Category: Sissy training

Maid Training Mistress

sissy maid training

You probably already know this, but one of the things I love most is when I get to do sissy maid training with a new caller. Now, don’t get me wrong. I love all of my longtime sissy maids. But everyone loves the feeling of something new and I’m no different. Helping a new sissy maid pick out a cute uniform, sexy heels, hair, makeup… that’s just one of the most fun things to do. I love the excitement that brand new sissies have. And so many just love taking care people, so being a maid works very well for them.

Do you want to go with the classic French maid uniform? Or would you like to try some different looks to see what looks best for you? You definitely need the cute little feather duster so you can just prance around in your heels like a dainty little lady. But we all know that you’re going to be used like a nasty slut. You might try to play it off like you don’t like it, but we all know that you do. I hope you’re ready for the very best sissy maid training around!

 

dick breath

 

Are you craving chocolate honey, aren’t you? Something big and juicy won’t fit, but you will beg to make it work, huh? Don’t lie. You know you want the mark to fuck your ass pussy. Don’t get your panties all wet, and you sissy cum fuck. There are some rules to fluffing because that’s what you will be ultimate. Mark wants no part of your sissy cock. Instead, he wants you to prep him up by sucking his cock and being the vacuum.

What do you think a vacuum is…. I’ll wait. Hmmm, still doesn’t come to your sissy mind? Maybe it’s cause you keep staring at Mark’s big cock! Now you stop it right now. You better listen to me give you some humiliation phone sex to pass the test. A fluffer is a pregame and endgame. You should be happy you start something and clean it up like a vacuum. Enjoy your dick breath bitch!

Humiliation phone sex

My Boyfriends into sissy training

 

Best sissy trainerSo, My soon to be ex boyfriend has been having me give him anal. I haven’t got off much lately by his cock but something about seeing him look back at me while I fuck him deep in his asshole has really been making me weak lately. Recently I created an ad on craigslist since he loves anal so much. I dressed him up in a cute lavender teddy and invited about 6 dates over from online. You should have seen his face when he found out he was going to be serving his asshole to some real juicy throbbing cocks. He was so excited and so was I. I mean hello he’s working for me now. That asshole is paying bills around here. He is my new personal escort and he loves his new job. He gets to cream and slurp on cocks all day. I am sure he’d be doing this for free if I didn’t come up with this bright idea. I have this rule where they have to roll the money up and put it in his asshole. Then he has to waddle over to me and squat over the palm of my hand. I take the money out of him and squeeze a bottle of lube into his ass. He gets down on all fours and those men plow his ass with no mercy. We have been practicing his walk and talk. I want him to be as feminine as possible. So far we are trying out some strap-on tits…I have been thinking if he continues to make this much money he can get breast implants done professionally. Time will tell. He’s a well behaved sissy slut! My BFF everrr!

Taboo Sissy Phone Chat

taboo phone chat

I just had the most taboo phone chat with one of you little dick sissies. This slut spent 45 minutes begging mistress to fuck him in the ass with the biggest strap-on that I own. I asked if she was sure because the biggest Mistress Heaven owns is 16 inches long and thick as fuck. This BBC will stretch your shit hole open so wide that your ass will be gaping hole for at least a week! I thought that would scare her but she reached in her bag and pulled out an adult diaper. This sissy wanted mistress to make her into an adult baby! This was some uncategorized shit but I still did it! I love fucking a tight hole until its loose. I must admit, I loved having a little sissy baby! I dressed her up in cute little dresses and nursed her while I rubbed my clit. Her mouth around my tits made my pussy tingle! After I gave that sissy some grade A cock I put her diaper on and carried her around like a little baby until she fell asleep in my arms. So cute! 

Best Sissy Trainer Addilyn

When the Best sissy trainer is all that will do for your needs of being a cock sucking slut, then Goddess Addilyn is the owner for you. Forced into being a sissy maid, a cock sucker, or a creampie eating fluffer on the girly side, then I am the one you need. My dominance over you will start at the answering of your call.

Be aware that I am not here for a vanilla normal phone sex call. I am a dominant woman that specializes in slaves and sissy girls. Maybe I will have time to humiliate a cucky cum eater but don’t expect Me to suck you cock. I will bring a sissy girl in and make you enjoy her moist, warm and slobbery sissy mouth on your prick.

Now sissy girls, if you want a sensual sweet mommy, then I am also not the one for you. It’s not in my best interest, to be a nurturer. There are plenty around for that vanilla love. I am a size queen, dominant and controlling Sissy trainer.

