Tag Archive: sissy training

Kinky Phone Sex Family

kinky phone sexIt was a kinky phone sex day. My brother came to visit, and he wanted my pussy. But not just my pussy. He wanted to lick the boy cum from his nephew’s dicks out of my cunt. This is my youngest brother. He is the freak of the family. He has the biggest dick and the kinkiest mind. He is bisexual. We don’t judge. He wants dick? We help him get all the dick he wants. This weekend, he wanted his nephews’ cock, not just their cum. This was a first for him. He has often cleaned up the mess they have left in my pussy, but he has not fucked them. I told my sons they could do what they wanted. As their dirty mommy, I approve either way. With boys, my brother is such a submissive bitch. He didn’t want to fuck their tiny boy asses. He wanted them to fuck his ass. When I told my boys that, their eyes lit up. I think they enjoyed the idea of sissy training their uncle. They dressed him in a pair of my panties and started pegging his ass. Hot as fuck for me to watch my sons fucking my brother’s ass. I don’t think I have ever seen his dick so hard. My sons loved it too. In fact, not sure I have ever seen their dicks so hard. Not even in my pussy. I think my sons love pegging sissy asses almost as much as they like fucking mommy’s pussy.


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Mary Anne

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My grandson became a lil sissy bitch

sissy trainingMy grandson was such a naughty boy, he made a huge mess in my room and had my panties all covered in his little boy milk! I was so mad that I decided to punish him, even tho I usually don’t do things like that. I made him strip off all those boy clothes and as he stood there naked with his lil peepee all hard I told him that I was going to make him be a girl for the day. Well, he sure didn’t like that idea! His lil peepee got all soft and he started to cry. He even promised me that he wouldn’t make any more messes in my room ever again but I’ve heard all that crap before. I made him put on some lil pink panties and a cute lil dress and I even did his makeup and put a girlie wig on him and everything. He kept saying that he hated it but his peepee was rock hard so I know that was a lie. Maybe next time I dress him up I will bring over a real man to really make him feel like a bitch!


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Bernadette

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Sissy Training Incest With Son

sissy training

  My teen son is always going to be a good one for sissy training and we all have so much fun with him. My dealers love to take his tight sissy cunt hole with their BBC and my daughters love to dress him up and we all love to cuckold the little bitch. Once we had a nice hot little family gangbang and his uncle really loved to make him dress up and suck his cock. I bet he loves the way those silky panties of mine feel on his throbbing cock while the girls tease and taunt his sweet sissy ass. We love to have him fuck us while dressed up also as it makes our incestuous fun even kinkier than usual.


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Devon

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A sexy ride

Family fucking   I am a family fucking whore. I have been partying with an uncle and he invited me up to his mountain where he rides his horses alone. I obviously had to sneak around to get up here. So, my aunt wouldn’t find out. I usually have so much fun with my brother but he’s gone on a business trip.  So, I had to get it in somehow. He is always making sexual comments so I want to see what he’s got. We rode the horses naked my pussy was getting so wet bouncing up and down trotting on my horse. We got off naked as fuck. I got on my knees begging him to pound my cunt. I am ready to have my uncles cock inside of me already I said to him. He beat my holes down while he choked me. I rode him so hard and fast. I got to fill his cum deep inside me.


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Madeline

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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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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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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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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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Shame on daddy

Teen phone sex  So the family found out my dirty family fucking dad cheated on mom with our guy cousin.. Like.. really . Wow. right ? I’m not surprised about cock , but my cousin is ugly. So, daddy is getting in trouble with mommy but better believe way more trouble with me. If mommy divorces daddy I could have way more time with him I would so go live with him. I could have as much daddy dick as I want. But, since he wanted to keep that secret from me hes going to be my little sissy i’m going to make him hes not getting away with this. I’m going to take my panties off make him wear them fill his ass hole with my favorite little butt plug and humiliate him like he made me feel when I found out about this. He’s going to be little doll , he owes me facials, and a spa I’m going to dress him so girly and emasculate him like he deserves. I’m the princess and I get what I want. I cant wait until he gets off work, what I say happens!


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Skylynn

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My Sissy Brother and I Love BBC

Family Fucking

Last week I caught my brother in my room with my panties on and I made him jack off in front of my mirror. I wanted him to watch what a little sissy boy he was. I told him that I was going to bring him home a nice big cock to play with. He needs his big sister to teach him how to be a good slut. He’s in for a big surprise because what he doesn’t know, is that I love BBC. I take huge black cock all the time and I fucking love it. Cock is fun, but getting fucking by a monster dick with a huge load of cum makes my pretty pink pussy fucking squirt. I got my little brother all dressed up in some sexy lace panties, thigh highs, and a pair of heels. He looked like a fucking whore. His tiny dick was already getting hard and I hadn’t even taken out my friend’s cock yet. I pushed him onto his knees so he was eye level with his crotch. Then I pulled his huge BBC out and my little brother’s jaw dropped. He had no idea what he was in store for. I played with his tight ass while he gagged and choked on that huge dick. Then I bent him over and made him take it up the ass. When my friend pumped his load of cum into his ass my brother screamed out like a little girl and I saw the tiny amount of cum dribble from his dick. He’s going to be such a good fucking slut and our family fucking fun is going to get even kinkier.


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Sidney

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