Keeping the Goth Vibe

Hi all! First, thanks for the great responses to the last post! I apologize for the typo - it was supposed tobe CASSIE'S ex-boyfriend, not Bella's. Anyways, here is the next cap in the series - the last cap before winter break! Enjoy!

Crazy, Huh?

So for this intro, I'd like to take a moment to reflect on something special that made my day. I read each and every comment posted on this blog and appreciate every compliment, criticism, and suggestion made because I'm so grateful that I have a strong enough following on this blog that people are actually willing to comment. That being said, I have to take the time to thank Danyelle for her very sweet and generous comment she made on the last post. I'm so glad other people appreciate the subtle details like the acronyms I put in and the other tidbits that I use to try to make my work creative and interesting. While I don't know if I'm quite living up to the standard Elena Starz set on her old blog, the mere thought that my Bimbo High series could be comparable to her's made me tear up a little bit. Thank you Danyelle (and my other wonderful commenters), from the bottom of my heart. In return, I decided to immediately do a caption as opposed to waiting a while like I was planing, and made sure it involved the devious Bella Black's reaction like Danyelle mentioned. Keep this one in mind - this cap becomes important later on! ;)


Hello all! Yes, you've probably been waiting for this for a while now, so to commemorate this occasion (and because the text took a while!) I split this part of the story up into two captions. Obviously, the models are different, but I think you can figure out which one is Ms. Masters and which is Matty based on the pics and the text. What should happen to Matty next? I have an idea...let me know what you think!

That Awkward Moment...

WARNING: This cap is much more explicit than any of my other caps due to the image (and possibly the caption itself, depending on where your values are). But I decided to run the cap because the image is sizzling hot and it allowed me to play on a possible incident that could happen to any person walking in on on their roommate. Hope you enjoy...and maybe you'll even have to do what Sindi's doing after reading the cap ;)

Dreams and Cream

So two notes on this cap. First, and foremost, I absolutely adore this image - so elegant, so refined! - but I couldn't find a good place to fit it into the Bimbo High series. So if it appears to be a stretch or a bit confusing, please bear with me because this cap also reveals some possible things about Matty and his interaction with his roommates. With those observations out of the way, enjoy!

New Roommates: Twins in a Triple

I'm back! Sooner than expected! I had a really good idea for how to start the break so I whipped up a cap and got to work - must say I like the result. Hope you do as well!

Not One, But Two, and Possibly Three Bimbos?

Hello everyone! This was a very unexpected cap but I just HAD to caption this great pic of Kesha. I adore her as a singer, with her appearence, style, and music lyrics portraying the bleach blonde bimbo I love. However, she is apparently quite bright, which reminded me of a certain devious bimbo in this series (that, and the bright red lipstick in the cap!). So I decided to whip up this cap...I don't expect much to develop from this specific cap, but who knows - if it means capping Kesha again, another mention might be worth it!

What a mess

Part 1 and part 2 of "What a mess"

Now You See Him, Now You Don't

China’s a huge place.

Ask Huang, he knew it best. Owner of an amatuer model website, he knew the number of unique hits on his website could go up to millions. But Huang realised that the sheer scale of population in China meant if people go missing, no one would miss them. Likewise, if new people came in, it wouldn’t make much of a difference and no one would notice them.

Today’s photoshoot would be for Ai Xue.  The theme, due to popular demand, would be maids. Huang shook his head as he began applying foundation make-up to his face, they really loved it after all. Being short and stuck with a body that could be described as male adolescent, Huang was never manly but rather boyish-looking. Because of that, people never treated him seriously until he found a knack in doing makeup and using photoshops.

After he finished his makeup, Huang proceeded to wear his wig and combed his hair; a girl in the reflection mimicked his action. Satisfied, Huang proceeded to dress up; the silky touch of the maid costume, arm-length gloves and black stockings with lace tops, pleased Huang tremendously. Setting the self-timer of his camera, Huang had disappeared and Ai Xue had come. “A beautiful illusion”, Ai Xue mused as she heard the camera clicked and flashed, “too bad, they are too fragile,” she sighed as she thought about the heavy amount of photoshop filters to maintain illusion.

All the clothing he wants

The creative demons are chasing, not that I mind though.

Trouper: The Work Continues

This one took quite some time; it's something I've always wanted to try. The attempt to feel what it feels like, undergoing the transformation. I must apologise if it's too boring.


Today’s a sunday but my work never ends.

I put on my padded girdle, carefully sliding it up my freshly shaved legs, stretching it and squirming my body to get the tight garment up to its position. Next, the flesh-toned training corset. Putting it over me and adjusting it to my abdomen, I took a deep breath and laced it, pulling and tightening its string; constricting my figure that is every bit like a woman. Next, I try on the C-cup breast form. Using a silicone adhesive, I carefully applied it to the fake assets and slowly attach it to my chest, making sure that they are at the correct position.

