Tag: sissy mom

Sexy Sissy Boy Mommy Regina


sissy boy mommyThe best part about being a sissy boy mommy is the spankings! My boy was being watched by his uncle Steve and I got an unexpected phone call while I was out with the girls! My son had called to tell me that Uncle Steve was very upset with him and to look at my Snapchat! My son was naked wearing my brand new expensive Nylons! Naughty, naughty boy. I made sure to let him know that uncle Steve was going to spank him when I got home to go to mommy’s things! Plus, he shouldn’t wear only nylons and no panties or bras! If your going to be a little sissy fag, you must go all in! I raced home thinking of the spanking that young tight boy ass was going to get. My mommy cunt was soaked and all this mommy slut could think of was how to punish my boy more. My sissy boy son didn’t expect me home so soon. He was in my make-up and wearing my heels just shaking his pink balled little cock like it was 1999! I pulled him by his little weenie right to his Uncle Steve, who looked pleased to spank my young sissy fag! I made my brother steve Strip to his Skivvies and I dropped my little black dress revealing little covering my hot milf body! I told my son as he got spanked that he would be pleasing my cunt and Uncle steve. I might be a sissy mom, but I have needs too. And my little faggot son made me miss a good dick, so i was going to masturbate while he was spanked red like an apple!sissy mom

phone sex whore stepmom

 

phone sex whore

My stepson hears me be a phone sex whore. This has been my guilty pleasure, but I love that he hears me get so many guys off, and I love that I know he’s jerking his dick. I tease him all the time after a call. I am usually wet and fucking horny, so I go ahead and mess with him for a bit. I haven’t let him get his rocks off with me just yet.

I like to tease boys and want them to beg practically. I have a special place in my heart for boys that are about to become men. I like to help them cross over, so I do admit I like being their first.

I know that from that moment on, they will always compare every girl to me. Quite frankly, no girl will ever even meet the standards I set. My stepson will forever have the longing for my pussy even after I am long gone from the picture because I don’t like to stay in a marriage for long. I like to target my next victim.

Domme Mommy Whore Cuck Queen

Recently I had this little bitch in need of some training. He was going through some hard shit with women. I hear all kinds of stories from my callers, friends, son and my lovers. Honestly I have heard it all. However every time I say that another strange constellation is thrown my way. This young man had quite the story. Sometimes I feel these are made up and they can be quite imaginative. Then, I remember that Jerry Springer show and that should really give me the precursor to expect the extreme.

As I preluded here this little bitch has been put in quite the predicament. He had a a small fucking cock and that damned little thing couldn’t get hard for women. In fact he found himself craving to wear silky underwear. He felt the men’s satin underpants had bulged too much for his clit lump. He came to me in dismay and confusion.

Obviously, the first thing was to get him in some woman’s panties. Oh why not sissy panties. Yes this was the beginning of a transformation of this pathetic lost little man. He was such a big man in the eye’s of his clients and accounts he controlled. But when t came to pleasing women, himself or any kind of pleasure, well he was a bitch. We started sessions and soon got him to become a full fledged sissy.

Mommy whore

Getting knocked up!

wet mommy pussy

A week ago I put up an ad on craigslist “hot sicky loads wanted and needed for pregnancy!” I had 7 big black cocks waiting at my hotel room door the very next morning! I knew I was ovulating from how soaking wet my cunt was. I need a thick cock in me right the fuck now! I had a thick black cock in every hole. my mouth, my tight fucking ass, and my dripping wet cunt all were being forcefully and violently pounded and fucked! my little whore cunt was already on the verge of oozing from my own cum when I got a hot steamy load in the back of my throat that sent me over the edge as I came all over the cock that was pounding my pussy he couldn’t help but the cum deep inside of me! by the end of the day my holes were gapping and filled with so much cum i could’ve bathed in it. I can’t wait to be a slutty mommy and not knowing which got me preggers.

Mommy Polly Makes Sissy Slaves

MILF Phone Sex

Mommy Polly rules the roost of milf phone sex. I’ve decided to delve into the world of training my sweet sons exactly how to serve and service women outside of my usual breeding, PMommy, and ABDL skillset. I know the exactly level of tender, loving care my pussy needs to stay in shape. She needs groomed, cleaned, and played with every single day. Don’t even get me started on when Mommy gets her period. That’s a very special time for my darling boys, as they get to experience what it really means to be a woman. Some of my sons as straight sissy faggots, and there’s nothing to be done about that. I’m making the best of it by training them into my own personal sissy hand maiden slaves.

My little boys start young licking my delicious mommy cunt and sucking on my clitty. They beg me now to play with their pathetic clits, but I only let them cum on their birthdays, if I can be bothered to remember that. My mind is always full of being bred by delicious thick cocks, not on making my sissy slave sons in chastity get off. I will make them cum if they can pay me enough.

My sons started buying me Amazon gift cards, determined to earn my favor. If you expect to cum, you’d best tribute Mommy and remind her how much you’re my favorite. Swallow my cum, slut. Watch Mommy fuck this zucchini. Pay attention on how I like to be fucked, and how a real man would fuck this pussy.

