Published: June 4th 2025, 7:48:44 pm
Hey there dudes and dudettes!
I am back again with a new captain. This time a 1k-Celebration Request from "ICEKNIGHTBLADER" on DeviantArt.
Who wanted to see a guy getting feminized by his ex-coworker and given of to his boss.
I hope you all enjoy!
And with that I take my leave again, and until next time stay happy and healthy!
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„Dam, it feels good to be home again” Patrick groaned as he entered his home, dumping his suitcase in some corner before making his way to the couch and flopping himself on it.
„Can‘t believe that she made me work overtime just because our client forgot to send us his documents on time“ he continued to grumble to himself before a small smile formed on his face.
„But hey, I am free now to do as I please, and I know just how to take the edge off, “ Patrick murmured with a giggle, imagining going upstairs and browsing through his closet to indulge in his favorite hobby.
Though before he could think on this further his doorbell began to ring, making him groan in exasperation. „I am not interested, leave“ he shouted, thinking it was just a salesman.
But instead of leaving, the person on the other side just continued to ring the bell, making Patrick nearly growl in frustration. „Jesus, can‘t people take a hint?“
Reluctantly he sat up and made his way over to the door, ready to give the person on the other side a piece of his mind. „Okay, what is so importa- uh?“ he began to say, only to find nobody at the door.
„Is this a fucking joke?!“ he shouted, looking around to catch the one apparently playing a prank on him, but he saw nothing but a single envelope on the ground.
Wanting to know what this was about, he took it inside and opened it, thinking it was just a prank-letter, but when he saw what was inside, his face became ashen white.
“I know what you are up to in your free time. And if you don‘t want anybody to find out about your secret, you better do as I say, Patrick, “ was written on the note.
Alongside it were some pictures that Patrick held with trembling hands as they showed him inside his living room and bedroom, dressed up in dresses and heels, lingerie or just female underwear.
Patrick‘s thoughts ran a mile a minute, thinking about who could be behind this and what they could want from him, but before he could ponder too much on it, his doorbell rang again.
He sprinted to the front door as fast as he could in hopes of finding his blackmailer, but once again, he could see nobody, only a box with a note that was lying on his porch.
He quickly took the box inside and closed the door before running up to his bedroom and taking the note to see what his blackmailer wanted of him.
„I see you received my present. I want you to put it all on alongside your best makeup and wig, you have to look your best. You will receive further instructions afterward.“
Reading this, Patrick gulped and opened the box, where inside he saw a pink dress, heels, and undergarments that would normally make him eager to try them on.
But the forced situation and his uncertain future dimmed most of the excitement, and so he rather unwillingly took the contents out of the box, actually dreading to put them on.
And so with a heavy sigh Patrick began to undress, throwing his clothes into the closet before entering the bathroom that was right next to his room.
Knowing that his blackmailer wanted him to look his best, he grabbed a razor and some shaving cream before removing all the hair below his neck, not that there was much to begin with.
He then slathered himself up with various lotions and body creams he had, making his skin glisten while feeling as smooth and soft as a baby's butt.
He then went back to hi bedroom, taking the breast- and hipforms that were in the package, using his own glue to secure them in place on his body.
After that, Patrick grabbed the included corset and, with ease that came with hours upon hours of practice, wrapped it around his torso, tightening and tying it up all by himself without problems.
Once his figure was now looking feminine Patrick moved on to the outfit he was suspected to wear, starting with the frilly pink panties he pulled up his legs followed by a pink sating bra strapped across his new breasts.
After the underwear Patrick grabbed the frilly pink ruffle dress and pulled it over his head, the flaring skirt barely reaching mid-thigh while the shoulders had frilly puffed pads as well before finishing his look with a pair of tall pink heels.
With the outfit finished Patrick began his makeup, starting by expertly applying a large layer of foundation on his face, making sure to use the right skin tone, before moving on to his eyes.
He then glued on some fake eyelashes, mascara, and eyeshadow before he put his eyebrows into thin, feminine arches, making sure to make himself look as good as possible, just like he was told.
Lastly, he painted his lips a soft pink before fastening a blonde wig to his head with glue, after which he put on some bracelets and glued on some fake acrylic nails to his hands.
“L-looking good” Patrick told to himself as he was watching himself in the mirror, though his usual cheery mood whenever he could go all femmed up was this time replaced by nervousness and fear.
“Now just t-to wa-” he began to reassure himself, but was interrupted once again by the doorbell, and once again he made his way to the door, though slower than the last times.
Once he opened it, he expected to see nobody again and just have an envelope lying there telling him what to do, but to his shock and surprise, there actually was someone he knew.
“S-Sarah?!” Patrick stammered out in shock as his former co-worker stood at the door, looking him up and down in his current get-up, making him turn red in embarrassment.
“T-This is not what it lo–” he started to make an excuse, but when he saw her just grinning at him with no ounce of shock he quickly piece things together. “YOU are the one blackmailing me?!”
“Excatly! You are one smart cookie, Priscilla” Sarah said, her voice just oozing sarcasm. “I am the one blackmailing your cute sissy tushie! And if you don’t want your secret to be known by everyone YOU know you better come with me.”
Without waiting for an answer Sarah just turned and walked away, and after a bit of shock Patrick followed suit, mincing after her as he had no other choice if he wanted to keep his secret.
The duo made their way through the city until they stopped at a familiar office building, but before Patrick could ask why they were here Sarah took his keycard and went inside, forcing him to follow.
Once inside they took the elevator upstairs and to Sarah’s former office, where she laid out some papers for him, much to Patrick’s utter confusion.
“So, here is the deal” Sarha said, grinning as she handed him a pen. “You are gonna sign this little letter. You don’t need to think much of it; it is just a letter of recommendation so I can start working here again.”
Knowing what would happen Patrick just quickly signed without reading the letter, just wanting to get this all over with and go home again, though just as he signed Sarah began to smirk, giving Patrick a bad feeling.
And he would be right, because a few seconds later his female boss emerged from the hallway, and Patrick froze in panic, thinking his life would be over now that his boss knew.
“So, did he sign?” his boss Claire asked, and Sarah just nodded with a smile. “Excellent. Sarah, you are now officially hired again. You can take your old position back.”
Claire then turned towards Patrick, who could only stare like a deer caught in the headlights. “Patrick, I am honestly sad to hear that you signed your resignation,” she began to say, making Patrick’s eyes widen as he grabbed the “letter" and low and behold, what Claire said was true.
“But I am happy that Priscilla was more than willing to sign a 10-year contract to be my personal secretary! Now come on, darling, I have some oral dictations for you at my office!”