The Sissy Project

As I storm into the library, my heels clicking as I enter, I spot my “team” for our class project and make my way over. They turn and wave me over as soon as they hear the clicking coming down the hall, and I just roll my eyes. “Hi Ellie!” Sasha says as she cheerily waves. She gets up and hugs me, and I hug her back. As much as I hate this situation, it’s hard to be mad at Sasha. She’s too nice and cheery, like, all the time. It’d be almost sickening if it wasn’t comforting. And it’s not her fault I’m like this. “You know I don’t like that name, Sasha,” I mumble. “Would you prefer Elizabeth?” She asks teasingly. I just roll my eyes again and don’t respond. I set my back down and have to untangle this sweater from the straps. “Why do I have this sweater wrapped around my neck like this if I’m not gunna wear it? It’s spring, for fuck’s sake.” “Because,” Angela, the third and final member of our project, begins with a glare, “it’s fashion. Ya know, the whole point of the class you took cause you thought it’d be easy? Like we’re just some kids playing dress-up.” I glare back at Angela in response, but break with a sigh as I get out my notes and my laptop. It’s not her fault either. She’s right. I stupidly thought that a fashion class would be an easy A to get me the random elective credit I needed for my degree, and I’d be out the door. Turns out fashion doesn’t come easy. Especially not for a normal, if petite, man like me who mostly just rocks graphic T’s and sweats.

When I signed up for the fashion studies class, I figured it would be a walk in the park. I mean, it’s just clothes, right? I wear clothes every day, how hard could it be? Turns out, very. I didn’t know a damn thing. I still don’t know how many types of tops there are. It’s insane! And it didn’t help that almost everyone, Professor included, thought I was just there because the rest of the class was almost all women. Which, like, I certainly wasn’t complaining, but is totally not the reason. And Angela especially didn’t like my being there, even more so when her best friend, Sasha, welcomed me with open arms. I think that’s why she picked me for this project. It was a fashion show. Each team of three had to design, style, and arrange 5 different outfits, and one of them would need to model them. Unfortunately for me, my obvious lack of knowledge and any modicum of fashion sense left me designated as the model. And since the only two people willing, if not outright eager, to partner with me were Ellie and Sasha, two girls who really only know women’s fashion, that limited the clothing options, much to my dismay.

After the first day we met to work on the project, where I showed up as my normal self, they put me in a dress that I looked ridiculous in, and strutted across their living room like a newborn giraffe thanks to the heels, they decided I needed to make a few changes. Namely, I was no longer allowed to be Eli until after the project was over. I was to be transformed into and maintain my image as Ellie, the new name they gave me to go along with the semi-permanent hair extensions, plucked eyebrows, and breastforms. I was reluctant at first, but I didn’t have much of a choice. Unless I wanted us to all fail, which I didn’t. And, after they put the makeup on me, I have to admit, I looked real good. Like, to the point that I had to excuse myself to readjust these special “gaff” panties they gave me. And maybe sneak a few photos for… later. All that being said, I will admit, I wasn’t taking to being Ellie all that well. The smoothness of my hairless body was foreign and off-putting, if oddly enjoyable. The mandatory heels killed my feet and legs, but hey, I did learn real quick after the countless falls in the beginning. And the make-up each morning was so tedious, but at least I can do it in one try now instead of seven or eight. But the worst thing was all the attention.

“What’s wrong?” Sasha asked as I unpack haphazardly. “What do you mean?” I reply, distracted. She reaches over and grabs my hand comfortingly. “You just seem, I dunno, off. Did something happen on the way over?” I sigh. She may not seem it at first, but Sasha is damn perceptive. “I-It’s fine,” I stutter in response. “Just, s-some guy hitting on me as I walked across campus. He wouldn’t leave me alone.” Sasha squeezes my hand lightly and chuckles softly. “Yea, that’ll happen. Life of a hot girl, am I right?” I yank my hand away angrily and turn to her, tears in my eyes as I stare at her just as angrily. “That’s just it, Sasha!” I whisper-yell, too afraid of making a scene to really yell. “I’m not a girl, am I? I’m a fucking guy, god damn it! Why do I still need to do all this? I’ve learned how to walk in heels, do my make-up, style my hair, all of it! So why!?” She just stares at me for a moment. Then, tears begin to well up in her eyes. “I-I’m sorry,” she replies, her voice soft, barely a whisper. I sigh. “No, Sasha, I’m sorry. It’s not your fault, and I shouldn’t snap at you. It’s just… this,” I gesture across my body from head to toe, “is all new and weird to me. And you’ve been nothing but kind to me.” She sniffles and lunges forward to pull me into a hug.

