Babysitting for BIL Turns Sexy

I pulled in front of my sister's house, excited to finally have something steady coming in. I had been getting my hours cut shorter and shorter every month, until I was only working three hours a week as a behavior technician, helping families out with kids with special needs.

None of my sister's kids had special needs, but when she said she would pay me twenty dollars an hour to watch two of them for three hours a day, I said yes. Get to spend time with my niece and nephew and make money? Heck yeah.

The first few weeks went great. My brother-in-law, Derek, would come home at noon, talk to me for a few minutes while he started lunch for the kids then I would head home. I did start to spend a few more minutes there with him, loving how easy he was to talk to and make me laugh.

I loved my family but, just like every other family, they drove me crazy sometimes. Especially my mom. I actually blamed most of my anxiety and depression on her. And since I was the youngest of three sisters, with an older brother in the middle, I always felt like I had to compete with them and I was judged when I couldn't keep up.

But not Derek. He was married to my oldest sister and was a decade older than me and I always felt like he was an older brother to me. One that was nicer and more supportive than my real brother. One that I was also attracted to.

He was of average height, with shaggy dirty blonde hair and a full beard. He sometimes wore glasses, but usually had contacts in. He was mostly skinny, with wide shoulders, and a little gut from drinking too much soda, but kept in decent shape. He had the brightest blue eyes, an easy smile and laugh, and was always laid back, never stressing about anything. Derek loved to read, especially about history or dumb facts, and usually dominated any trivia game my family would play.

I knew that I could always count on Derek for a kind word, to make me laugh, or to give me a hug when needed. And I loved him for it. And, honestly, it always made me kind of want him.

It was also no surprise to me when Derek would flirt a little with me. He always kinda did. Offhand remarks here and there. A lingering glance, especially if my shirt was hanging loose.

The Monday of the fourth week that I was going over there, I decided to tease Derek a little, unsure why, just knowing that I did feel something inside when he flirted with me, intentional or not.

I looked at myself in the mirror before leaving, wondering if he really did find me pretty or if he was just being nice. I wasn't at my heaviest weight that I had been in my life and had actually lost twenty pounds in the last few months but I was a little bit thick in places I didn't want to be. Besides my breasts. Most of my life, I had small breasts, but was so glad when they started to grow. And I loved to show them off.

I put on a black tank top, cut low. It was technically an athletic top, with black mesh across the top of it and a solid band under it. It fits snug through my chest and torso, not tight enough to be uncomfortable, but close enough that I'm aware of it when I moved. The neckline sat low, so low that if I was to work out in it, it was definitely a possibility that I would flash everybody.

I had my dyed black hair loose and tucked under a gray and black trucker hat, some random logo on the front of it. My hair fell past my shoulders, I had just brushed it out and let it be. My makeup was light but deliberate, mascara, eyeliner, a bit of color around my eyes that makes them stand out more than the rest of my face. No heavy foundation. Freckles still show. There's a small necklace resting at my collarbone, thin chain, simple pendant, with the letter K on it.

I finished off the outfit with tight blue jeans, having to shimmy them up my legs, and a pair of brown boots.

I wasn't sure what my full intentions were. I was happily married and cheating had ruined a previous marriage of mine. I knew I didn't want to go down that route again...or did I?

When Derek got home at noon that day, I giggled inside as I saw his eyes immediately drawn to my breasts. "Nice hat," he said, although I'm sure he meant something else.

"Thanks," I said, lifting it up a bit.

"Should probably lower it down. Don't want some random guy falling for those eyes of yours," he teased as he greeted his kids.

"What about a guy who isn't random?" I teased him right back.

Derek laughed and changed the subject. I stayed for a few minutes longer, caught him staring a few more times, then left after saying goodbye.

The next day, the kids were asleep when Derek got home. I was wearing another tank top, just not as revealing, and had my black hair pulled back into a ponytail. After checking on the kids in their beds, Derek came up to me and said, "Isn't it a little chilly to be wearing a tank top?"

"Outside maybe. Fine in here," I replied.

"Hmm..." Derek said, sitting down across from me on the L-shaped couch.

"If they offend you, I can stop wearing them," I teased him.

"I didn't say that. You can wear whatever you want," he replied.

