6 Times a Day

Bonus Chapter for ‘Someone’ 4K words

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Soon, everyone was sitting around the table and ready to resume the poker game. All masturbation came to a halt (or, in the case of Amy and Katherine, mutual masturbation), and there was a renewed effort to be serious about playing the game. Everyone knew that since the clothes were all off, each hand was going to result in another dare. Suzanne was the only one who cared about the poker aspect, but there was great interest in performing the dares.

Alan decided to continue playing. However, as he’d done most of the game, he kept his cards face down on the table most of the time so he’d have both hands free to fondle. He didn’t care much about winning or losing since he was the winner no matter what happened, so he only needed to briefly check his cards a couple of times each round.

While Suzanne was dealing the cards, Brenda finally found the courage to speak up. “Um, excuse me. I couldn’t help but notice that we never really got a chance to do Susan’s dare. You know, where Xania and I both share the penis tending duties?”

Susan’s face lit up. “Oh, yes! Good point. You definitely need to do that.”

But Alan said, “Sorry, I’m going to have to nix that, at least for now. I love the idea, but that’s the problem. It would be WAY too arousing for me, especially after what Xania was doing to me, and with Mom kissing me on top of that. In fact, now that I think about it, it’s probably better if I go without any tending for a while.”

Xania was very disappointed to hear that, and it showed. Her hands were getting tired from all her stroking, but lust trumped tiredness. She asked him, “Can I still cuddle here on your lap though? And just… hold it?”

He chuckled. “Okay, sure. How can I say no to a hottie like you? But just cuddling, no holding. Let’s not start down that slippery slope. Alan Junior really needs a break, thanks mostly to you and your hot and sexy mouth!”

She smiled at the compliment. She let go of his boner and brought both her hands up to his face. “Thanks.” With her nose close enough to touch his, she purred in a sexy whisper, “My mouth can’t get enough of your hot and sexy cock!”

She hadn’t whispered as quietly as she thought she did though, because even Suzanne heard her from the other side of the table. Suzanne teased her college friend, “Hey, just a few minutes ago, I could have sworn you said, ‘I’m only doing this because I’m trying to fit in.’ And now we find out your ‘mouth can’t get enough of his hot and sexy cock.’ Which is it?”

Xania immediately blushed. She glared unhappily at Suzanne. “I think you know the answer.” She turned her head back to Alan and snuggled in closer to him, with her head against his chest. She sighed contentedly.

But Suzanne pressed, “What does that mean, exactly?”

Xania answered without looking back. “I’m having a fun time, okay? A great time, in fact. Alan is a remarkable young man. And…” She was going to say more, but she decided that she didn’t want to appear too enthusiastic. So she kissed his lips instead. That gave her an excuse not to talk, and it was a lot of fun to boot.

Amy won the first hand of the restarted game. She noticed that Brenda was having a particularly hard time not being the penis tender, especially since the promise of Susan’s dare hadn’t materialized. But she also understood the importance of Alan “taming” Xania, whereas Brenda was clearly much more “tamed” already. Furthermore, she’d noticed that Brenda had a special affection for Suzanne. Plus, Suzanne hadn’t been getting much sexual action.

So she said, “M’kay, here’s my plan. Why is it that only my O.B. gets a tender? Brenda, I want you to be my mom Suzanne’s ‘pussy tender.’ Basically, do to her what Xania is doing to my rockin’ boyfriend. Keep her buzzing with pleasure, but try not to have her cum.”

This made Brenda very, very happy. She was on Suzanne like a puppy dog happy to see its owner after a long time away. Everyone had to smile at her affection and enthusiasm. Suzanne was very pleased too, because she had been feeling like all the action was passing her by.

Brenda sat on Suzanne’s lap in the same way Xania was sitting on Alan’s lap. She immediately got busy kissing, fondling, and fingerbanging.

