"But don't worry, big brother... if you decide you do want me... I'll give you the family discount..." And with a wink, she closed the door.
Needless to say, I didn't sleep much that night.
Neither Kara or I brought up the subject again the rest of the week. I tried to keep busy and focus on other things during the day at school but at night I tried to wrap my head around what she had said. Strangely, I was feeling more and more like I would be okay with it as well. 'I already know I'm attracted to her. Hell, I jacked off while watching her...' I reasoned to myself. The idea of incest still just didn't seem completely ok though and I found myself trying to talk myself out of being attracted to my sister.
Luckily, I didn't go crazy thinking about it all day and night. Lilly and I texted a lot that week and hung out during lunch a couple times. It was a welcomed distraction from my internal dilemma. We had plans to go out that Friday night and I was looking forward to it.
Friday finally came and I was in my room getting ready for my date when Kara came in.
"You look handsome, Bri!" she complimented from behind me. "Lilly is gonna like that outfit."
"And how do you know that?" I teased as I turned around. I stopped in place when I saw that Kara was all dolled up for a date herself. She was wearing a small black dress that fit tightly against her skin. The thin straps led down to a low cut neckline, displaying some very enticing cleavage. The hem of the dress couldn't have gone more than a few inches below her amazing ass.
She walked up and began straitening my collar for me. "I know... smartass... because its making ME wet just looking at you..."
I shook my head and chuckled to myself. Kara finished messing with my collar and winked at me before stepping back and sitting on my bed. Crossing her long legs and leaning back on her hands.
"Thanks..." I said and looked over myself one more time in the mirror. "You have a date too?"
"Yeah."
"Cool, have fun!" I looked over to her.
"Oh I will," she replied mischievously. I just laughed.
"Bri... have you thought about what I said at all?"
I knew she was going to ask this sooner or later. "I have."
"And...?"
I took in a breath and let it out slowly before responding, "I'm not sure yet. We can talk about it later okay?"
She stood up and walked over to me. "Okay." She smiled and kissed my cheek. "Have a fun date!" she said and left.
"You too!" I called after her.
It was really dark out, with almost no moonlight shining through the trees. But that would also make it more difficult for anyone to see us if they drove up.
"Oooohhh... ugh ugh ugh..." Lilly moaned over and over as she rode up and down on my cock. Her tight red dress was bunched up around her waist and my hands were gripping her ass tightly. Pulling her down harder onto my throbbing cock. She hadn't worn panties so it had been easy for her to just climb onto my lap after I parked my truck along the dirt road leading up to a local trailhead.
Our date had been great. We went to dinner and talked the entire time. Lilly was fun and energetic and we had a good time flirting and chatting for a couple hours. After that we climbed into my truck and left. I had suggested going to get dessert but she ducked her head down into my lap and said she was in the mood for something else.
"Where should we go?" I had asked while she unzipped my pants and started to extract my cock.
"I don't care, just find somewhere..."
It was a miracle I had been able to keep from driving off the road while I made my way to the trail. All I could focus on was Lilly's wet mouth engulfed around my cock as she took it into her throat. She sucked and licked it the entire time, fingering herself as she did until I finally put the truck into park.
I didn't even have my seatbelt off yet when she started pulling me toward the middle of the bench seat so that she could mount me. Her pussy was already soaked and I slid into her easily as she began bouncing her firm teenage ass up and down my thick shaft.
Fifteen minutes and two screaming orgasms later and she was still bouncing up and down on it. I could feel the sensitivity of my cock increase as it slid in and out of her tight, velvety pussy. Her perky tits pressed against my chest as she leaned into me, her arms wrapped around my neck as she fucked herself up and down on my pole.
Lilly was breathing hard from all the exertion and I could feel a light sheen of sweat on her skin as I ran my hands up and down her side. I reached both hands up and took her breasts into my hands, squeezing them gently. She leaned back and ground her pussy against me with my cock fully embedded inside her.
"You like that tight little pussy, baby?" she teased in a sultry voice. A wicked little smile on her gorgeous face.
"Fuck yeah," I groaned. Feeling myself getting close.
She leaned in and kissed me. I watched her face contort into a look of carnal pleasure just inches from mine as she began to cum again.
"Oh fuck... oh fuck... oh fuck..." she cried out loud. Her pussy began to convulse around my cock as she came. I took hold of her ass in both hands and pulled her hard against me. She rocked her hips back and forth, grinding herself hard as her orgasm came and ripples of pleasure shot through her. Her pussy spasmed around my cock, setting me off as well.
"UGH..." I grunted loudly as the first thick shot of semen entered her pussy.
