Tag Archive: sissy training

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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Catching My Brother In My Panties

sissy phone sex

I caught my little brother in my room with my panties on. He had on a cute pair of pink cotton undies and another one of my dirty panties under his nose. He was sniffing them and jerking off. I watched him for a second and then decided I wanted to join in on the fun. It was too much to resist. When I walked in he stood up out of shock and turned red when he looked down and realized I had caught him with my panties on. I couldn’t help but giggle at first. He looked so adorable with his tiny cock tucked up in my cute undies. I picked up a thong and told him to put this one on. I knew he would love the way the fabric felt riding up his tight ass. I made him stand in front of the mirror and look at himself while he blew his load. I wanted him to see how adorable he looked. When he was cumming I whispered in his ear and told him that next time I caught him in my room, I was going to turn him into a real girl and stretch his ass open with my toy cock and judging by the size of his little thing, he should be scared. I bet he’s never seen a real cock before. Big sister might just have to teach him how to worship a nice big cock. I think some kinky sissy phone sex is exactly what he needs!


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Sidney

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Incest Phone Sex for Sissies

incest phone sexIncest phone sex calls are a mother and daughter team’s specialty. We love reliving hot moments in our incestuous life together and creating new ones with you. However, incest is not all we do. We are very fond of sissies. I have always wanted another daughter and Morgan has always wanted a sister. Morgan brought home a little play thing for us over the weekend. What a pansy. This boy made Liberace look straight. No self respecting gay man would want anything to do with this bitch. We did however. Morgan knew just what to do with this queer bait. She brought him home to play dress up and get pegged in the ass. First, we plowed him with booze. I guess you could call it forced intoxication. Then we dressed him up. No way he should be in jeans and a tee shirt. This was not a man. This was a sissy maid who needed sissy training. Morgan had fun dressing her baby sister. Finally, we took turns pegging the sissy ass of the newest addition to our family. I mean what hot mommy and daughter don’t want a well trained sissy maid to wait on them hand and foot? Morgan and I love playing with each, but we like sissy time too.

sissy training


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MorganMadison

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Your Dick Looks Cute In My Panties

pansissy phone sex

Sissy phone sex is too much fun for me to resist. Playing with little panty boys has been a secret kink of mine since I was a little girl. I was lucky enough to have two older brothers. One has a massive cock that I’ve been getting stretched out by since I first started fucking. The other, well, he’s got a little problem and I mean it when I say it’s little. his dick is so fucking tiny. I was shocked the first time I saw it. He was in my room with a pair of my pretty pink satin panties hugging his balls. His tiny cock was hard and he was trying to rub it. I was so fucking surprised by the size I even had to ask him if it was hard just to be sure if what I was seeing what real or not. You had to be fucking kidding me, there was no way my brothers came from the same pussy. One has been pounding me out and making me cum so fucking hard and this one is sitting here like a pathetic little sissy bitch with his baby dick in my panties. You should have seen the look on his face when he turned around and saw me. I could see the pitiful amount of cum dribble out of his head and leak into my undies.


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Sidney

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Sissy Phone Sex for Tiny Dick Losers

sissy phone sexMy daughter and I love sissy phone sex. There is nothing more fun than dressing up a tiny dick loser and making him our bitch. Morgan brought home a professor last night. She has daddy issues and she knows I love all men if they have big dicks. I don’t care about age or race. I just care about cock size. We were disappointed to discover he had a shrimp tail for a dick. He was handsome, intelligent and tall, so when he pulled his pants down, we were expecting a lot more. He knew he was a disappointment to us too. We weren’t the first girls to laugh at him. His little turtle poked its head out of its shell a little to say hi when it heard us cackling. I told Morgan if we were stuck with him for the night, we might as well have some fun. I had her go into her closest and bring some pretty and frilly clothes back. We had our very own sissy doll to play with last night. Morgan has always enjoyed dress up. Her professor clearly needed sissy training. When your dick is that puny, you need to be in panties. Hell, you need to be in a frilly pink dress. Morgan painted his nail, did his hair and make-up, and dressed him up like he was Molly Ringwald at the prom in Pretty in Pink. We spent hours making him sing little sissy ditties and dance for us. We even made him clean the house and cook us dinner. Every girl needs a sissy maid. Even though he didn’t have a cock worth fucking, we still found a use for him. So, don’t fret if you have a tiny dick. We can still find a place for you in our lives.


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MorganMadison

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Making My Cousin Get Off In My Panties

Kinky Phone SexPaw paw is still on vacation, I miss his cock so much. I guess my cousin he will have to do, he already has a fem type body. I mean he is tall but thin and small shoulders and the perfect hands for stroking cock. I had a surprise in store for him and I really don’t care if he has an objection but I doubt he will. I grabbed my favorite pair of panties which are a pastel purple lacy pair. I lay them out near the den by the pool table, he comes over and I tell him to put those on what he doesn’t know is that I have cameras rolling and we are set up on a site. I want everyone watching to get as horny as I am about too. He puts them on and fuck he looks so good I can feel myself getting wet. I tell him he has to get hard and I can see they are like so tight on his ass and balls. He is modeling and stroking his head, i can’t help myself I get on my pool table and start playing with myself using my favorite toy. I say cousin real loud and instruct him to come eat my bald cunny with those panties on and he does. I forgot how good his tongue feels on my clit and deep in my hole, he knows how to make it rigid so I can ride back like it’s a nice hard dick. I come and then I flip over and start massaging the balls and tell him to stroke it with my mouth on the head making it purple I am sucking so hard and putting my tongue in his pee hole. It doesn’t take long and he squirts like a fountain in my mouth.


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Mindy

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My Brother Is Such A Pretty Little Sissy

sissy phone sex

My brother needs to have sissy phone sex with me all the time. He’s such a good little sissy boy slut. I still remember the first time I caught him in my room with my panties on. His little dick looked so fucking cute all tucked up in my pink lace undies. I could see his little dick twitching when he turned around and saw me giggling at him. It was so much fun playing dress up with him and sharing a cock with my sissy brother. I’d get guys with massive dicks to come over and make my brother watch while they stretched me out. His favorite part is when I make him get on his knees like a good fucking cum whore and worship those big cocks with his mouth. He’s such a good cock sucking little sissy slut and he is so good at cleaning up his little sister’s tight cum filled pussy. He sucks out every last drop. I fucking love my sweet little sissy brother.


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Sidney

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