Best sissy trainer

Swallow That Big Load

Domination Phone SexI love making my fucking sissies get on there knees and take the biggest fucking black cock they’ve ever seen. I make them open their mouth while he shoves his big fucking black cock all the way down their throat while I listen to them gag and choke on his cock. I love shoving their head down making them take the whole fucking cock telling them they are worthless fucking whores who deserve to be fucking sissies and take big cocks. I throw them on the bed and hold up their fucking legs and let him stretch out their little sissy shithole for their big fucking cock to fit in. I love to watch them pound into my fucking sissy while they lick their mistress sweet fucking pussy. I love riding my sissies little whore face while they are getting fucked in their tight shithole by a big fucking cock. Telling him to pound my fucking sissy harder and harder while I whip them all over making my fucking sissy cum all over their sissy hand. I love making my nasty fucking sissy bitches lick up their cum and swallow every bit like that cum slut they fucking are.

Sissy Punishment

Best sissy trainer

You were a bad boy! Get down there and start sucking on those daddy cocks. I hope you feel the humiliation of all these big black cocks watching your ass they take turns in between fucking your stupid little sissy faggot face and my pretty cunt. I am letting them fill me up full of their hot loads of cum so after I can make you lick it all up clean. When they are finally done and tired, I tie you down to the floor on your knees so you can not go anywhere or do anything until I say so! All you can do is bend over and lick. Now, start sucking all this cum from my pussy little bitch!

I Love Phone Domination

phone dominationI love phone domination. I can be a whips and chains dominatrix, but I prefer to be a nurturing domme. The kind that pegs your ass, dresses you up and teaches you to suck cock. I am a bad ass bitch. I have softened over the years since I became a mother. I am more nurturing now. A caller asked me how I knew I was dominant. My awaking was in college. I was an alternative girl. I was part of the Goth community, leaning more towards the steampunk clique. I took no shit from anyone, especially men. I met a much older professor when I was 19 and we had an affair that lasted 15 years, even after I married and became a mother. It is not the kind of affair you think. I was his mistress but not as in lover, as in owner. He had a kink lifestyle he had to keep hidden. In the early 2000’s he paid me $500 a week to peg and whip him. I did other things too like flogging and face sitting. My dorm roommate was slaving at Walmart for minimum wage. She worked 30 hours a week for less than $200 a week. I worked like 8 hours a week and was paid cash, under the table. My professor liked my look. He trained me to be a phone dominatrix. I was dominant by nature, but I had no clue yet about the BDSM lifestyle. Meeting him changed my life. Based on my experiences with him, I was able to add more clients. Before long, I was 23 making over $100,000 grand a year as a dominatrix. Now, here I am training sissies because all sissy trainers are bad ass bitches. Not all submissive men are sissies, but all sissies are submissive. They need a sissy trainer who is not afraid to train then or punish them either. I still have a few BDSM clients that I see in their homes, but I am more or a sissy trainer these days. Sissy training begins with a phone call.

Mistress Raine Is Proud Of YOU!

BBC Sissy Trainer

When I hear my little sissies squirt all over themselves from our calls it makes my kitty purr! I love talking dirty with my sissy sluts all night long! I love hearing about all the perverted things my sissies like to do like sucking cock at gangbangs and getting cum dumped like whores. When my sissies tell me about all the cock they have taken or even the cocks they dream about my little pussy gets so wet. Mistress Raine craves all those sissy slut stories and likes hearing about anything filthy that her sluts get up to while they are out in the world of cock. If you have a slutty story you need to tell me, give me a call and I’ll tell you how proud I am of your slutty sissy behavior!

Humiliation phone sex with Miss Remi

humiliation phone sexhumiliation phone sex

I went shopping today and found the best thing ever for my little, sissy bitches! I couldn’t wait to get home so that I could have hot, humiliation phone sex fun and tell my phone sissies all about it! I found a pair of assless panties with a pretty, perfect pussy on the front! It’s made out of the softest silicone and made to look like a real cunnie! There’s even a little pouch to tuck their tiny clittie in while they’re wearing them! I can’t wait to have one of my favorite cum slurping sluts over to play later tonight. We’re going to a club and I’m going to make him wear these pussy panties with a pretty, lacey thong over the top of them! I’ll have him spread his legs and rub that brand new cunt while he’s getting his mouth fucked. I’ll sit back and talk dirty to you while he’s teasing his pretty pussy and drinking cum shots!