Category: Taboo phone chat

Sissy Training Party Girls

sissy trainingI had a marathon sissy training session with Margo this week. She is one of my favorite sissies. She gets high and that is when her freak flag flies. Margo is like most of my sissies, some what closeted. She has a wife who knows but is unsupportive. She has a job where most folks do not know about her occasional party girl habits. If you have an unsupportive wife or even an unknowing one, I can help you just like I help Margo. Many sissies are party sissies, and I do not judge. I believe lots of drugs can enhance a sissy’s experience and let her fully embrace her nature. Margo is such a good sissy when high too. She takes all the big black cocks and shemale dicks her mommy trainer tells her to take. She wants to please mommy. Mommy needs money and pimping out a pretty and obedient sissy girl is a great way to line my pockets. With every hit Margo takes, she gets higher and kinkier. She takes a BBC in her backdoor pussy and her pretty mouth. The higher she gets, the prettier she becomes too. She puts on pretty clothes, wigs, makeup… She progresses in her conversion with every hit of her pipe and each drag of her Virginia Slims.  And mommy sees dollar signs. It is more than just the money. Margo and I have a connection. We understand each other. We love each other too. I wish Margo were my own sissy girl. Not just for me, but for her too. She would feel more herself being around my two sissy girls and my sissy trainer daughter. Margo is not alone in not having a support system, that is why I am a BBC sissy trainer. Do not feel alone or ashamed if you are a sissy. Call me or one of the other great trainers I work with and let us bring out your true sissy side.

Mistress Gypsy

My favorite sissy slut lets me dress him up, after I do that, I like to take him over my knee and spank him until his little dick gets hard. I then squat over him and rides his face until my cunt is nice and wet. I spread my ass and make him lick it while I finger my wet cunt. I play with his little dick while I stick a finger in his ass and call him my good sissy slut! When I’m nice and ready I bend him over and slide my thick dildo in his ass. I fuck him hard while playing with his tiny dick, I don’t stop until I tell him that Mistress Gypsy is ready to see his load! When he shoots his cum I make him lick it up no matter where it landed. Then I lay back and spread my legs and have him lap me up like a bitch dog, I play with my clit while he likes my ass until I squirt all over his face.

Mistress phone sex

BBC Sissy Training

My trainer, Matt and I were working out at the gym the other day when I saw this sexy built guy checking us both out!

Sissy Phone Sex ArabellaI couldn’t help but stare because I could see every rolling bulge in those shorts and my mouth was watering just thinking about what that huge cock would feel like sliding across my tongue!

I was bending over and wiggling my ass in the air just trying to get his attention when he finally came over and asked my Matt if he needed a spotter to help lift his gigantic pipe!

In less than a minute, he was on his knees, stroking Matt’s thick  big black cock and sliding his tongue up and down every inch until it was rock hard and dripping wet!

I couldn’t let them have all the fun so I got down on my knees and joined him!

My new friend and I were sharing Matt’s massive meat and tickling his chocolate testies with the tips of our tongues when Matt grabbed my hair and started sliding his cock deep into my throat!

Suddenly I felt my new friends tongue sliding between my cheeks and tracing the tight puckered rim of my sweet ass!

He was making me so wet that I almost didn’t notice Matt pulling his giant black snake out of my mouth and plunging it deep into my ass lickers back door!

Matt was plowing his tight ass strong and hard and checking himself out in the mirror the entire time!

I could tell he had not had his ass fucked hard like that before and his cock was jumping with every powerful thrust!

Then I saw it! Sweet glistening pre-cum was dripping from my new friends cock!

Next thing I know, both cocks are teasing my lips and jerking off in my hungry mouth!

I cleaned every inch of both of them as they admired each others buff bodies!

I didn’t care…I got my work out AnD my protein shake!

Submissive Sissy Slut

Sissy Phone SexThis isn’t the first time you have been here…

You love the idea of being a girl don’t you!

