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Alistaires Summer 4 Jessica

Alistaires Summer 4 Jessica

by publius68
19 min read
4.86 (23800 views)
adultfiction
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So, now is time for some new shit to happen. Buckle up.

As always, this story is not meant to be realistic, only plausibly ridiculous.

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THE ONE WITH JESSICA

----------

In the end, I was actually sort of granted a few harem boons. The next morning, we all sun screened up at the house, which gave me the chance to apply lotion to much larger areas of everybody than I would have on the beach. Still nothing crazy, but I enjoyed it all.

And that night, after my local friends had left, we decided to enjoy a dinner in. By the time the hot water recovered enough from Carrie's marathon in the shower for us residents to get clean, it was going to be too late to go out. Sloan and I were sitting around in the kitchen. I had cold showered and dressed already, but Sloane was waiting around in her robe, since her daughter had begged for the big shower.

Out Poppy came at last, hair in a towel. And that was the only towel she was using.

"Roberta Fields!" Sloane hissed at her. I just enjoyed the view.

"What? I thought after all our shit, Alistaire deserves at least a tiny taste of harem life," my naked, wonderful, currently best friend defended herself.

"Yes, but you are 18 years old. Unless you need me to change your diaper for some reason,

I

personally do not need to see your hoo haw. Go get dressed. Don't you want to eat?" Sloane asked sternly.

"Fine," Poppy grumbled. "No hoo haw." And with that, she yanked the towel off her head and wrapped it around her waist. Then she plopped down at the table. Her fabo mams were never at any point in danger of being concealed.

Sloane stared at her grimly, outmaneuvered. Then she sighed, and turned to grab the food we had scrounged up to have for dinner.

Poppy grinned at me while her mom's back was turned. I grinned back. No matter what I was doing to Sloane over this vacation, I had to share a teenager's natural appreciation for when another of us puts one over on their parent. That added to my natural appreciation of the half-naked girl I was going to fuck at one or more points in the coming evening.

More. Definitely more.

Sloane turned back around, carrying the casserole. The belt of her robe was cinched tight, but she had tugged the front fully open, leaving her tits resting delightfully on full display, framed by terrycloth.

Dinner was fucking fantastic.

The volume of noise Poppy generated later would have been embarrassing, had it not been even more fantastic.

TLDR for the remaining days until Sunday, it was a very good week.

But all sexcations with your fuckbuddy and her excruciatingly hot mom must come to an end eventually. We packed up Sunday and departed in our separate vehicles.

I wondered as I drove home if I would ever see either of them again.

God, I hoped so. But there were no guarantees. And having been granted a chance to see them both again just made the uncertainty of ever seeing them or others again even more poignant.

*

But the next couple of weeks were amazing.

Mary and Maddie pulled the throat bandage thing twice on me, and I was pretty sure that both times, they did not swap on me. I was getting better at cataloging freckles and other marks like that, not that I was going to let them know it.

I could not wait until they inevitably swapped on me again. I was sure I could tell now, which would make things really interesting...

My parents seemed to finally internalize the idea that I was having sex with multiple girls, and stopped busting my chops about it every time I got home. Many times, but not every time. Much more importantly for my mental health, they mostly stopped dropping veiled hints about their own youthful sex lives, especially Mom's, thank God. Best of all on that front, I was able to successfully hide the whole Sloane element of my week on the beach.

My father had predictably sprung a question on me from out of the blue about whether I had investigated 'the mother' too. For once, I had long ago anticipated the question, and the questioner, and had an answer ready.

"Ha! Dad, I... had more than enough with Poppy all by herself, thank you." It was true, so I pulled it off.

Mom just shook her head and said, "I still find it hard to believe that you had sex with that girl all week and Sloane did not find out."

"Uh, she knew," I admitted before I could come up with another misdirection. I had not gamed out that question.

"She actually did?" Dad asked in surprise.

"Hmmm," Mom thought for a second. "Now that I remember her voice and some of her body-language, I'm betting she knew about you two before even inviting you..."

I tried to not overshare by just shrugging and looking sheepish.

"That is a helluva mom," my mother said almost jealously.

"Almost as great as mine," I thought. Just in utterly different ways, thank God.

