Learning to Flirt
Copyright© 2026 by Axad Artin
Chapter 5
Incest Sex Story: Chapter 5 - Gabe's sister starts flirting with him and one thing leads to another
Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa Consensual Fiction Incest Brother Sister Oral Sex
The girls came out, and Laurie assumed the position. What she slipped into her conversation was that she wanted a guy who would do fun things with her, like go to the movies and play party video games. Giselle was up, and what she wanted was a guy who wanted a long-term relationship where he spent a lot of time hanging out with her. I wasn’t surprised. Valerie wanted a guy to have fun with while keeping their relationship secret from her parents. Valerie’s “fun” to me had little in common with Laurie’s “fun”. The one big change in behavior was that the girls did things with their hair as they talked to me: fluffing their hair, running their hands through their hair, tossing their hair, playing with their hair, chewing on their hair.
When Valerie and I were talking, I went to grab her ass. She saw it coming and twisted slightly so I could get a better angle. She did her speech and then continued on. I peeked at the girls to see what they thought of us. I could see JJ standing behind the rest of the girls with her arms crossed. She looked very unhappy.
When Valerie was done, JJ didn’t give a demonstration this time. The girls went back into the kitchen, and I closed my eyes and relaxed. I was worn down and wanted to regain my energy for the next round. I let my thoughts drift for a while, and they kept coming back to the image of Katharine and JJ on the stairs. To get that off my mind, I considered the girls in the workshop. Laurie was nice but didn’t excite me. Valerie made me feel guilty. Showing a sheltered virgin the joy of earthly pleasures was very appealing, but we had nothing in common besides the desire to make out madly, and I didn’t want to be the guy who goes as far as he can with a girl and then leaves with no intention of seeing her again. I liked Giselle. I felt like she was the opposite of Katharine; someone who didn’t have much of a mask. But I didn’t see anything happening between us. I had the feeling that she was looking for strictly a long-term relationship, so she’d pass on me. She was more of a nice fantasy than a serious interest.
And then there was Katharine. My, oh my, Katharine. I had a major crush on her my senior year of high school. Her every visit to our house had been sweet torture. I had kept waiting for her to give me a sign that she was interested in me, that I wasn’t just the guy she flirted with before she started studying with JJ. But she never did. This evening reminded me why I had always been in lust with her. She was the same as she had always been - gorgeous with this immense presence. I was happy to spend time with her again. But I no longer had a crush on her. I thought about why. What I eventually came up with was that Katharine hadn’t changed, but I had. I was no longer a small-town boy enraptured with one of the prettiest girls in school. I was a pre-med major now. Pre-med was my universe. I spent almost all of my time in my pre-med classes, studying for my pre-med classes, or talking with my pre-med friends about our pre-med classes. Katharine wasn’t a part of my pre-med universe, so she didn’t fit into my life. Her beauty and presence didn’t touch me anymore; there was now a distance between us that hadn’t been there in high school. She was now akin to an actress on a movie screen; I admired her beauty and presence but knew it wasn’t for me.
Also, she had said a couple of things that made it clear she wasn’t the type of girl I wanted to date. Despite the years of us flirting, I didn’t know much about her beyond that she was an expert at pushing my buttons. Tonight, she had come across as so smart, so knowledgeable. Then I remembered JJ telling me that if she were to date one of my friends, they’d be disappointed with her as they only saw what she wanted to show them and not the real her. Would Katharine keep her mask up if we were to date this week? Probably, I realized. Suddenly, dating Katharine was much less appealing. If anything were to happen between us, it’d be a shallow bit of frolicking. Still, it’d probably be damn awesome shallow frolicking.
How would this workshop change my relationship with Katharine? I saw her regularly because she was JJ’s best friend. I couldn’t picture her acting significantly different than she always had. She’d return to being someone I enjoyed flirting with, to being my favorite sex fantasy, and to being someone I’d never seriously consider as a girlfriend.
