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The Ladder

A foolish boy risks a lot for a glimpse of a beautiful girl
When I was a nerdy, unpopular high school junior, I was so taken by the unapproachable beauty of one of the senior cheerleaders, Erica, that I sometimes followed her home at a distance, admiring her long legs, bouncing breasts, and shoulder-length reddish blonde hair. I’d find excuses to walk through the gym during cheerleader practice, catching glimpses of her red uniform panties. I became obsessed with Erica, masturbating to my memories of her and to the greater pleasures I imagined.

Finally, I decided to see if I couldn’t actually see her naked. She lived only a couple of blocks away and her backyard ended at a wooded area that led to a park. After the weather warmed up, I’d tell my parents I was going for a bike ride, or sometimes sneak out (I could get out and in without them realizing it if I timed it right.). I’d ride to near Erica’s place, hide in the woods, and watch. It didn’t’ take too many nights to figure out which room was hers. It was upstairs in the back of the house where it was quite dark. I was too low to see any details, but once I saw her close the window, so I knew it was the right room. How could I get a glimpse of this beauty?

Determined to see more of the girl, one night I sneaked out and climbed a tree opposite her place, only to have her put out her light as I reached the correct height. Frustrated, I'd gone home and masturbated. The next night, I sneaked out of my house early and was in the tree long before the girl's bedtime. I was rewarded by the sight of her in a bathrobe, but nothing more. Several nights in the tree gave no better results and frequently I saw nothing at all. Still determined, I came up with a desperate scheme. I'd learned from my dad how to handle long ladders, so I began earning extra money by cleaning people's gutters. I canvassed the block where she lived and lucked out. My low price appealed to her father and one Saturday I got my dad to drop me off with the ladder. I had several houses on the block and left Erica’s house for last. As planned, I didn't quite finish, telling her father I'd be back the next day. The ladder remained in the backyard, right next to Erica’s window.

After dinner, unable to stay away, I rode my bike down her street. The ladder was there, but I was just in time to see her leave for a date, dressed in a short dress and high heels. Insanely jealous of the guy in the sports car who picked her up, I nevertheless stared avidly at her legs as she walked from the house to the car. Her hemline rose high on her thighs as she swung her legs into the car.

At 11:30, I was in place, watching from the bushes for her return. She finally got back at a bit after midnight and remained in the car for several minutes. She adjusted her dress when she came out. As soon as she entered the house, I scooted to the back and swiftly climbed the ladder, keeping my head low. A hand-held mirror gave me a view into the room. I had to wait several minutes before the light in Erica’s room went on. The teen beauty never looked at the window, but sat on her bed with her back to me. The view I got from the mirror was very small and shaky. I popped up to get a direct view. The bed was right up against the window. I thought I’d have enough warning if she started to turn around.

Erica stretched her arms over her head, then crossed them in front of her. She had to be feeling herself up. My cock started to stir in my pants. She stood up and started turning around. I ducked down, holding my breath. The next thing I heard was the scrape of the window going up. I was so close I heard her deep intake of breath. Had she seen me?

No scream, just silence. Then I heard soft music. Carefully, I twisted the mirror so I could see the window. It was empty. Rising, I turned the mirror, scanning the room. Erica was swaying, almost dancing, in the center of the room, her back still to me. I risked standing so I could see her without the mirror.

The beautiful girl swung her hips and dipped her legs, gyrating. Then, starting at her hemline a few inches above her knees, she ran her hands up her body until they cupped and squeezed her breasts. Even though I could only see her from the side, I was really excited.

Then, to my delight, she reached behind her back and unzipped her dress as far as she could. Pulling the shoulders forward, she opened the zipper the rest of the way. I saw her back, crossed by the band of her bra. She leaned forward, the blue dress falling off her shoulders and arms. A twist of her hips and it dropped past her legs to the floor!

Erica in her undies! What a sight! The light blue bra and panties matched her dress; light sheer pantyhose made her legs glisten in the light. The heavier material from the tops of her thighs to her waist partly obscured her tiny panties, but I thrilled to the sight of the exposed cleft of her ass.

