We met up in the main living area, Cindy had just learned how to actually masturbate after standing by naked watching me fuck Courtney.
Cindy was still blushing like mad, “You won’t tell mom, will you?”
“I won’t if you don’t.” I told her.
“Deal.” Cindy said, extending a pinky.
I laughed and completed the pinky promise.
The drive back was full of small talk about sex between the two girls, occasionally asking for my input.
Mom was happy to see us and dinner went smoothly.
“Did you get Courtney all settled in?” Mom asked when we had finished eating.
“No, honestly we mostly enjoyed the hot tub, and each other’s company.” I told her.
“Cindy told me she got a new swimsuit, was it a one piece like I asked her to get?” Mom asked me, concerned.
Cindy glanced up at me in fear.
She had nothing to worry about. “Yeah, she and Courtney were wearing similar swimsuits. A guy could wish for more skin, surrounded by beautiful girls.” I grinned.
“Oh Tom, that is inappropriate. I am sure they both looked great.” Mother chastised me.
“I’m just teasing, they looked great.” I assured her.
“Now Courtney, don’t let Tom pressure you into anything.” My mother worried, “I tried to teach him to be a gentleman but sometimes I think I missed the mark.”
“Oh, I know he’s teasing. He respects my boundaries, and all I have to do is ask for him to back off and he does.” Courtney smiled at me. It was easy to respect her boundaries when they even included fucking other women. I didn’t think there was a single sexual thing Courtney had ever said no to, if not openly encouraging me to do to her. I don’t think she’d ever told me to back off either.
“And I hope the love birds behaved in front of you, Cindy?” Mom asked.
“Oh, yeah.” Cindy assured her, “They were great hosts.”
Mother seemed happy about that, as was dad.
After dinner we chatted for a bit before Courtney asked me to drive her home.
“I expect you back in a reasonable amount of time, young man.” My mother informed me, with a raised brow.
Good thing we had done that earlier.
As soon as the car left the driveway, Courtney turned to me. “Too bad Cindy isn’t at our university. She’d make a great addition to the harem.”
“You’d have me fuck my own sister?” I asked her, surprised.
“Why not? It’s not like you’d be having babies with her or anything, but you’d make a great first time for her and keep her out of trouble with other guys.” She stated. “Besides, you saw how she looked at your dick.”
“Yeah, it IS a good thing she is not at our university then.” I agreed. I really wasn’t sure how I felt about fucking my sister. She was cute and all, but there were some things that seemed like you shouldn’t cross that line.
We pulled into her place, and Courtney leaned over and kissed me. “Your mom said she wanted you back quick, so I will have to be fast.” And she undid my pants, pulled out my cock and started sucking it.
“Gods, I love how you suck my cock.” I moaned.
Courtney worked me down into her throat and did a trick she had learned about from Brittany. Brittany couldn’t deepthroat me, but she had friends that had been deepthroating since they were 14. She’d taught Courtney to hum while my dick was lodged in her throat. It was an amazing feeling, having her vibrating on my cock.
I did not last very long at all, and shot my load straight down her throat into her tummy.
She pulled off my cock when I was finished, and licked her lips before kissing me.
“See you in the morning!” And she walked into the house.
When I got home, I went up to my room. My parent’s room was on the other side of the house, with the empty rooms that had once held my sister, Melody, and my brother, Joseph or Joe as we called him. Right next to me was Cindy’s room, and as I arrived, I heard her in her room, moaning quietly.
I knocked on her door, and said “You may want to put your face in a pillow, if Mom hears you it won’t take her long to figure out what’s going on.”
I heard her scrambling inside.
She opened the door and snapped. “Get inside now.”
I stepped inside.
Cindy sat on her bed, and I turned on the light on her desk. Cindy was blushing profusely.
“You… you heard that?” She muttered.
“Obviously.” I informed her.
“You didn’t stay long enough to have fucked Courtney again.” She observed.
“A guy can only do it so many times a day.” I informed her. Talking about sex seemed easier, now that the ice had been broken, so to speak.
“Gods, how many times did you guys fuck today?” She gasped.
“Not that it’s your business, but three times.” I informed her.
“No wonder I needed to… rub another one out.” She muttered.
