Category: Sissy training phone sex

Sissy Mom Regina Loves You!

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Being a sissy mom means that I have my boys who I must tend too!  I really do fall in lust and love with every sissy boy. Every sissy boy needs a young sweet princess to play with. And yes One of my own sons is very much a sissy. See the boys on the street have been making fun of him every since they pissed in the snow and figured out my teenage son was less than average in his dick growth. Now I could lie and tell him it will grow, but I don’t He came to me crying his little sissy tears. ANd I dried them and asked him if it was really a bad thing his dick was small? I gave him a good feeding out of my tits and let him jack his cock off all over his mommy to make him feel better.  See That little dick means he can dress in mommies silky panties and I then whispered, his baby sis seemed to think it was perfect for her cunny! My sissy knows the love of a big cock and soon his little ass aka pussy will be opening up for grown men cocks now that he knows the truth about himself. That mouth has seen so much cock. I mean did it really take other teenagers to tell him his cock was too small for him to figure it out. His brother is a year younger with much more meat between his legs.  So many sexual doors have just opened for My sissy son with the ivory smooth skin and perfect asshole to have gaped. Now, who is first in line for some little boy ass? Or who would like some sissy training phone sex? I have the milkiest tits and the cutest panty collection for you! 

Discovering I Was A Sissy Boy Mommy

Sissy boy mommy

I realized I was a sissy boy mommy when I was vacuuming my little boys room. I didn’t think to check under his bed. As soon as I ran the vacuum underneath, I knew that was a mistake. I quickly turned it off and pulled it out to see what it had just tried to suck up. To my surprise it was a dirty magazine and not just any dirty magazine either. It was a sissy magazine.

It seems my little boy wants to be a sissy. You want Mommy to dress you up in lacey panties and a matching bra. You want to wear fishnet stockings. But most of all it seems you want to suck on a big thick cock. When you came home, I was sitting on the sofa with a couple of my girlfriends. Your dirty magazines were laying on the coffee table and you were turning bright red.

I told you that the girls and I have decided to make you our little sissy for the night. I made you strip naked in front of all of us. We put you in a pair of hot pink panties and fishnet stockings. We made you tuck your cock and balls in between your ass cheeks. Then we gave you a banana and told you to pretend it was a dick. We decided who better to teach you how to suck cock than three dirty whores.

Watching you prance around in your hot pink panties and deep throat that banana made our mommy pussies so hot and wet. We made you eat all three of our hot wet cunts. If I had of know that you were that skilled with your tongue, I would have turned you into my sissy slut sooner. You got so turned on that you ended up blowing your load in your pretty pink panties.

Mom fantasies

Greedy wet mommy pussy

wet mommy pussyI have a greedy wet mommy pussy. I have made it known that if my daughters bring home, something yummy mommy has first dibs. It maybe selfish and wrong but my greedy cunt loves to sample the dick that will eventually land right inside my daughter’s cunts. I may use it as an excuse but its a sincere concern. Good dick is hard to find, and when I get my hands on it, I like to use it for a bit. Once I grow tired. I will pass it right along. I have great taste and expect my girls to take after their momma. Sweet cum and thick dicks make me happy. My tight ass knows how to leave you in a state of shock. Once your young cock goes deep inside you will never want to leave. Let’s make it a family affair and bring my girls as I show them how to take dick.

