Pleasing My Sister-in-Law
Taboo/incest Story

Pleasing My Sister-in-Law

by Pooer87 19 min read 4.5 (15,300 views)
cheating oral car riding piv oral sex
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I stared at my phone in disbelief at Jessica's text. I wasn't sure what to say or how to react, and I instantly wondered if it was my fault. Before I could respond, my wife asked me a question, and we spent most of that Saturday morning doing a home improvement project.

After eating lunch and getting the kids to lay down, I finally texted Jessica back and said, "Are you OK? Do you need anything? What happened?"

She replied back a few minutes later to say, "I'm actually pretty good. It almost feels like a weight is off my shoulders. He came home from work, got mad about something, and I started to argue back, but instead I just grabbed Liam and told him I was leaving. I talked to Jack this morning and told him I want a divorce and will start the process on Monday."

Before I could text her back, Jessica sent me another text saying, "BTW, you didn't have anything to do with this, besides maybe showing me how a woman should be treated. And you never answered if we could still be friends."

"Of course we will still be friends," I texted her before my wife came running into the room to tell me about Jack and Jessica. I had to fake it like I didn't know and ask why.

"From what my mom said that Jack told her, Jessica has changed a lot; she likes to fight and argue, and he's wondering if she's cheating again. Either way, it sounds like it's over," my wife said.

I spent the rest of the day hanging around the house and texting Jessica when I could. The next day was a family dinner over at my in-laws. Jack didn't say much about what happened, but my mother-in-law had plenty to say as soon as Jack left for the night. I texted Jessica that I was ready to run away with her and got a laugh out of her.

I stepped outside to my in-laws deck for a few minutes and was quickly joined by Kourtney. Her long black hair pulled up into a bun; she had on a simple blue shirt and black running shorts that showed off her nice ass and long, tan legs. She stood next to me as I leaned up against the railing on the deck and said, "She's not holding back, is she?"

I agreed that she wasn't, and Kourtney said, "It's crazy, isn't it?" I said it was, and Kourtney, looking into the house, asked, "You're not thinking of doing anything crazy, right?"

"Like what?" I asked her.

"I don't know, like leaving Kathy and running off with Jessica?" Kourtney said.

I smiled up at her and said, "Nah, I would never. The only crazy thing I want to do right now is bend you over this railing and pound into you."

"Good. Keep that as your only crazy thought, and maybe it'll come true," Kourtney said.

The next few weeks flew by. Me and Jessica continued to talk, and I became sort of a confidante of hers, offering advice or just an ear as she started the divorce proceedings with Jack. I tried a few times to get either her or Kourtney over, but had no luck and had to settle for pictures from both of them. Until Kourtney sent me a text one day that said, "What are you doing Thursday night?" I told her I didn't have any plans and asked why. She replied back, "Me and Jessica are going to the gym, and I was going to see if you wanted to come." I told her I would try to make it.

That Thursday, Jessica texted me to ask if I was coming with them that night, and I said, "Pretty sure I am. We are actually going to a gym, right? It's not code for something else?"

Jessica replied back, "Yes, we really are going. Me and Kourtney want to make it a weekly thing. Jack will have our son every Thursday going forward; it's a good way for me and Kourtney to stay in touch, and we figured since we're allowed to bring one person, it was a good way to spend some time with you."

"I like your thinking," I said.

"I am hoping that me and you can find some way to get some alone time tonight. I miss being touched," Jessica said. I told her I would do my best.

That night, at the gym, I mainly rode a stationary bike since it's been years since I had done anything like that. The girls were running around the gym, hitting up different machines, and having a good time. Jessica and Kourtney both had their brown hair pulled back into a ponytail and had on short black shorts. Kourtney had on a white, sleeveless, skin-tight shirt, while Jessica had put on a black, loose-fitting t-shirt.

Luckily, the gym was small enough, and there were plenty of mirrors everywhere so that I could keep my eye on both of them as they worked out. Jessica came over at one point, sitting on the bike next to me, and I said, "So, what are you doing after this?"

She laughed and said, "I knew that as soon as I went to the gym, I'd have somebody hitting on me. I'm just going back to my parents house, unless you have another idea."

"I have one that should work. And I have another one that won't work tonight but might in the future, depending on some things," I said.

"What are they? I want to know both of them," Jessica said.

