Swimming with my exes sister [m/f] | 2016

I'm not sure why I'm posting this. I should probably feel bad about it, but I'm going to admit; it was really damn hot. Plus my ex-girlfriend has already found out about it, so I don't feel too guilty about sharing. She's pissed and I'll never live it down, but we're still on speaking terms. At any rate, this will probably be slow to start, I've never written about this kind of thing before.

My parents have a pool at their house that I'm free to use when they go on vacation every July. One hot weekend this year, I was making the best of their offer; drinking black russians and watching Wrath of Khan in their house when I got a text from my ex's sister, Ruby. Ruby is 20, and Kim (my girlfriend until several days prior, thus the liquor and TV) is a year older. They're both beautiful, although Ruby flaunts it a bit more. She's a vegetarian, works out, and has that sort of look that makes people tactlessly ask "So, where are you from?" She also has piercings and a side-cut, which I love, but YMMV. Kim is beautiful too, but gets a bit agitated when people call her 'pretty' and her sister 'hot.'

I've been attracted to Ruby even before dating Kim, so when she asked if I was free, I was all too willing to suggest she come over, get drunk, and go swimming. After three years, Kim had broken up with me, so I was looking for some solace, although I didn't plan on what I got. She said she'd be right over.

And so she did. For a bit, we sat on the deck with drinks and cigarettes (she's a smoker, and drinking is excuse enough for me), and she told me about how her last break-up was messy and she was really just interested in "playing the field" for the time being. I told her it was a good idea; and in light of some recent turbulence in my relationship, and the already significant amount of alcohol in my system, wondered if the "field" could include me.

Soon she got a call from Kim, and asked if she could join us. I said okay, it's not like I never wanted to see her again, and I I wasn't going to say 'no' just for a not-too-great chance with Ruby. In no time I was mixing drinks for the three of us as we got ready to go swimming. I had seen Kim's swim suit before, but when Ruby asked what I thought of her new bikini, I was floored. Neon pink bottoms and a strapless black top left very little to the imagination. We all got in the water; which due to the almost 100 degree weather and solar heating system, was easily 70-80 degrees.

After awhile, Ruby and I got out of the pool for another smoke. When my cigarette went out halfway through, I lit it off the end of Ruby's. Kim joked that it was like the spaghetti scene from Lady and the Tramp, and teased that we would end up kissing. Maybe a little scornful over the breakup, who knows. Ruby looked at me pointedly and teased that she'd need a few more drinks before that happened.

Later, at the sisters' request, I brought the blender, shaker, and liquors out to the pool deck so that I could mix drinks for them from the water. They were loud and drunk, but despite being able to hold my liquor, I still had a few hours of drinking on them. Kim excused herself to use the bathroom, and we and continued to swim as she got out. Ruby swam up close to me and asked how I was doing. I said I was pretty good, paused a beat, and in an exaggerated come-on tone asked if she "had enough drinks" yet. She raised an eyebrow, and I mimicked her. Realizing I was serious, and clearly with the same nervous excitement as I, whispered, "Okay, but Kim can't find out." "She won't."

Without another word, we closed the gap between us, and with closed eyes she opened her mouth as my lips neared hers. My head swam as we pressed our bodies together, her hands holding my face to her own. It was more passionate than any kiss I've had in a long time. My heart pounded in my chest as her hands ran through my hair. Her tongue tasted like nicotine in my mouth, but it didn't detract from it. Even today, the aftertaste of cigarettes reminds me of her.

Her thigh had started to brush against mine when we heard the door from the house open. We weren't directly visible from the house, but my heart was still pounding as Kim returned. I was thankful that the water distorted anything below my waist.

We were having a great time, and in the spirit of drunken pool parties I recommended we go skinny dipping. The water was just like a bathtub, anyway. The girls weakly protested, but when I flung my shorts onto the pool deck, they agreed to take off their tops. We swam around comfortably for a bit before deciding to make dinner, lest the alcohol get the best of our stomachs. We grabbed towels and went inside.

