When I was growing up one of the most exciting places in the house was my dad's dresser. It was a tall chest of drawers made of cherry wood and it stood in the corner of my parent's bedroom near the window. Whenever my parents were out of the house I used to sneak into their bedroom and search through the drawers of the dresser to see what I could find.
Every time was a new exploration. In the top drawer he kept a silver pistol that had belonged to my grandfather. It was wrapped in a red velvet bag and was never loaded but I would sometimes pick it up and hold it to see what it felt like in my hand. The excitement of doing something I knew I wasn't supposed to do was thrilling to me.
Underneath where my dad hid the gun was a metal box filled with rare coins. But it was what was underneath that box that really intrigued me. Here my dad kept his collection of Playboy, Penthouse and other magazines. Most of the time they were the same but every once in a while a new one would appear and the sexy pictures and stories within the pages would enrapture me. At that age, my hormones had a mind of their own and anything got me hot. Even the slightest suggestion of something sexual would give me a hard on and I would masturbate looking at the pictures of naked women or couples having sex. It was thrilling and dirty and wrong and I loved it.
Whenever I went into that room I was filled with anticipation. The idea that he might have a new magazine in his drawer would get me so excited that I couldn't wait to open it. One day when my parents were going to be out of the house for a while I went into my parent's room as soon as they left, hoping to find something good inside the drawer. When I lifted the coin box I was disappointed to see the same two old Penthouse magazines that I had already masturbated with several times. I was becoming bored with the pictures in these magazines but the excitement of my adventure was still strong. I decided to try some of the other drawers in the dresser to see if there was something else exciting in there.
I started at the top since that was always the best drawer. As I made my way down, finding shirts, sweaters, belts and socks I quickly decided that I was probably going to have to settle on the old Penthouses. About halfway down, however, I made a wonderful discovery. As I opened my dad's underwear drawer my first instinct was to close it. But as my eyes regarded the neatly folded white briefs I was filled with curiosity. I let my fingers touch the fly of one of the briefs on top. The cotton was worn and thin. I imagined that you could probably see through it if it was being worn. An intense pang of guilt overwhelmed me and I closed the drawer and got the Penthouses out of the top drawer and went into my room.
I looked through the magazines for a little while but couldn't put the underwear drawer out of my mind. I just wanted to run my finger across the front of those briefs one my time I told myself and soon found myself on my way back to the dresser. As I opened the drawer I got excited all over again. As I promised myself, I allowed my finger to caress the fly front of one of the briefs, this time letting my finger slip underneath the flap of fabric and into the front of the brief. I took it out of the drawer and unfolded it. At that age my dad was still a bit bigger than me. The briefs were a large and I still wore a medium. They seemed so big to me. I put my hand through the top and felt the inside of the crotch. The fabric was stretched from my dad's cock. I had only seen it a couple of times but I remembered what it looked like. One time when he was getting ready to get into the shower and his robe was open I noticed his thick cock hanging between his legs surrounded by a heavy bush of black hair. I remembered going to bed that night thinking about his cock and looking at my own wondering if I was ever going to be that big.
Now as I stood there with his underwear in my hands the image of his dick came back to me. I imagined it resting against the front, his heavy balls supported by the fabric underneath. I allowed my fingers to run all along the inside, feeling every inch of the thin cotton and elastic band. Then I folded them and put them back into the drawer. There were three neatly arranged rows of briefs in the drawer and I noticed a pair of red bikini briefs and a jockstrap underneath one of the piles. I picked them up and set them on the bed. I quickly arranged the piles of briefs so that he wouldn't notice I had been there and took the red briefs and the jockstrap back to my room.
I was wearing shorts and a t-shirt but quickly stripped down to my own underwear as I looked at my dad's underwear lying on my bed. I picked up the red briefs first. They were smaller than the white briefs and there was no fly front. I held them up in front of me and looked in the full-length mirror on my door. My cock was already beginning to grow in my briefs and I was overcome with a desire to see what I looked like in my dad's red bikinis. I stripped out of my underwear and my cock sprang to life. Quickly I pulled the red briefs on and pushed my cock inside. The briefs were tight, even for me. I could see the outline of my hard cock through the fabric, the erect shaft pointing up toward my belly button. I touched my cock through the briefs. My balls ached as I realized that my dick was resting in the same place where my dad's sometimes did. I ran my fingers across the front, outlining my cock, then spread my legs apart and let my finger travel to my balls cupping them in my hand and then allowing my fingers to explore underneath. The fabric seemed so smooth like very fine cotton and my fingers slid across them with ease. I admired myself in the mirror but couldn't wait to get to the jockstrap. I tore the briefs off and grabbed the jockstrap from the bed and pulled it on.
I had never worn a jockstrap before and I had certainly never seen my dad wear one. I have to admit that I had a hell of a time trying to get it on but once I did I was thrilled with the feeling. The pouch was mesh and I could see the outline of my cock through the front. But it was the sensation of having my ass in the open air that turned me on the most. I turned around to look at my ass in the mirror. It was so hot to me to feel my cock being supported and still have my ass hang free. I followed the straps on either side of my ass with my hands until they met at the pouch underneath my balls. That was always a sensitive place for me anyway and having those straps there was extremely exciting for me. Still with my back toward the mirror, I took my right index finger and followed from the base of the pouch up my ass crack to my hole. I watched as I fingered my hole with the one hand while the other hand made it's way to the pouch in front to rub my aching cock.
I was in heaven. After a few minutes of watching myself with the jockstrap on, I once again tried on the red bikinis. This time I lay on my bed and looked at myself in the mirror. My swollen cock made the front of the brief bulge well above my stomach and I imagined that that was what my dad looked like when he wore them. I let my hand run across the front of the briefs and noticed a small spot of pre cum had oozed through the fabric. I rubbed the spot near the head of my cock then let my finger run down the shaft to my balls. Once again, I was amazed by the smoothness of the fabric - how my finger glided effortlessly from cock to balls, down between my legs and back again.
I put my hands down the front, feeling my cock and thinking about how close my hand and cock were to where my dad's dick had been. I began stroking my cock from inside the briefs. It was wonderful to have my hand in that warm place, stroking my cock, thinking about my dad's thick dangling cock being where mine now was. My hands stretched out the fabric in front and I looked at myself in the mirror. I took my other hand and felt my asshole through the fabric. It was a miraculous feeling. The sensation sent a shiver through my whole body and my balls ached for relief. Looking at myself in the mirror I began to stroke faster. I could feel the waistband in the briefs being stretched but I didn't care. I wanted to shoot my load in my dad's underwear and after just a few more strokes I did.
I shot my load against the fabric and it fell back against my hand. I rubbed the warm juice on my cock and felt it soak into the front of the briefs. I removed my hand from inside the briefs and rubbed my cock from the outside. My warm cum had soaked through the briefs leaving a large wet spot in front. I got out of the bed and regarded myself in the mirror. By now my cock was beginning to get soft and I admired my impressive bulge. I took off the briefs and felt them in my hands. I was so happy with what I had done I couldn't bear to give them back.
I got dressed and hand washed the briefs and put them in the dryer. When they were dry I placed them in my closet in my own secret hiding place. Now, whenever I wanted them they would be there. I returned the jockstrap to my dad's drawer so that he might not notice anything was missing.
For several nights after that I waited for my parents to go to bed and I would start the whole ritual over again. I never bored of it like I had bored of the magazines. Those red briefs got me more excited than any picture ever could. The next few weeks were filled with the best masturbation of my life. One day, however, I noticed the red briefs were gone from my hiding place.. but that's another story.