‘tomboy’ stories

A costume reveals a new woman, and the bet is on!

40-year-old teacher confesses her past and present.

Tomboy falls in love with Big Guy.

I'm your best friend, I know exactly what you need.

After a chance encounter I give an Oscar-worthy performance.

She's made to bend to his will.

Flat chests? Don't worry with Bovine-X you too can have DDs!

One tomboy was surpisingly good, but two?

Gentle femdom between you and a tomboyish childhood friend.

That last high school fling.

Best friends conspire against his wife.

Can guys be friends with a hot woman?

Things get steamy when she meets a sexy hairdresser.

When a tomboy gets tired of being one of the guys.

A metro brother and his tomboy skatepunk sister fall in love.

Straight girl with lesbian friends meets the new girl.

Quarantined with your gay roommate and her bi girlfriend.

Mom makes son compete with dad for her; dad romps.

Tomboy to the bone--but eventually...

Alex asks her female friends to help her become more girly.

She decides to prove him wrong...

Dressed as a man Rose thought she was safe.

Sports-mad tomboy deflowered, with help from Literotica.

Sexy sporty girl seduces shy guy.

Alex uses a strap-on to fulfill her friends' fantasies.

Your lesbian roomie's bi girlfriend pushes your buttons.

Athena finally gives up her cherry.

You're a hot blooded man, daddy. Let me take care of you.

Lucy's boyfriend gets too drunk leaving her night wide open.

I'm a total cumslut these days.

We get together after some hard studying.

A tomboy desperately seduces firefighter friend.

Max builds more than a sundeck for her rich cougar client.

Girl picks up two men at a gay bar.

He has an unexpected adventure in a small town

Young love in a small neighborhood.

It's not incest if we don't break character, little brother.

High school romance

Ass to mouth with some skaters in public

No choice but to use every method he can to warm her (F19)

Don't make me push you down...you'd like it too much.

He accidentally sees friend (F19) naked in secluded cabin.

Astronaut loses her virginity in space to two comrades.

A stranger becomes more.

Liz gives herself to Conlan whether he likes it or not.

Shy brother reunites with his tomboy older sister.

Tough girl guides her femme lover with a heavy hand.

A sporty tomboy is gently bound by her cheerleader crush.

Introduction to sex and life filled with secrets.

He takes too long in the shower. Sis steps in.

Ros's first romance is short-lived.

Blind date exceeds expectations/relations in public and....

Nikki and Taty decide to reveal their secret relationship.

A tomboy finds him in the shower . . . in her swimsuit . . .

Donnie was my first.

Two best friends play just rough enough.

Making anal porn with a very, very good friend.

On her final visit, Callista makes a wish.

Step-siblings reunite on their parent's old ranch.

Fun in the Furry Farm.

Human adventurer discovers a lot about his elven partner.

Are you a good boy, or are you going to be difficult?

Charlie is no longer one of the boys.

To the old fellow 7 miles and 80 degrees made her delicious.

Tomboy lesbian gym rivals make bet, loser gets feminized.

bitchy big sis wants to fuck while hearing mom get railed.

Pretty tomboy Betty teases the boy next door.

Saudi lesbian falls for sexy Somali tomboy in Ottawa.

The things one does for friends...

A sexy vision of the Post-Apocalypse.

Wanna see my tattoos? I just need to take my clothes off...

Pretty tomboy Sally loses her virginity to handsome sailor.

A surfer and a swimsuit model.

Blonde tomboy blows a group of friends at a club.

Your nerdy coworker bets her body on a game of MtG.

Femboy and Orc-girl get their minds wiped by a slime goddess.

A biracial tomboy gets an unexpected visitor who wants her.

A man with a memory problem revisits his hometown.

Anna and her hiking party must stick together to stay alive.

Lust is the perfect outlet for hate.

Cruel girl feminises a goth tomboy. Foot slavery ensues.

Your bad-bitch girlfriend helps you get out of your shell.

At the Cheerleaders' Squad Party.

Haitian man meets white tomboy in Moncton, Canada.

Cheating man seduces female friend, taking her virginity.

You need to cum for your donation and I'd love to help...

You and your bully have to room together before the game!

Jamaican tomboy seduced by Somali chick in Toronto.

A sexy tomboy and a horny friend share a night of passion.

The Kingdom needs an heir...and the King moves to action.

She has a fling with her favorite musician.

Erste Nutte.

First aid for your cock from your tomboy bestie...

The foursome and their friends get closer.

Let's just do it. It's just a cock, right?

White tomboy welcomes black male friend home.

A game of Truth or Dare will change our friendship forever.

Australian woman seduces Somali tomboy in Ottawa.

He wouldn't let me suck his cock, so I'll suck yours instead.

An effeminate young man gets caught playing with super glue.