For the Team

 

Charmed

 

Dee-Tension

 It's been a while. I've had this request for nearly a year and I felt really bad this whole time about not having been able to Crack a story for the image I was happy with but I think I finally did it. 

Quick Message.

 Hey, girls. I took down the Successful Fundraiser post from last week because it apparently warranted my entire DeviantArt being permanently banned. The caption didn't even have anything risqué in it, so I'm not sure why I had to lose everything without warning. But I've had that account since I was a teenager, I learned a lot from there and had so many friends and captions and art I loved in the Favorites folder so I'm just really upset about it and sorry I had to take the caption down, between that and my Tumblr getting toasted a year ago, I don't wanna lose this site too. 

XOXO

-Syd.

Black Wedding (Halloween)

 Ok, this one is really different from my usual work and it's pretty dark I think but it was a lot of fun to make and I hope it's fun to read. Ignore the Wednesday red carpet premiere background please. 

Eddie Cruz was something of a cautionary

tale in the neighborhood, an urban legend

that some weren't sure even existed at all.

The community was quite straight-edge

and religious, the town didn't even have a

liquor store. So a horror story about a kid

who listened to sinful music, skipped

church, snuck out, did drugs, and

supposedly dabbled in the dark arts was

something parents clung to and the

neighborhood kids embellished. Some

say Eddie blew up in a meth lab, some say

that he was one town over strung out on

drugs, some say he joined a cult and ate

ravens under the overpass. But one

scenario nobody considered: He

summoned a demon to Earth and was

forced to become its bride.

While that turn of events seemed

farfetched, seeing Eddie return to the

town on the morning of October 31st with

long hair, a soft, beautiful, made-up face

with plump kissable lips that drew the

eyes of all the repressed young men who

passed the gorgeous young woman

before knowing the story, the truth would

soon come to light. The Black veil and

wedding dress would soon signal the

coming of the demon Eddie, rather

Valentina as the demon so affectionately

renamed her, was now shackled to forever

more.

She started her day walking the street, her

black heels echoing unnaturally loudly,

turning heads and handing out invitations

on black matte paper with blood red print.

There would be a wedding between she

and her new master in the town square at

nightfall. This prompted a response from

the local police, as well as Valentina's

parents, who all met up at the police

station, their extreme' religious beliefs

prompting them to take this unbelievable

story deadly serious.

When questioned as to why they would

believe this demon's servant was really

Eddie, she spoke in her high-pitched,

nearly unrecognizable voice to describe

intimate details that both of her parents

recognized as memories they'd made

with Eddie. When asked how they were

supposed to believe how this beautiful

young woman was Eddie, who always

looked a bit rough for wear, she asked

that her parents leave the room, after they

did, she stood and lowered her black lace

panties and raised the dress, revealing a

severely shrunken pair of testicles sitting

snugly below a locked black chastity cage

that let off an orange glow as if

enchanted by hellfire. She pulled her

panties back up and returned to her Seay

as her parents re-entered and the cops

assured them this was their boy. Was

Detailing what happened, Eddie had felt

shunned by the town and fell in with

individuals who practiced the black arts,

unaware that their plan was to offer him

as a sacrifice to a demon in order to gain

powers from them the previous

Halloween. However, when he was

summoned, he laid claim to his sacrifice,

causing the enchanted to lock away any

ties to his previous manhood. Eddie then

watched as those who betrayed him were..

denied a wish and were dragged kicking

and screaming to Hell.

Eddie was christened Valentina and the

enchanted chastity cage projected its

influence upon her, slowly morphing her

face and body to that of the demon's

desire. Making her more submissive,

loyal, and attracted to her captor, often

haunted by dreams of the eventual

consummation of their unhold union on

the night of the following Halloween.

Wearing anything but the lingerie,

dresses, and heels chosen by her master

brought immense pain, attempting to

escape or get help would make her body

cease to walk, take away her voice until

she gave up on each futile attempt,

except for this day, a wedding gift from

her soon-to-be demonic husband. She

was allowed to return home and speak

freely to her family until nightfall, when

would be claimed, táken, and

supernaturally impregnated while living

eternally in the demon's realm. But she

needs two things: Her Father to give her

away and the town to be in attendance.

They refused but Valentina insisted that

this was the only way to keep him from

leveling the town. If they followed the

instructions, the town would be spared.

So that night, the entire town gathered.

