1. Times I almost got caught cross dressing


    Date: 3/29/2016, Categories: Sex Humor, Shemales, Author: IAmDanCieri, Rating: 100, Source: xHamster

    I might more appropriately have named this 'times I got caught'. One day, after MANY when I used to dress and walk my driveway, two of my neighbors actually caught me. One was my nextdoor neighbor. I used to be defiant of cars driving by....my driveway is 400 feet in the woods, so unless you were specifically looking up the driveway, you wouldn't have noticed me. Well, he did. He drove by, and I didn't notice that the car started driving so short a distance from me. He drove by and saw me, slammed on his brakes and backed up. I ran like hell into the woods and hid behind a tree. He yelled out, and I answered but wouldn't show myself. I told him I was on my way to a party. He basically said he didn't care that I dressed, but that I freaked him out. My neighbor across the street saw me too, and walked over toward my driveway to get a better look to make sure he was seeing what he thought he was seeing. Me in red heels, black stockings, red panties, a bra, wig and purse only didn't exactly make him think I was just a female visiting. I used to go out to the road I live on, it's in the middle of nowhere, dressed, and I used to jerk off in the road. Once in a while I'd be so d***k, I'd fall down in the road, and a couple times, I was so d***k that I couldn't get up. And a couple times I had cars drive by. The road is completely dark, we have no street lights around, so at night it's pitch black. I used to love being out there in the dark, walking up and down the street. A few ...
    cars would pass as I was walking, surprised no guys ever got out to give me a hard time. Anyway, the story I wanted to tell was when my wife's f****y visited us, and they all went out of town to shop, etc. Well, I figured I had enough time to dress and walk the driveway for a while. Well, they came home early, and I was right at the end of our driveway in just heels, panties, a bra, a wig and a purse. They came right up the driveway.....luckily, I was able to duck behind a tree. They drove all the way up the driveway to the house, got out and started talking. I didn't know what to do.....if I showed up dressed, that would be the ultimate embarrassment. If I took everything off and got caught trying to get into the house, I'd have a hard time explaining that too. So I walked through the woods to the very back of the yard. I waited for them all to go inside, which took awhile. I didn't have any idea what to do...then I remembered I had a protective suit I wore when I went out to cut trees, weedwhack etc. It was in the garage though. I had to sneak in without anyone seeing me...so I took off all my gurl things, and ran into the garage naked. Didn't know if anyone was out front of the house etc. So I carefully ran tree to tree, got into the garage and was able to get my suit on, just in time. Once it was on the f****y came out and everything was fine. I haven't walked the yard in a while, but will get back to it once the weather gets warmer. I always enjoyed the freedom of being a ...
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