Pleasing My Sister-in-Law

I was lying in bed with Jessica, both of us having just said, "I love you," for the first time. She was resting her head on my chest, a smile on her face, while I rubbed her back with one hand, and my other hand was behind my head.

"I love you," I heard Jessica say, her hazel eyes looking up at me.

"I love you, too," I said back.

"I don't know why, but it feels like a weight has been lifted off me hearing you say that," she said.

I smiled and said, "It feels good to say it."

Jessica stayed silent for a minute before saying, "What are you going to tell Kourtney? And when? I really don't want to hurt her."

"Me either. But the sooner, the better. I'll have to tell her as soon as I get back to Utah. I think it'll be better in person," I said.

"Yeah, it will be. Are you going to sleep with her first?" Jessica asked me.

"Really? We just said I love you, and you're asking if I'm going to sleep with somebody else?" I asked her.

"Is that bad of me? I don't know why, but the thought of you two sleeping together doesn't bother me. But I also don't want her to get hurt even more. So, I'm not sure. I'm sorry to put you in this situation," Jessica said as she got up and sat down, cross-legged, on the bed next to me.

"Yeah. I'm probably just going to have to sit down with her, explain how I feel about moving and being with you, and hope for the best," I said.

Jessica made me promise that I wouldn't prolong it and that I would talk to Kourtney as soon as I got home, and I told her that I would. I kissed her forehead before getting up off the bed and going to the bathroom. When I came back into the bedroom, Jessica had taken my spot, was lying in the center of the bed, and was looking at her phone.

Despite not being in the gym as much as we had been before, Jessica still had a fit body. She wasn't too skinny, had wide hips, and a thick ass. She had her legs spread slightly open, and I could just barely see the string of her thong disappearing into her ass. Her vagina was covered by the red material of her thong. She had one hand resting close to her groin, looking like she was itching for the chance to touch herself.

Her flat stomach was visible through the thin fabric of the night teddy she was wearing, getting denser and redder at her breasts. She was holding her phone just above her C-cup-sized breasts, whose cleavage was poking out from the teddy. She had pushed her brown hair out of her pretty face and behind her head. Her red lipstick had a slight smudge on it from where she was blowing me a few minutes beforehand.

Jessica must have felt me staring at her as she put her phone down and said, "Yes?"

I just shook my head and said, "I don't know. I was just thinking about how crazy this past year has been. It started by going to a wedding, excited to hopefully see my cute sister-in-laws in swimsuits. I ended up fucking one of them there, sleeping with the other a few days later, and starting this crazy affair that has led to three divorces, a family torn apart, and yet, here we are, in an apartment in Boise, confessing our love for each other, planning a future, and, finally, not having to hide it."

Jessica's eyes went big as I said everything, but she smiled and laughed at the end before saying, "You forgot the part where you slept with the bride of the wedding that we originally hooked up at." I laughed with her before she said, "Do you regret any of it?"

I thought about it for a minute before saying, "Yes and no. I hate that it tore so many families apart, especially my kids. But I love you, and I'm happy to be with you. It's complicated."

"If it makes you feel any better, I'm pretty sure me and Jack were headed for a divorce anyway," Jessica said.

I shook my head and said, "A little, I guess. I would have been sad if you divorced him and I didn't get to see you as much."

"Who were you more excited to see in a swimsuit? Me or Kourtney?" Jessica asked.

I laughed again and said, "Honestly, you. I had already seen Kourtney in one earlier that summer. But I had never seen you in one."

"And how did it make you feel when you saw mine?" She asked.

"I wanted to either pin you down and fuck you or go inside and jack off," I said.

"And how about seeing me lying in bed, wearing sexy lingerie that's all for you?" She said it with a seductive look in her eyes.

I just smiled at her as I climbed onto the bed with her. I picked up her right leg and, starting at her ankle, left little kisses all the way up to her groin. Setting her right leg down, I picked up her left leg and kissed it from the ankle to her groin. I then laid down in between her legs, kissing her inner thighs on both legs, slowly making my way to her vagina. I kissed around the outside of her thong before reaching up with my hand, grabbing the thong with my fingers, pulling until it broke, and tossing it to the floor.