Not because we are soft and pretty and sexy as hell….you just want to be fucked!

You want to have your man pussy violated and to be pounded like a whore!

So you want to know what it feels like to be forced to take a thick hard cock driving it’s way deep into your virgin ass?

If you really want to know what it’s like….you can’t fake ( well actually we do fake it)…but you need to learn how to be a submissive slut!

So go put on those sexy little sissy panties, some red lipstick and some black mascara!

Crawl on your hands and knees over to this fat hard cock!

Wrap your hands around it and take every inch of it deep in your throat!

Beg for me to let him fuck you!

Tell me you are a dirty little sissy slut and you want to fucked like the sissy you are!

And if you do it in that sweet little sissy voice…

Maybe…just maybe…we will get that sweet tight man pussy sloppy wet before we pound this thick hard cock into it and make you scream like a girl!

 

 

Why I Enjoy Being a BBC Sissy Trainer

bbc sissy trainerI love being a BBC sissy trainer. Now, I train without big black cocks too, but it is so much more fun with them. One of my favorite sissies is Margo. Like many sissies the times she can play are few and far between because very few people know about her private secret life. Margo prefers transsexuals. I can understand that because a sexy shemale is the best of both worlds and often trannies are dominant. Margo needs someone in charge regardless if that person has a cock or not. Like many sissies, Margo is fond of candy. And like anyone partying, those inhibitions disappear when high. I recommend sissies partake is some sort of party drug: poppers, weed, coke or booze. Not only does it help those sphincter muscles relax, but it also helps the mind let go of any fears or inhibitions. That is when I bring in the big black cocks. It is part of my wicked style of sissy training. I will not go as far as to say all black cocks are bigger than white cocks. There are big white cocks too. Black men are simply perfect for the cock curious sissy because black men do not look at getting their knobs polished by white men the same way white men look at it. Black men are not hung up on labels like gay or straight. They will just as easily fuck a sissy like Margo and go home to their wives and never once question their sexuality. Most sissies want cock. Many just do not realize it yet. That is why I encourage drug use. When some one is high or drunk, they tell the truth. There is no longer any inhibitions. And if they admit to being cock curious, I bring in a hung black stud who will never brag about doing a white man or try to make the sissy his live-in bitch. I got Margo high and I brought in the black magic. I will do the same for you too. That is why I am the best sissy trainer for the cock curious sissy.

Sissy panties are so sexy!

sissy panties

I’ve seen so many different types of sissy whore men in my life. My most favorite thing to see is a sweet little slut in pretty sissy panties! I remember being very small when my mommy taught me the importance of keeping a sissy slut in her pretty, girly panties. Sissy sluts need to be reminded of their true selves at all times and what better way than to be forced into frilly, silky panties? Just like a real whore! Feeling the silky material against their little he-pussies as they stroke their little clitties. Mommy made sure to always have big, hard cocks for her sluts to suck and gag on. I make sure to treat my sluts to new bras and panties each week so that my big bull studs get to see them prance around and show off their new sets. This week my whores are all in matching lace sets with heart cut outs on the butt. I just knew they would be perfect for easy access to those sweet cunnies!! I can’t wait to have those sluts bent over with those perfect pussy holes dead center of those heart cut-outs!

BBC Birthday Surprise

Taboo Phone Chat

I love sissies and when you are training them to be the best dressed cock sucking sissy they can possibly be, you grow really close!

All my sassy sissy sluts are my like my best friends so when my girl, Sam had her birthday, I threw her the hottest sissy bash you had ever seen!

And the main event was the big black cock strippers!

All the girls had a blast but Sam was the center of attention!

Her sexy sissy panties didn’t stay on long and for this event, we even let her take her cock cage off…because, let’s face it, when you have a giant black snake slithering in your sexy ass and another one looking so tasty as he is fucking your sissy throat…you can’t help but get dripping hard!

 

It feels so erotically slutty when you are getting dominated by dark meat from both ends!

