Seducing My Older Neighbor Pt. 2 And Testing The Waters Pt. 2

Ok so I figured I'd just combine these 2 for this confession.

I had confessed a while back about having fun letting an older male neighbor see me naked a lot through my window. I was slowly working my way to eventually seeing if he'd like to do something with me. I never got to do that. Something had happened medically to his wife, and I felt it best not to play around during that time. Then one day they moved out. I think it was related to her health somehow. So that fantasy never came to fruition. I hope they're ok. I sure do miss presenting for him.

Testing the waters with my work buddy... that one is going well so far. He is loving all of the pics and g*fs that I send him. Everything has been straight stuff so far. But yesterday I decided to push it a little. I sent him pics of a couple hot trans-women. I asked if he thought they were hot and he agreed that they were. I told him they were trans and that I'd totally smash. He responded approvingly. I made sure to tell him that this is our secret and that I thought it was cool as fuck that he'd smash too. I shall continue to push the envelope at a comfortable pace. I get the feeling I can end up actually doing something with him.