Sissy Training

Domme Mommy Phone sex Vacation W/Stepson

mommy phone sex

Your mommy phone sex lover had a  marvelous mini vacation with my step son! It was supposed to be me and my husband but he got called to work. Oh, No! That meant I got to use, I mean … invite my step son to go with me to a couples retreat. I sure did want to see what my new step sons cock looked like. He was so shy as we hit the nudist beach, a nice normal dick, one that made me want to jump the incest train already! Had me thinking my girls would love to break him in as well. But first the massage tables as I reached for his hand. Everyone assumed he was my much younger lover. No idea how much younger and that made me hump the massage bed as I was getting my muscles limbered up. The hot tub was next and I made my move, jumping in my step lads lap and french kissing him as I jerked him fully hard! I needed pussy attention, so I climbed out of the hot tub and spread my legs and demanded him to eat my cougar pussy. Such a shy Lad! He went to work slurping and eating as best he could. By the time we got to the room I was throwing him on the bed and straddling his cock. “Make mommy Cum, I ordered, I pumped my wet mommy pussy up and down and milked that boy cock deep in my cunt! But I had other plans, plans he had no idea his daddy liked certain things. My pegger 3000 was long and hard as I swatted that ass and made me get on all fours for me. It was time to ride my boys ass as I jerked him hard and fast. This milf is always in control! The sperm puddle on the pillow shows that! This Domme mommy always gets what she wants! 

Sissy Boy Mommy For The Holidays

sissy boy mommy

I love having you as my sweet sissy and being your sissy boy mommy. Especially around the holidays it’s fun, because I get to dress you up in pretty Mrs. Santa and elf outfits. You look so cute, on your knees by the tree sucking the cocks of mommy’s boyfriends. they love coming over and having your mouth on their big dick. And you know my one friend loves when you bend over and spread your ass cheeks all the way apart so he can slide his massive cock in your pretty lil sissy pussy. It always makes him feel so good. Mommy is so proud of you for being a good slut. That means you’re going to get a really good present this year. I can’t tell you what it is, but let’s just say you’ll be really excited for it. I’ll tell you when you call mommy, but here’s a hint – it’s long, chocolatey, and it’s probably going to leave a big, juicy mess all over your face. If you’re interested in finding out what I got you, then just give mommy a call right now.  You are totally gonna make a mess in your panties and I’m going to have the best time watching you!

Wet Mommy Pussy For A Sissy

Wet mommy pussy is an exciting thing for the naughty Sissy girls. Girly Sissy boys love to wear panties and lick a mommy twat. The best is a creampie mess in the honey pot of their mommy owner. I love my sissy son and get excited having her lap up the seed from a big hard bull cock. You know the first time she got the taste of another mans seed in my mommy cunt was when she was a sweet young thing, I trained her early on to enjoy my mommy pussy. My son was always loving to wear lipstick and dress up in mommy’s pretty things. I have managed to really cultivate this lad into such a good sissy slut and am so proud of my sissy son.

Wet mommy pussy

Whenever I am at home with a nice big alpha male cock fucking my mommy hole, my son is listening and trying to watch. He loves the sloppy sloshing sound of my mommy pussy getting penetrated and fucked into a wet frenzy of a mess. My son knows better than to disturb us. He knows that alpha bull dick is not going to want anything to do with his cucky ass. Not unless he comes in the room dressed like a sissy slut and ready to be a little bottom beta whore for that alpha daddy dick.

Huge Tits Phone Sex Mommy

huge tits phone sexYou like huge tits phone sex? This mommy has boobs. No milk anymore, but we can pretend. My oldest son likes to fantasize about knocking me up. That ship sailed a few years ago, but it is still fun to role play. My son was missing mommy last night. He called me up and asked if he could pay me a late night visit. He ended up spending the night. I was not home alone, but his half siblings did not compete for my attention. My oldest son has lots of fetishes and one is being an adult baby. He is not a lifestyle adult baby. But he likes to wear diapers and nurse on my big mommy jugs. I will admit, I struggled at first with his fetish. I mean he has a big cock. He has a great job. He is a handsome man. I thought maybe I was not a good mom and fucked him up somehow. He told me that because I was such a good mom, because I was so nurturing that he wants to pretend to need me to care for him again. How sweet is that? As he was in my arms nursing, I masturbated. I thought about all the what ifs. What if he had knocked me up and we had a girl to raise in the incest way. I massaged his cock like a good mommy whore. It was a tender mommy son moment. Sure, I love a hardcore fucking from any of my boys, but I love the sweet moments just as much.

Preggo Phone sex Pussy Gets Sloppy

preggo phone sex

Get on top of my heavy heaving brat filled belly as mommy tells you too. My preggo phone sex body was made for boys like you who need an extra dirty hand to make that penis cum! Mommy knows about the brat gangbang sessions you and your little sisters and brothers have been engaging in. Now it’s my turn. Hold on tight and push your hard boy penis in mommies sloppy wet cunt. Don’t worry about the little mouths at your ass hole. They are curious and want to taste their big brother’s asshole. There go hungry mouths at your balls too. Pump, pump in mommy now! 

“But Mommy! I feel something pushing on my butt! It’s my brother’s little peeny! What do I do?”

You keep pumping mommy as you become a sex sandwich between that cute pink bald peeny and mommies squishy wet cunt, that’s what you do! Fuck mommy baby, hold on to your sister as she kicks from the inside of my stomach. She already loves how you are rocking her as you pump, pump mommy! Harder, faster. Get boy cum in your ass as you release your ejaculation inside of mommy!