"You either really hate red thongs or really enjoy ripping them off me," Jessica said with a laugh, referring back to the first time she wore the red teddy for me, and I did the same thing to her thong.

I just laughed as I kissed around her vagina. Jessica laid her head back and started to moan as I felt her pussy getting wet. I used my tongue to lick around her lips and up and down her slit. I hooked my arms around the back sides of her legs and pushed them up a bit, giving me a different angle as I started to dart my tongue in and out of her pussy.

"Oh, my God, Danny," Jessica moaned. "Your tongue feels so good." I brought one of my arms back around from her leg and used my fingers to move through her hair until I found her clit. I put my index and middle fingers on it and slowly started to rub in a circle pattern as I used my tongue inside her. I hummed with my lips on her pussy lips, sending vibrations deep into her.

I felt Jessica starting to push her hips up into my face as her hands came down onto the back of my head. "Oh shit, I'm cumming," Jessica yelled out as a massive orgasm washed over her body. I took my tongue out of her pussy but left my lips there, sucking up her juices as they flowed out of her. I continued to rub her clit throughout her orgasm, but when she started to settle down, I replaced my fingers with my mouth. I sucked her clit into my mouth, rubbing my tongue across it, while I slid a finger into her wet pussy and started pulling it in and out.

The different stimulation caused Jessica to quickly have another orgasm, this time using her hands to pull me away as she finished. I kept my finger in her as I sat up, my face covered with her juices, slowly pulling it in and out. Jessica was breathing deeply, her chest moving up and down, as she stared at me, love and lust filling her eyes.

"Wow. That was amazing," she finally said as she caught her breath and I pulled my finger out of her. I offered the finger to her, but she shook her head, so I licked it off with my own tongue. I got up off the bed, as did Jessica, and we both went into the bathroom to clean ourselves up. As I pulled back on my boxers, Jessica grabbed another thong out of her drawers and pulled it up her legs. We crawled back into the bed together, holding each other and kissing until we fell asleep.

We slept in the next morning, waking up around ten a.m. and cuddling in bed together for another hour. While Jessica showered, I made us some breakfast before jumping in the shower myself. We were talking about what to do for that day, and Jessica said, "With you going back home tomorrow, a day of me and you just relaxing, hanging out, and not going anywhere sounds amazing." I told her that I agreed, and she said, "Plus, a lot of sex."

I laughed as I got out of the shower. Jessica, who had been standing in the bathroom talking to me while she did her hair, handed me a towel. As I dried off my body, I watched Jessica as she combed back her hair and wrapped it into a scrunchie, leaving it as a bun on top of her head. Glancing down her body, she was wearing a black spaghetti-string tanktop, a black bra, and black and red basketball shorts.

I wasn't sure what kind of underwear she had on, but I wanted to find out as I hung up the towel I was using, walked up behind Jessica's five-foot-tall body, and wrapped my arms around her waist. I leaned down to start kissing her neck as she pushed back into me and said, "Oh yes, that's what I was hoping for."

I walked us backwards, out of the bathroom, and over to Jessica's bedroom. My cock was starting to grow hard against her ass as I continued to kiss her neck. I brought my hands up from her waist and placed them on her breasts, squeezing them over and over through her tank top. Jessica continued to lightly moan as I pulled her tanktop up and off her head, tossing it to the ground. With her back still to me, I reached between us and unhooked her bra, letting it fall to the floor as I cupped her breasts again with my hands and felt her nipples growing hard against my palms.

Jessica twisted her head around and up, her lips finding mine, as I pressed my groin into her butt, and fondled her breasts. I finally turned her around in my arms and pushed her down onto the bed. Jessica scooted backwards, up to the pillows on the top of the bed, as I crawled onto it. I laid down on top of her and kissed her lips again before kissing down to her neck, her chest, and finally all over her breasts.

I used my tongue to circle around the nipple on her right breast, while my hand squeezed her left breast. I flicked her nipple a few times with my tongue before sucking it into my mouth as I pinched her left nipple with my fingers. My cock had grown to its full six-inch length, and I was pressing it into Jessica's still-covered groin, grinding up against her. I switched my mouth over to her left breast, giving that nipple the same treatment with my tongue and lips as I gave her right nipple.

