I [M] had sex with my friend’s sister while both of us are in a relationship.

So… This happened at a party last week at my friend’s place. Sorry if my story isn’t the greatest grammatically, but I’m not a native English speaker. Alright, here we go…

I’m a 23 year old student in a relationship for over two years now. I love my girlfriend and would do everything for her, and she loves me just as much. I’ve never ever cheated on her before and I’m a total piece of shit for doing so, I know.

Now for some context – I’ve known my friend (Ralph) for some time now – since we were 12. We went to the same school for some time, then we went to different middle school, to end up in the same class in High School and eventually ended up studying the same thing at the same University. I’ve known his sister (Danielle) for the same amount of time but if I rarely saw her after graduating (is that a correct way to put it?) Primary School. She was usually the annoying little sister. I knew she took some modeling gigs in her teens but that was that. But I was always nice to her whenever I visited or met her, we’d exchange few words and that’s that. I liked her, but never had any interest in becoming friends.

Since me and Ralph are studying together he’s started throwing parties at his house, seeing as he has a swimming pool, and naturally Danielle was always invited if she was in the house. She has a rather douchebaggy and obnoxious boyfriend so I’d steer away from conversing with them if he was close (even after drinking), but they seem happy. But if he wasn’t around and I got to talking to Danielle, I realized that as she turned into an adult and so did I, we had more and more in common. Still, I only treated her as a friend of mine, never anything else. So this year the annual party happened again and I had some good times with Danielle (not that I was focusing just on her, but over the course of the night we drank and smoked cigarettes together few times). I didn’t even for a second think of her sexually, at all. Party went on, her boyfriend went to bed early because he was tired from work, so I didn’t have to worry about having to talk to him. Eventually people started going off to sleep (around 1 PM) and I realized just me, and three of my friends from University were left. There was still vodka left so I texted Danielle if she wants to go on drinking, because we gotta finish this bottle. She replied she thought there was none left and that she’ll be back down in a minute. And so she did come back, dressed in sleeping lingerie, and had a dressing gown thrown over that. We drank, smoked some more with my friends, talked about sex, studies, work, the toll that University seems to be taking on our mental health, we talked about our health too, and she mentioned jokingly that she feels old when she has to take pills for something (allergies, I think?), and also birth control pills. We also all danced a little before eventually my friends went to the campfire to warm up and I stayed with Danielle at the table.
I said I’m gonna go stretch my legs and explore their big yard a little, and she said she’ll come with so I don’t fall into a pond.

We went to that pond and sat there for a while admiring the full moon and breathing in some more humid air, as this summer is disgustingly hot in Europe. We started talking about relationships, both of us pretty damn wasted. She talked about hers, I talked about mine. We confined in each other, got things out of our chests. She said that she’s thinking her boyfriend and her are slowly moving apart, and I said how my girlfriend seems to be jealous over everything I do without her lately. We also talked some more about sex and stuff. I complained me and my girlfriend haven’t had sex in more than a month, since we don’t really have a place to do right now, and we’re both busy with University and work. She complained about her sex life too, that the excitement isn’t there anymore and how she misses the thrill of sex, and how she’s had problems getting off. Still, at that point I didn’t feel anything sexual to her, just treated her as a friend in need of venting. She even untied her gown as she said that it’s way too hot even during the night. We talked some more about relationships and heard our friends heading off to sleep. I said that she’s got to talk this through with her boyfriend and comforted her by grabbing her hand – again I had nothing sexual in mind, just wanted her to feel better, and my drunk ass felt it was appropriate to add “If your relationship doesn’t work out and mine doesn’t either we can work out some friends with benefits scenario”. I laughed, she did too. And she moved closer to me, hugged me and thanked for the pep talk. Now, I was topless, just in my swimming shorts, because I spent good amount of time in the pool. She had an untied dressing gown and laced lingerie with a very thin fabric, so it almost felt as if she was hugging me topless too. She held on long, too long, and that’s when sexual thoughts started running through my head like crazy. I started feeling a huge boner coming so i pulled out, but her hands were still holding my shoulders.

She looked me deep in the eyes and threw away the gown completely. I was so drunk I started losing control over my body – like my rational, honest and loyal to my girlfriend self was has suddenly switched to passenger seat and my horny self took the wheel. She looked so fucking sexy in that moonlight shining from the sky as well as reflecting off of the pond’s surface.

She has big beautiful blue eyes, long bright blonde hair, and amazing body. Her boobs are pretty small but I could see a very subtle outline of her abs and I knew she had a fantastic ass. The moonlight in combination with her pale skin made her almost glow in the dark. I got rock hard in an instant. I was losing control and she noticed the bulge in my pants and smiled.

‘Did I do that?’, she asked with that damn cute and sexy smile on her face. This is when my rational self started panicking. I knew where this was going and I didn’t like it, I tried to stop it, but my horny, sex-depraved drunk self didn’t listen anymore. I smiled back and replied:

‘Yeah, that lace is doing wonders’.
You stupid piece of shit why did you say that…

‘Oh, and here I thought it was me…’, she replied, acting disappointed and sad. “Don’t take this any further, you moron!” – I heard my internal rational self screaming, but it was too late.

‘It’s still more about who wears it’, I replied.