"Tonight's would be just trying to find somewhere hidden and quiet to park the car and have some fun. Maybe somewhere in the parking garage? The second idea is for you to rent out one of the apartments that are next door," I said as I smiled at Jessica, looking down at her athletic legs.

"I like both of those ideas. I've actually already looked at the apartments here. I just need to wait for the divorce to be final and see how much child support I'm getting from Jack," Jessica told me.

A short time later, the girls said that they were done, and I ran into the locker room to take a quick shower. I rejoined the girls, and we walked into the cool weather of an early spring Utah night. Walking to our cars, Kourtney said, "So, did you two figure something out for tonight?"

I gave a sideways glance at her as Jessica responded, "We're going to find somewhere hidden in the parking garage, hopefully. If not, I guess I'll just have to settle for a hug and a kiss."

"That sounds good. But not before I get a hug and a kiss," Kourtney told Jessica as she grabbed onto my hand and pulled me towards her car. Once there, Kourtney wrapped her arms around my neck, and I wrapped my arms around her waist. We hugged each other tightly before our lips met, and we shared a quick but passionate kiss. As she let go, she said, "Don't stay out too late with Jessica. And don't get in trouble."

I stepped back towards Jessica, who was waiting behind Kourtney's car, and we both said goodbye to Kourtney. As she drove away, I grabbed Jessica's hand, and we walked to my car. Once in there, I drove around the parking garage for a few minutes until I found a spot that looked rather deserted, with just a couple of cars around it. After parking, we climbed into the backside of the car to be more hidden by the tinted windows.

I wrapped my arms around Jessica and pulled her close to me. We held each other for a few minutes before pulling away enough to look at each other. Instead of kissing her, I asked, "How are you doing? Are you OK?"

Jessica teared up a bit before saying, "This is even harder than I thought it would be. I'm happy to not be fighting every night and not have my son around. But I know he misses his dad and doesn't quite understand why. And adjusting to being a single mom, even with my parents help, is tough. And figuring out the divorce with somebody as hardheaded as Jack. It's a lot, and I cry a lot of nights."

Jessica started to tear up again, and I pulled her close to me. I tried to reassure her as best I could before Jessica said, "I'm just glad that Kourtney didn't abandon me. Everybody else did in our friend group. It makes me feel like I'm in the wrong."

Kourtney, Gary, Jessica, and Jack were all part of a group of friends that met at school, work, or through marriage. I told her, "I can't believe they would do that. I'm sure Kourtney isn't happy about it."

"She's not," Jessica said. "But she can't make them my friends. I'm sure it's hard for them too, and they don't want to pick a side. But it still sucks."

Jessica leaned her head against my chest as I held her, and I could feel her trying to hold back from crying. She finally looked up, wiped her eyes, and said, "I'm sorry, this isn't what either one of us wanted."

I smiled and said, "No, but it feels like it was needed. We can always talk, but it's different to talk in person."

"I guess I was wrong earlier. I'm glad that you haven't abandoned me either," Jessica said.

"I never will," I told her, leaning down to kiss her forehead.

"Will you do that again?" She asked, and I did. She pointed at her nose and said, "Here?" And I kissed her nose. She then pointed at her lips, and I kissed her lips, softly at first, before she put her hand on my cheek and kissed me back. Our bodies leaned more into each other as we continued to kiss, our heads and lips moving together as one.

The passionate kiss lasted more than a few minutes, briefly ending when I moved my hand around from Jessica's back to her stomach, and she adjusted in her seat so that I could slide my hand into her shorts and start to rub her pussy through the underwear she had on. Jessica said, "I need you so bad right now."

We went back to kissing as I slipped my hand inside her underwear, rubbing her wet, hairy, pussy lips before sliding a finger inside her, pulling it in and out over and over. Jessica opened up her mouth, letting her tongue push into my mouth, and our tongues swirled together. I alternated between fingering her and rubbing her clit, until Jessica had to stop kissing me, leaning her forehead against mine, and started to moan loudly in the car.

Her hips started moving back and forth; she moved her hand on top of mine and pushed down on it, trying to send my fingers deeper inside her. "Oh yes! Oh, Danny!" Jessica moaned as she came, her juices washing out and covering my fingers.

As she came down from her orgasm, I pulled my hand out of her shorts, and we shared another quick but passionate kiss. Jessica said, "I needed that so bad."

