First Orgasm

When I was boy I experienced my first orgasm, while fully cross dressed with my friend Dennis. After that, I couldn’t get enough 4 or 5 or more times a week Dennis and I would be in that hollow tree just inside a part of Humboldt Redwoods State Park that was just behind his house.

Dennis showed me the 2 boxes of woman’s clothes he found. We each had a box and ran for our hollow Redwood hideout. We stripped off our boy clothes and stood there naked looking into those exciting boxes. I quickly pulled the lacy bra out of the pile and wrapped it around my chest. Clipping it in the front, I rotated it around and slipped my arms through the straps. I filled the cups with some flesh colored nylons from the box. Grabbing the panties from the box, I slinked them up my hairless legs, relishing the feeling of the silky material and it caressed my skin.

Sitting back on the ground I rolled nylons and slinked them up my legs, snapping them tight around my thighs and hooked them to the clips on the garter belt. Slipping my feet into the high heels I stood and slowly took several laps of our fort getting used to walking in the heels.

The feel of the panties was causing a erection that was so hard it almost hurt , and my erection was poking Straight out making a tent in the panties. I loved the way that my legs and butt felt in the high heels. The feeling of the silk panties and hose on my skin, and the way my legs looked in the heels was turning me on more than I'd ever been.

I doped to my knees to look for a dress when I noticed Dennis next to me his panties to the side allowing his penis to spring free. I could See the veins and a small drop of precum hanging from the slit. I looked up into his eyes as he put his hands on my head and turned toward me. I sucked him into my mouth and did the best I could to make him feel good. All too soon I felt his orgasm coming, and with a soft moan I felt his cock swell and tasted his cum in my mouth his entire body pulsed as orgasm washed over him.

Dennis knelt down as I stood up he reached my cock, pulled my panties down and started to lick it all over. I had never felt more pleasured in my life! He then suddenly took my small cock into his mouth. It didn't take me long to cum. Well “get thrills” as we called it then. I wasn’t old enough to ejaculate yet. There was wave after wave tingling pulsating pleasure and I wanted more.

It was only a few days later that Dennis fucked me for the first time. I think I had more sex and more orgasms that summer than any other 3 month period in my life.