WHAT!? (Full)

 

Sorry for the delay, depression has been hittin' and a storm knocked out the power yesterday. Don't know if this is fully closing the door on Kendra, we'll see if she comes back. 

The Red Dress Trend - Sabrina

Was told this one was hard to read, try opening in a new tab or reading below: 

 Well, here I am again. Back in my hometown, dolled up in an outfit with a note that reads "To Aidy, the best little Sister a girl could ask for! Have fun! - S.C." with a lipstick print I'm ashamed to admit I could tell you the exact shade, product line, and manufacturer of with 100% accuracy. Most guys, maybe not ones in their 30s like me, would be excited to have been mailed a kiss by one of the world's most famous and beautiful women, but most guys aren't that girls exact lookalike. I've spent so much time staring at her in the mirror that I've become entirely desensitized to her appearance. Maybe I was starting to look at her like a big Sister, she pushes me to do things I don't want to because she thinks they'd be good for me like a big Sister, which is why I'm wearing this red dress. To signal to the other Lookalikes that I'm one of them so we can network or commiserate. I didn't want to, I don't want people to know I'm a guy, I don't want them to know I'm in my 30s, I don't want them to know that these curves aren't padding anymore. 

When I started this job, I went years without ever interacting with Sabrina directly, but when I declined this, she actually called me and flew me out to meet her. She said it would be cute if all of us little Sisters got together and had sleepovers and talked about boys. Not wanting to risk my job I asked her how old she thought I was, what kind of stuff she thought I was into, and why the Hell she would ever think I'd be into boys. But I didn't want to put my job at risk, so I just nodded and told her she was so right and so smart. We were both in flats so she was a bit taller than me as she pulled me into the hug, she promised to send me the perfect outfit as she left, and its the one you see me in now. How did she do? 

What I didn't think of was that the date of the Trend was also the day I was booked for a party, Sabrina, thinking she was being a cool big Sis went along with my Mom's plan to let me attend some local birthday parties, that way I could make a little money on the side and "get socialized," which is something my Mom liked to say. So I would visit birthday parties, graduation parties, anything a celebrity appearance would make better. Everyone would sign NDAs to avoid conflicts with Sabrina's whereabouts and mine, people could take and share photos amongst themselves, but not post them on social media. We said it was for security and people understood. My Dad, after seeing his beer-drinking buddies ogling me and getting close to me, I thought he would step in and defend me, but he pulled me aside and proposed the idea of charging the adults 45 dollars for a photo together. Most of them had wandering hands, but luckily I was short enough that most of the Dads had to settle for the small of my back as going for my ass would make them hunch and I guess they didn't want to make their perviness too obvious.

This dress was actually a bit comforting, not comfortable, it's very tight and constricting, but it's form-fitting and engulfs most of my body. It's like a weighted blanket that makes my ass look great. As much as I dislike looking like this, its hard not to feel a sense of pride when I see how my hard work is paying off, well, hard work and hormones. Trading my ever-diminishing manhood that I have to painfully (though alarmingly less painful than it used to be) for a feminine but world-famous ass isn't a trade I'd make without any financial incentive, but a job well-done is a well-done. The breasts though, not as big as I imagine some of the other Lookalikes have to deal with (shout-out Sydney) are harder to hide. Guys can have girly butts, no big deal. Who would notice? But can you imagine trying to see a movie during the Summer and deciding between wearing a hoodie and sweating to death, or wearing a t-shirt with a visible bra, or wearing a t-shirt and having the girls poke out to say "hello" once you hit the air conditioned theater. So it is a bit of a relief to be in an outfit that was designed for the shape of my body. It makes me feel a bit more confident, which you'd have to feel to set up your phone in a hotel bar to film yourself dancing for a social media post, I had a few minutes before the party started but luckily the only person at the bar was my Mother, she gave me an enthusiastic cheer as I picked it up and pushed "send," putting myself out there to be hit up by the other girls. 

My Mom told me how proud she was, I find its best not to resist and just let her praise me until she tires herself out. I never asked her to be my manager but I guess she likes the chance to spend time with me. But it made it easier for this side-hustle, she didn't even take a cut, but she set up the party appearances whenever I'd visit home. She'd let me focus on getting pretty and would give me the details before I went in, I would sing a song, pose for some pictures, remind a few Dads that they're married and be on my way. So as we got toward the door that leads from the bar to the restaurant, I asked my Mom the name of the kid the party was for, "Donnell" was all she said. 