Mommy Wants to Teach You Well

Sissy training phone sex

Do you want to jack off with Mommy and have some fun well you can do it don’t worry I’m ready for you? My little boy, you’re just so sexy you need your mommy to feed you good milk I have some I’ll feed you well I won’t let you starve you can eat my yummy cum. Mommy’s little boy is the favorite in the world he just dresses up like I want him to. I want to dress you up like a pretty little sissy oh my goodness we’re going to have fun. Don’t you know sweet boy that mommy just can’t help herself that moment that I caught you smelling my panties from my hamper it gave me permission to do whatever I wanted? Now Mommy has to train you to teach you just how to be a sissy, in fact, the best in the world. Don’t worry Mommy’s going to dress you up like a little girl and make you sell your nice tight booty two boys big boys with big dicks and big toys. Mommy’s going to tape you I want to videotape you well Mommy’s going to do it mommy loves the Way You Are. Now, why don’t you take your cute little nose and buried in mommy’s wet tasty pussy right now? Believe me, sweet son Mommy needs you to practice so that you could be the best cunt eater and dick sucker ever. I’m going to make so much money from selling my little boy’s mouth and asshole all day long. I want you to know son I won’t have any rules whatever the guys and girls want to do to you is allowed there are no problems with me what so ever. I love my sweet cum-filled cock boy I love all the little tricks that I’m going to teach you, and I love all the little skills that you already know. I want to watch you getting fucked by three guys at one time that’s called running a train, and they are going to run a massive big cock train on you. Are you ready little boy for the action to come, I know we’re going to have a good time. I’ll take pictures of your facial expressions while you’re taking big 10 inch cocks up your asshole. Now do as Mommy says and lick my wet pussy until I squirt all over that pretty little face.

Tranny Fuck

 

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A tranny fucked me last night, she gave me the best dick I’ve had all week, and I’ve had a lot of dicks, so that’s something to say. I love to be in this extreme way because she was crazy for me and I was mad about her 11-inch cock. That gorgeous black tranny drove me wild she was really something of an eager bitch, I loved her she was so fascinating. She slapped my puckered ass as she pushed her cum-filled cock deep inside of me. I was simply full of joy feeling all of her enormous tranny dick. From now on I know what I will do I have got to fuck a tranny or two. I really want to be wicked, and I don’t care what anyone speculates. I am a cock loving whore man or woman tranny or big dick boy it will all fly with no questions. Big dicks are my favorite, I love them so don’t even try to stop me. I love black trannies because they’ve got the biggest cocks you could ever see or could ever feel they’re amazing. Like I said this black tranny was a motherfucking killer she was not only stunning, but that fucking big ass dick was terrific and railed me. I mean she fucked me over the sofa had me fucking screaming and hollering her big fucking cock deep inside of my fleshy dripping pussy, oh goodness it was better than anything. One thing that I’ve learned about tranny fucking is that trannies get out of control they go everywhere all at the same time they suck your pussy fuck your pussy lick your ass hole and everything else in between. That is a complete treat, and I can’t get enough of it, from now on there are no cocks that I won’t fuck because I’m not ever going to miss out again.

Sissy boy mommy

 

Anatomy with Mommy

wet mommy pussyI am a retired science teacher. I had my tots and decided to stop teaching. Now that my boys are able to attend school I have decided to go back. I like being the hot teacher on campus with the most incredible rack ever. My wet mommy pussy is aroused seeing impressionable young boys. I know they have their hormones on hijack mode. They are everywhere. Teaching anatomy is fun because I have taken the wheel and have done plenty of one on one sessions with my star pupils. I think every boy needs an older women to guide them in life. I teach so well and have made it my mission to make men out of these boys. I may have to stay late sometimes and I will surely bring work home on occasion. There are two jobs that are the hardest. One is being a mommy of course secondly is being a teacher. Both those roles are never finished there is always something to do.

Mommy’s Sissy Boy

Sissy boy mommy

Mommy was sucking on a big black cock when she saw her little boy walk through the door. I had forgotten all about it being an early release day for you. At first I wasn’t sure what to do, but then I noticed how hard your cock was getting watching me suck this thick black cock. I asked if you wanted to come closer. You nodded your head yes. It just confirmed to me what I had already been suspecting. My little boy is a cock sucking sissy. Your mouth was watering and you were more than willing to start sucking on the head of that big black cock. You didn’t just sucked his head either. You slid your soft wet lips all the way down the shaft of his big black cock taking every inch of it in your little sissy whore mouth. You couldn’t wait for him to blew his load of warm creamy cum down your little sissy boy throat. As you slurped every drop of that creamy cum down, it caused your cock to erupt spewing your hot jizz all over the room.

