Pleasing My Sister-in-Law

I woke up early Saturday morning. It had been a week since Kourtney had moved to Chicago, and Hannah had broken up with her boyfriend before coming to my apartment and giving me a blowjob. I rolled over in the bed to see Jessica, my girlfriend, and Hannah's sister, still asleep next to me. We had fallen asleep late the night before, thanks to having both her son and my daughters over. They had wanted to stay up to watch a movie, and so we did.

I stared at Jessica as she slept, with her brown hair pulled back into a ponytail, showing off her pretty, make-up-free face. The blanket we slept under had fallen off her upper body, exposing the black, spaghetti tanktop she wore almost exclusively to bed now. I knew from watching her get ready the night before that she only had on black booty shorts underneath the blanket.

We hadn't had sex since Jessica had gotten home the Sunday before. Between working and kids, we just hadn't had the time. But, as I watched her roll over onto her back and her breasts nearly pop out of her tanktop, I could feel my cock starting to stir in my boxers.

I reached out with my hand and softly stroked her cheek, followed by kissing it with my lips. I moved my body closer to hers, pushing my groin against her side, as I continued to softly stroke her cheek and kiss it. Moving my hand down her body as she started to wake up, I brushed over her chest before resting my hand on her stomach. I started to kiss the soft skin of her neck as she moaned quietly.

"What are you doing?" I heard her whisper as I kept kissing her neck and rubbing her stomach.

"Waking you up," I said.

"Why?" She asked. "I was enjoying sleeping."

"Because I want you," I told her.

I felt Jessica's arm moving under the blanket as she moved it over to my groin. She rested her hand on my growing cock and felt it harden under my boxers at her touch. As she rubbed it, she said, "I can feel that. I want you too."

I moved my hand down and slipped it inside her shorts. I felt the tiny bit of hair she kept around her pussy as I started to rub her lips and felt her starting to get wet. Jessica did the same thing, sliding her hand into my shorts and wrapping it around my six-inch-long, thick cock. I kissed from her neck down to her chest, planting my lips around the exposed skin of her upper breasts.

As we touched each other's most intimate parts, she fully opened up her hazel eyes to look into my blue eyes. "We better hurry before the kids wake up," she said. I slipped my finger inside her pussy, pushing and pulling it in and out a few times to make sure she was ready. I started to move, sitting up a bit and kicking my boxers off as Jessica lowered down her shorts, kicking them off as well, before I rolled over on top of her.

Her hands reached down between us; one of them held open her pussy while the other guided the tip of my cock inside her. When I felt her let go, I used my hips to push myself the rest of the way into her. With my shirt still on, her tank top still on, and the blanket covering us, I started to rock back and forth, sliding my cock in and out of her.

I was using my forearms to hold myself back from Jessica as I trusted in and out of her. I leaned down to kiss her, and she passionately returned the kiss before ending it and whispering, "Harder and faster, baby. I've missed your big cock."

I picked up my speed, going harder and faster as she continued to encourage me, both with her words and her moans. Jessica started to push her hips up into me, rocking our bodies together. I reached over with one hand, squeezing her breast, and pulled her tanktop down to reveal her nipple. I leaned down and licked around her nipple with my tongue before sucking it into my mouth.

Jessica wrapped her legs around me, partially pulling the blanket down more as I continued to fuck her. We were making the bed rock as she tried to keep her mouth shut. I let go of her breast, bracing myself with my arm again as I pushed in as deep and hard as I could go, over and over. Jessica's eyes closed as she enjoyed the feeling, moaning, "Yes, baby, yes! Give it to me!"

I knew I was getting close, and I leaned down to kiss her again to stop us both from moaning as I started to orgasm. I pumped my cock in and out of her, feeling it twitch with every shot of cum coming out of my tip and filling her up. Our tongues swirled together as I finished orgasming.

"I love you," Jessica said as I rolled off her, wrapping my arm around her body and pulling her in close to me. I said it back to her as she rested her head on my shoulder and closed her eyes.

I was just starting to close my eyes when I heard movement coming from the hallway, and the kids burst into the room, trying to scare us awake. We quickly got them back out of the room so that we could get up and get dressed before they saw anything they shouldn't. As we walked out of the bedroom, Jessica said, "Maybe we should start locking the door."