"Hmm...I don't know. I think if I came in a loose shirt, you'd be a little disappointed," I said with a smile, making him laugh.

"Are you trying to get us in trouble?"

"I wouldn't dare get you...us...in trouble with my sister," I said, unsure if I actually meant it.

Derek hesitated for a second, almost like he was thinking it over. He wiped something off his eye, then looked away from me. "How's Kevin?"

Kevin was my husband and I honestly knew that not many in the family liked him. I shrugged again and said, "He's alright. Probably sleeping before he works tonight."

Derek laughed, stood up, and said, "That's not what I meant."

I laughed as I understood his meaning and answered, "I love him but...I've had better."

I went to leave a few minutes later. Derek walked me to the door and gave me a hug. The hug lasted longer than normal and I was pretty sure I could feel something between his legs.

I spent the week wondering about what he had asked and why. His bright blue eyes, lingering on my chest, kept appearing in my dreams and I woke up turned on more than once. I got curious what would happen if I had the kids to sleep every time he came home, especially if I kept wearing tank tops.

Monday I didn't have much luck getting them to sleep. I did catch Derek looking at my chest once and gave him a knowing smile.

No luck on Tuesday either. Same tank top, same smile.

Wednesday, when I caught him staring, I teased him by saying, "Maybe you should take a picture if you want to keep looking."

Derek laughed and said, "I'm sure you have plenty you could send me."

Late that night, with Kevin asleep next to me, I looked through my photos. He wasn't wrong. I finally found one that made me excited to see his reaction. I didn't have a shirt or bra on, but had my arm going across my chest to cover myself up. I sent it to him with no comment and waited to see his reaction.

I went to sleep a short time later with no answer from Derek and I was worried that I had pushed things too far. However, when I woke up, I saw a message from him, sent at three in the morning, and I remembered that he was probably asleep when I sent him the photo.

The message was simple and made me smile when I read it. "Better make sure the kids are asleep when I get home today."

I was a ball of nerves all that morning, wondering what Derek had in mind. My mood shifted from one of horniness to being worried to being excited, and everything in between. As noon grew closer, my anxiety started to creep in, but I managed to feed the kids an early lunch and put down for a nap, right before I heard Derek pull his car into his garage.

When he walked inside, I told him that the kids were asleep, but just barely. He nodded his head then went about putting his lunch bag away, along with his hat and jacket. I was sitting on the couch, staying silent, my insides going crazy, waiting for him as he walked to the couch and sat down across from me.

"So, Katie, what are we doing here?" he finally asked, ignoring my cleavage for once, and just looking into my eyes.

"What do you mean?" I asked back, a little confused.

"The picture last night. All the flirting and sexual innuendos. Are you cheating on Kevin? Or hoping to?" Derek said, making me take a big gulp of air, fearful that I had read things completely wrong.

"Ummm...no? I guess I'm not too sure what's going on," I said after a brief pause.

Derek laughed and said, "Look, I'm not mad. I've enjoyed what's been happening. And enjoyed the picture this morning too. I just want to make sure we're on the same page before anything happens."

"What page are you on?" I asked, not wanting to be on the wrong page and say something wrong.

Derek took a deep breath before saying, "This stays between me and you, right? You won't feel guilty about anything?" I told him that I wouldn't and he continued, "I've always thought you were cute. And when I found out you had cheated on your first husband, I wished it had been with me. So, saying that, are we on the same page?"

As he talked, he got up, walked over to where I was sitting and sat down next to me. I nodded my head and watched, eyes wide open, as Derek leaned closer to me. He put his hand on my cheek, keeping me looking at him, until our lips met for the first time.

He kept them pressed against mine, not letting up, as my body melted into his, and I eagerly returned the kiss, letting out a soft moan. As we made out, Derek took his hand off my cheek and moved it down to my chest. He cupped my right breast and squeezed it, the tips of his fingers on my bare flesh, just above the top of the tank top I was wearing.

I moaned again as he moved his hand to my left breast and squeezed it over and over as we continued to kiss. I was wearing the same black athletic top from the previous week and Derek quickly started to slip his hand into it, sliding under my bra, and cupping my bare breast.

