Category: Sissy mom

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 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 Holes Ready For Use

Mommy whoreNothing makes my mommy pussy wetter than getting multiple cocks stuffed in my holes. I can’t help myself from taking load after load inside my sopping wet pregnant cunt. You know you want a piece of this mommy whore baby. So you should stroke your cock for me and tell me all the nasty things you want to do to my pregnant body. My holes being pounded out while my precious baby kicks my tummy over and over again. I just can’t help myself from begging the next random guy to knock my slutty body up. I am so wet thinking about making you blast a load in my womb with all your friends. I will be waiting for you to call me so I can make your cock feel so good!

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 with big tits lets it all hang out last day of summer!

Mom with big tits

Queenie the Mom with big tits lets it all hang out on the last day of summer! Such a mommy whore with her pussy in the sun for all to see. Last day of summer and there’s no stopping Queenie from flaunting her sexy milf body before the winter months. It’s also the last chance for any curious neighbors to sneak a peek at her sunbathing nude. When she does catch someone watching boy does she give them a show they will never forget. There has been a good amount of cookouts at Queenie’s house this summer, and the holiday season will fill the house with more extended family for Queenie to fuck. That means more hot milf stories for you.

Huge tits phone sex, Queenie’s tits and you in the middle

Huge tits phone sex with your favorite P-mommy Queenie and her hardcore nasty milf chat about being the big boobed, super sexy ass, p-mommy and how she fucks all that ask for a piece of milf pussy pie.

It’s never really hard to get laid at Queenie’s house, Topless girls and bottom less boys scamper around all day looking for something or someone to hump until they cum. I myself am no different, when I get aroused I will stop and begin to please myself wherever I get horny but luckily my house is full of cock willing to service me like the good mommy I am. Feel free to come on over for dinner sometime, we usually have pussy

Lenora catches her sissy slut son.

Sissy boy mommy

Lenora Catches Her Son 

Lenora had been a single mom for as long as she could remember. Raising her son, James, had never been an easy task. So, when she stumbled into the living room one night and saw James doing something she’d never expected, she could hardly believe it. There in the half-light of the living room was her son, locked in a passionate embrace with another boy, their mouths closed around each other. She was a Sissy boy mom. 

Mommy Lenora stood there quietly, letting the moment unfold, until she decided that it was time to talk. She walked over and knelt down in front of them, and explained that it was okay, that she had been there once too. James looked sheepish and admitted that he had been exploring his sexuality, that he had just been curious, and it wasn’t anything serious.

But Lenora wasn’t one to leave things at that, she wasn’t content with leaving her son’s sexuality unchecked. So, she began to explain the basics of proper cuck sucking: the pleasures of using one’s hands and tongue. She was determined to make sure that her son could experience the fullest pleasure from his activities.

For the rest of the night, she instructed James as he sucked and fucked his little friend. She helped them apply lube and showed them how to explore each other’s bodies. They both knew that despite their awkward beginning it was the right thing to do.

Only Good Little Boys Get Wet Mommy Pussy

Wet mommy pussy is a reward for good little boys. Naughty boys just get teased and tortured. Mommy caught you playing in her panties again. You’re a very bad sissy. Bad sissies aren’t allowed to slide balls deep into your mommy’s hot waiting cunt. Mommy won’t even touch you until you beg for it.  Instead, you are going to sit there and watch someone else do it.

One of your school friends won’t have a problem fucking your hot mommy. You can wear the panties you stole from Mommy’s drawer. But you’re going to sit on the floor while mommy unzips his pants and grabs at his huge cock. Unlike you, his cock will get to ram mommy in any hole that he wants. Starting with my mouth. And as punishment you are going to have to watch mommy sucking dick.

wet mommy pussy

I don’t care how hard your clitty gets in my panties. You are not allowed to touch it. You just have to watch when mommy bends over and lets your friend pound her mommy pussy. If you had a real cock, it would be you railing mommy. Making mommy moan and act like a horny little whore. His cock drives mommy wild and she has to scream for him.

Don’t you want to make mommy scream like that? Maybe you want to be the one doing the screaming. If that’s the case, I want to watch you lick mommy’s pussy juices off of his throbbing cock. Make me a proud sissy mom and make him cum down your throat.

Phone sex mommy Queenie with her tits out

Phone sex mommyPhone sex mommy

Phone sex mommy Queenie with her tits out, is always a sight to see. Walking in the park, gardening in the backyard or riding a bike around the neighborhood Queenie’s boobs love to be free. Her big bouncy milk jugs demand enough room so why not let them out. At Queenie’s house it’s no surprise to see her beautiful sweater puppies looking you in the eye, begging you to be touched and put in your mouth. How could you not want a mom with big tits, walking around the home going about her life, gorgeous meat mounds exposed. Sexy milf Queenie enjoys the stares she get’s, secretly fueling her sex drive making her the horniest of them all.