Pleasing My Sister-in-Law

"Jack just told me what happened. I'm so sorry, Danny. I can't help but feel like it's my fault," Jessica said as I listened to her on my phone.

"It's not your fault, so don't feel like that. I'm the one who started everything and kept going," I responded.

"But, still, I just can't help but think about what would have happened if I turned you down that first night," she said.

"It's in the past. We can't help it now," I said.

"I know. So, how are you doing? Are you OK?" She asked me.

"Yeah, I'm doing OK. I got my own place, am working a lot, and am getting ready for the court hearing next week to figure out the divorce and how screwed I am. But I'm adjusting," I said.

Jessica took a deep breath on the other end of the phone before saying, "Gosh, I just feel so bad for you. Is it OK if I ask how Kathy found out? All Jack said was that you and Kourtney were caught together, Kathy kicked you out, and Gary left Kourtney."

I let out a little cuckle before saying, "We weren't really caught, at least not like that. Kourtney had a college interview in Chicago, and I flew out there with her. When we got back, Gary kept pressing Kourtney about what I and she did out there together. She finally admitted to us sleeping together, and Gary left. Kourtney's parents got pissed at her; she was feeling down and depressed and got drunk. She called Kathy while she was drunk and confessed to everything between me and her."

"Oh my gosh, Danny! I can't believe she would do that. She could have easily kept her mouth shut," Jessica said.

"Maybe. Not once Gary found out. It was over then," I said. "I couldn't blame her at all."

"Dang it, Danny. I'm just so bummed about it for you. Your girls must be devastated," Jessica said.

"Yeah, they are. At least the two that are old enough. I've only seen them a few times, and they just keep asking me why. That's been the hardest part," I told her. "But, how have you been? How is Boise?"

"I've been good. Adjusting. Made a few friends. Work is good, and Liam likes it up here," she said.

Without really thinking about what I asked, I blurted out, "Any guy friends?"

Jessica laughed and said, "Do you really want to know?"

I thought about it for a minute. Did I? "Yes," I told her.

"Nope. It's been hard enough getting settled, let alone dating," Jessica said.

"I bet. I don't even know why I asked," I said with a laugh.

"Well, it was good to talk to you, Danny. I have missed you. But I do have to go to work for, like, half a day. If you want, you can text me," Jessica said before we both said goodbye and hung up the phone.

During our conversation, I had finished my workout and was just sitting on the bike I had been riding. I pulled out my phone and thought for a second if I should text her immediately or not. It was really nice to talk to her. And we are both single now.

I decided to give it some time and went back to my apartment to shower. By the time I finished that, I had made up my mind to text her, but instead, I had a text waiting from her.

"By the way, if you want, I can help you prepare for the court case. I do have a little experience with it. I immediately texted her back, saying that I would love her help.

It was a Friday when she called me, and we spent the entire weekend and the next week talking, both texting and on the phone. She was giving me a lot of tips and some insight into how my court hearing could go, plus we caught up with our lives. I was a little surprised, but not shocked, that none of our talk was sexual. I had thought about saying something a few times to her about it, but I didn't want to push things.

The night before my court case, Jessica called me on the phone to wish me luck and say that she hoped everything worked out well. Before hanging up, she asked, "What are you doing afterwards?"

"I'm not sure. Probably just come home. I'm sure I'll have some things to think about and work out," I told her.

"Most likely. I know it's totally last-minute, but do you want to come up here to Boise? Liam will be with Jack. And I know how I felt after mine. I just wanted to get away for a bit," she said.

I thought about it for a few minutes before saying, "Actually, that does sound good. I think the hearing will be over early enough that I could make a day trip out of it."

"Oh, I was thinking that you could spend the weekend, but it's up to you," Jessica said.

The next morning, I ate breakfast and got dressed for court. Wearing my best white shirt and tie, I trimmed up my beard and actually styled my usually shaggy hair. With just a few minutes before I needed to leave, I grabbed a backpack and stuffed a weekends worth of clothing into it, along with my bathroom stuff and phone charger.

The court hearing went about as well as I figured it would go, and I immediately jumped into my car afterwards and texted Jessica that I was on my way. She texted back that she had just dropped off Liam with Jack, who met her halfway between my town and Boise, and was on her way back home. We both said that we couldn't wait to see each other.