In an attempt to pace ourselves, we had iced tea with the black bean burgers Kim made. Even if you aren't a vegetarian, I recommend them. We had a normal conversation over dinner, and Ruby and I played it cool. After dinner Kim went upstairs to condition her hair; the chlorine was drying it out. Ruby leaned on the bar counter in the kitchen, and I wasted no time coming up behind her and putting my arms around her, hands on her stomach. "Hiiiii," she said, with a slight giggle. I kissed and nibbled her neck, and she loosened the towel, exposing her back as she held it to her chest. I kissed her back from tailbone to neck, letting my hand run up her thigh and butt as I did. I don't call myself an ass man, but it was perfect. I noticed the freckles on her back, despite her deep olive skin. I wrapped my hands around to her belly again, this time under the towel. I traced her ribs with my fingers, stopping just before her breasts. She whined in frustration and squirmed again before I pressed myself against her back and cupped her breasts in my hands. She sighed in relief as I ran my hands over them, compressing them slightly and running a single fingertip over both her nipples. She inhaled sharply as I did, grinding backwards against me as she did. "You're really good at this," she said breathlessly. I smiled and chuckled slightly at her earnestness.

She suggested I follow her out to the pool for another smoke, which I did more than willingly. It was dark now, already having been afternoon when we first got in the pool. I sat down in one of the deck chairs, but instead of sitting next to me, she let the towel fall completely to the floor and sat across my lap, her crossed thrown over one of the armrests. She put her hands around the back of my head and pulled me close to her as we kissed again, with even less reserve than the first time. After an intense minute, I pulled away, and put my hands under her arms. Although skinny, I couldn't lift her sitting down, so I told her to switch with me. As she sat, I knelt in front of her and with a series of kisses, moved from her knee, up the inside of her thigh, and onto her hip. Ruby took a sharp breath as I took the elastic of her bikini between my teeth, pulled away slightly, and released it before kissing her right below the band. "Mmmmm," she said, clearly enjoying it. I was dying to go down on her. There are few things I enjoy more, and other girls are always floored by it. There was a knot in my stomach from desire, but with only a few minutes before Kim would come looking for us, there wasn't time. Instead I followed the kisses up her stomach, over her sternum and collarbones before kissing her left breast. She was breathing quickly now, and I looked up at her, meeting eyes wild with anticipation. Still locked to her gaze, I put my lips around her nipple, but made no further motion, purposefully teasing as I kept my eyes on hers. She bit her lip, knowing I couldn't stop there. She was right, and I drew my tongue around, and then over it. She bit her lip harder, drew a quick breath from the sensation. "Ohhh," she exhaled, then whispering my name. I caressed her other breast in my other hand before switching sides, this time blowing on her before licking and sucking on her breast. "I feel so good," she told me. "Good." I said, hardly stopping. She grabbed my shoulders as I continued, and we kissed again before leaning back and lighting cigarettes shortly before Kim returned.

After she did, the three of us continued to swim, and I continued to mix drinks, although the ice was almost all melted. Kim didn't want to get her hair wet again, and got out of the pool to use the bathroom again. Ruby asked me to mix her a toasted almond, offered me a cigarette, lit it. She lit one for herself while floating around the pool; we were both too drunk to bother getting out to smoke. She walked up to me in the water, leaned against me and exclaimed how hot I looked, naked in the pool, puffing a cigarette through my teeth as I poured her drink. I said thanks, and handed her the drink. As she raised her hand to take it, she smirked, asking me "Guess what?" In her hand were the bright pink bottoms. She dropped them and took the glass. I felt that anticipation that filled my entire chest again, and told her she looked incredible. Although the water obscured nearly all of her, it was true.

She leaned on the edge of the pool as she drank. Again I moved up behind her and put my arm around her waist, and then the other one, slightly lower. She squirmed and moaned slightly. While drunk, what judgement remained prompted me to rest my head on her shoulder and ask.; "Can I touch you?"

"Yeah," she said softly, "you can touch me."