Chris and Tony miraculously never figured out what I was up to with Carrie, Mary, and Maddie. Sure, they saw me hanging out with them, doing things that looked like dates. Had it only been one girl, they would have pumped me for details until I cracked. But since it was three girls at the same time, and we were talking about skinny Al Taylor, they just assumed I had 'lucked into' some kind of mascot status. I think they didn't tease me about it because they did not want to exacerbate what they were sure had to be my Summer of Blue Balls.

None of us were feeling a D&D campaign for only three months, especially since I was seeing the end of my close friendship with these guys, just like my time with the girls, approaching fast as California beckoned in the fall. Instead, we played video games, and then found a few new board games that we got obsessed with. Nice, short-term fun that was a beginning and an end unto itself was what we three guys needed. A long-term commitment to anything would have just reminded us all that there was not going to be a long term.

One game Chris owned was totally cool, but needed a fourth to really work. None of us had a fourth, however, so we only played it a little, concentrating on other games.

Then on a day Maddie and I both had off work, we were eating burgers at Wendy's and playing a tacitly acknowledged game of Gunfighter, each waiting for the other to pull the trigger and get us into bed. I idly mentioned Chris, and the subject of games came up.

"Shit, I'll play," Maddie said, on the verge of eagerly. "Sounds like an awesome game. Why haven't I been invited before now, dickhead?"

And that is how Maddie came to be part of our game group. The idiots still never picked up on what else we did together, but they were big fans of Maddie, and for more than the obvious reasons. They genuinely liked her, and rather than pathetically hitting on her themselves (and obviously failing), they took to encouraging me to try to date her for real, and stop ruining my chances by hanging out with Carrie and Mary too.

"Dude, you never know. You might even get a little action before the end of the summer," Chris said knowingly. Chris knew fuck all, and it was going to stay that way.

"What would you know about 'action', Dude," I scoffed.

Chris just looked smug.

Tony growled glumly, "He got his hands on Heather Upton's bare tits. Twice," he told me jealously. "Before she dumped his mangy ass," he added, which earned him a shove.

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Okay, that actually impressed me. Heather might not be that impressive looking overall, but her tits sure are. I would not have thought Chris had it in him.

"We are all just friends," I said easily. "I wouldn't want to mess that up, with any of them."

My buddies just shook their heads at my pathetic beta existence, but Tony did allow as how I at least had 'a scenic life.'

Mary, in particular, was not impressed with Maddie playing board games with us. She informed me tartly that such games were for losers and dweebs like her sister, and by extension, me.

It might have stung when she said this, but she did so with my cock in her mouth at the time, so I took it well, once I figured out her garbled words.

*

I was actually allowed to write three whole articles for the paper. Three. With an actual byline. I doubted I wanted to be a journalist, but there were lots of other careers out there where I could use my gift for words.

If

I even ended up with a career about words in the first place. But actual physical clippings from a publication that still ran print copies would look good to any future employer.

Carrie was... Carrie. Gorgeous, elegantly dressed in a sexily understated way, fun to hang out with, smart, and, well, yeah. Oh God, yeah.

And then she disappointed me.

My mother is on the board of a local charity, and she and Dad had gone out to a fundraiser she had helped to organize, where they would be required to stay until the bitter end of the evening. Carrie and I had gleefully taken advantage of the emptiness of my house to engage in a wide variety of sexual exercises, culminating just before now with her riding my dick while I sat in my dad's favorite chair in our 'home theater.'

Don't get all excited. Our majestic home theater consists of a large spare bedroom with a flatscreen and three big easy chairs. Mom may make a lot of money, but as I've said before, we are well off, not rich. I know what rich looks like.

Dad had splurged on the sound system, though...

But I thought it was a throne room, what with Carrie's naked, perfect form cuddled in my lap as we kissed and caressed each other's bodies in the afterglow.

"You are amazing," I wondered aloud, circling a still quite erect nipple with my finger. "What have you been up to? I haven't seen you, except in passing, for almost a week." I just wanted some conversation, so I kept any peevish undertones about my alleged loneliness out of my voice.

"It's been a good summer," Carrie giggled. With her naked in my lap? Hell, yes.

"Listen," she said, shifting around and slipping her hand down between us to take hold of my cock which was already declaring that it was by no means done with this creature this evening. "I know you want to know these things, so I'll tell you. I started going out with Kevin Wall."