“Yeah, I used to jack off at least twice a day..” I admitted.
“So.. um… I know this is weird, but you said you could hear me… and you said something about a pillow?” She probed.
“Oh, I was just saying, you could either do it laying face down and put your face in a pillow, or just press your face into a pillow as you do it, and it will make it harder to hear you… um… moan.”
“Could you make sure I can’t be heard?” She begged.
“Sure, but you’ll owe me one.” I told her and stepped out as she laid back down on the bed, pressing her pillow to her face.
I could no longer hear her moaning outside her door or in my room. And after a minute I shot her a text, “Can’t hear a thing.”
She sent me back a thumbs up, and we went to sleep.
The next morning I went to get Courtney when I woke at 8:30. It was a little weird for me, sleeping alone and waking up alone. Courtney confirmed it was weird for her too. Luckily we didn’t have much time to brood on it as when we got back, Courtney offered to help my mom cock and they immediately were working away to make the rest of the Thanksgiving dinner.
I was told there wasn’t room in the kitchen and flopped on the couch in the living room.
Cindy flopped down next to me. “Mom and Courtney are stuck in the Kitchen and Dad is playing solitaire on his computer.”
I knew her well enough to know she had something serious to discuss. She was establishing that we were alone and could talk.
“You haven’t talked to me like this since I was in junior high.” I told her.
“You asshole, that’s because you replaced me.” Cindy told me.
“What?” I replied, seriously confused.
“We were best friends, we talked about everything, then suddenly, you wouldn’t tell me things and were always looking at other girls. What was I supposed to think?” Cindy replied.
“Cindy, I was just discovering girls. You were still in middle school, what was I supposed to tell you? I was watching porn and trying to look down girls’ shirts?” I asked.
“It would have hurt less.” She told me.
That was a shock.
“I wasn’t trying to hurt you, squirt.” I told her. “I was trying to not be a monster. I mean, what would you have done if I told you I was trying to see girls naked?”
She thought about it. “I don’t know.”
“Bullshit. You would have tried to show me your naked body. We both know it.” I told her.
“I might have tried to get my girlfriends to show you instead.” She defended.
“And that would have been better?” I asked.
“Probably not… though you might have helped them not be so easy for guys to get in their pants in High School.” She asserted.
“By getting in their pants in middle school?” I asked.
“Alright! I guess… I guess it was for the best. But I wish I had understood sooner… I.. I’m sorry about how I treated you after Nikki showed you the bitch she was.” Cindy told me.
“Nikki helped me learn a lot about how to please women and how to enjoy sex. But yeah, in the end she was just a slut.” I told Cindy.
“Yeah. Have you heard how she’s doing?” Cindy asked.
“No, I stopped following her before we even graduated.” I replied.
“Well, she has 3 kids by 3 dads, and she lost them all when she got caught drugged out in her car with her fourth man, her kids were in the back seat.” Cindy told me.
Part of me still hurt for the young woman she had been.
“She’s in jail on charges of Cocaine use, reckless endangerment, DUI, and Child abuse.” Cindy informed me. “So I think I can at least say I was right and she wasn’t the woman for you.”
“Where is this going?” I asked.
“I like Courtney, and well… I wanted to talk about yesterday.” Cindy told me. “I liked being there with you, and I don’t want her to dump you because you were doing things with your sister.”
“I don’t think you need to worry about that.” I told her, “If it wasn’t for Courtney encouraging it, I would have called it at the hot tub.”
“That’s part of what I like about her.” Cindy told me. “I wanted to get my brother back, and because she was willing to include me, it made me realize a lot of what I was mad about you for… might not have been your fault.”
“Oh?” I asked.
“Well, you said how easy it was to get around the filters… and well, dad had said he’d get an email if I so much as tried, and I’d be grounded for eternity.” Cindy confessed. “So I hadn’t even tried looking for things… But I looked up some stuff last night, so I know that any more than what we did would have been… incest, and that isn’t okay. But I really appreciate you going as far as you did. Then you helped me figure out how I could masterbate without getting caught… I owe you. More than just one. So if you ever need me for anything… just let me know okay?”
And with that Cindy threw her arms around me and hugged me tight.
I wasn’t sure about all that we had done, but I was glad to have my little sister back.