Tomboy

Watching Porn With Your Lesbian Best Friend


In this dirty bit of fun scripted by u/SpamMeMoarxlol, your lesbian best friend is over to watch a basketball game and play a game of Smash. After both games are over, she decides to play another type of game. Playing with you, making you blush, she has you pull out your computer, and look up chaturbate. Picking out just what she wants, the two of you start masturbating together, in a game to...

Smash and Chill


After winning a bet by beating her best friend and roommate at a game of Super Smash Bros, a tomboy decides to announce her love in the way she thinks the both of them would enjoy the most.                      ...

Tomboy Tussle


Ready to wrestle? Script by u/ALittleBitBritish

Sex Fight


It seems my bestie has gotten to big for his boxers, and I am just such a good fight I am going to bring your ass down to earth. In my bed. It's a sexy wrestling match, to the winner goes the spoils of the loser being their slave for the next week. And I don't play fair. Script was given to me in private to use as I see fit, and the writer will remain anonymous unless he chooses not to be.

More than Just Friends


We make such good friends because you let me do all the talking! But... maybe we could be more then just friends. I'd really like that.

Making A Bet With A Gamer Girl


Your gamer girl friend is having trouble beating a boss and doesn’t appreciate hearing how easy it was for you.
I bet that you won’t be able to beat him while I distract you. Oh no! My distractions are so sexy! What will you doooooooo?                      ...

Dropping into the Loop - Thrown Down


So sweet, so cute. So helpless. Helpless to resist my voice. It wraps inside you, plays… Almost sentient in the way the words themselves seem to wrap around your being. Nudging and focusing you towards my goals without you even thinking…

Dropping into the Loop - Thrown Down


So sweet, so cute. So helpless. Helpless to resist my voice. It wraps inside you, plays… Almost sentient in the way the words themselves seem to wrap around your being. Nudging and focusing you towards my goals without you even thinking…

Tomboy Dominatrix


Someone caught you looking at porn, and now you are over at your friend Shibby's house, venting your embarrassment. You get a whole lot more then sympathy as in an effort to make you feel better I show you MY secret... My Dungeon. It begins a bit rambly, but this is how real scenes work, especially for the first time. I go through consenting, and safe words, and once I am sure you know what...

Tomboy Lab Accident


Hey - Hey, I kinda need your help. Can I come in? There was an accident at the lab - I mishandled a vial, and got it all over me. And now my body just feels hot, and needy... and I know what it needs. Will you help your tomboy best friend out?

Is it Cool If I Shower With You, and Maybe Also Suck Your Cock?


Hey Roomie - I'm back from the gym, quit hogging the bathroom and let me in! Oh... you're showering? Well let me in, I'm a sweaty mess and if you wash my back, I'll suck your cock. Script by u/OnlyaGWAcct

I Fucking Love You, Ok?


Uh. You must be thinking of some other friend. Because you know that I wouldn't let you be alone right now. Or you should, anyway. Wait. So because your girlfriend, who just dumped you in the most fucking tasteless way would have have told you to man up and deal with it, I have to leave you alone with your shitty thoughts? No. You heard me. No. First of all, I never approved of your decision...

I Don't Have my Own Cock to Play With, but Maybe I Could use Yours?


I'm bored. And a bored Shibby is a dangerous and unpredictable thing. I really really hate being bored. So, why don't you help me with that? C'mon, entertain me. I want to try something new! Like... a cock. I've never played with one of those before! So whip yours out. I want to play! This file comes from a lovely script offer by u/OnlyaGWAcct

Paintball Buddies with Benefits


We just got back from playing paintball, and are covered in mud, paint, and bruises. Come in the bathroom with me, where we can strip off without making a mess, and maybe get cleaned up a bit. Grab some ice, I want you to numb my bruises, and maybe rub my sore muscles while you're at it. Oh come on, this is just what good friends do! It's what's after that where it becomes naughty. ;) Script...

Tomboy and Her Friend Forced to Fuck


In this story by u/homersoc_ , a tomboy gets in over her head with a gambling problem, and owes an unsavory character a good deal of money. Only her best friend can salvage a bad situation by helping her repay her gambling debt in a decidedly pornographic way. Because if he won't fuck her on film, some strangers will. At the same time, maybe having sex with her best friend isn't something the...