Boise was just over four hours away from where I was. I stopped an hour into my trip to change my clothes and get some lunch. With my music turned up, a Mountain Dew Voltage in the cup holder, and a full stomach, I was almost able to forget the court hearing as I drove.

I arrived at Jessica's apartment complex in the late afternoon. I grabbed my backpack out of the backseat of my car before walking up to her door. I had butterflies in my stomach as I went to knock, but Jessica must have seen me coming as she opened the door first and nearly jumped into my arms.

I quickly wrapped my arms around her body and pulled her close to me. We walked into her apartment and shut the door behind me. She saw my backpack and said, "Did you decide to stay for the weekend?" I told her that I did, making Jessica smile and give me another hug.

I took my backpack off, and we sat down on the couch in her living room. She looked at me with a serious look in her face and said, "So, how did it go? What was the verdict?"

I shook my head and said, "Probably not as bad as it could have been. The judge was clearly on her side and didn't want to hear too much from me. At the end of it, I am paying six hundred a month in child support."

"That's it? I'm kind of surprised. I thought it would be more since you have three kids. Jack is paying nearly double that for just one," Jessica said.

"Yeah, I'm sure it's because he makes way more. Six hundred was what Kathy wanted," I explained to her.

"So, what else? When do you get the kids? What about the house?" Jessica asked.

"Right now, I get the kids one weekend a month. It might change if I get a house or a bigger apartment. For the house, she gets the pick if she sells it or keeps it. If she sells it, I get like ten percent of what she gets for it," I told her.

"Wow. That is crazy," Jessica said.

"Yeah. But the one nice thing that the judge said is that if Kathy needs a babysitter for any reason, she needs to call me first. And I can always call her and ask to see them or talk to them," I said.

"Well, that's good," Jessica responded. "Was anybody else there?"

"Yeah, her parents, Jack, Kourtney, Katie, and her aunt and uncle," I told her.

"Wow. I'm kind of surprised Kourtney was there. Do any of them know about you and me, or Katie?" Jessica asked.

"Not that I know of. Kourtney did text me before hand that she would be there to support Kathy, but she was also hoping for the best for me. And she said that, if I wanted, she could come over to my apartment this weekend and spend some time with me," I said.

"Oh, she did? Did you tell her that you were coming here?" Jessica asked.

"No, I didn't," I answered. "I just told her that I hoped it went well."

"I'm sure it's none of my business, but have you and Kourtney done anything since she confessed to Kathy? Or do you hate her?" Jessica asked while staring at me intently.

"I don't hate her. She asked if I did. But I can't. It's my own fault for it all happening. But, yes, we have hooked up once since it all happened," I confessed to Jessica.

"Just once?" Jessica said it with a little laugh.

"Well, if you want to know the truth," I said, and Jessica nodded her head yes. "We spent a night together a few weekends ago. She came over looking to get laid. I denied her because I felt like she needed a friend. We just hung out that first night, but had a lot of sex the next day. Does that make you hate me?"

"You know, I've thought about that a few times. If I could ever hate you, I never hated you after finding out about Katie. And I wouldn't and couldn't hate you for hooking up again with Kourtney," Jessica said. "Anyway, enough talk about serious stuff. Are you hungry?"

I told her I was and watched as she got up and walked to her kitchen in the open concept apartment. Staying five feet tall, Jessica had dyed blonde streaks into her brown hair that fell loose around her head, ending just below her shoulders. A beautiful face with hazel eyes and a perfect smile was almost her best feature, if you could ignore her C-cup-sized breasts or her big butt, just below her wide hips. She must still have been working out on a regular basis, as she was still in amazing shape.

She was wearing a green shirt with the name of the local high school that she worked at as an athletic trainer on it and black and green basketball shorts. She had a pair of black flip-flops sitting by the door that I assumed she had kicked off when she got home, and a black scrunchie on her wrist. The scrunchie was giving me daydreams of her using it to put her hair up as she kneeled on the floor in front of me and blew me.

As Jessica started to pull out some food to cook, I asked about her job, and she said, "It's not much different than what I was doing in Utah. Hang out at the school during the day. Help with whatever practices are going on after school, and have a game once or twice a week to go to. The worst part has been finding somebody to watch Liam, but I've found a few people, or he just hangs out with me at the school."

