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Fluttershy, what are you doing? If you hold your cards like that, Rarity will have no trouble seeing them! Sure, your head is blocking her field of view now, but as soon as you lean forward to bet, she'll hardly be able to help seeing your hand!
...Sorry, people not knowing how to hold their cards triggers my instinctive need to correct, and apparently that need applies to ponies, too. Anyhoo, my thoughts on Mr.Numbers' Rarity Loses Her Innocence In a Poker Game, below.
Impressions before reading: I am, to put it lightly, not expecting to be impressed. This has every appearance of being a "joke's in the title" teen sex comedy, which... well, I suppose there's no reason something fitting that description couldn't be good, but they oh-so-rarely seem to be. On the other hand, I only need look back to, uh, five days ago to find an example of a story I went into with low expectations, and came out loving. So hey, first impressions can be--and are!--overcome.
Zero-ish spoiler summary: It's always a bad sign when writing issues rear their ugly head in the very first sentence (a misused semicolon, in this case). In this case, though, the biggest issue with the story isn't the editing; although there are fairly regular punctuation issues, they don't significantly impede readability, and appear more to be a series of isolated incidents than one or more systemic issues. No, the biggest issues are conceptual.
Unfortunately, when it comes to concept, there's not a lot to tell. The story is divided into three chapters: the first is a couple thousand words of "the joke's in the title," the second is an extended jaunt of "hangovers are intrinsically funny," and the third is a classic chase/fetch quest sequence. The first two are single concepts, stretched to a couple thousand words; both are fine within that context, but basically provide nothing of interest beyond their singular concepts. The last chapter, on the other hand, is traditional string-out humor, and while it's solid enough in its own right, it's doesn't begin until over halfway through the fic; the setup here spans 4,000 words before there's any meaningful payoff.
Word choice is a recurring issue, specifically with inappropriate britishisms. To be clear, I don't particularly care (and I doubt many readers do, though I suspect someone must) whether an author uses British or American spellings, as long as they're consistent. In non-character-influenced narration (i.e. when the narrative voice isn't supposed to match or mirror a characters), I have no problem with British words and phrases. But when that language creeps into character dialogue, that is where I take exception. Stuff like Pinkie using the word "whilst" in casual conversation, for example, isn't just poor word choice; it's poor characterization.
Beyond that, there really isn't much to say. This story delivers its three beats in very predictable manner, dutifully checking off the character archetypes at the start (Applejack is dumb! Fluttershy is risk-averse!) without expansion or variation, moves through the stock drunk and hungover moments (I hesitate to call them "jokes," though "humor" is probably fair--after all, the simple fact of a character overreacting to noise isn't really a joke, per se), and ends on a one-off joke only tangentially related to the rest of the fic. It is, in other words, about what a reader might reasonably expect from a story titled Rarity Loses Her Innocence In a Poker Game.
★☆☆☆☆ (what does this mean?)
Sometimes, you get surprised, and other times, what you see is what you get. And to be fair, "what you see" is far from awful: the cover and description promise general goofiness and an author with a reasonable command of the English language, and both of those are delivered upon. But by the same token, this is a shallow, predictable story which stretches wafer-thin ideas to fill entire (albeit, not terribly massive) chapters; not cardinal sins in writing, perhaps, but not what I'd consider a "fandom classic."
Recommendation: Readers who find drunk ponies funny in and of themselves might want to give this a try, if they're looking for something light and insubstantial. Beyond that, I can see plenty of people reading it and not disliking it, but it's hard to actively recommend more broadly.
Next time: Schemering Sintel, by N00813