‘So… It’d still be okay if I wasn’t wearing it?”, Danielle asked, undoing her bra in one quick motion. I couldn’t believe it, it didn’t make any sense. She allowed her bra to fall down to the ground, uncovering her small, but perky tits. They were perfectly round, with small, hard and pink nipples. This is when my rational self left the chat. She leaned in for a kiss and I kissed her back, our tongues waging war inside our mouths. She tasted of vodka, coke, cigarettes and BBQ, but if anything it made her all the more sexy. Her hand went to my chest, and she pushed me on my back, falling on top of me, making sure not to break the kiss. She sat on me, took my hands and put them on her breasts, while she started grinding her pussy on my dick through my shorts and her panties.

I don’t know how long we kissed for, might’ve been a minute, maybe ten. She finally let go, and whispered in my ear ‘Can I sit on your face?’. Honest to God I have no idea how I didn’t come at that very moment. She got up, pulled her panties to the side and sat on my face. Her pussy tasted delicious. I ran my mouth across it, up and down, looking for a reaction, while she was grinding, letting out soft, quiet moans, which turned me on even more. She rode me for a minute or two, and as she was coming close she grabbed my hair and pulled me closer into her pussy, moving more aggressively. She couldn’t scream, as not to alarm anyone in the house just 200 meters away so she moaned kinda like she was whispering. I could feel her thighs clench around my head as she let out a quiet “Fuuuuuck…” and collapsed on me. She layed on me for a few seconds, catching her breath rapidly, my head still between her legs. She finally moved back and her eyes met mine. They were wide open and filled with joy. She kissed me passionately and started working her way down, kissing my neck, nipples, stomach, until she made her way to my shorts. She took them off and my penis (just average, nothing special) jumped out aggressively and pumping with blood, just begging to be touched, to be used.

She touched me, very gently on the tip, and played with my balls with the other hand. She was looking right in my eyes, and as she was about to take it in her mouth she said ‘Let me know when you’re about to cum. I wanna fuck you’.

HOLY SHIT, WHY WOULD SHE SAY THAT? I almost exploded right there and then. She put her soft lips around my cock and I felt her take it into her mouth, so far that she was touching my balls with her chin. She continued to give me a blowjob, until I felt orgasm coming. ‘Danielle, I’m about to cum’, I muttered. She stopped, smiled and went to kiss me to give my dick a breather. I didn’t even notice when she got rid of the panties before she saddled me and slid my dick right into her opening. She was so warm, so wet and so tight I couldn’t believe it. I could see her looking at me as my dick penetrated her for the first time and she had that sexy smile mixed with pleasure from penetration. She rode me like a champ, moving her hips back and forth while not losing eye contact for even a second. She grabbed my hands and directed them towards her breasts. I fondled them, pinched and played with her nipples, which seemed to drive her mad with pleasure.

She decided her knees were sore so we flipped to a missionary position. Now with the moon above and not behind her I could see her clear as day. Her wide beautiful eyes looking at me with anticipation. She was biting her lower lip waiting for my cock. Her mouth was still sticky from all the saliva and precum from my cock. Her tits looked so good in the moonlight as she was laying on her back, and those abs on her stomach looked even better now. I could see her beautiful pussy for the first time in direct light, and noticed she had a super sexy landing strip, as blonde as her hair. I put my penis in her and saw her face change from anticipation to pure ecstasy. I moved back and forth as she rocked her body to the rhythm. I bent down and kissed kissed her neck passionately, as she whispered into my ear between her moans:

‘Ah, fuck, Jim, fuck me, please I beg you, harder’. She took her hand and squeezed her hand between our bodies to finger herself. She was kinda hitting my stomach with her rapid hand movements but I didn’t care. She bit my ear and whispered ‘I’m fucking coming…’ I sped up and soon she hid her mouth in my neck, screaming with pleasure, her pussy pulsating with orgasm. I don’t know how I didn’t come at least 10 times already, must’ve been the alcohol… I thought that was it but her high didn’t seem to leave her.

‘I want you to cum all over me, I want you to fucking paint me’ she demanded and I obliged. I pulled out and started stroking my dick, looking at her amazing body, while she was spreading both her legs and holding them with her hands. It didn’t take long before I orgasmed more intense than ever before in my life. I could feel my balls shrinking so much it was almost painful. I literally thought my dick was going to explode. And there was so much cum. It got on her face, on her beautiful small tits, on her cute, slim stomach and on her pussy. I kid you not I was cumming for solid 15 seconds. I collapsed to the ground next to her, both panting heavily. She turned and showed me her collecting my semen with her fingers and licking it off while smiling and licking her lips.

We cuddled for a moment with me messaging her ass, before she stood up and asked me for help with cleaning herself up with water from the pond. I held her hand so she doesn’t fall in and appreciated her firm ass. We dressed up and went back to the table.
My rational self rejoined the game, but still wasn’t in control, and I didn’t really know what to say. Thankfully, Danielle did:

‘We can never, ever tell anyone about this’. I agreed and offered to clean up a little before going to my sleeping bag in the hall. I told Danielle to go first and wash up in the bathroom, and I’ll come later as not to raise any suspicion in my friends. She agreed to the plan and kissed me on the cheek, before going into the house. ‘Never’ she mouthed as she was leaving.

I haven’t talked to her since, haven’t seen her since, and haven’t talked to anybody about this except for you. I know I’m a piece of shit, and I’ll figure out what to do, but I had to share it with someone. Thanks for making it to the end, and sorry if there are some stupid grammatical errors.

Source: reddit.com/r/gonewildstories/comments/c7t5sj/i_m_had_sex_with_my_friends_sister_while_both_of