What about JJ? If she wasn’t my sister, where would she fit in compared with the other girls? I had a more complete relationship with JJ. Katharine had been totally right when she said that sex and cheerleading were important to me, but being my best friend was the most important thing to me. JJ was already filling the female best friend role. We talked a lot about school and my friends. She was good friends with my best friends. She had all the traits I admired in a woman - attractive, smart, hardworking, and excelling in a difficult academic field. She spent enough time with pre-meds to understand the pre-med life and to talk the pre-med talk, but she wasn’t feeling the pressures that pre-meds felt. She was enjoying excelling in her classes and shared that joy with me and my friends. And if she hit a little hiccup, she wouldn’t crash and burn in Engineering. She’ll be there for the distance. She’s the one female I’d feel safe building my life around, even if it was a modest sibling relationship.
I was still shaken by how much I had wanted her when she was on the stairs. Had my subconscious known it was JJ? Had I been lusting for my sister for a while, and because I could justify not recognizing her, my mind went wild with sexual fantasies about her?
Would this workshop change my relationship with JJ? I had been impressed by her performance. She had demonstrated a conversational agility I hadn’t known she possessed. I hadn’t looked to her for an interesting conversation, but I would now. This workshop would give us a special memory, an additional bond, and a pleasant secret to re-share. I could see us discussing it in the future when it was only the two of us, comparing things that just happened to what happened during the workshop. This workshop really opened my eyes to what an attractive woman JJ was.
I really liked my sister. I was glad she spent a lot of time with me and my friends so far this year. I almost wished JJ wasn’t my sister.
Katharine led the girls out, saying, “Last round. Each conversation will be ten minutes. Each girl will use both topics she discussed with you earlier and in general use everything they’ve learned tonight.”
Discussing the same things over again didn’t make for the most stimulating conversation, but it was interesting to see the improvement in their flirting. Surprisingly, Laurie was the best flirter of the three. Giselle was the one I wanted to date the most, primarily because of how cute and sexy she was. I didn’t try to grope Valerie this time. I didn’t think I could surprise her, and the recollection of the unhappy JJ deterred me.
And then it was over. Katharine said, “Each girl would like to thank you, Gabe.”
The girls were in a line, so I stood in front of Laurie. She said, “Thanks Gabe for a great evening.” She gave me a brief, friendly hug. “I really enjoyed talking with you.”
“I enjoyed talking with you too. It was good to get to know you.”
I moved in front of Giselle. She hugged me right away. “Thanks for doing this. This did wonders for my confidence. And it was a blast.”
“I had a blast talking with you.” Giselle ended the hug and stepped back.
I moved in front of Valerie. She said, “My eighteenth birthday was two weeks ago, and this was the best birthday present ever.” She hugged me and said quietly to me, “I’d love to see you some more this week.”
“You were a lot of fun to talk with.” Valerie stepped back into line.
I said to the three girls, “Thanks for being such pleasant company. This has been the most enjoyable evening I’ve had in a long, long time.” I turned to Katharine, who had moved next to me. “And thanks for asking me to participate.”
“Let me thank you for doing such a great job.” Katharine kissed me, her warm lips pressing firmly against mine. My arms automatically went around her. After a few moments, she pushed her tongue against my lip and then gently into my mouth. I was too surprised and overwhelmed to do anything. Katharine pulled her tongue back, held the kiss for a second more, and stepped back, leaving me partially stunned. She smiled at me and said, “We’re going to keep talking down here. Go up to bed.”
I nodded, shook my head to clear it, and walked over to the stairs. I gave everyone a final wave goodbye and headed up.
Once in my room, I got naked. I grabbed some baby lotion and a tissue and started stroking my mostly hard cock. It quickly reached full attention, and stroking it felt much better than normal. I thought over the things that happened tonight, and I came quickly. The thing I was thinking about as I came was Katharine and JJ on the stairs.
My alarm went off at seven the next morning. I could have slept later, but I had promised my parents I’d help make breakfast. I got dressed and headed downstairs.
When I moved off the stairs, I could see my parents cooking in the kitchen and the five girls slowly waking up in Mom’s office. They were all dressed in nightshirts that were much longer, looser, and thicker than what they had worn last night. I decided to cut off Valerie from trying anymore to get me to ask her out. I walked over to where Valerie, Laurie, and Giselle were lying on the floor, got down on my haunches, and said, “Katharine asked me to participate in her workshop to make a special evening for Giselle. She didn’t do it so I could hit on any of you. I feel like you all made yourselves vulnerable to me last night, and for me to try to go out with one of you would be taking advantage of that. So, I won’t ask for anyone’s phone number nor will I give out mine. Thanks again for a fantastic time.”
