Wes Style Danny Caption

I've kind of been trying to create stylistic differences for characters who are outside Suckwood vs living in Suckwood. Which is why, for instance, the black guys in this caption refer to Danny as a white boy rather than a whiteboi. Maybe this is too much attention to detail.

Acceptance

The inevitable result of a racist sissy is accepting black superiority. That's what happens with Tiffany in this series. But Tiffany will still be the touchstone blatantly racist character, if I want to write an overtly racist caption with Tiffany it just chronologically predates this series.

Sissy Off

A fun series featuring Bobbi & Suki. Eight caps long and Bobbi has five different models. Oh well.

Wes Style Hiro Caption & More Blog News

I've written this spiel in my head several times. About since I started this blog (but for unrelated reasons) I've had some personal shit going on. The final result of this personal shit is this: I'm transitioning. I've never used the T-word in any captions and as long as I write captions I'll try to keep that the case. Though I have poured a not insignificant amount of my own anxieties about all of this shit into various captions, it helps, I think.
The obvious question here is, why am I sharing information that's this personal with a bunch of like-minded perverts on the internet? Basically I started taking hormones in the last few days (May2). One of the effects of the pills gel patches I'm using is a drop-off in libido. For any who hadn't already surmised I'll state it explicitly, I write all of my captions one-handed. So a drop-off in libido will naturally translate to a drop-off in caption output. I haven't noticed any major changes on that front yet. And there's still things I want to do, want to write for this space. But I only write this smut when it's fun for me. If it stops being fun I'm going to stop doing it. (Though all customs that are due will get written.)
Essentially if I stop captioning altogether that's why. And I want it to be known that that's why. I don't want to pull a Wes, disappearing from the face of the Earth with zero warning. I still wonder what the actual fuck happened there. Though I have my theories.
If I do disappear anyone who feels up to it is totally welcome to take anything I've written and run with it. Regardless of what happens I'll probably still be lurking and I'll likely see if anyone does pick up where I might leave off and it would likely make me smile.
tl;dr: I'm trans. Long term future of this blog in question.

Now onto the reason you're all actually here: The first thing you'll notice about this caption: It's bigger. I make all my captions in MSPaint and when I initially tried to make captions bigger Paint went bugfuck over it. I tried again while making my latest batch and lo and behold zero bugfuckery on Paint's behalf. Fuck if I know. But for the foreseeable future: Captions=bigger.
The second thing more astute readers might notice is that the image to this caption is one from my contest. The final one in fact.
The reason for that is simple, my idea for the contest was I'd write some series featuring every character at least once, upload the images I used, see what other people did with those images then finally post what I'd done with those images.
This caption is a single because I couldn't write a series in that time that featured Hiro to save my fucking life and when I already had such a plethora of images I didn't really want even more so I ended up giving up, tacking on a Hiro-ish image to the rest, rounding the total up to an even 60 and calling it a day. This caption was even written several weeks after the other 59 images were captioned.
Hiro fans don't need to worry though, that sissy does get his own series in the next "season" the theme of which was "Desperately Try To Maintain Daily Update Pace While Also Writing So Many Character Based Series"

If I do end up pulling a Wes consider the next few updates the bang I go out with. (Even though there's an entire 40 caption "season" to follow. And customs.)

Wes Style Bobbi & Chrissy Caption

I had a bitch over the last couple of days about there being not enough CONTEST entrants. Today I sorted all of the submissions into a single folder and saw that there were actually more captions submitted than I thought.
It's no reason not to write something in the couple of days left if you haven't already or if you have written something and have some other ideas rolling around and the spare time to execute them. But it does mean that this first contest wasn't the disappointment I'd been thinking that it was.

(This was helped by additional submissions in that time so thank you to those who submitted since I had my bitch)

First Person Dixie Caption

I have a contest on.

So does Elena.

You should try to write stuff. 

Wes Style Tiffany Caption

Wes Style Chrissy Caption

First Person Caption

I am kind of proud of this one, not because I think it's particularly good but because I picked an image from my "these might be worth captioning" folder at random and wrote something for it.

Wes Style Cindi Caption

A fun little sequel to my last Cindi captions 

Wes Style Danny Caption

I'm not sure if this strictly counts as "femdom" but I'm giving it that tag because it does have female/sissy interaction and I don't have a tag for that that isn't "femdom.

First Person Dixie Caption

Strictly speaking this isn't a first person Dixie caption. It's a first person caption featuring Dixie. Close enough.

Darcie Dolce

Wes Style Bobbi Caption

First Person Mandy Caption

Wes Style Mandy Caption

I created Mandy to try to focus on secretarial sissies because I seem to struggle with them. I included the sexwork angle as an out if I found it impossible. In the most predictable turn of events ever I've since pretty much only written sexwork Mandy captions.

Lolly Ink

Wes Style Sukmore Bois Caption

I want to do more captions with both of these character together. They play off each other delightfully. But finding suitable pics is difficult, even this image's "Danny" isn't right. (But close enough.) If anyone has a resource for a variety of pics of blonde MILF/bimbos with younger darker haired models, please let me know.

Wes Stlye Cindi Chrissy Caption

Poll time. Time for a poll. I don't know what happens after this caption, I don't know whether Jamarcus and/or Jermichael appear from nowhere to stop Cindi from taking this leap or maybe I've faffed about long enough and it's high time Cindi took some dick. 

I haven't written a Cindi caption since this one, so I'll leave it up to you pervs. On the one hand I like stretching my imagination to keep doing new things with Cindi without  the sissy actually taking any dick. On the other hand if nobody's getting fucked I'm totally out of my comfort zone. I'll leave the poll up for a week. What happens next?

Character Introduction: Danny Sukmore

Make that two character introductions. But let's be honest, you knew this was coming.

For Danny I really struggled to pare down to a single model. I eventually settled on Aidra Fox (after considering at least half a dozen others) but I've also used a variety of other models. Basically anyone who's
1. cute (this is a nebulous, difficult to nail down concept)
2. dark haired (this is not)

 

Wes Style Caption

First Person Caption

Kenzie Taylor