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Alistaires Cast Of Characters

Alistaires Cast Of Characters

by publius68
4 min read
4.64 (18900 views)
adultfiction
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TLDR for what came before Alistaire's Summer

I would advise anyone who is interested in Alistaire's crazy adventures to start with the

first series

. But I am advised by a wise sage that even if you have read both of the first two series, it has likely been years, so a barebones rundown on what has gone before, and all these people who (mostly) do not appear in person in this series, would be useful. This synopsis should be published on or about the same day as Chapter One of Alistaire's Summer

Alistaire (Al) Taylor is a senior at a Connecticut boarding school. He has been a reedy wallflower his whole life, with no end to that in sight. On spring break back home he runs into the hottest girl in the county and an old classmate of his. He accidentally asks her out on a date. It goes well. As in, losing his virginity well. During the date, he discovers that a 9.5" penis is a whole lot of dick in the opinion of others.

The girl, Carrie, has to leave for the rest of vacation, and Al finds himself subtly handed off to her best friend, Mary, who unbeknownst to him, hands him off back and forth between her and her identical twin sister DURING their date. Al figures it out, but not before he fucks them both.

Back at school, he accidentally lets his three female platonic friends know that he is no longer a virgin. He does also ask them for insight on why a gift and love for cunnilingus and a giant cock seem to be so appealing to girls.

His friend Beth decides she would like to fuck him, and does. But she wants to keep it secret.

His friend Carla also does the same thing... and wants to keep it secret.

Beth and Carla find out about each other, but are more amused than angry, and Al (now dubbed Alistaire by the girls because he is no longer a virgin) heaves a sigh of relief that he won't be killed for keeping the secret.

But his best friend of all, Bridget finds out, and they are all lucky to survive.

So Alistaire fucks her too. Of course.

That's the first series.

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But Beth, Carla, and Bridget still keep encouraging him to learn more about how to deal with girls by fucking others besides them. They all intend to continue fucking him too. The key to Alistaire's women is that they are all friends first, sex buddies second.

So Al figures out how to court a little, and eventually beds Jenn. But she is the first girl he gets with but doesn't fuck on their first time together. They do engage in mutual oral in a public hallway, but by this point, not fucking a girl the first time they kiss is practically Casey at the Bat for Alistaire.

Then Bridget tries to motivate Alistaire into winning a race by offering a threesome with her allegedly lesbian friend Petra. Alistaire discovers new reserves of speed...

Alistaire is also interested in Poppy. But while he is pursuing her, he keeps talking to her extremely tasty mom, Sloane. They sort of fall into bed. Unfortunately, Poppy walks in on them while in said bed, and there are nuclear level fireworks.

Alistaire gives up on the Poppy Project as a permanently lost cause and it is several whole days before he and Poppy have sex anyway.

Beth decides she is also interested in Alistaire's friend Ben, and Our Hero, being utterly non-possessive, helps set them up. Then Beth decides she is going to have them both at the same time. Uncomfortable orgasms ensued.

The night after graduation, as all are saying their goodbyes at the graduation party, Alistaire fulfills everyone's joking fantasy for him, and nails Nancy Green, the 22 year-old rookie teacher.

And now Alistaire's Summer begins.

Cast of Characters

Alistaire (Al) Taylor - Our Hero, former prep-school wallflower, and possessor of a 9.5" phallus

Sophia Taylor - Al's Mother

Dennis Taylor - Al's Father

Carrie Freaking Croenke - Middle school hopeless crush, apex babe of the county. Al's first time.

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Mary - Twin and best friend of Carrie. Al's second time... or was she his third?

Maddie - Twin and Carrie's other best friend. Al needs to figure out someday which he banged first...

Chris (and Trey) - Best buds and game players back home.

Beth - Track sprinter at prep, and one of Al's best platonic friends... until she wasn't. Sultana of the Big Dick Harem

Carla - High jumper at prep, like Beth, a friend turned more, until she got a boyfriend.

Bridget - Best friend and mentor at prep, fellow distance runner

Ben - Best bro at prep, fellow admirer of Beth and denizen of her harem

Adam and Tres - Other prep buddies and D&D players

Jenn - Artist and writer at prep, with a penchant for sex in public places

Poppy - Tennis player and Al's most fraught conquest at prep

Sloane - Yeah, Poppy was fraught because Al did her mom first.

Petra - Slavic girl at prep who everyone thought was lesbian. Fellow member with Al of Bridget's Co-ed Harem.

Nancy Green - Hot teacher and legend maker.

Coach Parvus and Mrs. Sarnioki, favorite teachers at prep

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