Category Archives: Shemales

Trapped By A Cute Shemale

First of all I would like to start off by saying that this is a true story. I am a 24 heterosexual male and I have never found a cute shemale that I was attracted to until that very special day at work.

It was a normal day at work and the heat was horrific. The elevator always malfunctioned whenever the office was so hot. And for some reason I had a very naughty fantasy about this sexy new blonde that started to work at the office. She always wore revealing clothing and very short skirts. One day I caught a glimpse of her huge camel toe beneath a very short black dress she wore.

From that moment on I was hooked. Things got so bad that every day after work I would rush home just to jerk off while thinking of her big breast and sweet ass. I would always get massive erections and spew cum everywhere. It also became a regular thing for her to show me her panties since she sat across from my desk. She would open her cute legs so wide I knew she wanted some cock for her tight pussy. I knew she was teasing me because I saw her watching my bulge as she revealed herself to me. Eventually, it became too hard for me to bear and I started to use the bathroom at work to jerk off.

Sexy and Cute Shemale

I dreamed for the perfect opportunity to make passionate love to her and the only feasible scenario I could come up with was being stuck in the old elevator with her. I always tried to ride the elevator with her, but my dream seemed too elusive to ever come through.

One day she asked me to change a punctured tire she had, so we rode the elevator down, all alone. I prayed the entire 124 floors for some divine miracle that would stop that machine. However, it did not happen.

So I changed the tire for her, but she had forgotten her car keys and we had to go back up to the house to get it. About 40 floors up, she did something I would never forget. I thought I was dreaming, but as soon as she started to unbuckle my pants and suck my dick I knew it was real. She definitely knew how to suck a cock. I was on cloud nine and I didn’t want to come down. I grabbed her by her waist and turned her around. As I lifted her black skirt up to her breast and moved her sexy lace panties to the side. I saw one of the biggest dick I have ever seen fall out between her legs. She was a very cute shemale!

I was shocked, angry and turned on all at the same time. I am not gay, never has gay sex before and I’m strongly against same sex relationships, but the sight of that massive gay cock on that sexy teen tranny and my cock could not resist. I immediately spit on my dick and her ass and forced her 8”inch cock deep inside that sweet tight tranny ass.

I was fucking her so hard that her balls were swinging and slapping my own dick. At first it grossed me out, but soon after it felt so damn good I began to fuck that ass as though my life depended on it. She was moaning and screaming as she shouted… “fill me with your cum… cum inside my tight ass”. I came so hard I felt it from my toes all the way up to my dick. There was so much cum It was running from her ass and dripping on the floor.

She cleaned herself up and we returned to the office for the car key. No one knew what just happened. I escorted her down and she offered me a ride. No pun intended. But that’s another story. So stay tuned for part two where I will have anal sex with that ladyboy, shoot it on videos and upload it to tube.