Its your lucky day you naughty boy JOI
07:46
I did not expect you were going to be in my room. I just came back from the club. I can see that you like my outfit since your cock is pulsating in your pants. Come to my bed and take your dick out. - Alexis Grace Heather Silk Megan Cole Nikki Daniels - jerkoffencouragement
Put on the sissy boy outfit I picked out for you
06:19
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 pick out a girly outfit
07:29
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. - Jewell Marceau Nikki Daniels Penny Barber Kandii Kiss - femdomvideos
I will make you into my pretty sissy princess
07:23
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. - Nikki Delano - sissytrainervids
I chose the perfect sissy outfit for you
07:48
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
You are coming out with us dressed as a sissy
07:26
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 have a hot new outfit for your jerking session today JOI
08:19
Do you like my red hot lingerie? I bet it makes you want to touch yourself. Red always makes people think of sex so because of that I want you to pull your dick out. - Kneely Morgan - jerkoffmasturbation
I will take you out dressed as a sissy girl
07:57
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. - Amai Liu Bossy Delilah Carissa Montgomery Jewell Marceau Nikki Brooks Nikki Daniels Samantha Grace Sovereign Syre Whitney Morgan Alex Love - femdomvideos
Is my tiny little thong turning you on JOI
08:10
I know how much you want to see my ass in a G-string, but I figured that having just that wasn't going to be enough. So, I figured buying an entire outfit - using your credit card, of course. - Bella Ink - jerkoffencouragement
I wanted you to see my ass in a g-string JOI
08:04
I know how much you want to see my ass in a G-string, but I figured that having just that wasn't going to be enough. So, I figured buying an entire outfit using your credit card, of course. - Bella Ink - jerkoffmasturbation
I will whore your sissy ass out
05:40
I have the perfect outfit picked out that will really show off your hips and ass. Once we do your makeup and put on a wig you will be looking pretty damn sexy. - Ashley Edmonds Ashley Sinclair Jade Indica Penny Barber Taylor Raz - femdomvideos
I chose the perfect sissy outfit for you
07:26
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
We can pick your sissy outfit together
08:40
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 have a matching bra and panties set for you
05:26
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. - Ashley Edmonds Ashley Sinclair Jean Bardot Taylor Raz Kandii Kiss - femdomvideos
I need to knock you down a few pegs JOI
07:45
I think you need a cock tease today in order to bring you down a few pegs. In order to do this, I've put on a very sexy outfit that is going to blow your mind. Do you want to see it? - Savannah Fox - jerkoffmasturbation
I have a matching bra and panty set for you
06:21
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
I will help you pick out the perfect sissy outfit
07:36
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 give you a total sissy makeover
07:06
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
Slide my panties down my thighs slowly JOI
07:32
Look at my outfit: you know that you want nothing more than to touch my body. I hope that you love my panties as much as I do. They're so pink and girly - just like me. - jerkoffmasturbation
You are going to be my pretty little sissy princess
07:30
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
I will give you a total sissy makeover
07:48
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
I have the perfect outfit for my little sissy slave
06:52
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 picked out a cute sissy outfit for you
07:35
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
You are going to be my pretty little sissy princess
07:30
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 - sissytrainervids
Stare at me in my thong while you jerk off JOI
07:56
I know how much you want to see my ass in a G-string, but I figured that having just that wasn't going to be enough. So, I figured buying an entire outfit using your credit card, of course. - Carmen Valentina Dava Foxx Nikki Brooks - jerkoffmasturbation
I will allow you to jerk off to me JOI
08:10
I am wearing this sexy outfit just for you. I know how much you love my boobs so I wanted to show them off. Now take out your dick which is getting stiff as we speak since you are staring at my tits. - Alexis Grace Ashley Sinclair Jordana Leigh - jerkoffencouragement
Slide my tiny little thong down my tights JOI
08:04
I know how much you want to see my ass in a G-string, but I figured that having just that wasn't going to be enough. So, I figured buying an entire outfit, using your credit card, of course. - Bella Ink - jerkoffmasturbation
I will show off my hot new panties for you JOI
07:24
I know you like my outfit since it does not leave much to the imagination. Would you like to touch yourself while looking at me? I want you to jerk off right now. - Nikki Daniels Richelle Ryan Savannah Fox - jerkoffencouragement