Sissy POV

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I will make you my sissy blowjob slave

I will make you my sissy blowjob slave

We need to get you all pretty and sexy for your hot date tonight, so don't be shy. Get over here and let me put some lipstick on you and some of this lime color shadow for your eyes. - Alexis Grace Sadie Holmes Kandii Kiss - femdomvideos

Are you ready to become my sissy bitch

Are you ready to become my sissy bitch

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 slaves. - Kneely Morgan - 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

You look so adorable as a sissy girl

You look so adorable as a sissy girl

Put this on right this second. I think you're going to look so adorable and the noise it makes is really pretty too. You don't have much of an option either, so there's no point protesting. - Astro Domina Cheyenne Jewel Gia Steel Samantha Grace Penny Barber - femdomvideos

I will make you my sissy blowjob slave

I will make you my sissy blowjob slave

We need to get you all pretty and sexy for your hot date tonight, so don't be shy. Get over here and let me put some lipstick on you and some of this lime color shadow for your eyes. - Alexis Grace Sadie Holmes Kandii Kiss - femdomvideos

Are you ready to become my sissy bitch

Are you ready to become my sissy bitch

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 slaves. - Kneely Morgan - 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

You look so adorable as a sissy girl

You look so adorable as a sissy girl

Put this on right this second. I think you're going to look so adorable and the noise it makes is really pretty too. You don't have much of an option either, so there's no point protesting. - Astro Domina Cheyenne Jewel Gia Steel Samantha Grace Penny Barber - femdomvideos

I have a matching bra and panty set for you

I have a matching bra and panty set for you

I have a cute little sissy outfit I want you to wear. I think once you put this one, you will look like a real sissy girl. - Alexis Grace Samantha Grace Hannah Perez - femdomvideos

Turning you into a sissy is so much fun

Turning you into a sissy is so much fun

Why are you so curious about me putting on my makeup? I think you want to learn how to be a lady. Come here, I will teach you. No, no, you cannot take it back now. - Amai Liu Jade Indica Nikki Delano Soraya Rico Star Nine - sissytrainervids

You look so much hotter as a sissy girl

You look so much hotter as a sissy girl

Put this on right this second. I think you're going to look so adorable and the noise it makes is really pretty too. You don't have much of an option either, so there's no point protesting. - Kneely Morgan - 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 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

I am going to make you my little sissy girl

I am going to make you my little sissy girl

I'm so excited for our play date, because I'm going to have the chance to dress you up like a little girl. I know how much you love it when I feminize you. - Kneely Morgan - femdomvideos

I will give you a total sissy makeover

I will give you a total sissy makeover

Since you have helped me pick out my outfit for tonight, I am going to help you with yours. Let's start with your makeup because I want you to look your best. You can come closer. - Nikki Delano Samantha Grace - sissytrainervids

You will be the prettiest sissy girl ever

You will be the prettiest sissy girl ever

With your body, I think we can make you look like a super sexy sissy girl. I have some panties and a sexy little dress that will fit you perfectly and show off your curves. - Ashley Edmonds Ashley Sinclair Penny Barber Taylor Raz Kandii Kiss - femdomvideos

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 have a cute little sissy outfit for you to try on JOI

I have a cute little sissy outfit for you to try on JOI

I've got a surprise for you. A cute little outfit that I know you are going to love. I've got a sexy little bra for you and some nice matching panties too. - jerkoffencouragement

Are you ready to become my little sissy girl

Are you ready to become my little sissy girl

Now, open your legs and show me what’s there. Ugh! Shave your legs, make them smooth for me. You know that pretty little girls do not have hair all over their bodies. - Bossy Delilah Carissa Montgomery Jade Indica Nikki Delano Samantha Grace daddysgirlss - sissytrainervids

Put on these panties you little sissy bitch

Put on these panties you little sissy bitch

Now, take your lipstick-covered lips and open them up, welcoming any cock that comes your way. We both know that you love nothing more than the idea of being a perfect little sissy. - Carissa Montgomery Caroline Pierce Gina Bang Jewell Marceau Nikki Brooks Whitney Morgan - 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

You can be my sissy boy girlfriend

You can be my sissy boy girlfriend

You're the best girlfrie-, I mean boyfriend, I've ever had. Here, take this and try it on. You're going to look like a cute little doll with some pink satin panties that are going to turn you into a h - Alexis Grace Cheyenne Jewel Samantha Grace Penny Barber Kandii Kiss Hannah Perez - femdomvideos

You are going to be my lil sissy girl

You are going to be my lil sissy girl

You envy girls and their pretty little outfits that they get to wear. You would just love to be able to do your hair like we do or wear a sweet scented perfume. - Bossy Delilah Carissa Montgomery Lucy Summers Nikki Daniels Nikki Delano Samantha Grace - sissytrainervids

I teach sissies like you to suck cock

I teach sissies like you to suck cock

All you sissy boys out there need to know how to give a proper blowjob. You cant call yourself a real sissy unless you know how to give a really big cock a ball draining blowjob. - Addie Juniper Chloe James Jordana Leigh - sissytrainervids

You are going to be my new sissy boy sex slave

You are going to be my new sissy boy sex slave

We really need to get rid of that beard - it doesn't suit a beautiful lady like you. Shave it off and start to put makeup on for me. - 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 will dress you up like a real sissy girl

