Updated specific locations to be searchable, take a look at Las Vegas as an example.

This post has been de-listed

It is no longer included in search results and normal feeds (front page, hot posts, subreddit posts, etc). It remains visible only via the author's post history.

1
[Audio] Cheeky Chapters S1 E30 | Pleasing my Sister-in-Law ch1 pt3 [sister in law] [cheating] [hottub] [breast play] [infidelity] [hand job]
Post Flair (click to view more posts with a particular flair)
Author Summary
MaddyMakesMilk is in Hand Job
Post Body

This story was originally posted by throwaway256897q6r72 and recorded with their private permission.

Check out the Cheeky Chapters Podcast for a free and immersive audio version. In today's episode Danny and Jessica get a shock

Artwork is self-made, without AI using this image as a source.

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."

I told her I liked that plan, and she said, "I'm sorry I didn't let you pull up my shirt last night. I was just so horny and needed relief." I told her it was OK, and she said, "Hopefully today you can play with them."

My wife wanted to take our kids to see the downtown area of Las Vegas, so while everybody else laid around the house, we got ready and made the drive to the MGM Grand. We managed to get a couple of stores in before the rest of the family joined us for lunch at the MGM Grand buffet.

After eating my first plate, I got up to get more food and saw Jessica following behind me. As we turned the corner away from the rest of the family, Jessica put her arm around me, giving me a side hug. I leaned down to hug her and heard her say, "Depending on how the day goes, I think I have a plan tonight for us to get together." She slapped my butt before grabbing a plate and going to get more food.

We hit up a few more stores with the kids after lunch before calling it a day and heading back to the house. The rest of the family was back in the pool, just like the day before, and my kids were quick to join them. I spent most of the afternoon outside with them, enjoying the site of my sister-in-laws in their bathing suits, my wife as well, and relaxing in the good weather.

The hot tub and pool they were playing in were set up so that the hot tub could feature a waterfall flowing down into the pool. The hot tub was a few feet higher than the pool, with the wall of the tub cut out for a couple feet where the hot tub and pool met. The kids started to jump from one to the other, and eventually, the adults had the kids swimming the full length of the pool, then being pulled up into the hot tub by Jessica, with Jack in the pool to help give them a boost if needed. As Jessica leaned over the small water, her butt came up out of the water, and the fabric of her swimsuit stretched over it. My mind was immediately filled with the thought of pulling her suit to the side and pounding into her.

When everybody was done in the pool, we got the kids changed, and the adults started dinner while the kids played inside the house. After dinner, the in-laws watched TV with the kids while everybody else started to play a board game. When the kids started to get tired, the in-laws went to bed, my wife took our kids to bed, and Jack took his son to bed, leaving me, Jessica, Kourtney, and her husband.

We played a quick couple of games of Secret Hitler before Jack returned, and we played a longer game of Betrayal at House on the Hill. When that game ended, Jack announced that he was heading to bed. Jessica said that she wanted some more time in the hot tub and looked at the rest of us.

Kourtney said that they were heading out early the next day, so they were going to bed. When Jessica looked at me, I said I would join her if she wanted company. We all cleaned up the table and headed to our separate bedrooms to get ready for whatever we were doing.

When I walked outside a few minutes later, Jessica was already waiting for me and said, "That was easier than I thought it was going to be."

I laughed and said, "No kidding. I hope you're not in a rush, though. The shower was on in Kourtney and Gary's bathroom, and neither one was in their room."

"I figured it was going to happen. Kourtney gets horny when she drinks, and they love shower sex," Jessica told me as she walked over to the hot tub.

"You sure seem to know a lot about their sex life," I commented.

"Yeah, she's pretty open about it," Jessica said as she sat on the edge of the tub and put her feet in it.

"Does that ever make you jealous? Or just feel bad?" I asked, sitting down next to her.

"Kind of? It has before, but I've gotten used to it. Plus, I know she's not doing it to brag; she is just very open about things. Plus, if she knew what was going to happen tonight, she would be jealous." Jessica said.

"She would? What does that mean?" I said, confused by her meaning.

"When we went up to Bear Lake over the summer, all the guys were out shooting guns and left us girls at the house. We started talking about hot guys, and Kourtney mentioned that she has always found you hot. Somebody asked if she would sleep with you, and she said that she would have a hard time saying no," Jessica explained to me.

"Huh," I said, stunned.

"Well, I don't want to get caught, just in case somebody decides to join us, so are you OK to chill for like twenty minutes?" She asked me.

