Crossdressing While Bound Outdoors

Hi there, I wanted to share a bit about myself. I’ve been crossdressing for years now, and selfbondage is another interest of mine—I’ve gone out tied up several times outdoors. Lately, I’ve started enjoying the idea of being seen while bound.

A couple of months ago, I wrapped rope around my breasts with my hands tucked between the ropes and my torso, and also secured them behind me with handcuffs. As I strolled through a quiet neighborhood, an elderly man was walking nearby at some distance. I approached him casually, acting as though I hadn’t seen him. When we got closer, he turned to look and asked what had happened to me.

I did my best to speak in a feminine voice. I explained that my friend had tied me up and ordered me to walk over to their apartment. He mentioned he was just leaving a local restaurant; though slightly drunk, not too much so. He found it amusing and asked where I’d come from and where I was heading, offering to walk along with us if we were going in the same direction. Naturally, we were…

After about 500 meters, he pointed out that his house was nearby and noted that he needed to get some sleep.

I’m not entirely certain whether he realized I am a man, but it was certainly an exciting outing.

Next Tuesday, I plan to go out again dressed in women’s clothes. I’m thinking of keeping my hands handcuffed behind me and telling people that I just attended a bachelor party where my friends played a joke on me by leaving me tied up. I also considered placing one key around my neck so someone could use it to free me.

I haven’t quite decided if I have the courage to do this yet.

Will update you later with how things go.