TG Captions

All my TG Captions in one place. Enjoy!

TG Caption – Shocked

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Synopsis

Ann finds her long lost ex-boyfriend. But he doesn’t look exactly like she remembered!

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“Over here Ann!” Jim exclaimed, using his perfected feminine voice. Smiling as his ex-girlfriend cast a confused look his way, he broke the ice and continued in his more natural, masculine voice. “It’s me, Jim.” He laughed loudly, fluffing out the skirt of his dress and flashing her an award-winning smile. “What do you think of my new dress?”

“Your dress.” Ann whispered, shocked and at a loss for words. Regaining her composure, she paused and looked him up and down, a smirk forming on her face. “No wonder my private investigators never found you. Well, you never were a man in my eyes. This actually suits you much better.” She laughed, gesturing to his body. “Now I can call you the thieving bitch that you really are. I want my half of the lottery winnings and I want it now!”

Ignoring the insult, Jim continued to smile condescendingly. “You were such a lousy girlfriend Ann.” He sighed loudly, standing up and grabbing his purse. Giving a little twirl so that the skirt of his dress flared out, he gave a little giggle before continuing. “And for the record, the man you sent after me did find me. But let’s just say I make a better woman then you in more than one way.” He finished, slowly licking his lips mischievously. “And Paul there.” He paused, pointing to the man that Ann had hired to find him and that was slowly walking towards them. “Is now my personal bodyguard. And if he gets wind that you’re looking for me… let’s just say that you’ll regret it.”

Final Thoughts

Hoped you like this one. I’m going to try for three captions a week. Monday, Wednesday and Friday. Enjoy!

-Gwyneth Silver

TG Caption – Manly Composure

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Synopsis

Sam allows his girlfriend to feminize him in order to create an Only Fans side hustle. But does his girlfriend still consider him a man?

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“Look at me Jess!” Sam cried, pulling down the top of his dress and hiking up the skirt. “I’m a walking wet dream for crying out loud. I can’t even walk ten steps without a man either looking at my ass or staring at my tits” He emphasized by squishing his ample breasts together. “I’m sorry. I know how much time and effort you put into this, but I’m tired of pretending to be a woman half the time. Besides, you must be tired of seeing your boyfriend prancing around like some fairy all the time.”

“First off.” Jess paused, trying to hide her amusement but failing miserably as a smirk spread across her face. “Let’s be honest with each other. You make a far better woman then you ever did as a man. That was one of the reasons I asked you to go into this side hustle with me. You look so realistic as a woman that no one should have been able to tell that you were really a man. And you know I’m right. Your Only Fans page was a hit and we started raking in the money within a month.” Trying again not to burst into laughter at the simpering little bitch her boyfriend had become, she continued. “And even though your true identity got out and there was all that big drama with your family… our Only Fans got even more popular.” She paused again, hoping that Sam never found out that it was her that had leaked that info. “Now, let’s finish up the photo shoot and I’ll allow you to show me how much of a man you still are.”

Trying to muster up some manly composure, Sam looked down at his breasts and realized that wouldn’t be possible. “Fine, you win Jess.”

Final Thoughts

Went back to the original TG Caption format with this one. I think I’ll rotate between different styles from now on. What do you all think?

-Gwyneth Silver

TG Caption – Real Girls

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Synopsis

Ed must go to work as a woman for a week because of his past transgressions.

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With Katherine guiding Ed by the hand, they passed the security guard at reception before heading into the elevator. It was like Ed could feel the guard’s eyes on him as he walked past him on his high heels. It made him think about what had landed him in this situation in the first place. He had always had a less than stellar reputation, but apparently slapping a woman on the ass was grounds for firing. But HR had proposed another option for him, an option that would have him come to work as a woman for a week.

“I feel like an idiot.” Ed stated, placing a hand on his hip and glaring at Katherine, the woman who had volunteered to give him his feminine makeover. Stepping into the elevator, he continued “And I don’t know how you real girls wear heels all day. It’s only been an hour and my feet are killing me!”

“Real girls huh?” Katherine laughed, eying her co-worker up and down. “If you ask me Ed, not only do you look like a real girl, but a dam sexy one at that… now come on.” She paused, roughly pushing him out of the elevator to a waiting group of giggling women. “All the women you harassed are dying to see what the big bad Ed looks like in a dress and heels… and I think a few of the men do as well!”

