Pleasing My Sister-in-Law

After talking with my lawyer about possibly having Kourtney move in with me, we agreed that it would be best to wait until after the court hearing we had scheduled in December. So, me and Kourtney spent the next few weeks in November living together anyway, while she tried to figure out where else to go. We had sex a few times a week, but we were trying our best to just be roommates the rest of the time. We even started to alternate with one of us sleeping on the couch at night, especially as it got closer to me spending Thanksgiving with Jessica.

One of my neighbors did complain to the apartment complex that I had somebody staying with me that wasn't on the lease, but I smoothed it over with the manager, and Kourtney was allowed to stay until the end of the year, when my lease was up anyway.

I drove up to Boise Wednesday afternoon, immediately after getting off work. In between packing the night before, Kourtney gave me a farewell blowjob, promising another one when I returned after the long weekend. I hadn't seen Jessica for over a month and was excited to reunite with her. With her son, Liam, staying at his dad's for the holiday, I was even more excited about what I and Jessica could get up to.

When I arrived at her apartment after the four-hour drive, I saw Jessica running out of her apartment in the chilly night air. I got out of my car and met her at the front of it as she jumped into my arms, throwing her arms around my neck and saying, "God, I've missed you so much."

I told her that I missed her too, as I held her body tight to mine. We shared a quick, passionate kiss before I sat her back down on the ground. I grabbed my bag out of the backseat of the car, made sure the door was shut, and walked to Jessica's apartment with her while holding her hand.

Once inside, I sat my bag down, and we shared another hug and kiss. We spent the rest of the night talking and eating dinner together before falling asleep.

For Thanksgiving, we had just decided to go to a local Chuck-A-Rama and eat there, so we wouldn't have to cook anything for just the two of us. So, after cooking and eating breakfast, we were able to just relax and be together.

We were laying on Jessica's couch, her head on one end and mine on the other, with our feet mixing together when Jessica said, "So, what is Kourtney doing today?"

"I'm not sure. She had talked about possibly going to an aunt and uncle's house or maybe a friend's house," I said.

"I hope she finds something and doesn't just stay at your apartment all day. I thought about inviting her up here, but I really just wanted you to myself," Jessica said, her hazel eyes staring into my blue eyes.

"I'm glad it's just us," I said with a smile.

"So, has she officially moved in? Is her name on the lease yet? Or did she decide to get her own place?" Jessica asked, taking a drink of hot chocolate out of a mug she had in her hand.

"Actually, I was going to talk to you about that. Because she really does want me and her to move in together. I just told her that there were a few people we needed to talk to first before we could decide to or not," I said. Jessica asked who those people were, and I said, "You, first of all. I know you're OK with me and her sleeping together, but I wasn't sure about living together. Second, well, I talked to him first, but he is my lawyer. He advised us to wait to see what the judge said next month. But I told Kourtney that if you don't agree with it, then what the judge says doesn't matter. And, lastly, I told Kourtney that no matter what, Kathy at least needed to know if we did move in together."

"That makes sense. Honestly, I'm fine with it, but, while you were up here, I did want to talk about our future," Jessica said.

I took a drink of my hot chocolate and asked, "What about it?"

Seeing the worried look on my face, Jessica quickly smiled and said, "Oh, it's nothing bad. I want nothing more than to be with you. I've just been thinking, if what Kathy wants does go through and you only get to see your kids once a month, would you be interested in moving up here and living with me and Liam?"

"Oh. Actually, I hadn't even thought about that. I guess I would have to see if there were any restrictions placed on where I live from the court," I said.

"Definitely. It was just a thought. Plus, doesn't your work have a location up here? So you could possibly transfer? I don't know. I just wish you were closer. Not seeing you for a month was tough," Jessica said.

"That's true; I could see about a transfer. And I do wish I was closer. Moving in together would do that," I said with a laugh.

"Definitely. I guess we will just have to wait and see what the judge does. Although that would throw a wrench in Kourtney's plans to move in with you," Jessica said.

"Unless we bought a house or a much bigger apartment and we all moved in together," I said, making us both laugh.

We got ready to go out a short time later. Jessica had her brown hair with blonde streaks in it pulled back into a ponytail, and we both put on t-shirts, hoodies, and jeans. The Chuck-A-Rama was insanely busy, and we waited over an hour to get inside, where we both stuffed ourselves full of Thanksgiving food.

