Category: Sissy training

Sissy Training My little brother in the pleasuring tent

Sissy Training On our property, we have a pleasuring tent that is perfect for some sissy training of the younger males in our family. Go back in time to when you were just a little Boy and were starting to feel tingle and tickles in your growing penis. Don’t you wish you had an older sister who could help you fix your ache? In our clan we learn early on that incest is a fluid sexuality and every hole should be available for use to anyone who wants it. The boys sometimes have issues with this and so do some of the men who come to live with us. It’s up to the head of each familial sector to eradicate such unhealthy toxic male thinking. Now in the pleasure tent, I have all kinds of BDSM and other sex toys to really help out my teaching! I always arrive with a creamy pussy and my mega xtra large dildo and strapon harness. Some have called me the bottom-out teen queen, I don’t know about that I just have fun where I can get it.  Me, my momma, and sisters are all in charge of fucking boy ass and sucking young cock as we teach them that sex is fucking sex! It is a two-week process that had a cock sucking final with some of the biggest dicks on the co-op! I can teach blow job skills all day on my strap-on, but it really takes a big daddy cock to test out a boy’s mouth for his final test! Let me see if you’re up to family cock sucking and ass fuckings Standards during a sexy Brother / Sister phone sex call about free sexual expression in our family!

My nephew needs Sissy Training

Sissy Training

Sissy Training by a hot family member is so underrated! And yes I do mean any family member that includes your wife your daughter, your sister are even your mother. Recently I came across something that you cuckolds and sissy bitches might enjoy. My sister walked in on her son and husband jacking off in the boy’s room. Now my nephew it’s a decent teen he’s on the football team and everything and I wouldn’t say he’s particularly small just growing. ????

My sister face times me in tears and I had to reassure her that some boys just like cock!  And my brother-in-law is fucking packing. It’s completely natural for some bi-curious fantasies to develop with such a big dick in their daily life. Now, this could just be a phase but I think jacking off with daddy’s is harmless. Let him and daddy jerk while he stares at daddies fat fuck stick! The best part is that Daddy’s big dick “accidentally’ shot some of his load on his son’s chest and belly! She said she was watching as her son gave himself a facial right after daddy ejaculated! I did tell. My sister that if she thought this would go any further to call me and I will give her some of my sissy phone sex tips and tricks. 

sissy son got Slave training and much more

My youngest boy gets Sissy training from everyone in the family. He is the one we use for sissy cum slut fun. You can use his mouth in any way we want. Daddy always uses his sissy grandboy to suck his cock and milk every single drop with his mouth. I love using my sissy son to clean my cummy mommy cunt. After a long night of getting fucked hard by the men in our family, i will call him in my room and make him put on my wet panties i was wearing. Then he knows to clean the cum out of my pussy and scoop every drop that is left with his tongue. Last night it was a bit different. While he was cleaning the cum out of me my boyfriend got hard watching it. His big black cock was pointing up and in attention and he stepped towards my sissy son. I wrapped my legs around my boy and held him tight. As my boyfriend pushed his cock deep inside him, I squeezed him harder and pushed his face in my cunt more. My boyfriend’s big black cock fucked my sissy son all night while my cunt fucked his face. Nothing better than Incest sex, even with my sissyboy.

Slave training

Sissy Anal Training With the Jar Test

Sissy training

 

Mommy says I need to give you your sissy training as your big sister. If I do well, she’s going to guide me through my anal training. Isn’t that hot? As of now, you have been anally penetrated by so many different objects including cocks of all different sizes. I remember when your tight little hole couldn’t even handle a pen. Once Mommy stretched you out, you were able to take whatever she pleased. A cucumber, a phone book and even a door knob was shoved up your ass. Mommy loves humiliating you while she trains you to take cock like a good cock whore should.