I got up before they could react and joined my parents in the kitchen. They were cooking scrambled eggs and bacon. I took over the cooking so they could eat. Once my parents finished eating, they took off. The girls came in and took over the dining room table. Valerie looked unhappy. Katharine gave me a sly grin and a wink. I served them eggs and bacon. I then cooked an omelet and ate it next to the stove. During that time, I’d occasionally make eye contact with one of the girls. They always smiled at me and returned to their conversation. The flirting workshop was already a happy secret; a pleasant memory that was never to be discussed.
At nine, I came down the stairs. Katharine was at the door, talking with JJ. A quick check revealed she was the last girl to leave. Katharine gave me a quick wave, said goodbye to JJ, and then was out the door.
I said to JJ, “You don’t have to go over to the Harringtons’. I’ll take care of everything.”
“No. I want to go.”
“Okay. Change and we’ll go.”
We got in my car and drove over. I asked JJ, “How much sleep did you get last night?”
“None. All of us girls talked for a while, and then Katharine and I talked after the rest went to sleep. I’ll crash when we get back.”
“What did everyone think of the workshop?”
“They loved it. Giselle was feeling lost at college, a small-town girl at a big school. Like me, she’s having a tough time making friends. And then her long-time boyfriend dumped her. She was feeling down, and now she feels much better.” I was glad to hear that. “Valerie was very disappointed when you announced you wouldn’t date anyone. She had already talked with Giselle about providing cover when she spent time with you.”
I wasn’t too surprised by that. Had I made the right decision? I thought so.
“Last night, the other girls talked about what they are looking for in a boyfriend. What are you looking for?”
JJ took a big breath. “I’m like Katharine in some ways but not in others. Katharine wants a boyfriend who’ll let her do whatever she wants and who trusts her to make things okay. I’m very much like that. I feel like I’m growing a lot at college, and a large part of that is because Katharine talks me into doing things I’m uncomfortable doing. My social skills and self-confidence have improved dramatically. I want the freedom to keep doing new things, to change and grow.”
“Okay.”
“I can tell you’re interested in Katharine. If you dated her, could you handle allowing her to do whatever she wants?”
I thought for a bit. “I like Katharine, but I don’t see us dating. There isn’t enough time for us to date now. When Dad gets off work Wednesday, we’ll be spending the rest of our time home with family. That means I’d have at most two and a half days to be with Katharine. And then I’ll be back at college with finals coming up soon.”
“If you had a chance at dating someone like Katharine at college, could you handle allowing her to do whatever she wants?”
I frowned. “There’s no one like Katharine. Everyone is unique, and she’s more unique than most.” I thought for a bit. “But I can see letting my girlfriend at college do whatever she wants to a certain degree. I spend so much of my time studying that she’ll have to have a life of her own. But when it comes to the weekend, I’d expect to be her top priority, and she’d be mine.”
JJ nodded. “Katharine doesn’t want a serious relationship. She’s not looking to fall deeply in love or be heavily committed. When it stops being fun with a guy, she moves on to the next. I convinced her that when she got to college to slow down, date a few guys to figure out who she wants to commit to, and then try to make that relationship work. Now she’s dating three guys at the same time while flirting with a few more.”
I laughed. “She’s repeatedly punching the ‘dating three guys at once’ square on her lifetime achievement card. Very impressive.”
“I think she’s much happier just dating. She likes having fun with lots of different guys. I’m the complete opposite of that. If I date a guy, I want us to fall quickly in love and to be totally committed to each other. Where are you on that scale?”
“I’m at the same end as you.” Thinking of Katharine made me shake my head. “It’s so surprising to me that you’re best friends. I see you and Giselle as having more in common.”
“When I was struggling, Katharine saw in me what I could be. No one else did. And she helped me become the person I want to be. We forged a bond over the last year that I’ll never have with anyone else. I can tell Katharine anything, and she can tell me anything. No judgment, only support.”
“Wow. That’s great. I’ve never felt like that with any of my male friends.” But that didn’t answer my question. “But what do you have in common? What do you talk about?”
