Sunday, August 25, 2024

Math Teacher


 

Here's a special cap! NiceGent42 has a new story that just released and they reached out, asking if I'd like to do a caption inspired by it and I thought it sounded like a good time. I had a chance to check out the story and kept the "teacher becomes a student" and "language barrier" themes and changed around some motivations, names, and character relationships so if you enjoy this, you can hop over to NiceGent's story and enjoy a similar concept without any of it spoiled! Or if you don't enjoy this caption, you can hop over to the other story and see the concept done by a better writer. 😉


https://fictionmania.tv/stories/readhtmlstory.html?storyID=17244411461371637252


I'm never drinking again. Technically, it would be illegal for me to do so now, but even if I could, I'm never touching the stuff again as it led me here, wearing a girl's uniform on a school trip while answering to the name Lucia. My real name is Jason, and I was meant to be starting a job as the new Math teacher for this school after I finished chaperoning the trip. But due to way too much booze, a far too cocky attitude, and an angry ex-turned-coworker-turned-older-Sister, I was pretending to be the new girl while the staff grew more and more irritated that Jason was gone.


Since I didn't have a class to teach until after the trip, I didn't have to report for duty until the kids actually made it to the hotel, so I arrived the night before and decided to hit the bar. That's where I ran into Mariana, an old flame I hadn't spoken to in years. I held a grudge against her for leaving me, she always made up some stuff like I was "arrogant," "pretentious," "insecure," or said I "had an inferiority complex." She was making up excuses to leave me because I was never a very tall or muscular guy. I'm way too smart to believe that nonsense. She told me that she was here for the school trip, she recently took a job as the drama teacher for the same school. I tried to let bygones be bygones and ordered her a drink while I explained that I would be teaching Math, the subject she taught when the two of us were together. But I sent some... distasteful e-mails while I was intoxicated and hurt over her leaving me that included some half-truths and some not-at-all truths that got her blacklisted from public schools in our state. But she's here at a private school, so it worked out for her. Though she did mentioned she was hired as the Math teacher until someone with a much beefier work history came in and stole it out from under her, relegating her to the drama class. Whoops.


As the night continued, things grew a bit hazy but I remember following her to her room and noticing how much less stumbly she was compared to me. But after we got to the door of her hotel room, I remember nothing until waking up in her bed with a dry mouth and a pair of frilly purple panties and a girls' croptop with the school logo on, this instantly upset me, Mariana had always teased me about my height, my small frame, and my soft voice. Was she trying to get back at me? I stood up, pounding headache while looking for my clothes, I couldn't find them, but I did find Mariana waiting for me to say that she hadn't seen any of my stuff either. I needed to get downstairs and get a key to my hotel room, I could worry about the ID and cash in my wallet later. 


Mariana said she didn't pack any male clothes, why would she? So she offered to doll me up and so I'd look less suspicious. I accused her of planning this. She said if she had actually planned this, she would have taken compromising photos of me wearing the logo of my employer to blackmail me with and, well, she did plan this and she did do that. I didn't have much of a leg to stand on, so I let her. She did her thing to make my curly hair sit down to my shoulders, applied the make-up appropriate for a 17-year-old girl before strapping me into a bra and inserting breast forms into the cups and helping me into a girl's uniform that just happened to be in her closet and just happened to be my size. The blouse was a bit snug on my heavy chest. The knee socks on my shaved legs felt strange. The slightly heel in my shoes was hard to manage, but made feel a little taller. The skirt was a constant source of worry, but it hid the bulge in my panties. So I added the cardigan and was taken to the mirror where Mariana introduced me to Lucia. 


After hitting an invisible wall in the doorway, Mariana eased me out. There I was, out in the open, dressed like a teenage girl so I could get the key to my room and change out of this. We got to the desk and I tried to speak in a soft voice, but nothing would come out. Mariana said "Lucia doesn't speak much English. We're here for a school trip and Jason Rivera, one of my coworkers isn't answering his phone. Could we get a key to the room please?"


