Pleasing My Sister-in-Law
Erotic Couplings Story

Pleasing My Sister-in-Law

by Pooer87 19 min read 4.6 (60,500 views)
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When my wife's youngest sister, Katie, announced that she was going to get married in Las Vegas, we were all kind of shocked and stunned. Why Vegas? She told the family that she didn't expect anybody to come, but, of course, we all said we would be there.

After some back and forth with the rest of the family, it was decided that, besides Katie and her soon-to-be husband, the rest of us would rent an AirBNB and split the cost. Going down were me, my wife, and our three kids, my wife's mom and dad, my wife's other sister and her husband, and my wife's brother, his wife, and their son.

None of us were super excited about the wedding. It was Katie's second, and she and her fiancé had already called it off once. I was joking that I wouldn't be surprised if the wedding was canceled while we were all down there. Maybe not the nicest thing for me to say, but it wouldn't be a shocker.

The wedding was on a Friday--Friday,  the thirteenth of October, to be exact. We all made plans to drive down from our homes in northern Utah on Thursday and stay until Sunday, giving us all a little mini-vacation. I mostly stayed out of the plan-making for the rest of the days, only speaking up to say that we should pay the extra money to the host to get them to turn the hot tub on. Everybody agreed with me on that.

I'm not a fan of Las Vegas. I had only been there once before, wasn't really looking forward to going back, and was a little nervous about taking my kids downtown and what they might see. Growing up in Utah and being members of the Mormon church, despite my oldest being only six, they were still sheltered from a lot of the outside world. So, we only made plans to go downtown for a little bit that Saturday, while my wife's siblings made plans to go out at night.

My wife's sister and her husband were not members of the church, so they were excited to do a little drinking. My wife's brother and his wife were members, but they were still looking forward to exploring Vegas. Personally, I was looking forward to seeing my two sister-in-laws in swimsuits at the hot tub.

The drive-down on Thursday went a lot easier than we thought it would with three young children. We arrived in the late afternoon, just after my in-laws and Kourtney, my wife's sister, and her husband, Gary. We hurried to unpack our van, being given the largest room in the house for the five of us. As we were unpacking, Jack, my wife's brother, called everybody to ask what kind of pizza we all wanted. When he and his wife, Jessica, arrived with their young son, I hopped outside to help them bring everything in.

Jessica, all five feet of her, was the one I was most looking forward to seeing in a swimsuit. She had an athletic body with thick hips and thighs, a big butt, and C-cup-sized breasts. I checked her out as often as I could, and I'm pretty sure she knew it. Following behind her into the house, I was watching her butt jiggle in the leggings she had on.

That night, after everybody was unpacked, dinner had been eaten, and we had all decided what time we were heading to the chapel the next day, we were sitting around deciding if we should play games or go hot tubbing. My in-laws had already gone to bed, Jack and Jessica had put their son down, and my wife was attempting to wrangle our three to bed.

When everybody decided they wanted to sit in the hot tub, my wife told me to go ahead without her, and I quickly put on my swimsuit and went outside. Jessica happened to be the only other person outside and, for some reason, waited for that second, or maybe it was just a coincidence, to drop the towel she had around her body.

She had her brown hair pulled up into a bun on top of her head, as it had been most of the day. She had on a one-piece swimsuit, the main color being blue, with large pink and red floral designs over it. It only covered one shoulder, giving a nice view of her cleavage. Her ass looked great in it, just a peek of her cheeks poking out from the bottom as she walked around, trying to find the controls to the hot tub.

Her husband walked out just as we found them, turning the jets on, and the three of us entered the hot tub. Kourtney and her husband soon joined, and the five of us spent the next hour talking. Making plans for the rest of the weekend, talking shit about Katie, her fiancé, and their weird wedding plans, and everything else. After about an hour, maybe a little longer, Kourtney and her husband said that they were ready for bed, and Jack agreed. They looked at me, and I said that I might stay out for a little longer. Jessica surprised me when she said she would keep me company.

We watched everybody else go inside and turned back on the jets for the hot tub. I leaned my head back on the back of the tub, closing my eyes, and enjoyed the feeling of the water around me. I opened my eyes after a few minutes to see Jessica doing the same thing, her chest pushed out in front of her.

