[f] The time I secretly watched my sister masturbating with her guy friend online

So a lot of you perverts seem to have enjoyed hearing about my slutty cabin trip haha. It seems unbelievable because you’re not actually supposed to believe it! No one was, really, and I even denied it for years. That night as I was moving from room to room I knew how outrageous it was (especially if you know me because I’m a total dork). I remember even thinking “what else can I do to make this so over-the-top no one will believe it.” That was exactly what I was thinking when I decided to straddle Jacob and guide his hard dick into me. No condom, Walked in, stroked him hard, and then rode him fast and raw. *No one will ever believe this!* and I knew it, and it actually drove me crazy. And no one would believe that I came back into Jim’s room and fucked him a *fourth* time. What can I say. Acting out things too outrageous to be true makes me wet. It’s how I like it. 

Anyway, in real life I seem like a totally normal girl. But I am not a normal girl, and I don’t know why I’m like this. It’s definitely a hard-wired part of me. I naturally have a runaway imagination and a deep-seated need for excitement and adventure that is not usual among females. But, I also know there were some experiences in my youth that had a profound effect on who I am now, and particularly my first real (sort of) sexual experience, soo…I might as well get that story out of the way…it was the time I secretly watched my sister masturbating with her guy friend online. 

So I have always loved my older sister (we’ll call her ‘Sis’). I’m four years younger than her and I must have seemed like an obnoxious little pest to her all growing up with constant questions. I have always been intensely curious and needy to get to the bottom of things, and she was always a wealth of knowledge. My early memories of her were filled with all sorts of art projects. She was really into drawing, painting, and crafts. Brushes, pastels, and paint were everywhere, and she was really talented. I was amazed at what she could do and so, of course, I was always bothering her about stuff and stealing her supplies. She was and still is very well spoken and dedicated. She was a straight A student. 

So, in high school, when she became more distant, I understood. She spent a lot of time in her room studying and became protective of her stuff and her space. Very protective. One time I was rooting through her drawers trying to find her pastels, like I had done for years, and she exploded. “No! Out of my room! No going through my stuff! When you need something, ask!” I was shocked, because it was not like her to be like that. She said I was not to go into her room without her permission. 

I knew I wasn’t supposed to, but when she was gone I would still sneak into her room to look for art supplies. I did it all the time for years and was careful to always put stuff back. One day I was in there carefully returning a brush and suddenly heard footsteps rushing up the stairs. I didn’t even know she was home. There was no time to get out. I didn’t know what to do, so I slipped into her closet. 

She ran in, locked her door, grabbed her laptop, and jumped onto the bed. 

I was doomed. 

I figured she was settling in for one of her regular all-night study sessions. There was no way out. It seemed like I would have no choice but to walk out and show myself, and suffer the consequences. ‘Oh god she will hate me for this’ I remember thinking. But I respected Sis so much and was desperate not to disappoint her, so I hesitated.

The position of her laptop gave me a perfect view of her screen. In a couple minutes I saw she was on skype with her study partner Jeff, which figured. They studied together a lot, like every night these days because they were getting ready for finals. So that confirmed I was going to be trapped for like hours. I was just about to walk out and show myself when she reached down and pulled her sweater off over her head(!)

I froze and just stood there, stunned, watching her. She was sitting cross-legged, facing away from me, and Jeff was talking to her. I couldn’t hear what he was saying – she had a headset on. She was giggling. The conversation had nothing to do with math. 

Now I was in *big* trouble, I thought.

She was talking softly and I strained to listen. She said something about almost being caught, and then something about when they were on the bus. I was curious, and just stood there frozen and silent, trying to read his lips. 

Jeff was a really nice guy who went to our church. He was really into music and played trumpet in the band that performed at our Sunday services and was a camp counselor during the summers. I had known him for years, looked up to him, and always really liked talking to him. He was super smart and was my math tutor for a while, and it was hard not to swoon…he had deep blue eyes and a charming smile. But now he was gawking at my half-naked sister. Bad Jeff. Then she reached back and took off her bra, just casually, as they were chatting like it was nothing unusual. 

Sis has a build just like me (small and sporty), but is a bit taller at 5’4″ with bigger boobs. I should also add that she was (and still is) very pretty with long, brown, wavy hair. I wondered why she never had a boyfriend (this was her senior year), but I figured it was probably because she was an introvert and (generally) very shy, especially around guys. Or, she had a secret slut life (which happened to be the case). 

Anyway, there she was, boobies out, chatting it up, and they just had a conversation like that for a while…her mostly just giggling, and then she stood up, took off her jeans, and threw them to the side of the bed(!) He was smiling. She sort of lazed around on the bed to strike some less-than-modest poses.

So then she got on her knees and there was Sis’ perfectly firm butt in nothing but a thong…just a tiny strand of fabric right down her crack.

By now it was obvious what was going on and I felt flush and dizzy. I must have been bright red. I closed my eyes in terror that I was about to see something I wasn’t ready for. (Don’t ask me how old I was just do the math…too young.) I actually put both hands over my face and sort of stayed like that, pretending I was somewhere else. How could this be happening. In my mind, Sis was not *at all* a slut. Where was the straight A student? The angelic choir girl? The painter?

