THE NEW YEAR'S CHALLENGE

BY KENNA
kenna198401@aol.com

[ part 5 ]

At the end of the week Aunt Sandy, Rachel, and Susie reluctantly packed up and went back home. There was a brief discussion about them moving closer, but hell, I couldn’t take five of them all the time. Mom, Annie, and I settled back into our routine and suddenly I realized that it was a routine. The whole idea of an incestuous relationship with them was thrilling and I enjoyed the power I had over them, but suddenly even that was becoming humdrum. I used to have just about any girl I wanted and now I was down to just three – if you counted Nancy. And I wasn’t getting Nancy any more than about once a week.

When I confided in Jason, he laughed and said, “You lasted longer than I thought you would. Hell, that’s the real reason I showed you what was going on. I couldn’t take them any more. They just want to fuck all the time.”

“Tell me about it,” I said with disgust. “I’m worn out. And it’s like the same thing over and over.”

“Have you held out on them at all?’

“No,” I replied. “They get it once a day. I always make them work for it, but they get it in the end.”

“Try holding out for a week,” said Jason. “Go fuck some other girls, but make your mom and Annie wait.”

I could see the sense behind getting some variety in my life, but he made it sound like there was a deeper purpose here. “What good will that do?”

“Makes them more imaginative,” said Jason. “That’s how I learned your mom likes to be spanked. After a couple of months, I started fucking her less often. She went nuts and finally broke down and asked if I’d like to spank her. We got into bondage and spanking and stuff. Then I held out again. What do you think she came up with next?”

“I don’t know,” I said. “Annie?”

“That’s right,” said Jason. “It was her idea to bring Annie in to the fun. She was so desperate that she offered up Annie.”

“So what more can my mom come up with?” I asked him.

“Not a clue,” said Jason. “I didn’t know what she’d come up with last time, but she has some surprises. Ignore her for a week and see what she comes up with.”

I thought about the one time that I’d threatened to hold out on her a long time ago. She’d taught me about rim jobs, giving me a naughty thrill that I hadn’t expected. Jason was right. I’d make her think up some way of putting some life back into our sex… and I’d have some fun with some other girls in the meantime.

So, the next day after school, I just ignored Annie. I’d done that before and she’d come looking for me later. But, after dinner I left the house. I had a hot date for the evening and when I got home, I had a smile on my face. Nailing a different girl was always fun. Mom and Annie tried to look nonchalant as I came in the front door, but they were both eager to see me.

“I’m beat,” I said. “I’m going to bed. Good night.” I brushed right by their long faces.

For two more days I did the same thing. Finally, Mom was tired of being ignored. She wanted my cock. “What’s going on, Scott?” she said, confronting me. “Mommy needs your cock.” She put her hand right on my crotch, copping a feel of my cock.

I struggled with myself for half a second and then pulled her hand free. There was a reward to be had if I had the patience and control to outlast her. “Yeah, well, maybe the weekend.” I started to walk away.

“Scott, Annie and I are counting on you,” she said. “We need it. You can’t just let it go like this.”

“Honestly, Mom, it got a little boring. I need a break.”

“Boring?” she insisted. “Annie and I are boring.”

“Well, it was the same thing every day. Spanking, sucking, licking, fucking. You know, just the two of you with the same routine.” She had a hurt look so I added. “Well, maybe boring isn’t the right word. I mean, you’re hot and I love you, but… well, every day?”

“Yes, every day,” she said. “You don’t know what it’s like for us.”

“Well, my dick wants a little variety, you know, something different once in a while.”

She stared at me for a moment and then said, “How different?”

I could see the wheels turning in her head. It was the first sign that Jason was right. Maybe she really did have something else that she hadn’t shared yet. “Different,” I said, not knowing exactly what I wanted. “You’re more experienced than me. Think of something.”

“What if…” she said, but she left it hanging.

“What if what?” I asked.

“What if I showed you something Annie’s been doing?” she asked.

“What’s Annie been doing?” I asked, my curiosity aroused.

“Well, let’s just say that she apparently likes a little variety, too,” said Mom.

“Naughty variety?” I asked, getting interested. Mom was going to turn on Annie again. She’d offered my sister up to Jason on another occasion. She’d cooperated when I wanted Annie naked and tied. Now she was offering up something more.

“Yeah, naughty,” said Mom. “But… it’s better saved for the weekend,” she admitted reluctantly. “Fuck me now… we’ll leave Annie hanging ‘til the weekend. Then you’ll get some variety.”