Alan kept sawing away at Xania’s pussy and asshole, sensing this would make her cum soon. He didn’t know how far he should go with his anal fingering, but each time he pushed his finger in a little deeper, she responded with approving erotic moans, so he wound up wiggling his finger in her quite deeply. At times, he felt like his probing fingers on each hand could almost touch inside of her.

Xania finally had her big orgasm, but it didn’t leave her completely wiped out like the previous one did. She somehow managed not to scream her head off, still trying hard not to show just how much the whole evening was getting to her.

When he felt Xania finally stopped trembling in ecstasy, he pulled his finger from her ass and took the glove off so he could use both hands to fondle the rest of her luscious body.

The game continued, although more participants were having a hard time not getting too distracted. Brenda and Xania weren’t taking part in the game at all, since they considered their tending duties more important.

Xania did resist playing with Alan’s boner for a while, and that gave her tired hands a chance to rest. But once she recovered from her orgasm, she went right back to jacking him off. She gave up on trying to make him cum anytime soon though (realizing her aggressive pace was a big reason why he had her stop), and lightly fondled him at a slow pace.

At one point, Susan noticed Xania had resumed her handjob. She whispered to Katherine, since Katherine happened to be sitting next to her, “Look! Tiger is taming Xania right in front of us. She can’t keep her hands off his cock! She’s a great psychologist, but under her business suit it turns out there’s a naked, horny, big-titted, cock-hungry slut! It’s such an inspiring sight to see. It almost brings tears of joy to my eyes!”

Katherine couldn’t help but agree. Seeing her brother having such an effect on Xania made her jealous, but it made her horny too. In recent weeks, she’d grown used to the jealousy-lust combination and the way the jealousy actually increased her lust, so she tried not to mind. But the jealousy was still very painful sometimes.

She grumbled to herself, Great. Thanks a lot for reminding me, Mom. As if I don’t have enough competition with Brenda already. Both of them are so fucking absurdly stacked and beautiful. Even their faces are totally arousing. Xania in particular could be a major movie star with her sultry stare. Grrr! At least she lives in another town. I suppose it’s not so bad if she’s only an occasional visitor. After all, she lives at least an hour away. So why am I burning with jealousy, like a bad case of heartburn? And why does that jealousy actually arouse me even MORE?

The fact is, I love being Brother’s fuck toy. But even more than that, I love being ONE OF his fuck toys! How can I not love the fact that he takes women like Brenda and Xania – literally the sexiest women I’ve ever seen who aren’t part of our de facto family already – and he turns them into ready and willing fuck toys and sex pets right before my eyes? It’s true I want to be his favorite fuck toy. But how extra awesome would it be if he chooses me over them? Wow!

What’s neat is that while I may not have a perfect porn star body like Brenda or Xania, or Mom or Aunt Suzy for that matter, I AM his sister, and his love for me is as big as the sun. So it’s like I have a permanent inside track on really being his number one fuck toy! Well, me and Mom do, anyway. It’s hard not to admit that Mom is turning into a pretty amazing fuck toy. But I’m not willing to play second fiddle to anyone, not even to her.

Tonight is obviously not my time. But my time will come.

Alan won the second dare. He stopped playing with Xania’s nipples long enough to announce, “This is going to be an unusual dare. Sis, I order you to do whatever you’d like to Mom’s tits, and keep doing it. The unusual part is that you can’t stop. If you have to stop for whatever reason, which I imagine will be when you have to get up to change or to perform another dare, you have to assign someone else to take over. Just as I have Xania as my penis tender and Suzanne has her pussy tender, Mom is going to have a tit tender.”

He was impressed with the way Amy’s dare had made Brenda and Suzanne so happy, and he wanted to do something similar. Now, the only problem was taking care of Amy. Unfortunately, there were an odd number of people in the room. But he hoped to match Amy with someone with his next dare, and have partners trade off.

