Losing your virginity is a big milestone for anypony. Especially when you finally hook up with the pony of your dreams in the process. There was just one problem for Blossomforth: when she woke up the next morning, the other side of the bed was empty. Cloud Kicker wasn't there.

Sure, Blossomforth understands why Cloud Kicker wasn't there for her. Cloud's been going through a rough time lately, and maybe their hookup wasn't timed very well. However, knowing that doesn't make Cloud's absence hurt less, nor does it make Blossomforth any less lonely. Perhaps this is a sign that she needs to put some serious thought into where her relationship with Cloud is going, before things get too far out of hoof.

Part of the Winningverse. Takes place concurrently with Chapter 18 of The Life and Times of a Winning Pony.

Princess Twilight Sparkle is perfectly happy with her perfectly ordinary life in Ponyville. Every library book is properly shelved in its appropriate place, and her life continues on exactly according to her meticulously planned out schedule.

Then she gets a bodyguard.

Now she has to find some way to fit this new pony into her life on short notice. It won’t be an easy thing to adjust to—especially since Captain Storm Kicker’s presence makes it that much harder for her to go on living like the same old Twilight Sparkle she was before she became a princess.

Hello, I'm Mary. I'm a mother of two, married to the most wonderful man I could hope for and live what I consider to be, the life I've always wanted. So... why oh why, in the wide, wide world of whys, did this happen to me?

This is my story, for better or for worse, about how things in my life became beyond unbearable.

This story is a sequel to The Life and Times of a Winning Pony

Cloud Kicker's life has been going just about perfectly. She's got a good job, two beautiful girlfriends, and she's never been on better terms with her friends. She's even getting more time with her family now that her cousin is serving as Princess Twilight Sparkle's personal bodyguard. She made mistakes in her past, but now all of that is over and she's earned her happily ever after.

Or at least, that was what she thought. Little does she know that her new life is about to start getting very complicated.

Flight Camp was a life-changing event for Cloud Kicker. Her horrible fight with Rainbow Dash forever changed things between them, and drove a wedge between Cloud and Fluttershy.

But what if that had never happened? What if Cloud and Fluttershy had stayed together? How would the lives of the three friends be different? What other changes would ripple across Equestria as a result of that one event? Cloud and Fluttershy might be happily married, but how would that change the lives of their friends? Would Rainbow Dash go down a different path to joining the Wonderbolts? How would Rarity's life change if she never met Fluttershy until she moved to Canterlot?

Where would they be today if they'd traveled down the road not taken?

Rainbow Dash struggles to figure out why Pinkie Pie keeps acting weird, and seems so happy about spending Hearts and Hooves with hanging out with her, while also puzzling over the fact that Cloud Kicker and Blossomforth seem to be going out of their way to help the two of them enjoy the day.

Cloud Kicker and Blossomforth need to have their own tags, because they're awesome characters who deserve to have more stories written about them.

Has a semi-sequel-follow-up-side-story:"The Life and Times of a Winning Pony."

Two best friends, Anon and Mous land in Equestria after they are swallowed up along with their apartment. The two try to live their lives in relative peace as they learn to make friends and family with the colorful equines, in spite of all the obstacles fate throws their way. Along the way they strive to keep to the universal law they hold so true: Friendship is Magic, but Bro-ness is 5ever.

-Authors note:This fic has lots of Youtube links to songs to set the mood for certain scenes, if any of the links are broken, just drop a comment below and let me know where it is, thanks. -Mandroid.

The Text, an odd and capricious being that only talks by printing words into your mind, seems to quite enjoy teleporting people with no preparation into Equestria and seeing what they do. Most get some help almost immediately after reaching there, or get into problems with the denizens, but what happens when one person brings their own problem with them? Surely magic, or perhaps friendship, is the answer!

This takes place in the SilverVerse and like David's works is a self-insertion fanfic. Read on!
You don't have to, but you may want to read his stories for another (the original) perspective on this particular little idea. https://www.fimfiction.net/story/245393/clueless-in-equestria

Additionally, I have begun filling in some more of the 'not teen rated' scenes that in this were a 'fade to black', you can find them over here but be warned, this is Mature rated. You have been warned.

See This Blog for licensing.

Ponies are dangerous. At least, that's what everydragon says. They even stole his brother's egg years ago. So why are these ponies being so nice to him?

Expect elements of Comedy, Adventure, and Sad from time to time.
Sex tag added for somewhat blunt discussions about the birds and the bees.

Featured: 5/25/2014
Reason: Smeg knows. Love you anyway though!

Don't feel like reading this before jumping to the sequel? No worries, this blog post will catch you up to speed in about 2 minutes.

Now with a Spanish Translation: https://www.deviantart.com/spaniard-kiwi/art/Un-nuevo-dragon-1-11-923167089