Tomboy Hates Her Roommate's Ex... Enough to Give Him Sex


We're dirty now, I guess we should get cleaned up. How about a shower? Part 2 of u/homersoc_ 's amazing script.

Tomboy Hates Her Roommate's Ex... Enough to Give Him Sex


In this file I am a tomboy, a gamer, your roommate and best friend. The latest game came out and I just can't wait to play with you - only to find out you are planning on going over to your exes place because she needs something fixed and you are desperate to get laid. Well, being a fixer myself, I come up with a solution to make both of us happy. I'm not going to let that bitch ruin my plans...

Peeping Tomboy


Rape tag to be safe, the sex is consensual but there are a fair amount of references to rape. Your tomboy friend owes you a favor, and decides to pay you back by showing a place to spy on naked girls. Will anything more happen between you two? The tags say yes. Script by u/LowkeyCumquat

Lesbian repays her male friend for a favor


Fun vanilla script, by u/BetterDeadThanDread about a lesbian repaying her friend for helping her... and finding out thanking him is really fun for her as well.

Let's Just Fuck Already!


A very satisfying conclusion to the saga scripted by u/OnlyaGWAcct. Like the rest, this file can be listened to on it's own just fine... But intimacy and sex, are so much better when you take things slow, take your time over the course of a few days to listen in order, truly envelope yourself in the fantasy, to bring you the most satisfying orgasm possible. Maybe consider starting with a...

Your WoW Crush Hypnotizes You Into Her New Minion


I know what you've been thinking all these nights, grinding WoW together. I’ve been having a blast, it’s been a huge nostalgia trip getting sucked back into Azeroth. But, I've geared up my Druid fully on classic now and I was thinking, maybe we should play together in person... If you catch my drift, I'm sure the guild can manage without us for one night. If you’re game, wanna give it a...

Your WoW Crush Hypnotizes You Into Her New Minion


I know what you've been thinking all these nights, grinding WoW together. I’ve been having a blast, it’s been a huge nostalgia trip getting sucked back into Azeroth. But, I've geared up my Druid fully on classic now and I was thinking, maybe we should play together in person... If you catch my drift, I'm sure the guild can manage without us for one night. If you’re game, wanna give it a...

Your WoW Crush Hypnotizes You Into Her New Minion


I know what you've been thinking all these nights, grinding WoW together. I’ve been having a blast, it’s been a huge nostalgia trip getting sucked back into Azeroth. But, I've geared up my Druid fully on classic now and I was thinking, maybe we should play together in person... If you catch my drift, I'm sure the guild can manage without us for one night. If you’re game, wanna give it a...

Your WoW Crush Hypnotizes You Into Her New Minion


I know what you've been thinking all these nights, grinding WoW together. I’ve been having a blast, it’s been a huge nostalgia trip getting sucked back into Azeroth. But, I've geared up my Druid fully on classic now and I was thinking, maybe we should play together in person... If you catch my drift, I'm sure the guild can manage without us for one night. If you’re game, wanna give it a...

A Happy Little Orgasm


Hi, I’m Shibby. I’d like to welcome you to the happy world of painting, using your imagination. Imagination is like any muscle in your body. The more you practice, the better you become. In today's session I have so many experimental techniques I’d like to show you. All you need is a happy little heart and a willing mind. Life is all about creating happy little places. ...

A Happy Little Induction


Hi, I’m Shibby. I’d like to welcome you to the happy world of painting, using your imagination. Imagination is like any muscle in your body. The more you practice, the better you become. In today's session I have so many experimental techniques I’d like to show you. All you need is a happy little heart and a willing mind. Life is all about creating happy little places. Come join me on...

A Happy Little Induction


Hi, I’m Shibby. I’d like to welcome you to the happy world of painting, using your imagination. Imagination is like any muscle in your body. The more you practice, the better you become. In today's session I have so many experimental techniques I’d like to show you. All you need is a happy little heart and a willing mind. Life is all about creating happy little places. Come join me on...

