Learning to Flirt
Copyright© 2026 by Axad Artin
Chapter 4
Incest Sex Story: Chapter 4 - 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
Once the girls were gone, I sat down in one of the straight-back chairs along the wall and read. The playroom felt unusually empty; it was not a room I had ever read in. It was a room for having fun in. JJ and I had kept our toys in the playroom when we were kids. JJ had had an elaborate mini-kitchen when she was a little girl. As we got older and stopped playing with toys, Dad bought a pool table. He and I had played a lot of pool this weekend. Sometimes Mom and/or JJ would join in. Despite Katharine’s suggestion, I didn’t play pool now — I didn’t want the sound drawing Mom or Dad out of their bedroom.
Lots of laughter was coming from the kitchen. After ten or fifteen minutes, the girls came out with Katharine in the lead. She said to me, “Each girl will talk to you for five minutes. Let them drive the conversation. Let them ask the questions and discuss what they want to discuss. This is about them practicing flirting with you. And remember the rules.”
Laurie stepped forward and moved to the far side of the pool table. She was short — maybe 5’4” — and had blond hair, a shade or two darker than JJ’s. Her nightshirt was a light purple, which didn’t do much for her. She said, “Hey, Gabe. There was something I always wondered about you. You took classes from your dad, right?”
“A class every year.”
“You got great grades in those classes, right?”
“Yes.”
As I was much taller than Laurie, I had to look down to talk to her. The V-neck of her nightshirt showed a lot of chest skin. She wasn’t well-endowed, but it was like her tits were calling to me: Look at us! Check us out!
“I never heard anyone accuse your dad of favoring you. If anything, he was harder on you than anyone else. You earned those grades by working hard.” No one had ever mentioned this to me. I had to admit it made me feel good. “What was it like to be taught by your dad?”
I talked about what it was like to be taught by my dad. Laurie talked about taking an intro science class from him and how she liked him as a teacher. We talked about his teaching style. The whole time, I kept thinking: Don’t stare at her boobs. Don’t stare at her boobs. Then, mercifully, time was up. A pleasant conversation. If it had happened at a party, I would have enjoyed it, but not enough that I’d seek to have another one-on-one conversation with her later.
Laurie joined the line, and Giselle took the spot opposite of me. Her red hair tumbled down in curls onto her shoulders. She was very curvy, which the nightshirt brought out. Still, her face was her best feature, and her black nightshirt put the focus on that. She had a dimple in each cheek, lots of freckles, and looked 15 instead of 18. She had such an air of wholesome cuteness about her. She was quite short, a couple of inches shorter than Laurie, so I got a good look down into the V-cut of her nightshirt and enjoyed the view. Don’t stare at her boobs. Don’t stare at her boobs.
“Hi, Gabe.”
“Hi, Giselle.”
“You know, I don’t think I’ve ever talked with you before.” Giselle seemed uncomfortable. Was she shy?
“I don’t remember having talked with you, either.”
I waited for Giselle to say the next thing. I wanted to fill the silence in the conversation, but I remembered that Katharine wanted me to let the girl drive the conversation.
Giselle asked timidly, “What was the breed of your dog?”
“He was a mutt. My parents got him at the pound. He was about the size of a German shepherd.”
“We have two dogs. Dachshunds. They’re lots of fun.”
I was tempted to ask about her dogs, but I knew that wasn’t my role. Giselle finally asked, “What was your favorite thing to do with your dog?”
“To take him with me when I went to look at the stars. My dad and I would go someplace well away from buildings, so there wouldn’t be any light. He loved exploring new places.”
Giselle smiled. “Did he bark and jump around?”
I laughed at the memory. “Oh, yes. And he would race around whatever field we were set up in, smelling this tree and that rock.”
Giselle’s eyes lit up. She was amazingly cute. She straightened her back, and her big tits seemed to swell. Don’t stare at her boobs. Don’t stare at her boobs. “Did you take him on hikes or long walks?”
She got me telling Mr. Buttons’ story after Mr. Buttons’ story. Then I started feeling my eyes getting wet. Soon, tears were streaming down my cheeks. I had to stop. “I’m sorry. I still miss Mr. Buttons.”
Giselle took a few steps forward and hugged me. “It’s okay. It’s perfectly understandable that you’d still miss a dog that you loved.”
Tears kept pouring down my face. I was embarrassed about crying in front of so many people. “It was his time. He was in such pain at the end. He was a great dog, but it’s time for me to let him go.”
Giselle continued hugging me, pressing her head into my chest. “But you should never let go of his memories. He’s still alive in your heart, and he’s still bringing you joy.”
