7

I had dated before Thanksgiving, but not seriously. After Thanksgiving, I found a steady girlfriend for the rest of the school year.

That Christmas, all of my dad's family came to our house. Most of Christmas Eve and Christmas Day, Karen and Grandma cooked with the assistance of my three aunts. I hung out in the kitchen and helped when I could. My aunts told lots of stories of learning to cook from Grandma. None of my cousins spent any time in the kitchen.

All of my family from both sides came to see me graduate. They sat in uncomfortable seats for three hours to watch the few seconds it took me to walk across the stage. I could hear them cheering the whole time I walked, and it made me almost cry. I loved my family.

Terrence and I got jobs working at the same corporation we had worked as interns/movers. Terrence got a job in the Marketing group. Michael was his champion, and everyone agreed that Terrence had done a great job in a poor situation. I got a job as an Assistant Project Manager. Someone I had played hoops with at lunch had taken a liking to me and had given me a chance. He told me, "I won't be afraid to give you any of the grunt work that comes up." Terrence and I got an apartment together. We had picked up a surprising amount by osmosis, so we were able to hit the ground running when we started our real jobs.

Karen crafted like crazy when she got home for her first summer. We continued to spend every other Saturday with Grandma, learning to cook. Now that I was cooking my own meals, I tried my hand a lot more. I'd never be a great cook, but I was better than any girl I dated.

The next summer, Karen had a boyfriend. They alternated visiting each other on the weekends. He visited on the weekends Karen spent with Grandma, so he took over my videoing duties. I'd come over for Saturday dinner and Sunday lunch. Every meal, I'd look at her boyfriend and think You're dating a girl who looks like that and cooks like this, and you don't fucking get down on one knee and propose? You're an idiot.

They broke up in October.

During the Spring semester of Karen's junior year, Grandma started going in and out of the hospital. That summer, the doctors told my parents there was nothing more they could do. My parents moved Grandma into their bedroom, and they moved into my old bedroom. Karen cooked all of Grandma's favorite recipes, and the house was always full of the wonderful smell of Italian food. When people came to visit Grandma, we gave them food to take home. They'd cry more when we handed them the food than when they had been visiting with Grandma.

Eventually, all of my Dad's family arrived. A lot of us were in Grandma's bedroom, including Karen. Grandma said weakly, "Karen, come here." Karen sat down next to Grandma. Grandma took her hand and said, "I'm so glad I was able to teach you so much." Then Grandma closed her eyes and stopped breathing.

* * * *

A few weeks before the next Thanksgiving, Karen called me. "I'm really looking forward to seeing you at Thanksgiving. Why don't you stay at Mom and Dad's that weekend?"

I wondered...no. It had been over three years. Karen had moved on. Still... "Sure I can do that."

I was dating a girl named Janice who was half-Japanese and cute as a button; smart, funny, and always up for adventure. She spent a lot of nights with me. I'd cook dinner, and then she'd sleep over. She had hinted a few times about living together, but I wasn't interested in getting that serious. Sex with her was frequent and good, but unmemorable.

I could remember every time Karen and I had played the game; what she wore, what we did, and where we did it. I had made a cryptic list on my computer in case the details ever got foggy, but they never did.

* * * *

I worked a half-day the day before Thanksgiving, then went over to my parents. Thanksgiving was the one day of the year my mom really cooked, and Karen and I pitched in with the preparations. At some point, Karen told Mom, "I broke up with Lucas a couple of weeks ago."

Mom said, "Oh, I'm sorry to hear that."

"It's not a big deal; we were never very serious. I've had five boyfriends in college, and Lucas wouldn't make the top three."

"Ouch!" added Mom.

Karen shrugged. "You have to kiss a lot of frogs to find a prince. But I'm ready to take a break from frog kissing. Unless some guy totally wows me, I'm not going to date again until I start working."

I wondered if Karen was talking more to me than Mom.

Karen didn't slip into my room that night. Nothing unusual happened on Thanksgiving. Whatever hope I had of Karen resuming the game got fainter and fainter.

Then the morning of Black Friday, Karen came down from her room all excited. "Mom! Dad! I got your Christmas present!"

Mom asked, "What is it, Karen?"

Karen said in a rush, "I was planning on getting you two tickets to a musical for Christmas. Well, Mamma Mia! is what is currently performing, and I got a great price on tickets for tonight's show!"

