How do you usually initiate intimacy with a partner?
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Sibling Sex Guilt

  • No Name
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3 weeks 1 day ago #5591 by No Name
Sibling Sex Guilt was created by No Name
So, once and only, once when I was fifteen and horny as hell, I talked and coerced my chubby ten year old sister into looking at online porn with me on my laptop while our parents were at a wedding.
Eventually it became every obvious that the vids we were watching, the vids I let her click on, were definitely getting to the both of us. 
She was showing interest after her initial "Eeew" reaction. it took her a while but she eventually asked about my penis and I quickly introduced it, bringing it all out through my zipper. 
I engaged her in a detailed conversation about masturbation, answering her all her questions as well as showing her vids and demonstrating. I guided her hand and she gripped it gently while wearing a shit eating grin on her face. 
I asked about her masturbating and the pink flush of her face answered my question before she said a word. She just nodded her head and admitted to humping her pillow. 
I slowly reached over and gently pressed the back of my hand against her vagina over her sweatpants. She parted her thighs slightly and moved her hips forward to meet my hand without making eye contact with me. 
Emboldened, I asked for sex. She declined, fearing possibly making a baby in her. She was too young, I was not about to explain it all, I suppressed my instinct to giggle. So I asked about jumping against her butt crack. She immediately agreed and rolled on me tummy. 
We both lowered the back of her sweatpants enough to expose her chubby bubble butt that I had already jerked off thinking about a couple of times. I climbed awkwardly on her and while keeping my body weight off of her with my hands on either side of her shoulders, I slid my erection along her butt cheek's cleft.
My erection slid freely, leaving a small trail of precum. I pressed in more and it buried itself between her butt cheeks. She moved her hips in a humping motion as I humped against her the soft skin of her firm butt cheeks. 
More precum lubricated the path. I adjusted my erection with my hand and felt the tip of it find the warm opening to her anus. I rubbed it back and forth, lubing it with precum. Then slipped the tip into her.
She immediately got up on her elbows and acknowledged it was going in. My shaft followed gently into the warm and firm grip of my little sister's anus. 
Still on her elbows she dropped her head down as she said my name and cursed but actually tolerated my penetration into her surprisingly well. I humped gently and shallow as my penis was only about only 3/4 in her. Then I just shot my squirt into her with a grunt. I came so fast.
I immediately became soft. She clinched her sphincter and I slipped almost out. As I got off of her she passed a little gas and we both giggled a bit, but then there was a shift. 
She seemed very annoyed that I did not last anywhere near as long as in any of the videos. She questioned if , she got dressed and stormed off from my room. She went to the bathroom a while then locked herself in her room.
Our parents arrived about an hour later. I was so scared. My sister never told on me.
It's like it never ever happened but we are not close at all. It's like there is a wall. It's diplomatic but not really warm. It's polite but distant. I feel terrible about having done what I did to her.
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  • Naomi
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2 weeks 1 day ago #5606 by Naomi
Replied by Naomi on topic Sibling Sex Guilt
So when we were little my older sis & I shared a room. We had this one sleepover with one of her older friends. I had my first introduction to lesbian sex which included both my sister & her friend doing oral sex to me.
Yes I did have my first orgasm that was not DIY but it was & still is so awkward.
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  • Lisa M
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2 weeks 1 day ago #5611 by Lisa M
Replied by Lisa M on topic Sibling Sex Guilt
Ok, so I swear, I still feel so dirty about but
like l lost my virginity at 11 to my 14 year old brother. Our parents were away at a wedding and IDK why but I agreed to look at online porn stuff with my brother in his room and well, after like the initial "Eeew & Giggle" stage the vids worked their magic on both of us. 
Once we got around to admitting to each other that each of us masturbated pretty frequently in private, things just took off from there. My brother showed me his, I touched it. He touched me over my undies then under them. We missed. We kissed and I let him inside me. 
It was all about HIS pleasure because he did not last anywhere near as long as in the vids. He finished inside me in just a few bumps and he got soft. I was like OMFG LIVID. It was like so fucking awkward.
I went to my room and struggled with what I just "Normal" it was so damn awkward.
I could not make eye contact with him like for a week. FINALLY he apologized. We never had sex again ever. 
 
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  • mansplainer
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2 weeks 19 hours ago #5617 by mansplainer
Replied by mansplainer on topic Sibling Sex Guilt
why not explain that u r human too and deserve oorgasms too??
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  • Bad Brother
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1 week 6 days ago #5618 by Bad Brother
Replied by Bad Brother on topic Sibling Sex Guilt
Our parents still have no idea about how sexually active my little sister and I were with each other when we were kids.
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  • Troy
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1 week 5 days ago #5626 by Troy
Replied by Troy on topic Sibling Sex Guilt
Same here LOL 😂
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