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I want you to be my new sissy sex slave

I want you to be my new sissy sex slave

I think you are the sweetest man I have even known. Do people tell you that you are too nice sometimes? There is a kind of delicate innocence about you. - Nikki Daniels Penny Barber Kandii Kiss - sissytrainervids

You are such a pretty little sissy girl

You are such a pretty little sissy girl

I'm going to clean you up and make you into a nice girl. I'll put lots of make-up onto that little face of yours! Aww you'll feel like such a girl then I'll put some eye-liner on you and even more m - Alexis Grace Sadie Holmes Taylor Raz Kandii Kiss Natalie Laine - sissytrainervids

You can pretend to be one of the girls around me

You can pretend to be one of the girls around me

We are going to have such a fun day turning you into a sissy girl. I will give you a bra and panty set and then do your makeup. - Kneely Morgan - sissytrainervids

We are excited about our new sissy slave

We are excited about our new sissy slave

We are going to dress you up like a pretty girl and we are so excited about that. Look what we got you! A nice bra with some glitter on it! - Jewell Marceau Lilith Lust Nikki Daniels Penny Barber - sissytrainervids

We are going to break in our new sissy slave

We are going to break in our new sissy slave

We are going to dress you up like a pretty girl and we are so excited about that. Look what we got you! A nice bra with some glitter on it! - Amai Liu Jewell Marceau Lilith Lust Nikki Daniels Samantha Grace Penny Barber Kandii Kiss - sissytrainervids

I will give your sissy ass exactly what you need

I will give your sissy ass exactly what you need

Ashley Sinclair's philosophy when it comes to guys that want to be pegged is to give them exactly what they want. That means your ass is going to get fucked. - Ashley Sinclair Alexis Grace - sissytrainervids

Relax and just let me big black strapon cock in

Relax and just let me big black strapon cock in

Your asshole puts up some initial resistance to begin with, but as soon as I calm you down and convince you that you're a hungry sissy, that butt enjoys every second and opens wide for this big dildo. - sissytrainervids

I am going to make you into a sissy princess

I am going to make you into a sissy princess

Aww you poor little girl you! It's time to play dress up with you today and I'm going to put you in the prettiest outfits I can find. - Kneely Morgan - sissytrainervids

I want to see what you look like dressed as a sissy

I want to see what you look like dressed as a sissy

I hope you are ready for me to dress you up! I cannot wait for you to get your dick in these cute blue panties. Look! They even have a small bow on them. - Kandii Kiss - sissytrainervids

Tonight I get to be the one who fucks you

Tonight I get to be the one who fucks you

As soon as you put that dress and wig on, you're pretty much as sissy as it gets. So, are you ready to do the most feminine thing ever and take a good, hard cock deep in your ass? - Judith Elekes - curiousporn

Put on the sissy boy outfit I picked out for you

Put on the sissy boy outfit I picked out for you

I want you to get into that pretty little frock that you got the other day, but first put on a bra and stuff it full of socks so you get the big, busty breasts you’ve always dreamed of having. - Caroline Pierce Kandii Kiss - sissytrainervids

I will help you transform into the prettiest sissy girl ever

I will help you transform into the prettiest sissy girl ever

I'm going to clean you up and make you into a nice girl. I'll put lots of make-up onto that little face of yours! Aww you'll feel like such a girl then I'll put some eye-liner on you and even more m - Allura Skye Amai Liu Carmen Valentina Danica Logan Sadie Holmes Goddess Rapture - femdomvideos

I will dress you up like a sissy for our night out

I will dress you up like a sissy for our night out

Now let me do your eyes. I am going to make you into one hot chick. Let's not forget to make those lips super red. I think that color looks great on you. It is good for sucking dicks. - Nikki Daniels Olivia Rose Penny Barber - sissytrainervids

I want to see you sucking cock like a real sissy

I want to see you sucking cock like a real sissy

If you want to play with me today, you will have to play under my rules. I bet you are curious to learn what they are. Well, if you haven't noticed, I really enjoy the things which are girly. - Jewell Marceau Kandii Kiss - sissytrainervids

I chose the perfect sissy outfit for you

I chose the perfect sissy outfit for you

Oh, do I have a treat for you today! You see my cute lingerie? I got you the same pair of panties and a bra so we would have the matching outfits when we go out tonight. - Carissa Montgomery Gina Bang Jewell Marceau Penny Barber Kandii Kiss - femdomvideos

Tonight I make you into a sissy girl

Tonight I make you into a sissy girl

I found panties in your drawer and I want to know who they belong to. Shut up and take your pants off. Oh my God! Why the fuck do you have panties on? You are a fucking pervert. - Addie Juniper Savannah Fox - jerkoffencouragement

I have a black monster cock for your tight sissy ass

I have a black monster cock for your tight sissy ass

Come here and get on your knees. You already know what is coming, don't you? I know you crave this big black dick between your lips. I will train you and get you ready for the real thing. - sissytrainervids

I am going to make you dress like a sissy girl

I am going to make you dress like a sissy girl

Look at you, standing before me without a single shred of clothing on. How would anyone know that you were woman if you don’t dress the part? - Amai Liu - sissytrainervids

I will prepare your sissy ass for a night on the town

I will prepare your sissy ass for a night on the town

You should be yourself around me and besides, just because you have a cock doesn't mean you cannot look pretty. Be a good little boy and let me dress you up. - Bossy Delilah Nikki Brooks Nikki Daniels Whitney Morgan Penny Barber Kandii Kiss Natalie Laine - sissytrainervids

You are going to be my real life sissy plaything

You are going to be my real life sissy plaything

I will let you wear my clothes which are going to fit you nicely. I think some of my panties would make you look so cute. Maybe some black silky ones, what do you think? - sissytrainervids