 

Sissy Phone Sex

 

 

 

 

 

Sam loved backing into that dark thick cock and taking inch by inch deep in her sexy little sissy ass and having her stretched fuck hole filled with the steamiest load of thick milky cum! And all the other sissy sluts were fighting over who got to suck that chocolate syrup out of that tight fuck hole!

No one could blame her when her cock started to bulge as that big black dick made his way past her pretty mouth! And once again, the other sissy sluts jumped at the chance to suck every drop of Sam’s sticky cum.

It was definitely the best birthday for a sissy slut that is addicted to big clack cock!

Forced sissy training With My Dick!

forced sissy training

 

You’re a slave to this little sister dick! 

Forced sissy training of my brother with my big fat rubber cock! I should feel bad for you but I don’t. 

 

It all started when I hooked up with this girl in college. She showed me the love for strap-ons and dildos. I love cock, but fucking a chick has its highlights! I love the buckles and leather and all the different attachments. It makes me feel more powerful that a fucking man. 

Then my brother happened. 

He had been watching me fuck this doe eyed chick multiple times one weekend our parents were away. I knew he was watching so I would thrust harder as his dick got hard. The first couple times he ran a way to jack off. By the third time I was inviting him in. His ideas from this threesome were very different from mine. I had always wanted to fuck a dude in the ass. 

My girlfriend laid it on thick, having him strip nude as she kissed him all over. I saw the smile she gave me and we set to giving him what I now know is sissy hypno training. Whispering things in his ear and rubbing on his body she began to feed him her fingers. I started softly whispering how much his ass was throbbing in time the swinging of my big rubber dick! Taste me, wrap your lips around my dick. Be a good brother and take it up the ass. 

I will never forget how his ass looked as I squeezed a gallon of lube on it and began my dildo descent. Fuckin my bothers ass liberated me. I now know men worship my cock and I am on the hunt for sissy ass!

Sissy hypno training

Sissy Training Audio as I watch!

sissy training audio

This is sissy training audio as I watch you. I have a sweet boy in Hong Kong who is just a sissy slave for american girls. He watches porn while I watch his webcam and shows me the hotties he wants to tease him. 

He has the cutest Asian cock that dances for me while he rubs his nipples! I tell him how much girls like to tease him, and that if he had me I would keep him tied up as a slave. I want sweet hot tight bodied women to tease him as that dick dances for me! 

Now at first I thought David was just a small cock man. But when we watched videos of women dancing and he began to twerk for me, I knew. I fucking knew this was a special breed of sissy la la man. That dick is on edge for hours at a time before i come in and I get to watch sissy squirt for me while watching hsi webcam! These are the best mornings for this sissy phone sex Mistress! 

You Can let me watch you tiny dick, l or you can send me all the videos and sissy dress up pictures you want 

I will be waiting my love!

sissy phone sex

Pissy Sissy With The Credit card sized Clit!

Sissy Phone sex

She has a pissy sissy with a tied up clit. 

I just don’t know what to make of it. 

Ribbons and so on her sweet little credit card size baby clitty poo!

She loves to send me pictures of her wetting her panties too! 

Pissy sissy you are so cute and silly.

The ultimate sissy girly!  

I love her collection of dildos and butt plugs for her ass pussy. 

And the picture of her spread out showing off how she makes the best sissy. 

Pee in that cup,

Oh drink it up!

You’re such a naughty girl who loves to be taunted. 

But I say if your going to be a little faggot it should be flaunted. 

Having a boyfriend or two, or even three is a okay by me! 

She says she needs a mistress.

But I’m more of a piss-tress. 

Oh my pretty dresses up girl loves to drink cum. 

Just squirt in a sippy cup and guzzle it, yum.

Tell her all about my big dick sexual exploits that make me wet. 

But sissy faggot can’t cum just yet. She must grovel and beg for cum time. 

She knows I own her; she is all mine!

Are you a sissy slut, 

who likes it up the butt? 

Mistress phone sex