Tag: sissy training phone sex

Sissy Training Phone sex With Mommy Regina

sissy training phone sexYou know what time it is! Sissy Training phone sex Mommy sessions! Now what I like about being a sissy mommy is that I can educate you on all things necessary to be a good sissy boi! That’s right, mommy has a few things up her sleeve and is a Jane of all trades. I adore sissy men. Especially those who know what they are. Your bald pink cock is so adorable and I want to make sure you know just how to be a sissy slut for me. Your sweet little dick tucked in satin panties and hidden under a cute little dress. I will make sure you go through all things female. I am your educator and confident. I will teach you how to have your period, how to take a nice big dick and be the prettiest little sissy ever. My goal in being a sissy boy mommy is to make sure that you are submissive and on your best behavior. My pussy is ready for your mouth and My boyfriends are ready for your sweet girly ass. It’s not your fault you have a small dickie, but we can make you into a perfect play toy! Step into mommie regina’s classroom and learn how to please me. Maybe later we can do a sissy show and tell!Sissy Boy Mommy

Sissy Mom

sissy momPhone sex has always been a dirty pleasure of mine. I love talking to all kinds of men. I am a mature woman and a sweet mommy. I guess you could call me a nurturer and a caregiver. And you could call me a sissy mom too. It is my natural instinct to take care of you. When I met, Charlie, I knew he needed a mommy. He was an adult, but I could tell he had a secret. I whispered in his ear that I loved adult babies. His face lit up. I think I was the first to guess his secret and not shame him. He spent the night with me. I had a special surprise for him. I have an adult baby room. I babysit adult babies frequently, plus I have an ABDL nephew. I wanted Charlie to be himself. I gave him a bubble bath, then I fed him. I let him nurse on my mommy boobs. He suckled like he was fresh from my womb. I changed his diaper after he peed. He had some cummies in his diaper. That happens when breast feeding baby boys. Mommy’s cunt got wet. I enjoyed taking care of Charlie. He certainly enjoyed it too. He said it has been a decade since he could be himself in front of a woman. I hope I can make his next decade better.

2 Mommies Are A Naughty Fantasy

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It’s always fun to team up with Peggy for some mommy time with our Sissies. You should try letting two mommies help you out with that training in being the best little cock sucking sissy faggot. Who can train  sissy better than a hot sexy mommy and sizzling mature MILF duo. It is the best way to get the attention you desire and the guidance in having two cock whores teach you how to please dick. I’m a sexy milf that will always share a cock with my son and make him the best cock sucker. I even dress him up sometimes and put sissy panties on him and make him take a good pegging from myself and my mommy friends. He adores the attention of mommy’s MILF girlfriends. He really loves it when they show up with cummies in their cunts for him to eat out. It’s ok, you can be a sissy and eat pussy. You should learn to clean up your mommy’s, sissy trainers or Mistresses pussy after they take the BBC you crave to take. It’s your first step in becoming the perfect sexy sissy slut.

Sissy training phone sex

BBC Pregnant phone sex Lovers

pregnant phone sexThis pregnant phone sex mommy is having a bouncing baby girl! I am so excited to be bringing a mixed breed slutkin female into the world! I have a chance to make sure she knows how to please a man and daddy can pounce his little bitty dickie in her if he wants. I mean he isn’t her sperm donor everybody will soon see that! But he will have a couple of years to feel a nice sweet tight cunt before she outgrows him. I am really becoming a sick and twisted p-mommy with each brat I produce. My husband is a good man just not blessed in the dick department. He makes sure my pregnant pussy is satisfied and in return, I pop out tykes that he can use and pretend he has a grown man’s cock. It’s a win-win situation in my eyes. As long as he keeps bringing BBC and long dong silvers to fill me up and be my sometimes fluffer, everything will be peaches and cream. Lots of cream!

Mommy’s Sweet Little Sissy Boy

Sissy boy phone sexWith the house full and everyone stuck at home, it’s a lot harder for secrets to stay hidden from me. And my youngest boy has the sweetest little secret. Apparently, when mommy is away he likes to sneak into my room and dress up like me. Obviously my clothes are too big for him so for panties and bras, he sneaks some out of his sisters’ room. I found this out by waking up earlier than normal and found him in the guest bathroom modeling in front of the mirror. I gave him quite the scare and he quickly confessed everything to me. Apparently he is jealous of his sister being the only ones with pretty things, so I promised that as soon as we could, we would go have a shopping spree of our very own. Just for him so he can get pretty clothes in his own size and stop being a naughty little panty theft.

I Enjoy Being a Sissy Mom

sissy momSometimes it is fun to be a sissy mom. My oldest daughter is 30. She is from my first marriage and she has a friend who likes to cross dress. He has no mistress or sissy trainer in his life, so I am here to help him out occasionally. He came over last night wanting to dress for me. He had a few items with him, but I let him check out my closest. I have so many pretty things. All sorts of lingerie, sexy dresses and a ton of high heels. He was like a little boy in a candy store. All wide eyed and in awe off all the pretty things. I helped him pick out an outfit to wear for me. He wore a pink laced bra, matching panties, black thigh highs and a pair of black heels. I get a lot of sissy callers being a phone sex mommy, but this is a real sissy. It was like having another daughter. Once she was so pretty, I trained her back-door pussy with my strap-on. I had to use lots of lube because she was tight! Her clitty got huge as I pumped in and out of her sissy hole. This was the first time we had played with her special pussy and she loved it. Next session, I am taking her out to get the real thing. Every sissy should have a mom like me in her life.