"This is nice," I heard Jessica say. I agreed with her before she said, "Not that I minded everybody out here. But it's nice just to relax with somebody who doesn't have to have an opinion about everything."

I looked up and said with a laugh, "I'm not sure how to take that."

She laughed as well and said, "It's a good thing, especially in this family."

"No kidding," I said.

"Seriously. I love Jack, but he always has to be right. Kourtney wants no conflict at all and is always trying to please everybody. George doesn't care, and it's plain as day. Don't even get me started on our in-laws."

We spent the next little bit talking about them, mostly our mother-in-law and how she drives everybody crazy. As we ran out of things to say and got quiet, Jessica looked around before saying, "Can I ask you a personal question, Danny?" I said, of course, and she asked, "How is your sex life? Has it changed since having kids?"

I thought for a moment, wondering why she was asking. "It's OK. We try to do it at least once a week, but we've gone weeks without doing it as well. It all just depends on how the kids are and how much time we get. Why do you ask?"

She replied back, "I don't know. Just to compare, I guess. After we were married, we were having sex at least weekly. Then it was monthly. Then we went a year without sex, only having it once to get pregnant. Jack studied everything he could, knew exactly when I was ready, and made us do it right then. And since our son was born, we haven't done anything until just a few months ago."

"Oh wow," I said. "Have you tried to talk to Jack about it? What changed a few months ago?"

"Of course. But you know how he can be. It's no different with sex. He literally told me that he's done it; he got his son, and he doesn't see the point in doing it more."

"Wow," I said softly, shaking my head.

"I don't know how many people know, but I actually cheated on him earlier this year," she told me, staring at me to see my reaction.

I actually did know about it. After Jessica cheated, Jack went running to Kourtney about it, and Kourtney told my wife, who told me. I didn't know a ton of details, but I know we were all worried that they would break up. I said, "You did? And Jack found out? Have things changed since then?"

"Yeah, he did. It was with a co-worker, and he saw some of my messages to him. I don't know if things have improved, but we try to sleep together at least once a month now. I even think he's enjoyed it once or twice," she told me.

"I couldn't imagine not enjoying sex. I'm sorry, but it's one of the greatest things about being married. I'm sorry you get treated that way. I know it's not my business, but did you go all the way with the other guy?" I asked her.

"Yeah, I did. A couple of times. Probably would have kept going if Jack hadn't found out. Does that make me a bad person? I'm sure you've never been tempted to cheat before," Jessica said.

"Actually, and this better not get out, since nobody, not even my wife, knows. I did cheat. A handful of times, when we first get married, and I can't say the temptation will ever go away. Does that make me a bad person?" I responded back.

Jessica sat in silence for a few minutes. I think she was in shock at what I told her. She finally said, "Can I ask what you enjoy about sex? For Jack, he only cares about getting off, and then he's done. The other guy took his time, but it still wasn't super enjoyable. I was just happy that somebody was giving me the attention I wanted. I know from talking to Kourtney and some other friends that foreplay is important to them. Fingering, boob play, a blowjob, stuff like that. Me and Jack used to be like that, but something changed. I guess I'm just trying to understand it from a guy's point of view."

"Sorry, I don't think I can help with that," I started to say. "I love all of that stuff. Boob play, fingering--my goal during sex is to make my wife as happy and pleased as I can. Heck, there's been plenty of times where she has gotten off and I haven't, and I'm ok with it."

"Wow," Jessica said. "Your wife is lucky."

"And I hope this isn't too forward for me to say, but Jack is an idiot. I love my wife, and I think she's the most beautiful woman in the world. But you have a killer body, and I would love to get my hands on it."

"You really think so?" Jessica asked me. I nodded yes, and she said, "How big is your cock?"

I laughed and said, "I wasn't expecting that. That's pretty personal."

Jessica laughed and said, "Sorry! I'm just really curious for some reason."

"It's OK. I haven't measured since I was a teenager, but I was like six inches, and I've been told I'm pretty thick," I told her.

"Can I touch it?" She asked me, her eyes glancing down into the water of the hot tub, towards my groin.

"What? Umm," I started to say.

"I'm sorry. I know, that's a lot. It's just that I've heard Kourtney and some of our other friends talking about their husband's cocks and how thick they are. But, of both cocks I've seen, I haven't felt like they're very thick or big at all. So, guess I'm just curious about you if you say you are thick."

