Tag Archive: sissy training phone sex

Sissy Boy Found His Way To Me From Tumblr

Sissy Phone SexWhen I picked up I found myself talking to a very shy individual who wasn’t sure what to say. The first thing he blurted out was “I saw your Tumblr post…and I haven’t done this before” I was at first a little concerned he might start crying he sounded so nervous. I guided him through the start getting our little chat set up, I was eager to find out why he seemed so anxious. I told him to go ahead and tell me what it was that got him so on edge. He said “I saw you on https://wbmtphonesex.tumblr.com/ when I was looking for someone to help me…” he stopped there. “Help you with what?” I asked with a calm but slightly aggressive tone. “I want to be a girl…sometimes. I like panties and I like the idea of sucking cock but mostly I want to feel beautiful.”. He let out a deep breath, he seemed relieved to have gotten it all off his chest. Of course I was very willing to help him explore his femininity. We talked about colors and styles, the importance of bringing out the eyes. Especially if your going to be a cock sucker you want those eyes to pop when your looking up at the guy whos cock your sucking. Makes it so much hotter! By the end of the call he was all slutted up and ready to be fucked. Since it was his first time I went easy on him starting him off with me fucking his ass with a strap on. Just cause your a sissy you don’t want to seem like a complete bitch for a real man. I took it slow showing him how much he could enjoy with anal sex and in return he jizzed all over his new panties for me.

Anal Phone Sex

Big Sissy Faggot Ballwasher Lessons

Sssy training phone sexSissy Training Phone Sex Sessions make my tight cunt so happy.

I have three very special real life sissy boys who come to me for instruction. Jay Is my closet case who will only wear his panties outside of work and does not want to be seen in public as a girl.; He is my work in progress. Although Jay cums nicely while being taped down in his silky red panties for me. Then I have Evan who will wear and oct the part in social settings but will only cum for me in our sessions. Quite a nice procurer of big black cocks for me and him to fuck and suck, that is a nice bonus. Then There’s Rodger my pantie freak who loves makeup and is completely sissified for me.

I still can not believe Ball Washer Richard out does all three of my personal sissy slut fuck boys. He sucked five big cocks the other night and even got a ride share with Cum on his face and in his hair. All this after he took and paid a $300 dollar bar tab for all five husky well built American straight men.

Pantie Faggot Richard is my biggest sissy, He is famous on Fuckaliciuos freaks now because of this sissy loving hot redheads mouth, and my love for humiliating tiny dicked queer boys who come in pretty pink panties. CAn you go out in a pretty Romper and suck a big cock like my Richard? Tell me all about it baby. 

Training A Sissy To Eat My Tranny Cum

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Welcome to Nikitas Sissy training phone sex Event of the night.

I love training sweet sissy boys like you to eat their own cum. First I will pop that ass cherry and show you how to take a dick deep inside of you. I will stroke that cock as I pump my hot semen deep in your ass pussy canal. Your sweet sticky cum erupts in my hand and while I am getting my lady dick hard inside your ass again I bring my hand up and force you to lick it clean. You do not have much of a choice as you are bound and have nowhere to go but back and forth on this shemale dick. I even use the huge hands to spank you and leave welts on that tight ass cheek of yours. It is hot and nasty but your only words better be” Yes Mistress, Please Mistress and may I have another Mistress.”  I force another load deep into you as I turn you around to suck me dry and then make you kiss my feet and thank me for making you a good sissy boy.

Trouble With My Teen Sissy Slut Son

Adult phone chatMy sissy slut son is such a teen whore. Sex with your sisters, sex with other men, sucking and fucking it is all you ever think about anymore. So I should not be shocked that when I came home from the grocery store that I found you in the living room having forced you, sister Shannon, to suck your balls. Now being the P. Mommy that I am, I am fine with my littles playing around with each other. However, I am not fine with the fact that you have not done your chores and you are keeping your sister from doing hers plus Shannon was not very happy with how forceful you were being with her.

You could tell by the look on my face that you were in trouble, but I think the punishment should fit the crime. So while I have you hold your little skirt up and bend over the sofa. I whisper in Shannon’s ear to go put on the strap-on of her choice and to bring me a cock cage. We will see how much you can play with your cock if it is all locked up. I slap your ass a few times leaving some nasty red welts. You see Shannon return wearing a big thick strap-on and you start whining that it is too big for your tight teen ass. I tell you that you took advantage of your sister earlier and now we are going to turn the tables. It seems to me that Shannon getting to fuck your tight little-puckered ass raw while you scream and cry is a very fitting punishment. Sissy Phone Sex

Panty Boy Shopping

Panty Boy Phone SexI was out today I had given Daddy a great blowjob earlier so I could use his credit card to go panty shopping. I saw this guy there looking at a pile of silk bikini style panties. He was discussing sizes with the sales lady saying he was looking for a gift to give his wife. However when he leaned forward I saw a hot pink lace design showing slightly above his pants. He was getting frustrated with the sales woman, who had no idea he was really shopping for himself. I walked over and pretended to be his friend apologizing for being late. I chased off the sales girl and took the guy by the hand. I asked him a bunch of questions when he acted coy I kept calling his Panty Boy and told him I would keep getting louder if he didn’t cut the crap. I found out he likes cheeky panties. So I found him the sexiest blood red set of cheekies. I found a nice red and black corset to match. He was so grateful for my assistance we exchanged numbers if he needed my help any further.

