TG Caption – Blowjob Game

TG Caption
TG Caption

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?

TG Caption

“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

TG Caption
TG Caption

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.

TG Caption

“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

Performance Update

Since my TG Caption return, it hasn’t gone unnoticed that the speed of my site is very lacking. I’ve done everything in my power to increase the speed and performance of my site but in the end it was all for nothing as my host (bluehost) was at fault.

So to rectify the issue I just finished transferring my site to google cloud and instantly my site has become at least twice as fast. Sorry if there were any interruptions to the site.

Now, back to capping!

-Gwyneth Silver

TG Caption – En Femme

TG Caption
TG Caption

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?

TG Caption

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 :(.

TG Caption – Gambling Debt

TG Caption
TG Caption

Synopsis

Adam wakes up from an hypnotic trance to discover that he has been changed from male to female. But what else is in store for him?

TG Caption

“Adam wake up.” Zoe instructed, using the command to bring Adam out of his hypnotic prison. Watching as he became aware of his surroundings, she couldn’t help but smile as he became aware of his predicament. This was the part she enjoyed the most.

“Oh my god, what the…” He paused, shocked at the feminine pitch of his own face. Looking down, he saw an ample pair of breasts and pink. He was wearing a pink dress and his legs were encased in… stockings. Time seemed to stop for him as he ran his hands over his sensitive breasts and then all the way down to his crotch. “Oh my god, oh my god, oh my god.” He whispered in disbelief at the smooth mound where his manhood used to be. In a daze, he continued to run his hands down his legs to the high heels he was wearing. Focusing on the heels, he tried desperately to undo the straps on his ankles but was unsuccessful. Looking up for the first time, he suddenly became aware of the woman standing in front of him.

“Now that you’ve had a chance to inspect your new body, you’re probably wondering what is going on.” Noticing the intent of violence in his eyes, Zoe issued another hypnotic command. “Sit down, shut up and smile like a god girl.” She instructed, giving a short laugh as Adam immediately obeyed her commands. “Oh and cross your legs. You’re a lady now, not a whore. Now, your situation is simple. You racked up a huge gambling debt and you need to pay it off.” She paused, enjoying the moment of dominance. “And judging on how well you turned out, you’re going to be in high demand, if you know what I mean.

Final Thoughts

Hope you all enjoyed this TG Caption. I think this one turned out pretty good. 🙂

-Gwyneth SIlver

TG Caption – Feminized Husband

TG Caption
TG Caption

Synopsis

Andrew feminized himself to avoid giving his gold-digging wife half of his fortune. But will his disguise be good enough to avoid being caught?

TG Caption

“Well well, if it isn’t my long lost husband.” Sandra smiled sweetly, stopping next to Andrew who was window shopping for a new dress. Watching in satisfaction as her now feminized husband turned around to gawk at her, she quickly added. “Oh, and I wouldn’t try to buy anything, all your assets were just frozen until the courts decide who gets what. Just thought I’d let you know… out of courtesy and all.”

“Sandra.” Andrew paused, not knowing where to begin. It had been over two years since he saw his gold-digging wife and he for sure wasn’t expecting this. “If you just let me explain…”

“No need, I’ll sum it up for you.” She laughed, clearly enjoying her moment of triumph. “You thought you could avoid giving me half of your fortune by disappearing and changing your identity.” She paused, gesturing up and down at his now feminized body. “But I never thought you’d stoop to this level. You may look like a woman, but you are a snake. There’s no avoiding me now, bitch!”

Andrew was caught and he knew it. So instead of going on the defensive, he went on the attack. “Whatever you silly cow. I’m more of a woman then you ever were.” Holding out his hand, he revealed a very expensive engagement ring. “Unlike you, I know how to make a man feel like a king.” He paused, throwing a smirk at his wife. “And my king is one of the best lawyers in town. So go fuck yourself!”

Final Thought

Thinking about doing some TG Requests. If anyone has a request, by all means leave a comment and I’ll see what I can do. Thanks!

-Gwyneth Silver

TG Caption – The Princess Sissy

TG Caption
TG Caption

Synopsis

The future king is hypnotized and forced to become a princess by his evil, power hungry sister. But what else does she have planned for the new sissy princess?

TG Caption

“Good morning Mia!” Isabel said cheerily, walking into Mia’s bedroom without so much as a knock. Checking her former brother out from head to toe, she smiled and nodded. “You look perfect. When Duke Harold gets here, he is going to be so pleased with his future bride.”

“This is not fair!” George screamed. “You can’t just marry me to some random man and think I’ll just go along with it. I’m a fucking man for crying out loud, not some simpering little sissy!”

“Could have fooled me sissy.” Isabel smirked, flicking the skirt of the dress George was wearing. “If I recall, you practically begged the King and Queen to become the “Princess” you felt like inside. And now that you are one of the most fairest princesses in the world, it is your duty to mom and dad to marry who they tell you too. For the good of the country and all.” She laughed, not able to help herself.