A Happy Little Induction


Hi, I’m Shibby. I’d like to welcome you to the happy world of painting, using your imagination. Imagination is like any muscle in your body. The more you practice, the better you become. In today's session I have so many experimental techniques I’d like to show you. All you need is a happy little heart and a willing mind. Life is all about creating happy little places. Come join me on...

A Happy Little Orgasm


Hi, I’m Shibby. I’d like to welcome you to the happy world of painting, using your imagination. Imagination is like any muscle in your body. The more you practice, the better you become. In today's session I have so many experimental techniques I’d like to show you. All you need is a happy little heart and a willing mind. Life is all about creating happy little places. ...

A Happy Little Orgasm


Hi, I’m Shibby. I’d like to welcome you to the happy world of painting, using your imagination. Imagination is like any muscle in your body. The more you practice, the better you become. In today's session I have so many experimental techniques I’d like to show you. All you need is a happy little heart and a willing mind. Life is all about creating happy little places. ...

Discovered in the Doorway


I came over to play some video games, but when you left to go to the bathroom you took a bit too long. I got bored, started rummaging around your room - and found some verrrrry interesting things in your nightstand. I go out in search of you... only to find you engrossed, peeking through an almost closed door. You dirty peeping tom! You are watching your roommate fuck his hot little...

Discovered in the Doorway


I came over to play some video games, but when you left to go to the bathroom you took a bit too long. I got bored, started rummaging around your room - and found some verrrrry interesting things in your nightstand. I go out in search of you... only to find you engrossed, peeking through an almost closed door. You dirty peeping tom! You are watching your roommate fuck his hot little...

Discovered in the Doorway


I came over to play some video games, but when you left to go to the bathroom you took a bit too long. I got bored, started rummaging around your room - and found some verrrrry interesting things in your nightstand. I go out in search of you... only to find you engrossed, peeking through an almost closed door. You dirty peeping tom! You are watching your roommate fuck his hot little...

Making A Bet With A Gamer Girl


Your gamer girl friend is having trouble beating a boss and doesn’t appreciate hearing how easy it was for you.
I bet that you won’t be able to beat him while I distract you. Oh no! My distractions are so sexy! What will you doooooooo?                      ...

More than Just Friends


We make such good friends because you let me do all the talking! But... maybe we could be more then just friends. I'd really like that.

Sex Fight


It seems my bestie has gotten to big for his boxers, and I am just such a good fight I am going to bring your ass down to earth. In my bed. It's a sexy wrestling match, to the winner goes the spoils of the loser being their slave for the next week. And I don't play fair. Script was given to me in private to use as I see fit, and the writer will remain anonymous unless he chooses not to be.

Tomboy Tussle


Ready to wrestle? Script by u/ALittleBitBritish

Smash and Chill


After winning a bet by beating her best friend and roommate at a game of Super Smash Bros, a tomboy decides to announce her love in the way she thinks the both of them would enjoy the most.                      ...

Watching Porn With Your Lesbian Best Friend


In this dirty bit of fun scripted by u/SpamMeMoarxlol, your lesbian best friend is over to watch a basketball game and play a game of Smash. After both games are over, she decides to play another type of game. Playing with you, making you blush, she has you pull out your computer, and look up chaturbate. Picking out just what she wants, the two of you start masturbating together, in a game to...

Tomboy Dominatrix


Someone caught you looking at porn, and now you are over at your friend Shibby's house, venting your embarrassment. You get a whole lot more then sympathy as in an effort to make you feel better I show you MY secret... My Dungeon. It begins a bit rambly, but this is how real scenes work, especially for the first time. I go through consenting, and safe words, and once I am sure you know what...

Let's Just Fuck Already!


A very satisfying conclusion to the "Tomboy" saga scripted by u/OnlyaGWAcct. Like the rest, this file can be listened to on it's own just fine... But intimacy and sex, are so much better when you take things slow, take your time over the course of a few days to listen in order, truly envelope yourself in the fantasy, to bring you the most satisfying orgasm possible. Maybe consider starting...

Is it Cool If I Shower With You, and Maybe Also Suck Your Cock?


Hey Roomie - I'm back from the gym, quit hogging the bathroom and let me in!
Oh... you're showering? Well let me in, I'm a sweaty mess and if you wash my back, I'll suck your cock.                      ...