She lifted her legs off the floor of the pool as my hand slid down her stomach until it was between her legs. She was so light in the water that my arm around her waist held her to me with no effort. She was quiet at first as my fingers brushed against her gently, discovering that she was smoothly shaved. First tracing around her pussy with my fingers, I pressed my hand down and started to rub her. She sighed, relieved, and slowly began moving to my motions, alternating between "Mmm," and "Ahhh" under her breath. Once she clearly had a rhythm, I moved one of my fingers and teased it between her lips. She reacted well, so I slowly extended it inside her. She was tight, but not unusually so. I began to curl it forwards keeping rhythm with the rest of my hand. At the same time, I slid the hand around her waist lower, right between her hips, and pressed. She became louder, moaned my name. That was all I needed. I sped up the motions and pressed harder. Her movements gradually became more forceful, until she said my name again to get my attention. "I want to turn around." I released her, she turned around and leaned against the side of the pool. After a moment, she said in a tone that was more a command than a suggestion, "You don't have to stop."

I moved forward, pinning her to the side of the pool. She wrapped her arms around me as I continued fingering her, starting to grind up against her as well. This went on for what seemed like forever, but I was in heaven. The thought crossed my mind that it had been awhile since Kim went inside. I forgot all about it when Ruby began to grab my back even more tightly, looked me dead in the eyes and said "I want you so fucking bad right now."

"Yeah?" I asked. "God, yes." "Okay," I nodded, practically under my breath. I was more nervously excited than my first time. I stopped moving my fingers, and moved myself even closer to her, spreading her legs slightly. My hand still on her pussy, I positioned the head of my cock on her lips, looking at her face again before slowly pushing into her.

The combination of her tightness, the pool chlorine, and my large-ish size made it a somewhat awkward process. At least I thought so; she just looked at me with anticipation while she used her fingers to help spread her pussy. Once I was partially in, her wetness took care of the rest, and she threw her arms around me, moaning my name as we fucked against the pool side. Not knowing what she liked, I alternated moving softly and forcefully, sometimes slow, pulling almost all the way out, sometimes hardly moving at all. She seemed to like it all, each change getting a better reaction than the last. Not after long, she said my name again, and looked at me, wildly, almost in surprise; we didn't stop as she said, out of breath, "I'm already gonna cum." "I want you to," I replied into her ear, holding her close. I could feel her fingernails biting into my back, although I couldn't tell if I was just noticing now. I didn't care how I was going to explain the scratches; I was kind of proud. She convulsed, became tight, and groaned, then gasped, before grabbing onto me even more tightly. "I'm gonna cum, too," I said, as I started to pull out. She panted as I pulled away, caught her breath. "No," she said, "It'll be all right. I want more."

Although I wasn't thinking much of anything at the time, I remember now that she's on birth control. But I took the invitation anyway. "Like this." She backed up to the wall and as I moved closer, wrapped her legs around me. This time it was much easier to get inside her, and she let out a prolonged "Ooooohh," as I did. She was noisier than before, but not so loud that we could be heard from the house. I didn't last much longer, but this time, we came at the same time, we pressed hard against each other as we did.

After a little while we let go of each other. Leaving the bottles, swim suits and all outside, we sat on the porch and shared her last cigarette as we talked. We each said that it had been great. She said she hoped I didn't think she was a skank, I told her I didn't, and hoped she didn't think ill of me. I said that nonetheless, I wouldn't be opposed to this not being a one-time-thing. She replied that if there was no longer anything happening between Kim and I, it wasn't out of the question. After that, we went inside to find Kim asleep on the couches; apparently she had been since we last saw her.

Optional: The not-so-happy ending;

Later that night, I woke up feeling ill. Ruby was awake, too, and asked if I was okay; I didn't look too good. I made it to the sink just in time to be violently ill, and did so for a good minute or two before it subsided. I went back to sleep (on my side), and woke up in the morning, still somewhat drunk. We cleaned up the house and pool (fishing out the clothing, and turning on the filter to clean up the cigarette ashes and whatever else might be there,) Kim went home and Ruby dropped me off at my own apartment, figuring I shouldn't drive. A hangover set in, and I was sick off-and-on for another 36 hours, unable to hold down food. When I was finally feeling better, I realized I had developed a crush on Ruby; when I tried to bring it up (not heeding her story the other day about "playing the field,") she said she was feeling overwhelmed and couldn't talk about it. Later, Kim called me to say that Ruby told her that she hooked up with me after Kim was asleep, and if it were true. I didn't deny it. Initially Kim said she wasn't even mad, from which you might infer how mad she actually was.

Prologue:

I'm still friends with Ruby and Kim. We mostly don't talk about it, but Kim still sometimes gives me the side-eye.