Undercover Crossdressing in the Office

[PlayerT]

At my office I present as male 100% of the time, but I’m always wanting the thrill of crossdressing. So I try to wear panties & hosiery from time to time. I routinely will leave the house wearing masculine clothing and when I arrive, change into my undergarments and go about the day as usual. 

My question is has anyone else done this and how do you do it successfully? I originally tried it with standard pantyhose and ran into a problem with urinals and access. Now I’ve transitioned to garter with stockings, but I’m concerned about visible panty lines and things riding up or falling down.

Any help or thoughts are appreciated!

[Zooy]

I don't see the problem. I do this aeady for more than 20 years. When wearing pantyhose, you just have to go sit. It is something my doctor advised anyway for when you are getting a bit older and the urine takes its time coming out. If you are wearing a bra, make sure you wear very loose fitting clothes, a heavy sweater (in the winter), or a stiff jacket. If your pantyhose has the tendency to slide down a bit (rather uncomfortable), use also some leotards. That keeps everything smooth.

[Culmor]

I never had a problem wearing tights under trousers to the offce, just make sure they fit properly (ie they're not a cheap 'one size fits everyone' pair).

[Max515]

Fun stuff:

I wore a chastity belt to work multiple times. After some time, I noticed that if I bend forward, the padlock that locks the back shield of the belt has a very visible profile through the pants material. Nobody said anything at work, but I'm sure I bent forward multiple times with people around.

[Tinker D]

I wear panties all the time. And pantyhose as well.
Nobody seems to care.
As for the bra, I sometimes wear a medium support sports bra. Mostly in the winter when it’s less noticeable.
But yea, if you do want to wear a bra, wear a shirt a size larger and light to no pads.

[Like Ra]

A couple of times completely encased in latex under my clothes. Only hands and head were exposed. I think I was plugged as well. And I wore a piss condom.
Also, during hot summers, I wore shorts with sheer skin coloured pantyhose.
Sometimes I was wearing black fishnets under torn jeans. Photos are here: https://www.likera.com/blog/wp/archives/5033

[PurpleVibes]

I did it quite regularly in middle school. I wore suntan pantyhose, panties and A cup bra, all under very saggy clothes. At some point I even considered wearing pantyhose to sports class hoping no one would notice my shiny legs, but I never got the courage to do it. Nowadays I keep doing the occasional undercover crossdressing, but it isn't as thrilling as before. The sad thing is I don't do it as often out of convenience, as you mention, going to the restroom is a real hassle with all those extra layers. What I prefer doing is to fully crossdress after office hours, I keep a change of clothes ready in my car so I can go home in the best mood possible whenever I need it.

In general, I think people don't really mind what you wear under your regular clothes, even in the unlikely situation you get caught. The worst thing that has happened to me is a few laughs, and I bet they felt much more uncomfortable with the situation than I did.

By the way, if you want to go stealth mode, you could try crotchless pantyhose, it's like wearing stockings with a garterbelt without the trouble of clips and bumps.