“Boys.” JJ laughed. “I’ve been raised to be a good girl. If I were best friends with Giselle, we’d have pleasant conversations about how our very proper relationships were going. But Katharine knows I have a bad girl streak in me. So, my talks with Katharine about boys are completely different from what I’d have with Giselle. Katharine is always telling me about what bad things she’s doing with boys, and she’s always pushing me to do crazy things.”
“And you do the crazy things.”
“Yeah. It’s like when Katharine dares me to do it, I can’t resist the dare.” She thought for a moment. “Doing the crazy things makes me feel so alive. But Katharine has to dare me. If I were to do a crazy thing on my own, I’d just feel stupid.” JJ suddenly changed the topic. “Why not go out with Valerie? You don’t have anything planned for the next few days, and she seemed totally up for a brief, hot fling.”
“Because I’m looking for something long-term. I’m looking for something where I could be me. With Valerie, it’d be all about making out, and, as Katharine said, I’m looking much more for a best friend.” I had another thought. “I think we’d both be disappointed if we dated. I don’t see us having that much in common, and the date wouldn’t live up to the magic of last night. This way, we’ll always have what might have been. Same for Giselle and Laurie.” I thought about JJ and my friends. “I can see now why you don’t want to date Dimitri, Rob, or Jason. You’ve had enough fun with them that there’s a certain magic in those relationships, but it’s so hard to have a happy romance when you’re pre-med, so you’d be disappointed if you actually dated them.”
JJ’s phone played its message-received music. JJ picked it up and read the message. “It’s from Katharine. Giselle is very glad you told Valerie you wouldn’t date her as she was very uncomfortable about Valerie pressing her to provide cover.”
“Okay. That’s good. I liked Giselle, and I’d rather make her happy over Valerie. I was impressed at how she handled my crying over Mr. Buttons.”
“Giselle is a super-nice person.”
JJ told me Giselle stories until we arrived at the Harringtons’ house. They had a ten-foot fence around their big backyard and an eight-foot gate in their driveway. I pulled into their driveway, pushed the remote to make the gate open, and then drove around to the back and parked outside of their garage. We got out and walked around the corner to their covered porch, which was thirty feet wide and twenty feet deep. The right side of the porch had a door that led into the kitchen. The middle was patio furniture. On the left was a hot tub. To the left of the hot tub was a door to the master bedroom.
I had spent many an evening on this porch. Dr. Harrington’s youngest son, Rand, was my age. We had been on lots of sports teams together when we were young. During those years, my family had regularly come over, and Dr. Harrington would grill us dinner while Rand and I had taken turns throwing a tennis ball for Bart to fetch. During my high school years, I had continued to visit regularly. Rand and I would talk about being pre-med majors and eventually doctors. Rand was now studying pre-med at a prestigious private university.
I said to JJ, “Dr. Harrington is why I’m going to be a doctor.”
“Did he say something that inspired you to be a doctor?”
I smirked. “Actually, he tried to talk me out of going pre-med. Mom arranged the talk. He told me that it’s long hours, insurance companies make your life hell, and the money isn’t what people think because of all the debt racked up in getting through college and med school.”
“So, what was it if it wasn’t something he said?”
JJ unlocked the kitchen door, and Bart came charging out. As Bart was twelve, his charge wasn’t as fast as it used to be. He went straight to me, and I started petting him. “Who’s the good boy? Who’s the good boy?”
As I was petting Bart, JJ went into the house. I’d spend the stay in the backyard with Bart as JJ took care of everything in the house. I knew she’d disarm the alarm, mix some meds into Bart’s dog food, set that down for him, and then go water some plants.
After a few pets, Bart jogged off to do his business. It was a brisk morning, so Bart wouldn’t want to stay outside too long. He came back for some more pets, and then he went off to make sure the backyard smelled the same as yesterday. I smiled as I watched him. The autumn air smelled good to me.
JJ came out and said to me, “So what did Dr. Harrington do to make you want to be a doctor?”
“It wasn’t what he did. It’s how everyone treats him. Everyone respects him and looks up to him. Dad’s GPA as a pre-med major was just a little lower than his, and Dad doesn’t get any professional respect in comparison. When I was a little kid, I could see the difference in how people treated Dr. Harrington and Dad. I want people to treat me like they treat Dr. Harrington.”