Mom said, "I've been wanting to see that!"

Karen added, "The shows after Mamma Mia! didn't look nearly as appealing. I hope you and Dad don't mind me giving you your Christmas present so early."

Dad said, "No problem at all. Things work out that way sometimes. I'd much rather go now to see a show we really want to see than get tickets on Christmas to a show we aren't as interested in."

What a lovely coincidence. Karen was planning something, and I hoped and prayed that I knew what it was.

Karen and Mom talked about the shopping they wanted to do. I had no desire to go to any retail establishment. Then Karen dropped a bomb. "I found this raspberry white chocolate cheesecake recipe I really want to try. I'd like to make it this afternoon."

Mom said, "Oooh! That sounds wonderful. Perhaps your brother would pick up the ingredients while you and I are out shopping."

* * * *

Except for the run to the grocery store, I spent the day watching football with Dad. I had a huge grin on my face the whole day.

After dinner, time seemed to crawl. Finally, Mom and Dad left for the 7:30 show. Once they left, I said to Karen, "I'm going to go buy a cold Coke. We don't have any in the house. I'll be back in fifteen minutes."

Karen smiled. We were once again playing the game, not directly discussing what we were both thinking about. As I headed towards the door, I felt truly alive for the first time in years.

When I came back into the house, I was surprised to not see Karen waiting for me in the entryway. The lights were out downstairs. I called out, "Karen?"

"I'm in here."

I followed her voice into the kitchen. The lights were out there except for the light over the sink. Karen was standing under that light wearing an apron. It was like a spotlight shining down on her.

Karen said, "I was checking on the cheesecake. It'll be ready to eat in a little bit."

The apron Karen was wearing was one I had given her last Christmas. It said "World's Greatest Cook." Her arms and chest were bare above it. Was she naked underneath it?

I said, "I like how that apron looks on you." I moved around Karen to see her backside, and she turned as I did, a smile on her face.

I loved that Karen was a great cook. There was something so sexy about her wearing just an apron in the kitchen that excited me more than any of her crochet tops.

I knew per the game that I was supposed to get angry, but I couldn't. I was too happy about the prospect of having sex with my sister again. Karen started giggling as I dodged side-to-side while she spun around to keep me from seeing her backside. I joined in. Soon, we were laughing uncontrollably as we circled each other in the kitchen.

And then Karen dashed out of the kitchen. I saw a brief flash of butt before Karen turned the corner and was gone. As I headed out of the kitchen, I heard Karen thundering up the stairs. I chuckled. I was certain that she was looking forward to this as much as I was.

When I got to Karen's room, she was lying face down in the middle of the bed. As I expected, the covers were gone and in their place was a towel, and cuffs were on the four corners of her mattress. Karen was still in the apron, which had a big bowknot in the back. I had expected Karen to be on her knees, but she was lying flat. I decided to cuff Karen before removing the apron.

As I got on the bed, I said with all the disappointment I could muster, "Karen, Karen, Karen. It's been over three years, and I had thought you had learned." I cuffed her left wrist. "How could you wear just an apron in front of your brother? And in the kitchen." I cuffed her right wrist. "You have no idea how much you in the kitchen wearing just an apron excited me." Karen wiggled her butt happily. Hopefully, Karen could hear the truth in my voice.

I was about to untie the bow on Karen's apron when she started kicking her feet up and down. Why was she doing that? I guess she wanted to do something different this time, but I had no idea what. She continued kicking her feet and there were cuffs for her ankles...

As I moved to her left foot, I scanned the room for clues. "I'm going to spank you so hard, Karen, you won't be able to sit down for the rest of the weekend." As I cuffed her left ankle, I noticed that the book I was reading was on Karen's bedside table along with a bottle. I ran my hand up the inside of her leg to her sweet little tush under the apron. Her skin was so smooth, and her leg felt so firm. "Your bottom is going to be glowing red." I gave her butt a little squeeze. I ran my hand down her right leg to her ankle, which I then cuffed. I couldn't see anything else in the room that looked unusual.

"This is terrible, Mark. You've never totally restrained me before. Let me go! I'm your sister!"

I loved playing the game again. "Oh, I'll let you go. Once I've taught you a lesson."

