Category: Sissy mom

Cock sucking mommy Polly Wants to play!

 Cock sucking mommy

 

Cock sucking mommy Polly needs her little brat boy’s cock. I saw you watching me as I was in the shower. Eyes wide drooling with that massive cock rock hard in your hand stroking it imaging all the things you want to do to me. Well how about you bring that dick to me baby! I want every inch of that cock to stretch my tight little holes out. Im a cock obsessed cum hungry whore and nothing makes my pussy gush with excitement more than a young man with a long massive cock jerking off to the thought of me.

Since I’ve noticed you watching me every time I put on a little show for you. Ill bend over right in front of you in my tiny little skirt with no panties while your on the couch watching tv. To give you a peek of my sweet pearl dripping. Watching me on all fours swallowing the cocks of my new breeders seeing me slobber and drool all over their cocks while they fill each of my holes up.

I cant help but gush just thinking about it. Can you make mommy cream? I want you to breed me baby boy!

Mother in law phone sex

Mother in law phone sex

I know your type. I see the way you look at me. You married my daughter, but what you really want is mother in law phone sex, isn’t it? My daughter is gorgeous, and you know it’s true, but I did teach her everything she knows. So maybe you want to give me a try? You know I’ve been around the block a few times.

                I know you guys are visiting for dinner tonight. Ask your wife, my daughter, to run an errand. Maybe we forgot to buy something important for dinner. Then we can sneak upstairs and do a few things. It wont take long. What is something that my daughter can’t do in the bedroom? Can she put her legs behind her head like this?

                I want you to fuck me with that monster cock, deep within my pussy. Balls deep really. I can do all sorts of positions, but I really want to feel you in my womb. You make me cum like no other man has. My daughter is a lucky girl, but I guess I’m the lucky one at this moment.

Phone Sex Whore Nicolette Enjoys Sissy Boys Too

phone sex whoreI love being a phone sex whore. My husband built me an office space and it has a beautiful desk, and old-fashioned phone and a closet of sexy lingerie. I am old school, I guess. Perhaps it is because of the generation I grew up in, or maybe it is the reaction I get from my sons and my boy toy husband when they see me in old-fashioned lingerie. Likely, it is a combination of both.

Garter belts, stockings, thigh highs, teddies, baby doll nighties and bra and panty sets galore in my office closet. For some boys, the feel of my sexy lingerie sparks something inside them. And I think that is part of the reason I show off so much of my sexy lingerie. I enjoy being a sissy mom. Although none of my sons show any sissy inclinations, I have allowed several of their friends over the years play in my lingerie closet.

My youngest son has this femboy friend who comes over often. He is not the typical boy. I have caught him several times playing with my lingerie and dirty panties. He is not jacking off in my items. Rather he is trying them on and exploring his sexual identity. As a mature woman, I know a sissy boy when I meet one. Last night Chris came over to spend the night. And I caught him in my office closet. So, I confronted him. However, in a nice, non-threatening way.

I Love Being a Sissy Mommy to Sissy Boys Too

When I asked him what he liked about my undergarments, he just let loose. So, I gave him a sissy makeover. Even though he is a young teen boy, I think he knows he is not the typical macho boy. And I assured him that was fine with me. He wants me to be his sissy boy mommy and I told him I would be honored.

My son got a little upset because I hijacked his gamer friend. His father played video games with him while I played dress up with the young boy. He has naturally feminine features. Appears to lack any masculine features or an alpha boy personality. So, he is perfect to be my next sissy boy project. Do you think you might need a sissy mommy too?

Wet Mommy Pussy Didn’t Save You? Time For Sissy Maid Training!

wet mommy pussy

I Thought Wet Mommy Pussy Would Save You…

It turns out wet mommy pussy wasn’t enough to spare you from the bullying. Who would have thought it would get worse! Today 3 of your bullies came up to the house. I was handling it again, but there you go walking in early again. I was already getting pinned down with a cock in my mouth and one in my ass. At First, I didn’t even see you walk in. I only noticed when they started picking on you. I swear I tried to say something, but he was pushing his cock so far down my throat that all I could do was moan. 

…But It Turns Out I’m a Sissy Boy Mommy!

Your mommy had to watch you get your first round of sissy maid training. The two boys that weren’t inside of me were pushing you around. Then one of them noticed the tiny tent in your pants. One held you down while the other one pulled your pants down. I never knew your cock was so tiny! And neither did they. They decided to show you a real dick. Then they forced you onto your knees and said they were going to make you their whore just like your mommy. They slapped your face with those sweaty teen cocks before forcing it into your mouth.

You fought it at first. But then I watched you start swallowing those dicks. You were slobbering and choking on their cocks. You even had your hand around it stroking. My sissy boy were salivating and your tiny little dicklet was still rock hard. Then when he came in your mouth, I watched you gulp down his entire load. You almost suck cock as good as Mommy. You didn’t even try and fight it when the second bully pulled out an even bigger cock. I could basically see the hearts in your eyes. It turns out I’m a sissy boy mommy. And now you’ve made some new friends!

Sissy mom Ireland loves all her sweet sissy slut babies!

Sissy mom

One of my favorite things to do with my sissy sluts is to make them look pretty. I am the queen of make up and I take great pride in making sure that my sissy’s face is perfectly slutty. I always choose a bright red lipstick for my baby sissy’s dick sucking lips because let’s face it, a sissy’s lips should always be ready and willing to please a real man. And let me tell you, I am going to make sure that my baby becomes a pro at sucking cock and pleasing men in every way possible.

