Category Archive: Sissy phone sex

Beginning To Sissy Train My Brother’s Friend

Sissy trainingMy brother brought home a friend this weekend. He’s very good looking super hot in my opinion. He just seemed so weird around me I thought maybe it was because I was his friends sister so I ignored it. Then my brother and him got super drunk last night and my brother called me into his room to put on a little show for the two of them. His friend still didn’t loosen up much, just ended up me fucking my brother while he watched. I blew it off and didn’t think about it too much until I came home from the store yesterday. I went up into my room and saw my panties all laid out on the bed and there my brother’s friend was in front of my body mirror. Wearing a pair of my light blue panties, the matching bra he was holding up to his chest. I shut the door and he turned around, and got a panicked look in his face. He started begging me not to tell anyone, saying stuff about how I didn’t understand. I couldn’t help but laugh at him. To me it was all very funny and a little adorable. I told him he wasn’t the first man I knew who wanted to feel pretty sometimes. He told me that the night before when I was fucking my brother he had been wishing it was him instead of me bouncing up and down on my brothers dick. He begged me to help make that happen, just once so he could know how it feels. I got up and snatched my bra out of his hand and demanded that he remove my clothes. He looked disappointed so I eased his worry. I told him to be over tomorrow afternoon so we could go shopping for clothes that would actually fit him. After all I know everything that my brother likes.


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Betsy

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Rent’s Due

Ageplay phone sex

 

You want me to pay rent this month, and I love this house, but I can’t pay for it. What will we do, I’ve got two rugrats to keep a roof over their heads. I need for you to give me a break, let me just stay here and don’t try to kick me out can we work something out. I will do anything to keep a roof over mine and my little one’s head. I know you said you needed your rent, and I know you need it now. I want to work something out, maybe I can pay you in another way. I can’t get kicked out on the streets cuz it’s not just me I got two other little people to worry about. So please, let’s do something, I’ll do anything so I won’t have to leave. I promise you can take advantage of me, I will allow you to do anything. I know you said my rugrats were cute especially my boy. And you’ve been looking at my boy for a while now, buying expensive and pretty gifts, buying him tennis shoes and he loves it. I know that you’ve been looking at my boy for a while and despite what you think, I know how you are. It makes frantic for you to look at my boy like you do but I can’t do anything because I don’t want to be kicked out of my house. Why won’t you take me you can do anything you want to me. But I see you watching my son you’re watching him hard you’re baiting him in by buying him gifts. What do you really want to do, just tell me, and maybe we can set some things up. I know that you like my son and I know you watch my girl dance too, every time she’s twirling around in her little outfits your dick gets hard. And for a rent man, you really visit a lot like every single day and every single night. I can understand you fixing things around the house and making sure your home is right I don’t understand you always coming over every single night. And you’re still saying there’s something wrong in my son’s room, so you’re always, staying in his bedroom very long. I don’t think you want to kick me out at all; you know what I think you want to fuck my son.


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Yolanda

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Kinky Phone Sex for Sissies

kinky phone sexKinky phone sex is what we do best. Well besides fucking each other. We have that down well.  We are the kinky duo of your wet dreams or your nightmares. We can be mean bitches when it comes to small dicks. Morgan brought home a play thing for us last night. He had the signs that he might have a big dick. He was tall, large feet and hands. He carried himself with an air of confidence that usually comes with having a large cock. He was a poser. A huge poser with a tiny dick. I guess h e thought he could charm his way into our panties. What he did do, however, was earn his way into a pair of Morgan’s panties. A pair of her tiny pink panties because that is where clit sticks belong. He wasn’t happy about putting them on, but he did. It might have had something to do with the knowledge that I would tell his wife he tried to pick up a mother and daughter and failed to mention anything about his pregnant wife at home. Social media is amazing for valuable information like that. Morgan has always wanted a baby sister. She settled for a sissy boy. He needs lots of sissy training, but Morgan and I love to turn a small dick loser into something we have use for like a sissy slave.


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MorganMadison

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My sister is my slut twin

Sister fucking

  My sister and I went out last night. She is the absolute best big sis. She always does my hair make up. She gets so turned on that she tells me to pose for her. So, I of course do. Bending my fit body over for her just makes her speechless. Strapples shirts and booty shorts are my favorite thing to pose in. As I was bent over she took a picture of my ass and pussy. She tells me when I am not around she sits it up and touches her self-gazing at my pictures. But, what she doesn’t know is that I sneak pictures of her when she is drunk and I strip her naked. That’s what I did tonight. After she passed out from all the shots we took, I got between her legs and started sucking her clit while I fingered her. She woke up moaning. My mouth wanted to feel her tongue inside mine. We started fucking and my brother walked in on us and enjoyed his two favorite drunk sisters. Oh and PS: My sister can make a great fake ID. that’s how I can party, and drink anywhere I want (;


