Pleasing My Sister-in-Law

The next morning, I woke up early, saddened that my dream was interrupted. In it, Jessica was lying in bed next to me, wearing only a black thong, and she was rubbing her groin on mine as she turned her head to kiss me. I had my arm wrapped around her, squeezing her breasts with my hand.

Before the dream could progress, I was woken up in a dark room. I looked over to see Jessica, sleeping on her side, with her back to me. Curious, I lifted up the blanket, trying to see what she was wearing. But something was off. The woman next to me was wearing a black thong. But she was taller than Jessica. Her butt was more shapely. Her hair was different.

Laughing to myself, I remembered that the girl next to me wasn't my girlfriend, Jessica. Instead, it was Jessica's sister, Hannah, who had come over the day before to spend the day fucking.

Hannah walked into my apartment on Sunday having just had sex once and only for a few minutes. That day, I fucked her before she swallowed my cuck down her throat, took her first naked picture, sucked my cock before riding me, and I came in her pussy. Later that night, I started to fuck her in the kitchen, took a video of her giving me a blowjob, and finished inside her doggy-style.

As I thought about the night before, I could feel my morning wood growing in my boxers and adjusted to lay next to Hannah, pushing my groin into her butt. Hannah moaned as she felt my hard cock on her and said, "Good morning."

"Good morning," I said as I pushed up against her, wrapped an arm around her, and kissed the back of her neck.

Hannah moaned and pushed back into me as I continued to push the back of my neck. She was wearing an old tank top of hers, and I put my hand under it, moved it up her flat stomach, and started to squeeze her breasts one at a time.

"Oh Danny, now this is a wake-up call," she said with a little giggle as I rubbed her nipples with my fingers, alternating between her breasts. I continued to kiss her neck until I rolled her over onto her back. Once there, I kissed her lips as I pulled my hand out of her tank top, back down her flat stomach, and slid it into her thong.

She was already wet as I rubbed her slit, and my finger easily slipped inside her. Hannah moaned as I pulled and pushed my finger in and out of her. No longer kissing her lips, I moved back down to her neck, kissed around it, then moved down to the exposed skin around her chest. I pulled my finger out of her pussy and started to rub her clit, pressing down hard on it, as Hannah moaned louder.

I used my free hand to pull her tank top up as Hannah lifted her body up to help me. I exposed her C-cup-sized breasts and leaned down to lick both of her nipples and suck them into my mouth one at a time. "Oh my gosh, Danny. This feels so good," Hannah moaned as I played with her clit and nipples.

I moved up and kissed her lips again, pushing my tongue into her mouth. I went back to rubbing Hannah's clit, trying to bring her to an orgasm. I didn't have to wait long as I rubbed her clit in a circular motion. Hannah closed her eyes, and I watched her body tense up before relaxing with a pleased moan coming out of her mouth. She clasped her legs shut around my hand, pushed up with her hips, and her juices flowed out of her.

When Hannah came down from her orgasm, she relaxed her body and legs, opened her eyes, and smiled at me as I slid my finger into her extremely wet pussy. I moved it around her insides, pulling it out and pushing it back in, as she said, "Good morning indeed," making us both laugh.

She reached her hand down to my groin, slipping it inside my boxers, and wrapped it around my hard, thick, six-inch-long cock. She rubbed up and down as I went back to kissing her lips. We made out for a few minutes, my hand still in her thong and hers in my boxers, until she pulled away from my mouth and said, "I'm sorry, but as good as this feels, I really need to go to the bathroom."

I laughed as we separated from each other, and she got up and walked to the bathroom. When she came back into the bedroom a few minutes later, before she climbed back into the bed, I said, "Stop." She asked why, and I said, "Turn around."

She did as I asked, sticking out her ass a little as she did so. She asked why again, and I said, "I just like seeing your ass in that thong. It's so freaking hot."

Hannah turned her upper body around to look at me, her brown hair flowing around her head as she turned, and said, "Yeah? Does my butt turn you on? Does it make you want to do anything?"

"Yes and yes," I told her.

"Like what?" she asked me.

"Why don't we go take a shower, and maybe I'll show you?" I replied back as I started to get out of bed. I heard Hannah giggle as she looked at me, and I looked down to see the tip of my still hard cock poking through the flap of my boxers.

"Are you laughing because it's funny to see or because you know in a few minutes, you're going to have your lips wrapped around it?" I asked her.

"Wouldn't you like to know?" She teased me as we walked into my bathroom. Once there, I turned on the water in the shower, getting it to just the right temperature for us, before I turned around and looked at Hannah. I took a step towards her, kissed her lips, and grabbed the bottom of the tank top. I pulled it up and over her head as she did the same to the shirt I was wearing.

I then kneeled on the floor in front of her, pulled her thong down, and made her moan as I licked her wet slit with my tongue. After I stood up, Hannah returned the favor, kneeling on the floor, pulling my boxers down, and licking my shaft from the bottom to the tip.

I helped her to stand up and said, "In a few minutes, you're going to have your lips wrapped around it." Hannah smiled as I pulled the shower curtain open, and I held out my hand for her to hold herself steady as she stepped over the tub and into the shower. I quickly joined her and closed the curtain.

