6 Times a Day

Ironically, given Alan’s new resolution to distance himself from the cheerleaders, the first thing he did after school was go and fuck three of them.

Monday afternoon normally meant another “S-Club” meeting (or “S-A-Club meeting” as everyone but Alan now called them), now that Katherine and Alan were no longer grounded.

Alan was going to cancel it due to his huge homework load, but then Kim announced at the end of school that Amy would be joining them as well. He realized what a good and fun idea that was, so he couldn’t resist the invitation. He figured it didn’t really go against his new cheerleader stance, since two of the cheerleaders in question were Amy and Katherine. Plus, he liked Kim a lot.

Alan, Katherine, and Amy drove together. When they got to Kim’s house, Alan was surprised to see that the girls all went to Kim’s room and sat down, fully clothed, and started acting as if they really were in a normal club.

Kim sat in a chair facing the other three sitting on her bed and appeared to lead the meeting. She pounded on her arm rest and said with an amused smirk on her face, “The meeting of the Service Alan Club will come to order.”

Katherine immediately raised her hand.

Kim called on her. “Yes, Katherine?”

Alan’s sister spoke in a mock officious and nerdy tone. “I suggest we all get naked and immediately start servicing Alan. It is, after all, the core mission of our organization.”

Kim smiled and nodded in agreement. “Indeed. If I may quote the mission statement of our organization, which I’ve memorized, ‘Service Alan with our cunts, asses, tits, and mouths. Drain him dry.’ It’s pretty simple, really. Does anyone second the motion?”

Amy raised her hand. “I do. But I want to make clear that we’re all united in determination to make Alan feel so horny and so good that he doesn’t know up from down. Maybe we can put that in the official record or something. I propose we start by having one girl strip the clothes off another while the third begins cocksucking him without further ado.”

Kim replied, “I agree. Katherine what do you think of that suggestion? Oooh. Looks like Amy has already nominated herself for the cocksucking part. You go, girl. That’s what our organization needs: take charge go-getters!”

Amy had dropped between Alan’s legs and had his penis far inside her mouth in a near deep throating.

Kim said to Katherine, “That leaves you and me to get started with the visual stimulation. All in favor say ‘aye’ or wrap your tongue around a cock and pump it between your lips.”

Alan, Kim, and Katherine said “aye.”

Alan then announced gleefully, “I can safely say that Amy voted yes as well.”

“Good.” Kim stood up, then reached out a hand and helped Katherine up. “Katherine, we at the Service Alan Club have to acknowledge that since you’re his sister, he gets most aroused by you and fucks you the most. Not to mention, you have a damn fine body which we all adore. So it’s only appropriate that you strip first. All in favor of that motion say ‘aye’ or stick your finger up Alan’s ass.”

Alan gasped. “Oh! I can again confirm that Amy joined in with the ayes.” It hadn’t been easy, but Amy had managed to pull his shorts down and push a finger up his asshole, despite the fact that he was sitting down. He also realized that Amy somehow was managing to take off her own clothes even while mostly keeping her hands on his privates. She enjoyed rubbing her nipples across the skin of his legs at every opportunity.

Kim put on a collection of James Brown’s greatest hits.

Katherine stood before Alan and began dancing to the funky beat while Kim, also dancing, worked on removing her friend’s clothes. There was a lot of licking and kissing and fondling. Before long, a good deal of Kim’s clothing came off too.

Alan bounced around a bit while remaining seated, enjoying the music.

Even Amy bounced and sucked cock to the beat.

Before long, Kim and Katherine were naked and sexually exploring each other with abandon right in front of Alan.

Then the song “Sex Machine” came on. Kim paused in her sucking of one of Katherine’s tits (though her fingers in Katherine’s pussy didn’t cease moving). She said, “All those in favor of declaring Alan the official number one sex machine of our high school, say aye or deep throat him.”

That was a challenge for Amy, since she’d never deep throated before. But she’d been reading up on it, and more importantly getting tips from Suzanne in recent days. They’d even discussed deep throating. As a result, she was able to take him all the way with only a little bit of gagging. She couldn’t hold it long, and it was a far cry from one of Glory’s expert jobs, but it was a good start.

He patted Amy on the head encouragingly.

Katherine joked in a deadpan voice, “It looks like the measure passes. Which frankly astounds me. Great job, Aims! I resolve that Alan stays on the scene like a, like a, sex machine.”