Jessica was running her fingers through my shaggy brown hair as I alternated between her breasts. Growing wet in her shorts, she started to push me down, and I kissed all over her stomach before I sat up on the bed. I hooked my fingers into the waist band of her shorts and started to pull them down her legs. Jessica helped by lifting her hips and her legs off the bed. I glanced at her underwear, a black and white thong with a heart over her vagina, before smiling and pulling them down her legs as well, leaving Jessica completely naked.

I moved back up, this time laying down on Jessica's side. I kissed her lips again, our tongues wrestling together inside our mouths, while I moved my hand down to her groin. I used my fingers to rub around her vagina, spreading her wetness around it, before I slipped a finger inside her. Jessica moaned as I ended the kiss, going back to sucking and licking her nipples while sliding my finger in and out of her.

I continued to switch between her breasts with my mouth and alternated between rubbing her clit and pussy lips and sliding my finger in and out of her as Jessica closed her eyes and enjoyed the feelings of pleasure washing over her body as I touched her.

Feeling my hard cock pressing into her leg, Jessica reached down and wrapped her tiny hand around my thick shaft. She slowly rubbed up and down, the palm of her hand going over the tip of my cock, before lightly tugging on it, trying to get me back on top of her. I pulled my finger out of her pussy as I followed her tugging and pushed forward after Jessica inserted my tip inside her.

I kissed her lips again as I filled her with my thick cock. We ended the kiss as I pushed myself above her and started to thrust back and forth with my hips, sliding my cock in and out of her. Over and over I went, hard and fast, then soft and slow. Pulling out to my tip before slamming back into her. Jessica was moaning every time I filled her up, her breasts swaying as I fucked her, and she put her arms above her head.

I laid down on Jessica and wrapped my arms around her neck. I began to kiss her neck, lightly sucking her skin into my mouth, as I started to jackhammer my cock into her. Jessica wrapped her arms and legs around my body, and we rocked together, back and forth, as one. Her mouth was next to my ear, and I was encouraged to go harder and faster by her moans.

Slowing down a bit, I felt Jessica trying to push me off and roll me off, and I let her. As soon as I was on my back, Jessica climbed onto my lap, sliding my cock back into her wet pussy, and was rolling her hips back and forth. I reached behind her and spanked her ass a few times before resting my hands on her hips as she started to bounce up and down on my shaft.

As she rode me, Jessica grabbed my hands with hers and put them on her breasts, encouraging me to squeeze them. "Play with my tits while I ride you. It feels so good when you do," she said as she let go of my hands, closed her eyes, and moaned in pleasure. I took both of her nipples in-between my fingers and rubbed and pinched them over and over as her moans got louder and louder.

"Yes. Yes. Oh God, yes!" I heard her say as she bounced up and down on my cock, and I continued to squeeze and pinch her breasts and nipples. "I'm so close. Yes. Almost here. Oh God, Danny! I'm cumming!" I felt her pussy clenching around my shaft as she orgasmed. She collapsed down on me, aggressively and passionately kissing my lips as she kept rocking back and forth on my cock.

Ending the kiss, her hips slowing down, she kept her head by mine as she said, "Oh, my God, that was amazing. I love you, Danny." I told her that I loved her too, and she said, "I can't keep going. Do you want back on top? I want you to finish so badly."

In response, I pushed her off me, and she rolled onto her back. I was quickly back in between her legs, my cock easily sliding into her well-lubed vagina, and thrusting my cock back and forth, giving her the entire length of it every time. Jessica continued to moan as I pounded into her with my thick cock. I could feel my orgasm coming and picked up my speed, slamming into her harder and faster until my cock exploded inside her. I pushed in as deep as I could, unable to move as cum shot out of me and into her.

I grunted as I finally could move, and I pumped slowly in and out of her, making sure my balls were completely empty. When I was done and started to go limp, I pulled out of Jessica's mound and rolled over, both of us catching our breath as we lay next to each other.

After a few deep breaths, Jessica got up off the bed and went into the bathroom. She came out a few minutes later with a washcloth and cleaned off my cock before she laid back down next to me, kissed me, and cuddled her naked body up next to mine.

"This was a good idea," I said.

"What's that?" Jessica asked.