Hannah stood under the shower, letting the water soak her body. After watching her for a few moments, I grabbed her hips with my hands, pulled her close to me, and kissed her as I spun us around so that I was standing in the water. We continued to make out while our hands roamed up and down both of our bodies.

I grabbed her ass, squeezing her cheeks as the water splashed around us. She ran her hands up and down my chest and stomach. I moved my hand around to her groin and rubbed her pussy. Hannah moaned into my mouth and wrapped her hand around my cock.

I ended the kiss and asked her, "Is this as uncomfortable as you thought it would be?"

Hannah giggled and said, "Not yet. Are you going to be able to stop if I say it is?"

"Of course," I answered, feeling her hand as it rubbed up and down my cock. "Why don't you get on your knees and see how that feels?"

Hannah smiled as she lowered herself down. At my groin, she opened up her mouth and wrapped her lips around my tip. She swirled her tongue around it before sliding down the first few inches of my hard, thick, six-inch-long cock. I looked at her as she bobbed her head up and down, water continuing to splash around us.

I closed my eyes, enjoying the feeling of her mouth moving up and down my shaft, her hand wrapped around the lower half, and slowly pumping it. I put my hand on the back of her head, helping to guide her, controlling her speed, and encouraging her to take more and more of me in.

Hannah finally took all of me in, her nose buried in my groin and her mouth being pushed outward from the thickness of my cock. When she let go after a few seconds, I said, "Stand up and turn around."

She did as I said, putting her hands up against the wall to brace herself as I spread her legs apart. My cock was rubbing against her leg as I got her in position until I grabbed it and inserted my tip into her. I put both of my hands on the fit girls hips as I pushed my cock the rest of the way inside her.

Hannah moaned as I slowly pulled my cock back out to it's tip before pushing back in. I worked up to a steady pace, sliding in and out of her over and over. "How does it feel? Is it uncomfortable at all?" I asked her as I fucked her.

"Having to hold myself up is hard, but the feeling of your cock inside me makes it so worth it," she moaned out, her head leaning down as her brown hair fell all around her.

I moved my hand off her hip and softly spanked her butt with it, my hand lingering on her cheek to squeeze it. Hearing her moans as I grabbed her butt, I moved my hand around to her front, briefly brushed across her clit before moving it up her soft stomach, and cupped her C-cup-sized breast in my palm and squeezed it. I used my fingers to rub her nipples, my cock still pounding in and out of her, before I reached across her chest with the same hand and squeezed her other breast.

I moved my hand back down her body, this time leaving it on her clit as my cock moved in and out of her. I rubbed her clit with two of my fingers, making a circular pattern on it, and causing Hannah to moan even more.

"Oh my gosh," Hannah said, her body standing up a little straighter as I rubbed her clit. I adjusted in the shower so my cock stayed inside her and continued to thrust my hips back and forth. "Oh, Danny. Yes!"

Hannah started to orgasm, and I wrapped my arm around her waist to hold her up as her feet started to slip from the force of the orgasm. "Oh, my God!" Hannah moaned  pushing her body back into mine.

As her tight pussy clenched around my hard, thick cock, I knew it wouldn't be much longer for me and I asked Hannah, "Do you still want me to cum on your face and tits?"

"Cum wherever you want," Hannah replied back, her body still shaking from her orgasm.

I pulled out of her, spinning her around, and helping her to kneel down in the bathtub again. I grabbed her head with my left hand and wrapped my right hand around the shaft of my cock. I pushed my tip past her lips and started to slide my cock in and out of her mouth as I held her head still.

When I was close enough, I pulled out of her mouth and started to jack myself off. I grunted as the first rope of cum shot out, landing on Hannah's nose. She let out a little surprised moan as the next bit of cum landed on her chin, another on her forehead, one more on her nose, and the last few I aimed downwards and landed on her chest.

"Wow," she said.

"I love that you say wow after sex just about every time," I said with a laugh as I stepped back into the shower to start cleaning myself off.

Hannah stood up in front of me, her face and chest covered in my cum, and said, "That's because every time we do this, you amaze me with something new."

We spent the rest of the time in the shower, cleaning each other up. I turned off the water as Hannah opened up the curtain and grabbed some towels, handing one to me. As we dried off, I asked her, "So, would you fuck in a shower again?"

"Definitely. It wasn't as awkward as I thought it would be," she said. "Actually, I kind of want to try it at work. Is that bad of me?"

"Nope, not at all. As long as you don't get caught," I told her.

"So, how long until Jessica gets home?" She asked me.

"A few hours. How long until you have to go to work?" I asked in return.

"A few hours," she said with a smile.

Later that day, after me and Hannah had slept together one more time and she had left to go home, I received a text from Kourtney that read, "Hey, I know you're still in the planning stages, but I really miss you and Jessica. I wish you guys were out here now."

I showed it to Jessica, who had come home, and she immediately started to look at something on her phone. When I asked what she was doing, she told me, "Looking at plane tickets." I joined her on the couch as we planned to surprise Kourtney.