“I’m sorry, Eli,” Sasha says, my real name sounding foreign in her voice after weeks of being called Ellie. “You can stop dressing like this if you want. We never meant to make you think you had to stay a girl. We planned on telling you you could change back, but you seemed to be enjoying yourself. Hell, you even started talking in a surprisingly convincing girl voice, which we never told you to do.” I look at her, shocked. I guess I might have been enjoying it more than I let myself realize. “I mean,” I start, “it hasn’t been too bad, I guess. Except for the guys. That’s, like, totally gross.” Angela laughs, “Do you realize how girly that sounds? Plus, you’ve been learning a lot about fashion now that you experience it from the front row, so to speak. I mean, look at that outfit you put together- your hands down adorable in it.” I feel myself blush as I respond, “R-really, you think? I just thought about everything you guys have said over the last few weeks and, I dunno, just put something together.” “Well, it worked? You are killing it,” Sasha said as she hugged me again. “But, if you want, you can go back to being Eli. I mean, the hair stays, but you can just throw it into a man bun if you want.” I pull back from the hug and look between her and Angela. Then I look down shyly as I say, “I mean, I guess it wouldn’t hurt to stay Ellie for a little bit. At least until the fashion show is over.” Sasha squeals excitedly as she hugs me again, and Angela just chuckles under her breath. Something tells me Ellie may last a little longer than the fashion show.

Vampire's Suck

Ya know, it’s a good thing that the myth about vampires and mirrors is completely wrong, otherwise, I wouldn’t be able to take this video in the bathroom mirror. It’s also a good thing most people consider us just myths. They chalk my teeth up to fakes. Or think that I had them filed or something. They would never actually guess I’m a real vampire, that would be ridiculous. But, alas, it’s true. I wasn’t always a vampire, though it’s been a long, long time since I was a human. Or a boy, for that matter. I owe both of those things to Master Damon.

See, I was born a long time ago, back in the 15th century. Back then my name was Ingram Rowntree. Geez, it feels strange to use that name after so long. I was never the biggest or burliest man, even after I grew out of boyhood. Nonetheless, I wanted to prove I was a real man. There was a beast, presumably a wolf, that kept killing the hunters in my village. We’d send others out to try to find the missing hunters. However, they’d only return with bodies, if they returned at all. So I set out to hunt down this supposed wolf, determined to bring back its body and prove I could be a man, just like the rest. Turns out that wolf was really a vampire.

I met Master Damon in those woods. He was standing there, towering over me, blood dripping from his fangs and chin. He was struggling to survive, having recently been turned. He didn’t yet have full control over his new abilities. However, he had finally learned to ensnare the minds of mortals and turn us into his thralls. Which is exactly what he did to me. He rested his large, dark hand on my shoulder, and I felt it. I was enraptured by his magic and his every word, unable to refuse even his simplest of commands. He had me go into village after village and draw them out for him to feed. The more he fed, the stronger he grew. After doing this for months, he’d finally figured out how to transform me into a vampire myself, though still under his control. Unlike the myths and stories of the modern age, it isn’t as simple as just biting my neck. It was some sort of blood magic ritual, transferring some of his life force into me, tethering us together, making me even more subservient and reliant on him. But it did effectively turn me into a vampire, granting me similar strength to him, though him being the alpha means he is still much stronger. But that was only the first ritual he performed on me.

A few centuries later, Master Damon had grown so powerful that none could withstand his power or magical charms. I, on the other hand, hadn’t changed at all. The eternal life unfortunately came with a big downside for me: I don’t really change physically. I don’t grow, can’t build any muscle (not that I need it, I’m stronger than even the strongest mortal man), and I don’t notably age, so I still look as boyish and unmanly as I did when I was turned. But Master Damon had been looking for a spell or potion that would allow him to change me. Make me look like the man I’ve always imagined myself becoming. He really was a generous Master. And it seems he had finally done it. He called me to the secret laboratory under his manor. He had ritual circles and glowing crystals all around the room. He instructed me to stand in the middle and gave me some concoction that would knock me out. As I took it, he explained the ritual would allow him to mold my body. He promised he would shape me into the ideal shape for us. But when I awoke, I could tell something was wrong.

When I woke, my normal short, cropped hair was in my eyes. It was also a lighter blonde than my usual dirty blonde. I sat up, feeling a weird heft and movement on my chest. I looked down to see… BREASTS!? “What the hell!?” I heard a high-pitched and very feminine voice scream from my throat. I looked around frantically, searching for Master Damon. I spotted him standing a few feet away, just outside of the ritual circle, smirking. “Now, now,” I heard his deep, masculine voice rumble. “Shouting and cursing isn’t very ladylike, Isolda.” My eyes grew wide in shock and anger. “You- you turned me into a woman!? Why!?” I asked. He chuckled deeply, and I felt a tingling sensation from my new anatomy. “Well,” he began. “It has been quite a long time since I’ve been able to really let loose in the bedroom.” He casually strolls over to me and rests his large, dark hand on my now bare shoulder before continuing. “These mortal women are far too fragile for me to really enjoy myself. So I needed one that would be able to handle me at my full power. And what better way than turning my ever-loyal servant into my eternal lover? You’re already wrapped around my finger.” He raises his hand and cups my chin, and I feel my leg start to grow damp as my wetness flows down it. “Now you’ll just be wrapping yourself around my other parts,” he says with a smirk as he leans in and pulls me into a deep kiss.