When we got back to her apartment, Jessica flopped down on her couch and said, "I think we made a mistake." I asked what it was, and she said, "We should have slept together this morning. My plan was to do it after dinner and keep going throughout the night. But now, I'm way too full."

I laughed as I sat down next to the couch on the floor and said, "Yes, we made a mistake."

We ended up turning on one of the football games playing that day and relaxing while watching it. I moved up onto the couch, and Jessica, after taking off her hoodie and t-shirt, leaving her in just a black spaghetti-string tank top, laid her head down on my lap and fell asleep.

As I watched the game, I slowly and softly stroked Jessica's face and hair. With the way she was lying, I could cast my eyes downward and have a perfect view of the cleavage of her C-cup-sized breasts. I thought to myself that as soon as Jessica woke up, I was going for them. She rolled over in my lap, facing towards the TV, and I glanced down to see that her tank top had ridden up, and I could just make out the top of a black pair of underwear. I rested my arm on her side, my hand by her stomach, as she slept.

The game I was watching was a blowout, and my mind started to drift, mainly thinking about what I wanted to do to Jessica when she woke up. I was growing hard in my pants, and it started to become uncomfortable with Jessica laying on top of my groin. I reached down to try to adjust, moved Jessica's head, and noticed her eyes start to open.

"Sorry, I just needed to adjust," I said to her.

Jessica smiled as she felt me adjust myself and said, "Are you hard?" I confirmed that I was, and she said, "You weren't touching me while I slept, were you?"

"I was checking you out but didn't touch. I would never do that," I said.

"Oh. I had a dream you were, she said, rolling back over to look up at me.

"You had a dream that I was touching you? While you slept?" I asked her.

"No, I was awake. We were lying here on the couch, watching TV, and you were touching me all over. My chest, my butt, my groin. It felt amazing. I actually think it turned me on a little bit," she said, adjusting her legs and spreading them open a little bit.

"Well, let's find out," I said as I moved my hand down to her groin. I quickly undid the three buttons holding her jeans together, and she helped me push them down her legs. I put the palm of my hand on top of her underwear, right over her vagina, and could immediately feel the warmth coming off it. I slipped my hand inside it, rubbed her pussy lips, and said, "I think that's a yes."

Jessica moaned as I inserted a finger into her pussy, pulling it in and out of her. I moved my free hand over her head and slid it into her tanktop, going under her bra and grabbing her right breast. I squeezed her breast as I fingered her, causing Jessica to moan louder, arch her back, and say, "Oh, Danny, that feels so good. It's been so long. I've even stopped touching myself in anticipation of you."

I alternated both of my hands, switching between her breasts with one hand, going from squeezing them to rubbing her nipples. With my hand down in her underwear, I either had a finger going in and out of her or I was rubbing her clit. Jessica continued to moan, moving her body as I touched her and closed her eyes.

It didn't take long before she arched her back even higher off the couch, put her hands on my hand in her groin, and pushed my finger deeper into her. She closed her legs around our hands and moaned, "Oh God, I'm cumming." I felt her juices flowing out, covering my fingers, as she orgasmed.

When she was done and laying flat again on the couch, I pulled my hand out of her underwear and held it up. She laughed as she saw how wet my fingers were and said, "I told you, it's been a while." She then watched as I stuck one of my fingers in my mouth and sucked off her cum. I then offered my other finger to her, and she licked it clean with her tongue before sucking it into her mouth.

"Is that all you want to suck on?" I said it with a smile and a laugh. In response,  Jessica rolled over onto her stomach and quickly worked to undo the jeans I was wearing. I lifted my hips up as Jessica slid my jeans and boxers down, sitting back down on her couch with my naked butt.

Jessica eyed my hard, thick, six-inch-long cock with her hazel eyes. She licked her lips as she watched my cock twitch in anticipation. Reaching out with her hand, she wrapped her fingers around the base of my shaft, barely able to get around and touch her other fingertip. She slowly raised her hand up, straightening out my cock as she did so, until she reached my tip, where she rubbed her palm over the top of it before sliding her hand back down to my base.

She kept going, moving a little bit faster, and said, "I have a dilemma." I asked what it was, and she said, "I want your cock inside me so bad. But I also want to give you a blowjob. And I'm a little worried about how it's feeling; you're going to cum quickly as soon as I put my mouth on you or put you in me. So, what do I do?"