"I'm glad that I could help," I said as Jessica sat back in her seat. "Are you ok?"

"Yes, I'm great," Jessica said, taking a deep gulp. "I know you're probably expecting something in return, but would you take me back to my car? I can owe you for another time."

I laughed and said, "Jessica, I would never expect something in return. My aim is always to please you. And you'll never owe me anything."

"Thank you, Danny. That's really nice of you," Jessica said as I pulled out of the parking spot and drove over to her car. Once there, we hugged each other tightly, neither wanting to let go, before kissing good night. I watched her get in her car and get it started before I drove off and went home.

The next morning, Jessica texted me to say, "Hey, Danny, thank you again for last night. It really did feel great and was needed. For a few minutes, I actually forgot about everything that was going on. I'm sorry if I acted kind of weird afterwards. I don't know what it was, but it just felt different."

"Different how? Good? Bad?" I asked her.

"Both? Good because an orgasm is always good. But, bad in that, I wanted more, and I wanted you all to myself. For a few minutes there, I wanted to be selfish and tell you to leave Kathy and run away with me. But I could never do that to you, her, or your kids," she texted back.

Before I could respond, Jessica said, "With me feeling that way, do you want to stop what we're doing? I really don't want to be the reason your marriage ends. I hope that will be the only time I feel that way, but understand if you don't believe me."

"I do believe you. I'm sure you're going through one of the hardest times possible. I'll always be here for you, no matter what you need from me. If it's just somebody to talk to, I'm here. If it's advice, I'm here. If it's a hug, I'm here. If it's an orgasm, I'm here. You tell me, and I'll do my best," I texted back to her.

"You're not nervous; I'll try to steal you away?" She asked.

"Nope, I'm not. If I ever felt that way, I would tell you, and we would move on," I said.

"Thank you, Danny. I need a friend like you right now," Jessica said.

That afternoon, after my wife got home from work and we were talking about our days, she said, "I got a bit of a weird text from Jessica today. You should read it."

As she handed me her phone with Jessica's text pulled up, my heart froze for a second, wondering what Jessica told her. The text read, "Hey, Kathy, I just wanted to tell you thank you for everything. I hope that despite what is happening, me and you can keep in touch and that my son will always be welcomed at your house to play with his cousins. I'll always think of them as my nieces, and I pray for the best for them and you."

I told my wife, "That was nice of her. What did you say back?"

"That she'll always be family and be a part of our daughter's lives, if she wants to be," Kathy said. "We actually talked a little bit longer. I didn't know she went to the gym last night with you and Kourtney, but she mentioned that you two have talked a bit and you've been offering an ear for her to vent to and talk to."

"Yeah, I reached out to her a few weeks ago just to check in on her and make sure she was doing OK," I told my wife.

"Well, good. I'm glad somebody did. Has she said anything to you about an upcoming camping trip?" Kathy asked me, and I told her no. "Yeah, she said something about inviting you and one of our daughters, but she wasn't too sure yet."

"Oh, I'll have to ask her about it," I said before we continued on with our night. Unfortunately, that next Thursday I was unable to go to the gym with Kourtney and Jessica, but I wish I had when they sent me a picture of them together, posing in front of a mirror, with a caption that read, "Just had a great workout. I wish you were here. Really wanting to go in a backseat with you."

I did text Jessica the next day about the possible camping trip, and she said, "Yeah, I've been meaning to ask you about it. I booked a campsite for the second weekend in May, but it's only big enough for four people. It was just supposed to be me, Jack, and our son, but now Jack isn't going. So, I was debating whether you wanted to come and bring one of your daughters, but I might just take Liam and go with just us two."

"Either way, it sounds fun. If you do want me to go, I'm sure one of the girls would enjoy coming," I texted her back.

I did manage to go to the gym the next Thursday, and after a good workout, I ended up in the backseat of Kourtney's car after saying goodbye to Jessica. Kourtney had my shorts pulled down, my cock out, and was stroking it with her hand while we kissed.

"You know, if you do come on a regular basis with me and Jessica, this will also become a regular thing," Kourtney said, ending the kiss.

"Yeah? And how will you two decide who gets me what week? Just alternate theΒ  weeks."I asked while enjoying the feeling of my hard, six-inch-long, thick cock in her hand.

