Category: 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?

Breeding whore scissors with me while I phone fuck a pdaddy

Breeding whoreJack Off With Mommy while you tell me your hottest fantasy! My pussy is so juicy right now and ready to swallow your load, entirely. I just love the feeling of your cock bursting inside of my pussy… The warmth that fills the walls of my cunt as your semen travels through my body sends chills up my spine. I am a Taboo whore so the nastier the better!

I can’t help how wet my cunt gets when hearing you describe Barely legal sluts. Especially with my experience! I am so glad my oldest girl has made me a grandmother… My Breeding whore had the juiciest Big lactating tits you could imagine. I used to love gnawing on her nipple while fingering her Baby girl pussy. Her hormones were raging during pregnancy she was such a little Pregnant slut… I didn’t get to have a cock to myself! But, of course, momma didn’t mind sharing. Watching her Pregnant pussy get filled with loads as she squirt countless times was quite the sight to see.

Her crotch goblin is now a Hot teen slut who loves scissoring with Mamma…  She has got the softest little pussy..

When I spread her firm pussy lips apart and dig my tongue deep into her center she never fails to orgasm. My little Hormonal Teen whore is spending a week with me… She just got in from school and she is still in her cheerleading uniform… I even took some slutty pictures of her that I would love to share with you… That pretty little pussy packed 3 loads last night while mommy was busy being a naughty Phone sex milf.

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.

 

Horny milf pictures show the aftermath of a brutal gangbang!

Horny milf picturesA Hot Busty Milf gets lonely too! Sometimes, I just need someone to stay over so I can get creampied. I got drilled good by two big cocks, a late-night pizza delivery led to two handsome studs fucking me hard. I didn’t intend to lure the boys in but a Mom with big tits like mine does struggle with hiding them especially, in a silk robe. A nip slip in the doorway, and suddenly a firm slap to my ass… From there I was forced to my knees and taken advantage of.

Two men that were supposed to be well-trusted Uber drivers fucked me like a filthy whore in the front hallway. No, I didn’t scream for help… Why would I?

It was exactly what Mommy dreamt of. A fantasy of mine that I had meant to explore forever! Being barebacked by strange men and forcibly orgasming all of their cocks O M G the pleasure was unrealistic. My asshole was stretched and two massive cocks slide in side by side…

I am an Anal sex mommy whore, anal is momma’s weakness! I surrendered, I couldn’t help but want to taste my sweet juices off their huge cocks.

With that being said I hovered my gaping asshole over one massive cock and bounced up and down in a squatting position. The other well-hung gentlemen fed me what looked to be at least 8-9 inch thick cock right into the back of my throat. All momma needed was one more to fill my cock hungry cunt and I would have certainly had every last one of my holes covered. We did wind up exchanging numbers, and of course, I left them a 5-star review. They were the true meaning of teamwork making the dream work and mommas got Horny milf pictures of the aftermath to prove it. Want to see?

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. 

Phone sex milf lives a double life as a Mom and Cock Milker

Phone sex milfThis Breeding whore just got through wrapping my cum filled cunt around my husbands cock right after being fucked by my sons best-friend. He had no idea the ring of cream that wrapped the base of his dick belonged to another man, a much younger man. But I did, and knowing that alone gave me one of the most intense orgasms I had ever experienced. Nevermind the one I had earlier that day on a nice thick chocolate teenage boys cock who was full of energy.

I am a stay at home Mom; while my crotch goblins are at school and my husband is at work I live a secret life as a Phone sex milf.

My husband has no idea that I have sent pictures of my youngest in a thong to a p daddy. This is our secret, a hot fetish of mine that nobody else knows about besides you and I, and whatever rugrat I have join our steamy session. I occasionally find myself taking my sons teenage friends for a ride. With my experience I know my Bald wet pussy well enough to bring myself to climax, whether that cock of yours is big or small. My Horny milf pictures are my secret weapon, I lure you in using my naked body and then fuck your mind. I stimulate that mind of yours and edge you to an explosion that you cannot find again, without me. Like a drug you will want more!

I can’t stop rubbing to these pictures of my beautiful babygirl getting fucked in the ass.

Mom fantasies fulfilled w my hormonal mini me who craves cum

 

Mom fantasies

My Wet mommy pussy is craving your thick creamy load.

I just want to feel your warm cum heat the walls of my cunt when you explode. I have a Cum Obsession! The taste makes my mouth water which is exactly why I give the sloppiest head ever. As you dig your dick deeper into my face causing me to gasp and gag it makes my pussy pulse. The more you make me struggle with your cock in my face, the wetter my pussy gets. Uhh, my mouth is watering as I text this out… I can settle for hearing you lubricate and stroke while I fulfill one of your naughtiest Mom fantasies. I will close my eyes and be wrapping my mouth around a dildo identical to the length and width of your cock, which is what is going to have me clenching the sheets while I orgasm.

Bend me over on all fours while my Hot teen slut licks my crotch to prepare mommas pussy for your huge cock to enter. When you are balls deep inside of me you can always tell my little slut to do whatever it is you want her to do. She is a bit of an amateur but I have been teaching her how to be just as good as me. We could always just have her sit back and whip her clitoris as if we were watching Teen slut porn, while you load my cunt up with your potent load. I didn’t mean to teach her she walked in and caught Mommy sucking dick…

My little slut asked if she could taste his popsicle, and I let her… He melted in her mouth!