Frightened and disgusted at the sight

before them. The petite and beautiful

woman in the revealing dress that was

once the hoody-clad teenager that

inspired his neighbors to lock their car

doors when he skated by, being walked

down the aisle in towering heels by her

Father to an 8 foot tall demon standing

nude, his cock swinging past his knees.

Crimson skin and rippling muscles that

look as if they were' carved in granite.

Slicked hair, a large beard, and a

victorious grin upon his face as he looked

out to the crowd before him. They had to

watch as he stood proudly, his victim

standing barely a foot away, practically

eye level with his endowment. The local

pástor between the two, declaring their

marriage. As he leaned down and their

lips met, a Hellish portal opened behind

them.

Every young man in the crowd shouted in

pain and terror as they clutched at the

laps of their pants. They then fell silent as

they stood, marching single-file as if by

ce into the portal. Valentin looked out

over the crowd left behind, her eyes

turning an inky black. "Your harem, my

King.'

He chuckled, and put his strong arm

around his bride and used his strong,

clawed hand to pull her close as a sinister

smile grew across her face, she had

gotten back at the town that shunned her,

having taken all of the sons they

unfavorably compared him to. Her

husband replied, "Your servants, my

Queen."

His & Her-Mione (Halloween)

 I think this is my first Lindsay Lohan caption, when I was a kid I wanted to be her so much! So now I kinda wanna do more. 

Being asked by my Mom to babysit for

Mrs. Booker, a younger Mom who led her

pilates class at the gym, was

embarrassing. I mean, who wants a

21-year-old guy to babysit for them? But

Mom said it was in exchange for free

personal lessons and if I wanted to have a

roof over my head while I continued to be

unemployed, I'd pull my weight here and

there. So I agreed, little did I know just

what an effect that would have on the

trajectory of my life.

Mrs. Booker looked like an OnlyFans

model. Always looking her best, she was

even flirty and floaty with pale dorks like

me. She was an inch or two taller than

me. Then I met her husband, a towering,

chiseled, dark mountain of a man. I felt

like a child standing next to him, it was

intimidating. Especially when his wife so

openly flirting with me in front of him.

Their kid was a sweetheart, he was

agreeable and well-behaved, even made

me consider being a Dad some day.

Moreso when I imagined Mrs. Booker as

their Mother. One day she turned up

shortly after her Husband left, and put the

kid to bed before pouring me a drink and

one thing led to another... We ended up

having sex in her marital bed, I thought I

performed quickly and awkwardly, but she

said I was just perfect and gave me an

extra 100 bucks and sent me on my way.

She continued to text me afterward, which

was... Really cool. But again, scary,

knowing her husband could probably kick

down my front door with little effort. She

continued to suggest things like shaving

my body and giving me little workouts to

do, I didn't know anything about that stuff

but if the hottest woman on the planet.

thought I should do it, it was probably a

good idea.

We fooled around a few more times, but

her Husband came home early, wel

managed to get dressed, but it was a

close one. She asked if I trusted her

afterward, and I let her put a cage over my

dick, to keep us from doing anything

naughty again since she had so much

trouble resisting me. It was unbelievably

frustrating to spend the day thinking

about her, her giving me a long, sensual

hug goodbye and then having to just go

home and not do anything about it.

Then one day, she told me that her kid

was really into Harry Potter, and was

going to be Harry for Halloween and

wanted me to be Hermione. I thought it

was odd that a kid so young would be into

Harry Potter, but whatever. It took some

convincing, teasing, and promises of

certain acts, but I agreed to get dolled up

as Hermione for Halloween. Mrs. Booker

excitedly said I had to practice a few

things beforehand. So she stayed home a

few days to have me do laps around her

house in 6-inch heels with a giant, heavy

pair of realistic breast forms glued to my

chest. She continued to tease me, saying

what a cute little slut I made for, seeing

myself with big boobs, a locked up dick,

completely hairless under the eyebrows,

my new slim form from the workouts, and

a pair of high heels was pretty troubling...

The day of, she showed me my costume,

explaining that the only adult size was

slutty Hermione, with a tight sweater

showcasing very prominent cleavage, a

super short skirt, and some knee-highs.

The heels I'm still not sure about. She did

my make-up and applied the wig to my

head. We took some fun and sexy photos

together, interrupted by her husband

entering the room in his costume. He was

shirtless, oiled up, in tight leather pants.

Wearing a domino mask. Mrs. Booker

insisted I take a few photos with him, it

was pretty emasculating taking photos

while eyelevel with a bodybuilder's pecks,

only that tall because I was teetering in

this pair of heels.