This time, she needs you to pass the jar test before she deems you fit to take any cock. That means she wants to see you take a jar up your ass and have me record it for her. That’s right, you take this jar and stick it up your ass. If you don’t, Mommy is going to send out all the pictures and videos she has of you fucking yourself with cucumbers and dildos to everyone you know. Everyone will know how much of a whore you are. Slide that jar right in and until it’s all the way inside of you. Then, slide it in and out so you can fuck yourself with the jar. Mommy loves an obedient slut. 

Kinky Phone Sex is Something a Mature Woman Excels At

kinky phone sexAs a mature woman, I like kinky phone sex. I only have a few things I won’t do in real life, but there is nothing I will not talk about on the phone. The older women get, the less inhibited they become. It is true. We drop our walls and let our minds run wild with age. My oldest son came over last night. Sadly, I do not see him as much as I would like. That is not from lack of trying on both ends. It is his job. It is very demanding. Plus, he still has my middle grandson at home. Although he is a teenager, he still has soccer games and extracurricular things he must be shuffled to. My first-born son has a fetish. It is not a secret in the family, however. We have no secrets. Occasionally, my oldest boy likes to dress up like a girl so his sexy mommy will peg his ass. Can I tell you a something? Sometimes, my oldest grandson, his son, fucks him in the ass. My oldest son is bisexual. He just does not act on it much. He has never fucked a guy outside of the family. Well, he has not since he was a teenage boy. He was feeling the need for some dick last night. We dressed him up in one of my dresses. I even did his makeup. It is hard to make him a femboy because he is so masculine looking. He ends up looking like a transvestite instead. I pegged him. To be fair to guys, the prostate is the male G spot and the only way to reach it is with ass play. I do not judge. I help all my offspring with their kinks and fetishes just like I help you. I pegged my boy a few times last night until I completely drained his balls. Sometimes, men like it in the ass. It is a good ball draining, a thorough one too. Mature sexy women know how to take care of your kinks, so never be afraid to explore them.

Sissy phone sex for my shrimp dicks

sissy phone sex

Shrimp dick sissy phone sex is what my husband gets while he is on business trips. This arrangement has worked out great for us these last few years. I try to get him as many videos and pictures of me servicing other men as I can. But often these men I am fucking have lives that don’t want some sissy bitch leaking these big dick photos. But almost always My bull lovers don’t mind me calling my husband while I’m getting fucked and telling him how pathetic he is against the big dicks who fuck his wife. Many of my bulls get turned on as They grunt and penetrate me deeper when my husband is on the other end of the line. But after my men leave me cummy that is where his cuckolding turns into sissy fucking.  I demand him to be in lace and satin sexy panties and lingerie while I’m talking to him. No real man wants to hear about a sissy slut dressed up or think about it as if he is fucking me. So after my bulls have deposited cum I become the mistress my sissy hubby pet needs. Sex toys travel with him as well as an extra carry-on of his favorite sissy clothing pieces. As most sissy little dicks know, sometimes just a pair of panties on and a dildo is all you need for sissy training.

Sissy Phone Sex Calls Get My Cunt Wet Because I Love to Peg

sissy phone sexI love sissy phone sex calls. I have a real sissy in my life now! He is my first real time sissy. He is a friend of my daughters. She told him that I could help him out. She works with him. He started wearing women’s panties and his wife busted him. She shamed him. She even threatened to leave him if she caught him again. Some women do not get it. It does not make you gay to wear panties. My sister knew I would give him more nurturing than his wife. He came over last night. I had everything laid out for him too. I was ready for whatever he wanted. I had my dildos and some sexy lingerie ready to go. I was excited for some sissy training! He arrived around 7pm. He told his wife he had a business meeting and would be gone a few hours. I talked with him and he wanted to dress up like a little slut and get punished by mommy. He wanted mommy to peg his ass for being a dirty girl. I love pegging guys. My son is not into it, neither is my nephew, but I have had a few Tinder guys beg for a hard pegging from mommy. I love to fuck a boy ass. Not sure why? Maybe it is cathartic for me. I get to work out some aggression. I need to work it out too sometimes. My daughter’s friend is a natural femboy. When I dressed him up and did his hair and makeup, I would not have guessed he was not born with a cunt. I pushed him on the bed with his ass in the air and gave him the pegging of his life. He wanted a mean sexy mommy and that is exactly what he got. He came so hard because I found his prostate. He is going to come over once a week for some sissy play and I am so excited to have a real-life sissy in my life.

