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Skinny dipping with my girlfriend and her younger sister [MFF]

Mar 22, 2024

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Jordan Zhou

So it has been a while since I posted. In the last story I wrote, I told you all how I ended up fucking my lifelong best friend, Liz. Well since then, we were in a bit of a FWB stage before finally officially dating. You all seemed to really enjoy that one even more than I expected, so I figured I might share a few more stories over the past year or so. Here is one in particular from a couple weeks ago that I just had to share.

Liz's family goes away on a big vacation around spring break time every year - typically her, her parents, her brother, and her sister. Liz is the oldest at 23, with a younger 20 year old brother in college, and 18 year old sister still in high school. This year, I was invited to join them and was super psyched as they had rented a house in Turks and Caicos for the week. I was pumped, ready for a week of sun, beach, and hopefully play time with the GF. My excitement quickly faded a few days before we left, when I was talking to Liz about sleeping arrangements. Her family is pretty conservative and of course I would be sharing a room with her brother while she shared a room with her sister. So not only do we not get to stay in the same room, neither of us even have our own room we could sneak into.

The vacation itself started out fun. The beaches were amazing. The sun was warm. The food was good and there were some delicious island drinks. At the same time, it was somewhat torture. Every day, I had to stare at Liz, who is 5'4", petite, with long brown hair, hazel eyes, and tanned skin, in one bikini after another. I, of course, could not help but notice her sister, Leah, who was gorgeous in her own right, but in a very different way. Despite being sisters, Leah looks quite a bit different than Liz, about 5'6", curly blond hair, and green eyes, although the same dark tanned skin. I had known Leah a fair bit growing up just from being friends with Liz, but this was my first time seeing her wearing so little. I couldn't help but notice Leah was a bit larger chested than Liz, at least a C cup compared to Liz's small B cup chest.

A couple times during the week, I tried to get a little frisky with Liz while no one was around. One time, things started to pick up some steam, but we heard her mother come home from the beach and quickly had to stop. After that, she was pretty resistant to doing anything and I figured I would be going abstinent for the week. I tried convincing her to talk to her siblings to let one of us sleep in the other's room, but her siblings are actually a bit different from her personality-wise. Her brother has never had a girlfriend and seems asexual for the most part. And her sister actually is a total, super bitch. She's actually gotten in trouble at her high school for bullying and is the type of high school girl who is hot, knows it, and makes sure everyone else knows it too. Strangely, despite playing off this persona, Liz has told me her sister actually is a bit of a prude, not having done much of anything with guys and never having a serious boyfriend. She was always a bit bitchy to me in general, but more so after I started dating her sister.

About 5 days into the trip, Liz's parents went to bed a little early. I stayed up with Liz and her brother and sister and we all started drinking a little. Her parents weren't keen on anyone drinking under 21 even though it was legal at 18 in the country, so this was a bit of a treat for her siblings. We all had a couple drinks and decided we'd go to bed since it was starting to get late. I woke up about an hour and a half later looking for water. The bottle next to my bed was empty, so I got out of bed to walk across the house to the kitchen to get some water. As I walked downstairs across the living room, I saw Liz and her sister out in the pool. Curious, I walked out to the pool area and quickly noticed their clothes on one of the lounge chairs as well as several beer cans lined up along the edge of the pool. Liz saw me first and called out to me, "Oh hey. Just having some sister bonding time." Leah looked up at me and turned beet red, using her hands to cover herself under water.

"Don't worry. I can't see you under the water. Mind if I join you guys?"

"It's fine by me," Liz told me. "Do you mind or is that uncomfortable for you, Leah?"

"Whatever. I don't care," Leah replied. I could tell she was quite a bit annoyed.

I saw Leah turn away and I slid off my gym shorts and t-shirt before climbing the stairs down into the pool. Liz gave me a kiss and I could tell she had been drinking a bit more. "Just don't make this awkward," she whispered to me.

I opened one of the beers at the side of the pool and just hung out. Leah and Liz chatted a while more...mostly about college, what to expect, and some other life advice. I chipped in here and there, but mostly just laid back and drank a beer. Every once in a while we'd swim around or I'd splash Liz playfully. I could tell Leah was a bit tipsy by how openly she was talking in front of me, as well as how clumsy she was trying to make her beer cans float. The conversation went towards guy advice, particularly what to do and not to in college, at parties, etc. Liz came over to me and I pulled her close, her back against my chest, her ass rubbing up against my cock under water. As Liz kept talking to Leah, I started to get hard, my cock craving the attention it was missing all week. Feeling me pushing into her, Liz put her hand under water and pushed my cock away, only further teasing my cock. Liz suddenly submerged under water and swam over to the side of the pool to take a sip of beer. I followed, my hard cock in tow, flapping through the water as I swam.

I stopped next to Liz and sipped a beer along with her. Leah was across the pool trying to get her beer can to float in the water. Suddenly Liz leaned into me and kissed me. Our mouths opened, her tongue softly brushing against mine. I pulled her close to me and we made out. My cock at full attention, she reached down and gave it a squeeze with her hand. I looked at her and saw the mischievous smile on her face. She was enjoying this. I reached down to touch her pussy, but she pushed my hand away. "I think it's time for bed," Liz whispered to me. "Maybe Leah will be cool and give us a few minutes."