Final Thoughts

Here’s a quick cap for your enjoyment!

-Gwyneth Silver

TG Caption – Masculine Pride

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Synopsis

Ethan tries to get back into the banking world by masquerading as a woman. But will success as a woman banker be worth the price to his masculine pride?

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“I told you I could do it.” Kim beamed, eying her handywork up and down. “Stand up sweetie and take a look in the mirror.”

Standing up awkwardly from his chair as he still wasn’t used to wearing heels, Ethan took a good look at himself. I don’t believe it.” He whispered, shocked at his appearance. “Kim, I think this may actually work.”

“Oh, it will babe.” Kim giggle, enjoying herself quite a bit. It wasn’t often she got to turn a man into a woman after all. “And before you ask. I have everything you’re going to need. Let’s see here.” She paused, going through the list that Ethan had emailed her. “Panties, bras, skirt suits and business dresses. Oh, and the lingerie.” She paused, looking Ethan in the eyes and smirking mischievously. “You’re gonna make quite the girly girl.”

“Well.” Ethan replied, going a deep red and purposefully avoiding eye contact. Crossing his arms around his waist, he regained his composure before continuing. “You make one small mistake in the banking world and your blacklisted for life. But this is my second chance Kim. A chance to start over, even if it is as a woman. So yeah, I’ll be the best god dam girly girl I can be until I get where I want to be.” He paused again, trying to regain his masculine pride. “But just you remember, I’m still a man underneath all of this.”

Final Thoughts

Been awhile but I’m back again! Hope you enjoy the secretary cap!

-Gwyneth Silver

TG Caption – Housewife

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Synopsis

Chen becomes a woman to avoid being captured. But when his crimes catch up to him, he’s forced to take things one step further, to become a housewife.

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Chen was part of a crack team of thieves that had gotten very good at their craft. They were so good that they had decided to target a very high profile, yet privately owned art gallery. They were successful of course and had made a killing selling each piece on the black market. But what they didn’t know was that art gallery was owned by a billionaire. A billionaire that was hell bent on revenge.

One by one Chen’s associates had disappeared until he was the only one left. For the first time in his life, he was legitimately scared. He knew that if he wanted to grow old enough to enjoy the fruits of his labour then he’d have to take drastic measures. So he did something that his deceased associates had never thought of, he became a woman.

He had figured that he would be safe as a woman. But he had underestimated the man that was looking for him. Fortunately for him, he had been tipped off that they were coming for him. Ever the survivor, he decided that he would have to get married. He didn’t relish the idea of getting married, but the cover it would provide him would keep him safe. With his thoughts solidifying into a plan, he couldn’t help but wonder what it would be like to be another man’s housewife.

Final Thoughts

Dying a man or becoming another man’s housewife. What would you choose?

-Gwyneth Silver

TG Caption – The Secretary

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Synopsis

Mark’s sister helps to transform him into a secretary and even finds him work. But is there a catch?

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“Are you sure I look ok?” Mark asked, crossing his arms beneath the breast forms his sister had purchased for him. It felt so weird yet strangely thrilling to him as his arms squeezed his new breasts.

“You look amazing babe.” Jen smiled appreciatively at her handy work. “To be honest, I wasn’t sure I could make you look like a woman. But I can honestly say you will have no trouble convincing your new boss.”

“If it weren’t for you Jen, I’d be homeless. You put me up in your house and found a job for me… I don’t even care that I have to masquerade as a woman. If there is anyway I can repay you, please don’t hesitate to ask.”

“Mark.” Jen paused, biting her lip. “Listen, I didn’t just do this for you. Your new boss, he has a certain reputation with women if you know what I mean.” Breathing deeply, she continued. “I thought maybe if I put you in that situation you could…”

“I could put that pig in his place.” Mark stated, finishing her sentence. Striking a sexy pose, he smirked cheekily. “Don’t worry sis, I know just how to handle men like that.

Final Thoughts

Been awhile but I’m back again! Hope you enjoy the secretary cap!

-Gwyneth Silver

TG Caption – Blowjob Game

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Synopsis

George is accused of transitioning into a woman and giving out a blowjob to get ahead in his career. But is the accuser correct in her assumptions?

