Tag: mistress phone sex

Summer Camp Sissy Training

Last summer I was a camp counselor and I enjoyed being the bossy bitch I am and keeping these little sluts in check gets my cunt wet. On the boy’s side of the camp, I noticed there was a really prissy boy slut.  I was hearing how he was watching the other boys in the shower. I decided I would break him in. I left a note on his bed with no name to meet me in the backwoods.

Sissy girl training

When he got there, I popped out. He thought he was in trouble, and I ran with it. I told him that he would be kicked out if he didn’t do some training with me. I made him undress and bent over, grabbing his head and shoving it in between my ass cheeks. I told him to lick my ass and show me how his tongue works. Then I tied him up to the tree. We spoke about how he loves looking at cock and how he was going to get some sissy training from me for the rest of the summer. I pulled my big dildo out strap-on out and shoved it down his mouth. I made him suck it like he was going to milk it. After I put it on, I got behind him and shoved it up his sissy pussy. He moaned out and I had his little cock clitty leaking cum down his legs. I fucked him over and over against that tree calling him a little bitch slut until sun came up. That was a good way to start our sissy girl training.

Panties Off Sissy!

Sissy Panties Sky

I picked out some bright pink panties for you to try on today my little sissy boy! I want to watch you dress up and tease the men I bring in for us to play with today! I need you to get my cunt all wet and ready for these cocks but most importantly yours. You are my little bitch and you do as I tell you- I try not to hypnotize you since you’re my favorite; but when you don’t obey I must. I buy you all these skits, heels and lipstick- I make you look like a beautiful fucktoy every day! I want to get your breasts done but I need you to bend over for a few more Big Black Cocks. I love the way you strut around after I dolled you up-look at how hard you make my men! Let me suck their cocks with you so you know how to do it right next time. Makes sure you get their balls too and rub into their assholes-tease them. I need them eager to fuck my cunt like rabbits so I can squirt all over them and have you suck their cum out once we are done!

Good Sissy Bitch

Mistress phone sex Sky

Stand in front of the mirror- naked, tell yourself you’re a beautiful woman. Remind yourself of that gorgeous long hair, and cute cunt you will soon have. The panties you wear make you sexy and the heels you put on, make men jealous that only I can fuck you. Every night when you get ready for bed- you dress yourself in the lavender laced nightgown that I picked out for you. Look at the calendar reminding yourself of the date your breasts will soon be as enhanced to be as big as mine. Prepare your hot pink fishnets and 6 inch high heels for tomorrow-Don’t forget that sexy knee slit, skin tight black dress that falls right above your sexy ass. My men will need a fucktoy in the morning-and you my sissy bitch are just the perfect treat. You’re going to suck every single cock I put in front of you to get them ready before they fill my fuckholes. I’ll make sure you eat my ass too- you were made to satisfy me and any man I put in front of you.

Me & My Favorite Sissy Goldie!

BBC Sissy Trainer

I’ve been feeling very generous towards my sissies this month! The summer time means the days are full of fun time by the pool for Mistress Raine and the nights are filled with sissy training and cock taking. Just this weekend I invited my favorite sissy over to help me take care of one of my BBC Stallions by draining his big black balls completely of cum. My stallion has a insatiable craving for sissy pussy and he knows I will always provide him with the sluttiest sissy whores to take his cock. Me and my favorite sissy Goldie got all dressed up in lovely pink lingerie and did some poppers before our stallion arrived. We were feeling nice and loose by the time the BBC was whipped out right in front of us. I sucked that BBC hard and guided the thick pink mushroom head into sissy Goldie’s tight little fuck hole. She went wild on that BBC when he started pounding her bussy. I was so proud to see my Goldie taking all 11 inches of that amazing black cock and juicing those balls for all the nut they were worth!

Punishments

forced sissy trainingI love being a sexy ass dominatrix. I have a naughty little cunt here who needs to realize who is in fucking charge. I grab his hair and pull him down into the floor, slapping him in the face and making him kiss my fucking feet. I smack his bare ass and tell him to get up and put on that silky pink thong right fucking now. He does as he is told like the good little bitch he is and then I see him start rubbing his little clit through those panties. I grab his hair and bend him over the fucking bed and tell him he is only allowed to fucking touch his clit if I say he is. I grab his little balls and squeeze hard enough for him to apologize and tell me he wont do it again. I take my big black strap on and shove it into his asshole hard so that he screams in pain and pleasure. I fuck him like the dirty little slut he fucking is telling him that he is a sissy and no woman will ever want that tiny little cock. I laugh as I fuck him as hard as I can and tell him that he is my little fuck doll that only I can use. He cums in those tiny little panties and I make him lick them clean.

