Uncle Charles

Never imagined I would be sent to live with someone that I barely knew, but because both my mom and her boyfriend were taken to jail. I moved in with my uncle Charles on a Friday night, in the middle of my junior year of high school.

Being smaller than most of my class, I was always a loner and stayed in my room most of the time. I loved metal music so my hair grew long to emulate my idols. I occasionally wore eyeliner so that I could look goth or whatever. My uncle and I rarely spoke but when we did it was about school or music. He played guitar in a band when he was young. He was my mom’s much older brother. He was 62.

As time went by, being a typical boy I found online images and videos which quickly made me question my own identity. Guys similar to my size were wearing much more makeup, lingerie and dresses, styling their hair feminine and they looked incredibly like girls. So one night I tried to go farther than I had before, went to the local store and bought a full makeup kit, curling iron and a cheap but cute dress. With the help of some YouTube videos, I scared myself at how much I looked like a girl.

This continued for several weeks and I finally got curious and shaved what little hair I had on my legs, underarms and face, and decided one night when my uncle was out, to dress fully and drive around. It was around 11 pm when I pulled out of the drive and had no idea where to go. I drove aimlessly toward the side of town I knew was less popular but I forgot there were strip clubs and adult book stores nearby. But I had to to admit it was a huge turn on and I wasn’t sure why.

Until now I hadn’t had sex with anyone because I was too small for girls to be attracted to and too odd for guys to hang out with. So needless to say my hormones were raging. I drove past the book stores just hoping to get looked at or something. I was even so brave to have stolen a few cigarettes from my uncle and pretending to be older smoked while I drove. A few older men would stare from their vehicles at stop lights and excite a part of me I had not realized but with the way I was dressed, I asked for it.

I continued this for several months, each time taking it a little farther. From turning around in adult book store parking lots hoping to be seen, to driving through strip clubs hoping to see a horny guy who might smile at me. I had awakened a part of me that scared me.

One night after teasing myself for hours and being horny the entire time, I returned home to find my drunk uncle Charles laying on the couch in shorts, beer in hand, tv on a football game and loud. Knowing I wouldn’t sleep I quickly went to my room and slipped on a hoodie and shorts and since the lights were low, I sneaked in and grabbed the beer and sat it on the table. Looking for the remote and figuring it had fell to the floor, I went to my knees to see. Looking under the coffee table and then under the couch where he laid, out of the corner of my eyes I say what appeared to be his shorts loose enough to see his cock.

Getting a little closer. Sure enough his cock was entirely visible and I was floored. I was fixated on the first adult cock I had seen this close. A foot or so away I sat and stared. I even moved myself so I could get a better view while trying to be as quiet as possible. No underwear and loose showed it all. If he had awakened to see me below him with a full face of makeup and my hair fixed, I would’ve been so embarrassed, but I couldn’t move.

Inside a voice was telling me to go to my bedroom but a stronger voice was telling me to get closer. The stronger voice won. I inched my way closer while he snored. I was probably 6 inches away and could smell him. It was intoxicating. I had to touch it and then I would rush to my room. Or that’s what I told myself.

I moved closer and found myself within tongues reach. I touched it first with my finger and he didn’t budge. I rubbed the head slightly and he started to grow slowly. The more I rubbed the more he grew. Before long he was fully erect at his full length. Uncut and thick. I dared myself to touch my tongue to him and that should be enough and I could rush away. So I moved closer and finally allowed myself to close my eyes and let my tongue rest on the head of his cock. Somehow naturally I let it circle his cock and tasted his precum which was fuel to fire.

Do I dare to go father, I didn’t want to get caught but I couldn’t stop. I let my mouth open and my lips settled on the tip of his cock. I let my tongue lift him slightly into my mouth and I froze knowing I finally had a cock. I ever so slowly moved forward until several inches were inside my mouth and he tasted so good. Still snoring I dared myself to go farther. I worked as much of in my mouth as possible.

Comments

Anonymous

by Anonymous on Jun 1, 2025 at 5:40 AM

Every boy needs an Uncle Charlie or an Aunt Charlina, as the case may be. What a wonderful and emotionally and physically safe way to explore your sexuality!

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