How it all began...
It all started during a dry spell when I was not meeting any women and I had not been laid in about two months. I was going crazy and getting hornier with every passing day. Soon jerking off became a twice a day routine, sometimes doing it three or four times. The porn I used to watch just wasn’t doing it for me anymore and I started seeking kinkier videos to watch. This led to me watching videos of hot ladyboys stripping and teasing in their sexy lingerie. I especially loved the ones that would unload a huge load of cum all over their own tits or face. Then one Saturday, after jerking off twice before I even got out of bed, I was cleaning my room and came across a couple of panties that had been left at my place by a couple of my previous conquests. At first I thought about how they would feel holding my shaved balls and wrapped around my big, bubble-butt; but I resisted the urge to try them on… for the time being at least.
My love of tranny porn continued to grow, and eventually I discovered sissy hypnosis videos. These drove me wild and made me wonder what it would be like to be one of the sissy boys in the videos. At this point, I remembered the previously mentioned panties, and one night after a few drinks I decided it might be fun to try them on. The first pair was a pair of victoria’s secret booty shorts that were just a little bit too tight around my big ass. (I was not very big at the time, and I worked out regularly; but I have had a big, muscular butt since high school.) The soft fabric felt great around my butt even though they rode up into my ass crack a bit. I got so hard that I jerked myself off without any porn that night, and I even fell asleep with them on me all night.
The next morning I woke up still wearing the panties. I felt so naughty; but when I went to check myself out in the mirror, I discovered they looked better on my ass than on the girl who had left them at my place. I took a picture of them and decided to post it along with an ad on CL. I got some interesting responses that made me so horny and eventually I found a guy that wanted to meet me while I was wearing them. I was hesitant, but he told me that I had better get my hot ass over to his place before he hacked my email and told everybody that I knew what a dirty little sissy boy I was. So I went over to his house and the rest of that story can be read in my blog…
Stay tuned… I will post another story of my sissy fantasy soon.
My love of tranny porn continued to grow, and eventually I discovered sissy hypnosis videos. These drove me wild and made me wonder what it would be like to be one of the sissy boys in the videos. At this point, I remembered the previously mentioned panties, and one night after a few drinks I decided it might be fun to try them on. The first pair was a pair of victoria’s secret booty shorts that were just a little bit too tight around my big ass. (I was not very big at the time, and I worked out regularly; but I have had a big, muscular butt since high school.) The soft fabric felt great around my butt even though they rode up into my ass crack a bit. I got so hard that I jerked myself off without any porn that night, and I even fell asleep with them on me all night.
The next morning I woke up still wearing the panties. I felt so naughty; but when I went to check myself out in the mirror, I discovered they looked better on my ass than on the girl who had left them at my place. I took a picture of them and decided to post it along with an ad on CL. I got some interesting responses that made me so horny and eventually I found a guy that wanted to meet me while I was wearing them. I was hesitant, but he told me that I had better get my hot ass over to his place before he hacked my email and told everybody that I knew what a dirty little sissy boy I was. So I went over to his house and the rest of that story can be read in my blog…
Stay tuned… I will post another story of my sissy fantasy soon.
10年前