Femboy Training Begins Now!

Femboy Training

It has become very clear that I need to teach you sissy white boys how to behave in the presence of a Supreme Cocoa Queen! Luckily, I am the best at cracker femboy training. Let’s start by getting you out of those clothes and into something more slutty. My sissy toys need to be dolled up in fuck me fits. I’m going to keep you in skirts and lingerie so that when I have you facedown begging for my veiny black strap I can pull on your lacey frills as I thrust deep inside of you. I’ll use your skirt as reigns to pull you back as I ride you like a pretty pony. You’re so good at taking a thick uncut carrot! I see that you’re not wearing make-up though. Tisk tisk. The only way to make my chocolate pussy drip syrup is to smear on some sexy purple lipstick for when I’m watching you slobber down the shaft of my dick. If you suck me good enough I’ll let you drink the juice that squirts out my fruit box. Your training isn’t going to be all sex and giggles though, peckerwood! You are going to be in chastity a majority of the time because I don’t you to even think of touching that pathetic little clitty! Any backtalk is going to get that bare bottom spanked with a thick wooden paddle. You better hope I don’t squash those baby berries in your sissy panties! When I’m done with you, you’re gonna know exactly how I expect my lily-white fuck meat to worship a superior black goddess.

BBC Sissy Trainer Mistress Addilyn

I’m Mistress Addilyn and I am the one to come to for BBC. A BBC Sissy Trainer by default and a very firm Mistress for sissy boys that crave dick. My style of training will rarely be sensual or kind. I am a strict control freak and a total size queen. I like my sissy sluts and Sissy slaves to also be interested in the bigger is better mantra of cock worshiping.

Be a good slut when you call me and have at least one Big black cock dildo to work with. I will hope it’s a suction cup type so that we can train you in so many ways. Having you on your knees sucking a big black cock is a great start. I would appreciate you even more if you had a full length mirror to attach that black dildo to and watch yourself suck. The mirror is important also to admire your new girly look and to see how that pussy gets gaped when you start backing up on that big black dick.

BBC Sissy Trainer

Sissy you don’t need your Wife

Sissy Panties sky

You came here because you know you want cock in your ass and you don’t know how to tell your wife. I got you to wear my favorite pair of sissy panties, and that beautiful set of pink fishnet stockings, along with that creamy lavender cocktail dress. Oh my sissy girl you came in worried that your wife found our photos of you in my favorite red dress and stiletto heels puckered up feeling like my mistress-now look at you strutting proudly in front of my men ready to be dominated. You got your ass poking out, your makeup done so well just to be dripping all over your face in seconds. You’re more than ready for your training session, I force you onto your knees and you already have your mouth wide open to get face fucked. Honey you already know what needs to be done with that  BBC- now show me what a good fucktoy you were born to be!

Humiliated by Jackie

sissy humiliation training

Not all sissies love being humiliated at first. It’s an acquired taste for some. But by the time I’m done with your sissy humiliation training, you will love it and your little clitty will get SO excited when I’m telling you what a dumb slut you are. And when I tell you how the likes of you would never be good enough to fuck me and you should just go ahead and commit to the sissy life? Well, that will just send you over the edge and you will be my little sissy slave forever. There are worse things to be, don’t you think?

You know, like the ugly man you have always been. You probably should never have even called yourself a man. It’s not like you were ever able to make a woman happy between the sheets. But you know who you CAN make happy? Me by sucking every single cock I put in front of you. And by taking every cock in your pussy that I command you to. You’re going to be a very well fucked sissy, but don’t you worry. The humiliation is always going to be there and you’ll love every fucking minute of it.

 

Sissy Whore Treat

Best sissy trainer

I made my sissy little faggot dress up for me today in her prettiest lingerie! Her favorite is a lacy pink teddy. It’s like a body suit and she feels sexy in it! I am rewarding her with a dump load of cum straight out of my pussy as she is all dressed up for me. I spread my legs wide after she watches this think big black cock rail the shit out of me, and let her jerk off on her clitty to it. She listed to my moans and licked up any remaining mess. She stuck out her tongue and pushed her face in between my thighs and pressed her cute little tongue into my pussy hole! She sucked and licked all around and made sure to get as much cum as she could from my wet cunt!