She danced to the music a bit more, then tugged her pantyhose just below her waist. Before I got a really good look at her partially bared bum, she took a step backwards and sat on the bed, kicking off her heels and tugging the pantyhose down and off her legs. Then she lay on the bed. Her head was right on the other side of the wall. She was only three feet away! I couldn’t see her face, but if I leaned to the left a tiny bit, I had a great view from her chest down. Her bra showed ample cleavage and I even made out wisps of her pubic hair where her mound bulged her panties. My cock strained my pants and I was afraid she’d hear me breathing, I was so excited.

Then she cupped her breasts and squeezed them. She arched her back and undid her bra, tossing it to the floor. My eyes bulged as I ogled her breasts. They were big, placed high on her chest, and firm. The nipples, pale pink, stood out from the main swell. She pinched them and I watched them expand. “My tits,” said Erica. “Brad sure liked you two. It sure made me feel good when he sucked on you.” I was panting, clinging to the rungs of the ladder. She kept squeezing her breasts, then pulled her nipples up as far as they could go, then let them go, again and again. She flicked her nipples, then rolled them between her thumbs and fingers. That really got her going. I heard her gasping and her hips started pumping.

Finally, to my delight, raised her hips and tugged her panties off, up her thighs, down her calves, and off her feet. Erica was naked before me! I saw her blonde thatch, and a hint of the pink lips where her thighs came together. She spread her legs and her right hand cupped her sex mound. She was still massaging her breast. Now, she started pumping her hips rhythmically and running her hand up and down between her legs. Her breathing got louder and louder, then her hand shifted, moving farther down, and her hips bucked more than ever. I realized she’d slipped a finger inside herself, where I wanted to put my cock.

Erica’s moans became words. “Oh, Brad, your cock is so big. It filled my mouth and your cum tasted so good.” With that, Erica’s hips bucked up long and hard and her hand went back and forth. I saw two of her fingers glistening as she pumped them in and out. Hips straining, her fingers plunged deep inside, Erica gave out two very long moans, then a drawn out sigh as her body settled back on the bed.

Panting, trying to control myself so she wouldn’t hear me, I waited. I wanted to go away and make myself cum, but I was afraid she’d hear me. She continued rubbing herself, more gently now. Then she rolled on her side and I heard her fumbling with something. I figured she was getting a tissue from a bedside table.

A few seconds later, I heard a buzzing sound like my electric razor. Erica rolled onto her back again, and her hands came back into sight, holding a flesh-colored, plastic cock with a big head. My eyebrows shot up. The show wasn’t over!

Erica rubbed the big dildo up and down, her hips twitching fast, then she plunged it into herself, arching her back and moaning louder than ever. She pumped the plastic cock in and out, gasping and moaning. After what seemed to me like quite a while, she relaxed and began pumping the vibrator in and out in a steady beat. “Oh, Brad, I’m sorry I wasn’t ready tonight. But I promise you, I promise myself, I’ll fuck you on our next date.” With that, she slid the dildo in and out faster and faster, again bringing her hips up, her breasts flopping back toward her head, and her thighs spasming as she came again!

Her hips came back to the bed and she lay there, panting, recovering her breath. Soon, she slowly withdrew her toy and I heard her put it away. She lay on her side, back to me, giving me a delightful view of her ass, then she sat up and walked across the room. Suddenly, all was dark within. I ducked, and sure enough, a moment later I heard the window come down. A glance up showed me she’d left it open a crack, so I force myself to wait at least ten minutes before I stealthily moved down.

I got into the bushes and couldn’t wait! I whipped it out and in no time squirted a huge gob of cum onto the ground. I wished, like Brad’s cum, that it had gone into Erica’s mouth.

I had a hard time getting to sleep that night. I kept remembering her beautiful body and the excitement I’d felt as I watched her masturbate. I don’t recall how many times I came during the night, but I know there was very little left when I made myself cum when I woke up.

Despite my lack of sleep, I was at Erica’s house at 10:30 to finish the gutter job. I knocked on the door and her father opened up and told me to finish. I went around back. The ladder was still in position. I was looking up at Erica’s window, remembering, as I crossed the lawn, so it wasn’t until I had my hand on the rung to pull myself up that I noticed a pair of blue bikini panties draped over the bottom rung.

To this day, I don’t know whether that was a coincidence or if she’d seen me and didn’t care. But I still have the panties, though the delightful scent has long faded.

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