The next Friday, I got off work and went to a local park to shoot a basketball around. About thirty minutes in, I came down after grabbing my own rebound and rolled my ankle on the uneven ground. I tried to keep playing, but I couldn't put any pressure on it. I gave up for the day and called Jessica to let her know what happened. She quickly told me to come up to her work so she could look at it. Having an athletic trainer for a girlfriend was good for occasions like this.

I arrived on the campus of Weber State University, where Jessica worked, and she met me out in the parking lot with one of the student-athletes. As I got out of my car, she said, "I didn't know if you would need help walking or not."

I tested out my ankle and said that I could walk, just with a limp, and they led me inside the athletic facility. The building was a full gym, with training tables in a smaller room off to the side. I had been there before and knew that there was both a men's and a women's locker room off to the side as well. The guy that came out with Jessica went back into the gym to continue working out with his teammates, while I followed Jessica into the room with the training tables.

She instructed me to take a seat on a table, and I did while she got some supplies out. She had her brown hair braided into a pigtail going half way down her back and was wearing a black and purple track suit, both pants, and a jacket. She had the jacket zipped up most of the way, so I couldn't tell what she had on under it.

She told me to sit back on the table and lay my legs flat. I did as she said, and she untied my shoe before pulling it off. She pulled on a pair of plastic gloves as she took off my sock, and I said, "Really? Gloves?"

Jessica laughed and said, "As much as I love you, I don't want to touch your sweaty foot."

"Fair enough," I told her. "I can't believe you're wearing that jacket. It's hot in here."

"It was chilly this morning when I left. I took it off for a little bit but put it back on when they came in to work out," she told me.

"You didn't want to distract them?" I teased her.

"Well, one of them is gay, so I know I won't bother him. The one that came out with me is a great kid who is engaged to a cheerleader. But, the third one, he hits on me all the time. He's constantly making comments about my breasts or my butt. So, when I saw him coming today, I put on my jacket to tease him. He's already asked what he could do to get it off," she told me.

"He wouldn't try anything, would he?" I asked her.

"No, he's harmless. He never comes in here alone. He knows about you. Plus, he knows the other guys would kick his butt if he tried anything. So, it's just fun for me to tease him," she said.

"So, why aren't you now?" I asked.

"Like how?" she inquired.

"Take off the jacket and stretch out my leg while he watches," I said.

Jessica smiled and said, "Your ankle is going to be fine. It'll be sore for a day or two, but that's it. You should stay off it as much as possible this weekend."

She started to walk to the window that looked out over the gym. I sat up to watch as she took off her gloves and threw them away. I could see as one of the guys turned to look at her. He waved as she started to unzip her jacket. She turned back towards me as she slid the jacket off her arms and asked, "Is he still watching?" I said yes as she walked towards me, keeping her back to the window. Under the jacket, she had on a purple polo shirt that was unbuttoned, with a slight hint of her C-cup cleavage showing in the middle of it.

She grabbed onto my leg and lifted it up, stretching it out. She turned to stretch it a different way, bending over me and the table. I saw the guy moving closer and said, "I think he wants a closer look."

Jessica looked up and smiled at him. She waved again as he picked up some nearby weights and started working with them. "Touch my breasts," she said to me.

I knew from past experiences that she was serious, so I reached up with one hand and grabbed her breast over her shirt. I squeezed it with my palm, watching out the side of my eyes to see the guy watching. I moved to her other breast and squeezed it as well before Jessica put my leg down.

She moved away from the table, and I got up to follow her. I smiled at the guy as I walked behind Jessica. I wrapped my arms around her waist and leaned down to kiss her neck. As she moved her head to the side to let me kiss her, I brought one of my hands up and slipped it inside her polo. I moved my hand into her bra and squeezed her bare breast as I felt her nipples harden against my palm. I could feel my cock growing in my shorts, so I pressed it against her ass as she quietly moaned and pushed back against me.

"He's still watching," Jessica said, looking up at a reflection on a computer screen in front of her.

"Should I stop?" I asked her as I continued to kiss her neck.

"No," she said. "But I am going to turn." I turned with her as she turned, giving the guy a full view of my hand down her shirt. "He's walking this way."

