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    I was 14 years old when I finally noticed an air vent behind my bedroom door. It was flush with the floor and when I looked through it I saw 2/3 of my mother’s bedroom. I could see half of her bed and all of her vanity area. I don’t remember why I just recognized this vent, but later that same night I knew I had to take another look.As usual, my mom went to bed after I did…I just waited for the right time. She came into her room and closed the door; I remember slowly moving from my bed to the floor….crawling to the vent—not wanting to make any noise. Mom turned on her TV and that helped me feel a little better. When I got to the vent I peaked in and saw my mom still dressed standing at her vanity. I remembered my heart was racing with anticipation! My mom moved to her closet area (I could not see her), but then came back into view as she went to her bedroom window and shut the curtains. She turned, taking a step to her vanity and pulled her top off and dropping it to the floor—then she reached behind her and undid her bra, allowing that to fall as well. There she was, my mom topless! Her boobs were a full c-cup and I was seeing them for the first time naked! I had an instant hard-on. But it got better, as she moved to her vanity stool, sat down, and started pulling off her pants. Then her panties were next, I had a full side view now of my mom naked! I could not help but to start stroking myself…and as my mom sat at her vanity applying lotion to her body…I came! After that night I would view my mom undressing more times than not; that is until she re-married three years later and my step-daddy found my “peeping” spot and covered it with a suitcase.When I turned 18, and a senior in high school, my parents told me they were taking a vacation. I thought “sweet, party time”! But that’s when mom told me they were having somebody come over to “watch the house”. I asked who would be my “babysitter” and mom told me Diana. What? The 23 year old dike from down the street? (I thought to myself). Wonderful. Diana recently graduated from college, stood about 5’8” and about 160lbs—she was not very attractive, but was very athletic. She played softball and basketball for the local college.Diana showed up late Sunday afternoon, and was quickly becoming a nuisance by dinner. I retired to my room for late homework studies…and to get ready for Diana to come to bed. My parents took the suitcase that was positioned behind the door—so my vent was clear for viewing. My wait was long—but in the end, it was worth it. Diana finally came to bed around 11, and was quickly out of her clothes before I could get to my vantage point. When I peeked through the vent she was already sitting at the vanity naked—her boobs were much bigger than my mom’s (turns out they were 36D), and her nipple was turned to the side, almost pointing at the wall! I could not believe I was viewing—she was turning me on! Diana got up from the vanity and moved to the bed, where she piled the pillows up to one side and then climbed onto the bed—still in my view I watched as she laid propped up on the pillows watching tv. Her boobs were incredible and I started masturbating to her nakedness. As I was going at a good pace Diana moved from the bed, to the closet area and moments later came back and laid were she was before. I stopped and just watched, as she started to rub her breasts; first one, then the other…her nipple on her left breast was inverted—something else I had never seen and thought unusual—but still sexy! She was really pulling on her left nipple, and as she did she started to moan a little. She began to push down and into the pillows, moving herself lower in to them. Diana then moved one hand onto her pussy and started to rub her click, while still maintaining a hand on her left breast—pulling and pinching her nipple. I couldn’t believe what I was watching…a girl 5 years my senior was masturbating on my parent’s bed and she had no clue that I was not eight feet from her watching her as she did. My cock was hard and I went back to stroking myself. I came pretty quickly as Diana’s moans became louder and more frequent. Her hand was going faster and faster on her clit and her pinches on her left nipple became more sustained. That’s when I heard her say, “Oh, I’m gonna cum…Ohhhh, I’m cumming…hhhhhhh”. Her body stiffened, her legs came straight out and her thighs closed around her hand. She let up a little on her nipple but still kept hold of it. Her breathing, once quick and deep, became quite and slowed. She came alright…and this made my dick come back to life. I couldn’t help but start to stroke it again…and as Diana regained a control of herself on the bed, I was quickly feeling another cum from my cock. I continued to watch as Diana’s hand went from her clit to her mouth, than back again…she was tasting herself. She did this a couple of times and then sat up…her boobs now in full view and I shot my load again. In doing so I let out a moan—Diana’s eyes quickly shot to the air vent. With my lights off in my room, I hoped she could not see my lying there. Diana began to move from the bed, in doing so; I sat up and moved away from the vent. I heard her move to the vent, and watched as the light from my parent’s room became blocked—Diana was at the vent, and I heard—“I’ll be damned”!There is more to the story if you would like to hear let me know.

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