I am 40 years old, and I cross dress occasionally. Have done it as long as I can remember. But it's also something I have kind of kept to myself, have posted pics before, but like all cd's I purge and pull them.
Once in a while all schedules in the house come together, and I’ll be alone for a day. Wife works late, step-daughter at dads, sometimes I get the urge. Wife doesn’t know, step does, busted me. She doesn't understand, but she doesn't judge, asks if I want her old stuff. The rest is another confession.
Last Friday I had the chance and felt good, showered, shaved and dressed. I could be passable, some makeup and some practice. But wearing a bikini, heels and hard on, is just yummy. Had fun walking around the house, even went out on the back porch. Here is where it gets interesting. My neighborhood has big back yards. My neighbor behind me has privacy fenced half of his. Sat down at the table opened laptop to check motherless and get even more worked up. Looked at the neighbors, to realize the fence has been taken down! I don't know my neighbor that well, just say hi and wave, he is larger guy, six foot heavy set grey hair. He’s standing on his porch, sweating, with a younger guy, looks like his son. He’s like 50 the son is maybe in his 20’s. He kind of does a salute with his drink, smiles and waves, the son just stares. I’ve never been seen before, my step busted me because I forgot to return some stuff I borrowed. So I just stood up, picked up my laptop, and went in the house. When I got to my room, I looked in the mirror, there was no mistaking I’m a guy. I was shaking, cock throbbing, and sticking out the top of the bikini bottoms. I had one of the biggest orgasms of my life.
So now I’m kind of worried, I have seen him twice since. He did the same thing both times, stops, faces me, gives a big smile, and a purposeful wave. The fence is done now, so I am nervous about seeing him again. I have fantasized about him, how sexy it would be to be my neighbors bitch. But I don’t want everybody to know. I’m way too nervous to just go talk to him, guess I’ll just wait and see. Maybe smile even bigger, and wave like a girl.
