Today I “stuffed” up at work
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I will add a TLDR at the end for those that want to skip the story.
I am 53 male, exploring my feminine side. For backstory, I have wanted to be a woman since I was 13 (not all of that time, but defini dysphoric for most of my life). My shell started cracking during COVID when my sister had GRS. Since than I have been doing things to help deal with the dysphoria, without actually coming out as trans. I have been painting my nails for awhile now, even though I fully present as male (6’1”, long handlebar moustache) and while some people will comment on them, I get away with it for the most part. Any way on to the main event.
I have been wearing womens’ underwear (panties & stockings) & tucking under my male clothes for awhile now, but just recently it hasn’t been enough. So I raided my wife’s panty drawer and borrowed one of her bras (the panties and stockings are mine, but I have never bought a bra for myself). I had been wearing a nice blue cotton bra for a few days that sat flush against my skin. On these days my wife was already at work when I got up to get ready for work, so I was able to get dressed at home. This is an important point in my story. That bra started to smell a bit so I grabbed a new bra. What I didn’t realise when I grabbed this bra is that while it wasn’t a push-up bra (my wife has no need of a push-up bra) it is a maximiser bra which provides lift and pushes the breast together.
Because my wife was home yesterday morning I gathered my feminine undergarments and took them to work with me with the plan of changing as soon as I got to work. The panties and stockings went on as normal, but when I put the bra on I realised I needed to put my socks some where as I couldn’t just carry them back to my desk without it being a bit suss. I had already put my masculine undies in my pocket. So I balled them up individually and stuffed the cups of my bra. I honestly didn’t expect that one sock in each side would make that much of a difference and perhaps if I had been wearing a different bra it might have been fine. However, in this bra, it looked like I had a B cup. I have to admit that I got a euphoric thrill from this. It seemed to be my little secret, or so I thought.
I tucked my shirt in and went back to work. Due to the euphoria I was feeling I decided to leave the socks in place. At the moment I am working unsupervised and am on my own for much of the day, so I didn’t think about being caught at work. It wasn’t until later in the day that I went for a wee walk and ran into a female colleague. At that point I was standing there with my silhouette facing her and my shirt was tucked in a bit tighter than I would have liked and I realised that to her it would appear that I had boobs. I ended up feeling self-conscious about them and crossed my arms across my chest which in hindsight probably drew attention to them, not covered them.
I ended up taking the socks out as soon as I got back to my office, however, I spent the rest of the day missing my “breasts” and wishing that they had been real.
TLDR first I stuffed my bra at work then I stuffed up by accidentally drawing attention to my “breasts” in an attempt to cover them up.