Caption of the Year! - 2017

So, here it is, the moment we've all been waiting for.  The big reveal.  After combing through six months worth of captions, slowly winnowing it down to the best of the week, and then narrowing those down to captions of the month, I feel I have finally decided the best caption of the year (or Half-Year), in my opinion.

Despite the fact that they were all great entries, I feel as though this was always the front runner, as if the entire CoTW was leading up to this.  This is such a great caption with such a great picture.  I re-read it more than I should and it always gives me a jolt.  If anyone at Dirty Cum Rag 2 is reading this, then I must say that this is an exemplary piece of work!

Caption of the Month - VI

I know we've already seen this one, but let me tell you, this was an especially hard month to choose from.  When you get down to it, the girl who outs her sissy while challenging her to a humiliating game wins the day.  Thanks, A Miss Inside!

Cap of the Week - XXVI

Gotta say, I enjoyed this.  Between the sudden decision to permanently deny her sissy and the direct eye-contact, I feel this caption has a lot going for it.  Great job, The Censored Sissy.

Re-Blog Wednesday - 28

Retro Caption - 13

Another great old one from Jennifer' s TG Caps, I believe.  Correct me if I'm wrong.  I love this caption with it's harsh tones of dominance and forced femme...the protagonist forced to pretend he loves his work, or face being turned into a gurl who really does love it!

Sissy X-Mas!

Merry Christmas, everyone in the Sissy-sphere (if this hasn't been trade marked, I'm going to look into it!).  Well, it's been a little over six months, and I'm still here, despite myself.  For a Christmas present, I figured I'd give everyone a sneak peak at the Year-End finale!

For the past six months I've been garnering Captions of the Week and Captions of the Month.  That means that everything's been building to a Caption of the Year (even though it's only been six months)!

The way I've decided to do this, was to pit all of the Monthly winners in a battle royale against each other to give my judgement about which one is the best of the lot.  Just for a refresher, I'm going to post all of the previous winners, right here in this post.  And just for a Christmas treat, I'm going to reveal the CotM for December about a week early.  What lucky sissies we all are!

Now without further ado...

CotM July!

CotM  August!

CotM  September!

CotM October!

CotM  November!

And a sneak peak at CotM December!

One of these will be unveiled as Caption of the Year!  We've got some good contenders and I'm sure everyone's (all dozen or so of my readers) can't wait to see how it shakes out!  Until the New Year!

Merry Christmas!

Cap of the Week - XXV

Goddamn!  A great caption for a great week of captions!  I love it!  The knowing smile, the "innocent" question, the humiliating truth!  She's knows you're a sissy, and that you love to suck cock!  Great job, Slutty Sissy Sasha!

My Life as a Sissy Maid XV

Re-Blog Wednesday - 27

I 💓 Hypno Gifs - 11

Always a fun one!

Cap of the Week - XXIV

I love this cap!  The woman is so powerful and matter of fact.  Found this at Locked in Lace.  Beautiful.

A little bit about me...

== Results from bdsmtest.org == 

100% Degradee
99% Submissive
97% Rope bunny
88% Masochist
71% Exhibitionist
70% Experimentalist
62% Voyeur
56% Slave
55% Non-monogamist
53% Sadist
51% Brat
49% Primal (Prey)
44% Rigger
42% Daddy/Mommy
39% Owner
38% Pet
30% Master/Mistress
25% Switch
20% Primal (Hunter)
19% Boy/Girl
18% Vanilla
18% Degrader
15% Dominant
7% Ageplayer 

So, basically, I'm a

Via: BDSM Test

Re-Blog Wednesday - 26

Retro Caption - 12

Here's an old one I definitely love due to its simplicity.  Unfortunately, I completely forgot where I got it from!  Anyone care to clue me in?

Cap of the Week - XXIII

Whew!  This was a hard one!  Lotta good captions this week!  Ultimately, I went with this one.  I love the power playful look in her eyes and the betting element complete with the fact that she's calling him out for being a sissy.  Great job to A Miss Inside!

My Life as a Sissy Maid XIV

Re-Blog Wednesday - 25

I 💓 Hypno Gifs - 10

Something about his one just makes want to...suck cock I guess.  Not that surprising now that I think about it!

Cap of the Week - XXII

A great caption I found on Panty Bimbo!

I just love how self-assured she looks.  She already knows the answer to the question.  She has you dead-to-rights.  It's only a matter of time before the real fun starts!

Caption of the Month - V

This months CotM goes to this gem from I-Want-to-be-a-Girl!  I still love this picture, and the sultry accusing eyes of these two dominant girls!

Re-Blog Wednesday - 24

Old School Milovana - 3

 

Here's a hot Milovana tease that used to get me going like nothing at the time: Confessions of a Chronic Masturbator

Retro Caption - 11

I just love the look on her face as she's forcing me into panties...and into chastity.  I think I got this caption from the archives of Orgasm Denial some years back.

Cap of the Week - XXI

Great one from T-DCaptions!  I love the casual outing to the girlfriend's friends, and their reaction.  It's too late, there's no going back now!

My Life as a Sissy Maid XIII