“Fuck you now?” I said, not sure I wanted to give in so easily. “Like on credit or something. Let me see what you got and then I’ll decide”

“Trust me, Scott,” she said. “This will be hot. And it will be worth the wait. Fuck me now and then if you don’t like what you see on Saturday, you can leave me hanging for a month.”

Hmmm, now that was something I didn’t think Mom could handle, so she must be pretty sure of herself. “Let’s go to your room,” I told her. Annie was in her bedroom, so I didn’t want to get caught. Mom gave me a big smile and scampered up the stairs to her room. I was right on her heels. She was horny so we did it hard and fast. It was just enough to satisfy her and tide her over to the weekend.

As I left her room she said, “Now don’t plan anything for Saturday.” I could hardly wait.

Right after breakfast on Saturday, Annie announced that she was going over to a friend’s house. “We have plans, Annie,” said Mom pointedly.

“It’s for a school project,” said Annie. “I gotta get it done. I won’t be long. She’s counting on me.”

“OK,” said Mom, rolling her eyes at me. Our fun would have to wait.

But as soon as Annie left, Mom sat me down on the couch in the family room and popped a tape into the VCR. “We can get started with this,” said Mom. “This is what Annie’s been doing.”

I watched eagerly as the tape started. The camcorder focused on Annie’s face and then pulled back to give a view of her whole body. She was dressed normally, looking like she was ready for school. The first thing she said to the camera was, “Promise that Scott won’t ever see this.”

Mom’s voice came from behind the camcorder. “I can’t promise that,” said Mom honestly. Sitting next to me on the couch in the flesh she added, “I thought I might need it just for an occasion like this.”

“Mom!?,” pleased Annie. “If he sees this…”

“What?” asked a third voice. The camera panned over to show another girl, who looked about 8. “What will happen if he sees this?” insisted the other girl.

“That’s Lindsey,” whispered Mom.

“Nothing,” said Annie. “He’ll probably laugh at me. Oh, damn, it’ll just be too embarrassing to think about. Mom, he can’t see this.”

“I’ll hide it away, Annie,” promised Mom. She hadn’t said no, but she hadn’t agreed with Annie either.

“Can’t you just watch without the camera?” asked Annie.

“No,” said Mom. “You got caught. Now you do it for the camera or else.” Mom leaned over to me and whispered again. “Caught ‘em doing, well, you’ll see.” It sounded like Mom was doing a little blackmail to get the girls into a repeat performance on camera. I wondered if the girls excited Mom or if she had captured this solely for my benefit.

The camera zoomed out to show both girls. Annie put her hands on her hips. “Look what you’ve done,” she said in mock anger. The camera panned to a stain on the carpet.

Lindsey giggled at the older girl.

“You think that’s funny?” said Annie. “You are sooo naughty. I’m going to have to punish you.”

“You can’t,” said Lindsey, still giggling. So, the acting wasn’t so good, but they had a little fantasy world going on. I just wanted to see what Annie was so embarrassed about.

“I’m your baby sitter,” said Annie. “Your mommy and daddy left me in charge, so I can punish you if I want to.”

“What are you going to do?” asked Lindsey.

“Well, since you spilled your drink on purpose and laughed about it, I’m going to give you a bare bottom spanking.”

“Really?” said Lindsey, sounding more like she’d just been offered a trip to Disney World than a bare bottom spanking. She seemed pretty happy about the whole spanking idea.

“Yeah,” said Annie. “So get your clothes off.”

I watched as the little girl took off her shoes and socks and then skinned off her T-shirt. She had a flat chest with tiny brown nipples. “How old is she?” I asked Mom.

Lindsey pulled down her pants as Mom confirmed my guess. “Eight.” Mom’s hand went to my crotch, feeling the growing bulge. The thought of Annie making this little girl strip was exciting. The anticipation of what else Annie had planned was arousing.

Just then the front door opened. Mom and I both jumped. Mom grabbed the remote control and snapped off the TV, but not before Annie came in to the room. “Mom!?” she said accusingly. “You promised!”

“What are you doing home?” replied Mom defensively.

“She forgot,” said Annie. “She didn’t have the stuff for the project, so I came home… for our plans.”

“Well, these are our plans,” said Mom. “You’ve been moaning to me all week about no cock. I’m doing something about it.”

“Is that how it works?” said Annie. “Show him little sister doing … that and then we get fucked?”

“That’s how it works,” said Mom. “But there’s more to it than that.” She got up from the couch. “Come with me,” she said and led Annie out of the room. Just as she was leaving she looked back at me and said, “Wait right there. Don’t watch anymore until we get back.”