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From Boy Pussy to Shiny Vagina

Sissy boy mommy

 

I want to cause ruin to your body, babe, just like I did last night. You remember when I had you wearing that cute dainty sexy outfit. Those red panties with the lace fronts and the cotton-tops they make your ass look phenomenal. All of my basketball Buddy’s love for me to bring you around they say your ass is something they could Palm easily. The cheerleaders, they look at you and think because of that body of yours that you drive men insane. I agree with the cheerleaders you do drive men crazy you and your boy pussy. Your little bitty clit of a dick isn’t even threatening. I met you Beautiful I put your beauty on display, and you got to have some of the most exciting times of your life. I’m supposed to be your everything like those red panties and that matching bra. I like you in this particular outfit. You look so sexy when you’re showing those beautiful long slender legs. I’ve always told you that your legs feel like Silk your whole body does. I taught you how to take care of yourself, didn’t I, and that’s why your transformation is so awe-inspiring. Look at you; you’re flawless; your makeup is that of amazing and those thigh-high pantyhose with the lace trimming. Babe, you could have any man you wanted. You like those boots, don’t you, but I want you and something sexier I love for those legs to be shown off. Last night we had a meeting and as you say it overtook you. I love how you prance around showing your sexy ass, but last night you got to show it all. I want you to know that the cheerleaders all said they envy how you can take cocks so well at both ends. You’re a sexy girl now. I can make your pure little boy pussy into a bold new shiny vagina.

Sissy Boy for a Son

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I always knew my boy could be a sissy. Ever since he was a little boy he seemed to always be interested in my make-up and clothes. I would always catch him watching me apply make-up.  One day I even caught him trying on a pair of my heels. At first I did not know how to take the fact that my boy was a Fag. Now i accept it because I do not have a daughter of my own. I always wanted to teach my daughter how to cuck cock and get her pussy fucked. Now i have a son to teach! That is even better. I can teach him how to get fucked in his boy pussy and how to suck a mean dick. I am in love with the fact I have a sissy son. Now that I am a sissy mommy, I can go shopping with my boy and the things we can do is endless. I can not wait to get home and show him this sexy lingerie I got him from the sex store. i wish I had more sissy son’s. I hope a few just fall into my lap. Who knows right?

Let Me Train You

 

Sissy training phone sex

Are you my sissy boy who needs to be trained to be exactly who you truly are? I can help you be the best sissy that you could ever dream of being. I love training hot little faggots I love making all of their dreams come true by making them the perfect girly boys. I am very nurturing I pay attention to you and I listen to your every sexual desire. Believe me, I am the mother of all sissy trainers because I’m naughty I can be dominant but I can also be very kind and welcoming. Let me make you who you really want to be I’ll dress you up in pink panties little cute pink lace bras and I’ll have you shave your legs so you can be smooth and alluring. I’ll make sure that you have the prettiest dresses and make your face up and get your nails and toes done to. I’ll take you to the hairdresser and have her make you over into a beautiful sexy panty whore. You can’t go wrong with me because I know how to make your body feel just like a natural woman. Don’t you want a nurturing Mommy to teach you how to be who you really want to be? I know you might have been born a male but I also know who you really are and that’s a female because gender is fluid and so are you. Don’t live your life in the wrong body when you can have me train you to be oh so right. Let this mommy be your trainer and teach you how to suck cock and take cock in your wet tight booty pussy. I know how you like it because I’ve trained several fag’s how to become sissy girls. I bet you your fat little clit is thumping right now and if it is you know what to do because that’s lesson one.

I have a sissy son so I’m a sissy mom

sissy momMy son said he was sick. I figured it was a Ferris Bueller type thing. He just wanted to skip school and have some fun. I get it. I didn’t take his temp or anything. I just trusted what he said. I stopped home at lunch to see if he was feeling okay. I half expected him to be gone. I got the surprise of my life when I found him sucking the neighbor boy in a pair of my panties. My son was a cock sucking fag? I knew he was not interested in my mommy pussy, at least not like his older brothers. I figured maybe he was just too young and one day he would be a mother fucker like his brothers. I knew the problem then. I didn’t bust him. I did watch him polish that neighbor boy’s knob well. I got to thinking that maybe what I had here was a sissy boy. What woman can’t use a sissy boy son? I left discreetly, but when I came home from work, I had a bag from Victoria Secret’s. I showed my son all the sexy things I bought and gauged his reactions. He clearly loved the sexy lingerie I bought. I asked him if he wanted to try the items on. He looked at me like he just won the lottery. He was a natural in lingerie.  I told my boy he was born to be a sissy. He has been my sissy ever since. So now I am a sissy mom but I love it.