JJ walked over to the hot tub. “Did they drain the water before they left? Or might it freeze tonight?”
“I doubt they’d drain it for a week’s vacation.” I grabbed the top and started lifting it off. “The water is probably heated and kept circulating so it won’t freeze.” I eventually got the top off and stuck my hand in the water. “It’s warm.”
JJ stuck her hand in too. “It is. Feels nice on a cool morning like this.”
Bart came back. I gave him some more pets. “You ready to go inside, boy? Have you had enough fun outside for now?” I’d come back this evening and take him for a walk.
Bart walked to the kitchen door. I let him in, following behind. I looked up at the security camera. There was a camera inside at every door and several outside covering the door. There wasn’t one on the covered porch. I turned on the alarm, went outside, and locked the door. I turned to see JJ standing in front of the hot tub, looking at it.
I joined JJ in front of the hot tub. “At night, Dr. and Mrs. Harrington like to wind down in the hot tub and then slip off to their bedroom.”
“It looks inviting. Have you been in it before?”
“A few times with Rand.” We had spent the whole time fantasizing about which babes we’d want in the hot tub with us. “Have you ever been in a hot tub?”
“No.”
“They’re nice for relaxing and talking. At least this one is. It’s really big.” It was about fifteen feet wide, eight feet across, and over four feet high. “It’s a swim spa. Mrs. Harrington can use it for swimming workouts as it has jets that create a current strong enough that she swims in place. But it’s also got seating and other hot tub features.” I was curious as to what JJ was going to do. We’d been taking care of Bart when the Harringtons were out of town since they got this three years ago, and she’d never exhibited any interest in it. Why now?
JJ splashed her hand in the water a few times. “I’d like to go in,” she said with a lot of longing in her voice. “It’d be nice to relax for a little bit before heading home to sleep, but I don’t have a suit.”
If she really wanted to go in, I wouldn’t stop her. “You could get in naked. I wouldn’t look.”
“Is there some way we could talk comfortably without you seeing me naked? Maybe you could sit in a patio chair?”
“You could turn the jacuzzi jets on. They generate a lot of bubbles. I won’t be able to see under the water.” JJ gave me a questioning look. “Try it. If you don’t think the bubbles provide enough coverage, I’ll sit in a patio chair. But I’d rather be close to the warmth of the hot tub.”
“How do I turn on the jets?” I showed her the controls. “Okay. Turn your back.”
I turned away from the hot tub. I heard JJ shed her clothes, get into the hot tub, and start the jets. I asked, “What do you think?”
“I think this is fine.”
I opened the duffel bag full of towels the Harringtons kept next to the hot tub. There was a padded bench on the sides of the hot tub next to the house so people could sit on the bench and dangle their feet in the water. JJ’s clothes were on that bench, and I tossed a towel on top of them. It would be chilly drying off and changing back into her clothes.
In the corners of the left side of the hot tub were two seats. JJ was slouched down in one of the seats, so her boobs were underwater. I couldn’t see them because of the bubbles. JJ had her arms along the edge of the hot tub. She had a contented smile on her face. “This feels wonderful. Very relaxing.” I was envious.
I stood next to the hot tub, close to JJ but facing the far end. If she sat up suddenly, I shouldn’t be able to see anything. I had never been with JJ when she was naked before. I wouldn’t try to see her naked, I didn’t think she’d let me see her naked, but, honestly, I’d be fine with seeing her naked. I had seen her show off her body twice to Dimitri, and nothing awful had happened. After seeing her on the stairs last night, I wouldn’t mind seeing more. Also, I was curious about what JJ was going to do now that she was naked in the hot tub.
JJ asked languidly, “Am I your best friend?”
“What?”
“Am I your best friend?”
Her question was so out of the blue that I wasn’t sure she had really asked it the first time. I thought it over and said, “You’re my best female friend.”
JJ swept her hands through the water a couple of times. “I’d say you and Katharine are both my best friends, but in very different ways. You’re the more relaxing one to be with. With Katharine, she’s always pushing me. We’re pushing each other, actually. With you, it’s about having a good time. I learn a lot from you, but you never push me to learn. I feel safe doing daring things around you.”