That was our first night together, but far, far from our last. Many centuries have passed since then. Now, we live relatively normal, modern lives. Daddy Damon, as he now requires I call him, is a big-time lawyer now. He uses his magical charms to convince juries and win all his cases easily. He makes good money, so we can afford to buy black market blood so we don’t have to feed on mortals. I don’t work, since there’s no need with him making so much. So I just stay home and clean. I started a TikTok, just to have something to do while Daddy’s at work. I never expected it to take off as much as it did. I guess there’s a lot of horny guys out there who like petite, blonde, vampire girls. Who would’ve guessed? Never in the hundreds of years I lived did I think this is where I’d end up. But all in all, it’s not so bad. It has quite a few perks! “Isolda,” I hear Daddy call. “I’m home. Had a big win today, come help me celebrate.” Speaking of said perks, looks like this video will have to wait. This vampire has some sucking to do! I love my life!

Sophie Sweetheart

Extra cap for this week!! This is a little collab with my lovely friends Syd and Sammi!!! It's in a universe Syd started a while back but Sammi kind of adopted from her, so I'm honored to be a part of it!!!

Here is a link to Syd's part. One of Sammi's is over on her Patreon if you want to go and support her over there!! It's great stuff, so I definitely recommend it!! Either way, definitely check her out on DeviantArt! She did two and her most recent post there is one of them!

 

 

 

Sophie used to be a regular guy, she thinks. It’s all kind of fuzzy when she tries to think back to who she used to be. Unclear flashes of memories, a name. Timmy? Tommy? Eh, who remembers? Or cares! Sophie certainly doesn’t. All she cares about from back then is watching her favorite artists, Sissy Sassi and Jenny Jiggles! She didn’t know why, but something about them was just so… mesmerizing. And, surprisingly for a young guy, it wasn’t their boobs and ass. Well, not how you’d think anyway. Even back then, she wasn’t attracted to them. Which is weird, cuz she thinks she was straight then. Maybe. Who knows? Again, fuzzy. But she wasn’t attracted to them, she wanted to be them, big boobs and ass included.

She hadn’t had much at the time, but she’d had enough to afford some hormones, hoping they would give her assets like Jenny and Sassi, since she couldn’t afford surgeries. Unfortunately, they didn’t. Not to say they didn’t work, her skin became hairless and smooth, her hair silky, her face soft. And she did grow some breasts. But not as big as she wanted. She waited and hoped, but they stopped growing. So, she started to focus on her career. She wanted to be a Sissy Star just like her idols. So she took lessons, learned to sing and write songs, dance, everything she needed!

The first few videos she posted online, covers of Sammi and Jenny’s songs, didn’t do great. A handful of views and likes, but a lot of hateful comments. People saying terrible thing after terrible thing. Calling her gay like it was an insult. Some conspiracy about mind control and hypno… whatever, it was complicated and stupid. This is just who she is. But some of the comments were supportive. And one in particular piqued her interest. It was an agent looking to sign her as the next big Sissy Pop Star! She immediately replied, and within a month, she was recording her first professional music video! Though, it wasn’t all how she’d dreamed it.

“Listen,” the agent said to Sophie, now going by Sophie Sweetheart, as she was getting ready for the video. “Sassi is already known for her big ass and Jenny for her tits. Competing with them on that front would be career-ending, and yours has barely begun.” Sophie pouted, “But I want to be like them! It’s all I’ve ever wanted since I saw their collab! I want the boobs! I want the butt! I want the hung studs! It isn’t fair!” The agent pinched the bridge of her nose. “Well, sweetheart, it’s too late for that. We’ve already decided to lean into your innocent look, so that’s what you’re gunna have to settle for.” Tears began to well up in the corners of Sophie’s eyes. The agent sighed. “Listen, you’re adorable and innocent. They’ll eat that up, and you’ll be just as big a name as Sassi and Jenny in no time. And besides,” she smirked, “the studs will be all over an innocent-looking thing like you. And you don’t have to be innocent with them.” That perked Sophie right up!

And that’s how Sophie Sweetheart got here. She is in her staging area for her first big concert. She was recording a little video, showing off her dress for her hundreds of thousands of followers. She was nervous, but even more excited! The stadium was sold out, and she was the headliner. There are even rumors Sassi might be in attendance! She hopes they're true, it would be an honor to perform in front of one of her idols! Maybe one day, they’ll even get to share the stage! But that was probably a long ways away. For now, she was excited for the concert, and even more so for what comes after. Wallace “The Wall” Johnson was going to be there tonight. He was some sort of athlete, Sophie doesn’t really know exactly, sports are too confusing. But what she does know is he is built like an obsidian obelisk, and rumor has it he has one in his pants too! Sophie already reached out and has everything set up for after the concert. Turns out her agent was right, guys love the innocent thing. Especially when Sophie is known to be anything but innocent behind a closed bedroom door!