"Something like that. Is that OK with you?" I told her it was and looked down as she opened her mouth, placed it over my cock, and swallowed it whole. Kourtney started to bob her head up and down my shaft, licking the underside with her tongue, teasing my tip, and squeezing my balls.

Before too long, I put my hand on the back of her head, gripping her brown hair in my hand, holding her down, pushing my hips up to get my cock even deeper into her throat, and orgasming, making her work quickly to swallow my cum.

When I was done, Kourtney sat up and said, "That's better than a post-workout drink."

I laughed and said, "That makes going to the gym worth it."

"What? You don't like going to the gym unless you're getting a blowjob?" Kourtney said, teasing me.

"No," I said. "I don't like going to the gym unless I'm getting a blowjob, getting to play with you or Kourtney, and getting to watch you two, in your shorts, work out for an hour."

We got out of the backseat of the car and climbed into the front seats. Kourtney drove me to my car, where we shared a hug and a kiss before I got out to drive home.

Two days later, on Saturday, I was getting ready to do some work out in my yard when Jessica texted me to ask what I was doing and what plans I had that day. I responded back, "Just yard work. Kathy is gone with the kids all day. Want to come over?"

Jessica texted back quickly and said, "Actually, I was going to ask you the same thing. Jack took Liam for the day and told me that I have today to get all the rest of my stuff out of the house. I was going to see if you maybe wanted to help me pack a bit and keep me company."

"Definitely! Give me like thirty minutes, and I'll be there," I told her.

"Thanks, Danny; you're awesome," was her response.

I arrived at Jack and Jessica's house a short time later and was greeted by Jessica, who had just put a box in her car. After a quick hug, I asked how much was left, and she said, "Not too much more. Jack put everything that he wants in one room, and I get to go through the rest. I just did the kitchen. I was going into the bathroom next, then the basement, and finishing off in the bedroom. I thought I could do it by myself, but I was wrong."

I gave her another hug as we walked inside and said, "Well, let's get it done."

Following her directions, I started to help her go through the bathroom, then the basement. Seeing the work that Jack had been doing to remodel, I asked, "So, what's the plan with the house? Is Jack going to keep it? Or are you on the mortgage?"

"We're not sure yet. One of the things we've been talking about. He wants to keep it, but I want half. It'll probably be one of the things we talk to the judge about," Jessica responded.

We finished up the basement, and I hauled a couple of boxes up the stairs and out to her car while she started in the bedroom. When I rejoined her, she had already filled up two more boxes, and I quickly took them outside. When I went back in, she was sitting on the bed, holding a picture of her and Jack from their wedding day.

I sat down next to her and asked, "Are you OK? Do you want to throw it or keep it?"

Jessica laughed, wiping away a tear. "It's crazy how things changed in six years of marriage," she said as she tossed the picture into a box. "Jack pretty much said that whatever I don't take, besides the furniture, he's just going to throw away or donate."

She looked around at the bare room; only a nightstand, bed, dresser, and some of Jack's clothes were left. She shook her head before leaning it down on my shoulder and saying, "Thank you for coming and helping. I really am happy with my decision, as hard as this is."

I started to tell her, of course, but was cut off when she twisted her head around and started to kiss me. She pushed me down so I was lying on the bed and straddled me with her groin. I looked up at Jessica as she broke the kiss and sat up on me. She had her brown hair pulled back and twisted around in a braided ponytail. Wearing a gray shirt with the logo of the high school she worked at and blue basketball shorts, I watched as she quickly discarded her shirt before leaning back down to kiss me again.

As we kissed, I moved my hand between us and cupped her breasts, squeezing them through her bra. Jessica moaned into my mouth and began to move her groin on top of mine, rubbing my cock through the shorts I had on. I reached behind her back, unhooked her bra, and Jessica lifted up each arm from the bed so I could slide it down them and off her. Feeling me starting to grow hard, she stood up from the bed. As she started to pull my shorts down, I asked, "Are we really doing this here?"

Jessica smiled as my six-inch-long cock came into view and said, "Yes. We are. Unless you don't want to."

In response, I sat up, hooked my fingers into the hem of her shorts, and yanked them and her underwear down to the floor. As Jessica stepped out of them, I pulled my shirt off and laid back down on the bed, scooting up to the top of it. I watched as Jessica climbed onto the bed, lifted herself up above my now-hard cock, grabbed onto it with her hand, and lowered herself down my shaft.

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