“Fuck you bitch. I don’t know how you did it, but I know it was you who hypnotized me and made me do what I did! And why?” He paused, trying to control his anger. “Because now that you are the older ‘sister’, you are next in line for the throne. You are evil!”

“Correct on all accounts.” She laughed again, confident in her power. “And if you don’t fall in line and act like the pretty princess that I know you can be, then let’s just say Duke Harold is going to become very acquainted with that lovely little mouth of yours. Understood?”

Final Thoughts

Had fun making this one. Hope you all enjoy!

-Gwyneth Silver

TG Caption – Feminine Perfection

TG Caption
TG Caption

Synopsis

A man masquerades as a woman to seduce and steal from his victims. But will he be feminine enough to achieve his goals?

TG Caption

Immediately after I stepped through the front door, everyone in the bar paused what they were doing to sneak a peak at me. It was the same reaction every time, men couldn’t take their eyes off me while the women tried their best not to sneer in jealousy.

As I walked slowly, seductively, to an empty stool at the bar, I couldn’t help but look down and smile mischievously. To everyone here I was the epitome of feminine perfection, but that little something extra hiding beneath my skirt was anything but feminine. But no one needed to know that. I wasn’t here at the bar, all dolled up to hook up with some random man… or woman for that matter. Well, I was, just not in the way most people would expect.

Sitting down on a stool, I slowly crossed my legs and waited for my next victim. In no time at all I was engaged in a conversation with an average looking man wearing a Rolex. Softly caressing his arm, I asked. “You gonna buy this girl a drink sweetie?”

“You bet babe.” He replied, a big grin on his face as he called the bartender over. “A bottle of your best wine for the lady.”

Noticing the outline of an erect cock straining against the man’s jeans, I couldn’t help but think how easy this was going to be. In the morning he’d wake up in a hotel room wondering where he was. And I’d be back home with another Rolex to add to my collection.

Final Thoughts

Thought I’d write in a different perspective for this one. Let me know what you think!

-Gwyneth Silver

TG Caption – Man to Secretary

TG Caption
TG Caption

Synopsis

Max accepts a job as a secretary to steal company secrets. While he is able to turn himself into a convincing woman, it will take more then a cute outfit and a sweet smile to fool his new boss.

TG Caption

“I take it you’re the new secretary.” Megan asked, watching as the new girl walked into her office. Checking her out, Megan couldn’t help but smile in appreciation. “At least this time they sent me someone with fashion sense. I love the green purse.”

“Oh thank you so much.” Max said sweetly, offering his hand to Megan. “I’m Sophia by the way.”

“Well Sophia, let’s get down to business. I hired you as my personal secretary because according to your resume, you have the credentials I am looking for.” She paused, picking up a big stack of folders and handing it over. “I want these completely vetted and ready to go by the end of the day.”

As Max sat down at his desk and began his work, he couldn’t help but smile to himself at how easily he had fooled his new boss. Granted, it had taken a lot of practice to learn how to look and act the part of a woman, but it had totally paid off. Now, all he had to do was locate the files his real client had paid him a fortune to steal. He couldn’t wait to be a man again!

But Max was in for a rude awakening. Megan knew from the very beginning that ‘Sophia’ was really Max, and she was not going to let her new secretary out of her grasps. Those plans included blackmail and all sorts of embarrassing, emasculating games.

Final Thoughts

Hope you all enjoy my latest captions. Thanks for visiting!

-Gwyneth Silver

TG Caption – Model

TG Caption
TG Caption

Synopsis

Mark’s tuck job becomes undone as he is pretending to be a female model at a catalogue shoot.

TG Caption

“That’s it sweetie, hold that pose.” Amy smiled, taking photo after photo of the beautiful model in front of her. Taking a look at her camera screen, she gave a low whistle of appreciation. These are gonna look great in my catalogue.”

“Glad to hear it.” Mark smiled awkwardly, resting his hands on his knees and bending over to relieve some of the pain in his back. The heels Amy had picked out for him were killing him!

“Ok!” Amy beamed excitedly glancing up from her camera. “We just have a couple more dresses to try on and…” She paused, noticing that her model’s stocking tops were showing and what appeared to be an obvious outline of a penis straining against the dress. “Umm, Samantha.” She said awkwardly, coughing and looking away. “You might want to umm, readjust your undergarments if you know what I mean.”

“Oh shit!” Mark exclaimed, accidently reverting to his male voice. Realizing his mistake, he looked down in embarrassment. “I can explain.” He paused, not bothering to revert back to his female voice. “I get more modeling work as a female and…”

“No need to explain babe.” Amy smiled mischievously. “Lets just get this job done and we can talk about this later, over dinner.”

Final Thoughts

Here’s my latest work, hope you enjoy it!

-Gwyneth Silver