"Of course. Especially if it's with you in that bathing suit," I said with a laugh.

"Let's turn the jets on, and maybe you can at least play with my tits," Jessica said, getting up to turn on the jets.

I slipped inside the tub, enjoying the warm water flowing around me and watching Jessica walk back to the hot tub. She stepped inside it, sitting down next to me, both of us facing the house in case the door opened.

As our bodies touched while sitting next to each other, I asked her, "So, have you ever had sex outside like this before?"

Jessica smiled and said, "No, but I'm so excited. I'm thinking maybe you can bend me over the edge before going into the pool. If thats OK with you?"

I said, "Of course. So, what was this about playing with your tits?"

Jessica looked at the house and said, "They're all yours," moving her body down a bit so her chest was hidden by the waves in the hot tub.

I immediately reached out, grabbing her breasts with my hands, squeezing them, and kneeding them. Jessica moved her arms, pulling her right arm out of the strap on the swimsuit that went over her shoulder. I hooked my fingers into the top of the swimsuit, pulling it down and under her breasts. Her C-cup-sized breasts popped out, and I saw that her nipples were dime-sized with large areolas around them.

I put my hands back on them, squeezing them again, before moving my fingers to her nipples. I started to rub both of her nipples in between two of my fingers, gently pinching, twisting, and pulling on them. "Oh yes," Jessica quietly moaned. "That feels good."

I kept my eyes on the door of the house, ready to let go if it started to open. Jessica asked if I was nervous, and I said, "A little. Excited. Ready to do more."

"Like what?" She asked, her hazel eyes staring into my blue eyes. Her arm reached out, and her hand started to touch me, trailing down to my groin and landing on my semi-hard cock through my swim trunks.

"Let's just say that when you were bending over the pool yesterday and pulling the kids into the hot tub, I was having some dirty thoughts going through my mind," I said, moving one of my hands under the water, down her body, and landing on her butt, giving it a squeeze.

"Really? You were thinking about me while our spouses were around?" She asked, her hand rubbing the shaft of my cock.

"Yes, I was," I said, my left hand still playing with her breasts while my right hand moved to the front of her swimsuit and started to rub her vagina through it. "Wasn't the first time, and probably won't be the last. Is that OK?"

Jessica leaned her body into mine, pressing her nipples against my naked chest, kissed my lips briefly, and said, "It's kind of a turn-on. And, honestly, it was me bending over the pool that gave me this idea."

"I guess before we go any farther, there's just one more thing I need to know. Well, maybe two," I said, attempting to get my hand inside her suit.

She laughed and said, "If one of them is about birth control, yes, I'm on it. So, you can finish in me."

My hand was now rubbing her pussy inside her swimsuit, and I said, "That was one of them. The other is, how loud do you moan?"

She slipped her hand inside my swimsuit, wrapping around my hard, thick cock, and said, "Let's find out."

I leaned down and started to kiss her lips, pushing my tongue into her mouth. Jessica quickly pulled her swimsuit back up and over her breasts and started to move backwards towards the pool. Once there, she reached down into the hot tub and pulled my swim trunks down, freeing my hard cock. She took it back into her hand, rubbing it up and down in a circular motion as we continued to kiss.

I wrapped my arms around Jessica's body, squeezing her ass again, then started to turn her around. We ended the kiss; she let go of my cock, and she kneeled on the seat in the hot tub, leaning her upper body over the edge and pushing her ass up into the air.

As I got in position behind her, Jessica reached back and moved her swimsuit out of the way, exposing her pussy to the night air. I wrapped my hand around my cock, moving it towards her entrance, and pushed my tip inside her. I let go, placing my hands on her hips, and slowly pushed the rest of the way inside her.

"Oh yes. That feels so good," Jessica moaned.

"I could stay like this all night," I said, trying to push even deeper into her.

"Or you could have your way with me and fill me with your cum," Jessica said.

"I like that idea, too," I said. I started to pull back out, then pushed back in, working up to a steady rhythm of slamming into her over and over.

I was pushing into Jessica, making her body rub against the stone of the hot tub wall. She pushed herself up off the wall, arching her back more, as I pounded my cock into her.

"Yes. Yes. Oh, Danny, this feels amazing." Jessica continued to moan, her head leaning down as she started to move her hips back and forth, slamming my cock into her.

"I'm glad you think so. Worth it?" I asked.

"Yes, it is. I love how your cock fills me," Jessica said.

