Clearing the Last Hurdle

This one is definitely one of my personal favorites now. I didn't think it would be when I started writing it, but looking back at it now, this one just hits plenty of my own buttons. I hope it hits plenty of  yours too!

Just Keep Telling Yourself That

When in Rome... (For Elise)

Enjoy Yourself

Your Date

Two Caps!: Make Me Proud and Timid Adventures

Meeting His Roommate's Other Side

A Different Sort of Roommate

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Preparing for Your Date

I actually wrote this one out...maybe almost a year ago, but I just never got around to making a caption out of it, so today I decided to make it happens. I quite like this cap personally, it's only the second cap I've written in the second person voice (I think, the other being Caught in Purple which I wrote a long time ago!). Let me know what you guys think! Do you like second person voice caps?

Transcript: These were the moments that you lived for. Everyone was out of the house and no one was due back for days. You’d waited an hour after the last person had left the house, every minute seeming to take twice as long, just to make sure that no one had forgotten anything. As soon as the hour was up, you’d sprung out of your seat and into action, your whole body trembling with excitement. With three whole days to yourself, you would have plenty of time to transform yourself into Sabrina and savor it too.

Your first order of business was to completely exfoliate your entire body. A special cream could be applied to all but the most sensitive of areas and a good razor easily took care of the rest. Once done, you’d hopped into the shower for a quick wash and to lather yourself in a variety of moisturizers and other bath products, their fragrant scents lingering around you, even after rinsing off. You spread layers of cool moisturizing lotion upon your newly hairless body afterwards, to ensure that it would preserve its soft supple nature.

You’d then sat down at your sister’s vanity table, picked up a small brush, and began with the foundation. You’d wielded your brushes with expert skill, applying blush, eye shadow, and mascara, which helped to hold up your false eyelashes nicely. Retrieving your wig and breast forms from a place that only you knew about, you’d attached the wig to your head and watched as the familiar dark, auburn, locks tumbled down into place. The breast forms came next, the cool glue of your silicone falsies sending shivers down your spine. You cupped the two mounds carefully, being sure to press them firmly against your chest long enough to allow for proper adhesion.

Applying a few puffs of your favorite perfume, you’d stopped for a moment to take in your new feminine scent, the aroma giving you an instant hard on as your fantasies ran wild. Ah yes, you’d almost forgotten about that. Waiting until your naughty little clit had settled down a bit, you’d grasped it firmly and winced as you pulled it hard between your legs as far back as it would go. The bit of discomfort was regrettable, but there was no sense in letting a little pain get in the way of the perfect look. A generous amount of surgical tape was sufficient to secure it in place, ensuring that it would not make any further unexpected appearances; that would’ve been quite undesirable.

Then slipping into your sister’s bedroom, you’d flung wide the closet doors and paused for a moment before strolling into a world of all things feminine. This was when having a shopaholic twin sister paid off. With so many choices and possibilities, you’d been unsure of what to try first. Eventually you’d settled on a colorful summer dress and slipped into it with practiced ease, the stretch of soft clingy cotton giving you pleasurable sensations as the tight dress hugged your body.

As you pause to examine your handiwork, the sound of the doorbell announcing your date’s arrival interrupts your thoughts. Throwing on a pair of flirty platforms, you teeter over towards the door, take in a deep breath and mustering up the most seductively feminine voice you can imagine, open the door and greet your visitor, “Hello Mark, I’m Sabrina. I’ll just be a minute more. Won’t you come in?”

The Girlhood Experience

Apologies for my recent absence, but being that it's spring, there's tons to do and lots of things to keep me busy! I'm afraid my captioning output will be lower than normal for awhile, but I'll still do my best to put my ideas to paper!

Transcript: “You want me to do what with that!?”

Kelly giggled as she watched her step-brother Brian, now fully made over into Brianna, gape at the size of the dildo she had selected. It was just too cute how nervous he looked. In fact, he looked pretty cute as a girl period. The hair extensions she’d put in looked completely natural, even when wet, and she had done a marvelous job with ‘Brianna’s’ makeup, if she did say so herself. Coupled with the unbelievably genuine looking breast forms that ‘Brianna’ was wearing, ‘Brianna’ looked completely passable as Kelly’s little sister. “Just start by playing with it. Give it a little lick and then, well, you know what girls do with these…”

“Yeah, but, but—“

“Oh hush! You were the one who admitted to me that you wanted to experience life as a girl after I caught you going through my things weren’t you or perhaps you’d like to see the pictures again? Maybe that would refresh your memory?”

‘Brianna’ looked at Kelly with an unamused expression as ‘she’ began, “You’re really enjoying this aren’t you?”

“Nonsense! I’m only trying to give you the experience you’ve always wanted!” Kelly tried to keep a straight face as she spoke, but she couldn’t. She was enjoying this immensely.

“Now just take your pretty little manicured hands and start stroking it. Use both hands, firmly, but sensuously. Just think of it as all just part of the girlhood experience, besides, it’ll be good practice for your date tonight.”