I let go of Jessica and stepped away as he entered the training room and said, "I'm sorry to interrupt, but I was wondering if I could get you to stretch out my leg?"

"Of course," Jessica said. "Ryan, this is my boyfriend, Danny. Danny, this is Ryan."

I moved forward, making sure to shake his hand with the same hand that was down Jessica's shirt. I said it was nice to meet him as he said, "Same to you. I was hoping you were the boyfriend."

"Why is that?" I asked, but before he could answer, Jessica said, "Do you really think I would let anybody touch me like that, Ryan?"

"Well, I just," Ryan started to say, but Jessica made him blush when she said, "only the football team and my boyfriend. I keep telling you you're playing the wrong sport."

Ryan went to sit on a table. Jessica walked up next to him and said, "I'll only stretch your leg if you do me a favor." Ryan asked what it was, and Jessica leaned down to whisper something in his ear. He looked over at me and then nodded his head. I asked if I needed to leave, but Jessica said, "No, this won't take very long."

I sat down in a chair next to Jessica's computer and watched as she stretched the college athlete's leg. It didn't take long before he was jumping off the table, telling Jessica thanks, and leaving the room. I asked what the favor was, and Jessica said, "Let's just say that I got a little excited earlier with you and want to do something about it."

I glanced out the window and watched as Ryan went up to his two teammates and started talking to them. They both looked over at me and Jessica and laughed before getting up from the machines they were on and leaving the gym. "Did you just have him convince them to leave?" I asked her, amazed.

"Kind of. They're taking a short break from their workouts and making sure nobody else comes in," Jessica said as she walked towards us.

"And how did you convince him to do that?" I asked her as she helped me out of the chair.

She wrapped her arms around my neck, using them to pull her five-foot-tall body up to kiss my lips as she pulled me back towards one of the tables. I kissed her back and wrapped my arms around her waist. When we reached the table, I grabbed her butt with my hands and lifted her up, sitting her down on the table. I grabbed at her breasts again with my hands, lifting up her polo and sliding them up her bra.

As I palmed her breasts and rubbed her nipples, Jessica moved one of her hands down and slipped it inside my shorts. She wrapped it around my semi-hard cock and started rubbing it up and down. I used my free hand to start pulling her track pants down. Jessica lifted her hips up as I pulled her pants down, sitting back down when I was past them. She helped to kick them off her legs, and they dropped to the floor, followed closely by my shorts.

We broke the kiss as Jessica pulled my boxers down, my hard, thick, six-inch-long cock still in her hand. I started to rub her vagina through her underwear and asked, "So, how did you get him to get everybody to leave?"

Jessica giggled and said, "I'll tell you after we're done."

I started to look around, thinking Ryan was watching somehow, but Jessica grabbed my head with her hand and pulled me back down for another kiss. As we made out, our tongues swirled together, and I pulled her underwear down. I put my hands on her hips and pulled Jessica forward as she pulled the tip of my cock into her vagina and let go. She leaned back, using her hands behind her to hold her steady on the table as I held her hips and started to thrust my hips back and forth.

As I slid my cock in and out of her, Jessica started to moan quietly and said, "This probably isn't the best for your ankle."

"Probably not. I guess you'll just have to take care of me later," I said, picking up my speed and going a little harder and faster.

"Just tell me how, and I'll do it," she said.

"A blowjob will be great," I said.

"Oh, yes, Danny!" Jessica moaned as I slammed into her over and over. She watched my cock going in and out of her for a few seconds before closing her eyes, leaning her head down, and moaning as I fucked her. I reached up with my hand, pushing her shirt back up and over her breasts along with her bra and exposing her breasts. I pinched and rubbed her nipples as I slammed into her over and over.

I let go of her breasts, going back to just holding her hips, as I felt my orgasm building up. Jessica was encouraging me with her moans, wanting me to go harder and faster. I about pulled her off the table as I started to cum, pulling her groin into mine as I pushed deep into her. I tilted my head backwards, moaning as I felt my cum shooting out of my tip and deep into Jessica.

At the same time, I felt Jessica's pussy clenching around my cock as she started to orgasm. Her hands slipped out from under her on the table as she fell backwards, moaning loudly as she came. "Oh God, yes, oh my God!" Jessica moaned out as her body moved and slithered around, her hips pushing into me.