I Don't Have my Own Cock to Play With, but Maybe I Could use Yours?


I'm bored. And a bored Shibby is a dangerous and unpredictable thing. I really really hate being bored. So, why don't you help me with that? C'mon, entertain me. I want to try something new! Like... a cock. I've never played with one of those before! So whip yours out. I want to play! ...

Paintball Buddies with Benefits


We just got back from playing paintball, and are covered in mud, paint, and bruises. Come in the bathroom with me, where we can strip off without making a mess, and maybe get cleaned up a bit. Grab some ice, I want you to numb my bruises, and maybe rub my sore muscles while you're at it. Oh come on, this is just what good friends do! It's what's after that where it becomes naughty. ;) Script...

Tomboy CuddleSlut


It's dark and cold outside, but we are warm together in the bunkhouse, cuddling under a nice thick blanket. This file is not about sex. It's about cuddling, and a rambling story of earning the name cuddleslut at a paintball field.

I Fucking Love You, Ok?


Uh. You must be thinking of some other friend. Because you know that I wouldn't let you be alone right now. Or you should, anyway. Wait. So because your girlfriend, who just dumped you in the most fucking tasteless way would have have told you to man up and deal with it, I have to leave you alone with your shitty thoughts? No. You heard me. No. First of all, I never approved of your decision...

Tomboy Lab Accident


Hey - Hey, I kinda need your help. Can I come in? There was an accident at the lab - I mishandled a vial, and got it all over me. And now my body just feels hot, and needy... and I know what it needs. Will you help your tomboy best friend out?

Tomboy and Her Friend Forced to Fuck


In this story by u/homersoc_ ... A tomboy gets in over her head with a gambling problem, and owes an unsavory character a good deal of money. Only her best friend can salvage a bad situation by helping her repay her gambling debt in a decidedly pornographic way. Because if he won't fuck her on film, some strangers will. At the same time, maybe having sex with her best friend isn't something...

Tomboy Hates Her Roommate's Ex... Enough to Give Him Sex


We're dirty now, I guess we should get cleaned up. How about a shower?                                                                  ...

Tomboy Hates Her Roommate's Ex... Enough to Give Him Sex


In this file I am a tomboy, a gamer, your roommate and best friend. The latest game came out and I just can't wait to play with you - only to find out you are planning on going over to your exes place because she needs something fixed and you are desperate to get laid. Well, being a fixer myself, I come up with a solution to make both of us happy. I'm not going to let that bitch ruin my plans...

Peeping Tomboy


Rape tag to be safe, the sex is consensual but there are a fair amount of references to rape. Your tomboy friend owes you a favor, and decides to pay you back by showing a place to spy on naked girls. Will anything more happen between you two? The tags say yes. Script by u/LowkeyCumquat

From Tomboy to Submissive Girlfriend


Oh my God dude, what are you doing home? I thought you went back to your parent’s place for the weekend. Um, you’re probably wondering why the fuck I’m wearing a dress. And some makeup. And an apron. And why I’m… baking. You know, for other girls, this wouldn’t require an explanation. Can’t you just let it go, and pretend you never saw this? I have an unblemished reputation as a...

Friend to Client


You know about my money issues... As a friend, don't you want to help me out by using my mouth like no man before?

Tomboy Saves Her Best Friend From Spending His Money on Strippers


All done! And you were going to pay someone to change your oil for you. You're lucky your best friend is awesome with cars. No, I won't take your money. But you could buy me some dinner. Tonight is good. We could even go right - Oh, I see. It's another frat event. Let me guess... the strip club again? I knew it. You already look guilty. And maybe you're thinking about how much money you're...

Lesbian repays her male friend for a favor


Fun vanilla script, by u/BetterDeadThanDread about a lesbian repaying her friend for helping her... and finding out thanking him is really fun for her as well.

Tomboy has to go from Bully to Girlfriend


Sorry for punching you. And those things I said about your dick, or how you liked to stick it in other guys. You really should have fought me like I wanted. I really wasn't expecting them to be so strict here at this school. They have some bullshit zero-tolerance policy. Now they want to expel me. But if you stick up for me at that school hearing tomorrow, they can't expel me. At least it will...