"Ooohhh, fuck yes! Oh cum in me, baby!" she cooed when she felt my cock begin to pulse and empty my load into her.
"Uuugghhh..." I groaned as shot after shot of cum ejaculated from my cock and filled her cunt. She was so tight that it felt as if she were milking every drop out of me with her beautiful vagina.
"Emmm..." she moaned. "I've been waiting all week for that."
I chuckled. She climbed off my lap once we both came down from our orgasmic highs.
We were both quiet for a minute. Then I looked over to my pretty date. Her face seemed to have a slight glow to it and she smiled pleasantly. Her eyes met mine and she giggled.
"What?" I asked.
"That's the first time I've given it up on the first date."
We both broke into laughter at that. I pulled some napkins from my glove box and handed them to Lilly so she could wipe up the cum leaking from her pussy. We both cleaned up the best we could and fixed our clothes. Then she slid close to me and kissed me.
"Thanks for a nice date, sweetie!" she said when she finally pulled away.
"You're welcome. Hopefully, you'll want to go out with me again."
"I'd very much like to go out with you again!" she smiled.
We sat there a while longer, kissing and holding each other.
"Can I ask you a question?"
"Of course." she smiled.
"You don't have to answer... and I'm not judging or anything..." I started. But she cut me off.
"You want to know if I hooked up with anyone this week," she stated more than asked.
"Sorry, I was just curious..."
"No, it's ok, I understand. But no, I haven't." she smiled. "I didn't think it would be right since we had a date, at least not until I knew how you felt about it and if we were going to keep seeing each other."
"You didn't have to do that though, I wouldn't have gotten mad or anything," I tried to assure her.
"Oh, I know, but I wanted to," and she kissed me on the cheek.
"So are we going to keep seeing each other?" I asked.
Lilly's smile beamed brightly. "Duh!"
I couldn't help but laugh.
"But I think we should just keep it casual and fun for right now. We should just date, not rush into a relationship," she continued. "If you are okay with me still doing what I do for now, then I will and we will see what happens between us. That okay?"
I thought for a moment about that, I really didn't have a problem with it. So I smiled and nodded 'yes'.
"Good!" and then she pressed her lips to mine again and proceeded to try and suffocate me with her tongue.
Shortly after that, I drove Lilly home. She was a bit worried that I would get upset if she kept seeing her "clients" while we were seeing each other. I assured her that I was ok with it.
"Like you said, casual and fun. We will see where things go from there. If we decide we want to be more, we will discuss it again then."
That seemed to make her happy. "Goodnight, sweetie!" she said as she kissed me goodbye for the third time in her driveway. Then she went inside and I got back into my truck and headed home.
I was in a great mood as I walked into my house and up to my room. As I lay in bed that night I thought about how fun the night had been with Lilly. I wondered how things were going to turn out between us in the future. I knew she was going to still see the two "clients" that she had but that was it. She wasn't going to go out with anyone else but me. Most guys I know wouldn't be able to handle that but I guess I wasn't like most guys. It was kind of a turn-on that the pretty little innocent friend of my sister had such a naughty side that only a few people knew about. I also knew that if I wanted her to stop that she probably would.
'Vbbbttt'
My phone vibrated on my bed next to me. I saw that I had a new text and opened it.
"New Message: Lilly - Night cutie! See you soon!"
I smiled and replied 'goodnight' to her. I set my phone down and closed my eyes again, falling asleep shortly after.
The next morning I was woken up way earlier than I had planned on. "Brian, get up, just for a minute," I heard my mom calling up to me.
My eyes were barely cracked open as I walked downstairs to the living room. My dad was loading some bags into his SUV and it looked like my parents were going out somewhere.
"Sorry, Honey, I just wanted to make sure you didn't need anything else for the weekend before we left. There's cash in an envelope on the counter for pizza one night and any snacks you guys want to pick up."
"Huh?" I mumbled semi-coherently. Still not fully awake.
My mom just shook her head and laughed. "Nevermind, I already told all of this to your sister. Your father and I are heading out. Our weekend trip, remember? We will be back Monday night."
I had completely forgotten about this. I yawned and nodded my head in understanding.
"Morning, Brian." My dad greeted as he came through the door. "All ready, Hun?" he asked my mom.
"Yeah, I'm ready." Then she walked over and kissed my forehead. "Call us if you need anything and stay out of trouble. Make sure you and your sister aren't late for school Monday, we won't be back until that night."
"Okay, Mom. We'll be fine," I replied. We said our goodbyes and they headed out. Instead of going all the way back up to my room I just plopped onto the couch and fell back asleep.