Feminizing Forfeits

As I sat there, nervously running my hand through my now long hair, I mentally begged the poker gods to bless this hand for me. I’ve not had much, or any, luck the last couple months we’ve played. That’s how I ended up looking like this. Long hair extensions, a pretty, made-up face, and breast forms that are, thankfully, mostly unnoticeable in my biker vest. But the payoff for losing this week may just be a line I can’t cross back over.

This all started because of my ego, which now, looking back, I can admit may have gotten out of hand. Hindsight and all that, right? I was always on the more petite side for boys, by a large margin, and I didn’t like that. So I acted tough. Started fights with those who wouldn’t immediately pummel me, dressed cool, got a badass motorcycle. You know, real cool and manly stuff. Always acting like the big man. And some of my friends got sick of it. So they devised this plan.

I lost my job a few months ago, so I hadn’t been going to the weekly poker games. Had to save all the money I could. But, the guys invited me to one, insisting that I could do some forfeits instead of paying. It had been a while since I got to school those chumps in the finer arts of poker, so I agreed. Huge mistake. I don’t know if they’d just gotten so much better in my time away from the game, or found a way to rig it against me, but I was getting the worst hands imaginable, and they seemed to know. I lost big that first week back. That’s when I got these hair extensions. They didn’t seem too bad, but obviously that was just the start.

I figured the extensions weren’t that bad of a forfeit, so I came back the next week. Same damn shitty hands and poor bluffs. I just couldn’t catch a break. So I lost again. This time, the forfeit was just to go to the salon and get my nails done. On the winner, of course, since I still had no money. It was ridiculous, but I guess it could’ve been worse. Then I lost again the next week, and the week after that. And after that. Each time, I figured the punishment wasn’t too bad, and I was a big man. I could handle a little makeup or skincare, no problem. It wasn’t until I was getting ready for this week's game that I caught on. I opened the box with last week’s forfeit in it and saw two mounds of what looked like silicone. It wasn’t until I read the instructions that I realized what they were. Breast forms.

“What the fuck!?” I shouted as I stepped into Barry’s basement for the game that night. All the guys were already there, and they started laughing hysterically. “Finally noticed, huh?” Hal asked between laughs. “Yea, I fucking noticed. Why the hell are you guys turning me into a chick?” My furious steps made the new and unsupported mound on my chest jiggle uncomfortably. “Wow, I didn’t think you’d actually put them on,” Steve said, a hint of surprise in his voice. “Listen,” Bruce said. “You wanted a way to play without blowing through your savings, which, with how shit your luck has been, would have been instant. So we gave you one.” “Yea,” Oliver agreed. “You could’ve stopped anytime, but you didn’t. So, you can step out if you don’t want to play. Or, you can sit your pretty ass down, and we’ll deal the cards.” I growled, but, prideful as ever, I sat.

It was the final hand. I needed to win this hand. Off the deal, I had a pair of aces. Great start. Then the first card of the flop was another ace. Fucking amazing! Three aces. Finally, the poker gods smiled upon me. Then a 2, then a Jack. I bet, and everyone calls. Suckers! Next card is a 7. Oliver bets. Bruce raises. I say a mental fuck it and I go all in. Everyone folds except Barry. He stares at me for a few silent moments. Analyzing me. I keep my poker face. He shrugs and shoves his pile in. “Call,” he says evenly. The last card- it all comes down to this. And right now, I have possibly the best hand. Another 2 flips over. I smile and throw my cards. “Full house, aces full of twos! Beat that mother fucker!” Barry’s eyes go wide, and he lets out a low whistle. “Damn, that’s a great hand,” he begins. But then a worrying smirk stretches across his face. “Too bad it can’t beat my four twos.” He lays down the other 2 twos and then racks in all the chips.

“Are you fucking kidding me!?” I shout, my voice rising an octave, almost matching my appearance. “I lost to a pair of fucking twos!? With ACES!?” Barry laughs. “Them's the breaks, princess.” “Don’t! Call me princess,” I say, standing and slamming a manicured hand down on the table. He stands as well. In that moment, I realized how much bigger and taller he is than I am. It was… intimidating. “Or what? You won’t pay up?” He asked. I sighed angrily. “What is the forfeit?” I ask through gritted teeth. His smirk grows, becoming almost devilish. “Well,” he began as he undid his belt. Realization dawned on me in that moment. “OH HELL NO!” I screamed, turning to leave. He grabbed my arm, his pants falling. “Fine, then you can pay me the two grand you owe me,” he said. I turned back and looked him in the eye, trying to be fierce. By the look in his eyes, I knew I failed. “I-I don’t have it, and you know that,” I tell him. He shrugs. “Then you know what you gotta do.” I growled and pulled my arm from his grip. Then I reluctantly, slowly lowered to my knees, ready to swallow my pride, and if the sound of all the other belt buckles unclasping around me was an indicator, a lot more.

