My parents split up when I was a young teen. Mom got custody of me and we moved into a small house in a different town. She said it was good to move so we could get a fresh start. I didn't think it was all that good since I found myself without any friends.

Money was tight so mom often worked long hours leaving me home alone. One night I got bored with TV and started exploring the house. I had earlier noticed a square cutout in the ceiling of the hall and decided to get our ladder and see what was up there. I pushed up the board, moved it aside and stuck my head through into the attic. It was dark but I already had a flashlight and shined it around. There was several boxes stored in one corner. So I pulled myself up and went over to see what they contained.

The first one was just a bunch of old books. I looked at a few but they weren't interesting. The next two boxes contained old clothes. I pulled some out to see if there was anything I could wear but all I found were dresses and other things for women. Disappointed I closed up the boxes and left the attic.

The next day mom was working a double shift. After sleeping late I tried to think of something to do. Daytime TV was bad, I still had no friends nearby and I was extremely bored. It must have been the boredom that did it: I went into the attic and grabbed some of the clothes and took them to my room. First I tried on a summer dress. It fit well except in the chest. So I put on a bra and stuff some of my socks into it. Then the dress worked well on me.

The image in my mirror reminded me of a girl at my old school. She was one I'd had the hots for but I had never had the nerve to even say hello. I started getting horny at that point even though something inside me said I shouldn't.

As I studied myself in the mirror I became convinced I could make people really think I was a girl. Maybe I could have some fun doing that. My hair was too short but there was a wig in one of the boxes. With it on I really looked the part. So after the sun went down I decided to take a big chance and walk to the local park.

I was very nervous walking down the street dressed as a girl. I also found it very exciting. Good thing I had arraigned my cock to point up when I put the panties on; at least that way it wouldn't make a tent of the dress.

There were a few lights in the park, just enough to see the walkways. I took one of the longer trails that went to the back area. So far I had gotten away with dressing as a girl, but it was because there hadn't been many people around and nobody came close to me. Then I spotted a boy coming down the trail. I said hi as he was about to walk by me. That made him stop and we chatted a bit.

He suggested we move to someplace we could sit down. Taking his hand I followed him to a secluded picnic table. Guess I should have known what was on his mind, all I can say is I was just a naive kid. He sat one the table next to where I was sitting on its bench and started telling me how great I looked. I loved hearing that and didn't discourage him any.

He was wearing loose fitting shorts with large leg holes. When I turned around on the bench to face him I saw that his cock was hard and was sticking out by his leg. Knowing I was exciting him made me even more horny than I had been. I also found the sight of his hard cock to be a turn on. When he saw me looking and not getting angry with him he told me I could touch it.

I hadn't dressed as a girl to fool around with a boy. But knowing I had made him hard was quite a rush. Reaching out I caressed the head feeling how silky the skin was. He sighed as I moved my fingers around. Then he lift up a bit and slid his shorts completely off letting his cock point straight up leaving me breathless.

Sitting between his legs gave me a great view of that cock. I thought he just wanted more room for me to jack him off, but again I was being naive. He put a hand on the back of my head and gently pushed me closer. The tip touched my lips and he whispered a plea for me to suck.

By then my head was feeling light from the sexual excitement and I was shaking. My tongue went out to touch his cock. Then I put my lips around the head. I licked the pleasure spot on the bottom of the head. Feeling the shape of the head on my tongue made me ache for more. I moved down until my mouth filled. Then started moving up and down while he kept his hands on the sides of my head.

I don't think it was more than thirty seconds before he made a grunting sound and held my head down. Cum started filled my mouth and throat. Just knowing I had made him cum made me start cumming too. I swallowed as fast as I could but some still ran down my chin dripping onto the table. My own cum shot up under my dress and onto my belly.

He was still breathing hard when I lifted my head off his softening cock. Thanking me he said he had to get home or he'd be in trouble with his parents. I told him it was okay and that I needed to do that same. Making sure he didn't see my cum that was soaking through the dress I straightened myself and headed home.

After cleaning up I did some thinking about what had happened. It was hot but seemed so perverted I promised myself to never do it again. Two nights went by before I broke that promise. That summer I did a lot of cock sucking. Some of the boys wanted to do more but I never let them touch me. I always dressed as a girl and nobody ever figured out I was a boy.

When school started I even heard some talk about the girl in the park that loved to suck. That made me smile.

Comments

Anonymous

by Anonymous on May 9, 2014 at 4:07 AM

20379,20325,10961
when I lived in ft Lauderdale I would go to gay bars dressed in nylon panties and very short and tight nylon short shorts. I wanted to get hit on so I made it obvious. and it always worked. I am a feminine gay boy that loves teasing men, showing off and getting lots of cock.

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Anonymous

by Anonymous on Dec 13, 2016 at 12:35 PM

Ryan would suck me off in the park like this. He had such soft sink. Touching my cock to his face could make me cum. One day he was sucking me and I move behind him and rubbed my cock against his ass he was pushing back on me and moving his hips. I knew what he wanted. I kneeled down and licked his asshole and then I slid my cock up his ass. I came after he did. I stroking for you Ryan. I miss you very much.

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