I don't know how much longer I slept but when I finally got up my sister was sitting in the chair nearby texting.
"Morning, sleepyhead!"
"Morning..." I mumbled back, still waiting for the rest of my body to wake up. Kara got up to head into the kitchen. That's when I realized she was only wearing panties and a t-shirt.
Her tight ass swayed back and forth as she walked away from me. If I wasn't already semi-hard with morning, wood I surely would be with that view.
A few seconds later, she came back with a bottle of water for herself and she even brought out a glass of orange juice for me. She noticed the semi I was sporting in my shorts and smiled as she sat back down.
"Guess you approve of the lounging clothes I chose for while Mom and Dad are gone."
"I guess I do. Kind of hard not to notice them."
She just smiled her evil smile. "I think it IS kind of hard actually."
"Ha Ha... hush it." I shook my head with a smile. I turned over onto my back and stretched.
Maybe I should have waited for my hard-on to go completely away before doing that. Kara noticed right away and set her drink down. With that same evil smile, she got up, walked over to me, and climbed on top of me.
Straddling my lap, she pressed her barely covered ass down onto my cock, instantly changing the direction of blood flow. She planted her hands on either side of my head and looked at me expectantly.
"What do you want?"
"You know what I want..." She began grinding her ass around in slow circles to make her point. "You just haven't decided whether or not you're ready to admit you want it too."
Without realizing it, I placed my hands onto her lower hips and just held them there.
"What if I did decide already?" I replied.
"Alright, what did you decide?" she lowered her chest closer to my face, her nipples were hard and visibly poking small dents into her shirt. With her face just inches from mine she waited for me to answer.
I could smell her sweet scent and feel her nipples grazing against my chest. She was still grinding her hips against me and my now fully erect cock was pressed in between her ass cheeks.
"I haven't pushed you off of me have I...?" I finally said. I knew I wanted her, probably as bad as she seemed to want me. Yeah, she was my sister but once I was able to get past that, I really didn't see a reason why we couldn't have some fun together. We loved each other. Not romantically just as siblings, and we were attracted to each other. So why not?
But for some reason, I still couldn't do it yet.
Kara smiled big, as if she had just won some big prize. She leaned in and kissed my cheek while her hand slid between her legs to feel my throbbing erection.
"Nuh-uh..." I groaned and rolled her onto the couch beside me. "Just because I admitted that I want you doesn't mean we can do anything."
Kara was in full seduction mode now, though. Her hand found my cock again and began stroking it through my shorts. Before I could react she kissed me hard on the lips. Our tongues met for the first time and for two or three seconds, I caved to our desires.
"No!" I said and pushed her hand away.
"Brian, relax. Like I said before, it's only for fun. Don't think about it so much, just do what feels good!" and to emphasize her point she took my hand and placed it on her breast. Then she kissed me again.
Once more my brain shut off for a moment and I kissed her back. My hand squeezed her perky tit and I felt her take hold of my prick one more time. Her body felt so good against mine. I felt a rush of energy well up inside me. But again, I let go of her and pushed her hand away.
I rolled off the couch and stood up. Kara didn't look ready to give up just yet but I couldn't give in. If she touched me again, pressed her lips against mine just one more time, I was a goner. I would give in right here.
"I said not yet. I'm not ready yet."
My sister let out a deep breath of frustration and lay back, resting her head on the arm of the couch. She brought her hands up to her chest and squeezed her tits together. In one final attempt, she looked up at me and asked with a sexy husk in her voice.
"Come on, don't you want to play with me, big brother?"
I couldn't help but laugh at her antics. She broke into a fit of giggles as well, which thankfully helped to relieve some of the tension in the room.
"Alright fine, I get it," she said and sat up. "But don't think I'm gonna stop walking around here half-naked and teasing you all weekend until I get what I want." She smiled.
"Deal," I laughed.
Kara stood up and headed for the stairs. "I gotta go get ready anyway. I'm meeting Lilly for lunch then some shopping. We will probably come back here later."
"Okay," I said. I couldn't help it, my eyes followed her firm ass all the way up the stairs until she was out of sight.
Kara left an hour later. I hung around the house the rest of the day, being lazy. I received several texts throughout the afternoon from the girls. Mostly photos of Lilly trying on different outfits and asking my opinion. Of course, I thought she looked sexy in everything that she put on.
They even sent me a couple of pictures of my sister in different outfits and dresses as well, again asking my opinion. She looked amazing of course and I told her so.
'Vbbbttt' my phone vibrated again.
"Okay, last outfit," said the text from Kara. Followed by a picture of the two girls standing together in...