After discovering masturbation with three friends (my last story), female nudity became an obsession. Awkward and lacking siblings, my mother became the object of my investigations and masturbatory fantasies.
After my experience with my friends and discovering not only the thrill of masturbation, along with the images of naked women in Penthouse, it's not a reach to say I was obsessed with not only jacking off, but the opportunity to see a naked woman. All these years later, I'm a bit ashamed to say it, but the only woman (I was an only child) in near proximity to me was my mother. She was in her mid 30's, with long auburn hair, a toned body from racquetball, and pale skin. I'd seen her in bathing suits, but now I was aware that she had large breasts and I'd seen her nipples poking hard against the wet fabric. Now, when we were at the pool, I couldn't help but stare, imagining what was beneath. I must have been pretty obvious at that young age, because one day she told me that women could tell when someone was staring at their body parts. She was fairly cryptic about it, so it didn't stop me. I was young, awkward, and horny. I had little contact with girls, and no hope of dating.
But there was a bigger issue that I realized a few days later: her nightgown that she would wear on occasion on weekend evenings when we would stay up late, watching TV. I don't know why I had never noticed it before, and quite honestly, I don't know why she continued to wear it around me, particularly after the conversation about staring. I was on the couch, watching Dukes of Hazzard, when she walked into the living room. It was a gauzy ivory color, and I abruptly realized I could see right through it. I could clearly see the pink outlines of her areolas, her nipples, and the thatch of hair between her legs. She might as well have been completely nude-although the nightgown probably made it sexier. After she sat down in the chair, I spent much of the evening trying to steal glances of her breasts. I could see the curves, and the material softly draped over those beautiful nipples. I could see the nipples as plain as day, I curled up on the couch, trying to hide my erection. As soon as the show was over, I announced "I'm going to bed." I practically ran into my room, and hopped into bed. I imagined feeling and holding my mom's pale boobs. After a few quick pumps, I erupted in cum all over my belly.
I became keenly attentive to what she wore. She would continue to wear her "white nighty" on occasion, allowing me to feast my eyes. While the front of the nightgown was good, I also enjoyed it when she walked away, and I could clearly see her naked back and ass through the gauzy material. Other times, she would wear a loose flannel nightgown or pajamas at night. While the white nighty was the best, I didn't mind the flannel. I realized that, from the right angle, even the slightest bend of her body would cause the nightgown to fall away, allowing me to clearly see the front of her body through the wide neck opening, her swaying breasts, and sometimes as far down to the hair between her legs. She never caught me looking. Any night I'd had the opportunity to catch a glimpse of her body, I'd be there in bed, stroking and squeezing my erection until I felt my balls tighten, and unload the day's cum in pulsing jets. In hindsight, my sheets must have been absolutely stiff after a few days.
Very early one warm July Sunday morning when my dad was out of town, I woke up. I never woke up early, and was an extraordinarily heavy sleeper. But for some reason, I woke up early that morning. I heard an unfamiliar noise down the hall and for some reason decided to investigate it. As I approached my parents' room, I could see the foot of their bed. it was parallel to the door, so the further forward I crept, the further up the bed I could see. I could soon see the outline of a lower leg under a sheet, with the knee obviously higher. The more I moved my head into the opening, the more bed I could see. A few more inches and I could see that the the sheets were pushed down, bunched near the knee. I realized my mom was laying on the bed with her legs spread, and the covers pushed down.
I felt my penis tingle and swell.
A few more inches forward and I could see what was going on. My mom was flat on her back, fewer than 10 feet away. The white nighty was pulled up to her ribs, fully exposing her crotch as she softy stroked between her legs with her fingertips. Her other hand was on under the nighty on her breast. I could see she was pulling on her nipple. I couldn't believe what I was watching. I stuck my hand down the front of my pajama pants, grabbing my own erection as my own mom rubbed away. I didn't dare move an inch further, because I know I would be visible. But I watched, mesmerized, as her fingers glided through that patch of hair. I could feel my own dick twitching, as pre-cum leaked out, but I kept rhythmically squeezing, trying to match her tempo. I desperately wanted to stroke, but didn't dare, for fear it would be too loud. I could hear soft sighs and heavy breathing. After a few minutes of this, I felt a building sensation. Stifling a grunt, I felt warm cum jetting through my dick, soaking my pajama pants. My own contractions hadn't finished when I heard gasp from my mom, saw her legs snap together as her hips bucked and twitched, and her hand drop from her boob.
I silently crept back to my room and crawled into bed, struck by the enormity of what I had just witnessed, and the intensity of my own orgasm. While I felt a brief sense of shame, it quickly left me, and I began pondering how I could see something like that again.
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