The overpass
I grew up out in the country. Which isn't the best place for a young man to explore cross-dressing and becoming a sissy. But it was a nice place. And we had lots of open space, which is lots of open space to disappear and masturbate.
About a quarter mile from our fence line there was a highway overpass that crossed a large creekbed. I had stolen and hidden some of my mother's clothes. I had a dress that buttoned up the front, a couple pair of pantyhose, and one of her pairs of black flats. I kept those hidden in a duffel bag in my closet. I would take that bag, sneak out and go to that overpass and get crossdressed underneath.
The grocery store was nearby and some of the boys who worked there would go to the edge of the overpass and smoke cigarettes on their breaks. I used to love to get dressed and hide undereath the overpass while they stood there smoking their cigarettes and talking shit. I'd rub my tiny sissy dick and fantasize about them catching me, none of them knowing I was their dreaming of their cocks.
In my fantasy I'd get spotted. And then they'd hold me down, laughing at me wearing a dress and pantyhose. "What a sissy! He wants to be a girl!". They'd ask me "Do you like being a girl? Do you want to be fucked like a girl?"
"Maybe he likes sucking cock! Go ahead! Suck this cock". And one of them would put his cock in my face. I'd eagerly start sucking. "Oh wow he really does like sucking cock! What a faggot!".
"I bet he likes taking dick in the ass too!" another guy would yell. "MMMHmmm" I would say with the first guy's cock still in my mouth.
Next thing I'd know the second guy was sliding his cock into my tight asshole. I'd let out a loud moan as I felt waves of pleasure running between my cock-filled ass and my cock-filled mouth. I'd reach out to the other boys cocks with my hands. I needed to jerk them off!
All four pumping cocks getting ready to make me the cum dumpster I was destined to become and then all of a sudden they all start cumming on my face. They grunt and clench their tight butt cheeks to shoot their hot creamy loads on me. I would open my mouth and rub the cum off my face into my mouth.
Then they'd laugh, look at each other and zip up their pants. "Let's get back to work. See ya later, faggot!". And I'd lay there watching them walk away, accepting my fate as a cocksucking sissy.
About a quarter mile from our fence line there was a highway overpass that crossed a large creekbed. I had stolen and hidden some of my mother's clothes. I had a dress that buttoned up the front, a couple pair of pantyhose, and one of her pairs of black flats. I kept those hidden in a duffel bag in my closet. I would take that bag, sneak out and go to that overpass and get crossdressed underneath.
The grocery store was nearby and some of the boys who worked there would go to the edge of the overpass and smoke cigarettes on their breaks. I used to love to get dressed and hide undereath the overpass while they stood there smoking their cigarettes and talking shit. I'd rub my tiny sissy dick and fantasize about them catching me, none of them knowing I was their dreaming of their cocks.
In my fantasy I'd get spotted. And then they'd hold me down, laughing at me wearing a dress and pantyhose. "What a sissy! He wants to be a girl!". They'd ask me "Do you like being a girl? Do you want to be fucked like a girl?"
"Maybe he likes sucking cock! Go ahead! Suck this cock". And one of them would put his cock in my face. I'd eagerly start sucking. "Oh wow he really does like sucking cock! What a faggot!".
"I bet he likes taking dick in the ass too!" another guy would yell. "MMMHmmm" I would say with the first guy's cock still in my mouth.
Next thing I'd know the second guy was sliding his cock into my tight asshole. I'd let out a loud moan as I felt waves of pleasure running between my cock-filled ass and my cock-filled mouth. I'd reach out to the other boys cocks with my hands. I needed to jerk them off!
All four pumping cocks getting ready to make me the cum dumpster I was destined to become and then all of a sudden they all start cumming on my face. They grunt and clench their tight butt cheeks to shoot their hot creamy loads on me. I would open my mouth and rub the cum off my face into my mouth.
Then they'd laugh, look at each other and zip up their pants. "Let's get back to work. See ya later, faggot!". And I'd lay there watching them walk away, accepting my fate as a cocksucking sissy.
5 years ago