Karen was completely stretched on the bed. She might be able to raise herself up a little bit, but not very much. How was I going to fuck her in this position? It'd be a very difficult angle. I considered what I would do as I stripped naked.

"Mark! I'm an adult now. I'm not some kid just out of high school anymore. You shouldn't humiliate me like this."

"You should have considered what was going to happen if you greeted me wearing just an apron." I moved to the bow. "And speaking of apron..." I pulled on one of the ties, and the knot came undone. "We don't want to get this messed up, do we?" I spread the apron so it was flat on the bed. Karen lifted herself off the bed briefly, and I pulled the apron out from underneath her. She was naked now.

As I got off the bed, I said, "I don't know what I'll do tonight. I had thought that what I had done at the end of that summer had finally taught you something. But now, I know I was wrong." I walked over to the bedside table and picked up the bottle. All natural, water-based lubricant. Huh? I had always assumed that Karen had used some lubricant before I had gotten home as I had never done anything to lubricate her before we had made love, and she had never been completely dry. But why would she bring attention to her lubricant?

I turned back to the bed. "Maybe I should..."

Karen was wiggling her ass like crazy. Ass. Lubricant. A light bulb went off over my head. Really? Is that what she wanted to do?

I moved back on the bed with the bottle in my hand. "Yeah, I'm not going to spank your bottom this time. You're ready for that, aren't you?" I put all the menace I could in my voice. I was more certain as to what Karen wanted. Karen wanted to do something special for us resuming the game, something we had never done before. A new level of debauchery. "I'm going to do something you're not prepared for."

"No, Mark! Don't do whatever you're thinking of doing." She wiggled her ass again. I almost laughed.

I thought over everything I knew about anal sex. I'd never done anything with someone's butt before. I'd read a lot of porn stories and seen a lot of anal sex in videos, but I knew porn was nothing like real life. I'd use tons of lubricant - I'd much rather use too much than not enough. I'd put one finger inside her as a test to make sure she really wanted to go through with it.

As I gently rubbed Karen's ass, I said, "Spanking apparently doesn't work. It's time to try something new."

"No, Mark. Nothing new back there. No one's ever done anything back there to me."

I smiled. I was going to be her first. I squirted a small amount of lube on Karen's butt a little above her asshole. The room was mostly dark, but it looked to me like the area around her anus had been washed clean. "You have such a fantastic tush, Karen."

"Mark, stop! Don't do it!"

I got some lubricant with my index finger and rubbed it all around her puckered asshole. "A completely new lesson, Karen. Hopefully, you'll learn this time."

"Please, Mark! Not that!"

I pushed my finger gently a small amount into Karen's anus. She didn't say anything. I assumed she was concentrating on relaxing her sphincter muscle. "You have a great ass, Karen. Just the right size and shape. I love it." The grip on my finger seemed to relax. "I've missed touching it. I've missed spanking it." I was able to move my finger further in, past my first knuckle. "I've explored the outside completely. I've got it practically memorized." I moved my finger around in a slow circle. "It's time to explore it in a new way."

I made a couple of more circles. Karen was quiet, and I again assumed she was focused on relaxing her sphincter. I decided to play it safe and get more lube. I pulled my finger out.

Karen said, "This is so humiliating. How can you do this to your sister? Have you done this to anyone else?"

I put some more lube on her anus. "No, I've never done anything like this before." I again ran my finger in a circle around her puckered asshole. "But no one has needed a lesson like you do." My finger slipped in once again. It was easier this time. I pushed forward until I was past my second knuckle. I slowly moved my finger in a circle, trying to get Karen's butt used to its intruder. I moved my finger forward until its full length was inside Karen. "How does that feel?"

"Awful! Terrible! I can't believe you're doing this to me. How could you be so cruel to your sister?"

This was crazy. I had never dreamed that one day I'd have a finger up my sister's butt.

I was so afraid of hurting Karen, but I seemed to be doing okay. All I was getting from her were her usual teasing denials. I hoped that if I was doing something seriously wrong, she would use a stern voice to get me to stop.

I pulled my finger slowly back a knuckle, and then I pushed it back in. I pulled back and pushed forward. I continued doing so, going a little faster and pulling a little further back each time. We were both quiet, focused on our new exploration.