By this point, Jessica was sitting on her hands, almost pushing herself out of the water, leaning forward towards me. The jets of the tub had turned off, and the water was still and warm around us. I took a quick glance down at her breasts and said, "You can touch it, but only if I get to touch your boobs."

"Deal!" Jessica said in a hurry.

She moved around the hot tub, sitting down next to me. She placed her hand on my groin, outside of my swim trunks. I had already started to grow hard during our talk, and as soon as her hand touched me, I was at my full length and thickness.

As she started to rub my cock up and down, still outside of my trunks, I looked down at her breasts. The entire top of her left breast was exposed in the swimsuit she had on. The middle of her breasts, as well as a hint of the top of her right breast. I placed my hand on her left breast, softly squeezing it, getting a soft moan from Jessica's mouth.

Not wanting to get in trouble but also wondering how far I could take this, I said, "Tell me if I need to stop." I slipped my hand down into her swimsuit, taking her bare breast in my palm, feeling her nipple against my skin, and starting to squeeze it.

Jessica leaned closer to me and said, "Same to you." I felt her hands under the water; one quickly untied my swim trunks, while the other hand lifted the top of the trunks and moved her other hand inside them. She wrapped her tiny hand around my shaft, rubbing it up and down in a circular motion, her palm running over the tip of my cock.

I pinched her nipple with my fingers, and she leaned her head up. Our lips came into contact, and we shared a brief kiss before a much longer, more intimate kiss as we touched each other.

I broke the kiss and said, "You better stop or I'm going to cum." I had to remove my hand from her swimsuit.

Jessica said, "Let me finish you off. That wouldn't be very nice of me to stop now."

She started to rub faster and faster, and I pushed up with my hips, pushing my groin out of the water. My cock was nearly exposed, the tip of it poking out the top of my trunks. I moaned as I orgasmed, cum shooting out, landing just past me and some on my chest. As I finished, I got out of the hot tub, sitting on the edge, breathing deeply.

"Damn, Jessica," I said, laughing. "I was not expecting that."

She was smiling up at me and said, "Sorry. Once I felt your cock, I had to keep going. Here, let me get you a towel to clean up."

I watched her, staring at her ass again as she climbed up and out of the hot tub to get me a towel. She went to turn off the hot tub as I started to dry myself off, wiping the cum off my chest. She grabbed her towel, wrapped it around her body, and said, "Thank you, Danny." She glanced down at my groin before turning and walking into the house.

I woke up early the next morning and was surprised to see Jessica laying on the couch in the living room, holding her son in her arms. I smiled and whispered, "Good morning."

She said it back, and I sat down on the couch, pulling my phone out and scrolling through it. Seeing her on her phone, I was tempted to text her about last night but was unable to come up with anything. Plus, I didn't know if her husband was still seeing her messages.

Before long, the rest of the house was waking up, and we were making breakfast, eating quickly, and running around to get ready for the wedding. The wedding, surprisingly, went off without a hitch, besides the bride being late. Jessica was wearing a long, flowing black skirt and a blue blouse, with her brown hair loose around her head, ending below her shoulders. She caught me staring at her while we took pictures after the wedding, giving me a wink and a shy smile.

After pictures were done, we all had an hour to kill before going to a luncheon, after which we all headed home. The kids wanted to go swimming again, so them, my wife, Jessica, Jack, their son, and the in-laws changed back into their swim trunks to go swimming, while I stayed out with Kourtney and her husband to play some games. That night, Kourtney, her husband, Jessica, and Jack all got dressed to go explore Las Vegas, leaving the rest of the family at home.

It was a few hours later when I received a Facebook message from Jessica that read, "Hey, how late are you planning on staying up?" I told her I wasn't sure and asked why. She responded back, "Well, I kind of was hoping for a repeat of last night."

"You want to jack me off in the hot tub again?" I asked her.

"It doesn't have to be in the hot tub. Or even a hand job. Unless you don't want to," she replied back.

"No, I do. I just don't want to get in trouble," I said.

"Me either. But I'm horny," she said.

"So, I shouldn't tell you how bad I wanted to follow you inside last night and keep going?" I said.

"I wish you had. I'll text you tonight when we get home to see if you're still awake. I'm sure we could figure something out," she said.