The cute young woman behind the desk nodded at me with a patronizing facial expression. Like I was some idiot kid wasting her time. It's better than the look of disdain she gave me when I hit on her the day before I suppose. But then she clicked away on her keyboard, saying that Jason Rivera checked out already, but he left his bag which was in their lost & found. However, they'd need Jason's ID to give it to us, otherwise it would he shipped to Jason's billing address. I wanted to cry, I slumped in a lobby chair with my legs spread wide open. Drawing the attention of several men much too old for a girl my age as Mariana laughed and pushed my knees together. It was uncomfortable, so I crossed my legs, which was more uncomfortable but I didn't want to fidget and draw more attention so I sat still. 


I stated at the carpet trying to regain my composure before I heard a flood of footsteps followed by "who is that?" "Wait is there a new girl?" "I think her skirt is too short for the dress code." I looked up to see all of my would-be students and the principal, my new boss, Mr. Lockwood. He looked to Mariana, nodded toward me and walked over before crouching in front of me. Does he recognize me? Everything is over. He knows.


"Hello, young lady, you must be Lucia, I'm Principal Lockwood." He said in a slow, condescending tone before looking at Mariana, "I got your text about your little Sister not speaking English, so I spoke with Edward, he's fluent in both languages so we'll have them partnered up for the trip." I couldn't think of anything to say or do that wouldn't make my situation worse so I just stared blankly until Mariana repeated everything he said to me in Spanish. When we were dating, speaking Spanish was kind of our thing, we never really had the chance to do it with anyone else. I forced a smile and nodded as a young man approached and helped me out of my chair before kissing my hand. He said he was sorry about My Mother getting sick, which I chalked up to his being bad at Spanish.


But then Principal Lockwood thanked Mariana for volunteering last minute after Jason backed out, but that accommodating her baby Sister in her tough times wouldn't be a problem. She planned this whole thing out. She wasn't even supposed to be here until this morning. No wonder she had a uniform in my size. She must have been on my phone after I passed out. Checking me out of my room, texting Lockwood about my not showing up... She made me a teenage girl! I stared daggers at her until I realized Edward still had my hand and was rambling about how excited he was to see the play we were on this trip to see. I nodded politely trying to pry my hand from his grip. Lockwood told him to act like he had seen a pretty young lady before. That was inappropriate. 


We were all corralled onto the bus, I tried to sit next to Mariana, but she reminded me that students sit in the back and I had to sit next to Edward who continued to show off his Spanish, the pronunciation was off, but he was decent at it. All I could focus on, however was the chatter amongst the other girls in the class calling me a slut, and talking about how the new girl is already huddled up with a boy. I started to answer his questions in a higher, daintier voice than my regular one to drown them out. I felt myself slipping more into character, it made it easier to pretend I couldn't hear their mean-spirited comments. 


When we arrived Edward climbed over me and held his hand out to assist me up like a gentleman, I'd think it would be more gentlemanly to not climb over me so the only thing between my face and your junk is your school-issue khakis but maybe I'm old-fashioned. After helping me up, he didn't let go of my hand, treating me like I needed to be guided. I'm a non-English speaker, not a toddler. Walking down the steps I could feel the breast forms jiggling and I hoped that nobody saw them jiggling, a quick glance around confirmed that they had and were waiting for more. I started to feel the scale of this whole thing and I gripped Edward's hand tighter, he took it as a signal to pull me closer. I followed him inside as a girl gave me the evil eye, Edward informed me in Spanish that was his jealous old girlfriend Emma, he dumped her because she wouldn't stop bullying every girl she was jealous of, but she was basically harmless. 


The play was interesting, but I had to put up with Edward repeating everything they said back to me in Spanish. All I could think about was the weight on my chest, the sensation of the smooth skin and kneesocks rubbing together as I bounced my crossed legs, and the fact that Edward was trying once more to hold my hand. I turned in my seat to search for Mariana who was already staring at me, waving, and recording with her phone. Whether she was recording me or the play was a toss-up, but I had a feeling it was me. When I turned back around Edward's face was inches from mine. I had to ease him away, and remind him that we just met. Teenagers are such idiots. 