Sammi's Submission

 

As Sammi saw her hormone enhanced butt jiggle as she bounced, she felt a warm sense of pride spread through her whole body. “Mistress and Daddy are gonna be so pleased!” she thought out loud. Mistress is her wife Natalia, and Daddy is Natalia’s new boyfriend. Her very tall, muscular, dark, and handsome boyfriend. Very different from Sammi, even before they started her on this transformative journey. See, before Sammi was this beautiful, bootylicious, blond bombshell, she was Samuel, a little whiteboi who got lucky enough to marry a woman so far out of his league they weren’t even in the same game. Unfortunately, or maybe fortunately, that luck went to his head, as did the confidence that came with it.

See, once Samuel married Natalia, the confidence of having such a beautiful woman on his arm got him thinking. If he could land such an amazing woman, why couldn’t he land others? So he tried getting with one of the girls in his office that he’d always had a thing for. It did not go as intended. She immediately went to HR. As this wasn’t his first offense, he got fired. When Natalia found out, she was understandably furious. She was threatening divorce, leaving, and taking everything to his name. He dropped to his knees and begged and begged. “Please,” he’d pleaded. “Please don’t leave me! I can’t lose you. I-I’ll do anything, I swear!” “Anything?” She’d asked with a mischievous grin that gave him pause. But he nodded enthusiastically. Her grin grew. “OK then.” She said plainly. He hadn’t known it at the time, but that was the nod that sealed his fate.

The next day, Natalia took Samuel to her lawyer. She laid out the ultimatum: Sign over all his assets or she’d leave and take them anyway. So, without reading any of the things placed in front of him, he signed. His home, his car, his bank accounts- everything now belonged to Natalia. Including Samuel, who was now legally Sammi. In the hundreds and hundreds of pages of legal gibberish that she didn’t read, there was a name and gender change document that declared the man who was once Samuel was now legally a girl named Sammi. She was not too happy after Natalia told her that after signing all the documents. “What!? That- that can’t be legal, can it?” she’d screamed. Natalia shrugged. “Maybe not, but you can no longer afford a lawyer to fight it. So, I think it’s time for a makeover, Sammi.”

Natalia dragged an unhappy Sammi to The Sissy Salon, a salon that specializes in turning boys, especially the small and reluctant ones, into girls. The died her hair blond and added matching extensions. Plastered layers of makeup on her face. They then injected her with what they call their “specialized fast-acting hormone cocktail”. The whole time Sammi sat there, silently pouting, which got cuter and cuter as the makeover went on. Natalia watched, a pleased grin glued on her face the entire time as she took pictures of her new project. After the makeover was complete, the attendants gave Natalia another dozen doses of the hormones to be applied at home so Sammi would develop as intended. Then Natalia took her new girl out shopping for her new clothes, as well as a few “special” accessories.

That first trip to the salon was 3 months ago. In that time, Sammi has been back dozens of times. At first it was a chore. Everything was, given her every shrinking cage and ever growing plug. But as the months went on, something changed in her. The way Natalia treated her did something to her. She was more dominant and aggressive. More demeaning and demanding. And it really turned Sammi on. Every time Natalia made her clean the house in skimpier and skimpier maid outfits, walking up behind her and grabbing what is hers, Sammi felt an ache in her cage that grew more and more arousing each time. Then, after the first few weeks, Natalia introduced Duncan, her new boyfriend. He was tall, muscular, dark, and hung. She’d decided to sign over all of Samuel’s old assets to him. Sammi was pissed, though her newfound submissiveness wouldn’t let her show it. She didn’t want to share mistress with this meathead. What she’d failed to realize is that Mistress isn’t hers to share. She’s Mistress’s to share. And Mistress is more than happy to share her toys, especially with her boyfriend.

After that first introduction, Sammi became very well acquainted with Duncan. More specifically, Duncan’s massive, beautiful cock. She was mesmerized by it. Every time he came over, Sammi would be on her knees in an instant, ready to serve her Daddy. And she would. She’d blow him better than anyone could ask for. She’d begged Mistress Natalia for a dildo to practice on, even if it could compare to the real thing. And practice she did. It was the last thing she did before bed each night, and the first thing in the morning. And at least a dozen times throughout the day. However, Duncan only let Sammi blow him, claiming her ass wasn’t big enough for him. She begged, and she begged, but he never took her from behind like she wanted. Some part of her, a very distant part named Samuel, bucked at the absurdity of her situation. She used to be a man (though not really) who was a well-respected executive (again, yea right), and here she was, begging to be fucked by the man who was sleeping with her wife, banging her throat, and owned everything that was once hers. But she didn’t care about that part of her. She only cared about one part of her: her butt.

As Sammi looked at her booty bounce, she thinks to herself, “This has gotta be it, right?” So, she takes a video of her shaking her butt and begging Daddy to breed her like the naughty slut she is. She sends it to Mistress and Daddy, and hopes it’s enough. A few minutes later, her phone chimes. It’s a message from Daddy that says, “Better get practicing, I’ll be home in 3 hours.” She squeals and grabs her toy, ready for the ride of her life. And then an even better one in just a few hours.