So, I waited about 10 minutes for them to return. When they came back, Mom was leading Annie. From a few feet away, it looked like Mom was leading her on an imaginary string but as they got right in front of me, I saw thin fishing line in Mom’s hand. The line extended from her hand, broke into three lines that ran to Annie’s nude form. Two of the lines were tied to Annie’s little tits. Each of Annie’s nipples had a noose of fishing line around it. The third line disappeared between her cunt lips where it was tied in a noose around her tender clit.

My cock had taken a 10 minute break, but rose as I surveyed Annie’s predicament. She was helpless with her arms fastened behind her with the usual elbow pads and Velcro straps. The fishing line looked painful as Mom used it to tug her 13-year-old daughter around the room, parading her for my benefit. Annie blushed, but there was nothing she could do.

Annie held a riding crop tightly between her clenched teeth. Mom reached up and removed it from her mouth. “I brought that just for you, big brother,” said Annie. “Make little sister hurt.” She blushed anew as she said that.

“Later,” said Mom as she picked up the remote. She switched the TV back on. “Scott needs to see this first.”

The tape started again and Lindsey finished stripping down to nothing. She had a cute little body. She bent over the bed, showing her little round ass. Annie made a show of spanking the 8-year-old, but the swats were little more than taps. In seconds, Lindsey was screaming in pretend pain.

Suddenly Annie was apologetic. “Oh, I’m so sorry, Lindsey. I didn’t mean to hurt you that bad. Oh, lie down and let me make it feel better.” She bent down and started kissing that sweet little ass.

I glanced over at the live Annie and she shifted uncomfortably in humiliation. As I turned my attention back to the TV, I saw Annie slowly shift her attention from kissing Lindsey’s ass to swiping her tongue between the fat, glistening pussy lips. The sound of slurping filled the room as Annie lavished her tongue on the little girl’s pussy. I watched in astonishment and arousal as Annie really got into licking the bald pussy and putting her tongue inside the girl’s pink slit. It was something she said she didn’t like to do to Mom and Nancy, but she was sure enjoying herself now.

Annie took a moment to reposition Lindsey on her back and Mom walked the camcorder around to get a good view of Annie licking that fat pussy from the front. Annie’s hands went to Lindsey’s nipples, toying with them as Lindsey giggled in delight. I was about ready to cum just from watching my little sister get so hot over the little girl. But, I held off, wanting to reward Mom and Annie with my hard cock and a good cum at the right time.

Lindsey squealed with pleasure as Annie’s tongue drove her over the edge. I was surprised to see such a young girl enjoying herself like this and couldn’t believe she’d actually cum. But that was just the first of my surprises from the 8-year-old. No sooner had she cum than she sat up and said sternly, “You’ve been a bad baby sitter. You shouldn’t have spanked me or licked my pussy.”

Mom patted my leg and said, “I’ll be right back. You just keep watching.” She left the room.

The tables were turned as Annie meekly said, “You’re right, Lindsey. I’m sorry.”

“I’m going to tell mommy and daddy,” said Lindsey.

“No, please, you can’t,” said Annie. She looked right at the camera as she said that.

“You get your clothes off,” said Lindsey. “Do it and I won’t tell.”

As Annie stripped, Lindsey put her panties back on. Moments later Annie was naked and lying on the bed. Lindsey used handcuffs to bind Annie’s hands behind her and Annie lay on her back waiting for Lindsey’s next step. Lindsey pulled fishing line from a drawer and I saw the same arrangement as Annie was wearing right in front of me now. The fishing line was already set up so all Lindsey had to do was lasso Annie’s nipples and clit. Then, she stood on tip toe to put the free end of the fishing line over the center bar on the canopy of the four poster bed and dropped it back to herself. She hopped off the bed and stood at the foot with the fishing line in her hand.

It was about that time that Mom came back into the room and sat next to me again. We watched as Lindsey slowly took up the slack in the line until it was taut. Then, she pulled harder and Annie gave a gasp of pain as she rose up off the bed. Annie’s nipples were stretched and pointing at the canopy of the bed. Her clit was visible as it was stretched between her cunt lips. “Tell me what you like,” said Lindsey.

“I like your pretty pussy,” said Annie, straining. She arched her back to raise her tits and cunt into the air and ease the tension on her tender bits.

“What else?”

“I like your little titties,” said Annie.

“What else?”

“I like patting and kissing your hot little ass.”

“What else?”

“I like it when you lick me,” said Annie.

Lindsey eased off on the fishing line and climbed up between Annie’s legs. Her little pink tongue darted out and licked between Annie’s pussy lips. My cock was throbbing as the 8-year-old ate Annie to a noisy climax.