"How is Liam liking it up here?" I asked her.

"He actually loves it. He misses his dad and grandparents, but he's made so many friends in preschool and is excited to start kindergarten next year," Jessica explained as she cooked.

"That's awesome," I said. "I'm glad everything is going well for you up here."

Jessica said that she agreed as she continued to cook us a meal of chicken and rice. When she was done, I joined her at the tiny dining table where we ate and continued our conversation. After the food was gone, I helped her clean up the dishes before we moved back to the couch and continued to talk.

After a few more hours of us catching up, Jessica started to yawn, and I did too. She asked if it was bedtime, and I said yes. We both stood up from the couch, and I looked around the living room and then said, "Do you have a pillow and a blanket I could borrow? I spaced grabbing one."

"For what?" Jessica asked me.

"To sleep on the couch?" I said, looking back at her.

"Danny, do you really think that I would invite you all this way just to sleep on my couch?" Jessica said with a laugh.

"I just didn't want to assume anything," I said.

"Like what?" Jessica asked.

"Like sleeping with you, I guess?" I said.

"Well, the only extra pillows I have would be on Liam's bed, and I have an extra blanket in my room that you could grab. Or, you could just come join me. It's your choice, I guess," Jessica said before walking off and going into her bedroom.

I watched her go for a second before quickly following her. Once we were both in the bedroom, Jessica turned around and wrapped her arms around my neck. She stood up on her tippy toes as I wrapped my arms around her body. We both leaned into each other, and our lips met for the first time in months. We kissed with passion and a fire that seemingly had been building up throughout the night.

As we kissed, taking short breaks as I kissed her cheeks, neck, and forehead, Jessica said, "God, I've been waiting for this all night."

"I wasn't sure if you wanted it or not," I told her.

"Of course I did," Jessica replied. "I wasn't sure if you did since you hadn't said anything since we started talking again."

"I was waiting on you," I said, making us both laugh.

"We better make up for lost time then. I've missed you so much," Jessica said.

As we kissed again, our tongues swirling together, I tugged up on Jessica's shirt, and she moved her arms up above her head, briefly breaking the kiss as I pulled the shirt up and off her, tossing it to the ground. She quickly did the same to my shirt as I unhooked her bra, sliding it down her arms and off her body, exposing her C-cup-sized breasts to me. I took one of them in my hand and squeezed it as we walked towards her bed and fell down on it.

With Jessica lying on her back, I moved to her side, kissing her lips again before moving down to her neck. I kept my hand on her breast, using my fingers to rub her nipples, as I kissed down to her other breast. I licked around her nipple before I took it into my mouth, sucking on it as it grew harder.

"After you told me that you were coming last night, I got so horny. I came in here and played with myself, thinking about you pleasing me, until I gave myself a massive orgasm," Jessica told me as I switched over to the nipple that I had been rubbing with my fingers and sucked it into my mouth.

"Yeah? Have you done that a lot since moving up here?" I quickly asked before moving back to the nipple closer to me.

"No. It took me a few weeks, but I eventually started to play with myself once I was settled here. I usually think about you. But, since we started talking again, I've pulled out my dildo almost every night after you go to bed," Jessica said, running her fingers through my hair.

"Well, tonight, you'll be getting the real thing, if you want it," I said, kissing down to her stomach.

"I've been wanting it since you walked through my door," Jessica said, lifting up her hips as I pulled her shorts and underwear down and off her legs, throwing them next to our discarded clothes on the floor. I kissed and licked around her vagina, feeling the warmth and wetness coming from it. Using my tongue, I licked up and down her slit, causing Jessica to moan and saying, "It's been so long. I need you in me."

Jessica's pussy had a little bit of hair around it, and I brought my fingers, moving through the hair, to rub her pussy lips and her clit as I darted my tongue in and out of her. "Oh man, Danny, as good as that feels, give me your cock already," Jessica moaned out.

I stood up off the bed as Jessica scooted up to the middle of it and laid her head down on her pillows. As she watched me, her eyes focused on my groin. I pulled the shorts I was wearing down and off, followed by my underwear. Jessica licked her lips at the sight of my six-inch-long, thick cock, and her hand reached for it as I climbed back onto the bed.