While we were walking out I had to sneak to the restroom. Mariana followed and complimented how well I was filling the role and that I should consider the drama class. I started to argue back but Emma walked in, so I had to switch back to Spanish. We argued back and forth about her planning this whole thing. But she had no issues with what she did to me, she said this was payback for my attitude and the way I treated women. I lost the will to argue as I felt tears well up, Mariana hugged me, the height difference between us now more apparent that I'm in chunk heels and she's still taller than me. I needed a drink, but that wasn't happening, Mariana left the bathroom and I followed. As I exited the door I felt something yank at my skirt as I turned to see Emma pinning it in the door and slamming it, yanking my skirt off. I quickly covered the tell-tale sign in my panties before I could be noticed. I turned and the door was locked. My skirt was stuck as people began to notice the teenage girl in her underwear. Edward ran over and removed his cardigan to cover me up. The door opened and Emma came out "Oh my gosh, Lucia. You really need to watch out for that bubble butt of yours when you're leaving a room." This bitch. 


We made a stop at a restaurant for lunch but Mariana handed Eddie her debit card and asked if I could help her pick out some outfits, as my luggage had been lost on the flight over. He agreed. He led me to the clothing store in the same shopping center, I was still wearing his cardigan wrapped around my waist as my skirt was torn beyond repair. I sheepishly browsed the clothes, I said I was hot and removed my cardigan as an excuse to look at the tag, I had no idea what size I was. I got some jeans, which Edward insisted I model for him. I got some skirts, which Edward insisted I model for him. I got some new shoes, flats this time. I got a casual dress, which Edward insisted I model for him. I got some new bras and panties, which Edward thankfully didn't insist I model for him. I didn't think I'd need this many changes of clothes for a two day trip, but hey, Mariana's paying and draining her bank account would be fun. I put the school-appropriate skirt back on and watched Edward swipe Mariana's card. 


As we were walking back, he worked up the courage to ask me out. I reminded him I was just here because my Mom was sick and I wouldn't be staying. He asked for my number. I told him my Mom doesn't let me have a phone. He wrote his number down and gave it to me, I stuffed it into my pocket and we returned to the restaurant. After we ate, we piled back into the bus and returned to the hotel. We were visiting a museum the next day so I tried to mentally prepare myself for Edward to read every single sign to me, to repeat every single bad joke the tour guide makes, and for Mariana to document it all. I tried to make an excuse as to why I had to go back to my room and not be around him anymore, but Lockwood came to interrupt us.


"Well, Lucia. Good news." He said. Then looking to Edward to translate. "I spoke with your Sister and she provided the proper documentation and your enrollment is complete. We're very happy you've decided to stay with us." Edward burst with excitement and wrapped his arms around me, I could feel him getting hard against my stomach and I had to use all of his strength to pry him off me. Lockwood leaned in and gave me a kiss on each side of my face. That was inappropriate. "Though I'm sure none of us is quite as happy as Edward here. He seems to have taken quite a shine to you, so we arranged your schedules together so he could help you until your English gets to an acceptable level." This was embarrassing. I had to wait for Edward to translate to react, I couldn't even force a smile but he still seemed happy as a clam. 


As Lockwood walked away, he turned back, "Oh, and your Sister mentioned that you were interested in the drama class. We'll have a substitute filling in for the foreseeable future, as the Math teacher we had lined up just resigned and she accepted the position." 


Friday, August 23, 2024

Hell Week pt. 1

 


A new idea for a multi-part caption I had. If you gals like it enough I'll keep going once SHEZAM! wraps up and whatever Halloween captions (still open to GIF or story suggestions for those!) I make this year. So let me know if you want more!  😀 


When the rival football team offered up the wager for the big game, I was excited. A member of the team that torments me day in and day out having to go to the other school posing as a girl for a week? Hilarious. Plus, there wasn't a doubt in my mind that we would lose, Lincoln High wiped the floor with us every season. But when it came time to nominate a team member, they all of a sudden wanted to consider the equipment manager as part of the team. Where was that attitude when I was locked out of the room for all of the yearbook photos? It's not like I even wanted to be involved, but my step-dad was insistent I get involved in a sport. So now I'm stuck with the responsibility and he's still on my back about not being manly enough. Now I have to explain to him that I have to wear a skirt and heels all week? 