And then (and I remember this vividly) it seemed she put her finger up to her lips and sort of slowly pressed it into her mouth, sucking on it, then slowly out then in again. She was so incredibly sensual about it, and sort of lost herself to the act of fucking her finger with her mouth (as far as I could tell from behind). Jeff was in a trance, drinking it all in.

As she did this she seemed to get more worked up, and her other hand reached down the front of her panties. (Omg I couldn’t believe what I was watching.) I was transfixed and closed my eyes, but then opened them. I couldn’t watch, but I couldn’t *not watch* either. I knew what masturbation was and touched myself, but only late at night under my covers. Doing that in front of someone had never even occurred to me, and I found it fascinating. 

So then Jeff’s mouth was sort of hanging open, like he was just drunk with the sight of her. And then he adjusted his camera so it was pointed at his crotch. My hands went to my mouth, but my eyes were wide like saucers. He unzipped his pants and pulled out his fully erect penis. The camera was positioned so that his hard dick took up like the entire screen. 

Now I knew what an erection was at that point because I had some friends a couple years older who talked about it. We had learned about penises in health class that year. But, this was the first time I had seen real male genitals, and nothing could have prepared me. (I hadn’t found porn yet.) I was shocked and horrified by the imposing sight of this big, veiny shaft of flesh with a bulbous mushroom on the end…just so…there. Obvious. Gross. And yet I couldn’t stop looking at it.

And then he was slowly stroking the flesh on the shaft between his thumb and fingers. It was totally stiff like a thick prong of steel. I just kept watching in a daze of disgusted curiosity. 

As if by rote, Sis took off her panties then lied down and spread her legs, making Jeff’s view rather unimpeded. I was mesmerized as I watched her her play with herself while Jeff wrapped his cock in his hand and tugged on it. She was whimpering and moaning, and they were whispering to each other and she was encouraging him…and this continued for what seemed like forever.

So while I enjoyed masturbation at this age (had for years actually), I was awkward and ashamed about it. I knew I wasn’t supposed to do it, but I had recently learned how to make myself orgasm and really liked it, so I’d break down and do it sometimes. Sis was not ashamed, obviously, and I found her alluring and artful…she was very gentle with herself at first and was sort of slowly, gradually building up the erotic energy. As I watched I learned what a rookie I was in this regard and began to take mental notes. I was more awe-struck with the whole thing than aroused at first, but she contrasted so starkly with the disgusting brutish weapon being wanked in front of her face, and I think that contrast is what started to convert my curiosity to arousal. 

After a few minutes I think I abandoned my efforts to ignore what was happening. I sort of forgot it was my sister and just observed the eroticism for its own sake. She was writhing and working herself more aggressively and he was flogging away. (‘God, so barbaric’ I thought.) 

Then I realized I was wet from looking at my sister and it felt so incredibly inappropriate. It felt so wrong and bad and awful. And I was completely trapped in this tiny dark closet. I couldn’t talk or even move. And this filthy sex show was happening right in front of me and I couldn’t help but watch it. A sin. It was like a dungeon. And yet, I watched, and held my legs together. 

Jeff came and I watched the white goo pool on his stationary grip and then dribble down his knuckles. Revolting. I watched, aghast, as the little convulsions pumped more semen up and out into a flow that streamed over his hand like slime. 

But shame descend like a dark cloud…because I knew I couldn’t help liking it…the discovery…the filthy, carnal, beast-like side of humanity…wanting to know more…wanting to feel more…

‘I am a bad person…to my core’ I remember thinking, because of how I felt, so alive…so hot between my legs…and being restrained gave me no options. I could either close my eyes and put my head in the sand, or discover these awful truths of human nature. And I watched…and I tried not to think about touching myself but then Sis was pushing a brush handle into her and I wondered if she would have an orgasm. I knew I was going to put my hand down my pants as I watched my sister…even though I knew how bad it was to do that. ‘Just a little bit’…  

I very cautiously slipped my fingers under my waistband, then down my pants and between my legs and felt how wet I was. I was very wet and extremely sensitive, and as soon as my finger brushed my clit it felt so amazing that I slipped over it again just a little, but then I started to feel like I was going to have an orgasm and just froze, desperate to stop it from happening. ‘Omg I am not this person’ I remember thinking to myself, but the more I fought it the harder it came…deep…like an unstoppable tsunami. And then I pressed my free hand over my mouth and accepted it was going to happen. And waited. And then it was happening. I trembled and convulsed, and jammed my hand against my mouth as hard as I could, determined to stay silent. I was coming super hard and it kept going and going and I just wanted it to stop but it kept going and I was terrified of knocking something over or falling and crashing everything. My whole body was quaking.

Eventually it started to ease off. I remained still, wondering if they heard me. I was nervous. My breath shuddered. I slowly pulled my hand out of my pants. 

When I opened my eyes Jeff had re-positioned his camera to his face and Sis was in the throes of ecstasy, sort of pushing her ass up off the bed by her toes as she worked herself. I tried to breathe normally and just continued to watch until it was over.

Sis and Jeff talked for a few minutes and then ended the conversation. She closed the laptop and gathered her clothes, then left the room. I heard her go into the bathroom and made my break for it. I almost fell. I was amazed at how uncoordinated I had become. I walked slowly and carefully out her door, down the hall, and into my room. (Whew)

So that’s when I started to get curious about sex…

Source: reddit.com/r/gonewildstories/comments/9fmcoa/f_the_time_i_secretly_watched_my_sister