That was apparently the end of it as Mom switched off the tape and rose from the couch. She made Annie lie on her back on the floor, stood over Annie, pulled the fishing line until Annie was groaning in pain and arched up off the floor, and said, “What do you like?”

“I like Lindsey’s pretty pussy,” said Annie, gritting her teeth and blushing again. The doorbell rang. Annie looked at Mom in shock. She was tied and helpless. Somehow she knew what was coming next. Mom just smiled at her and me and went to the door. She opened the door and in came Lindsey.

The little girl saw Annie lying naked on the floor, but stopped short when she saw me. “He saw it,” she said, accusingly. “He saw it, didn’t he?”

“Yes, sweetie, he saw it,” said Mom.

“Did he laugh at us?” she asked.

“No, sweetie, Annie was wrong about that. I don’t think Scott laughed a bit. No, he didn’t think it was funny. I think he’s ready to show us just what he thought of the movie and I thought you might want to watch.”

“Watch what?’

“Watch Annie and me get our reward for making a good movie.”

“Me too?” asked Lindsey.

“You’ll get a reward, too, sweetie,” said Mom, “but you’re too small to get a reward from Scott. Now go make Annie tell everybody what she likes.”

“Cool,” said Lindsey. Like Mom had done before, Lindsey stood over Annie and gathered up the slack in the fishing line. When Annie was properly arched, Lindsey looked at me and giggled. “She’s naked,” she said, stating the obvious. “I don’t let my brother look at me naked. This is so cool.” She tugged on the line again, making Annie grunt. “What do you like?” she asked.

“I like your pretty pussy,” said Annie.

“What else?”

“I like your cute little titties.”

“What else?”

“I like patting and kissing your hot, tasty little ass.” It was just like the video, only this time it was live. Annie squirmed, but she answered on cue.

“What else?”

“I like it when you lick me.”

But, Lindsey wasn’t going to get a chance to show off her pussy licking skills. I pulled my clothes off, watching her eyes as I freed my cock. I was not disappointed as she stared in astonishment at my hard, throbbing cock. I knelt over Annie, first offering it to her mouth. She greedily sucked it down, taking every inch down her throat. Lindsey had stepped around to get a better view of the action, her face near Annie’s face. She looked from Annie to me, amazed that Annie could do what she was doing.

“I wouldn’t do that to my brother,” she said.

“No, but you’ll do it to Scott,” said Mom.

“I will?” asked Lindsey.

“Yes, you will,” said Mom. She started removing her own clothes.

Lindsey watched this new development with surprise. Perhaps she was thinking that her mommy wouldn’t take off her clothes in front of her and her brother. But what she said was, “Are you going to do it, too”? She looked back at Annie’s mouth, spread wide with my cock.

“We’ll all get a chance to do it,” said Mom. She picked up Lindsey and sat down on the couch, the 8-year-old on her lap. “Fuck her now, Scott,” said Mom.

I slid down Annie’s body to kneel between her legs and stuck my cock in her dripping pussy. It seemed that Annie was cumming within seconds. As she came, I pulled on the fishing line. She arched up off the floor and screamed even louder, but it was clearly a scream of pleasure.

Quickly I pulled from Annie’s pussy and told Mom to take her place. Mom lay down on her back and I started fucking her. She too was very wet, but she hadn’t been aroused by the constant tug on her clit as Annie had been. She started to moan in pleasure.

Annie sat next to Lindsey and started to undress the little girl. No sooner had she gotten Lindsey’s shoes and sock off than the girl stood and finished the job herself. Everyone else was naked, she figured she ought to be as well. I fucked Mom watching the 8-year-old bare her cute little body to us all. She pulled down her panties and stood watching my cock slide in and out of Mom’s cunt. Then Annie reached around and tweaked the little brown nipples. I couldn’t take it any more and shot my load inside Mom. She tensed with me, cumming at the same time.

“Damn, that sure did make you horny, big brother,” observed Annie as Mom and I lay on the floor panting. Then she said to Mom, “So, you had this whole thing planned?”

“Of course,” said Mom. “Scott wanted a little something extra, so I had to show him the tape.”

“Or we never get fucked again,” said Annie. “So that’s the way it’s gonna be, big brother? Little sister has to bring you little girls to keep you hot and horny?”

“Well, something like that,” I said. “Something different once in a while.”

We all headed upstairs to the big bedroom. As we went, Mom tried to convince Annie that she hadn’t planned to show me the tape when she made it. I know I didn’t believe it. But she did admit that she’d told Annie to leave the house for a few minutes this morning so she could set me up with the tape. Annie had been honestly surprised to see the tape being aired. And in the middle of the tape, Mom had left, called Lindsey’s mom, and invited the girl to come over and play with Annie. What’s especially funny is that Annie really is Lindsey’s baby sitter and gets paid to “play” with Lindsey.