"Staying here all day and just being with each other," I replied back as I wrapped my arm around her and pulled her close to me.

"Whatever. You just want to have sex all day," she said with a laugh.

I just shrugged my shoulders and said, "Well, I don't hear you complaining about it."

"And you never will," she said. "We better take advantage of it while we can. Because, once we move in together, some things will have to change."

"Like what? And you're that certain that we're moving in together?" I asked her.

"I want to, if you do. I was thinking about it last night and this morning. Even if the judge won't let you move up here, there's no reason why I can't move back to Utah. I can find a job at just about any high school," she said.

"That is true. So, what changes would we have to make?" I said.

"We will just have to be careful around Liam. No more sex all the time, random blowjobs, or grabbing my breasts," Jessica explained her thinking.

"It'll just make the times we can do stuff like that that much more special," I told her, kissing her forehead afterwards.

We cuddled together a little bit longer until Jessica started to fall asleep. Shaking herself awake, she sat up on the bed and looked around her room. I asked what she was thinking, and she said, "Honestly, knowing how today is going to go, I'm just wondering what clothes I should put on."

I laughed as Jessica got up out of bed and started looking through her clothes. She held up a few different things to get my opinion on them, and I started telling her how hot she would look in them or how easy or hard it would be to get off her. She eventually settled on just a plain black t-shirt and a pair of sweatpants, with no bra or underwear.

After she got dressed, she said, "How sexy is this?"

"On you?" It's hot," I told her. "Especially knowing that you have nothing under it." I got out of bed and gave her a hug and a kiss before going to find my own shirt and sweats to wear. After getting dressed, I went and found Jessica in the living room, looking for a movie to watch. I grabbed us some snacks and a drink from the kitchen before joining her on the couch, and we settled down to watch a movie together.

The movie we watched had a very passionate sex scene in it, and I started to grow hard as I imagined doing the same things the guy in the movie was doing to his woman, to the woman I was cuddling with on the couch. Jessica could feel my cock as it grew against her with the way we were cuddling together, and she turned to me and said, "Later, big boy."

When the movie ended, I cleaned up our snacks and drinks and went to use the bathroom. Coming back into the living room, I found Jessica laying flat on the couch, her hand in her sweatpants. I asked what she was doing, and she said, "You weren't the only one that got turned on. Plus, I've kind of missed touching myself."

"I won't stop you," I told her as I moved over and took a seat in a recliner. Jessica just smiled at me as I watched her pants move up and down as she slid a finger in and out of herself. Soft, quiet moans escaped her lips as she played with her pussy.

"I could get used to watching you play with yourself," I said.

"Really? You can't even see anything," Jessica replied back.

"It's the look of pleasure on your face and listening to your moans," I told her.

She asked me, "Does it turn you on?" I told her it did, and she said, "Show me."

I stood up off the chair and pulled my sweatpants down, exposing my semi-hard cock. I sat back down before wrapping my hand around the shaft and rubbing up and down, growing to my full six inches. Jessica eyed my cock as I slowly jacked myself off, her hand still moving in her pants.

"Do you want me to pull my pants down so you can really watch me?" She asked.

"If you want to, it would be fair. And you wouldn't soak your pants when you cum," I told her.

"True, but it might get on my couch. And it's easier to change my pants than to clean the couch," Jessica said.

"Do you know that from experience?" I asked her as I continued to slowly rub my hand up and down my cock.

Jessica just smiled as she kept watching me. Her hand shifted inside her pants, and it looked like she was rubbing her clit instead of fingering herself. I watched as her breathing got deeper and more shallow until her back arched off the couch, her eyes shut, and her legs closed around her hand. She moaned that she was cumming as she did.

I started to rub my cock faster as she orgasmed. When she opened her eyes and looked at me, she asked if I was close, and I told her that I was. I watched as she pulled her hand out of her pants and licked the cum off her fingers, sucking them off one by one. She then said, "Would it help if I did this?"

She lifted up her shirt, exposing her C-cup-sized breasts to me. With it pulled up, she cupped her breasts in her hands, squeezing and rubbing them. I told her it did help, and she said, "You better find some place to finish, because I don't want it on my chair or the floor."

I pretended to look around the room for a second before going back to her and saying, "How about your mouth?"