Hot Phonesex Demi

Hot phonesexI am extremely limber as I am sure you can see. I started thinking about the nasty freaky phone call we shared and all the thing you said you were going to do to me tonight. It made my cunt so hot and juicy that I couldn’t help but to finger fuck myself. I remember how you said that when you arrived at my house tonight you wanted to play with both me and my sissy slut son. You told me to make sure that we were both dressed super slutty. You also instructed me to have a big red butt plug up my sissy son’s ass to get it ready for you to fuck. You wanted both of us to get down on our hands and knees and suck on your hard throbbing cock together. You wanted to watch my sissy son eat your cum out of my wet mommy pussy while you pounded his tight puckered ass as he moaned and screamed.

Ball Washer Sissy

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Rich Is my biggest sissy phone sex caller. I am telling all my fuckaliciousfreaks all about my faggot pantie wearing big dick sucker. Rich calls me with cum drying on his face.  My sissy knows his 3 inch itty bitty dicky doesn’t make him a man. So he begs his friends to let him suck those 9 inch dicks down his throat.

I mean Rich knows that I am a size queen and he deserves to be made fun of. So every time we talk I tell at least one of my girls about his dick sucking skills. And… his tiny dick! He knows he is a pathetic excuse for a man. I do know the love of a heavy dick in my hand mouth and pussy. SO I can not blame him.

Rich is my biggest sissy he has hundreds of pairs of cute panties. Come on my sissy freaks don’t be shy. I need more sissy boys in my life. Especially those with the nickname ball washer! Because they lick balls for an hour just to suck a big dick. I enjoy Small Cock Humiliation Phone Sex.

Forced Feminization Phone Sex

Forced Feminization Phone SexAs you probably already know I turned my teenage son into a sissy slut. But tonight when you come over, I have a big surprise for you. I think it is time for some forced feminization. Oh, I know that you will protest but tonight I am going to be in total control. I am going to start by stripping you totally naked. Then I am going to tie a bright red ribbon around your cock and balls. Your cock and balls look so cute all tied up with a pretty red ribbon. Then it will be time to put you in a pair of black lacey crotchless panties before we move on to your thigh highs and fuck me pumps. My cunt is getting dripping wet just thinking about how much fun I am going to have parading you around at the S&M party tonight. I hope your virgin ass is ready to be pimped out! I can’t wait to tease you in front of all the other people about your itty bitty cocky. And since you have such an itty bitty cock you are going to have to make up for it by sucking all of the great big cocks at the party.

Mistress Brooklyn Sissy Training

sissy training phone sex

Welcome to Mistress Brooklyn sissy training phone sex sessions. Its that time of year again when it is getting warmer and all my sissy boys come out to play. I just love dressing my sissy boys up in stockings and bustier corsets. I need to teach you to put on your make up just right and how to keep your cock erect when doing housework and cooking for me and my big cocked men. See a proper sissy knows that everything must be done in complete servitude. I want that sissy boy cock hard as you kneel to me and beg to lick my dripping cum filled pussy. You must be on hand to suck a nice cock for my entertainment. Be willing to deny the pleasure of that stiff cock. I want you to go and buy your self-girly beautiful clothes and send me the pics of you dressed up and erect on my IM. I want to know you are in complete surrender to Mistress Brooklyn. I want to see that new dildo shoved up your beautiful sissy ass during our sissy phone sex. Come on crawl out of bed from beside your wife and call me and let me know that you wore her silk panties to work today. Tell me about the cock you sucked behind the building at lunch. I need to know my sissy is acting right.

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Peeny Humiliation

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Looking for some small cock humiliation for your peeny? No need to look because I am a Big Cock whore kind of slut and the only thing about that peeny that’s going to get me off is I can make fun of it.  See this pretty pink cage. Perfect for little dickletts! You get to feel my soft hands as I strap you in. Now you can’t touch it and every time you get hard it will cause you pain. Too bad it turns you on to feel me slide on your silk black stockings.  My hand on your stomach as I place this jewel. My big tits brushed against you back as I whisper tiny dick only gets to lick, over and over. Do You see this vibrator? It is twice as big as you. I would rather my mouth go on this toy than anywhere near that needle dick.  Want to be my cuckold? Watch my wet pussy get reamed by real men who can grow a dick over 8 inches?  Such a pathetic excuse for a man. I am going to turn you female day by day. Your dick should be a clit and your ass is a pussy!  CBT phone sex is a must for your tiny nothingness. Your Mistress Awaits.

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