We went downstairs and I saw what was

supposed to be the Harry Potter to my

Hermione... Dressed as one of the dogs

from Paw Patrol and being taken by Mrs.

Booker's younger Sister for the evening. I

tried to figure out what was going on as

Mr. Booker's arm wrapped around me and

caressed my shoulder. Holding me too

tight to slip away as Mrs. Booker

explained that the Hermione thing was a

lie, they wanted a costume I could

believably be Tricked into wearing. The

real occasion was a Halloween party with

some of their special friends.

These "special friends" have apparently

been following my "progress" un

becoming the sissy pet they wanted to

turn me into. I tried to ask what but Mr.

Booker used his free hand to turn my chin

up and into a kiss, then moved the other

hand from his shoulder to my ass, only

guarded by the thin skirt and the striped

panties under them. I squirmed. Mrs.

Booker had moved in and began rubbing

my cage through the panties before

kissing me herself, then moving my hand

to Mr. Booker's crotch, feeling his growing

bulge, I instinctively ran my hand along it

to feel the length of it then pulled it away.

They told me that I was to put on a little

show for their friends, and if I did well I'd

be invited to more gatherings, if I didn't

want to, I was free to go, but the key to my

cage stayed with them.

Hooked

Hey, everyone. Things have been pretty tough lately, sorry that I've been gone. My confidence and creativity has been shot, but I've been sitting on this caption for a little bit and thought I'd share it and let everyone know I'm ok. I plan to have a few new ones ready to go for Halloween because I don't want to let everyone down, I do enough of that in the real world. Please enjoy, I love and miss you all. Hopefully I'll be back to normal soon. 
 

 This was inspired by the "In This World, I'm Elise" story by Surgcat on Literotica that I was super into but unfortunately like "School Policy" that I did a few caps inspired by, both the story and the author have disappeared from their respective sites. Both are stories I was very excited to see continue, so hopefully they turn back up some day. 

EDIT: oops. Last word in the third paragraph is supposed to be Alpha, not outlaw. I'm a ditz.

A Mother's Influence (Request)

 I was sent this picture. I don't know who it is or what it's from, but she is utterly gorgeous and I'd like more of her! 

Some Time Away

 Hey, girls. I've been told a lot that some of the captions are hard to read because of the font, so I'm hoping this is a little clearer? Let me know please, because if this is better I might have to re-do the last couple of requests. Like I've said, I make these on a phone because I don't own a computer so it's harder to find the means to make these as well as tell if they're difficult to read. 

A Letter Home

 

 Dear Auntie, Here's a photo of me on the set of my very own movie. It's been a long time coming, especially since the whole cultural reset occurred I thought it would be difficult for me to find a role, especially a leading role as a guy in a dress after getting my theater degree, but you believed in me. My siblings always talked about how out of touch and loopy you are, but when they disowned me for not being deemed essential or manly enough to avoid the new mandates, you took me in helped me become my new self, and bought me a ticket. You even helped me decide my new name when I got here, no longer Corey, I'm Destiny!

It was difficult at first, not having your guiding hand or your safe house I have a place of my own, well I share it with a few other gurls in the same boat as me but, not to brag, I'm definitely the most successful one of us. I had a guest spot on a sitcom where I went on a date with Damon Wayans, Jr. and I got to play a real girl! And Damon was super nice!

But now I'm starring in my own movie, with talks of a sequel! That's my co-star after we had a quick rehearsal, which reminds me I need to reapply my lip gloss after this letter. The movie is a slice of life story about a bouncer taking a rambunctious club girl backstage and well.. I think the subject matter is a little inappropriate, so I won't share a name, I know you love to support me and I appreciate it. But it pays decently and seems like a steady role, plus it lines up with my interests. Anyway, thank you again for everything you've done. A check reimbursing you for the plane ticket is in the envelope.

I'm needed on set. just wanted to catch up my favorite family member. I have so many new outfits, every time I buy one I think about being that nervous guy confused about his body and the world around him changing, and you'd always talk me into modeling your old clothes until I got some of my own. Totes in need of a visit and another fashion show once we're wrapped!

Hope all is well and please write back! -Destiny

P.S. If my parents ask please tell them I'm still waiting tables. It's just... Easier that way.