Alan, also quoting from the James Brown song, replied equally seriously, “Fellas, I’m ready to get up and do MY thang. Movin’, doin’ it, you know.”

Everyone laughed.

Then he continued in a more normal voice, “I also have a proposal. I propose that we get down to some serious fucking already. Amy is such a naturally talented cocksucker and now upcoming deep throater, and this mutual striptease and grope session is so arousing that I don’t think I can last much longer. And I get to unload in women’s mouths all the time. I want to deposit this load in a nice, warm pussy.”

Kim disengaged from Katherine and clapped her hands to get attention. “You heard him, girls. We Service Alan Club members must act like a well-oiled machine to give him maximum pleasure.”

Katherine suggested, “More like a well-lubed, dripping, and juicy pussy sex machine.”

Kim replied officiously. “I stand corrected. Please make the proper correction in the minutes for the meeting. Quick. Let’s assume our positions and bust out the condoms. Oh, wait. First we must vote on his proposal. All in favor say ‘aye’ or put one of his balls in your mouth and suck on it.”

To Kim’s surprise, she was the only one who had to say “aye.” Katherine dropped down and joined Amy as each of them took one of his balls in their mouths.

He hadn’t even known that was physically possible, but the two girls managed to find room cheek to cheek. He was too overwhelmed by the resulting sensation to remember to vote.

Kim joked, “I take it that’s an abstention from Alan, but the motion carries by three votes to none.”

Kim then roused everyone up. She clapped her hands to get attention and repeated, “Let’s assume our positions. Katherine, as Alan’s sister and the possessor of one of the finest tasting pussies in the known universe, a fact I can personally attest to, it’s only right that you get fucked first and often. So assume the position on the bed and spread your sopping and incestuous thighs real wide.”

Katherine saluted and did so.

Then Kim turned to Alan. “You fuck your sister sitting up. That way, Amy and I have more of you and her to play with. Amy, since you have arguably the biggest tits of us all, your main job is to satisfy your boyfriend’s tit craving. Keep them buried in his face until he’s drowning in tit flesh. Alan, reward her by sucking and nibbling on her nipples as much as you can. Also, Amy, you can sit on Katherine’s face and still lean forward for your tit duties. Sound good?”

“M’kay! Sounds super! It’s like two for one fun!” Amy naturally reacted with great enthusiasm.

They all started to assume their positions.

Kim spoke mostly to herself now. “That leaves me, little Kim, in charge of Alan’s backside. This mostly means I get to lick and finger his asshole, though I’m going to keep my hard little nips digging in his manly back at every opportunity. That’s it, Alan, plow your sister’s fertile fields deep and fill her with your incestuous brother-cum…”

Kim’s orchestration of events and her taking the least desirable spot had a purpose. Given Alan’s earlier announcement to the cheerleaders that he’d be devoting all his school lunches to “working” with Glory, not to mention his near cancellation of today’s Service Alan Club meeting, she knew she was very lucky to have him there at all. So she went out of her way to please him in every possible way, hoping that would encourage him to come back to use her house to fuck again and again.

She was very successful. Alan had a great time, and her organization of events helped. For instance, after he’d fucked Katherine for a while, he seemed to run out of energy. When his penis grew flaccid, he begged off and said he’d need to take a long strategic break. He considered taking a nap or a shower to get a second wind. But Kim had another idea. She got her cheerleader uniform out of a drawer without Alan noticing, and then ushered Amy and Katherine out of the room.

A minute or two, she came back in, with Amy and Katherine following behind. She announced, “Alan, it has come to my attention that you have a sister who is also a cheerleader, and yet you’ve never fucked her in her cheerleader uniform. I think that’s just wrong! Every good American boy deserves a busty bombshell cheerleader slave sister.”

She stepped aside, and Amy and Katherine stepped into the room. Katherine led the way, but her head was bowed down and Amy held her hands behind her back, as if Katherine were somehow enslaved.

Alan loved the idea of fucking his cheerleader sister, and the whole slave idea had an even more curiously powerful appeal. Within seconds, his dick engorged to full size, and he felt he had enough energy to run up a mountain.

It seemed it was only seconds later when he was pounding his cock into Katherine like it was an Olympic event and he was going for the gold. All the while, Kim and Amy helped “restrain” Katherine, as if she was enslaved and being fucked against her will (although of course she was loving every second).

