MILF Archives - Page 5 of 27

October 3, 2015

A Transparent Hot Lady can be seen seated at the table; she is dressed in all black, and she has a very seductive and alluring appearance.

Published by Diaper Sissy at October 3, 2015

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Share Your Story

I love being a strict disciplinarian to my adult baby. Aby needs a strict mommy just as much as they need a loving one. I am the perfect combination of the two. I love talking to my adult babies and sissies. I enjoy exchanging stories and sharing ideas. When did you first start wearing diapers? Do you wear twenty four seven? What’s your favorite baby outfit? Do you enjoy diaper punishment and discipline? Are you a diaper lover but don’t want to be a baby? What so you love about wearing diapers? Do you like it when your partner wears diapers too? Every person I talk to has a different story. Everyone is unique, including me. I have my experiences to share with you too 🙂 I bet you didn’t know that I started out as a diaper girl and evolved in to a mommy 🙂 I still wear occasionally and I feel very sexy in them. What about you, what’s your story? Ava 888 430-2010

September 27, 2015

A Nude Breast Nipple lady is sitting on the bed, showing off her nude boobs while wearing a sexy porn toy. The man is also nudely lying on the bed.

Published by Diaper Sissy at September 27, 2015

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Seductress Mommy Candy

I am 36 and what I love best is seducing a man much younger than me. You will grow to love everything there is about fantasy milf phone sex. It’s one of the hottest experiences you’ll ever have! I love stealing the virginity of a young boy because virgins are so cute and very eager to please! My neighbor has a gardener who just turned 18 so I told her I needed some yard work done. I just wanted to have him all to myself. When he came over I explained that I had always been watching him through my hedges with his shirt off mowing my neighbor’s lawn. He said between his classes and doing yard work to pay for his college, he just hasn’t had time for a girlfriend. So cute. I took him to my bed and told him that he never has to worry anymore about getting laid because I’m going to pay him to do a little plowing for me if you catch my drift. Let’s hope he loves fetish phone sex as much as I do! Candy 888 430-2010

September 26, 2015

Graney is lying down on the floor, wearing an adult big diaper in pink.

Published by Diaper Sissy at September 26, 2015

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Wearing Diapers With Mommy

As a special treat to my adult babies and diaper lovers alike, I think that it might be fun to get into something a little different one of these days. I was thinking about having a session in which I take my time taking care of whichever lucky ABDL gets to come and spend this time with me. I will take off that stinky diaper that they come to me in and gently wipe them down and make sure they are squeaky clean! After I get my nice big bottle of baby powder out and sprinkle it all over my little one, I will take my hand and move it between their legs, rubbing in the powder until they are nice and soft and smelling nice. Then it is Mommy’s turn! Come on, baby! I will lay down in front of them, spreading my legs now, and waiting for them to clean me up and diaper me so we can play together! XOXO, Barb 888 – 430 – 2010

September 13, 2015

Boy Sissy Sex The boy was dressed in a sissy outfit with high-heeled slippers and tights.

Published by Diaper Sissy at September 13, 2015

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Pretty Little Diaper Sissy

I am a loving, nurturing MILF. I do not like to have to repeat myself or raise my voice. Unless in a sexy role play, my typical demeanor is one that commands obedience and a submissive attitude. The perfect little sissy would know their place and acknowledge my full dominance over every aspect of their life without me ever having to utter a word. That is a tell-tale sign of a perfectly trained sissy slut. When mommy comes home from a long day and is tired, do you think she wants to have to worry about wiping down the kitchen before bed? No! She most certainly does not. Now, a good little sissy knows right away how mommy looks when she is tired and should be a good pet and get right to cleaning up without having to be told! You make it spotless while mommy sinks into a nice, hot bubble bath and relaxes for the night. After all, doing my bidding is why you are here! XOXO, Barb 888 – 430 – 2010

September 6, 2015

Wearing a pink dress, a fetishistic back girl flashes her bare butt.