Now, comes the bodysuit I crafted specially for this; picking up a garment that looks like a deflated headless body, I bunch it up and fold it like hosiery and slip into it, legs first from the top and proceed to wear it. Tight but elastic, I carefully fold and stretch it from my legs and over my newly attached breast forms while, fitting them into the breast pouch that I have created. Fitting them in, the arms are next, turning them into lithe feminine arms. In the mirror I see, stands a freak of nature with a head of a bald man and the supple body of a women; her skin fair, her nails manicured, her breast ample and her crotch flat, leaving no trace of masculinity that was before.

But soon this freak of nature will soon disappear as I approach the make-up table. On it are the tools of a magician, a wig stand, make-up kits, contacts and most importantly, the human mask worn over a head cast. Next, I open one of the many contact boxes on the table, take out a pair of olive green contacts and wear, one more aspect of me gone. I pick up the mask and wear it, covering what the bodysuit couldn’t cover, the neck and the collar area. Smoothing it and aligning the mask to my face, the man disappears and a bald woman stands in his place; her face brimming with the youth of a young adult, her eyes sharp and her lips full. I smile, being glad that the fourteen hours of effort had not been wasted, and in return, the woman smiles as well.

Lastly, comes the blonde wig. Wearing it over my head, I press the scalp line against my forehead and pull it down, fastening the wig. There, the transformation is complete. The Trouper is no more and in his place, Lyla White, age 22, graduate of an art college and amatuer actor,  is born.

Now, a lady isn’t expected to prance in her home naked so I walk over to my wardrobe, taking care to put into practice the walk I have developed for my character; a slight sway of the hip and a certain ‘bounce’ and haste in her gait; characteristic of a cheerful and spirited girl who just graduated into working society. Wearing a blue sweater dress, a pink thong (she’s a kinky one, after all) and matching socks, I started the video camera and prepared myself in front of it.

“Hi, I’m Lyla White, an amatuer actor and I hope...”

And another successful character created for the sake of theatrics and drama. The work never ends and most importantly, it never gets stale.

Night job

Here ya' go. My first caption, enjoy!

Costume Gun

Hello, I noticed a huge spike in my costume gun caption and I was wondering why when I remembered that I had a hard time looking for CG story and caps too. So here are my little contributions:

Costume Gun: Out Goes Timonthy

Costume Gun: Just Another Day


The Mimic and the Actor

Apologies if it's a bit too long for you to read; this time involves two men at different locations doing the same thing.

The Actor: Win-win Situation

The Mimic: Second Step

Pimpin' the Ladies Out

Hello, here's another update. This one is based on Zn's Symbiont's universe like Fission. Hope you enjoy it.

A Series of Bodyhops

Not a series per se, but I posted five caps on PossessionObsession 4 yahoo group. So I figured that I should share them here as well.

The Chameleon: Two Stories

Hello, apologies for the lack of updates; life got in the way but nevertheless, I have managed to squeeze out two captions involving our affably (hopefully) evil impersonator.

The Chameleon is at it again with his industrial espionage. This time, he impersonates a cute secretary and creates an alluring vixen persona for himself.

Effective Persuasion

Exploring Alternative Market

First Caption(s)!

Well, first day, so a first caption is in order! I wanted to do a mutlicap for this first try, in the format that Elena taught me. In the future I will try and adopt my own style, but for now, its best to try what works! Hope you enjoy this little photoshoot as much as these boys don't! (or don't they?)

Friday Is Date Night

I was in the bathroom getting ready when I heard them come in....I was still working on my makeup when she joined me.
"Oh Kaaren," she said as she stroked and carressed me, "He's so nice and he's got a nice big cock. Hurry Sissy and you can help me suck it!"

He actually smiled and said hello to me when I entered the room where she was already licking his lovely big cock. Sometimes I still get embarrassed around men in situations like this and I felt myself blushing as I knelt down and joined my wife licking him!

He pulled her up to kiss her and I wasted no time taking his beautiful cock into my mouth, I was pleased to hear him gasp as Ihe felt my lips and tongue work on him...

But what he really wanted was to fuck my sweet wife and I watched as he sank inch after thick inch into her,...

I stood by watching him take her as I never could he seemed like he could go forever....

Finally he gasped that he was going to cum, she pulled me into place under her as he sprayed his wonderful thick cum all over her, pouring it down to my waiting mouth...

Then I crawled to her and gave her another orgasm in the best way I can...