I will help you pick out the perfect sissy outfit

I will help you pick out the perfect sissy outfit

Today I am going to teach you how to dress as a woman since clearly, makeup is not enough. By the end of this, you are going to be the prettiest princess. - Kandii Kiss - sissytrainervids

I will take you out on the town dressed as a sissy

I will take you out on the town dressed as a sissy

Now let me do your eyes. I am going to make you into one hot chick. Let's not forget to make those lips super red. I think that color looks great on you. It is good for sucking dicks. - Diana Knight Gia Steel Nikki Daniels Nikki Delano Kandii Kiss - sissytrainervids

I will work hard to make you the prettiest sissy possible

I will work hard to make you the prettiest sissy possible

I know it's going to take a lot of work but you'll look absolutely gorgeous when I dress you up and do your make-up. You'll wear my bra and panty set and we'll shave that nasty hair off your back. - Kneely Morgan - sissytrainervids

I am going to make you into the prettiest sissy ever

I am going to make you into the prettiest sissy ever

I want to watch you slip into these panties and laugh as your big butt just can’t quite fit. Then, I want you to turn around and show me how hard it is going to be for you to tuck away your bulge. - Nikki Daniels Penny Barber Kandii Kiss - sissytrainervids

I brought some sissy clothes for you to try on

I brought some sissy clothes for you to try on

Anyway, I thought you might want to try some of these, so get rid of your clothes and try on this outfit. These panties will look so cute with your tiny cock hidden away inside them. - Jade Indica - femdomvideos

I want you to join us for a girls' night out as a sissy

I want you to join us for a girls' night out as a sissy

I want to invite you for a girls' night out. I could not think of another girlfriend other than you to spend my evening with. I am going to dress you up so you could hang out with my friends and me. - Bossy Delilah Nikki Brooks Olivia Rose Whitney Morgan Kandii Kiss - sissytrainervids

I require you to dress as a sissy all the time

I require you to dress as a sissy all the time

Hey, there pretty little boy! Are you ready to be dressed up as a girl? I am going to take you out tonight with my friends and we are going to party. I just want you to doll up. - Kneely Morgan - femdomvideos

I chose the perfect sissy outfit for you

I chose the perfect sissy outfit for you

I am so excited for tonight since I got you a sexy little getup. It kind of looks like lingerie but you will wear it as a dress. First, you got your g-string to go right up your ass . - Gia Steel Kandii Kiss - femdomvideos

I have a big black cock for your tight sissy ass

I have a big black cock for your tight sissy ass

Come here and get on your knees. You already know what is coming, don't you? I know you crave this big black dick between your lips. I will train you and get you ready for the real thing. - sissytrainervids

I will dress you up like a total sissy girl slut

I will dress you up like a total sissy girl slut

I hope you are ready for me to dress you up! I cannot wait for you to get your dick in these cute blue panties. Look! They even have a small bow on them. - Gia Steel Jewell Marceau Lilith Lust Nikki Daniels Olivia Rose Penny Barber Kandii Kiss - sissytrainervids

I will completely transform you into a sissy slave

I will completely transform you into a sissy slave

Are you getting kind of hard over these white panties and the thought of wearing them? Maybe you would like to be fucked while wearing these. - Amai Liu Jewell Marceau Whitney Morgan Penny Barber - sissytrainervids

I have the perfect outfit for my little sissy slave

I have the perfect outfit for my little sissy slave

Oh, do I have a treat for you today! You see my cute lingerie? I got you the same pair of panties and a bra so we would have the matching outfits when we go out tonight. - Kneely Morgan - femdomvideos

I am going to make your bisexual dreams come true

I am going to make your bisexual dreams come true

I have heard that you have no idea how to be a good little sissy boy and take cocks. So, I will guide you through this. The first thing that you need to know is that you need to lube up this pulsating - Nikki Brooks - femdomvideos

I command you to dress up like a sissy

I command you to dress up like a sissy

Hey, there pretty little boy! Are you ready to be dressed up as a girl? I am going to take you out tonight with my friends and we are going to party. - Jewell Marceau Lilith Lust Nikki Daniels Nikki Delano Samantha Grace Penny Barber Kandii Kiss - sissytrainervids

I want you to come on a girls' night out as a sissy

I want you to come on a girls' night out as a sissy

I want to invite you for a girls' night out. I could not think of another girlfriend other than you to spend my evening with. I am going to dress you up so you could hang out with my friends and me. - Amai Liu Diana Knight Jewell Marceau Olivia Rose Samantha Grace - sissytrainervids

I want you to suck cock like a real sissy

I want you to suck cock like a real sissy

If you want to play with me today, you will have to play under my rules. I bet you are curious to learn what they are. Well, if you haven't noticed, I really enjoy the things which are girly. - Bossy Delilah Diana Knight Jade Indica Jewell Marceau Nikki Brooks Whitney Morgan Natalie Laine - sissytrainervids

We are going to dress you up like a sissy

We are going to dress you up like a sissy

Hey, you pathetic little dweeb! We got you some presents while we were out today and now is your chance to show us just how much they mean to you. - Nikki Daniels Nikki Delano Samantha Grace Penny Barber Kandii Kiss - sissytrainervids

I will take you out in public dress as a sissy

I will take you out in public dress as a sissy

I feel like being a bad girl. Would you like to join me? I am in a naughty mood today. We can do it together. I know you have been admiring my cute outfits. - Kneely Morgan - femdomvideos

Be a good little sissy girl

Be a good little sissy girl

Are you ready to be Princess Anna's little sissy bitch tonight? She is going to dress you up like a girl, put some lipstick on your and shave your legs. She loves humiliating all her pathetic little - Alexis Grace Allura Skye Ashley Sinclair Natalie Laine - sissytrainervids

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