Category: Sissy boy mommy

Sissy boy mommy Tina enjoys turning stray boys into sissies

Sissy boy mommy I am a Sissy boy mommy! My boy loves being pegged… He gets so excited when I bring horny men home with Big black cocks to share with him. I found out about his sissy ways one day after catching him prancing the house in my used panties. He wanted his fresh little clit to smell just like momma’s pussy. That’s when we dug deeper into exploring his sexuality! I introduced him to my sex dungeon and all of my toys… He confessed to fondling his asshole using his fingers… But I told him I had something much bigger and better than that. I slipped into my self-thrusting strap-on dildo and had him gag and drool all over my sex toy.

This was only the beginning of Sissy maid training, he was soon dressed in lace daily and left to do all the womanly duties around the house.

This was how he earned his next serving of creamy cum! His behavior depended on his serving, whenever he was a naughty sissy slut. I tease him with my drooling cum filled cunt; while telling him how good it felt to have my pussy stretched. He is to then get down on his knees and I instruct him to give momma a cum clean up. When he is on his best behavior I always make sure to bring home a nice meaty big black cock. His feminized moans always let me know how thankful he is to be able to serve his newest daddy. Being a Sissy mom is the best thing that has ever happened to me!

Wet mommy pussy tastes so delicious!

Wet mommy pussy

Wet mommy pussy tastes so delicious! I’m horny mommy and proud sissy trainer! I’m here to show you all the fun and wild ways to find ultimate sissy pleasure. Whether you’re in it for the pleasure or for the humiliation, it’s a delicious experience! I’m 100% confident that I can provide you with that, baby!

I pride myself on being an expansive, no-holds-barred teacher in sissy training. I know all the tricks and I’m not afraid to go all out. You need to get the most out of your experience. I love to be creative and make sure that there’s always something new and fun to try out every session. My goal is to help you discover a part of yourself that you never knew existed.

Let this Sissy mom show you how to really use the tools of the trade to properly suck, lick, and fuck until you can’t take it anymore. Not only that, but I also take pleasure in teaching you how to properly take cock like a true sissy, so that you can experience the full range of pleasure that sissy training has to offer.

I can guarantee that you’ll be truly aroused, and perhaps even a bit ashamed of your own debauchery, after you’ve gone through a session with me. With my help, you can feel secure in knowing that you’re making the best of your sissy fantasies and desires.

All in all, I’m here for you, sissy. Say my name and call me to book your next session for some of the hottest sissy training around. Just think of all the amazing cum that will ooze out of your pussy hole after a few hours of my unique style of training. Cum-draining orgasms and fulfillment await. So come on over and let mommy Ireland show you who’s boss. Call for Sissy training phone sex!

 

Huge tits phone sex Mommy Loves Gay Pee-pees

Huge tits phone sex

Huge tits phone sex Mommy Loves Gay Pee-pees!  As a mommy piggy whore I understand why men sometimes love cock. I’m stroking my wet milf pussy to a gay peepee with a dildo in his faggot fuckhole!  I’m such a dirty piggy whore! I love cock and cum so much! I want your gay peepee to blow for cock now! Listen up I have major skills with strap-on fucking and consider myself a peg queen. I would make a mommy sandwich out of you with one of my son’s big cocks. Go ahead and get dressed up with me and a nice big fat tranny cock. I love the stories my men tell me of cock sucking cum eating fags. 

Huge tits phone sex for sissy fag pee pees

Anal sex mommy Regina is a fag hag and I love my gay boys sharing cock with me. Even better when Mommy can dress them up first to be her sissy slave! Men who are exploring taht bi-curious side need a Hot milf to show them even if you have a big fag pole you can still have fun with other big cocks. So get ready to look like a pin-up bitch and get that mouth and ass pussy used up when we have some sexy fun together.

 I want you to feel my strap-on deep inside you. I want to explore every inch of your tight ass.  Let me hear you moan as I fuck you harder and harder. Beg for more. The hottest is you screaming my name as I fuck you into oblivion.

I’m waiting for you to come and explore your bi-curious side with me. Let’s have some amazing fun together. I’m ready to welcome you with open arms right into these big tits.  I’m an experienced Sissy mom and I know just how to drive you crazy with cock. Mommy iswaiting for you to come and explore your pegging side with me. What are you waiting for I’m strapped and ready.