incest sex with my polish cousin

incest sex

Incest sex is what my family is all about, and my pop is the best fucker ever. A big polish cock for all of his granddaughters and daughters. Pops loves to give us his polish sausage and show us how to properly suck and fuck.

Once long ago, I remember when I was a youngin pop was fucking his niece Marta. She was young and straight from Warsaw, Poland. She didn’t know a lick of English but was trying to communicate with us.

Grandpa knew how to speak polish and showed her the ways of America. She had the cutest body, and my grandpa couldn’t keep his hands off her.

One night he wanted both of us in his bed. I was shy but said yes, why not enjoy grandpa and cousin Marta? He gave us some good pussy licks.

Sexy Mommy Madison and Her Daughter Morgan Love Sissy Play

sexy mommySexy mommy Madison loves sissy boys. So does my daughter. We went out last night and found ourselves a loser. Now, this loser did not know he was a loser until we schooled him. He wanted to fuck a hot mommy and daughter. All men do, but not all men are worthy to fuck us. He was handsome but lacking in the cock department. My daughter and I have size requirements. Just like you must be so tall to ride a carnival ride, you must be so long and thick to fuck two hot women. This guy is a neighbor. I have seen him around at the store and places like that. He was not a man I would ever fuck, however. He is sort of on the effeminate side. I always though he was either gay or a sissy.  He is not married that I know of. My guess was that there was a good reason why he was not married. Now, he is a sissy. He got some unsolicited sissy training too last night thanks to my daughter and me. My husband is out of town, so we brought him home with us. He thought he was getting lucky. It was Morgan and I’s strapon that got lucky though, LOL. When we had confirmation that he indeed did have a small dick, we put the loser in his place. Morgan likes to play dress up with sissies. She turns them into little dollies with dresses and panties. She does their hair and make-up too. She has always wanted a sissy. I am a dominatrix. I fuck little sissy asses with a big strapon. A strapon bigger that their tiny sissy dicks. The neighborhood loser is now our sissy. I doubt he will try to fuck hot women again with a tiny little shrimp dick, LOL. Morgan and I love sissy phone sex. Our you a sissy?

Cocksucker Mommy Phone sex

mommy phone sexMommy Phone sex cocksucking for those who need a good deepthroat, and those who love to suck cock! Just take a good look at this sexy Milf ready to explore all the avenues of fellatio! Oral sex is one of the key ingredients in having good sex. So If you’re not getting head, or giving head something is wrong. Now, you’re probably telling me that pussy eating counts. It does, but when your wife wants to see you suck the dick just like she does what then? Are you going to turn down the mother of your offspring? I dare you to tell any woman who has brought up the thought of you sucking cock that she is a freak! She will turn around and go find someone else to suck a dick for her!  I promise you, will never have her pussy or lips wrapped around your cock again. Don’t tell me I’m being extreme either.  99 percent of the time when a wife asks her husband she wants to see him suck dick, she is already cheating and you have not been making her happy in the bedroom. 

Sissy training will help you become more of a man than you already are! I have a theory though, what if your own mother, step-mother or aunty helped you learn to suck dick early in life? Mothers know when a boy needs to learn things like this. We pick up on clues and many times it’s the size of your dick. Or the feminine way you have as you mature. Long story short; wifes and moms often know what is best for you. So If you are ever asked to suck cock from a sexy Milf, don’t say no! I know I never turn down a cock to suck! Kinky phone sex cocksuckers and big dicks can call on Mommy Isabella! I train my brats and my men well!