Tag: sissy training phone sex

Sissy Boy Mommy Nicolette Loves Playing with Femboys

sissy boy mommyI find being a sissy boy mommy rewarding. None of my sons grew up to be sissy boys. However, they all have friends who enjoy feminization and other sissy boy things. And guess what? I enjoy encouraging these boys to be themselves. Nothing wrong with wearing mommy’s panties and sucking cock if that is what you want.

Instead of one of my sons bringing me a sissy boy this time, my husband did. His best friend from college is a lowkey sissy boy, but his wife will not indulge that side of him. Sadly, I hear that from my callers too. Well, that is why I am open to helping sissy boys like Tyler. I can be any boy’s sissy mom on or off the phone. Tyler’s wife even gave her permission for us to have some fantasy playtime. So, we ran with it.

Tyler saw my sissy wardrobe and he looked like Charlie when he first entered Willy Wonka’s candy factory. I mean this boy looked amazed. His eyes were as wide as the sky. I encouraged him to feel everything and wear what he wanted. He put on this lace catsuit I own and blossomed into a pretty girl. Do you know what happens to sissy boys when they put on something sexy like that? They transform. And they crave cock.

Sissy Training Mommy Helps You Suck Cock

Now that Tyler looked more like a Taylor, I needed to find some cock. I love my husband, but he never wants a male sucking his cock. I doubted he would want his BFF sucking his rod wearing his wife’s sexy garments, LOL. So, I took Tyler to a local glory hole. Usually, this cock sucking mommy is the one on her knees waiting for random cocks to peek through the holes.

Not that day. My pretty sissy boy blossomed in her feminine outfit and sucked cocks for hours at that seedy glory hole. I beamed in pride watching Tyler finally get some dick. I even helped him set up a Grinder account. Since his wife gave us permission, I am going to make sure Tyler gets all the cock he wants when he gets sissy time.

Maybe your wife is not as open minded as Tyler’s wife. But that does not matter. We can still enjoy some discreet sissy phone sex.

Sissy training phone sex ; BBC and my girls

Sissy training phone sex

Sissy training phone sex is best done when you have a black bull cock. This mommy loves her black men and how good they make me and my daughters cum. Now, imagine for a moment you are my girls’ stepdad. You have no clue about how my teens and I have been sharing BBC for the last couple of years. How emasculated would you feel to walk in on a scene like this?

My girls taking turns on that black mamba’s face and cock is sure to shock the hell out of you. Now darling don’t you see this is how I planned it all along. Yes, I needed a man for my girls, But also I needed a man to train my teen daughters to dominate. 

Sissy Training phone sex mommy for BBC

 Jack Off With Mommy and her daughters sharing the best black dick they can find for you! Stroke your dick and watch how much fun they have while you watch and get off! 

Now, no darling, I don’t think I want to make you a house sissy, just a cuck who wears panties and occasionally fluffs for us. This can all be done in the privacy of our home. 

You can still be a man outside, but for us, you will be a sissy daddy. Accept that you will be our cuckold and enjoy that role. My girls and I take care of all the sexual needs and you can enjoy the humiliation of being our cuckold. Oh, one more thing. Our BBC bull uses no condoms and the girls are not on the pill! 

Finally, a man who appreciates the BBC Breeding whore family I have been looking for so long!

Jack Off with Mommy Christina and my barely legal mini-mes!

Jack Off with Mommy Jack Off with Mommy Christina and my barely legal mini-mes. Since I’ve realized the demand for their bald young slits I have decided to have them home-schooled. That’s right; Mommy gets to play the role of a naughty teacher during the day and a sleazy cum whore by night. My girls love it when they get to put their pencils down and spread their slender legs apart. I always make sure to put the phone on speaker so the girls can hear your perverted thoughts word for word. My 4ft sex doll gives the best Deepthroat blowjobs! I had her tonsils removed to help with her gag reflexes and boy has her cock worshiping skills improved. She stands the perfect height, you don’t even have to bring my Breeding whore to her knees, that is unless you want her to be.

Her bald firm pussy lips, I always prepare with my wet tongue before having her swallow up your big daddy cock, balls deep inside of her dime-sized flustered hole.