Not exactly what I was in the mood to hear at that moment, but I appreciated her taking my hard-earned wisdom to heart.

Worse, Kevin Wall was not my favorite kind of guy. He was not a jerk, or a bully, or anything, but he was kind of... dull. And while girls looking right through me for all those years had been something I'd just lived with, I had never appreciated it from guys like Kevin.

"Well, that might explain why I haven't seen you in a week," I said easily.

"That has mostly been work," Carrie said easily. She sighed. "But yeah, having a boyfriend will probably eat into our time to do this." Her hand made it very clear what 'this' was.

Whoa.

"Boyfriend?" I kind of yelped. "You say you are in a

relationship

now, and waited until this point in the evening to tell me? Carrie, that's... No!" I found myself trying to squirm out from underneath her, but that was very hard due to the depth of the comfortable chair, Carrie's still quite relaxed, naked body atop mine, and her hand still languidly fondling my junk.

"Oh calm down, Alistaire," she shrugged. I realized then that my hand was still on her tit, and I yanked it away. "You always wanted to know if we got with other guys. I'm telling you. Full disclosure, right?" She paused, then grinned. "You did not throw in a heads up about Sloane, you know. You stinker!"

"That was about hooking up, not a relationship, Carrie! If you are his

girlfriend

, I can't be... does he know?" I asked in sudden horror.

"It is still early days, Alistaire," Carrie said, beginning to catch on to just how upset I was, and not reacting very happily. Suddenly, I was able to shift her from my lap and we were both standing.

"Oh, fuck," I said, holding my head. "I can't be doing this to some guy, even one like Kevin Wall."

"Oh! So Mister I Fuck Everybody is

Jealous

?" Carrie taunted. That would have stung... if it were true.

I ignored the barb. "Look, Carrie, Kevin is fine, if he is who you want, I wish you luck. I mean that," I said, knowing my words were true. They weren't happy, but they were true. If it had been any of a dozen other douchebags who I knew had the hots for Carrie, I'd have still been horrified and angry about her attitude, but my first agenda item would have been to get her to drop the shithead. In this instance, Kevin was... fine. "Listen, you can't fuck... I can't fuck

you

when you have a goddamned boyfriend."

"But you and I predate the relationship, and we are just ... us," Carrie snapped back. "What Kevin doesn't know, while I'm still evaluating things, won't hurt him."

See what I mean? She disappointed me.

I had never thrown out a naked girl. I had definitely never thrown out a naked goddess, one who was central to the current state of my life. To whom I owed so much. But I did. Gently.

At least my dick was enough of a team player to go completely limp. I don't think it had ever actually managed that in Carrie's naked presence.

How could I go to bed distraught, when it was after a night of great sex with Carrie Freaking Croenke?

I managed the feat.

I was a borderline useless, angry mope the next day at my job. I ate lunch by myself and blew off Chris and Tony after work. Instead, I went home and flopped down on the couch to watch old reruns of MASH.

I was not jealous. I will admit, I was upset at losing the ongoing opportunity to fuck one of the all-time beauties on the regular. But I was mostly mad at the betrayal, and her lack of... class. How could Carrie Goddamned Croenke do the unthinkable of not exhibiting class? It defined her. She had broken the Rules, and hadn't cared.

I knew even then, stewing in my own juices, that it sounded arrogant for me to have this set of Rules for how things would go with my friends, but I knew I was right to. They were not rules to benefit me, or to fulfill my desires. They were rules to make everyone happy and ensure no one got hurt.

Hurt like I was right fucking now.

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My mom had to know something was bad wrong when I slammed through the door to the house, but she let me stew in front of the TV and went on with her work in the adjacent office.

When I finally laughed a little at one of Frank Burns's few really funny lines in the character's whole run on MASH, she quietly came into the room, and sat near me.

"Is something wrong, Alistaire?" she asked calmly.

"Carrie," I said unhappily, before I could shut up.

"Ouch," Mom hissed sympathetically. "She broke up with you?"

"She was never my girlfriend, so she couldn't break up with me," I snapped. "It's way worse." I was spilling now, and my filters were painfully ragged. "She does have a boyfriend all of a sudden."