I moaned into his mouth as my nipple rubbed his palm. Derek used his free hand to start to tug on the bottom of my tank top and I sat up straight as he pulled it up and off my head, ending our kiss. I was wearing a sports bra under it, same black color, and I looked down and watched as Derek slid both of his hands under the bra, cupping my breasts as he pushed up. I helped out, pulling the bra off, and tossing it to the floor.

Derek leaned down and started to lick around my nipples as we started to adjust on the couch. I lay down on it, my head on the armrest, and Derek between my legs. He pressed his groin into mine, moving up and down, as he kissed and sucked on my breasts, moving effortlessly between the two.

I could feel myself getting turned on as he dry humped me and started to moan as I ran my fingers through his hair, keeping his head at my breasts. "God, I knew you've been staring at my breasts, but had no idea just what you wanted to do them," I told him, making him laugh.

"I wasn't joking when I said that I enjoyed the picture you sent me," he said, not stopping his tongue or lips.

Without warning, Derek suddenly shifted on me, going back to kissing my lips as he laid on my side. He moved his hand off my breasts, down my stomach, and easily slipped it into my leggings.

"Damn, you're wet," Derek said as he moved his hand inside my leggings and started to rub my pussy.

"I think I have been since I got your text this morning," I told him, closing my eyes and enjoying his fingers rubbing my slit while he went back to sucking on my nipples.

Derek didn't respond as he pushed out my leggings with his hand and inserted his finger into me, moving it in and out, as he continued to lick and suck my nipples.

I started to roll my hips almost immediately, pushing up towards his hand, trying to get his finger as deep as possible into me. "Yes. Yes. Yes," I started to moan, but quickly put my hand over my mouth so I wouldn't wake up the kids.

With his finger going in and out of me, his lips wrapped around my nipple, and how sudden and forbidden it all was, I could feel my orgasm building up quickly. My breathing started to get shorter and more shallow, my legs fighting to stay open, and I moved my free hand down to my groin, pressing against Derek's hand, keeping it close to my groin.

I opened my eyes, saw him staring down at me, a satisfied smile already on his face. I could feel his hard cock pressing through his jeans against my leg and started to imagine what it would feel like in me. I took my hand off my mouth, wrapped my arm around his neck, and pulled him down to kiss me just as I started to climax.

Our tongues swirled together as Derek pushed his finger deep inside me, making a "come here" motion with it, as my orgasm took over my body. I moved my hips up and down at a fast pace, humping his hand, my other hand still holding his face to mine.

"Oh, my gosh," I said softly when I finally let him go, laying my head back on the couch, smiling up at him as he kept moving his finger in and out of me. "Wow."

Derek laughed and gave me another quick kiss before he pulled his hand out of my leggings. I started to move my hand down to his groin but we looked up when we heard a cry from one of the bedrooms.

"You should probably go," Derek said, starting to get off the couch.

"What about you?" I asked, sitting up more and looking for my clothes, casting glances at his groin, and his hard cock.

Derek laughed a little then said, "Maybe you should send me another picture when you get home for me to enjoy."

"Deal."

I went home that day and almost immediately sent Derek another picture of me, this one fully topless. His response kind of made me chuckle. "You know this changes everything, right?"

"Same time next week?"

"I'll be waiting."

I thought about how Derek's lips and fingers felt all weekend, plus how his cock felt against my groin and leg. By Monday, I was going crazy with anticipation, hoping that everything went the way I hoped it would.

Two hours before he was set to come home, Derek surprised me by sending me a text that said, "What are you wearing?"

I snapped a picture to send to him. I had my hair pulled back, but not neatly down, just enough loose strands falling around my face to make it feel a little messy and intentional. I had on a fitted, striped button-up top that hugged me just right, with cutoffs sitting low on my hips. Blue jeans finished off the outfit, that he could see.

"If the kids are asleep when I get home, I cannot wait to undo those four buttons," was his reply and I felt my insides tingle.

Sure enough, I did get the kids down for a nap, shutting their bedroom doors, and sitting down to wait for Derek. Just like the last time that I saw him, I almost instantly grew wet the second I heard his car pulling into the garage. When I heard the door opening, I stood up and went to greet him.

"Kids asleep?" he said, as I wrapped my arms around his neck and he wrapped his around my waist as I told him yes. "Good."

Even though he was only an inch or two taller than me, I was surprised by his strength as he picked me up and carried me to the couch, sitting down on it and pulling me onto his lap.