My plan was to just get dressed at the school and get it over with, but it turns out this was much more intricate than they'd planned. A few teachers who were very invested in the sports goings-on at both schools agreed to help facilitate the bet. I would attend all of our their classes for the week and the ones back at my actual school would mark me present and give me perfect grades for the week. They also arranged for the cosmetology class at Lincoln to give me an appearance that I wouldn't be able to hide. Not only did I have to spend the weekend at Lincoln with the girls earning extra credit turning me from Wayne into Amanda, but they revealed since I was going to be sharing gym classes, locker rooms, and bathrooms with the girls, the female staff was concerned and needed assurances that I wouldn't attempt anything. Not that I would, I'd never done anything with a girl. But I was still handed a small metal cage with an instructional video. In order to prevent an unsightly bulge, I had to use an ice cube to shrink it as much as possible, practically inside of me, before locking it into place. It was absurdly uncomfortable, but the girls offering (threatening rather) to come in and help was enough motivation to do it myself. 


They told me to shave any body hair, but despite being legally an adult, I had none to speak of, but I gladly accepted praise from the girls for following instructions as I stripped to my boxers and then was told to lose them as well. They must have seen how red I turned, since they all agreed to leave besides Sarah, who I always sort of had a crush on when I saw her at our games. She was artistic, kind of nerdy, and unique. But she was dating Marlon, one of the players for Lincoln's team. But here I was with her, naked. She taught me how to hook a bra, after asking if I'd ever taken one off of a girl. I lied, quite obviously. She showed me how to pull stockings up my legs, and showed me how to walk in the chunk-heeled boots I'd be wearing all week. I was excited about how proud she was until she told me none of the girls had shoes that would fit me, so she had to borrow those from her younger Sister. I was scared to ask how much younger.


After my alone time with Sarah I was thrown right back to the sharks. I sat silently with my hands on my lap as they argued over what kind of girl I was going to be. They said I looked to churchy to be a punk chick. Too naive to be a slut. Not fit enough to be a sports girl. Not well-spoken enough to be a nerd. They all began to whisper. I watched intently, but then my eyes wandered and the cage started to hurt, so I looked away. They broke their huddle apart and Mia, the star cosmetology student put a hand on my shoulder and smiled. "Amanda, I think we've found our new girl next door."


They moved in a whirlwind. I didn't have time to protest as they started to snip and play with my hair and spread some goop on it. I wasn't allowed to look in the mirror as they changed the person I'd see in it. Sarah came in with a duffle bag full of clothes. They told me Sarah volunteered to host me, so I wouldn't have to worry about my step-dad at least. Maybe he'd let up if I told him I was hanging with a girl all week. They stood me up, then walked me to the mirror and I was shocked. My hair was cute... and blonde!? My face was made up like a princess. I was wearing a tasteful sweater and pleated skirt combo, the bra gave the illusion of a small, budding chest. My legs looked nice in the stockings, with the small heels on the boots making them appear a bit more shapely. 


I asked what I should do about my voice. They told me it wouldn't be a problem. Which was unnecessary and hurtful. But they declared their job done and I got to walk home with Sarah. She coached me on walking like a girl all the way there. I had it down. She introduced me to her parents as her friend Amanda who was staying over while her parents were on vacation. I was greeted warmly, while her little Sister complimented my boots. I called my step-dad to tell him I wouldn't be home because I was with a girl. I expected praise but just got a "don't fuck it up." 