"A boy? Is he a little fruity?" I joked without an ounce of irony about what I was wearing.

"Oh no, not that I've noticed." She said with an odd inflection as she opened a door to reveal Donnell Green, someone I went to high school with and took it upon himself to make my life as hard as possible.

"Mom. What's going on?" I asked, reverting, making myself as small as possible and shrinking behind her to hide myself while he smiled at me.

"Well, Aidy, I talked to your Sister and she said you seemed excited about having sleepovers with the other girls but you were upset about not being able to participate in the boy talk, so she asked me to help arrange a date for you."

"Mom! He used to bully me!" I say as she swings an arm back to hook around my shoulders and push me back in front of her, me stumbling in the towering Sabrina heels I was wearing. 

"Sweetheart, that was 15 years ago. People can change and he was very happy to hear that you'd be willing to sit down with him after he saw the pictures of you." Mom went on to explain that Donnell was recently single and moved home to take care of his Father. I was so caught up in the disbelief of the situation that I didn't realize Mom was inching me closer and closer to the table throughout her explanation. Donnell got up, pulled my chair out, and sat me down with his big, strong hands. My Mom turned to leave.

"Mom! Wait! What would Dad say?" I squealed, grasping at anything to get me out of this situation. Donnell cleared his throat.

"I spoke to him, we came up with a price he was comfortable with, so that's your Mom, your Dad, and your big Sister's approval we have for our date. Nothing to worry about."

"What about my approval? You were always so mean to me, you used to pick me up in the hallway and put me on top of the lockers, not IN the lockers. On TOP OF, you know I'm afraid of heights."

"I figured you got over that since you're in those tall-ass heels. Besides, people can change. Or have you not looked in the mirror lately? Look, I'm just here to help you out, Sabrina seemed very excited about helping you with this experience and you don't want to let your meal ticket down, do you?"

"I guess not... What do I have to do?"

"Just be the girl and let me be the man. The night leads where the night leads."

"OK. But this is just a one-time thing for work. Don't expect this every weekend."

"That's not up to you, and your Dad told me that you have a party to perform for at the Dixon house next weekend. I mean, unless you have a good time and I outbid him."

"I didn't even know Mr. Dixon had kids..."

"He doesn't."

The Red Dress Trend - Rachel + Upcoming Schedule

Scheduled this for PM instead of AM and just noticed, so here it is a little late! I wanted to have these spaced out a little more, but I had a hand joint issue that made it very draining to type. So I did a mad dash to have things ready for the final week now that I have some mobility back in it. So this week we'll have at the very least 3 captions. Taylor Swift tomorrow and Olivia Rodrigo after that! 

There won't be a new caption July 3rd, when I'll be posting the model poll to see what 4 beautiful ladies get captions in September. If you have any last minute suggestions please leave them in the comments!

 Subject to change, but the plan for now:

July 3rd - Model Poll

July 10th - Blackedmail sequel

July 17th - Hawkeye vs. Hot Guy sequel

July 24th - Assignment sequel

July 31st - Hell Week sequel

August 7th - WHAT!? sequel

August 14th - Hiding the Evidence sequel

August 21st - Group Costume sequel

August 28th - The Dress-Up Mess-Up sequel

September will be the 4 model poll winners, October will, I believe, be the Fake ID conclusion. Then I'm probably gonna sleep forever. 

As far as Lasspoint goes, I'm still posting the updates on DeviantArt, it seems to do really poorly on this blog, which I understand. It's not the usual content.  If anyone is missing the story, it's there and I'll post it on a different, more accessible story site if anyone has suggestions.

Anachro-Nyssa

 

In Her Shoes... And Costume

 HI EVERYONE! WELCOME TO HALLOWEEN MONTH! 

How has everyone been? I'm happy to be back, having some trouble shaking the cobwebs off, but I'm happy to be capping again! The "every day in October" thing might have been a bit ambitious, so I'm going to walk that back a little, I have almost enough that I can have one ready to for every odd-numbered day this month, I'll finish up the last few and work on more, and then fill in the gaps on remaining even days from there. 

I think my issue with time, aside from the mixture of chemicals in my brain making me bad at it is mostly due to my inability to make a caption that's under 4 paragraphs and the constant nagging in the back of my head that I'm being repetitive. I always reason with myself that there's only so many ways to feminize someone and nobody visits this blog because my stories are groundbreaking, I forget that here and there though. But we're here now at my favorite month! Enjoy! 