A few days later, me and Jessica had our plane tickets bought, our bags packed, and were ready to fly to Chicago, with one little setback. I was taking two days of PTO with such short notice that my manager asked me to work for a few hours the day we were leaving. Luckily, I went to work before everybody else to open the warehouses up and make sure everything was OK to start the day.

The night before, Jessica said that to make things easier on us, she would join me at my job for the few hours I was there, and we could drive straight to the airport after I was done.

I work at a lumber yard with many different buildings and warehouses, so Jessica followed me as I walked through them early Thursday morning, unlocking doors and turning lights on. Eventually, we reached a warehouse with a tiny office in the middle of it that I worked out of when I wasn't operating a forklift.

As I closed the door to my office, I looked over at Jessica. Five feet tall, with brown hair that was slicked back into a ponytail, she was wearing a red tank top with the logo of the University of Utah on it and black and red leggings. She caught me staring and said, "Really? Here?"

I laughed as I walked up to her and said, "Why not? Nobody else here. We got a three-hour flight ahead of us, plus who knows how long at the airports. Why not here? Not like I have anything else to do."

Jessica laughed as I wrapped my arms around her waist and leaned down to kiss her. She put her arms around my neck as she returned my kiss. I moved my hands down to grab her ass, squeezing her cheeks with my palms and pulling her closer to me.

My office was pretty small, just big enough for a desk, chair, and filing cabinet, with a little bit of walking space. Jessica maneuvered us around until she could sit down in the office chair. She ended the kiss as she sat but quickly pulled the basketball shorts I was wearing down, along with my boxers, to my knees. She wrapped her hand around my semi-hard cock and started to rub the shaft up and down.

I moaned as I grew to my full six-inch length, and Jessica used her tongue to lick all around my shaft before she wrapped her lips around my tip and slid down the first few inches. I put my hand on her head as she started to bob her head up and down.

Taking her mouth off my cock, she said, "Just think, next time you get your cock sucked, it could be Kourtney doing it, and she can actually take all of you in."

"I can't wait," I said.

Jessica took me back in her mouth, bobbing her head again, as I moved my free hand down and slid it into her tank top. I squeezed her breast and pinched her nipples before pulling it out and moving my hand down even farther. Jessica spread her legs open as I started to rub her groin.

After a few more minutes, Jessica took me out of her mouth again, moaning as I slid my hand into her leggings and rubbed her vagina over the underwear she had on. I helped her to stand up, kissing her lips again before I turned her around. Jessica put her hands on my desk, leaning over as I pulled her leggings and underwear down.

She bent her back at just the right angle for me to step behind her and easily insert my cock into her pussy. I put my hands on her hips and used them to move her body back and forth, sliding my cock in and out of her.

"Oh, baby," Jessica moaned. "This was totally worth it."

I agreed with her as I stopped moving her body and started to thrust my hips back and forth. I pulled out to my tip before pushing my thick cock deep inside her, making her moan every time I filled her up. Harder and faster I went as Jessica pushed back against me, using the desk to keep herself sturdy.

I moved one of my hands around to her front, under her tank top, and up to her chest. I slid under her bra and squeezed her breast, alternating between the two, and used my fingers to rub and pinch her nipples, continuing to pound into her the entire time.

I pulled my hand out of her tank top and wrapped my arm around her waist as Jessica moved her hand down to her groin and started to rub her clit.

"God, I'm so close," Jessica moaned, pushing her fingers into her clit and rubbing furiously.

"Me too," I told her, slamming my cock into her.

Our bodies started to rock together, our moans filling my little office, getting louder as we both started to orgasm. Jessica nearly lost her grip on the desk as she came, pushing back against me, as I pushed deep inside her, barely able to pump my cock in and out with my cum shooting out the tip of it and deep into her.

"Oh, my God, baby," Jessica said as she felt my cum flowing into her. "I haven't felt an orgasm like that from you for a while. Must be the thought of Kourtney."

"It must be," I said as I pulled out of her and we pulled our shorts and leggings back on. We kissed a little bit longer until I went out to greet my co-workers. Me and Jessica left after they showed up and drove to the airport.

Six hours later, we arrived in Chicago. As Jessica waited at the baggage claim for our bags, I called Kourtney, who picked up on the first ring.

"Hey, Danny, what's up?" She said as she answered.

"Oh, not much. Hey, I got a question for you," I told her.

"What is it?" She asked.

"Well, two, I guess. What are your plans for this weekend?" I asked first as Jessica walked over with our bags.

"Sitting at my apartment and doing nothing probably, why?" Kourtney replied back.

"Well, that has to do with my second question. I need an address so I know where to have an Uber take me and Jessica," I told her.

"Wait, what? Where are you?" Kourtney said

"At the airport, trying to get to your apartment," I replied back.

"Shut the fuck up. You are not," Kourtney said.

My phone beeped, and I looked at it to see Kourtney requesting a video call. I quickly hit the accept button to change the call and held my phone up so Kourtney could see me and Jessica. When she realized that we really were at the airport, she let out a scream that made a few people look in our direction.

"Oh, thank God. I need you guys more than you know," she said before giving me her address.