Cuck A Slut

Sissy boy phone sex

Donald Love’s our arrangement we have an open relationship, and I think that’s okay with me, after all, I get to enjoy myself to the fullest. One weekend we went out to a Swingers Bar I was dressed in a skimpy low cut top that showed off my huge Double D’s, and I had a short tight pink skirt on that hugged my ass like a lot lizard prostitute at a truck stop. Donna was looking Debonair, as usual, he’s a money man, and he smells like money as well as looks like money, it turns all of the whores on. As soon as we walked into the bar, a couple eyed us and walked our way with haste. The young lady was about 24 years old she was tall 5 ft 9 with blazing blue eyes and long blond hair that touch the tip of her nice scrumptious tight bubble ass. I smiled and asked her what was her name she told me it was Daphne as she smiled back at me in a coy, flirtatious manner. Daphne, I said you look hot, she responded you look fucking hot too, and I love huge tits like yours. I thanked Daphne and ask her did she want to drink of course she said we hardly even noticed her boyfriend but we asked him to tag along too. I could tell something about Daphne’s boyfriend though. I could say that he was a cuckold who wanted to see his girl get fucked hard by my boyfriend. You can guess that I was going to make sure he got exactly what he wanted, my pussy started to thump thinking about Daphne’s hot tight cunt in my mouth. I whispered in my boyfriend’s ear we’ve got to take her back with us he smiled and winked at me letting me know that was the plan. We had a few drinks before leaving the bar I got into Donald’s F350 before we were in the truck comfortably I started sucking Daphne’s beautiful 36 double d tits while her boyfriend looked and smiled. I could tell Daphne’s boyfriends cock was getting hard he was biting his bottom lip like he couldn’t control himself and I loved every minute of it. We were all so fucking aroused that none of us could wait to get back to our house instead we fucked and sucked each other right there in the truck. I want you to join in and have a cum dripping good time. I am a horny slut who needs more ass dipping sex than other whores. I need you even if you like cuckold fucking. I love it all, and I want your load to bust all over me.

Sissy Mom Regina Loves Her Boys

sissy mom

I am a sissy mom this much is true, But I love the nasty freaky shit he will do. My pretty boy makes me cum, I am proud to be his wet pussy mom.for he makes me happy to sit on his face, Never his small cum shot out of place.

I have brats times four, all the fantasy galore! Take those small cunnies, and give mommy some cummies! I am your lactating big titted Milf,  I just need you to Jack yourself. I only want to make you my start little slut, mommy doesn’t care if you like it in the butt! No, I never want a quickie, I just love that Small Dickie! For your reward, I  will give you a little for you to diddle!

I am a mommy that is always horny. I give up my babies to horny daddies. I will give you all my love and affection, I’ll satisfy my sissy boys erection. Look at this hot wet mommy pussy, I will feed it to each and every sexy sissy. Come have a seat with my boy, I am sure he will treat you like a sex toy. That is what you want right, to be a slut this very night!  Come dear jack off for me, I will stroke my self to that little weenie!

Baby boy wants my bum

Anal sex mommyI found a bevy amount of butt fucking porn in my son’s laptop. I am a sneaky momma and love to go thru everything. I snoop around and always like to find out what is going on in my youngins minds. Sometimes I find things I want to talk to them about, I have raised some beautiful boys. They tell me everything. I barely ever see anything alarming. This time I was a little let down, My youngest was craving an anal sex mommy, and I was upset he didn’t feel compelled to be honest with me. I would have been shown him the ropes. When he got home, I was ready to teach him anal fucking 101. I let him pound my ass till he creamed all over my bum. I was proud of him and told him he can always tell momma anything.