Category: Sissy mom

I Enjoy Being a Sissy Mom

sissy momSometimes it is fun to be a sissy mom. My oldest daughter is 30. She is from my first marriage and she has a friend who likes to cross dress. He has no mistress or sissy trainer in his life, so I am here to help him out occasionally. He came over last night wanting to dress for me. He had a few items with him, but I let him check out my closest. I have so many pretty things. All sorts of lingerie, sexy dresses and a ton of high heels. He was like a little boy in a candy store. All wide eyed and in awe off all the pretty things. I helped him pick out an outfit to wear for me. He wore a pink laced bra, matching panties, black thigh highs and a pair of black heels. I get a lot of sissy callers being a phone sex mommy, but this is a real sissy. It was like having another daughter. Once she was so pretty, I trained her back-door pussy with my strap-on. I had to use lots of lube because she was tight! Her clitty got huge as I pumped in and out of her sissy hole. This was the first time we had played with her special pussy and she loved it. Next session, I am taking her out to get the real thing. Every sissy should have a mom like me in her life.

phone sex mommy

Mommy Needs A Sissy

Sissy boy phone sex

I’m looking for a little sissy. Mommy needs a little sissy boy that I can dress up just like a little girl. I will dress her up in the prettiest dress and send her out for my groceries. When she comes back I will invite all my friends over so we can have some real fun. Make her suck on my best friend’s husband’s dick. When he is about to cum, we will make him cum all in your panties. Then we will make you wear them as you make drinks for all of us. We will all laugh and call you a little sissy and how you just love the feel of all that cum inside your panties. If it doesn’t seem that you are enjoying our party then you will be spanked on your little tiny cunnie. Then you will watch mommy get fucked by her best friend’s husband and him full mommy’s pussy with all his sweet delicious cum. Don’t worry mommy is going share. I will make you lick up all that juicy cum from mommy’s pussy.

Sissy Mom Lenora

sissy mom

Every mommy needs a man who will regress and become dependent on her taking care of him. I find men who love being in diapers so fucking sexy. Its almost therapy for me to change a pissy diaper and jack a cock to hardness before I fasten him back up. I want my adult baby to be hard and sensitive as he feels that smooth cotton diaper on his cock. I have hi crawl up in the chair and suck my tits dry as I rock him back and forth. I might even reach into his diaper and stroke him until he comes for me. Then I get to change him and clean his cummies up with my tongue getting that cock erect for me again. I have men who pay for my services from all walks of life. I enjoy cleaning a shitty diaper and being milked for every last drop of my breast milk. I keep Diapers in every size and every brand. I even let my girls in on the fun too. They just love being diapered up and playing baby with a sexy adult diaper lover like you! And who knows just how far our sexual games will go when mommy gets really horny.

 

Preggo Sissy Boy Mommy Gets Basted with Baby Gravy

sissy boy mommy

Just because I am a young preggo sissy mommy doesn’t mean I don’t know what you want. This year I am serving up some baby gravy to go with the turkey-sized brat in my oven! I need huge loads of dark meat cock spewing creamy baby gravy deep into my womb. Its all for your BBC loving ass too! My sissy boys teen to need a young breeder to slurp dry and I have just the p-mommy sissy boy recipe. Spread my legs insert the BBC turkey baster deep inside me and let them fuck me for about 45 minutes until I get that succulent warm huge load of (you guessed it) baby gravy! All for you my little dicked sissy slut. Cum and slurp my baby oven out and give me a teaspoon of your cummies to finish off my basting! I will even squirt a whole mouthful of warm mommy milk for you to wash it all down. 

Mommy Phone Sex stories

Mommy phone sexThis mommy pussy stays horny and stays wet. That is why I have to have Mommy phone sex. Every single night I have my vibrator and stimulating this fat juicy clit on all vibration. Sometimes I even have my step son come into the room and help his mommy out. He does so gladly. He loves to slide his already stiff young cock into between them. He always starts off slow then fucks these big ass Triple H itties like a rabbit. His thick mushroom head touching my lips and I make it a point to twirl my tongue around it each time he touches the top lip. I love the way my son taste. My fat mommy cunt dripping wet from the anticipation of my son cumming all over mommy’s tits and face. Once my son exploded I rub all of his sticky protein into my skin.I even start to suck his dick making sure not to waist a drop. Mommy loves to fuck her son and I have so many stories for you to hear. I want you to stroke your hard cock with your hands while listening to mommy. I need you to cum all over mommy just like my son does every single night.

 

Titty fuck mommy

Milf chatThis mommy right here loves to fuck. I am such a slut whore mom and everyone in my city knows it. I don’t care. Fucking is apart of life and that is what my pussy is made for. My pussy is made for dicks to smash it and them fill my hole up with all of your cum. Some of the moms at my son school always seem to have something to say when I walk by. You can hear the smirks and nasty looks. I thought it was because I always have my big triple D breast hanging out. But i shortly find out they just don’t like me because I like to fuck and I am not ashamed. I fucked one of the moms son’s and she has been pissed at me ever since. She walked in on him titty fucking me. Right when he bust a nice load all over my big brown breast in she walks in and screams. I did not care. I jumped right on his dick and rode him until my sweet Milf pussy juice was all over is white lng young cock. I hopped off quick and suck all of myself off his dick. Maybe next time his nosey bitch of a mom would knock first. 