When he finally came into her, he thought he was done for sure. But then Kim came to the rescue again. She arranged for Amy to lick his cum out of Katherine’s cunt, while Kim kept up the slavery pretense and restrained Katherine in a variety of sexy ways.

That caused Alan’s penis to stir back to life, but it still wasn’t fully hard.

So Kim had another idea. She sat up in the bed and announced, “Okay Alan, to get you fully warmed up for your next fucking, I say we give you a triple blowjob. Have you ever had one of those before?”

“Nope.” He grinned. “I can’t say it sounds like a bad idea, though.”

“Today’s your first then. We’re going to have to work this out so we can fit three heads around it. Let’s see. Alan, you go sit on the edge of the bed…”

They got it all arranged, and sure enough, three tongues were soon busy licking his rod at the same time. They got it hard in seconds, and then kept going on it. One tongue and mouth typically sucked on his cockhead, but made sure not to go too far down so the others could have room. Another tongue generally focused just on his sensitive spot below the head, and the third went roaming at the base, with a hand or two usually assisting by rubbing. And that’s not to mention the hands and tongues that worked on his balls and anus.

They’d do that for a while, and then switch positions, with the cockhead sucking spot being the most coveted one.

Alan closed his eyes and let his hands roam freely, not looking where they were going. There was always a tit, or ass, or pussy to fondle. It seemed that whomever he touched would soon respond with an orgasm. He felt a bit like Santa Claus, except he was handing out climaxes wherever he went instead of wrapped presents. He felt that it was nice, too, to just take directions for once (from Kim the conductor) and not have to be the one leading events.

He was struck, though not for the first time, at just how wet and sticky most sexual acts were. With three tongues lapping frantically on his penis, it became positively drenched in saliva and pre-cum. The girls’ faces grew increasingly sticky too, even before he came on them. He found that the more he took part in sex, the less he thought of all the bodily fluids as gross and actually came to love seeing the look of wet skin, drenched in sweaty, juicy sex.

He was thinking about calling for a break so he could last longer, but all those busy tongues were just too much for him. He came hard, and sprayed his cum equally across all three faces.

He was so aroused that his penis never really went flaccid afterwards. Still, he took some time to recover. As he sat back on the bed and idly pulled on the two clits nearest his reach, he commented, “Wow. Thank you all. A triple blow is so great. I mean, not only does it feel fantastic, but it’s such a power trip to have three girls all so eager to get a piece of my boner. The way you three all subtly jostled and fought to take control of a bigger piece of cock – I actually like that.”

Amy answered, “We’re in the Service Alan Club. That’s our job. I’m soooo all over that duty. It’s so funtastic! The only bummer is when there’s not enough official boyfriend Alan cock to service.”

He swung over her. “Good answer. I’ll show you something else that’s fun. I’m going to fuck you for a while, and then Kim. Meanwhile, Kim and Katherine, let me take Amy solo and you two have fun with each other lying right next to us.”

Amy objected, though not very forcefully, “Don’t you want to fuck Kat some more? If that’s what you want to do the most…”

He replied, “Now Aims, I know you’re pretty selfless, but you can’t possibly be that selfless. I know you want it, and you’re gonna get it.” ．

Kim added, “Sorry, Amy. I may be the president of the Service Alan Club, but Alan is the emperor of the club, and what he says goes. The votes are just for show, because he’s in complete charge and we just have to lie there and take it. I’m afraid you’re going to be fucked down to the marrow of your bones. You are nothing but a big-titted, wide-assed cum receptacle at this point, honey.”

Amy pretended anguish. “Oh dear.” She squirmed around on the bed, flaunting all her charms in the process. “Whatever will I do? I’m just a helpless cunt!”

Kim joked, “Everyone in favor of Alan’s motion to fuck that helpless but tasty cunt, signify by deep throating him. No ‘ayes’ this time.”

That led to a lot of frustrated groans, since all the girls were bad at deep throating. In fact, Amy was the only one who could do it at all, so far.

Alan groaned too, since he wanted to get on with the fucking, but he realized it would be good practice for the girls, which would benefit him later.

Kim and Katherine were hopelessly out to sea at deep throating, but Amy soon had them practicing the basics, even though it was mostly a case of the blind leading the blind.

Eventually they tired of their practice. Since it was mostly an exercise in frustration and gagging, Alan still hadn’t cum.