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“What the hell are you doing in the conference room?” I asked Claire as I was getting the room ready for my big presentation.

“You’re not going to get away with this George.” Claire replied, practically spewing her hate as she glared at me menacingly. “This was supposed to be my moment, my presentation, but you stole it from me. You may have other people fooled with your transgendered bullshit, but I know you only transitioned so that you could steal what I, as a woman, carved out for myself.”

“Oh, is that so?” I said calmly, putting my left hand on my hip and trying to keep a straight face. In all honesty though, I wanted to laugh so bad. “The only thing you carved out as a woman was the boss man’s dick as you gave him blowjob after blowjob, honey.”

“Don’t even pretend you didn’t do the same thing you disgusting piece of shit.” She practically yelled at me. Checking herself, she glanced around to check if anyone had heard her before she continued. “And what’s worse, you’re a fucking man!”

Slowly, a smile crept onto my face as she just stood there waiting for an answer. “Well.” I paused, laughing arrogantly. “It’s not my fault that my blowjob game is better then yours.”

Final Thoughts

Hope you enjoyed the caption. Next one coming on Friday!

-Gwyneth Silver

TG Caption – Feminized Escort

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Synopsis

Steven requires an upgrade to his feminized appearance so he can make more money as an escort. He hopes Emily can help him achieve his goal of feminine perfection.

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“Hi Steven!” Emily greeted warmly. “Right on time as usual!”

“Hey Emily.” Steven smiled back, reverting to his male voice. Emily was one of the few people that knew he was really a man and as such, he felt comfortable enough to be himself around her. Placing his left hand on his hip, he struck a pose. “I’m here for an upgrade.”

“Well, you’ve come to the right place sweetie.” She giggled, stepping up to him and teasingly fingering the zipper on the leather skirt he was wearing. “My my don’t you look sexy today. What’s the occasion?”

“As if you don’t know.” Steven laughed back, giving a spin so she could get a better look at his outfit. “One of my clients requested that I wear a leather skirt for him tonight.”

“Well, you look amazing as always babe. What do you need from me?”

“Umm, I was hoping to upgrade my girls here.” He said softly, cupping his fake breasts. Embarrassed, he continued. “I’m already making a killing as an escort… but I’ve noticed that the other girls with bigger boobs get better tips. You think you could help me out?”

“Of course I can sweetie.” She smirked, thinking about all the money she was about to make off of him. “And with your new breast forms you’ll need some new bras and panties too. You know, just in case your clients decide to pay for ‘the special’ I know you regularly offer them.”

Final Thoughts

Hope you all enjoyed this one. Nothing like a good ol escort caption to get the creative juices flowing. Next cap on Wednesday!

-Gywneth Silver

TG Caption – En Femme

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Synopsis

Sam goes en femme with the help of his girlfriend to commit identity theft. But can you really trust a partner when millions of dollars are at stake?

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As Sam exited the bank, he quickly looked over his shoulder to see if anyone was following. Tapping his ear to activate the small communication device he had hidden there, he gave his report to his partner and girlfriend of five years. “All clear babe.”

“Jesus christ Sam.” Sarah replied, keeping tabs on her boyfriend through a telescope from a nearby building. “How many times do I have to tell you, when your out en femme you need to keep up appearances at all times.”

“Oh, right.” Sam replied, reverting to his feminine voice. “Anyways, I can’t believe how easy it was to impersonate this woman. Everything you gave me, including her pin number was spot on. I don’t know how you do it babe, but we are about to become millionaires.”

“We aren’t about to become millionaires Sam. We are millionaires, or at least I am.” She giggled, watching as a couple of men in suits quickly approached her soon to be incarcerated husband.

“What the fuck do you mean?” He asked, confused and nervous.

“It means.” Sarah paused, watching and listening as her husband was stopped and handcuffed by the FBI she had tipped off. “That I’m breaking up with you. I can’t stand being with a man that looks better in a skirt and heels than I do. But don’t worry, I’m sure you’ll find someone in prison that will appreciate you. If you know what I mean.”

Final Thoughts

Hope you all enjoyed this one. Let me know what you think in the comments… so far I haven’t recieved a single one :(.