I continued to pound into her over and over, moving my hands around her body, squeezing and spanking her ass, cupping her breasts, and using my hold on her hips to help slide her on my shaft.

"As great as this feels, I almost wish we were inside," I said. She asked why, and I said, "So we could go to a different position. Have you ride me. Feel your naked body under mine."

"Oh yes. Yes please. I want that," Jessica said, pushing her body back into mine.

I went back to resting my hands on her hips, slamming into her over and over. I was pulling my cock out to it's tip, then pushing back in deep to her pussy. I was watching her ass jiggle as I pounded into her until I felt my orgasm starting to build up.

I leaned my head backwards, opening up my mouth, and letting out a grunt as my cock exploded. I moved back down, leaning my body over hers, pushing in as deep as I could, feeling my cock pulsating as cum shot out of it. I slowly started to push and pull back in and out of her, using her pussy to milk everything I had out of me.

When I was done and starting to go limp, I stood up, pulled my swim trunks back up, and sat down in the hot tub. Jessica reached behind her, pulled her swimsuit back over her butt, and turned around, moving over to sit next to me. I moved my arm around her, pulling her in close to my body, and leaned down to kiss her forehead. "I'm sorry you didn't have an orgasm, did you?" I asked her.

"It's OK. It still felt amazing," she told me as she laid her head down on my shoulder with her hand resting on my chest.

"I'll never forget this hot tub," I said with a laugh.

Jessica laughed too and said, "Me too, but, if I'm being honest, I kind of hope it won't be the only time this happens."

I said I did too, and I moved back down to kiss her lips passionately. After making out for a few minutes, we both got out of the hot tub, turned off the jets, and turned on the waterfall to refill it. As we waited for it to refill, I sat down on one of the chairs surrounding the pool, and Jessica came and sat on me, leaning down to kiss me and pressing her body against mine.

When the hot tub was done refilling, we turned it off and headed inside for the night, sharing one more kiss.

When I woke up the next morning, Kourtney and her husband had already left. The AirBNB host didn't require any cleaning but did want us out by ten a.m., so the rest of us hurried to pack, with Jack and Jessica leaving an hour before my family and our in-laws.

Before they left, as everybody was saying goodbye, Jessica caught me by myself and said, "Hey, are you driving or is Cathy?"

I said, "Probably me most of the way, but Cathy does want to do some of it. Why?"

She responded back, "If you feel like you can get away with me, send me a Facebook message. Jack will be doing all of our driving, so I can respond at any time. But we need to talk about last night."

Curious as to what she wanted to talk about, I asked my wife if she wanted to drive first when we were ready to go. After stopping at a gas station and saying good-bye to the in-laws there, I messaged Jessica, asking her what was up. Her message back caught me completely off guard.

"Hey, try not to react to this, but you need to know ASAP. Kourtney caught us last night. She came out onto the deck by the living room and heard me moaning. She thought I was with Jack, but then she heard me say your name. Surprisingly, she's not mad."

After rereading it a few times, I responded back, "I'm glad she's not mad, but is she going to tell Cathy or Jack?"

Jessica wrote back, "No. But don't be surprised if she messages you. She said she was mad at first, but then it turned her on. She asked me a bunch of questions about how you were and how everything happened."

"I was not expecting that. When you said talk about last night, I thought about how awesome it was and how you can't wait to do it again," I said.

"Well, that too. It was awesome, and I do want to do it again. I just wanted to give you a heads up about Kourtney," Jessica said.

"Thank you; I do appreciate it," I said.

"Would you sleep with her if given the chance?" She asked me.

"I don't know. Seems dangerous," I said.

"So is sleeping with me again," she said.

"True. Would me sleeping with her affect me sleeping with you?" I asked.

"Nope. I was actually going to say, if you do sleep with her, you better thank me by sleeping with me again," Jessica said with a smiley face emoji.

I sent one back and said, "Deal, but we're going to have to talk more later. Cathy is starting to ask why I'm typing so much."

"OK. Drive safe. See you soon. And until then, I'll be dreaming about that big dick of yours."

Author
Account Strength
60%
Account Age
3 months
Verified Email
Yes
Verified Flair
No
Total Karma
1,816
Link Karma
1,643
Comment Karma
173
Profile updated: 1 day ago

Subreddit

Post Details

Location
We try to extract some basic information from the post title. This is not always successful or accurate, please use your best judgement and compare these values to the post title and body for confirmation.
Posted
1 week ago