Monday, May 18, 2026

Becoming Miss Marian Chapter 5

Feminine Full Time

After two months of impersonating Marian, her maternity leave was going to be coming to an end and Sofia scheduled a final review of Eli's performance in her backfilled role. He’d done it, he didn’t lose a single one of Marian's clients and made good on his bargain with his boss Sofia. Of course he’d also spent months secretly crossdressing in an attempt to impersonate Marian and not lose any of her clients because of their preestablished relationships and repour with her. But none of that would matter once he was fully promoted. He would be in his own role, and have his own clients.

At last the day of his meeting with Sofia came, and to celebrate he wore his new favorite pair of panties under his men's suit. While he was looking forward to the stress of the secret workplace crossdressing to end, he knew this would not be the end of his crossdressing journey. But still, he was thrilled to finally sit down at Sofia’s desk and relieve himself of the burden of secretly crossdressing at work to impersonate Marian.

“Well I must say, I am impressed Eli” Sofia said. “You haven’t lost a single client! You seem to have done an exceptional job filling in for Marian! You have certainly proved yourself as a Client Relations Manager”.

Eli let out a massive sigh of relief, his ruse had worked. He could move on from his role as Marian and stop with all the secrecy.

“So in response to your success, I’ve got good news and I’ve got bad news. The good news is Marian has reached out and let us know that she’ll be resigning from her role, so she can become a full time mom. This means that we would love to offer her Client Relations Manager role to you full time. Interested in a permanent promotion? Sofia asked with a smile.

“Yes! Thank you so much, I won’t let you down!” Eli said with relief having finally achieved his goal.

“Wonderful” Sofia said, continuing to have a sly smile on her face. "But that brings us to the bad news. I’m gonna need you to continue your female impersonation in your full time role."

Eli, suddenly struck with the realization that Sofia knew he was impersonating Marian was speechless. His mouth went agape and he could not find any words to respond to Sofia. His heart began pounding in his chest with fear and confusion.

“What you didn’t think I would figure it out?" Sofia said smugly. "Your clients tagged me in a handful of email chains, and I thought it was odd that you were still signing your emails as Marian. So I reached out to some of your clients looking for feedback on the performance of their relations manager. All of them raved about how wonderful Marian was, and how she was a joy to video conference with. At that point it became pretty obvious to me what you were carrying inside that huge gym bag."

“No…I….uh….” Eli started stammering in an attempt to defend himself.

“Stop!” Sofia said, holding up her hand. “There’s no reason to deny or defend yourself. I know you’ve been doing it, and despite the risk it worked. Your clients are highly satisfied with your performance. Despite the immense risk you did a great job as Marian."

Eli began to relax slightly, and he managed to let out a “thanks”, he said meekly.

“Now, women perform far better in this role than men do. We have years of data showing that our clients prefer interacting with a soothing attractive young woman. Are many of our clients here just to flirt with the staff? Sure. But it brings in money, and we have an exceptional track record of managing the investments of our clients. We are a highly profitable investment firm built on the backs of the dedicated young women who manage our investor relations. Now are you going to be a part of this dedicated team or aren’t you?” Sofia said with impassioned zeal.

Eli’s mind was flooded with thoughts in every direction. He was still scared he’d been discovered, but he was being offered a significant promotion, but he’d have to permanently assume a feminine role at the company, but obviously he was starting to like dressing as a woman. There were dozens of thoughts streaming through his head, but that last one was the one that mattered: he liked dressing as a woman, it felt good. 

“Yes” he answered at last. “I’ll do it”

After he and Sofia discussed the more logistical aspects of the role such as adjustments to pay, benefits, and expectations, they got into a more lighthearted discussion of Eli’s transformation into Marian. Sofia eagerly listened to Eli’s story, and the two even found themselves joking around with each other. Eli became far more comfortable with his both his feminine impersonation and his boss in that conversation. He even found himself thinking that maybe working as Marian full time wouldn’t be so bad.

*****

In the months following his acceptance of the Client Relations Manager position, and with the help of Sofia and Chloe, Eli began telling the rest of the women in the client relations team about his grand ruse. Many found it funny, and all were accepting that he’d continue dressing as a woman in his role. Once everyone was looped in, he started dressing as Marian more publicly in the office, and he was showered with compliments. Chloe’s makeup advice obviously paid off, as everyone commented about how beautiful “Marian” looked. He found that when he dressed in the office it took on a whole new shape, all the ladies were so complimentative of each other's looks and gave outfit advice to one another. While it was all certainly in the pursuit of looking good to their clients, it gave off a sorority vibe to Eli which he found himself immensely enjoying. 