Looking around the room at the dwindling number of people playing poker, he added, “One more thing. Both you and Mom have to keep playing the game. Don’t get TOO distracted.”

Needless to say, Susan was delighted by the dare. She figured this was the fulfillment of Alan’s promise earlier in the evening to “punish” her by having her passed around to all the other women.

Katherine got right on her task, and began licking and sucking, mostly on Susan’s nipples. Unlike Xania with Alan’s penis tending, there was no reason to go slow or hold back, so Susan’s extremely sensitive tits got her very aroused very quickly.

Before long, Susan was making a constant stream of the “MMMM!” sounds that she always made when she was close to cumming.

Xania pointed out as Katherine began, “Susan, I recall reading that one could induce lactation by prolonged stimulation of the nipples. Yours are going to be stimulated for hours. I should warn you that if you do this night after night, you’re liable to lactate.”

Susan already knew that, and had been secretly hoping that would happen sooner or later. She said, “Xania, you don’t have to warn me. I’d love it! My only concern is if Tiger wants it.” She looked significantly at her son.

All Alan said was, “Sis, you heard my dare. Please go to it.” Trying to ignore the way Xania was humping his knee with her wet pussy, not to mention her cock-stroking fingers, he turned and smiled at Susan.

Susan appeared about to burst, unable to deal with his enigmatic response.

So he clarified, “Mom, what son wouldn’t love to get a glass of mother’s milk straight from the source? That said, it sounds like a ton of fun in the short term, but it could be difficult in the long term. We’ve got to talk later about what you want exactly and how feasible it is, but right now we have a game to play. Okay?”

Susan got up, crossed the room, and gave him a big hug. “Oh, Son! You’re open to the idea! That makes me too happy for words!” She made sure to smother his face with her large orbs, even as Xania was rubbing her equally large orbs up and down the lower part of his chest.

Susan then went back to Katherine and dramatically presented her tits by thrusting them out at her. “Come on, Angel, let’s get started. Really give those nipples a good workout!” She acted as if she expected to start lactating at any moment.

Xania meanwhile remained very intent on doing a good job of penis tending. However, she’d been doing it for a long time, and she was getting tired. Even the recent forced break from handjob action only gave her a short respite.

Susan was frequently checking how Xania was faring, and she sensed Xania’s flagging energy. She somehow won the next poker hand, despite Katherine’s enthusiastic “tit tending.” She’d also noticed that Amy was the only one not paired off, and she figured she could fix Xania’s tiredness and Amy’s inaction with one dare.

She announced, “Okay, I tried this earlier and it didn’t work out, but I’m going to try it again. Xania, I can tell you’re getting tired, and rightfully so. That’s why we rotate the penis tending, because it takes a lot of energy to do it right.”

Xania immediately sat up, trying to look revived. “But I don’t want to stop! I feel so good cuddled up naked in Alan’s arms, his big cock hot, wet, and throbbing in my hand. I can do better, I promise!”

Susan said, “I’m sure that you can. But you’ll do better still with a little help. Amy, you’ve been so patient and understanding tonight. And how many girlfriends are willing to share their boyfriends like you are? Xania, you stay where you are, and keep playing with Tiger’s cock. But make room for Amy to lick and suck on it too. Oh, and please titfuck him some as well. Keep him continually throbbing right on the edge of a big ‘O’!”

Amy stood up. “Sweet!” She raised a fist in the air triumphantly. “I’m all over that! Aunt Susan, you rock!”

Alan wanted to cancel this dare, or at least temper it down. He was pretty sure the exact same thing would happen when Susan had tried to make Brenda and Xania his penis tenders at the same time: the sexual stimulation would grow and grow until he either had to cum or take a strategic break. But, looking at how happy Amy was, he didn’t want to disappoint her.

So he nodded, but said, “Okay, but Amy, please, take it easy. Remember, the job of the penis tender is to keep me horny but not to the point of cumming.”