Sarah lent me a nightgown. But told me it was a little skimpier than what the other girls had planned for my "girl next door" aesthetic and I'd have to keep it a secret. I spent Sunday practicing and got to go to dinner with her family dressed in jeans and an Olivia Rodrigo shirt, she was hot but I'm not sure I could name a song. I'm sure that would change by the end of the week. My family never had the money to go out, especially with an extra guest, so it really did feel like I was a different person. As I expected we stayed up a little late in our nightgowns as she gave me a crash course in all things modern girl, listening to pop music, teaching me slang, showing me which guys are hot and which guys are problematic. The only name I recognized was Pedro Pascal so I'm just gonna say he's my favorite. 


Monday morning I had to go straight to the office to get my schedule, I felt kind of cute in my sweater and skirt, I'd started to develop a habit of rubbing my fabric-encased knees together while standing. It was satisfying. But after that I walked into the hallway and was instantly overwhelmed by the sea of students. Who knew who I was? Who knew what I was? I was nervously greeting everyone. Their wandering eyes were off-putting, but I thought continuing to smile was my best option. Until one started to smile back "Oh! I've seen pictures of you. Better believe we're talking later." I had no idea what he meant, but I spotted Sarah and was more relieved than I'd ever been, my emotional support human. 


She informed me that the guy who greeted me was Tariq, and he apparently suggested the wager that had me standing here in this skirt. She says they found some things on his phone that led them to believe this was much more than a joke to him. Sarah also informed me that Marlon was supportive of his best friend and was insisting that Sarah set up a double date. I told her that I wasn't into guys, that was ridiculous. She nodded, then asked if I could just do her the favor, since she helped me out so much so far. She also suggested that she'd make it worth my while. She stuck her chest out and bit her lip. That was enough to convince me. At least in the moment. I spent the rest of the day with my legs crossed at my desk, ignoring the strange looks and focusing on the fact I agreed to go on a date with some dude named Tariq. 


As we walked home at the end of the day, Sarah pitched ideas for dates. I mumbled that I'd never been on one. Sarah apologized that she didn't realize she was forcing me to go out with a guy for my FIRST date. The date wasn't until Thursday so we had time to prepare. "And time to play" Sarah said with a wink. 

Friday, August 9, 2024

The Moves


 

A fun lil' one. As I'd hope you all know, Halloween is coming up and I'm hoping to do another caption blowout, I conjured up some fun AI pictures with spooky themes to make a few, but if anyone has any GIF suggestions (or scenes I could turn into GIFs, I'm a slight bit more technically savvy than I was then!) Or story ideas they'd like me to try to elaborate on, send them to SydMixUp@gmail.com or comment here. As always, I might not get to every idea, but I'll do all I can. Look forward to hearing from you. 😀 

XOXO
-Syd

Everyone tried to warn me, but I thought it was ridiculous. Why would Anthony try to put the moves on me!? He could have any girl he wanted, and I say that as his best friend who has watched him bed every chick, bimbo or brilliant, buxom or bratty. He'd pick a target and charm the pants off them within the week. He tried to teach me a time or two, but I just didn't have the money he had. Or the height. Or the frame. Or the mass. Or the confidence. Or the experience. But I'd be able to swing by his apartment in the morning and see them wander around the house in their undies, awash in leftover ecstasy from the night before. Let's just say a lot of deposits were made into my spank bank from that couch. 

But recently, things have been a little different since I got my new job. Finding a new job was tough, especially for someone as meek as myself. My Aunt offered me a job, but she mentioned her company had enacted a diversity quota. If they could get another woman of color, it would mean a bonus for all of us, and that would help me catch up on the back rent hanging over my head. So I agreed. My Aunt could turn me into her new office girl.

My training period consisted of teaching me to carry myself as Amy. As I worked through it some of Anthony and my friends stepped in to help. They were all women, all of which I had crushed on at some point and all of which I had watched stroll out of Anthony's bedroom at some point. Within the ending of my training period the practice, Hormones, breast forms, and tuckjob made me indistinguishable from other women my age. If anything I looked a bit younger. But I noticed Anthony being nicer, grabbing the bill for lunch (which he usually did, but while making fun of me for being broke beforehand), letting me vent about my day, and complimenting my skirts and dresses. I should have noticed initially that he liked the shorter ones.