Eli even went so far as to just start coming to work fully dressed everyday, client meetings or not. He had fully assumed his feminine role in the office, and was loving every second of it. His coworkers exclusively referred to him as Marian at this point, and it became utterly normal to him and everyone in the office. After a journey with a stressful and confusing start, Eli finally and gladly accepted that he had become Miss Marian.

The End.

Chapter 4<--------


Monday, May 4, 2026

Becoming Miss Marian Chapter 4

A Day Full of Surprises

To accommodate all of the different things he needed to bring in for his transformation into Marian, Eli needed to bring a duffle bag into work. When his coworkers took notice he was doing this once a week, he just brushed it off as his gym bag. Of course to sell the illusion, Eli also brought a set of active wear to change into after work. One of his more perceptive coworkers, Chloe took notice that the bag seemed far larger than necessary for a single change of clothes, and began joking around with Eli about how huge the bag seemed.

Chloe was another one of the firm’s Client Relations Managers, despite having joined the company after Eli. She was formally Sofia’s personal assistant and was promoted because of her charm, and work ethic. She was a young dirty blond woman who obviously prided herself on her makeup. All of Platinum Investments Client Relations Managers were beautiful women, and having masqueraded as one himself, Eli could tell that many of the clients just enjoyed talking to the various beauties at Platinum Investments. In several of Eli’s meetings Marian’s clients had flirted with him, and Eli being in such newfound euphoria wearing women’s clothing happily obliged by doing a little flirting back. 

One afternoon one of Eli’s meetings was running a little long. He and his client had been having some fun and a little flirty banter which had kept the meeting going longer than scheduled. But he had been wearing one of his favorite outfits, with an exceptionally soft and sexy set of panties underneath. The whole situation aroused him, the flirtatious compliments, the soft panties hugging his crotch, the satin blouse caressing his false breasts. Eli felt euphoria!

But it all came crashing down when to his intense fright, Chloe had let herself in his office. Closing the door behind her she stood with her arms crossed, an eyebrow raised, and a coy smile. Eli practically screamed. He quickly signed off with his client and rose to address her.

“It….It’s not what you think!” Eli said waving his hands and walking from around his desk. 

“So this is how you haven’t lost a single client, they all still think they’re with Marian?” Chloe said with a smile of disbelief.

“No, no, no….” Eli started.

“Oh come on, you’re dressed exactly like her!” Chloe said gesturing to Eli.

“Ok well I ugh…. I was just desperate to not lose any clients! Sofia said I’d lose my job if I lost one of Marian’s clients, I don’t actually like this!" Eli screamed in self defense.

“Um, I think you do” Chloe said, pointing to Eli’s waist.

Eli looked down, only to see that he had an erection tenting his skirt. He quickly put his hands down to cover himself and fled back behind his desk.

“No….uh……please……” Eli started stammering, on the verge of tears.

Chloe sighed, “Look, why don’t you get yourself cleaned up and I’ll come back a little later and we can talk about all of this?

Eli nodded, unable to articulate any further words. Chloe left, and Eli let out a sigh of relief. At least Chloe didn’t say she was going to rat him out to their boss Sofia, but she still knew. At any point his grand ruse could come crashing down around him.

He quickly undressed from his feminine wear and into his men’s clothing, and spent the rest of his day in nervous anticipation. Finally hours later there was a knock at the door and Chloe let herself in once again.

“Soooo, are you ready to finally talk about what the hell I walked into” Chloe said with a slight smile.

Eli went on to explain everything that had happened, his deal with Sofia, his fear of losing clients, the crazy escalation to having to physically impersonate her. All the while Chloe sat without giving much reaction. Eli had no idea how she was going to respond, she wasn’t giving giving him any clues.

At last Chloe responded by saying “none of us in the office knew that Sofia gave you that ultimatum, we all thought you just seemed so stressed all the time because you couldn’t handle the job. What she did wasn’t fair to you.” 

Both sat in quiet contemplation until, at last Chloe clapped her hands and exclaimed “Alright, I’m going to help you!”

“What!” Eli cried in disbelief.

“Yup! Your secret is safe with me, and I’m going to help you with your makeup, cause girl you need some help!” Chloe said with an air of excitement.

Chloe had a massive stash of makeup in her office, and the two stayed late at work the next few days so Chloe could teach Eli how to improve his makeup skills. They spent hours talking about tips, tricks, hairstyles, how to talk to clients, their favorite outfits and styles. Chloe’s love of makeup and fashion made Eli the perfect friend to educate and talk with.

It all felt so normal to Eli, just two girls chatting about makeup and clothes. His life as Marian, although completely abnormal was beginning to feel normal. He couldn’t help but admit he found himself liking it all more and more.