But being a sissy is not just about looking pretty, it’s also about serving and obeying your mommy. That’s why I make sure that my sissy babies are trained to be the perfect maids. You need to know how to clean and tidy up mommy’s holes! You need to know how to please your mommy. I am always filled up with cum and I need my sissy to be able to clean it all out for me. After all, that’s what good sissy maids are for.

I may sound like a strict mommy, but I promise you, I am also a very loving one. I take great care of all my sissy babies and I make sure to give them the best training possible. And let me tell you, your tongue will love it! I will show you exactly how to please and serve your mommy, making sure that you become the perfect sissy slut.

So, if you’re ready to embrace your sissy side and become the best little sissy for your mommy, then don’t hesitate to give me a call for some sissy boy phone sex. I promise to make all your sissy dreams come true and turn you into the sluttiest, most obedient sissy you can be. I can’t wait to meet all my sweet sissy babies and give them the love and training they deserve.

Anal sex mommy loves cummies deep inside her brown eye

Anal sex mommyMy life can be summed up by calling me an Anal sex mommy. My ass is perfect for catching big thick creamy loads. As I tell my slutkins, ass play is a natural part of life and it feels so good to be opened up. Do not be shy when you come see mommy regina, I like it up my ass and it’s okay if you do too. But even if you don’t want a finger or tongue up that beautiful asshole, mommies are available for use! 

Although I do love when my brats get tied up to a pole and that as sis creamed with Peanut butter for some very naughty roleplays! I digress, all This sexy Milf wants you to know is that I love butt fucking in every situation.   So come on down and let me show you how much I love a good ass pounding.

Anal sex mommy loves your cum in her shit hole!

Pull aside my black panties and look at mommys tight little ass pucker. You may give it a kiss or just lube it up with my honey. I sure will suck you hard and ride your cock a little before you push in my brown eye.  Mommy wants to hear your moans and feel your pleasure as I slide up and down your shaft. I’ll be sure to cum with you, and then we can do it all over again.

Jack off to my Horny milf pictures and feel yourself slipping in this milfs ass! Doenst that feels so fucking good as i moan and cry out how good your cock feels inside my shit hole. Bend me over an take what you want right now, Mommy Regina is waiting for you. 

Fuck a Milfs ass hole and let loose all that yummy cummy!

mommy Regina is your anal cum dump!

Wet mommy pussy and boy pussy need fucked on the daily!!!

Wet mommy pussyWet mommy pussy needs to be fucked daily.  I have no qualms in telling you how much of a whore I am. I need my pussy pounded daily.  Your mommy knows how much you love licking this milf slit, too! You don’t care how many creamies I get or if I’m on my period. You’re just a nasty little boy who needs to be between my legs constantly. And if you are anything like my little Eddie, you really understand how much mommy needs to be fucked.  My Eddie is a special case in that area! See, I have a bad habit of staying up late and keeping his friends entertained. 

When my special little guy has friends over they always end up in mommy Regina’s room getting serviced and high! My sweet boi doesn’t mind at all. Because when they have had their fill of mommy pussy, or one of my male friends is there, they just use Eddies Boy pussy! 

Wet mommy pussy and boy pussy need fucked on the daily!!!

Being a Sissy boy mommy has its advantages. Because my sweet little sissy girl confides in me all of the naughty things that happen to her.  It’s my little secret and I enjoy hearing all about it. My sweet boi also gets rewarded for being a good boy and getting the pleasure she deserves. It’s a sexy sissy situation for both of us. As a good mom, I make sure that My sweet angel has that boy pussy filled up whenever I can. Shit, sometimes I send her to try that cock out so mommy knows if its worth fucking and sucking! 

Mommy Regina loves getting fucked, and loves making sure her sissy boy gets fucked too! Mommy son phone sex for sissies and boys who need milf cunt! 

Anal sex mommy has a sissy slut following in my footsteps

Anal sex mommyAn Anal sex mommy like me has an addiction to being an anal whore… Such an addiction I just so happened to rub off on my son! He loves getting his pussy fisted and I found out for the first time when I walked in on him fucking himself with my dildo. He thought he would be in trouble so I had to promise him that I wouldn’t tell his father. If his father ever found out our son was a sissy he would have probably beat the brakes off of him… Luckily, he didn’t find out until my son was well overage! My boy showed up for our Christmas dinner this year with his cock inverted and a set of double-D implants. My husband’s jaw nearly fell off his face but it was too late to shame our boy for his faggot ways.

Being a Sissy mom has always been such a fun adventure for me.

My boy or shall I say girl and I have taken on many cocks together. I mean, after all, he wanted me to keep his dirty secret and well I used that as an excuse for him to keep mine. I taught him how to suck and fuck, all those tricks my boy does, he got from his mommy. I was the reason for his first anal fuck! One of my tricks was over and well he wanted a piece of my son’s tight ass. I without a doubt put him up for the offer… I got myself an extra wad of cash on top of our original pay. My son had no idea his cunt was paid for and still doesn’t until this day. I sat back and whipped my clitoris as I watched my boy get his mangina stretched by a real cock for the first time!

My Wet mommy pussy was filled with a hot load after he got through popping my boy’s cherry and I must say it was one of mommy’s best fucks ever.

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!