Pleasing My Sister-in-Law

For the next few days, me and Jessica barely put any clothes on. We would wake up, fuck, eat breakfast, shower, fuck again, lay around watching a movie, I would eat her out before dinner, and then fuck again before falling asleep. We did just about every position possible and everywhere in our three-bedroom apartment, besides Liam's room. The third bedroom was currently being used as storage, and we set up a little bed in it. If we couldn't make it to our bedroom, we ended up in there.

The morning of December 30th, as we lay in bed cuddling after I finished inside her, Jessica's phone started to ring, and she answered a phone call from her sister, Hannah. As Jessica got up from the bed to go talk to her, I browsed my phone, waiting for her return. When the phone call went past the five-minute mark, I decided to get up and get in the shower.

"Hannah wants to know if I'm available to come to lunch and go shopping with her today," Jessica said, coming into the bathroom as I finished showering.

"But if you leave, what am I going today?" I jokingly said as I grabbed a towel to dry myself off.

"I don't know. You could unpack some more boxes. Maybe clean the dishes? Or wash our sheets; they're getting bad," Jessica responded back.

"Yeah, I guess I could find something to do to occupy my time," I said as Jessica stripped off her clothes. I watched as she turned the shower water back on, but before she could step in, I wrapped my arms around her fit waist, brought them up to her breasts, and cupped them in my hands. I leaned down and kissed her neck before saying, "But I would rather do this."

Jessica giggled, twisting her head to kiss my lips with hers before pushing me away and saying, "Don't worry, I'll be back. Maybe I'll bring Hannah here with me."

I let Jessica get into the shower, only peeking in once to admire her body as I finished getting myself ready for the day. I was cleaning up the kitchen when Jessica came out, fully dressed for the first time in days, and gave me a hug and a kiss goodbye. I stared at her ass in her blue jeans as she walked out the door, thinking to myself how lucky I was.

I had the entire apartment cleaned up, sheets washed, and back on the bed, and I was relaxing with a video game when Jessica returned home a few hours later. After giving her a hug, I asked, "Did Hannah not want to come over?"

Jessica laughed as she sat down on the couch and said, "I did invite her over. She said not tonight, but wants to know what our plans are for tomorrow night for New Years."

"I was planning on making our own fireworks," I said.

"I figured as much. I told her that too. And, I was right. She was full of questions about sex and you," she said.

I sat down the game I was playing and turned my full attention to Jessica. I asked her what Hannah had asked about, and Jessica said, "She asked me if it hurt with how thick you are. She asked how much of you I could get down my throat. Why I liked seeing pictures and videos of you with another woman. If your sperm always tastes the same. Stuff like that."

"I'm kind of curious what your answers were for those too. Especially that last one," I said.

Jessica laughed and said, "I told her that it did hurt the first few times, but it always felt amazing and still does. I can only get a few inches of you down my throat. The pictures and videos just turned me one, plus it was nice to know that you were being taken care of. And no, your cum does not always taste the same. It's never nasty, but changes based on what you've eaten that day."

"Interesting," I replied back.

"Oh, Hannah also told me that she bought herself a bigger dildo and, after getting it home, watched a porn video while playing with it and gave herself what she said was a massive orgasm," Jessica told me.

"Damn," I said. "So, are you trying to replace Kourtney with Hannah?"

Jessica shook her head and said, "Hell no. She did ask if I would share you again. I told her it would just depend on who, when, and what."

"It still blows my mind when you swear," I said to her.

She smiled and asked me, "Do you know what else blows?" I asked what, and she said, "Me."

I watched as she slipped off the couch and walked on her knees over to me. I spread my legs as she kneeled in between them and started to rub my groin. I felt my cock starting to grow hard as I looked down at the brown-haired, hazel-eyed woman. Jessica smiled as I grew hard, hooked her hands into the top of my sweats, and pulled them and my boxers down to my ankles. Wrapping one hand around the base of my shaft, she used her other hand to brush her hair behind her ears before opening up her mouth and flicking my tip with her tongue a few times.

She started to rub up and down on my shaft as she wrapped her lips around my tip, her tongue swirling around it. She brought her free hand up and cupped my balls, gently squeezing them. Staring up at me, she started to slide her mouth down my shaft, getting the first few inches in before coming back up. She worked herself up to a steady rhythm of moving her mouth up and down while her hand worked the bottom portion with a twisting motion going up and down.