I patted Giselle lightly to express my thanks for her support. She held onto me, giving me time to stop crying. After a while, she looked up at me to see how I was doing. She smiled at me and asked, “Feeling better?”
“Yeah. I’m sorry I interrupted your flirting practice.”
“Don’t think anything of it.” She hugged me harder, putting her head against my chest. I wrapped my arms around her back. “A guy being honestly emotional really appeals to me. If you went to the same college as me, I’d definitely be looking to get to know you better.” Giselle leaned back to look up at me. “That, and you’re good-looking, and several of my friends tell me you’re a very nice guy.” She smiled at me, which tore a hole through my heart. “I think I’ve done enough flirting for now.”
Giselle moved back into line. Katharine wiggled her finger at me and said gently, almost mockingly, “Remember the rules. You aren’t supposed to hug anyone.”
I smiled at the ridiculousness of her comment. “Okay. I’ll do better from now on.”
Giselle called out, “I liked the hug!” The girls behind Katharine laughed.
I wiped my eyes with my shirt sleeve. I took a deep breath and said to Katharine, “I’m ready for Valerie.”
Katharine said to Valerie, “You go.”
Valerie moved opposite of me, doing a jump stop into place. She was tall, only two or three inches shorter than my six feet. The gray of her nightshirt suited her — she was a big, tough girl. She had short, dark brown hair. With me looking straight into her face, I hoped I wouldn’t be tempted to look at her boobs. But she was definitely braless; her good-sized tits wobbled against the material of her nightshirt. And her nipples were sticking out like gumdrop candies. Was she cold? She might be that cold if we were in a meat locker. I was more distracted by her tits than Giselle’s.
“Hey, Gabe,” she said confidently. “I hear you wanted to be an astronaut when you were little. Are you still thinking of doing it once you become a doctor?”
“I’ve looked into it. I’d love to be an astronaut, but I’ll have a boatload of debt once I get out of residency.”
“What kind of physical shape would you have to be in to become an astronaut?”
We talked about what it would take for me to qualify for astronaut training. She stood closer to me than the other two girls had; kind of on the edge of socially acceptable closeness. More enjoyable than talking with Laurie, but not as enjoyable as talking with Giselle.
Katharine ended my conversation with Valerie and moved to the other end of the pool table. “Hi, Gabe.”
I couldn’t help smiling at Katharine. I liked her. “Hi, Katharine.”
“I wanted to thank you for making the time to do this workshop. I’m sure you’re crazy busy with your studies and probably brought a ton of homework home with you.”
“Not a ton, but I do have homework this week.”
Katharine moved closer to me. “It’s kind of inspiring to me that somebody I’ve known for years, the son of one of my school teachers, is going to be a doctor someday. I’m sure you’ll be a great doctor. I love how humble and grounded you are, even though you’ll be making a lot of money in the not-too-distant future.”
I hadn’t been expecting this kind of praise. I looked down and shuffled my feet. “Thanks.”
Katharine grabbed my upper arm and turned me toward the other girls. “That’s how I typically flirt with a guy. I pump up his ego.” Katharine let go of my arm and stepped forward. “The thing with that type of flirting is that I learned nothing about Gabe. We all wear masks, and I played to Gabe’s mask as a pre-med student from my hometown. I stayed behind my mask the whole time. That leads to very shallow relationships. Which is fine for me, as I love shallow, disposable relationships.” Katharine gestured toward Giselle. “But I don’t think that’s what you want.” Giselle nodded. “So, what I’m trying to teach tonight is to use flirting techniques to get the guy to lower his defenses, and then to use conversational skills to get behind his mask.” The girls nodded. “I’ve learned more about Gabe during this round than I’ve learned in years of flirting with him.” Katharine moved to her normal spot while beckoning JJ to come forward. “JJ will demonstrate what you’re to try for in the next round.”
JJ moved into position. “You’ve told me that you went on a ski trip with some friends last Christmas break. Where did you go?”
I started talking about my ski trip with Tracie and some of her friends. As I considered a lot that happened on the trip to be personal, I was far less open this time. But JJ was able to keep the conversation going. JJ was more animated this time as she listened and talked, giving a stronger impression that she enjoyed talking to me. When I talked about skiing with one of Tracie’s friends for a few runs, JJ said, “I like a guy who can make friends so quickly.” When I talked about snow tubing, JJ said, “I’d love to go tubing like that sometime.” The way she said that sounded like it was a big hint for me to ask her to go tubing sometime. When I talked about us playing games in our rooms as we couldn’t go to a bar, JJ said, “I’d be fine with passing up the bar too but would have preferred a long walk through the snow.” Again, it sounded like a hint to ask her to go for a long walk through the snow sometime.