I pulled my finger out to get more lube. Once it was out, Karen begged, "Please, no more. Mark. You've made your point. I've learned my lesson. Please stop!"

I put the lube on her asshole and then pushed as much of it as I could into her back door. I was able to slide the length of my finger into her easily this time. "I've only started the lesson. There's so much more to it, Karen." I fucked Karen's ass with my finger again and again, until I felt like her backside was fully accustomed to it. I pulled it out. I wished Karen would tell me if I was using too much lube or not enough, but that would break the rules of our game. I put more lube on her asshole. It was slightly open now, inviting me back in. I placed two fingers on her entrance. "Time for the next part of your lesson."

I slid my fingers in, going slowly again. I heard Karen suck in her breath. Was I hurting her? I hoped not. But I was also certain that this was what she wanted, and that she could take a little pain with her pleasure. My fingers were in past the first knuckle, and then the second, and then all the way inside her. Her backside gripped them tightly. Again, I hoped I had enough lube inside of her. I slowly rotated my hand 180 degrees and then rotated it back. Karen was taking lots of deep breaths but didn't say anything.

I pulled my fingers back a little and then slowly pushed them forward. I pulled them a little further back and then pushed them all the way in again. I rotated them back and forth and then did another pullback and thrust. I slowly fucked my sister's ass with my two fingers, getting her prepared for what was coming. Karen was quiet, breathing deeply instead of talking.

As I continued preparing my sister's ass, I thought back to the anal porn I had seen. I couldn't remember seeing a time when the woman was lying flat. What I remembered was doggie-style. That'd fit our game just perfectly.

When I felt I had done all I could to prepare Karen's backside, I pulled my fingers out and wiped them on the towel. I then uncuffed Karen's ankles. "Are you ready for your big lesson?"

"No, Mark! Stop! You can't do this to me."

I grabbed Karen's legs and raised her butt up into doggie position. Part of me was still in disbelief that I was about to fuck my sister's ass and take her anal cherry after three years of not having sex with her.

"What are you doing, Mark?"

"I'm moving you into the right position for me to fuck your ass, Karen." I grabbed the lube and started applying it liberally to my cock. "I'm going to fuck your ass so hard, you won't be able to sit down; you're not going to need toilet paper for a week."

"Mark! How can you say such terrible things to your sister?" Karen wiggled her ass at me. "Don't, Mark! Do you really want to be the first guy to fuck me back there?"

Hell, yeah! I felt like laughing. Was this how pro wrestlers felt before a match they had carefully choreographed with their opponent?

I moved into position. I took my cock and slowly circled its head around Karen's anus. "I'm going to tear you into two, Karen. I'm going to rip you to shreds."

"Oh God, Mark. Don't do it!"

"And if you dress up sexy for me again, I'll fuck you like this again."

"Stop, Mark! It's not too late."

I slid the tip of my cock inside Karen's ass. "It's too late now." I pushed forward slowly; the tip had gone in easily but the head of my cock was going to be much more difficult. I watched Karen closely for signs. She was sprawled face down with her arms at a 45-degree angle from her body, their ends in cuffs. Once my cock's head was fully inside of her, Karen twisted her right hand suddenly, giving me a stop sign. I stopped immediately.

"You drive me crazy, Karen, with that sexy body of yours. And your incredible cooking." Karen pushed her ass backward, and my cock slowly moved further inside of her. "And your crazy crafting skills. I can't resist fucking you when I have a chance to."

More of my cock slid inside of Karen and then a little more. Karen suddenly stopped moving. All I heard were her deep breaths as she got used to me being inside her. I wanted Karen to tell me that she was okay, that she was enjoying it; something that would reassure me that she was okay with what we were doing, but she didn't. It would have taken us out of the game, and the game made sex between us work.

Karen began pushing backward again. More and more of my cock slowly disappeared inside of her. It was the most amazing, erotic sight I had ever seen. Karen's ass was amazingly tight, gripping my cock firmly. Every fraction of an inch that my cock slid forward gave me tremendous pleasure. There was nothing I wanted more in the world than my sister's sweet little ass.

Karen kept up the pressure until my groin pressed against her cheeks. I was all the way in! Karen stopped there and took more deep breaths. I loved having my full length gripped so firmly. At the same time, I was eager to start fucking, to ram my cock in and out of my sister's ass. To take her and mark her as mine forever in a special way.