It's long and it teases you mercilessly, and ends with a nice treat at the end.  I'll let the title tell you the surprise.

via: Milovana

Caption of the Week - VII

This week's caption comes originally from Contemplating The Divine.  A blog I am sadly unfamiliar with, and will do everything in my power to rectify.

I fucking love this caption.  A hard-core Forced-Bi scenario, with a master sadistic enough to enjoy his position of power...Fuck me...I'm starting to get hot under the lace...

My Life as a Sissy Maid VI

Re-blog Wednesday - 9

Sissy Vid's - 2

Another great sissy video.  Another one I can't stop watching!

Via: It's X-Video Link

Cap of the Week - VI

 

I love this one!  I love the key holder asserting her dominance! I love being her slut!  I love being her denied slut!  I love being a denied slut that has to service others!  God, I could just cum in my panties even though I'm in chastity!

via: t-dcaptions  That's two weeks in a row!

Retro Caption - 3

Not really a caption, but definitely something I've had in my stash for a few years, now.  Personally, I would love to be caught in this position...maybe when I work up some courage...

Re-blog Wednesday - 8

I 💓 Hypno Gifs - 3

Another great hypno gif!  I love this one because it reinforces your submissiveness and the need to please your master.

Cap of the Week - V

I always love captions with an element of blackmail and danger.  10 minutes to prove that I'm following commands?  Possibility of being caught and outed as a sissy?  I'd take the picture, but my panties would definitely be stained...

via:  t-dcaptions.tumblr.com A tumblr I plan on acquainting myself with post-haste!

My Life as a Sissy Maid V

Re-blog Wednesday - 7