A crossdresser who want to wear stockings & suspenders to the office

Abbie

I am a cross-dresser who loves wearing stockings and suspenders at home. It brings me a lot of comfort and joy, but lately, I want to wear them to work—under my trousers obviously, as they would not be visible. None of my colleagues know that I cross-dress, and I work in a standard office environment. Do you think this is a good idea, or is it too much of a risk?

Thank you for your thoughtful question and for trusting me with such a personal topic. Cross-dressing is a beautiful form of self-expression, and I understand you want to feel the same comfort and confidence you enjoy at home while at work. The idea of wearing stockings under your trousers, where no one can see them, seems like a creative way to merge both worlds. Still, it’s important to weigh the potential risks alongside your desire for self-expression.

Let’s break it down:

Your Privacy is Intact

Wearing stockings and suspenders under your trousers keeps everything private. Since they’re hidden, there’s minimal risk of anyone noticing, meaning you maintain control over who knows about your cross-dressing.

If this makes you feel more confident and comfortable at work, it could be a great way to carry a piece of your authentic self into your daily routine without drawing attention to it. As long as the clothing remains unseen and doesn’t interfere with your work, it’s unlikely to be a problem.

Managing Your Comfort

While the idea may feel empowering, think practically about how comfortable you’ll be wearing hold-ups or suspenders throughout a full workday. Office environments sometimes come with unexpected challenges like bending, sitting for long periods, or sudden movements, which could potentially make the suspenders visible or create discomfort.

It might be a good idea to try wearing them during a shorter or less busy day first to see how it feels before committing to this permanently.

Emotional and Mental Considerations

Although no one will likely notice, wearing something under your clothes that feels like a secret can come with emotional complexities. You might feel a sense of excitement and empowerment, but also some anxiety, especially if you're worried about getting “found out.” This tension can take away from your focus at work.

Ask yourself:

• Will this help me feel more authentic and confident at work?
• Or will I feel anxious about someone finding out, even if it’s unlikely?

Balancing your mental and emotional comfort is key here. If wearing stockings under your trousers makes you feel empowered without creating stress, then it might be a positive step for you. However, if you’re constantly worrying about whether someone might catch a glimpse, it could have the opposite effect.

Assessing the Risk

Since your colleagues don’t know about your cross-dressing, this decision comes with an element of risk, even if it's minimal. While the likelihood of anyone noticing is small, accidents happen—stockings showing above your waistband, or suspenders being visible if your shirt lifts unexpectedly. If you’re not prepared to explain or address the situation, even a small chance of exposure could be nerve-wracking.

To mitigate the risk, you could:

• Test your outfits in different lighting and positions to ensure they’re discreet.
• Consider wearing hold-ups, without needing suspenders, for a more subtle approach.
• Start with days when you won’t be overly active or at risk of wardrobe malfunctions.

Confidence is Key

Ultimately, the decision boils down to how it makes you feel. If wearing stockings under your trousers helps you feel more confident, authentic, and happy at work and you’re comfortable with the (small) risk, then go for it! However, if the worry of being found out outweighs the benefits, it might not be worth the stress.

Many people find subtle ways to express themselves in their private lives. And as long as you maintain professionalism at work, wearing stockings under your trousers could be a personal, empowering decision.

There’s no harm in keeping your cross-dressing private if that’s what you feel most comfortable with. As long as you’re aware of the potential risks, and feel confident in navigating them, it can be a way to express yourself while still adhering to the norms of your workplace.Ultimately, this choice is about what makes you feel good. If it adds joy and authenticity to your day without causing too much stress, you may find it a liberating step forward.