Pizza Delivery Panic

 

Alice jumped up from the couch as she heard the doorbell ring. “Yay, pizza!” she squealed. Vance stood. “Alright, go grab a couple plates and cups, we’ll eat in the living room so we can continue the movie. But don’t tell your mom,” he said with a conspiratorial wink, his voice rising naturally and easily to the higher register of Vanessa. Alice was his Vance’s mom’s coworker's daughter. She was 11 years old, so about a decade younger than Vance, but they always had a good time. He’d been babysitting her at least once a month for the better part of three years now, ever since their mothers got called into work on an emergency. It was last-minute, and Vance had nothing better to do, so he figured why not. It was a bit awkward for him at first. They didn’t have much in common, being a little girl and a young man. But Alice was such a beacon of joy, which helped ease the awkwardness a ton. She even got him to agree to play dress-up with her, which is where Vanessa came from.

After the first time Vance relented to becoming Vanessa, as Alice took to calling him, she requested him every time her mom, Ms. Douglas, needed a babysitter. Vance figured, why not? She paid well, and Alice was a sweetheart! So what if she begged for Vanessa every time he came over? It was a small concession to make. And, while he kind of hated to admit it, after the first few attempts, he looked good. He’d always been on the more androgynous side, so it took little effort. He became a wig styling and makeup expert. Ok, that may be a stretch, but for a boy who never really cared about his looks, he did a pretty damn good job. Which made falling into the role of Vanessa, the big sister, a lot easier. He began to move, talk, and act like a girl when over there, and as only children, they both loved having a pseudo-sibling, if just on occasion. He’s even been growing out his already long for a boy hair over the last few years so he didn’t need that old scratchy princess wig.

This was gunna be a special weekend for the two of them. The company their mothers work for is doing some sort of weekend-long retreat, and Vanessa had promised last time he was over that she’d be around the whole weekend. Alice got so excited when she heard that and hugged her “big sister” so tight. Vance decided to get ready at home so he could show up as Vanessa, just after Alice’s mom left. He styled his hair, his actual hair that now went down past his shoulders. Applied the makeup he had bought after he was worried Alice’s mom might notice some of hers getting low. Then he put on his outfit. Or more accurately, Vanessa’s outfit.

Usually, Vanessa just wore whatever clothes Vance had worn over or anything old of Ms. Douglas’s she had yet to donate. But for their special weekend, Vance had bought a new dress for Vanessa, her first piece of clothing that was actually hers! She was so excited to show Alice. It was a bit of a drive since they lived in the next town over, but it gave him time to mentally prepare. This would be the longest he’s ever had to be a girl. Weirdly, he was kind of excited! When he opened the door, he heard the pounding of Alice’s frantic, excited footsteps from across the house. And as she saw Vanessa standing in the doorway, she stopped and squealed before tackling her with a hug. “Oh my gosh, you look so pretty, Nessie!” Alice said as she finally released Vanessa, using the nickname she seemed to favor. She smiled, feeling her cheeks flush a bit at the compliment. “Thanks, Cece! You ready for our girls' weekend in?” Alice squealed again, dragging Vanessa to the first of many planned activities.

The day so far has consisted of a tea party, a few card games, and some arts and crafts. Now Alice and Vanessa settled in for an animated Barbie marathon. Vanessa didn’t think she would enjoy them, but she was pleasantly surprised. Some were surprisingly well made for DVD movies meant to sell toys. After the first couple, they decided to order pizza from Alice’s favorite local place. About thirty minutes into the third movie, the doorbell rang. Vanessa sent Alice to grab the plates and cups while she headed to the door, putting on her jacket to fight off the cold night’s air. As she looked up to meet the eyes of the delivery driver, she let out a quite feminine yelp as she covered her mouth in shock. There he stood, Jordan Monroe. The biggest, baddest bully on her block growing up. And Vance was his favorite target, especially after Jordan had gotten his growth spurt and all his muscles, and Vance got, well, nothing. Jordan’s eyes widened with recognition. “Shit, that you, Vance?” The bigger man laughed, recognizing his childhood victim even under all the makeup and hair. All Vance could manage was a soft whimper and nod, flashbacks of all the beatings and insults, chief among them being fairy and sissy boi. “Shit, shit, shit,” was all she could think in that moment, realizing that those comments were being confirmed in this moment, even if this had nothing to do with any of that.

“Shit, girl,” Jordan said, his gruff voice still filled with amusement. “You look pretty damn good for a sissy boi. I always knew you were a bit fruity.” “I-It’s not like that!” Vanessa managed to get out, her voice higher and louder than intended, catching herself off guard but not even fazing the mountain of a man in front. “I-I just babysit the girl that lives here,” she began to explain, voice much more timid now. “S-She likes when I dress up as Vanessa, so I–” “So you’re Vanessa now, huh?” Jordan interrupts, smirking down at her. She gulps and just nods. “Well, Nessa, kid’s mom know about you? Or anyone for that matter?” She shakes her head and manages to say, “Just me and Cece, uh, Alice.” He grins. “Well,” he begins, mischief in his voice as he hands me the pizza and soda, “here’s your dinner, gorgeous.” She takes it from him, his dark, meaty fingers lingering on hers longer than they need to.