“What do you mean my date tonight, I—!?”

“Put those gorgeous lips of yours to good use now and shush! Now let it go all the way in, all the way to the back of your throat, there we go!” Kelly watched with pride as ‘Brianna’ performed masterfully under her instruction, even though ‘she’ was having some trouble with not gagging. But that was to be expected, it was a rather gargantuanly sized member and this was ‘her’ first time, as far as she knew anyway, after all.

“Did I not tell you? It must’ve slipped my mind. Fred asked me out to dinner yesterday and I told him I’d go only if I could bring my ‘little sister’ along and make it a double date, so he found Matt to go with you.”

The disbelief was blatantly obvious on ‘Brianna’s’ face, “You’re kidding right? I mean, letting you dress me up at home is one thing, but going out, and with a guy!?”

“Relax Brianna, if you do everything I’ve taught you, I’m absolutely certain that no one, not even for a second, will doubt that you’re my little sister. Besides, don’t you think it’s time to let the world meet my beautiful little sister?”

‘Brianna’ blushed, “You really think I look beautiful?”

“Absolutely. One-hundred percent.”

‘Brianna’ thought for a moment, “Alright then, I’ll do it, but I am not sucking his dick tonight, no matter how many times you make me practice!”

Kelly laughed, “Of course not! A real lady never gives a blowjob on the first date. That comes on the third!”

Tricks of the Lips

Every now and then I get struck with sudden inspiration and today, I decided that despite my lack of time I absolutely had to write this one out. Let me know what you guys think! What do you think will happen at prom?

 Transcript: It was spring of my last year in high school and the weekend of senior prom. My parents had left a few days prior and my sister had gone off to college the year before.

Although I was old enough to stay at home alone, I had also recently been grounded, so my parents had insisted that Matt, an old family friend, stay over to watch me while they were gone. While Matt and I weren’t particularly close, I’d known Matt for years and he’d only recently graduated from college, which made him still relatively cool by my standards.

Still, I wasn’t particularly pleased. The plans I had made for prom had been formed around the assumption that I would have the house to myself and not being afforded that luxury would make things much more difficult.

You see, I had planned on going to prom as a girl. Despite how average or normal I seemed, if a teenage boy could be considered normal that is, I wasn’t. For years I’d secretly pretended to be a member of the fairer sex whenever I could, safe behind the privacy of drawn blinds and locked doors, but after I’d returned home from my first public foray, I’d known I’d wanted more.

Prom would be the culmination of all I had worked towards and dreamed of. It would be my female alter ego, Lexi’s, first real debut and I wasn’t about to let anything or anyone stop me.

When prom day finally arrived, I was giddy with excitement. Convincing Matt that I was upstairs busy studying for a major exam, I made sure to distract him with old reruns of Happy Days before I went to work.

Believe me when I say that it was not easy. You wouldn’t believe how much work it took to make beauty look this effortless. Most girls get their hair and makeup done professionally, but I had to do mine all by myself, as well as a few other things that the other girls didn’t have to worry about. Securing the perfect tuck required nearly twenty minutes and waiting for the glue on my breast forms to dry so that they would adhere to my chest took an entire hour. It took me nearly all day to complete my transformation, but the results were well worth it; I looked spectacular.

Now that the hard work was done, all I had to do was to sneak out of the house, which was easier said than done. I’d almost made it to the door when Matt nearly gave me a heart attack, causing me to put even the most foul-mouthed sailor to shame.

Despite my current appearance, Matt recognized me nearly right away. Like I said, he’d graduated college. He was a pretty smart guy and my unladylike outburst hadn’t helped matters much. He immediately began to question me, what I was doing, where I was going, and why I was dressed as I was. There was no point in lying. I told him the truth. 

Matt surprised me by first complimenting me, saying that it took guts to do what I had planned on doing and he admired that, but it didn’t change the fact that I was grounded. Using his large frame to bar the door, Matt flatly informed me that despite the circumstances, the rules were still the rules and he was going to enforce them. 

At six foot two, Matt towered over me, even in the four inch shimmering heels I was wearing. There was no way I was forcing my way out and I wasn’t about to try, there was no sense in messing up my hair, but I also wasn’t about to give up that easily. You know the old saying the best way to settle an argument is not with your fists, but with your mouth? Well, I decided to take that little bit of wisdom to heart. 

When I finished my oral persuasion several minutes later, the only thing he had left to say to me was, “So do you need a date?”

Cyber Girl Thrills

Transcript: It had started innocently enough for Alex. His only intention had been to see how well he could pass by presenting himself en femme on chatroulette. It was quite a thrill, never knowing who would come up next or how they might react, but nothing excited him more than being able to pass for a girl in front of a complete stranger. He worked hard to achieve his desired look, shaving himself smooth from head to toe, even though he knew they couldn’t see his legs, and investing in a high-quality wig and realistic breast forms, which further enhanced his passability. Going by Giselle, it didn’t take long before he found his new identity blossoming and attracting plenty of male attention.