"You better decide, because I think you're going to be right," I told her.

Jessica stared at my cock, her hand moving up and down it, pushing some pre-cum out of my tip. Seeming to make her decision, she started to move off the couch. She finished kicking off her jeans as she climbed onto my lap. With one hand, she moved her underwear to the side and used her other hand to insert my cock into her vagina. She moved her arms back up, wrapping them around my neck, as she slid down my shaft and started rocking her hips back and forth.

We kissed passionately as Jessica rode me. I wrapped my arms around her thick hips, resting my hands on her ass. I started to push up with my hips, ending the kiss as Jessica bounced harder and faster on me. Our heads were resting on each other's shoulders as Jessica moaned into my ear. "Oh yes. Fuck. Jessica, I'm cumming!" I said into her ear, pushing up with my hips and pulling her down by her ass as I orgasmed.

I shot my cum deep into her as Jessica said, "Oh, baby, that feels good. Yes please." I pumped my hips slowly up and down, using her pussy to milk my cock empty.

As Jessica slowed down her rocking, we kissed again before she said, "I've missed that."

"Me too," I said.

"I don't think I could ever go another month without seeing you again," Jessica said.

"Me either," I said.

"Let's promise to never go that long again, okay?" I told her that I promised and sealed it with a kiss. "You still feel like you're hard," Jessica commented. She stood up off me and looked down, seeing my cock covered in a mix of our juices, still as hard as it could be.

"I told you I missed you," I said, making Jessica laugh.

"Oh, my God. That's awesome. Can you keep going?" She asked me.

I pulled her back onto me and said, "Always." I kissed her lips as she rubbed her groin on mine, my cock trying to get back into her. At the same time, I pulled her tank top off, briefly stopping the kiss to do so. I unhooked the bra she had on, and we pulled it down and off her arms, freeing her C-cup-sized breasts. As we kissed and rubbed our groins together, I grabbed her breasts with my hands, squeezing them and rubbing her nipples.

I then put my hands back on her butt, squeezed her cheeks, and stood up off the couch. Jessica wrapped her legs around me, and, still kissing, I walked us to her bedroom. When I reached her bed, I sat her down on it, ending our kiss. I went to kneel on the floor in front of her, but she stopped me and asked, "Can I do something first?"

I stood back up and watched as Jessica wrapped her hand around the base of my cock. She pulled it towards her mouth, and I took a deep breath, letting out a loud moan as she swirled her tip around my cock. Pulling back, she asked if I was OK.

"Yeah. Just sensitive after cumming. But, please, keep going," I told the brown haired, five-foot-tall woman. With a smile on her face, Jessica opened up her tiny mouth and wrapped her lips around my cock. She could only take the first few inches of me in, but that didn't stop me from moaning as she did so. She bobbed her head up and down what little she could fit inside her mouth, using her hand to rub the rest of my shaft as my eyes rolled into the back of my head, and I enjoyed the after-orgasm blowjob.

"Fuck, Jess, that feels amazing," I said.

She took me out of her mouth, using her hand on the full length of my shaft, and said, "I just wanted to know how we tasted mixed together on your cock."

"And?" I asked.

"We taste good," she said with a smile and a laugh.

"My turn," I said, finally kneeling on the floor in front of Jessica. I reached up and pulled her underwear down and off her legs. I kissed both of her legs, moving up from her ankles to her inner thighs. I inhaled the sweet scent of her vagina and flicked out my tongue to lick up the slit between her pussy lips. I inserted my tongue into her pussy and started to dart it in and out as I listened to Jessica moan.

Pulling my tongue out of hers, I said, "You were right; we do taste good together." Jessica laughed as I went back to eating her pussy with my tongue. I brought my hand up and used it to rub the outside of her pussy, lightly touching her clit through the little bit of hair she had covering it, and touch her everywhere I could reach.

I could hear Jessica's breathing starting to change, and I could feel her body moving more. Glancing upwards, I could see her breasts heaving up and down, and I moved my mouth up to her clit. I sucked it into my mouth, swirling my tongue around it, and inserted a finger from my hand back into her pussy. I felt Jessica put one of her hands on the back of my head, pushing down on it, as I made a ''come here" gesture with my finger inside her.

