Okay, after some time to think about what to do, I went ahead and decided to just go for broke and post the "crossplay" photo. Some notes on it:

1) I originally was going to wear ankle boot heels with the costume, but after about 5-10 minutes of walking, my feet were aching and I had to switch into the boots I had for my Zoro cosplay. (Being on my feet for 2 days didn't help things out in the heels).
2) I also had a pair of fake breasts with me too, but the tape that I used didn't work well and I had to leave those in the hotel room too (the tape I wanted to use I left at my house by accident).
3) The ninja mask was plan B since the makeup I had didn't work well in trying to cover up what was needed.

Now that the semi-long notes are out of the way, I actually did enjoy wearing the costume, despite the wind that day fighting the wig against me. Was kind of surprised that I got a decent amount of people asking for a photo of me in that costume at the con. Shame I haven't really seen any online except for one. I kind of personally liked the tights combination I used, giving the result shown on my legs there (Prolly will do it again with a future crossplay, but with no hip padding like in this photo, since supposedly a few friends of mine said I have women's legs and are jealous of them).


Shoutout/thanks go to:
for the scythe, cloak, and choker
Amanda (friend of a friend of mine) for helping style the wig
Winter Wish Photography for this photo and the others he took of me during the photoshoot, along with allowing me to post the photo.