It was on one such occasion that Giselle found herself engaged in a rather raunchy exchange when partway through, she was completely taken aback when the man she was chatting with discreetly implied that he would be willing to part with a generous sum should she be willing to go a little further. The proposition both frightened and delighted her at the same time. To be made such an offer was an enormous compliment, but the circumstances were hardly less than ideal. After some deliberation, Giselle politely declined, but the encounter had planted the idea in her mind.

Two weeks later, Giselle anxiously performed her first cam show to a meager crowd of less than twenty. Within a few weeks however, she was regularly pulling in thousands of dollars per night from her hundreds of fans, all of which had no idea about her not-so-little-secret hidden within her panties. In fact, some of them had even gotten in touch with her privately about a more…intimate experience. She was still contemplating their offers. With her latest acquisition, it was possible, and she had wanted to test her faux virgin pussy out, but would it be convincing enough? There was only one way to find out…

Meeting His Roommate's Other Side

Transcript: 

Nicholas honestly hadn’t meant to spy, but as his gaze passed through the opening of his roommate’s cracked open door, the captivating brunette he saw made it impossible not to. Despite having never seen her before, he’d recognized who she was instantly by the tattoo on the bottom of her left ankle. ‘She’ wasn’t a ‘she’ at all, but a ‘he’, and none other than his roommate, Ryan. With the way Nicholas was staring, he was thankful that ‘she’ had been too preoccupied thus far to notice him yet.

Nicholas had known that Ryan had had a penchant for cross dressing, it was something the two of them had discussed after living together for some time, but he had never actually seen Ryan dressed as a girl before, a point he had gone to great lengths to maintain. He’d seen some stomach churning photos of men in dresses before and spontaneous hurling on his apartment’s fresh carpet was something he’d much rather avoid. Seeing Ryan however, he found himself experiencing a much different reaction altogether, an autonomic response that was localized a bit further south of the stomach.

Dressed in white short shorts and a brightly colored tank top, ‘she’ looked like something out of a raunchy magazine spread or a teenage boy’s wet dream. ‘She’ was striking provocative poses and examining ‘herself’ sensuously in the mirror, putting on quite the performance for ‘her’ unannounced audience. Nicholas couldn’t believe how good ‘she’ looked. Seeing ‘her’ as ‘she’ was now, he doubted anyone else would’ve been able to tell.

‘Her’ exhibition soon turned into a real show as ‘she’ put on a sultry melody and began to dance. Nicholas watched in a mixture of arousal and awe as ‘her’ lithe form swayed and seduced an imaginary crowd with fascinating expertise. Slowly, playfully, and meticulously, ‘she’ teased ‘her’ way out of ‘her’ garments until only a tight pair of cotton panties remained. Nicholas wasn’t so sure that he wanted to see the rest, but he felt certain that he didn’t want to miss it either.

As the song came to an end, ‘she’ leisurely slid ‘her’ panties halfway down, exposing a gorgeous bubble butt that Nicholas would’ve sworn only could’ve belonged to a woman, but then stopped. Looking over ‘her’ shoulder and straight through the semi-open doorway, ‘she’ appeared to be staring straight at him as ‘she’ cast a come-hither glance and then winked. Then slowly moving out of view, the last thing Nicholas saw was a perfectly manicured finger beckoning him inside. A few moments later, ‘her’ panties landed in the doorway in front of him. The ball was in his court now. He had little doubt what he would do with it…

Good Life

I apologize for my long absence. Last week was really busy for me, but I'm going to try to get back to captioning as much as possible! So here's a story I worked on today, it's probably the longest one I've done so far and the only multi-panel one I've done so far so please leave some comments and let me know what you think of this. Should I do longer multi-panel stories or stick to single panel ones?

When in Rome... (For Elise)

This particular caption set took me a long while to do. I think I started writing this about a month ago actually and I worked on it on and off over the course of that time. This set is a return cap for the wonderful Elise who made me a wonderful cap about a month ago which I still absolutely adore. Her writing style is fantastic and I was trying my best to equal her gift to me (seriously though, if you haven't checked out her work yet, you totally should, it's amazing!). I had originally intended this story to take up only one panel, but as I fleshed out my story, I found that there was more and more I wanted to tell and over time it gradually grew until I had to settle for three panels. Thanks for reading and hope you enjoy!

Your Date

Preparing for Your Date

I actually wrote this one out...maybe almost a year ago, but I just never got around to making a caption out of it, so today I decided to make it happens. I quite like this cap personally, it's only the second cap I've written in the second person voice (I think, the other being Caught in Purple which I wrote a long time ago!). Let me know what you guys think! Do you like second person voice caps?

The Girlhood Experience

Apologies for my recent absence, but being that it's spring, there's tons to do and lots of things to keep me busy! I'm afraid my captioning output will be lower than normal for awhile, but I'll still do my best to put my ideas to paper!

Tricks of the Lips

Every now and then I get struck with sudden inspiration and today, I decided that despite my lack of time I absolutely had to write this one out. Let me know what you guys think! What do you think will happen at prom?