Published by Diaper Sissy at September 6, 2015

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Be Mommy’s Perfect Sissy

It is so nice when I have a good little submissive to play with however I see fit. When they do not talk back or fight the things I say, I am one happy MILF. I have a big, lonely house. One thing I have been wanting to get into the house lately is a pretty little sissy girl to do everything I say without giving me any lip! I have all sorts of plans for her, mainly letting her know that no matter what, mommy is in charge! When I hide that cock inside of an adult baby diaper, you had better not be surprised! You knew this was coming when you signed up wanting to be my perfect little sissy. I will be so good to you as long as you are good to me as well! I promise we will have such fun changing your diaper when it is messy, getting you all dressed up and looking pretty each and every day, and taking you out to hang with all of my friends! XOXO, Barb 888 ** 430 ** 2010

August 25, 2015

Published by Diaper Sissy at August 25, 2015

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Sissified by Mommy Barb

Turning a naughty adult baby into a sissy girl does not always have to be done with domination as the motivation for them to be submissive to the idea. In fact, as my own mother always used to tell me, “you catch more flies with honey”. When you are sweet as pie, the babies often are sweet right back for you, making you taking care of them become much easier. I do my best to practice that method most of the time! I love getting to fill their nursery with all sorts of pretty dresses and shoes of all colors and styles. I also especially love to put different pairs of stockings on my little ones. After I have my sissy all dressed up, I always love to take them out with me to get a bite to eat or go shopping for even more accessories for baby and I! As long as you behave for mommy, we will surely have a great time together!

August 23, 2015

Published by Diaper Sissy at August 23, 2015

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Taboo MILF Phone Sex

Something that I have been coming across more and more often is cuckolding. Men seem to absolutely go crazy for the idea of their wife, girlfriend, or other intimate partner taking advantage of them and fucking other men. One thing they really love is when their woman takes their affair right before their partner’s very eyes… They seem to just absolutely love the thrill of seeing this other man fucking his wife right in front of him. Things can get heated and take an even sexier turn when we bring BDSM into it and I play the submissive, allowing this other man to dominate me and humiliate me in whatever way he sees fit. And you love watching me get plowed like a little slut. And I love taking that dick in front of you. It is your dark fetish and it turns you on. I love using you and your weaknesses to please myself! XOXO, Barb 888- 938 – 7382

August 22, 2015

A Nude Ava Lady is posing for the photographs while sporting a stunning black attire.

Published by Diaper Sissy at August 22, 2015

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Cuckold Sissy Hubby

I bet you think your dick is great… well its NOT! It’s a tiny, little pee pee, and you are a pathetic little cuckold bitch! I’ve eaten fries BIGGER than your puny little pecker. And I KNOW you touch it a lot. There you are diddling your dick in the corner, how PATHETIC!!! But what I can’t understand is how you find the fucking thing! What do you use for a jock strap? A thimble and some thread? Oh wait… you have to be a jock to use a jock strap. You can’t even hold a cup! Your dick is soooo small; I can’t even use it as a toothpick!!! I have to go and find a REAL man to satisfy my appetite. You know, someone whose dick is bigger than a hummingbird? A real man who knows what to do with his cock. Someone who won’t be a waste of my time. Someone who WON’T dribble out his cum. Someone who can keep it HARD for more than 2 minutes. Someone I don’t have to PITY fuck or FAKE my orgasms for. You need lessons to even think about fucking ME! The only thing your good for is fluffing my lovers, and being a good little sissy fag!

July 30, 2015

Published by Diaper Sissy at July 30, 2015

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Mommy for Diaper Girl

I have so many wonderful sissy boys in my nursery and I just love getting to play with them. I think it would be fun to have some time playing with a sweet diaper girl. She can join us while we play dress up and with all the toys I have for us. I can buy new outfits for my adult babies, the pair of them will look so pretty in their dresses and adult baby diapers! I would hold them to my chest and have them each latch onto one of my big tits so that they can adult breastfeed until they are full. Snuggles together will never be so much fun as they would be with a diaper girl to join us. When my babies made a mess in their diaper, I’d take my time wiping them down and powdering them so that they were nice and soft and clean. I’d love to rock my baby girl to sleep while I hold her and kiss her softly and gently. Hope I find my diaper girl soon! XOXO, Barb 888 – 430 – 2010