"Oh."

"Worse, she doesn't seem to think that that should prevent the two of us from still fu... still fooling... still having fun together," I spat, barely keeping propriety, if not confidentiality, intact in front of my mother.

"Oh," Mom said again quietly. "

That

situation. Yeah. That one hurts."

Fuck. Here we go again with the veiled references to her past.

Veiled?

"Greg White tried to pull that one with me, my sophomore year. It took all my strength not to kick him in the balls when he said he was going out with Grace Neill, but it was okay, because we could still fuck and not tell her."

It was a measure of my emotional exhaustion that I did not immediately commit suicide upon hearing this tale. I did not even scream, 'Mom!'

"So I do feel your pain," Mom reiterated--words that were simultaneously comforting and excruciating. "Fortunately, I had plenty of other friends to take away the sting... and so do you. This too shall pass, Alistaire, but enjoy a good evening's mope before you move on. It's a valuable lesson."

Then she showed she was the best mom ever by wordlessly dropping the subject. She got up and went back to her office, where she was soon on a phone call to someone in Silicon Valley.

She must also have texted Dad, because when he came through the door an hour later, he went straight to me and clapped my shoulder. "Ouch, boy," was almost all he said, except for, "Let me know if you want to talk."

Then, blessedly knowing in advance that my answer would be no, he headed upstairs to change out of his suit.

Did I really still have friends to distract me? Carrie was Mary and Maddie's best friend... If they chose her side, which I kind of expected, I would be without a certain kind of friend at all.

The answer to the question came late that night, after I had gone to bed. My phone rang, and I saw it was a FaceTime call from Mary. I sighed and answered it, hopeful this was not the axe.

It was both of the twins in the picture.

"Hey, Alistaire," Mary said somberly. "We wanted to check on you."

"For what it is worth," Maddie added quickly, "we agree that Carrie is out of line. I still can't believe she doesn't see that herself."

"I can," Mary sighed. "It is kind of on-brand for her. For what it is worth, big guy, I do think she will realize it for herself eventually, and you can expect a real apology when she does. But don't expect it soon."

"Again, for what it is worth," Maddie went on, "neither of us would ever do that to you."

Mary snorted, then grinned a little. "Yeah, neither of us would tell you we were dating someone else only after handing out some skilled oral and a sensational fucking."

It was a good joke, but it did not really help. Fact was, it had been a really sensational fucking.

They could see that I was not mollified, though I did give them both a smile.

"How about this?" Maddie added. "Neither of us has a boyfriend, not even in waiting. So we are safe and appropriate and shit. How would you like it if tomorrow, one or the other of

us

gave you a nice blowjob and a sensational fuck or three?"

They looked at each other for a moment. A Twin Moment. Then they both simultaneously said, "Or we can both do it, take turns, and watch."

As ways to reassure me that they were not taking Carrie's side, they just might have stumbled on a winner.

Later, I decided that had definitely stumbled on a winner.

Like I said. It was an excellent summer, even if it now had a Carrie-shaped hole in it.

*

The only problem with being down to only two girls you are fucking regularly is that they realize you now have time to be given assignments.

Fortunately, M and M did not view Assignments as meaning Chores.

But unlike back at school, the assignment I was eventually to be issued one evening was not to go out and bang one or more of their friends. I had considered trying to get issued such an assignment. They had a few very appealing friends.

Instead, they bided their time before assigning me their task...

*

Before they got around to the task, Mary and Maddie called and asked me if I wanted the three of us to go out for dinner. This sounded extremely promising to me, hoping I might be in for a second Console Alistaire About Carrie Twin-Way. I called this trade-off and watch kind of event a Twin-Way, because while it was still utterly awesome, it was not an actual Three-Way. I knew the difference.

I got to their house to pick them up and knocked on the door. Mary answered. By now I almost did not have to look at her neck to tell it was her.

Almost.

"So where are we going tonight?" I asked as she ushered me in. Maddie was just entering the living room as the door closed.

"Nowhere," Mary chirped. "Mom offered to cook dinner for us! She's really good."

Oh. So this was just a hangout night, not a sex night. I would honestly have been barely disappointed in that, since the girls were awesome to just hang with, had I not had the afternoon to get my Twin-Way hopes up.

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