Vanessa clears her throat, trying to compose herself. It only half works, and her voice still comes out shaky. “R-right, right,” she begins frantically as she sets down the pizza and reaches for the money. “Let me just–” she continues, trying to pay, but is interrupted by a bright flash and loud click as Jordan snaps a picture of her. “Don’t worry, hot stuff, it’s on me tonight,” Jordan claims as he looks at the photo on his phone. He hands her a piece of paper with his number on it. “You can pay me back with a call sometime. Otherwise, this,” he turns the phone to show the photo he just took, “may just end up online for all to see.” Her face goes pale, and Jordan laughs as he turns and begins to walk away. “Can’t wait to hear from you, sweetheart!” Vanessa closes the door and leans back against it, eyes closed, hands covering her face as she just groans. “So, is that like your boyfriend or?” Alice asked, startling Vanessa. “Shit!” she yelps as Alice just giggles and points to the swear jar.

Curiosity Created The Kat

Fun (unrelated to anything) Fact, "Curiosity killed the cat" is only the first part of the phrase. The second part is "But satisfaction revived it!" So stay curious everybody! Hope you enjoy!!

 

P.S. If you read my cap, Just One Of The Girls, my dear and amazing friend, Sammi, did a two part sequel to it over on her DeviantArt which I will link below! Both it and her are amazing, so go show her some love over there!! And who knows, maybe there will be a finale/epilogue at some point🤔

 

Sammi's DeviantArt

A Dish Best Served Hypnotized

A bit shorter than what I normally write, but I like how it came out! I hope you gals enjoy and I'll be back next Tuesday with another cap!

From Sucky To Sucker

Sorry I'm getting this out a bit late today, had some internet issues the last couple days so wasn't able to get the formatted and yada yada. Anyway, as always, I hope y'all enjoy! Also, I'm thinking I'm gunna start posting caps on Tuesdays instead of Sundays going forward. With my work, I have Sunday and Monday off, so if I don't get to writing during the week, it gives me a couple extra days where I usually don't do much to write. If I get the chance today and tomorrow to finish up another, I'll post it this Tuesday so y'all don't have to wait more than a week. Sorry in advance if not though and keep an eye out the following Tuesday!

Ivy's League

I'm baaaack ladies! A friend and fellow new capper over on DeviantArt reached out to me and asked if I'd be interested in a cap swap, and this is what came of that! Neither of us have done a cap swap before, so we just gave one another an idea to work off of. Anyway, I hope y'all enjoy! I'll link her DeviantArt below, so please go check her out, she is great and super sweet!

P.S. I plan to be back to weekly caps a week from Sunday! 

I totally forgot to link Rach here 😬 Here ya go: https://www.deviantart.com/rachelsweet96

Lil' Update

Hey girlies! Just wanted to apologize and let you gals know that I'm gunna be taking a couple weeks off of writing. I've got a very busy week at work this week, so I won't have a lot of time to write. And then I'm gunna take the next week to rest and recuperate some, especially since I've felt a bit burnt out, and not just with writing, but in general, which I fell kind of shows in some of the last few caps (though that could just be the crippling self-doubt🤣). And as I'm writing this, I am realizing that 3rd week I will be out of town, so it might end up being 3 weeks, but hopefully I'll have a cap ready to go for y'all before I leave. Sorry again, and see ya soon!

Set Sail For Sissyhood!

 

Reminiscing

 

A big ole thank you to the one and only Syd for the GIF and cap idea! I'd mentioned wanting to do a cap with London after having finally watching Gen V and she offered this idea up to me! Isn't she the best!?

Weekend Went Wrong

 

Father's Daughter

Definitely not my best, but I felt like doing something for Father's Day so I hope y'all enjoy anyway!!

Paige’s Predicament Pt. 3

Last part of Paige's debut! But like I said in the last part, she'll most likely return! The model for sure, and likely Paige as well. And to the Paige who's reading this, I hope you liked it!

Paige’s Predicament Pt. 2

As of now, this is only gunna be one more part, but I could always get to writing it and end up with more so we'll see. But Paige will definitely be back eventually, cuz I have plenty of GIFs for Nikki! She's done a fair bit of cosplay so who knows, maybe for Halloween  🤔 

And that first part is definitely not based on actual conversations between Syd and I. Nope, not at all😉

And lastly, speaking of the wonderful Syd: For those of you that don't know (which is probably not many of you since most of you come from her fantastic page anyway) she is doing a series in one of her universes that she started this past week. And she was wonderful enough to invite me to do a guest cap in it! So go check it out! The first two parts that set it up are out now! Link is on the side as always!