She may squeal a bit, but have no mercy! My girl knows that pain is a pleasure… Once you get to thrusting her tight little rigid walls will clench around your cock and self-lubricate. You will see for yourself that I am what my slutty mini-me aspires to be. Don’t worry babe, I will be right there beside her… I do prefer she ride your cock reverse cowgirl so that I can butter her naturally bald lips as you slip in and out of her. Oh honey, and if by chance you are into a rare entry I am a Sissy boy mommy… My boy has a point to prove after all, being the only boy in a house full of girls.

Sissy Boy Mommy Nicolette Enjoys Panty Boys and Sissies

sissy boy mommySissy boy mommy Nicolette loves panty boys. I kind of earned that nick name a few years ago when I caught my middle son’s best friend in my panty drawer. The boy grew up to be a panty wearing sissy boy. Although he is an adult now, he still enjoys visiting me for some special play time. And I never mind his visits.

To this day, Mark still claims that no mature woman has a closet like mine. I am an old school woman. I grew up in the 80s when women loved pantyhose, stockings, thigh highs and sexy little outfits. However, my oldest daughter puts on a thong and calls that lingerie. Nonsense. Lingerie should entice men, feel comfortable on a woman, and leave something to a man’s imagination. Men require a nice visual for erections. I consider it part of foreplay to dress pretty.

So, when Mark discovered my sexy closest, it awakened the sissy boy in him. And I never mind being a sissy mom. When I discovered his love for panties, bras and hosiery, I nurtured it. A good mommy recognizes when a boy needs special encouragement. However, Mark and I bonded when he was a teen boy. Now, our relationship has blossomed into something very special. He lacks a woman like me in his life. His own parents tried to beat the “gay” out of him.

I Love Sissy Boys

Mark appears to me less gay and all sissy. Although he does transform into a pretty sissy when he visits me, he does not demonstrate much interest in glory holes or cock sucking my lovers. He just likes the freedom to dress up and prance around in my sexy undergarments. When he comes over, I let him pick out any outfit he wants to wear, and I help feminize him with a wig and makeup.

Mark would make a lovely Maria. Naturally femme body. Soft curves and skin. High cheek bones. Beautiful features. Sissy training phone sex helped Mark get in touch and nurture his femme side. And I enjoyed being along for the ride. Perhaps you might enjoy my big sissy closest too?

Mommy son phone sex because Colleen is a naughty mommy

Mommy son phone sex

My son loves having some Mommy son phone sex. But he gets so jealous when mommy is busy talking to other little naughty boys about their cocks. So, I ended up getting him a lovely dolly to play with. She has hips like mommy, but to be honest, it still doesn’t make up for his desire to play with mommy. When I am available, he is generally right at the door. He says he likes to smell and lick mommy to see if I have been playing with myself. I usually have been, so he starts licking my fingers. Having my son lick on my fingers is one of the most arousing and memorable things ever; it reminds me of all the times he did in the past. I make his head straight to my cunt afterward, and he always insists on licking my tight asshole and putting a finger inside. But once he has a finger in my ass, I always desire his tongue deep in my cunt. This leads to some aggression on my part. I have to grab his head and grind my pussy into his face. Watching those sweet eyes look up at me like they did the first time makes my cunt cream even more. I don’t think we would stop if it weren’t for the next caller. It’s only at the end of the day that he is allowed to take out his peewee and stick it inside mommy’s sweet fuck hole and fuck me until he lays some nut butter inside of mommy.

 

Wet mommy pussy for my little sissy slut boys

Wet mommy pussy

Wet Mommy Pussy for my little dicked sissy boys always happens. Something about an age-regressing little dicked man that has me flustered every time. The way those soft voices squeak in my ear asking if 3 inches is too small for me. Stuttering that they really need to fuck mommy. They all know better. This cunt is reserved for some fat dick meat. That does not mean that they can’t have fun, though!

Well, That I can’t have fun finger fucking young boy behinds that is. Yes, I suck an awkward young cock and give him all of my mommy love. My boobies are swollen with milk and I give drinks to bad boys.

Wet Mommy Pussy for sissy boys with shrimp dicks

Next, My cunt is what they are drinking from! Mommy Piss and cum is on the menu for a wittle bitty boy with a whittle dickie! And of course, I give Sissy training phone sex always! Clean mommy up and the the whole house! I need all the free time I have to fuck a real man! I might feel generous and let them fuck me while a nice big man’s cock is fucking them. I’m sure Mommy does have some ageplay boys with micro dicks who would love to be inside of a Mommy-daddy sandwich. Mommy Regina trains her age regression boy sluts well. 

