Elena's Second Custom Caption

I'm lazy, and I can't describe any better what Elena wanted for this caption than Elena did herself.
"A cap about a white boi who is paired with another white boi to teach them how to act."

So here it is.

Elena's First Custom Caption

Wow, I disappeared for a while there. I decided to take a day off from posting. Then one turned into two, no dramas. Then it was two weeks. I have been busy but damn that happened easily. Stupid Estrogen!

Anyway this is the first custom caption. Elena's series is still kind of unfinished. But it's in a state where I guess I can post it, I'll still save it for last though, maybe I'll get inspired and motivated.

For this custom Elena wanted a father being feminized by his sissy son.
In Elena's own words: "I'm in love with the idea of a weak-willed father who beats off to his son getting coaxed into a makeover/new lifestyle. Could also be an old guard father who believes in strong white men being transformed by his new order son who loves being a white sissy"

Wes Style Stephi Caption

This caption is criminally short. I apologize for that but I couldn't find any way to pad it out that wasn't egregious.

Wes Style Bobbi & Chrissy Caption

Wes Style Danny Caption

Sissy interacting with black athlete is common on this blog. But because Danny lives outside Suckwood I made it about basketball instead of football. Just because. 

Still gets the "football" tag though. Because sports are sports and I'm lazy. 

Sissy Off

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

Tammy's Lesson

First off, thanks to everyone who said nice things since my last post.

I meant to post this yesterday to get the ball rolling on these series but there were some issues surrounding the internet and connecting to it. Primarily me not being able to.

The idea for this series came about from the final image, it was one of the earliest images I ever saved for captioning purposes and I couldn't think of an idea for it and when I finally did get this idea it took a long time to find other images to support it. It turned out okay without, I think, being spectacular.

First Person Series: Too Smart For His Own Good

This one is another blast from the past. It was written when I was just starting this blog. Then I completely forgot about it until I accidentally rediscovered it a few weeks ago.

First Person Danny Caption

We're into the last week of the contest. If you've been working on stuff start finishing it. If you haven't started there's still time.

First Person Caption

So I ended up spending more time away than I initially planned. But I'm back now. And there's about a week left before my contest's deadline.

I've been thinking about writing some intro type posts for the black characters in my blog who have unique personalities. I'll probably end up regretting posting this now since, if I end up following through on that I'll probably end up lost for something to write for J&J. Oh well.

Character Introduction: Stephi Swallows

I always love cucked dad captions. And I noticed I didn't have any cuck dad characters, although Tammy did tease both his brother and his father a lot. So, thought I, why not take Tammy's brother and sissify him?
Keep him an unhappy unwilling sissy, so I can torture their father both with a sissy son who loves to tease and mock his cuckold father and with a second sissy son who is embarrassed and revolted by his father's being turned on by what a sissy he is.

Then I recalled that I'd written Tammy's brother onto the Suckwood High Football Team. Which reminded me of this series which gave me a name for this new character as well as something of an outline of how his captions might feel. It especially makes sense since how could two different whitebois get on the team? (Sidenote: for a doublet of captions I wrote in a drunken rush I've gotten a lot of mileage out of that series.)

When I was writing Stephi's introductory captions (Bonus: you even get one more introductory caption than normal) I noticed that they were all kind of linked and they seemed  to work rather well as a "what happened to Stephi after he lost the big game against Blackmore" series so that's what the into captions became.

Alex Grey and Naomi Woods are probably the two models most emblematic of Stephi. But any blonde with small (but not mosquito bite) boobs. I have so many blonde teen sissy characters at this point that I've almost got the whole spectrum of boob sizes covered.
Mosquito Bites (eg: Elsa Jean): Tammy
Small: Stephi
"Normal" sized: Cindi
Large: Nobody yet although I have ideas. If you read the comments you might be able to put it together.

Too many words not enough smut. Time to fix that.

Wes Style Danny Caption

Second Person Caption

A bit longer than my usual captions. Just a simple idea that needed time to develop.

Wes Style Tammy & Tiffany Caption

I did write this before I fleshed out Tiffany. But I think it still fits nicely.

Character Introduction: Tiffany Cumswallow

So this is the character whose existence I hinted at earlier when I was talking about the Thing (sidenote: I realized today the Thing was missing something. But I can add that, and still finish it in time for when I want to post it so no drama)

The idea for Tiffany Cumswallow was first floated by Elena when she, Tiffany, had a small cameo in the schoolbois post. It took a while to come up with a hook to the character until I found this update when I was tagging all my old captions which I've edited to be a Tiffany caption rather than the old name it used (Which, for readers wondering, was Mandi. Just to be extra confusing)

Now the biggest hurdle for Tiffany captions is how do I keep her looking/feeling different to Mandy Sukmore? I  do want Mandy to be all out bimbo where I want Tiffany to be more of  a blonde MILF. Except that Nicole Aniston is definitely the principal model for Tiffany and Nicole Aniston is more bimbo than MILF. Look, not a lot of planning goes into writing these.

Wes Style Danny Caption

Second Person Caption

[Professor Farnsworth Voice]: Good news everyone, I've finally gotten a solid start on a thing. 

The thing I've gotten a solid start on is similar to this thing but on a different subject. No Spoilers. But there are some other things I need to finish before I can upload it (for one it uses at least one character I haven't written an intro for yet) 

Also, I have to not die in the next few days. This country's weather is a running joke, it's normally overblown, right now not so much.

Now I've had my bitchfest about this cooked excuse for a country. Here's a caption: 

First Person Caption

Wes Style Nikki Caption

I consider this blog to be made up of seasons. Those seasons are divided, roughly, by when I finally decide to take the several working captions I have in a word document and use MSpaint to turn them into the .jpegs that I publish.

By such a pretentious measure this caption would be the end of s7. What's coming in s8? I'm glad I asked. It's Wes heavy. And more than that, it's very character heavy. Danny and Mandy were the start of s8 (I said roughly!), of the 30 remaining updates s8 will consist of 22 feature a character of some sort, including a character yet to be introduced.

So, in an attempt to balance the approaching onslaught of Wes Style character-based captions... here is a Wes Style character-based caption.

Lastly, if you haven't voted in the poll yet I want your feedback.

Wes Style Tammy Chrissy Caption

I'm back bitches.