I leaned my head back on the couch, enjoying the feeling as she blew me. Closing my eyes, my mind wandered off to Hannah, thinking about her playing with a dildo. How big was the dildo? Could she swallow it down her throat? Did she have a hairy pussy? So many questions filled my mind and I could feel my orgasm building up.

I put my hand on the back of her head, sat up on the couch, and warned her that I was coming. She pulled her mouth right to my tip and used her hand on the full length of my cock. Jessica squeezed my balls as I started to orgasm, the cum shooting out of my tip. I noticed that she wasn't swallowing as she jacked me off, pumping all the cum out of my cock and onto her tongue.

When I was done, I leaned back again and watched as Jessica grabbed her phone. She opened it up and pointed it at her face. I saw her open her mouth up, cum nearly dropping out of it, before she swallowed it down. Sitting back on her legs, she quickly typed something on her phone before putting it back down and looking up at me.

"Who was that for?" I asked her.

Jessica rejoined me on the couch and said, "Hannah. I told her that your cum tasted sweet today."

"Did she ask you to do that?" I asked as I pulled my sweats and boxers back on.

"Nope. I warned her that I might. Oh, she's typing something back," Jessica said.

I scooted next to her as Hannah's response came through, and we both read it. "Jessica! OMG! You! I just. I don't even have words right now."

We both laughed before continuing on with our day. We made plans for the next night to have Hannah and a few other friends over, with Jessica promising me plenty of fireworks after they left. The next day, we woke up early, had our fun, and sat about to get everything ready. We ran to the store to buy some food, running into somebody that our ex-spouses were related to and getting a really weird look from them. We both laughed as we walked to my car and went home.

Once there, I went around the apartment, making sure it was spotless, while Jessica started the food in the kitchen. I kept glancing over at her, her butt jiggling in the leggings she had on. She had been wearing a red Utah hoodie, but she pulled it off to reveal a red and white tank top, with the cleavage of her breasts showing. I watched as she pulled a cookie sheet out of the oven, put in another one, and used our Alexa device to set a timer.

As she turned to face the sink and start washing the dishes she was using, I felt something stirring in me and walked up behind her. I put my hands on her hips and leaned down to kiss her neck while pushing my groin into hers.

"Can I help you with something?" Jessica asked, giggling and pushing her body back into me.

"How long until those cookies are done?" I asked her, reaching up to take the dishes out of her hands and drop them into the sink.

"I just put them in for eight minutes," Jessica said as I turned her around her in my arms. I started to kiss her lips and moved my hands around to her butt. I grabbed and squeezed her cheeks, using them to lift her up. She squealed in my mouth as I moved us over to the kitchen counter and set her down on it. Still kissing her, I moved to pull down her leggings and underwear as Jessica lifted her butt off the counter to help me.

I pulled them past her knees, and she took over, kicking them off her feet, as I used one hand to rub her vagina. I felt her getting wet as I pushed my tongue past her lips and into her mouth, and I slipped a finger inside her when she was ready. Jessica moaned into my mouth as I pulled my finger in and out of her. Her hands awkwardly tried to get into my sweats; eventually she got one in there and wrapped it around my growing cock.

Glancing at Alexa and seeing that two minutes had passed by, I quickly pulled my sweats and boxers down. We stopped kissing as Jessica leaned back on the counter, using her hands to support herself, and I inserted my hard, six-inch-long cock into her. I grabbed onto her legs as I started to thrust in and out of her. Her moans encouraged me to go harder and faster. We leaned into each other and passionately kissed as I slammed into her harder and faster.

We kept going, with Jessica wrapping her legs around me as I moved my hands off her legs and slid them up her shirt. I was under her bra, groping her breasts, squeezing them tightly as I pushed my cock deep into her. I kept looking at the timer, going harder and faster as it counted down. With a minute left, I knew I was close. I put my hands on Jessica's hips, pinning her down on the counter, pushed in as deep as I could go, and felt my cock twitch and explode in her.

"Oh, my God!" Jessica moaned out as she felt my cum shooting deep into her. I slowly pumped in and out as we passionately kissed again. I started to go limp inside her, but we continued the kiss until we heard the timer go off for the cookies.

Jessica pulled on just her underwear, leaving her leggings on the floor, as she hopped off the counter and went to check the cookies. As she pulled them out, she said, "Do you want to clean that counter that we just made a mess on? I don't think anybody would want your cum on their food."