P.S. If you like superheroes, also check out Lasspoint while you're there! It's sooo good!! Ok, that's all! Bai, love y'all and enjoy🧡 

 

Paige’s Predicament Pt. 1

So, a certain someone has been commenting on some of my caps, asking about them being connected and even asked if there's a way to this connected universe. Well, looks like Paige found her way there after all! A big thank you to her, and all of you wonderful people, for your support! I appreciate you all! I will be out of town when this one goes up, but I hope you all enjoy!! Love y'all!

Sissified By the Sorority

 

Chastity Challenges

So, I'd had this idea for the Chastity Challenges app for a bit, but the wonderful Syd gave me the GIF and the idea for the adrenaline junkie looking for a new rush. So many thanks to her, she's the best! But anyway, let me know if you gals enjoy the concept of the app. I have a few more ideas, and wouldn't mind doing more with it down the line. Hope y'all like it!

Mother's Daughter

 

Happy Mother's Day! 

I'm gunna be completely honest, I teared up a bit writing this one😅 It's so sweet😊And I'm pretty happy with how it turned out! I actually still need to watch Regretting You, but I saw this clip and the idea hit me so... yay! Anyway, hope you all enjoy! Much love!!

 (Also a little unrelated side note, I hit over 11,000 site views! Thank you all so much, I'm glad y'all are enjoying my caps!!)

Daughter's Mother

 

I know, I know, I'm a week early 😬But I had two ideas for Mother's Day so one was gunna be early. This idea was loosely based on an episode of the show "Baby Daddy" where the main guy is a single father and his daughter's daycare does a mommy daughter talent show. He goes to complain but turns out any guardians can participate, so it was a none issue. Anyway, hope you enjoy!!

What Are Friends For?

 

Bet Gone Right

 

Thank you all so much!!!

 

OMG! Over 5000 views in less than a month! Maybe I'm just overestimating it, but that feels like a lot to me😅But even if that isn't that much and I'm just overreacting to a minor achievement, I still really appreciate each and everyone of you who has visited my blog. Whether you came here from my DeviantArt, Syd's blog or found me some other way, genuinely thank you all! I wasn't sure about doing this at first. I've never shared my writing stuff and had never done any TG writing until that first cap less than a month ago. And I was even less sure about doing the blog, originally planning on just uploading to DeviantArt. But I'm glad I did all of it! I've been enjoying writing again! I hope you all keep enjoying my caps, I plan on releasing weekly on Sundays. And again, even if this isn't a lot and I'm making a fool of myself with this long and I'm overly wordy thank you, sincerely, thank you all! Much love!

Just One Of The Girls

This is an idea I had a while ago, before I ever thought about writing caps. So... here I go😅 I kinda like how it came out (pun very much intended!) I hope y'all enjoy as well!

Esther Bunny

Well, I missed it because my computer is a piece of shit but, Happy Easter to those who celebrate!!! And to those who, like me, don't really celebrate it, hope you enjoyed your normal Sunday!!! Sorry if this is sub par, it was kinda rushed since I had to work yesterday morning and was having internet/pc issues.

April's Fool

Happy April Fool's!!! Hopefully this isn't too rushed! It came to me kinda randomly last night and I wanted to have it ready for April Fools!!

Man Maid

 First standalone cap!!! I'm pretty happy with it I think! I'm gunna aim for realisng weekly from here on out!

From Loser to Lovely Pt. 5

 Alright, last part!! I feel like it's a good end to her story. But who knows, I may get a bout of inspiration to continue it, so we'll see. But I'm excited to step away from this story and do some more caps.

From Loser to Lovely Pt. 4

 

Part 4 as promised!! Probably my fav so far!! The 5th and final part should be out sometime this weekend!

From Loser to Lovely Pt. 3

 Part 3 is here!! And the story isn't the only thing growing ;)! But it is growing! Now it's gunna be at least 5 parts, maybe even 6!! Part 4 will be out very soon!!

From Loser to Lovely Pt.2

Thanks to everyone who came here to view part 1. I wasn't really sure if I should make blog , didn't know if many people would find the blog or come here from DeviantArt. But y'all did lol! 400 views since my first post on here 4 days ago!!! In the grand scheme of things, it's probably not a lot, but it sure feels like it to me! Anyway here is part 2!

I was initially only gunna do 2 parts to this story, but I had one more gif of this person that I can fit into the story, so decided to stop it here for this one. So a part 3 is already in the works and will hopefully be out within the week!!

From Loser to Lovely

This is my first cap ever so sorry if anything is off. Especially the formatting of the text, I couldn’t figure out a way to make it bigger and stay on the image. If anyone has any suggestions or advice, it is greatly welcome! Also, I wanna give a big thanks to Sydney over at Sydney’s Sissy Captions! She’s an amazing caption writer and a huge inspiration! Definitely go check out her work, there’s a link to her blog and a couple of my other favorites on the right!

(Planning on doing a part 2 at some point.)

Umm... Hi!

 Hi, I go by Jocelyn!! I'm thinking about starting to write tg caps so if you somehow stumbled on to this... stay tuned I guess lol!