Jessica pushed up with her hips, a loud moan escaping her lips as she came. I continued to finger her and suck on her clit throughout her orgasm, only stopping when I felt her back going back down and she released her grip on my head. Sitting back on my heels, I looked up to see Jessica looking down at me. She said, "Please tell me that you're still hard."

I looked down and stood up, showing Jessica that my cock was still hard, and she said, "Good."

She scooted back on the bed until her head was laying on a pillow, and I climbed on with her. As I lay down on top of her, my cock easily slipped into her wet pussy and we started to kiss as I started to rock my hips back and forth. Her tongue pushed past my lips and into my mouth as I slid my cock in and out of her. My tongue quickly found hers, and they wrestled together.

I started to pound into her harder and faster as we ended the kiss. Pushing myself up above her, I could watch as her breasts bounced and swayed every time I thrust my cock inside her. She had her eyes closed, arms above her head, and legs spread open, as she enjoyed the feeling of me slamming into her over and over.

We continued like this for several minutes, until I started to get tired and slowed down. Jessica opened her eyes and asked, "Are you OK? Do we need to switch?"

I kissed her lips and her forehead and said, "Honestly, and I hate to say this, but I think I'm done. I don't know if I have another orgasm in me right now."

I pulled my cock out of Jessica and rolled off her. She rolled over and kissed my cheek before saying, "That's OK; it still felt great. I'm surprised you went as long as you did. I bet tonight you'll have another one for me. Or a few tomorrow."

I told her for sure as we cuddled together in bed. We didn't end up doing anything more that night, instead opting to watch a movie and go to sleep. The next day, as we ate breakfast, Jessica said, "So, what would you think about having a date day?"

I smiled and said, "That sounds wonderful. What do you have in mind?"

"I'm thinking that I'll take you to lunch at my favorite spot, then an early afternoon movie, and maybe some shopping at the mall afterwards? I do need to buy some more Christmas presents for Liam."

I told her that that sounded great as we finished eating and started to get ready for the day. With it being quite cold in Boise that Friday, both of us just dressed in jeans and a hoodie. Lunch was at a little sandwich shop, followed by a short drive to a movie theater. We picked a movie that had been out for a while, and with it being the afternoon, we had the theater to ourselves. We both smiled at each other as we picked seats towards the top of the theater.

As the lights dimmed in the theater and the movie started to play, I was a little surprised when Jessica reached over and put her hand on my groin. I glanced over at her to see her staring at the movie while her hand fondled my cock through my jeans. I was growing harder at her touching, pushing up against her hand and the fabric of the jeans. I adjusted in my seat, trying to get more room, when Jessica unbuttoned my jeans and unzipped them. She reached inside them, put her hand through the flap in my boxers, and pulled my cock out.

We had bought a bucket of popcorn, and I placed it in front of me as Jessica wrapped her hand around my thick, six-inch-long, hard cock and started rubbing up and down. I tried to focus on the movie, but Jessica's hand on my shaft was making it hard to follow around. She pumped up and down, alternating her speed from fast to slow and tender to rough. I kept glancing around the theater, waiting for a worker to walk in.

Instead, I could feel my orgasm building up. I leaned over to Jessica and whispered, "I hope you have a plan for when I cum, because I'm getting close."

Jessica finally took her eyes off the movie screens and looked over at me with a devilish smile on her face. She stopped jacking me off with her hand, leaving it at the base of my shaft. I thought for a split second that she was going to leave me that way, so close to cumming, when she adjusted in her seat and leaned over into my lap. She resumed rubbing her hand up and down my shaft as she opened her tiny mouth and wrapped her lips around my tip.

That was enough to send me over the edge, as I put my hand over my mouth to stifle my moan, and cum shot out of my cock. Jessica pumped up and down with her hand as rope after rope of cum filled her mouth, and she worked to quickly swallow it all down. When I was done, she used her tongue to lick my tip clean before sitting back up and tucking my cock back into my boxers. As I buttoned back up my jeans, I watched her lick her lips and say, "I've always wanted to do that."

We continued to watch the movie, eating popcorn and holding hands. With about an hour left in the movie, as Jessica sat eating the popcorn with the bucket now in her lap, I started to rub her groin through her jeans. Jessica gave me a sideways glance as she opened her legs a little. She leaned over and whispered, "You really going to do this?"