As I grabbed a Clorox wipe, I said, "Your sister might," causing Jessica to laugh. We spent the next few hours making some more food before sitting down on the couch to wait for people to show up.

Cuddling together on the couch, Jessica looked at her phone and said, "Hannah just texted that she's on her way."

I was rubbing her bare leg and said, "Damn, I guess that means you need to put some pants on."

"Nah," Jessica said, leaning over to kiss me.

We were still kissing, our hands roaming each other's bodies, when there was a knock at the door a short time later. Jessica quickly whispered something to me before she got up and went to answer it. She opened up the door and invited Hannah into our apartment.

Jessica hid behind the door as Hannah walked in, closing it afterwards. Hannah said hi to me, her eyes immediately going down to the tent I was sporting in my sweats. When I caught her staring, she took a big gulp of air and turned to ask Jessica where she wanted the food she brought. But, when she saw Jessica in a thong, she said, "My goodness, Jessica.  Did I interrupt something between you two?"

Jessica asked what she meant, and Hannah fumbled to say, "Well, you're just...and he's just...nevermind."

Jessica laughed as she picked up her leggings and put them back on. I couldn't do much but sit there and wait for my hard on to go away, which it had by the time the rest of our guests showed up. We spent the rest of the night eating food, playing board and card games, and enjoying the company. As the countdown to midnight began, I got close to Jessica, wrapping my arm around her waist. We all counted down together, and as soon as the clock hit zero, I leaned over and kissed Jessica.

Standing back up, I whispered in Jessica's ear, "Should I go give Hannah a kiss too?"

Jessica playfully slapped my chest, pulled me down so my ear was next to her mouth, and said, "Maybe later." We kissed again as everybody cheered for the new year.

The party started to die down after that. The friends grabbed their things and left after saying goodbye. Hannah stuck around and helped us clean a little. She kept yawning a lot, and Jessica finally said, "Hannah, I'm kind of worried about you driving home. Do you just want to spend the night here?"

Hannah yawned again before saying, "Actually, that would be great. Thank you."

Jessica replied back, "Good. You can probably wear one of Danny's shirts to bed if you want. Maybe even his pajama pants, too. Or try on mine. Either way. I'll go get a blanket and pillow."

I was still cleaning the kitchen as Jessica left and came back with a blanket and pillow for her sister. Turning to me, she asked if I would get Hannah one of my shirts, and I said sure. I followed Jessica into our bedroom, grabbing some clothes for Hannah, as Jessica whispered to me, "If you really wanted to do what you said earlier, now is your chance." I just smiled at her as I left the room.

Walking back into the living room, I told Hannah, "Thank you for coming tonight. I know it means a lot to Jessica to be around family and not feel like she's being judged."

"Of course," Hannah said as she made her bed on the couch.

"I'm just sorry that you were the only one that didn't get a kiss at midnight. I actually asked Jessica if I should kiss you after I kissed her," I said.

"It's OK. I actually thought I was going to come with a guy, but he ditched me at the last second," Hannah explained.

"What an idiot," I said. "He missed out on a good party and hanging out with a cute girl."

"And I missed out on a midnight kiss," she said.

"Well, it's midnight somewhere, right?" I said. Hannah looked at me with a confused look before she caught my meaning. She stood up from the couch and walked over to me. Standing in front of me, she said, "Really? I caught you and Jessica nearly having sex when I got here today, watched you make out at midnight, and now you want to kiss me? What's the matter? Jessica too tired?"

"Nope," I said with a laugh. "She's waiting in the bedroom for me, actually. Not to do anything; we are both exhausted. She just wants to know if we kissed or not."

"Oh," Hannah said. Before she could say anything else, I grabbed her head with my hands, leaned down, and briefly kissed her on the lips.

The kiss barely lasted two seconds before I stepped back and said, "There, a midnight kiss for you." I stuck out the hand that was holding the clothes for her and said, "Here are some clothes for you. Let me know if they don't fit and we can find something else."

Hannah slowly took the clothes from me, wiping her lips with her other hand. As I started to walk away, she called my name, and I turned around. "Don't you want to stick around and make sure they fit or not?"

"Yeah, I can do that," I told her. "I'll just turn my back."