Breeding whore gets her bald pussy filled at Summer Camp

Breeding whoreMy Horny milf pictures somehow made their rounds at summer camp… All the younger boys have been taunting my girls for having a slut for a mom. Somebody managed to film Mommy sucking one of the staff members off. I was giving him his monthly blowjob in exchange. We had a mutual agreement; I suck his cock once a month and my girls get to attend summer camp free of charge.

I decided to volunteer so I can set those horny young cocks in place. I didn’t want to get tagged for being a p mommy that’s why I had my girls do the damage. Those fuckers came so fast just from the sight of my Breeding whore standing before them completely naked. One of the studs wound up tattling to their daddy which wasn’t too hard to handle.

When I was approached, I grabbed his daddy by his cock and whispered that I could tell he was feeling deprived. Instantly his cock started pulsing in my hand… Good thing for my soccer mom van we fit right in the back. I was down on all fours getting his cock reeled in and out of my pussy while his single-digit son was getting his first blowjob from my Hot teen slut.

 

Now, his daddy reaches me regularly on my Phone sex milf hotline. 

Sissy training phone sex Mommy loves chastity

Sissy training phone sex

Sissy training phone sex Mommy loves chastity.

 There is nothing like keeping my own boy locked up 24/7. 

 I want you thinking about your own mother controlling and denying your right to orgasm. 

It brings me unthinkable happiness to tease my son’s dick with my feet. I love being a Domme mommy to a pathetic and useless boy. I get my pleasures from fucking big dick to men on a rotating basis. I make my son watch as he is so tightly bound he just might cry. And of course, why would I care if he cried? I like rubbing in his face all the men who get to fuck this wet cunt of his mother’s.

I want him to cry in begging for Mommy to release him! Torturing him with my beautiful feet just inches from Mommy’s pussy. Oh, now how my little boy the thrust up and down, humping the air. I laugh and tell him that he isn’t cumming anytime soon! 

Sissy training phone sex Mommy loves chastity.

Let Mommy Regina take control of your Sissy clitty during hot Mommy son phone sex. Mommy will always have your best interest in mind actually gets her own cut off over big fat fucking dick!

Sissy Boy Mommy Has Some Explaining to Do

Sissy Boy Mommy life is pretty much just like having a girl.  We love going to Victoria’s Secret and trying on sissy boy mommypanties together. I use to be upset that all my panties were always missing.  That is until I walked in my room on day and discovered that my little man had gone through all mommy’s dirty undies and was inhaling them. Like a drug going up his nose only it was just the aroma of my dirty, smelly, sex ridden, cum filled panties that my son was inhaling for the smell alone.  My heart was so filled after that day.  I knew what I had to do.

What is that you ask? I had to put him through sissy training.  I wasn’t really sure how to not go all in with it since I do so much different things through my work here on the phones.  So we went on a shopping spree, bought some pretty little dresses to dress him all in.  Pink and purple with some white pretty lace.  Knee high stockings for his little boy legs.  Mary Jane shiny black shoes with a small heel to prance around and twirl around in.   I make him do his makeup to look his absolute best.

Then he has his practice time where he takes orders from mommy.  Being the pathetic cocksucking bitch that he is, he isn’t treated like a girl here because here is where things get dirty, he’s a sissy bitch with a little boy pussy cunt that will get used and abused from this point on.  He’s learned on my dildo’s about sucking cock and I have some of my biggest black cocked friends on the schedule to come by to get their cocks sucked in a few days.  They think it’s by me but I can’t wait until they

From Sissy Slut To Breeding Phone Sex Slut In Minutes!

Breeding phone sex

Why don’t you sit right there and be a good breeding whore for Mommy. All dressed up in your pretty pink ruffles, just waiting to be praised and played with like the good little slut you try so hard to be. Such a good little slut, your make up done just like I’ve instructed, sitting there on your knees. Just wondering what the day has in store for you.

Such a good little sissy ready to do as I wish. Your little clit making you whimper like a dirty little slut with each spoken word. My favorite little slut to tease and torment, to turn into the cutest sweetest little hole for all the big massive cocks to fill.

Turned into a little breeding whore by yours truly.

Your hole continuously filled with that white creamy goodness. Making you whimper and beg for more like the dirty little bitch you can’t help but being.

Come be bred with me, show me what a good little slut you are.