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Skylynn

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Sissy Phone Sex Mommy

sissy phone sexSissy phone sex is a special treat for me! I love a sissy boy. My daughter has a friend who screams sissy. A mature woman can hear it in your voice. My daughter thinks he is just gay and in the closet. There is a difference between a sissy and a gay man. A sissy may love worshipping cock, but often a sissy just wants to be close to a mature woman who will dress him up and shame him. Sissies usually have tiny little clit sticks. My daughter invited him over for dinner. I caught him in my bedroom trying on my underwear. I knew for sure he was a sissy then. I indulged him. I let him try on some of my sexy things. I wanted him to feel pretty and feminine. Nothing makes a sissy feel better than a matching lacey bra and panty set with a garter belt and stockings. I dressed her up and presented her to my son and my daughter. Sometimes I wish I had a full time sissy to play with. I love dressing sissies and shaming them. I even like having them do errands and chores for me. My son is 21 and he had never seen a sissy. He said his sister’s friend looked like he was being hazed. My new sissy needed to seal her fate as a sissy, so I had her worship my son’s cock as part of her sissy training. He was resistant at first until I told him sometimes sissies suck the best cock. It was fun to watch my son skull fuck my new sissy. My son went rough on her too. She was slobbering and gagging on his dick. Likely, the first cock she has sucked. I think my son wants to help me sissy train now.

 


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Victoria

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Spicing up her marriage

sister fucking

My older half sister is almost a decade older than me. My sister is hot and in her late 20’s and has been married since she practically finished school. My sister made the mistake of marrying her very first serious boyfriend. Sadly, she didn’t experience her 20’s making a series of reckless decision’s she just made on big mistake. Their sex life was sizzling out all her friends were newlyweds and she was feeling like she had been in a marriage for over 15 years rather than 5. My sister wanted to make it last she wanted to try. I decided to help her get her marriage back on track by helping her spice it up. Her husband has always been fond of my tight teen body and wanted nothing more than to see to sisters sister fucking infront of him. Not just any he wanted me and my sister to fuck and give him a show he could remember and plenty of threesomes. I agreed and let them have their way with me. His cock nearly popped when he saw both of us fulfilling his fantasies. That solved their issues right away. A little spice in your life can change things around.


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Ariel

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Domination Phone Sex with Mother and Daughter

domination phone sexDomination phone sex is our jam. When I am alone with my baby girl, I am the bitch in charge. However, when we have a guy with us it can go a couple ways. He may help me dominate my daughter, or my daughter may help me dominate him. Depends on the guy. Morgan can be a subby whore or a sexy switch. I am, however, always a sexy dominatrix. Morgan brought home Nick last night. She met him at a bar. He was handsome. Just our type, except for his cock. So, he wasn’t our type at all once his clothes came off. Morgan went from wanting to be his subby whore to wanting to peg his ass in a heartbeat. The look on his face was priceless when he realized he was getting fucked and was not doing the fucking. He needed sissy training clearly. Any man who thinks he is going to fuck a hot momma and her daughter with a pinky dick, needs a serious dose of reality. He got it last night. We double pegged his sissy ass. Morgan had dibs on his backdoor pussy and I pegged his sissy mouth. He resisted at first, but an hour later, he was moaning like a porn star getting her first big black cock. Same will happen to you if you are a small dicked man.


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MorganMadison

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My Sissy Boyfriend Is A Brother Lover

Sissy phone sexI recently caught my new boyfriend dressing up in my clothes whenever I’m not home. I caught him in my panties the other day while applying my own lipstick. He was so embarrassed but I told him it was ok and we talked about clothes and make up for hours. He confessed to wanting to watch me be fucked so he could eat another mans cum out of my pussy. So I agreed to go find just the perfect guy! Little did he know that I choose his own brother. I couldn’t help it, he spilled the beans about always being jealous of his brothers large 13’ cock. I had to know for myself if it really was that big. He was so surprised when I brought his brother to the bed. He cock got rock hard watching me ride his brother’s cock. He couldn’t look away, I made him tell his brother how much he loved his cock. That he always wanted to be dominated by a cock like his. So I made my little sissy boy get on his knees and take his own brother’s load straight from his cock.


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Betsy

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Teeny Tiny Penis Man

Kinky phone sex

 

What am I going to do with your teeny tiny penis how will I have fun at all? You are just a little bitty fuck wad you know you really cannot please me at in the slightest bit. What’s wrong with you are you crazy you bring your ass over to my house now me and my sisters have to have some fun with you because we can’t fuck you and have fun, you have like 3in of pee pee. I know you thought that you were cute but your tiny little penis is just fucking small. You’re funny everyone wants to laugh at you while we all gather around you pointing and laughing at you cuz God you have no cock. This is why you need to see what a real big dick looks like I’m going to bring my friend over with his 12 inch machine gun cock and he is going to slap your face and shoot cum shots down your throat. You really are a little bitty cock fuck head. I knew you were a faggot too that’s why we’re going to dress you up like a fucking slutty little tramp and anyway I know you want to fuck my homeboy but bitch you’re just going to have to look at us take that cock and you’re going to clean him up with your doll face tongue.


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Yolanda

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Bubba you the best

Kinky phone sex

  My brother took me to get gang banged by his friends. I love when He surprises me. Sometimes its to porn theatres, concerts, to his house with men around. He loves to watch his sisters pussy get pounded. Hes a nasty freak let me tell you. When I play with my self right before they use my body to make them feel good. He gets so hard his long thick dick is always my favorite, but this morning was a surprise more men than usual. One at a time they just took their turns on me. after, they all came I showered squeezed all their cum out and then let them take me again this time It was all three at a time. My mouth, ass and pussy was stuffed. I even rode my brother cock after I took them all. He came so hard and just by the look of his sexy face I nutted all over him he loves this sister pussy.


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Madeline

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