After getting the kids to bed, I was lying next to my sleeping wife, playing a game on the Nintendo Switch, when I heard the door to the house open. I anxiously waited with my phone in my hand, wondering what Jessica had in mind.

About ten minutes later, my phone vibrated, and Jessica said, "Jack is asleep. I'm pretty sure Kourtney and Gary are too. I'm out in the living room if you dare."

I quietly got out of bed, softly closing the bedroom door behind me, and walked down the hall to the living room. Jessica was on the couch, wearing the same blue blouse from that morning, but had changed from a skirt to jeans. As I walked up to her, she stood up and waved for me to follow her.

She walked outside the house, climbing into the backseat of her mini-SUV. I quickly joined her, and she said, "Sorry, this was the best I could come up with." I told her it was OK before she said, "I don't think we can have sex back here, but I can at least give you a proper blowjob, and you can do what you want to me."

I told her that that sounded great to me as we leaned in, wrapped our arms around each other, and started to kiss again. My hands went to her shirt, moving up it from the bottom, and I cupped her breasts in my palms. She had her hands into my pajama bottoms, wrapping around my cock, as I started to grow hard at her touch.

When I was at my full six inches, Jessica pushed me back into the seat of the car and pulled my cock out of my pajamas. I watched as she wrapped my shaft up and down before leaning down over it. She flicked her brown hair out of the way before sticking her tongue out and licking my shaft from the bottom to the top. She then opened her little mouth as wide as she could go and took me inside her, sliding down my shaft a couple of inches before stopping. Her hand worked the bottom of my shaft while her mouth stayed around the top with her tongue swirling around the tip.

"God, you're pretty good at that," I told her, pulling up my shirt so it wouldn't get in the way.

She briefly took me out of her mouth to say, "Thanks. I always thought I was." She went back to blowing me, and I was quickly building up to an orgasm. I warned her it was getting close, and she started to attempt to get more of me down her throat. When I started to cum, I pushed my hips up and heard Jessica gagging on my cock and cum. But she held herself in place, working to swallow everything down.

When I was done, Jessica sat back up, licking her lips clean as she tucked my cock back inside my pants. She smiled as I caught my breath and said, "That was better than the handjob."

"No kidding," I said. "My turn now."

I pushed Jessica back, leaning down to kiss her, while my hands went to her pants. There were three buttons on her jeans that I undid, pushing the sides apart and pulling them down enough to let me put my hand on her underwear. I felt her warmth and wetness coming through as I touched her, my tongue slipping past her lips as I massaged her vagina outside her underwear.

When she broke our kiss to moan louder, I slipped my hand inside her underwear, feeling her hair around her pussy as I moved down to her opening. I easily slid a finger inside her, pulling it in and out as I started to kiss her neck.

I started to alternate between fingering her and rubbing the outside of her pussy as Jessica continued to moan. I kissed around her neck and down to her chest. Bringing my hand out of her underwear, I attempted to pull her shirt up, but Jessica stopped me and said, "Sorry, not tonight. I'm so close. Please finish me."

I moved my hand back into her underwear, finding her clit and rubbing it as she moaned and moved her body. As she got closer and closer, she wrapped her arms around my neck, pulling me down to kiss her lips again. Her legs closed around my arm as she started to orgasm, and I felt her pussy pulsating as I continued to rub her.

As she came down from it, she released her grip on me and sat back down. Breathing deeply, she said, "Thank you, Danny. I needed that."

She pulled her jeans back up, redoing the buttons on them. We exited the car together and walked back up to the house. Once inside, she turned to me, and I wrapped my arms around her, sharing a hug. I looked down into her eyes, and she whispered, "I don't know what you're thinking, but if it won't get us in trouble, do it."

I grabbed her wrists, held them above her head, and pushed her up against the door. I leaned down to kiss her passionately before whispering, "Next time, we're going all the way."

"Oh yes," she whispered back before I let go and walked back up to my room.

The next morning, just like the morning before, I was the first one awake. Or, I thought I was. Jessica sent me a Facebook message asking if I was awake and if anybody else was. I told her I was the only one as far as I knew, and she said, "I've been awake half the night thinking about you and your cock. I don't know how we're going to pull it off, but I want you inside me today."

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