Liz turned to talk to her sister. As she did, I looked over and saw Leah facing the pool wall, her eyes closed. "Leah, we're going to bed. Can you maybe just give us a few minutes?" Leah just muttered. Liz got out of the pool and I was close behind. We wrapped towels around ourselves, mine doing nothing to contain my raging hard on, and carried out clothes into the house. Walking away, I looked over the Leah again, swearing I heard a little moan come from her direction. As I glanced over to her again, I saw bubbles surfacing around her. Was she...? Is that the...? Liz pulled my hand inside before I could confirm my suspicions of Leah standing in front of one of the pool jets.

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We got to Liz's room and the towels quickly came off before we were in her bed with the lights off. The room had 2 full size beds separated by a small night stand, with Liz's bed the one furthest from the door. Within seconds, Liz had her mouth around my cock. After almost a week without getting any attention, her warm mouth around my cock felt incredible. She wrapped her hand around the base of my cock and started sucking the tip. I could feel the cum building up and started moaning when she suddenly stopped. She laid down next to me and pleaded to me, "Fuck me."

But she wasn't getting it that easy. Figuring it was my time for payback I slid under the sheets, my mouth going directly for her shaved pussy. I slide my tongue up and down her pussy opening, tasting her and feeling how incredibly wet she was. My tongue flicked her clit and she moaned. I started going faster, alternating a soft and hard tongue on her hard clit. I could tell she was getting close. "Fuck me, NOW, Tom."

I lifted my head up and as she spread her legs for me, we suddenly heard a creak. The door was opening. "Oh shit." We both froze, not knowing what to do. I heard the sounds of her sister climbing into her bed. I whispered into Liz's ear, "Shit, what do we do?"

"We have to wait until she's asleep and then you need to sneak out," Liz whispered back.

"Should I just stay like this?"

"Yes, don't move. I don't want her to hear us."

My cock was still at full attention. I decided to take the opportune time to tease Liz. I flicked my cock tip against her clit and then gently rubbed it along her pussy opening.

"Stop that!" She whispered. "Oh my god, stop doing that!"

I tried to suppress a laugh. Liz pulled on my ear, trying to inflict pain without making a sound. It just made me laugh more. Suddenly, we hear Leah call out, "I know you guys are there. You can do whatever you want. I don't care."

Liz and I both broke out laughing. She started apologizing to Leah, telling her I would leave and go to bed. However, I had other ideas. As Liz finished her sentence, my cock found her pussy opening and I thrust in. She let out a gasp. "Oh my god, stop. Leah is right there!" But I kept going, gently thrusting in and out of Liz, while her sister lay in her bed just across the room. Liz stopped objecting and started softly moaning, her breath getting heavy. I laid over Liz, sliding my cock in and out of her while my chest rubbed against her tits. She buried her face into my neck, biting me as I thrust deeper and harder. I heard a soft moan, different from Liz's usual sounds and not coming from the mouth on my neck. That sound was too much. I tensed up, letting out my own deep grunt as I thrust fully into Liz. I looked down and saw her mouth wide open, her pussy tightening around my cock, and I could tell she was suppressing her grunts as we came together.

I collapsed onto Liz. 5 days of pent up sexual energy released inside her. I kissed her neck and her lips. I heard a little rustling in Leah's bed, but then just silence. I laid down next to Liz and she put her head next to mine. "That was crazy. This could be really awkward tomorrow. I think you need to go back to your room," Liz told me. Liz got out of bed and went to the bathroom off the bedroom to clean up. In the light, I looked over to Leah and saw she looked asleep under the sheet.

I woke up to bright sunlight. I turned and saw Liz laying next to me. I must have passed out while she was in the bathroom. I had my arm around her, spooning her with my back to Leah, both of us facing the wall. She felt me stirring and I saw her slowly open her eyes. She just looked at me and smiled. We both laughed, the craziness of the night before on both our minds. She told me I better go back to my room before her brother woke up. With full morning wood, I told her I would as soon as "everything calmed down."

She looked at me again and smiled. "Maybe I can help speed up the process." Before I could say anything, she had slid under the sheets and had her mouth back on my cock. This time we were both silent, the only sound some occasional heavy breathing. I turned on my back and she continued to suck my cock, her mouth just holding the tip while she stroked me with her spit. I looked over across the room and saw Leah sleeping in her bed. My eyes widened as I saw she had taken the top sheet off during the night. I stared over at Leah, taking in the tan lines that outlined her tits and her perky pink nipples, my eyes moving down her tan body and seeing a trimmed patch of hair between her legs. Staring at Leah while Liz continued to mouth my cock was too much. I came...and I came hard. It took all of my power to not scream out. I tensed up harder trying to stay quiet. I shot into Liz's mouth what must have been 6 or 7 times. She just buried her head down onto my cock and took it all in.

Liz looked up at me and mouthed "You better go." I got out of bed and quickly grabbed my clothes and put them on. I quietly walked around Leah's bed, making sure to take a nice long look at her as I walked around her bed. I snuck down the hall to my room and quietly climbed back into bed, my head still spinning from what had happened.

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