Cumuppance

 

Work Sucks, I Know (Request)

 

Oppenheimer Outcome

 

A sequel to Barbie Bunch! Got a lot of requests for this and I had a fun idea and a cute picture so voila! This reminds me of the good old days, going onto message boards and subreddits, just telling everyone I was a girl, being accepted as and treated like one by the users. Got me through many a weekend as a teenager, since I never had anyone to talk to about movies in real life either. 

What movie should our new girl see next!? 

Ungrateful

 

Podcast Interview

 

I saw these videos on Tumblr and couldn't resist using some of my non-existant video editing skills to try and make this fun little exchange. Kinda wanna write a short story inspired it if I have the chance.

"Perfectly Matched" (Request)

 

I had a request for a caption about a guy who matches with a man on Tinder but somehow can't undo it and slowly becomes his perfect match. They said they didn't care about the model and left it up to me. And I'm nothing if not predictable. This was very fun and I hope you enjoy reading it as much as I did writing it. So what was at work to bring these two together!? Fate? Cupid? An out of touch Billionaire buying Tinder and removing important components of it with no regard for how it harms the experience? Santa?

Charitable Act (Request)

 

This was a request for Vanny. She makes wonderful captions and her blog is in the sidebar, so make sure you check it out and tell her Sydney sent ya. 😉 

Stiff Negotiations

 

Barbie Bunch

Hey, everyone, I'm still alive. I hope you're doing well! Had a variety of issues lately, including software issues, a spell of being sick, and being harassed by a hateful person at work. It's been tough lately and I'm sorry I've been gone. I'm still going to finish the pending requests I just need some more time because, like always, it feels like life is trying to punch me in the face. I'm very sorry and hope you understand.

But I did have the chance and the inspiration to whip up this little fun one to celebrate the release of Barbie and Oppenheimer in the US this weekend. And since I wasn't here to say anything, a million thank yous  to Mia for bringing back all of the old school captions. She's the best.

EDIT: Somehow uploaded the still image as a GIF and had to fix that. 
 

Repost - Lessons in Workplace Interaction

 

Hi all, this is the last caption to repost. Can't believe it started more than a year and a half ago :-)
Hope you enjoyed them as much as i do ;-)

A huge thanks to my bestie Sydney for trusting me in this process, can't wait to see the new captions you'll make <3

Repost - Besties

 

Repost - False Pride

 

NEW - Out in the Open (Request)

 Had a request for a Winona Ryder caption and one for a caption about two guys, one feminized, playing video games so I had this cute idea for this cuter GIF!

Repost - Improved

 

Repost - One of the Guys

 

NEW - To The Victoria Go The Spoils

 

Repost - Girl

 

Repost - House Arrest

 

NEW - Campus Policy (Request)

 

Had a request for this GIF as well as a request to do more in the "School Policy" world. This was a fun one! 

Repost - Unorthodox Solution

 

Repost - Nanny

 

NEW - 63 Jump Street (REQUEST)

 

Had a request for this GIF and a group of mean girls making a new girl full of hormones throw a little fit. 

Repost - Bulking Up

 

NEW - Catfish (Request)

Repost - Hanging with my Buddy's Girlfriend

 

NEW - Look-Alike (Request)

 

Repost - Internal Turmoil

 

NEW - Hawkeye Vs. Hot Guy (Request)

 

Repost - Broken

 

NEW - Hello, Sydney (Request)

 Had a simple request for another spooky one like the Halloween batch a few months back and decided to run with a Scream-inspired idea. 

NEW - Rogue (Request)

 

I said a while back that I really love superheroes with the Superman caption. I will admit I know extremely little about Star Wars. I've seen the movies but I'm not obsessed with it to an unhealthy degree like I am DC or Nintendo stuff. But I was sent a request for a Star Wars/Sci fi themed caption and this is request month! So I did my best! Also releasing it on May 4th so may the fourth so on and so forth. 😀

Repost - Closet

 

NEW - SHEZAM!

I had a fun, cute Vanessa Hudgens GIF caption planned here but for some reason it disappeared from the blog and I lost the phone I had it saved on. =/ Gone forever. So I made this one quickly.

Last new one before requests start getting posted! I have most of them done as of now. Had some stuff come up recently that knocked me further behind than I wanted to be but I'm catching back up! =) 

Repost - Fitting In

 

Repost - Impending Frills

 

NEW - Prom Promise

 

Should be around prom season now, right? 

Repost - Lap of Luxury (And Someone Else's Lap)

 

Repost - Reunion

 

NEW - Wiggling Out

 

Repost - Confidence Issues

 

Repost - Trump Card