 

Sissy boy mommy Ireland is going to pimp out your pussy!

Sissy boy mommy

Sissy boy mommy Ireland is going to pimp out your pussy!  I’m your mommy and I’m here to make sure you’re the most perfect sissy slut you can be. I’m going to dress you in the softest, silkiest, lacy panties and ensure your little clitty is tightly caged. Everyone will gasp when they see how cute my sissy slut looks in her pink dress and pretty face as if I had created my own little China doll.

I want you to adapt to the role perfectly, so I’m going to teach you everything there is to know about being a sissy breeding whore. There’s no need to worry, I’m here to take you each step of the way. First, I will take you to a group of select men of my choosing, they will be ready and waiting for you. You will have to take on one cock at a time. Show each man what a filthy little whore you are! They will fuck your face so hard, all that pretty little make up will be smudged. I think you would look absolutely adorable!

I’m sure you’ll become an expert slut in no time. After all, I’m not just teaching you how to be my little sissy slut, I’m teaching you how to be everyone’s sissy slut. Once you’re fully trained, you’ll be able to take orders from any man. If it’s humiliation, BDSM, or forced feminization men love, your sissy slutty training will turn you into a sex toy they can’t resist.

Most sissies complain about how hard it is to be the perfect slut. That’s where I come in. I will keep you on track with daily sissy lessons. We’ll role play, talk about the kinds of humiliating attire and spicy punishments that make them weak in the knees. Before long, you’ll just have to show off what you learn and they’ll be obsessed. So, are you ready to answer your mommy’s call and become the best sissy slut you can be? I think so!

Wet mommy pussy needs a sissy mouth cleaning

 I love a having a sissy boyson, “clean my Wet mommy pussy”. “It is a cummy mess” I say to my sissy boy as I spread my legs. “Open your mouth mommy wants to feed you” is what I moan out as I grab you by the hair. Once my sissy son’s face was between my legs, I squeezed my pussy hole. “Can you feel mommy trying to squeeze all the semen into your mouth?” I ask. Then your sissy tongue starts trying to scoop all the cum out of mommy’s cunt.

Wet mommy pussy

“You are hungry tonight sissy son slut”. While you licked mommy clean her boyfriend walks in. “Don’t wiggle your ass too hard sissy bitch, I might just fuck it”. After mom’s boyfriend says that you wiggle that ass like a bitch in heat. “Mommies sissy whore needs dick” I say as I giggle while fucking your mouth.  All of the sudden you scream into my pussy, and I look up. “Oh, you’re getting a big cock now” I say while laughing.

After that it didn’t take much before I started squirting into your mouth. Therefore, mommy’s boyfriend started pounding you harder and harder. Your sissy moans sounded like an animal getting fucked. “Please fill me up” you scream out. After hearing that mommy’s boyfriend started pumping all his semen inside you. It is always such a sight to see when your sissy cunt starts leaking all over for the semen overflow pumped inside you.

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?

Jack Off With Mommy while I prep her sweet holes for you

Jack Off With MommyMy Breeding whore had been begging mommy to get some company over. After all is The Weekend and she’s knows I don’t let not a Saturday go back without making my way downtown. She’s not old enough to get in so I always make sure to bring her home a treat. Tonight she is hoping I can lure in more than one… her hormones are raging and she is in desperate need of a load.

I fingered her this morning before shipping her off to a day at camp but that wasn’t enough. My whore fondled with one of the other boys on site but his cock just wasn’t big enough to beat back those young walls and set my hormonal slave in place. That’s okay, I told her for now she can join you and I while you wank to my Horny milf pictures… My girl is bent over right now as we speak taking my fuck machine that has a 12 inch dildo attached deep inside of her Baby girl pussy. I can’t wait to go to out tonight and find horny men with huge cocks that are into some mommy/daughter fun.

She may be young but my girl knows what she’s doing, I’ve taught her well.

I am going to prep her ass early on tonight while fulfilling your hot Milf fantasies… I am going to make sure I have her shitter gaping about a quarter size because momma is in the mood for black cock tonight. I can’t wait to drag my tongue up a nice meaty dick right after my sweet princess gets her pussy filled. She deserves it, she has finished all of her homework early so she can have the weekend to herself. Jack Off With Mommy while I prep her sweet holes for the men that’ll be joining us after a slutty night out on the town.