I slowed down finally, slowly pumping my cock in and out of her as I started to go limp, but wanting Jessica to enjoy every second of it. When I felt her orgasm ending, I pushed her back up on the table to sit down and took a step back, my cock sliding out of her. We were staring into each other's eyes as we caught our breath, smiles on our faces.

"Do you still want to know how I convinced him to do it?" She asked me, and I said yes. "It was easier than I thought it would be. I promised him that next time I stretched him, I would do it in a tanktop and I would push my boobs against him."

"That's it?" I was amazed as I pulled my boxers and shorts back on.

Jessica pulled her bra and shirt back down, adjusted her breasts to fit in the bra, and then stepped down off the table. As she pulled her underwear and pants back on, she said, "And I told him that he could brush his hand across my breasts; he just couldn't grab them."

"You're such a tease," I said. "You're going to drive the poor boy mad."

"I know," Jessica said as she walked back up to me. We wrapped our arms around each other, hugging and kissing for a few minutes, before I said I had to go. As I walked out of the gym, I waved to Ryan and his friends.

The next day, me and Jessica were relaxing in our apartment when Jessica asked me, "So, have you talked to Hannah since she was over here a few weekends ago?" I told her I hadn't and asked if she had. Jessica replied back, "Yeah, but she won't talk about you."

"Really?" I asked. "That seems a little strange."

"I mean, I did ask if she wanted you to take her virginity, so that may have caused it," Jessica said with a giggle.

"My hell, Jessica. You are crazy," I said.

"I know," she said.

Later that night, as me and Jessica were sitting down to eat dinner, Jessica's phone started to ring. She looked at it, told me it was Hannah, and answered the phone, turning on the speaker and leaving it on the table.

"Hey, Hannah, what's up?" Jessica said.

"Hey, Jessica, what are you up to tonight?" Hannah said on the other end.

"Me and Danny are just sitting down for dinner. What about you?" Jessica asked her younger sister.

"Well, I was supposed to go to a movie with a guy tonight. I already bought the tickets, and now he is telling me he can't make it tonight. So, I was going to see if you and Danny wanted the tickets," Hannah explained to Jessica.

Jessica asked what movie it was, and after Hannah told her, Jessica said, "I really have no interest in seeing that, but I know that Danny wants to see it. Maybe you two could go together?"

Hannah asked if she was sure, and Jessica said, of course, after confirming with me. I told Hannah that I would meet her at the movie theater.

Me and Jessica finished up our dinner, with her teasing me the entire time about what I could do with Hannah that night. I finally had to say goodbye with a hug and a kiss, and I left her at the apartment.

When I arrived at the movie theater, I met up with Hannah in the lobby. Giving her a hug, I told her I was sorry about the date, and she said it was OK and she was glad to be with me now.

"Me too, especially with how beautiful you are," I told her, making her blush as I took her hand in mine, raised it above her head, and slowly spun her around.

Standing five feet, six inches tall, Hannah had slightly curled the bottom of her brown hair and had the front of her hair resting on both shoulders while the rest was behind her. She was wearing a plain red blouse that shaped her C-cup-sized breasts nicely. Around her thin, fit waist and legs was a pair of black leggings that really made her butt stick out. She finished off the outfit with an oversized bag hanging on her right shoulder.

We walked over to the concession stand and bought a few snacks for the show before heading into the theater. We laughed and joked as the previews played in the nearly empty theater, with us sitting in the top row and only a few other people in the rows below us. The theater we were at had reclining seats with a middle arm rest that could move up or down depending on how close you wanted to be to the person next to her. Ours was currently up as our arms bumped more than once. As we got comfortable, she reached into her bag and pulled out a blanket. As she put it over her legs, she told me that she got cold during movies. My mind instantly started to race, and I said, "I can find ways to keep you warm," making Hannah blush again.

We quieted down as the lights dimmed and the movie started. About half an hour into the movie, there was a sex scene between the two main characters. A quick nipple was shown, but it was mostly them under the blanket, the male thrusting on top while the female moaned under him after they had a streamy make-out session. As the sex scene unfolded, I watched as Hannah shifted under the blanket, intently watching them.