“Like getting naked in a hot tub?”
“Like getting naked in a hot tub. Now, I’m glad I did it. Am I your best friend of either gender?”
This question made me uncomfortable. I didn’t want to think about whether my sister was my best friend or not. Sisters weren’t supposed to be best friends. Still... “I’d say you’re my best friend.”
“Are you getting cold standing there?”
I shrugged. “It’s not all that cold.”
“It’s a lot warmer in here. Why don’t you join me?”
JJ relaxing in the warm water had looked appealing. “Sure. Don’t look.”
JJ put her hand over her eyes. I got another towel out of the duffel bag, stripped down, and got in. The hot tub had underwater ledges for sitting on the long sides, and I sat down on one on the far end from JJ. I couldn’t see JJ’s boobs as she was in the water up to her neck.
JJ said, “Come closer.”
I moved to the end of the ledge closest to JJ and angled away from her. She asked, “You okay?”
“I’m fine. As you said, the water feels good.”
We sat contentedly for a while. There was no rush - Mom and Dad wouldn’t be home for hours, and I had nothing planned for the day. Maybe some Christmas shopping.
JJ asked, “Do you ever get jealous when I flirt with your friends in front of you? Katharine once said that you complained about my flirting with them because you were jealous.”
“No. It bothers me that you come over to see me and then barely talk to me.”
“I was always talking to you when I flirted with your friends. I told them all the news I had. I didn’t see any point in telling you too what I had told them.”
I could see her point, but it still annoyed me that I had never been the person she had talked to. “Were you jealous last night?”
“In a way. I got angry when Valerie showed you her butt. I didn’t like how aggressive she was with you. She was invited to learn how to flirt, and she was only invited because Giselle wanted company while learning how to flirt.”
“So, you weren’t jealous of Giselle, Laurie, or Katharine?”
“No.”
“I did a lot more with Katharine than I did with Valerie.”
JJ laughed. I was tempted to look at her, but I was afraid I’d accidentally see her boobs, so I continued looking at the other end of the hot tub. “I knew Katharine wasn’t serious. She’d talk with me before she did anything serious with you.”
“And she didn’t?”
“You’re out of luck with Katharine.”
I wasn’t surprised. A little disappointed, but not much. “I groped Valerie and Laurie so they could practice handling those situations. Had you wanted me to grope you?” Had my sister wanted me to squeeze her tits or ass?
“Yes and no. I’d like to practice handling those types of situations, and if it had been just Katharine there, I would have asked you to. But not in front of the other girls.”
“I don’t know if I’d be comfortable doing it in front of Katharine. You trust her not to tell anyone I groped you?”
“Absolutely. She’s a great best friend. One reason I’ve been slow to make friends at school is that I spend so much time communicating with her. The one time in our friendship we didn’t have much to talk about was when I was dating Brett. I didn’t want her talking me into doing anything crazy with him, and she seemed uncomfortable hearing about how happy Brett made me. Our conversations were very superficial during that time. But if I had a secret boyfriend like you suggested on the drive home, I think that wouldn’t affect my friendship with Katharine. She could still talk me into doing crazy things with guys other than my secret boyfriend.”
“Secret boyfriend? I wasn’t serious when I suggested that.”
I heard JJ move off her seat. A few moments later, she was floating in front of me with the water at her neck. The bubbles did cover up her body below the surface, but I could faintly make out some skin. I knew her breasts were floating bare a few feet away from me. JJ reached forward, grabbed my hand, and pulled me forward. I moved off the ledge and was now in the center of the hot tub with JJ. The water was about four feet deep here. I bent my knees, so my head was just above the water. JJ and I were now about two feet apart. I couldn’t see anything, but I knew that we were so close and naked.
“Let’s practice you groping my boob.”
“We’re naked!”
“So what? No one will know. And if we don’t practice it now, we may well forget to practice it later.”
I was torn. I knew I shouldn’t do it. But JJ had made a good point for doing it now. And even though it was wrong for me to feel up my sister, I did want her to have the practice of handling that situation. Was feeling her up while she was naked all that worse than feeling her up dressed?
“Okay. Let’s do it.”
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