When we turned back her date had slipped away while we were busy...she smiled and pulled my face back to her hot wetness and said "One more for a nightcap Sissy!"

Sissy School - Individual Inspection

One of the many rules the sissies had to adjust to was that any employee of the school from the headmaster down to the gardener could stop any student to make sure they were wearing panties as required.
This landscaper had already checked Sissy Kaaren 3 times this week and she was hoping for at least a couple more soon!

Yes He's Here

Yes sweetheart the repair man is here.
No he hasn't found the problem just yet.
He thinks it might take a while.
Yes dear so far he seems very thorough.
He guarantees I'll be happy with the results.
Yes dear, I'll make sure everything is taken care of.
Yes he says he's not going to leave until he gets to the bottom of the problem.
I'll talk to you later sweetheart.

Mmmm Good Morning Sissy

You are so cute and sexy first thing in the morning. Today I think I'd like to start the day off with a lovely orgasm, then you could get me my breakfast. If you're very good we might have time for you to give me another orgasm after breakfast! Won't that be nice? Get that tongue busy Sissy, that's my special girl....

The Finishing Touch

The lipstick goes on before the cock goes in Sissy, it's what your man expects!

Not Quite

I don't really think I measure up to Peepster I think I'm more of an Xtra Small! It's not much but since she keeps me caged anyway what does it really matter anyway?

A Very Very Happy Sissy

Please see the smile, here we have a sissy in chastity who is about to become the center of attention for several hours! Lucky Sissy!!!

Sissy In October - A Nice Ride

The crisp autumn air and the beautiful colors make it a perfect time to take out the bike and go for a ride. I always seem to gather a crowd of other riders but they always seem to want to be behind me!

You're Never Going To Finish Sissy

You know Sissy, you're never going to finish cleaning my shoes if you keep peeking up my skirt! Now eyes down and get that tongue busy I don't have all day.


My wife had landed the big contract her firm had been pursuing for months and as a part of her reward they had a small party in her honor.
This was the first time I'd been introduced to the newest VP.
As he told me how much they counted on her and what an asset she was to the company he casually slipped his arm around her and cupped her breast. Stroking her cleavage,  he looked me directly in the eye. He laughed and gave her a squeeze and gave me a wink "Hope to see you again soon.".
He stepped away laughing as I blushed bright red.

Sunday Is Game Day - For Her Too

Oh hi Sissy, your friend Roy wanted to thank me for having all the men over to watch the game, isn't that nice? If you'll wait a little while I'll have a nice warm snack for you before you get back to your men friends.

Monday ManCandy

I love how her tongue is still working the "sweet spot"! A good dose of Monday ManCandy to cure your beginning of the week blues. I hope you all get to give or get some today!

Sissy Body Art (Assignment)

Perhaps you may be up for some more sun-baked sissy body art. Unfortunately, many sissies are still faced with sour weather. Plus, suntans have a lack of fidelity. They can also be difficult for many sissies to apply. Fair-skinned sissies often risk sunburns and dry skin; ebony sissies may have trouble getting their art to show up at all.

Luckily there's another option: drawn-on body art. (And for the sissies that have already taken the next step and gotten an actual feminine tattoo: Way to go girl! Your dedication to girliness is an inspiration!)

Find a fine-tipped permanent marker (or my favorite for that extra feminine touch for a sissy: a lipstain) and pick out a design you like. For sissies with limited artistic experience, a simple shape will work best (the shoulder star like Bianca here, a Venus symbol, a bow). In a pinch, a short word also works well. Capital letters are easier to write neatly - even if you've been practicing your girly handwriting, writing on yourself may be difficult. If you can't think of anything else, labelling yourself SISSY would be just perfect!

 But you don't want to hide your art away!

You have to show it off, sissy. If you're not quite brave enough to go with a fully bared piece of body art, you're going to go as close as you can: Your shoulder/upper arm, lower thigh or ankle (hidden, but just barely). No need to worry if you have concerns about your drawing skills - you've got plenty of places elsewhere on your body to practice where no one will see! You can try to draw or trace a pattern in pen and then fill it in with a more permanent solution later on. Or try free-hand if you're a bit more confident (short strokes will work better as you flesh out your design, the marker will naturally bleed over a bit into the surrounding skin).

Once you're done, you'll have a neat little girly reminder that's just a wrinkle or ruffle of clothing away. A raised sleeve, a lowered sock and you'll be able to show off your girly art!

Most permanent ink will wash off within a few days (depending on your marker, it may become much less visible after just one wash - feel free to touch it up as you see fit). If you have sensitive skin, test out a marker first to make sure you won't have any unfortunate rashes or uncomfortable events to ruin your artistic experience.

Most importantly - have fun and express your inner sissy!

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