The other girls we hung out with began to tease me about our flirtacious interactions, but I kept telling them I didn't know what they were talking about. Then when he hosted a game night, I walked past his chair and he pinched my ass. The fact I turned, giggled, lightly slapped his muscular, chiseled chest in that tight t-shirt and said "Stawp it!" Like a smitten teenager hurt my masculinity more than wearing a bra, knowing how to walk a flight of stairs in high heels, having a preferred selection of cosmetics, and looking at a smooth front to my frilly panties in the mirror every day for the last few months ever could. I left and didn't respond to any of his concerned texts or any of the girls asking if I finally got what they meant.

I buried myself in work for the next week. Coming home, changing into my nightie and lying in bed at night. Replaying those events in my head and cringing at how I let him treat me like a girl. Then my panties started to get tight and I'd toss and turn, imagining confronting him... but couldn't help but imagine him doing the dumb thing he does to avoid responsibility every time he upsets a girl. Where he just makes that dreamy look and draws in closer. Wrapping those thick arms to hold them in place. Whispering "sorry" as he rubs the bristles of his beard across her forehead. I mean her forehead. While pressing his bulge against her stomach, he loved short girls. And whispering "hey" until they look up, then following it up "I'm sorry" before tenderly kissing me, I mean her, and when I get to that point... I finish. No hands. Shouting in surprise and pleasure. It happened Monday. It happened Tuesday. It happened Wednesday. It happened Thursday. I'd clean up, change my nightie, and go back to bed. I'd peacefully sleep and wake up before spending the day feeling ashamed and confused before doing it again. 

Friday rolled around and asked me to join him and the girls for a movie night. I asked around and he hadn't asked anyone else. He was trying to corner me and make his move. I thanked the girls for the heads up and ignored them asking if I was still going to go. I planned to give a piece of my mind, but I made sure to make a quick last-minute salon visit and pick out a cute outfit, you know, to look cool while I put him in his place. 

I arrived, he had candles lit, my favorite takeout on the table, a romantic comedy ready to play on the TV. "Oh hey," he said unconvincingly, "the girls couldn't make it, but I already bought this movie so I guess we're stuck with it. Oh and I had to spray the chair, spilled a drink, so we can share the couch." I was ready to bite his head off but he went to so much effort that I found myself next to him pressing play before I knew what hit me. I regained my wits when he tried to put his arm around me and accused him of trying to seduce me. Even though he knows I'm really a boy.

"It's just... Amy... It's so hard to remember that when you're more beautiful than every woman I've ever met. Plus you're so cool, I know we get along, we have a connection that neither of us has ever felt... I just thought that... We could try." I tried so hard to remain serious, until it became clear that I was blushing and smiled. He smiled, knowing he charmed his way out of consequences once more. 

"You say that stuff to all the girls." He smiled. I called myself a girl. He was going to hold that over my head as he started toward me. And I'd never felt more vulnerable. His whispers dancing down my body, giving me goosebumps. His strong arms locking me into place, preventing me from running away from this. My head against his chest, breathing in his scent. Looking down as his already-prominent bulge grew and size and temperature and pressed against my stomach, only separated by the thin fabric of my shirt and his pants. Then I heard it.

"Hey" and I looked up so fast that I think I actually kissed him first. My smooth soft face felt the scratch of his beard and I lost it. I trembled. Moaned. Went limp in his arms. I excused myself to the restroom and changed into the spare panties I'd packed into my purse and returned to him. There was no denying anything now. I stared at the floor embarrassed. But he comforted me and said it was ok, he convinced me to stay and said we could go slow, we didn't have to do anything I didn't want to. He'd never waited more than a night to get off... Maybe he was serious. I sat back on the couch and let him put his arm around me.

I never did see how the movie ended.

Friday, August 2, 2024