We started to kiss as I kneeled on the couch with my knees on both sides of Derek. He had his hands on my hips, moving me back and forth, grinding our groins together. After I started moving my hips on my own, pressing down on his growing cock, Derek moved his hand between us and, just as he promised, started to undo the buttons on my shirt.

When the four buttons were undone, Derek left my shirt on while he cupped my breasts, squeezing them over my bra. I opened my mouth, pushing my tongue against his lips, until he opened as well. At the same time that he pushed my bra up and used his fingers to rub my nipples, our tongues started to swirl around each other.

Derek kept squeezing my breasts, my nipples rubbing against his palms, as he started to push up with his hips, pushing his hard cock into my groin through our clothes. I quickly took off my shirt, then broke the kiss to pull off my bra and his shirt, tossing them to the floor.

I kissed him again as I scooted back a bit on his lap, enough so that I could start to undo his jeans. I ended the kiss as I got the zipper done, glanced up at his blue eyes, full of fire and desire, as I slipped my hand into his boxers, and pulled his cock out. I smiled as it came into view, not incredibly long, probably just average, but thick. I could barely wrap my hand around it as I started to stroke his shaft.

"Hmm," Derek moaned as I slowly slipped off his lap and kneeled on the ground in between his legs. I stuck out my tongue and licked around his tip and shaft, my hand still moving up and down it. As he watched, I wrapped my lips around his cock and started to work my way down it.

I could feel my cheeks being pushed out from the inside as I opened my mouth as wide as possible. I relaxed my throat, letting his cock glide down it, as I buried my nose in my groin, humming around his shaft, as I cupped his balls with my hand and softly squeezed. "Fuck, Katie," Derek moaned as I used my tongue inside my mouth to lick the underside of his shaft. "That's fucking awesome."

I bobbed my head up and down his shaft, taking him fully in every time, while using my hand to stroke his shaft. He continued to moan as he reached out with his hand, placing it on the back of my head, gently guiding me on his shaft. I moaned around his cock as he applied a small amount of pressure, immediately being turned on by it.

"Katie," Derek moaned softly and I looked up at him. "I want you."

I buried my nose into his groin one more time before taking him out of my mouth and standing up. Derek's hands went right to my jeans, undoing the button and zipper on them before pulling them down, right along with my underwear. As I stepped out of my jeans, Derek put his hands on my hips and pulled me forward until he could kiss my stomach.

I softly moaned as he kissed down to my groin and spread my legs as his tongue came into contact with my pussy. He licked up and down my slit and flicked my enlarged clit a few times before he sat back on the couch, and pulled me on top of him.

I reached down and slipped the tip of his cock into me, having to hold in my moans as I slid down his shaft, feeling his cock fill me for the first time. "My gosh," I moaned as I wrapped my arms around his neck and started to move up and down, riding his cock.

"Yeah? Feels that good?" Derek teased, wrapping his arms around my waist, and moving his hands down to my butt. He cupped and squeezed my cheeks, using his grip on them to help me fuck him.

"Yes. So good. So so good," I moaned, giving him a quick, passionate kiss and pressing my naked body against his.

Derek spanked my ass a few times before moving his hands back around to my front, where he cupped my breasts. He squeezed them tightly as I kept moving up and down on his shaft, rolling my hips like crazy, and pushing down on him, trying to get him as deep as possible.

I kissed his lips again then said, "I want to see...feel...what you can do."

Derek smiled as he pushed me up off him. He stood up too and gave me a quick kiss as we turned around and I laid down on the couch. I quickly spread my legs as he climbed onto the couch, laying in between my legs.

"Do I need to go get a condom?" he asked, grabbing his cock and rubbing the tip up and down my slit, teasing my entrance.

I shook my head and said, "I'm on the pill and have Plan B at home, just in case."

"Perfect," Derek said as he inserted his cock back into me, let go of it, and pushed it all the way inside me.

I moaned deeply, a little too loud, as Derek started to thrust back and forth, placing his hands on the couch next to me to hold himself up. He worked up to a good pace, not too slow, not too fast, just right so that we both felt pleasure. I looked up at his eyes, seeing them looking down, staring at my breasts as they swayed with every deep thrust of his cock.