She wrapped her hand around the shaft of my cock and started to rub it up and down as I leaned over the top of her. I moved in between her legs and started to kiss her lips again with mine as she pulled my cock into her pussy. She let go after my tip was in, and I pushed the rest of the way in.

Jessica broke our kiss, moaning loudly as I filled her up. I pushed myself up above her and started to thrust my hips back and forth, sliding my cock in and out of her. Over and over, harder and faster, I made Jessica moan every time I pushed in deep.

"Oh, Danny, I've missed this so much. You feel so good," Jessica said, her eyes closed and a look of pure pleasure on her face. "Have you missed it as much as I have?"

"Yes, I have. You're a lot tighter now," I told her.

"That's what happens when I go months without your cock, I guess," Jessica said. I continued to pound into her over and over, some times fast and hard, other times slowing down to really enjoy it. When I slowed down, I laid more on her body, kissing her lips passionately while feeling her nipples rub against my chest and her breasts push into me. I leaned down to lick and suck on her nipples before pushing back up and slamming into her harder.

"You're so tight, and it's been so long; I'm not going to last much longer," I told her as I felt my orgasm beginning to build.

"That's OK. We have all weekend. Give me your cum," Jessica said.

I pushed in as deep as I could go, holding myself there as I began to cum. I felt Jessica pushing up with her hips, her pussy clenching around my cock, helping to pump the cum out of me, as she moaned out that she was cumming too.

We started to kiss again, our bodies rocking back and forth through our orgasms, until my cock was done, and I started to go limp. We continued to kiss as I pulled out of her vagina and rolled off her body, laying down on the bed next to her. Ending the kiss, Jessica cuddled up next to me, her head resting on my shoulder and one of her arms across my chest.

We laid down on the bed, both of us breathing deeply, until Jessica said, "I hope that was worth the four-hour drive."

I laughed and said, "Jess, just spending the last few hours with you has been worth it. This is just icing on the cake."

"Yeah? That good? Better than the weekend you spent with Kourtney?" Jessica said, looking up at me.

I leaned down, kissed her forehead, and said, "Why do you want to know? Still trying to compete with her?"

"Maybe. Tell me about it, and I'll tell you if I can compete with it," she said as she rolled over onto her stomach so she could look at me better.

"I told her I was going to punish her, and I did. We started out Saturday morning with her bent over my bed, spanking her ass until it went red. She begged for my cum, but I dumped it on her stomach instead. I told her to wait on my bed for a few hours until I was hard again. When I was, I face fucked her until I came again and covered her face," I told her.

"Oh wow, I bet Kourtney loved that. She always told me it was her dream to be covered in cum," Jessica said, and I told her that Kourtney did love it. "What else?"

"After she took a shower, she hung out naked on my couch while I played a game. Eventually, she got me turned on, gave me a blowjob, and rode me. We flipped so I was on top, and I filled her with my cum. Later that night, we did it again, hitting all the typical positions, until I filled her again. And she gave me a blowjob the next morning before leaving," I finished telling Jessica.

"I'm jealous. Maybe not of being covered, but of the rest," Jessica said. I went to tell her something, but before I could, she asked me, "Do you plan on continuing to hook up with Kourtney?

"I don't know. We talked about it. Using the weekends as a destresser for the both of us. Especially her, to get away from her parents. But she also wants to mend things with her family, especially Kathy, and doesn't want to ruin their relationship any more by sleeping with me," I said.

"But she offered to come over this weekend, didn't she?" Jessica asked me.

I signed and said, "Yeah, she did, which is a little confusing. So, I'm not sure. Even if she did come over, I might be more hesitant than I usually am."

"Until she pulled down your pants and started to blow you," Jessica said with a laugh.

We laid in bed together, cuddling with each other, until Jessica was almost asleep. We got up, went to the bathroom, and cleaned ourselves up from the sex before getting dressed. I grabbed my boxers and the shirt I had on and watched as Jessica pulled on a pair of pink booty shirts and a tank top.

"Are you wearing that because of me? Or do you usually wear that to bed?" I asked her as we climbed under the covers.