Annie, now minus the fishing line, promptly dove between Lindsey’s slender thighs. The noise of her slurping was even louder than on the tape. She was really enjoying herself. I started to get hard again just watching my sister go down on the 8-year-old with such gusto. It was clear that Lindsey wasn’t faking an orgasm as she came in a sudden rush. The two switched positions and I watched Annie have a wonderful orgasm on Lindsey’s tongue.

By now I was ready to go again. I lay down on my back with my cock pointing at the ceiling. First, Mom knelt between my legs and sucked me in. Lindsey and Annie knelt on either side, watching intently. “Does it taste good?” asked Lindsey.

“Yeah, it does,” Annie answered for Mom since Mom’s mouth was full.

Mom’s bobbed up and down on my cock for a few more strokes and then pulled off. “You give it a try,” she said to the innocent little 8-year-old.

“It’s too big,” said Lindsey.

“Just lick it,” said Mom. She leaned forward to demonstrate and ran her tongue up the sensitive underside of my cock. Then, she swirled it around the tip of my cock and leaned back.

Lindsey stared at my cock for a few seconds and then reached for it with her tiny hand. She wrapped her fist around the base of my cock and leaned her face close to my shaft. Tentatively her tongue snaked out and touched my cock. She giggled and then ran her tongue up the length of my cock. The little girl seemed rather nonchalant about her first taste of cock, but I was pretty aroused by the sight of her little tongue massaging my cock. “Suck it,” I said. “Just the tip of it. Suck on the tip.”

She opened her mouth and slid her lips around the head of my cock. Annie reached in and took hold of Lindsey’s wrist. She showed Lindsey how to gently stroke up and down my cock as she sucked on the head. I really wanted to cum in the little girl’s mouth, but I didn’t want to surprise her with a load of cum. “Your turn again, Mom,” I said.

Mom responded by taking my cock in her mouth again, sliding her lips all the way to the base. She pulled back out, leaving my cock wet with her spit. Up and down she bobbed on my cock, taking every inch to the hilt before pulled all the way off again. It was heavenly to watch the experienced cocksucker do her magic. Lindsey was inches from the action, watching intently.

“You really are a pervert,” said Annie. “Making Mom do that while an 8-year-old watches. Letting Lindsey lick your cock. Making us show you that tape.”

Yeah, I liked being her pervert, but she was asking for my attention by using her pet name for me. I was pretty close to cumming, so I said, “Your turn, little sister. You do it now while the 8-year-old watches. You show her how a little sister makes her big brother happy.”

Annie stuck her tongue out at me. As Mom moved away, Annie smoothly slid her lips around my cock and buried her nose in my crotch. “Suck me, little sister,” I said taunting her. “I’m pretty fucking close. Suck me and then show little Lindsey what your reward is.” Annie was doing the same motion as Mom had just been, but she was sliding up and down faster, more insistent. She wanted a mouthful of my cum. “Do it, little sister. Show Lindsey how to suck cock,” My cock disappeared completely down her throat and then reappeared, over and over. Annie was flush with excitement and Lindsey was watching intently. Suddenly I felt the rush of an orgasm swell up and a surge of hot cum shot through my cock. Annie let the cum fill her mouth and then pulled back, stroking my cock hard and fast. Cum shot out onto her nose and cheeks. She pointed it at her chest and sprayed her little tits.

“Lick it,” said Annie. She held the cum covered tip of my cock out to Lindsey.

The little girl leaned over and swiped her tongue across the tip of my cock. “Mmmmm,” she rumbled as the little slut tasted cum for the first time. She licked it a couple more times, cleaning the tip.

“Now here,” said Annie, pointing at the cum on her tits. With a big smile, Lindsey lapped at Annie’s tits, cleaning the cum off of them. Mom joined in by cleaning Annie’s face with her tongue.

I figure they’d earned at least a month of regular fucking and sucking. The idea of a little noose around their clit or nipples had several ways I could use that. Lindsey was a cute little thing that would add fun to the mix. And I was thinking about how Annie could be a great magnet for other little girls.

The idea of a New Year being a chance to start over never seemed more real to me than this year. With that New Year’s challenge that Jason had first voiced on January 1st, everything changed. One day I’d been (quite frankly) having bad sex with inexperienced virgins and suddenly I was having great sex with Mom and Annie. They were experienced and willing to go to any lengths to keep themselves satisfied. It was coming up on the holiday season again with Christmas and New Year’s Day just around the corner. I could only wonder if the next year would be as interesting as this one.