Tag Archive: sissy mom

Mother in Law Phone Sex

mother in law phone sexMother In Law phone sex with me would be a bit bizarre but very sexy indeed. See I am not that old for my babies to be getting married. It would take a hell of a pervert to want to be my daughters (or sons), Suitors. Now if you were a Grown Man like John but living with a baby dick and were only attracted to the Tots and young ones this would make some sense, Maybe? All I know is his mother shrank his dick because she missed how cute bald and chubby it was. Imagine a first date where I am basically letting my big milky tits fall out and my skirt slide up so my date could get a glimpse of my wet mommy pussy and you find out he is only interested in your small daughter. Now that’s just not awkward enough he also can’t keep his damn hands off that little peen while in public. I tried to cover him up with my sweater, but that didn’t stop him from showing me and publicly masturbating. And to top it all off he asked for some pictures of me when I was a wee one so he could masturbate nonstop. I chuckled and when I laid my phone on the table it was a very cute picture of my youngest and John went crazy jacking off hard and fast and telling me he was in love with her cute little body. He even said that because he was artificially shrunk down that was all he could get hard for and wanted to marry her and live with me being his mommy and her his little bride. And I found it all very arousing, to say the least!

Mommy’s Sweet Little Sissy Boy

Sissy boy phone sexWith the house full and everyone stuck at home, it’s a lot harder for secrets to stay hidden from me. And my youngest boy has the sweetest little secret. Apparently, when mommy is away he likes to sneak into my room and dress up like me. Obviously my clothes are too big for him so for panties and bras, he sneaks some out of his sisters’ room. I found this out by waking up earlier than normal and found him in the guest bathroom modeling in front of the mirror. I gave him quite the scare and he quickly confessed everything to me. Apparently he is jealous of his sister being the only ones with pretty things, so I promised that as soon as we could, we would go have a shopping spree of our very own. Just for him so he can get pretty clothes in his own size and stop being a naughty little panty theft.

Sissy Boy Mommy Cuckolds Son W/ BBC

I love to cuckold a sissy boy that craves to be a bitch to big black cock. My boy is a good sissy and one day he was wondering what mommy and her two big male friends were doing in the bedroom. He said we were making so much noise he couldn’t sleep and his panties got tight around his pee-pee. I decided to invite him in and made him be a good sissy. I made my sissy a cuckold this time and little sissy in her panties had to lick mommy’s messy holes clean while her little sissy ass got a big surprise. My good sissy has been begging mommy to get her little ass gaped and flowered so that is just what sissy got when she did a good job eating the cum from mommy’s gaped asshole and stretched messy cunt.

Sissy Boy Mommy

Mommy whore

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.

 

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?

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.

Sissy Mom Pearl Has A Sissy Son

I love being a sissy mom. I have a sissy boy. I knew from the time he could walk that he was not going to grow into a man. I could have forced the issue; I could have gone against his natural inclinations, but where is the fun in that? My son would have hated me, and he would just grow up to be another unhappy person in the world. My son and I have a very special relationship. I promised him if he did well on his first test of the year, I would take him on a shopping spree to his favorite store. Most boys his age like shopping sprees at The Game Stop or a toy store. Not my sissy son. His favorite shop is Victoria Secret’s. He came home with an A+ on his first test yesterday, so we went to the mall. I even let him dress up in a pink dress and Mary Janes to go shopping. He was so happy! I am not ashamed of my sissy boy. We let the ladies know he had $500 to spend on pretty things. I helped him try on sexy undergarments he can where under his boy clothes at school. I hate that I must send him to school dressed like a boy, but the school is not progressive thinking. Now he has lots of pretty things to wear under his boy clothes to make him feel girly. The sales ladies loved dressing my sissy boy as much as I do. Do you need a sissy mommy too?

Sissy Mom

Mommy in your bed

wet mommy pussyMy sons are quite popular and I love when they bring a snack home. You may be lucky and find this milf in your bed. The spare room is perfect for some midnight snacks. I go right in and wake the guest up. So young an so ready for me. I like taking my time waking you and putting you in a trance. Soon you will be balls deep inside a wet mommy pussy. You will have the time of your life and it is going to be amazing. You know what makes your cock pop. I know what will make mine for life. You will be so hooked you will need me day and night. I like seducing young boys like you. I’m a naughty mommy in your bed.

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