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July 25, 2025

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July 25, 2025

95 Views

Cheated on my gf with her sister

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Me at the time – 18m white 6’6, Sister was 25 5’5 white

This all happened a few years ago. I was fresh out of high school and 18 years old. I had been dating my girlfriend for a couple years. I had cheated on her before with a few of her friends and some other girls. I was a piece of shit guy and won’t deny it. But hey when you’re 6’6 with a big dick you gotta share it.

Anyways this happened when i went with her and her family to costa rica for a vacation. It was her mom, dad, two sisters and brother on this trip.

They were pretty wealthy, and the place we were staying had a main house and a guest house. They planned on putting me in the guest house and my girlfriend in the main house due to not wanting us fucking or whatever.

Well my girlfriend’s sister randomly volunteered to stay in the guest house with me so i wouldn’t be alone. I didn’t think too much of it. She had flirted with me a couple of times but i never thought too deep. She was just a big sister teasing her sisters boyfriend.

Well the first couple of days on the trip went well. We hung out, got good food, and swam in the pool in the backyard. One night after coming home from the beach i was heading to shower. I heard the shower running and figured her sister was going to or about to use it. So i was going to go in real quick, grab some stuff and wait. I walked up and the door was wide open. I walked in and when i turned into the bathroom there was her sister. Butt naked in the shower with the curtain opened.

For a moment i just stared, shocked. She had THE biggest perkiest natural tits i had ever seen. instantly i was rock solid. i just sat there like an idiot until she noticed me. She turned, smiled, and said ” haha hey, sorry i’ll be out in a minute” i kind of just laughed, grabbed my stuff and left.

I went into my room just thinking about what the fuck just happened. Later that evening we were having dinner. She came up to me and asked if i was okay. She said “my bad about earlier, im not used to sharing a bathroom with a guy” I laughed and played it off saying ” you’re totally good, i would’ve done the same.” She laughed and put her arm on my shoulder, then walked away.

My girlfriend had noticed and i could tell she was jealous.

way later that night around 2am i decided to go into the pool and have a few drinks, i figured im young and on vacation. Fuck it why not.

I had a few shots and was just enjoying myself when i heard the slide door open. I turned around and saw her sister walking out.

She had a tiny bikini on and damn she looked sexy. She asked “what are you doing out here, i guess we think alike”

She dipped into the pool next to me, we were talking, laughing and just having a good time. I pored her some drinks and the night went on. Once she had a few she started getting touchy and began opening up to me. Telling me about how she can’t find the right guy, and how she needs a guy like me. i was pretty drunk, so the nerves weren’t there. I was just trotting along with her banter entertaining her. I made a very bold statement and said” well you don’t have to look, i’m right here” she laughed and told me i was a flirt. but after doing so she wrapped her arms around my shoulders and got really close. I hit the fuck it button and leaned in.

We started making out, i was grabbing her toned thick ass and was all over her tits. She pushed her tongue into me while i gladly reciprocated the action. I don’t know if it was the alcohol or the pure “not giving a fuck mentality ” that i had, but her too ended up on the side of the pool.

I couldn’t help but suck on her titties. She was petite, but had a fat ass and the best tits. I picked her up, sat her on the side of the pool and took her bottoms off. She grabbed my hair and pulled me into her shaved, soft and wet pussy. I could taste how wet she was, it was warm and sticky, it was fucking perfect. She moaned and laughed and told me how lucky her sister was that she got me and had this treatment whenever she wanted it. I kept going, splitting her pussy lips with my tongue, sliding it into her, and playing with her clit. after 5 minutes i felt her shake, tense up, then release. I could taste the pool of her cum in my mouth. I looked at her and swallowed it. I fucking love eating pussy. And i love satisfying older women.

I stood up and moved her to the stairs. I put her down, opened her legs and pushed my cock into her. It was the best sex i’ve ever had, not sure if it was the foreign rum, the goddess i was fucking, or the shear fact that it was my girlfriends sister who happened to be sleeping 100 ft away from us.

 

I fucked her from behind, she sat on my lap, i fucked her on top of her. I DESTROYED her pussy. I let the biggest load of cum into her i think ive ever had.

After we went into the guest house. She lead me into her room, where we laid in bed together. Not too long after my cock ended up in her mouth. She couldn’t fit it all the way but that was okay, i let her try. eventually we hooked up again… and again…. and again. We fucked every night of that trip. I fucked her more than my girlfriend.

When we got back home from the trip things weren’t super different. I would occasionally see her, we would tease, and move on. But i couldn’t stop thinking about her.

Eventually we hooked up again and again. When me and my girlfriend finally broke up she was at my apartment almost every night. I barely even thought about my ex. Just her perfect pussy sister.

Now a few years later i haven’t been home due to military. But i plan on seeing her soon. I will keep you updated. I do not have pictures i am willing to share of her for her privacy, and because i want her all to myself 🤪

Thanks for tuning in, more stories to come.

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