Understudy

 This was a request caption! A little different from my usual stuff but it was fun. 😀 

Ahlberg Academy Christmas Pageant

 I wanted to do a bit of a darker but still kinda Christmasy one. 😈

Successful Fundraiser (Halloween)

 

Every year the staff at Emory High School would host a Halloween fundraiser, where

the students who raised the most money

would get to choose the Halloween

costume of a specific teacher. In years

past it would be used to make one of the

older, cooler teachers come in dressed

like a clown or something silly. Other

years they'd pick a female teacher to

dress in something skimpy or suggestive,

but still obeying the school's dress code.

It's all in good fun, or so they told Mr.

Stamp, or rather Ms. Stamp, as he would

be known for the day.

Emory High was in a rural county and was

the definition of a sports school, all of

their teams ranked high in their respective

divisions, so a lot of the student body was

made up of athletes or farm boys like the

ones who bullied Steven Stamp in high

school, but he was confident' now that he

was the creative writing teacher he'd earn

their respect, but he was wrong. They

took the time to show him up physically,

attempt to scare him in the hallway, and

this new form of humiliation, pulling their

resources to win the fundraising contest

and nominating him to dress as a

schoolgirl for Halloween.

Steven was hurt by this, he was always

scrawny and non-confrontational, bullied

and singled out for being sensitive and

more interested in writing. So, he turned

to his Mother, which wasn't too difficult

since he didn't make enough to move out,

she reassured him and told him he

wouldn't earn any respect by stubbornly

refusing, and maybe he should roll with it.

Her being a beautician, she invited a few

girls from her work to turn Mr. Steven

Stamp into Ms. Sydney Stamp.

All of the women he called Auntie for all

his life turned up early in the morning

before heading to work to work on their

project, Steven apologized, but they

agreed they'd been dying to doll Steven up

since they saw puberty didn't do much for

him.

After a long time in the chair, having his

hair styled, his face made up, his body

waxed by the member of the group that

was closest to his age, and was

embarrassingly his current crush who

complimented his already womanly legs,

soft skin, and how easy it was to hide his

bulge, telling him that after the glue dried

he filled out the bra better than the

panties.

They decided that his voice was high

enough that she didn't have any work to

do their and she'd be wearing Mary Janes

so she didn't need to practice in the heels.

So after a few lessons in walking, the girls

were on their way, leaving Sydney a few

hours to mentally prepare herself, look

into the mirror and realize... She was the

hottest girl that had ever been in Steven's

room. So she turned on the flirtation and

took a few videos to save for later... Even

if it did make her tuck job a little

uncomfortable.

Driving to school, Sydney fought off the

nerves, the cool air blowing across the

freshly-smooth skin between her knee

socks and skirt, and even under her skirt.

Her biggest concern was getting pulled

over and needing to fish her wallet out of

her borrowed purse. If only that were the

worst outcome. Upon getting to the

school she was confronted by the

principal, mistaken for a student in a

skimpy costume and constantly

interrupted when trying to explain herself.

The gym teacher/Football coach decided

to assist in the altercation and scoop

Sydney up as if she weighed nothing and

carried her to the office, desperately trying

to hold her skirt down. They wouldn't let

her spit out more than a single word until

she gave them her Mother's number to

bring a change of clothes, but she

explained that Ms. Stamp was a teacher,

leading to her exiting the office to a

chorus of hysterical laughter.

Upon getting to class, Ms. Stamp sat with

her legs crossed greeting the students,

playing it cool. Everyone was impressed,

a few of the girls who were actually

excited about the class complimented

Ms. Stamp. The jocks who picked on

Steve and just needed the English credit,

were all silent, even asking for her help

with their stories. Sydney felt she'd

earned their respect for taking it in stride,

she proudly continued her classes for the

day, even playing up the girly character in

the teacher's lounge, to the discomfort of

the gym teacher. After school she was

floating so highly that she agreed to wear

a dress her Mother picked out to wear to

a Mother-Daughter Dinner date after

handing out candy. Then Ms. Stamp

checked her phone, forgotten in the purse

to find dozens of notifications notifying

her that the students who asked for her

help had been sneaking upskirt photos of

her and filming her lesson to upload to

voyeur sites under the title "Sissy Bitch

Teacher Sluts it Up for Halloween"

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.