I will dress you up like a real sissy girl

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 - sissytrainervids

You are such a pretty little sissy girl

You are such a pretty little sissy girl

There's my sissy little girl bitch. Care to guess at what's going to happen this afternoon? I'm going to make you into my beautiful sister. See. I'm a gorgeous lady, and I think I need a partner. - Kneely Morgan - femdomvideos

You are coming out with us dressed as a sissy

You are coming out with us dressed as a sissy

I know you have been admiring my cute outfits so I thought since you like them so my why don't you try them out yourself. Let's start with makeup. I am going to put on some foundation on your face. - Jade Indica Nikki Daniels Soraya Rico - sissytrainervids

I will make you look so sexy as a sissy girl

I will make you look so sexy as a sissy girl

I've caught you going through my makeup, I've caught you going through my lingerie. Look, this needs to stop, and the only way I can come to terms with what's happening is if I turn you into a sissy. - Kneely Morgan - femdomvideos

You are going to be my pretty little sissy princess

You are going to be my pretty little sissy princess

I hope you’re excited for your outfit! I guess that look on your face just about sums it up. Come on, get out of that shorts and T-shirt combination. - Jade Indica Nikki Delano Samantha Grace Star Nine - sissytrainervids

We will make you suck cock like a real sissy

We will make you suck cock like a real sissy

We know that you'll do absolutely anything we ask, so that's why we're going to turn you into the perfect little female slut. - Kneely Morgan - femdomvideos

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

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 doll you up like such a sissy slut

I will doll you up like such a sissy slut

After dressing you up I am going to put you in these leopard shoes because you want to announce to the world that you are on a prowl. - Amai Liu Jewell Marceau Nikki Brooks - sissytrainervids

I will dress you up like a total sissy slut

I will dress you up like a total sissy slut

Today we are going to dress you up like a proper girl. But we are going to start with the basics. Show me your legs. They better be smooth like silk if you want to be a lady. - Carissa Montgomery Jade Indica Nikki Delano Samantha Grace Soraya Rico - sissytrainervids

Sissies like you should be tied up and teased

Sissies like you should be tied up and teased

This is all happening since you were not following the rules. You had all of these chores around the house and you have not done any of them. - Amai Liu Jade Indica Jewell Marceau Nikki Brooks Samantha Grace Whitney Morgan - 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

How would you like to be my new sissy dress up doll

How would you like to be my new sissy dress up doll

I do think it's really pretty, of course! But that doesn't take away from the fact that I'm itching to turn you into a sissy, and this is the perfect opportunity. - Ashley Edmonds Ashley Sinclair Penny Barber Taylor Raz Kandii Kiss - femdomvideos

I will doll you up like a little sissy slut

I will doll you up like a little sissy slut

You envy girls and their pretty little outfits that they get to wear. You would just love to be able to do your hair like we do or wear a sweet scented perfume. - Amai Liu Bossy Delilah Jade Indica Jewell Marceau Nikki Brooks Nikki Daniels Samantha Grace Whitney Morgan Natalie Laine - sissytrainervids

I picked out a cute sissy outfit for you

I picked out a cute sissy outfit for you

What the fuck do you think you're doing in my dressing room? Oh my god. I knew you were a bit of a creep, but this is just a whole new level of creepy. - Kneely Morgan - femdomvideos

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

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 will turn you into a sissy cheerleader slut

I will turn you into a sissy cheerleader slut

Did you think that we were inviting you here today to have sex with us? That is never going to happen but we do have a surprise for you. - Carissa Montgomery Crystal Clark - sissytrainervids

I will train you to be a total sissy slut

I will train you to be a total sissy slut

I've caught you going through my makeup, I've caught you going through my lingerie. Look, this needs to stop, and the only way I can come to terms with what's happening is if I turn you into a sissy. - Kneely Morgan - femdomvideos

I will doll you up like a total sissy slut

I will doll you up like a total sissy slut

I am so excited we are going to do this! I know it was a bit difficult for you to agree to this kinky game but I am so glad you finally did. - Nikki Delano - sissytrainervids

I will teach my favorite sissy how to suck cock

I will teach my favorite sissy how to suck cock

I know that you are a little sissy boy who is very curious about how it is like to be with a man and how to suck a dick. But the first thing you have to do is look presentable. - Diana Knight Nikki Delano - sissytrainervids

You can play with my tits if you dress up like a sissy

You can play with my tits if you dress up like a sissy

I can't believe that you do that, but seeing as you want to be a girl, I can't help but wonder what it would be like to assist you. How about I make a deal? If you wear a nice gown for me, I'll show y - Kneely Morgan - femdomvideos

You need training to be the perfect sissy

You need training to be the perfect sissy

You see all this make up and clothes? These are for you. You are about to meet your sissy side and find out what it’s like to be one of the girls. - Kneely Morgan - femdomvideos

I am here to teach you how to suck cock

I am here to teach you how to suck cock

All you sissy boys out there need to know how to give a proper blowjob. You cant call yourself a real sissy unless you know how to give a really big cock a ball draining blowjob. - Addie Juniper Chloe James Chrissy Daniels Jewell Marceau Samantha Grace Whitney Morgan - sissytrainervids

I will give you a total sissy makeover

I will give you a total sissy makeover

Since you have helped me pick out my outfit for tonight, I am going to help you with yours. Let's start with your makeup because I want you to look your best. You can come closer. - Amai Liu Nikki Delano Olivia Rose Samantha Grace Star Nine Alex Love - femdomvideos

You are just my sissy plaything

You are just my 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? - Chelan Simmons Jade Indica Nikki Brooks Whitney Morgan Natalie Laine - sissytrainervids