From Boy Pussy to Shiny Vagina

Sissy boy mommy

 

I want to cause ruin to your body, babe, just like I did last night. You remember when I had you wearing that cute dainty sexy outfit. Those red panties with the lace fronts and the cotton-tops they make your ass look phenomenal. All of my basketball Buddy’s love for me to bring you around they say your ass is something they could Palm easily. The cheerleaders, they look at you and think because of that body of yours that you drive men insane. I agree with the cheerleaders you do drive men crazy you and your boy pussy. Your little bitty clit of a dick isn’t even threatening. I met you Beautiful I put your beauty on display, and you got to have some of the most exciting times of your life. I’m supposed to be your everything like those red panties and that matching bra. I like you in this particular outfit. You look so sexy when you’re showing those beautiful long slender legs. I’ve always told you that your legs feel like Silk your whole body does. I taught you how to take care of yourself, didn’t I, and that’s why your transformation is so awe-inspiring. Look at you; you’re flawless; your makeup is that of amazing and those thigh-high pantyhose with the lace trimming. Babe, you could have any man you wanted. You like those boots, don’t you, but I want you and something sexier I love for those legs to be shown off. Last night we had a meeting and as you say it overtook you. I love how you prance around showing your sexy ass, but last night you got to show it all. I want you to know that the cheerleaders all said they envy how you can take cocks so well at both ends. You’re a sexy girl now. I can make your pure little boy pussy into a bold new shiny vagina.

Sissy Boy for a Son

Sissy boy phone sex

I always knew my boy could be a sissy. Ever since he was a little boy he seemed to always be interested in my make-up and clothes. I would always catch him watching me apply make-up.  One day I even caught him trying on a pair of my heels. At first I did not know how to take the fact that my boy was a Fag. Now i accept it because I do not have a daughter of my own. I always wanted to teach my daughter how to cuck cock and get her pussy fucked. Now i have a son to teach! That is even better. I can teach him how to get fucked in his boy pussy and how to suck a mean dick. I am in love with the fact I have a sissy son. Now that I am a sissy mommy, I can go shopping with my boy and the things we can do is endless. I can not wait to get home and show him this sexy lingerie I got him from the sex store. i wish I had more sissy son’s. I hope a few just fall into my lap. Who knows right?

Mom With Big Tits Perfect little Dick Boy

mom with big tits

Your mom with big tits can be a bit cruel sometimes. Especially when it comes to my brats. My son has the cutest little two-inch nub. I got it shrunk down for his birthday one year. It will always be the size he was brought into this world as. And even then, the nurses gathered around to tell me how magnificently small his dick was. To me, it’s the fucking perfect size and shape, so hairless and chubby and will never grow. This mommy has no issue with it. The one thing that makes my pussy wet is that it really can only get hard for sweet girl tots. I mean he is harmless with that perfect 2-inch Babyboy nub. So, when my sister found out what I had done I really had to put her in her place. She said I ruined my son and that he would never ever have a girlfriend or any offspring. She was making fun of him saying he was just a small dick pervert.  She saw my son in his full tiny boy dicked glory as he was out in the yard bent over weeding our garden with his ass hole and perfect baby balls right on display.  I smacked her face and told her he was perfect. Girls might laugh but his small smooth hairless balls and dick were the perfect size for me and his brat sisters. I even pulled my panties off and wrapped them around her mouth until she apologized. I made her give her tiny tot to him to be his girlfriend until she aged out. I really enjoy being his sissy boy mommy. That tiny boy dick will always be perfect for sweet-faced girls.sissy boy mommy

I have a sissy son so I’m a sissy mom

sissy momMy son said he was sick. I figured it was a Ferris Bueller type thing. He just wanted to skip school and have some fun. I get it. I didn’t take his temp or anything. I just trusted what he said. I stopped home at lunch to see if he was feeling okay. I half expected him to be gone. I got the surprise of my life when I found him sucking the neighbor boy in a pair of my panties. My son was a cock sucking fag? I knew he was not interested in my mommy pussy, at least not like his older brothers. I figured maybe he was just too young and one day he would be a mother fucker like his brothers. I knew the problem then. I didn’t bust him. I did watch him polish that neighbor boy’s knob well. I got to thinking that maybe what I had here was a sissy boy. What woman can’t use a sissy boy son? I left discreetly, but when I came home from work, I had a bag from Victoria Secret’s. I showed my son all the sexy things I bought and gauged his reactions. He clearly loved the sexy lingerie I bought. I asked him if he wanted to try the items on. He looked at me like he just won the lottery. He was a natural in lingerie.  I told my boy he was born to be a sissy. He has been my sissy ever since. So now I am a sissy mom but I love it.