It was weird talking to JJ like this, as a potential date instead of as a sister. I started looking at JJ that way. With her blue eyes and blond hair, she was just as pretty as Katharine and Giselle. She was an odd mix of shy innocence and Katharine’s flirty brazenness. She was letting me know she wanted to go for a long walk at night sometimes with me, but, unlike Katherine, she didn’t have any experience going for a long walk at night with a guy.
Katharine ended our conversation with a simple, “Thanks, Gabe. You were quite the gentleman. We’re going to the kitchen and talk things over. Stay here. When we come out again, you’ll have the exact same conversations. Please try to act like you did the first time.” Katharine turned toward the girls and shooed them toward the kitchen. She asked me over her shoulder, “Do you know what a gentleman is?” When I didn’t answer, she added, “Someone who tries not to be obvious when he stares at a girl’s boobs.” All of the girls laughed. Katharine winked at me. I could feel my face get hot. I was sure I was bright red.
I thought about what Katharine had said while the girls talked in the kitchen. I felt like a big reason why I had burned out on hookups was that I could never drop my mask during them. After the weekend was over, we’d go back to being fellow students. I would have never cried over Mr. Buttons during a hookup for fear that the story would have been shared with every pre-med student. I couldn’t even say which pre-med guys I didn’t like because the girl I was hooking up with could be hooking up with them the next weekend.
I thought about my talk with Giselle and how she had torn a hole in my heart. I realized it was because I missed having a girlfriend that I was very close to, who’d tell me that everything’s okay when I’m down. There were so many times when I was down, but I always hid that from everyone. So many times when I questioned if I wanted to keep doing pre-med, or if all the sacrifice would be worth it in the end. JJ was the only person around whom I let my mask down, and then I let it down only so far.
The second round was much like the first. Same order, same conversations. There were a lot of minor changes though. The girls complimented me more. When Laurie talked to me, she said, “I like guys with integrity” and “Guys who everyone respects really appeal to me.” Giselle said something similar, “I much prefer to date someone who’s a dog lover.” When she said, “I’d love to go along when a guy takes his dog on a long walk,” I was tempted to say, “I’ll be taking Bart for a long walk tomorrow night.” What Katharine taught them wasn’t a straight out “I like you”, but I as a guy couldn’t help connecting the dots while giving the girl plausible deniability. If I rejected Laurie’s advances to me (the likely outcome), there’d be no loss of face, as she never came right out and said she liked me.
Valerie started doing something similar. Again, she stood closer to me than the other girls and did little things to emphasize that she was braless. At one point, she said, “I’d like to go for long walks with a guy who’s keeping in shape. Like you.” She then twisted while lifting her nightshirt to show me a butt cheek. “I want to keep this firm.”
I laughed, turned to Katharine, and said, “She’s being so over the top that if we had been alone, I would have thought seriously about testing how firm her glute is.”
Katharine made an unhappy face and then stepped forward. “Valerie, what I’m trying to teach here is how to use your conversation skills and your body language to grab a guy’s attention. Once you have his attention, he’s going to check out your physical assets.” Katharine moved next to me and turned so she could talk to both Valerie and the other girls. “But this brings up an important point. A guy should never touch your breasts, butt, or crotch without your permission. There is nothing that you can wear, say, or do that makes it okay for him to do so. But guys will still do it. And when they do it, it’s really important to take control of the situation immediately. Valerie, go back in line.” Valerie moved back in line and Katharine moved to where she had been standing. “Gabe, when I say what Valerie said, I want you to test how firm my glute is.”
Holy shit! Katharine was asking me to squeeze her ass? Good god! How many guys in my high school had dreamed of doing that?
“I’d like to go for long walks with a guy like you who’s keeping in shape.” She did the same twisting and lifting of her nightshirt. “I want to keep this nice and firm.”
I reached forward and gave her butt — that I had lusted for mightily a little earlier — a good squeeze.
Katharine grabbed my hand and pushed it away firmly while saying in an even tone, “Gabe, I’m not ready to let you do that. Maybe someday when I know you better, but today is not that day. I’ll let you know when I want you to do that.” She didn’t step back, but instead firmly stood her ground. “How did that make you feel?”
I thought for a moment about the impact of her words on me. “That I had done wrong; that I had overstepped. You still liked me, and if I did the smart thing and apologized, there was a chance you’d give me permission someday to do that.”
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