"No, you can watch. I have my garments on, but I do need to take my bra off," she said, already starting to pull her shirt off. I watched as she revealed a white bra on top of her white Temple garments, the underwear worn by faithful members of the Church of Jesus Christ of Latter-day Saints.

She reached behind her back and unhooked her bra, pulling it off her arms as she watched my eyes to see my reaction. I smiled as I could barely see her nipples on her C-cup-sized breasts through her white shirt. She grabbed my shirt and pulled it on, covering up her breasts and going down past her groin. She then pulled her pants down and off, but I couldn't see anything through the garment bottoms before she pulled my pajamas on and said, "They will do for tonight. Thank you, Danny. Good night."

I said good night back as I watched her climb under the covers. I turned and went back into my room, anxious to tell Jessica what just happened, only to find her fast asleep. I shrugged my shoulders, pulled off my clothes, and joined her in bed.

I woke up the next morning with my arm draped over Jessica, who was lying on her side, with her back to me. She was rubbing her butt on my groin, giving me hints that she was awake. Jessica had fallen asleep with her brown hair loose, so I brushed it away from her neck and started to kiss the skin I had exposed. She let out a soft moan and said, "Good morning, baby."

"Good morning, beautiful," I replied back as I started to push my growing cock into her through my underwear.

"Sorry, I crashed last night. Did you kiss Hannah?" She asked me, pushing back against my growing cock.

"I did. And she stripped for me. I didn't see her naked, but I got close," I told her.

"Hmm...and how did that make you feel?" She asked me, taking my hand in hers and moving it up to her breast. I cupped and squeezed it as I told her, "It was hot."

"I think we need to start this year out right. What do you say?" Jessica asked me as she twisted her head around until her lips met mine.

We rolled our bodies until Jessica was on her back and I was on top of her. We continued to kiss as I dry humped her. In between kisses, both of our shirts were discarded, and I quickly had my hands and mouth on her breasts. Sucking and licking her nipples with my mouth and tongue, while keeping my hand on whatever breast my mouth wasn't on, I made sure that her dime-sized nipples got plenty of attention.

Jessica moaned as I flicked my tongue across her nipples, one at a time, using my fingers to pinch and rub whatever nipple my mouth wasn't on. "God, I want you," Jessica said, as her hand tried to get in between us. I lifted my body up, going back to kissing her lips, as she slipped one of her hands into my boxers and wrapped it around the shaft of my hard, six-inch-long cock. With her other hand, she started to lower my boxers down until I could kick them off with my legs.

I slipped my tongue past her lips and wrestled around with hers as she rubbed my cock up and down. Ending the kiss after a few minutes, I sat back on my legs, reached up with my hands, and started to pull Jessica's underwear off, revealing her wet vagina with just a hint of hair on it.

I placed my hand on her pussy, slowly rubbing her juices around, slipping my finger in and out of her, as I moved back up and started to lick and suck on her nipples again. Jessica wrapped her hand around my cock again, rubbing it up and down and pulling it towards her groin. When she was close, I removed my hand from her pussy, and I felt the head of my cock push into her vagina before she let go.

I kissed her lips again as I slid my cock the rest of the way inside her. Slowly pumping in and out as we made out, enjoying the feeling of being deep in her, and our naked bodies pressed against each other.

Ending the kiss, I pushed myself up above Jessica and started to thrust harder and faster into her. She had her legs spread open, her arms above her, as I fucked her, closing her eyes and softly moaning every time my cock pushed deep into her.

"Don't get too loud," I reminded her. "Your sister is in the living room, and I have no idea if she's awake or not."

"Whatever," Jessica said in between moans. "Let her hear. She'll enjoy it, and I know you do too."

I kissed her again before I started to slamming into her as hard and fast as I could go. "Yes, Danny. Harder. Faster. Yes, baby, give me that big cock!" Jessica continued to moan, getting louder and louder.

Thinking I heard a sound outside the door, I slowed down to a stop. Jessica asked, "Are you really that nervous? Do we need to stop?"

I looked down at her and said, "No, we need to change positions." I started to pull her up, turned her over, and got her on her hands and knees in front of me. I put one of my hands on the back of her head and the other on my cock. I moved my cock until my tip was pressing against her lips, and Jessica eagerly opened up her mouth as I slid my cock into it. I went a few inches in until I felt the resistance of her throat, and I stopped. I held myself there for a few seconds until pulling back out, then pushing back in.