Amy strutted towards him with a lusty fire in her eyes. “Don’t worry, O.B. I’ve got this!”

He thought, Uh-oh! Man! What did I just agree to?

Xania quickly repositioned, sitting next to Alan instead of on him so there would be plenty of room for Amy.

Another thought occurred to Susan. “Oh, and Amy? You’re definitely NOT allowed to keep playing poker. As long as you’re tending, make that your full focus! Remember, being one of Tiger’s personal cocksuckers is a great responsibility. Never give it less than your all!”

Amy didn’t waste any time. She knelt between his legs, held his shaft, and dramatically swallowed his cockhead and then some. She seemed not to have heard or understood Alan’s admonition to take it easy, because she bobbed, sucked, and licked from within her mouth without any restraint. Perhaps she was taking to heart Susan’s advice to never give it less than her all.

Xania was inspired by Amy’s passion. Plus, being forced to share him with yet another woman was strangely arousing. Her energy had been running low, but she felt fully revived. She began rubbing her body all over his again, and French kissing him. She continued to hold and stroke the lower half of his hard-on while Amy bobbed on the top half.

After about a minute, Xania licked her way to his ear. He hadn’t been doing anything with his hands except cup an ass cheek, since he was trying to cope with Amy’s oral passion. So Xania purred, “I love the way you’re holding my ass, but I need you to finger-fuck me!” She nibbled his earlobe. Then she added, “And play with my tits!”

Alan got busy with her cunt and her tits. It was hardly a hardship for him, since she felt so good all over, and he loved to get her extremely hot and bothered.

After another lip-lock, she cooed, “That’s it. That hits the spot! Why is it… How do you get me so damn hot?! Even having to share you is a turn-on!”

He just smiled at that. Then he took her free hand and put it on top of Amy’s head, causing it to rise up and down in time to Amy’s bobbing.

For some reason, that aroused Xania to an even higher peak. God! How is he doing this?! He’s kind of a selfish lover. He hasn’t gone down on anyone all evening, for instance. But he’s got me feeling like a virgin who’s just discovering how great sex can be. I’ve had my share of threesomes, but even sharing him with someone else feels brand new!

But even Alan’s great stamina had limits. His prediction that Amy and Xania combined would soon prove to be too hot to handle was coming true. it was happening even faster than expected, because Amy was going all out in an apparent campaign to get him to cum.

Alan was forced to say, “Aims, please! It’s too much! Have mercy!”

Amy slowed down some, but not much, and not for long. She really was determined.

Furthermore, Xania reacted to his plea to Amy like a shark sensing blood on the water. She’d all but given up on trying to get him to cum, but she realized that she and Amy could make it happen soon if they worked together. She could see that his breath was growing ragged, and even his boner seemed hotter and pulsing more than before. She stroked faster and faster, hoping to get the big creamy load she longed for. She was careful to use short stroking motions though, for fear of smacking her hand into Amy’s face.

However, Alan sensed that he was going to cum soon too. He wouldn’t have minded at all, since it had been a while since his last orgasm. But he didn’t know how many more times he’d be able to cum tonight if he did, and he had big plans. He sensed tonight was a big breakthrough with him and both Brenda and Xania. He wanted to fuck them both later on if he could.

He suddenly broke away, stood up, and lurched his way across the room. He looked like someone just kneed him in the balls. “Break time!” he gasped. .

There was a collective groan from everyone else in the room, but the women got up and went to the kitchen for more drinks.

Alan eventually recovered enough to get up and get a drink for himself as well. (He chose pineapple juice while the others generally had more wine – he considered it his duty to eat and drink lots of fruity things to keep his cum tasting good.)

Only Xania was left in her seat, stewing in frustration. Damn! Double damn! I was so close! How many of these god-damned breaks can he take?! Can he last all night with one erection? I knew he came earlier with Brenda, but that was ages ago. Dammit, he’s supposed to cum many times a day. I want at least one sweet load out of all those!