cuckold Archives - The Dirty Diary

October 18, 2020

Published by Dirty Diary at October 18, 2020

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Forced Feminization with Mistress Jessica

Listen up my little sluts! I have been thinking about getting my hands on you like this all week, so I do not want to hear one single solitary word of back talk, do you understand me? I hope so, because I do not have time for games or any of you putting up a fight during our time together… Now I have something extra special planned for you this time, my pets… I think that once you come around to the idea, that you will learn to love your new lease on life! I even did some shopping in preparation for this very special session of ours. This is more than just play time, my sweets. This is a whole new life for you! Tonight, we are doing more than just playing dress up like we have on occasion in the past… Oh yes, tonight you are going to be feminized. I am sure that you have at least heard of the beautiful art of forced feminization. You may have even heard me gushing […]

August 16, 2020

Published by Dirty Diary at August 16, 2020

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Put That Pathetic Dick in Chastity!

Well, well, well,… What do we have here? Is that your teeny weeny pathetic little prick I see poking out from between your legs? You should know better than to have that unlocked cock out where I can see it. Have you learned nothing from all of my lessons and punishments? Well, too bad, because it looks like it is time for a refresher course. For starters, a vicious round of small penis humiliation always gets you blushing and teary-eyed. This MILF might be sweet and sexy, but when you cross the lines I draw for you, there is no telling just how far I will go to restore order under my roof! Sometimes I will reach between your legs and take the tip of that little dick between my fingers and give it a good hard pinch! Sometimes this makes you cry, and today, I hope to accomplish just that! When I have tortured your little cock for long enough and begin to notice that despite the pain and the verbal humiliation, that little […]

March 1, 2020

Published by Dirty Diary at March 1, 2020

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A Peek into Mommy’s Diary

Dear Dirty Diary… Today I decided that I wanted to treat myself to a day of shopping and getting a bite to eat. The weather was beautiful, and I did not have much of anything that I had to do. Normally, I might call a friend or two to join me, depending on how I was feeling. Today, that did not sound like a very good idea to me, and I made the decision to have a date day with me, myself, and I! I took the time to wake up when I wanted to, not to an alarm, and picked out one of my most favorite outfits to wear. Once I had put on my makeup and was all dressed and ready to go, I grabbed my purse and headed out to my car. The drive was nice, and when I turned into the mall parking lot, it was crowded with cars and people heading inside. I walked into the mall and looked around its crowded halls, deciding to go into a few different […]

May 7, 2018

Published by Dirty Diary at May 7, 2018

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Dose Of Sissy Sex

Have you had your dose of sissy boy phone sex this week? I bet you are aren’t you? I mean why else would you be searching up on the internet? There’s a reason you came to this blog and I know exactly what it is. You’re a little panty boy and you want to wear all my pretty panties and ruin them with your precum stains! You’re a bad little panty boy for staining my pretty panties and just for that I’m going to make you stay in them now. That’s right, you want to be so much of a panty boy then you’re going to stay put in those panties because I see no use for your mens underwear if you’re wanting to be feminine like me. Do you feel pretty wearing my panties? Does your cock get nice and hard thinking about feminization phone sex? Ava 1*888*430*2010 Click HERE to chat with a phone sex Mommy #pantyboyphonesex #forcedfeminization #crossdresserphonesex

February 17, 2018

Published by Dirty Diary at February 17, 2018

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ABDL Sex

Do you need a special mommy to have abdl phone sex with? Then look no further adult baby I want to be the mommy of your dreams and fantasies. The kinky and nurturing mommy that you’ve never had. We can do whatever you want to my adult baby. Mommy will take care of all your needs. Maybe abdl is hungry and needs a bottle? Or even better maybe mommy can breast feed adult baby with some of her breast milk. Mommy has plenty and it’s all for you little one. Or maybe adult baby doesn’t want mommy milk and wants some real food instead? Well if that’s the case mommy has plenty jars of baby food that mommy would love to feed to you. I’ll put you up in your high chair and spoon feed my precious little adult baby. Maybe after that mommy can get naughty with adult baby with some age regression phone sex Ava 888*430*2010 Click HERE to talk to a phone sex mommy! #mommyplay #abdlphonesex #mommysex

February 17, 2018

Published by Dirty Diary at February 17, 2018

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Curious About Cock!

Have you been having some bi-curious thoughts, dear? I bet you have tried not to, but the idea of having another man in between your legs, taking your hard cock into their wet mouth won’t get out of your head, will it? I must admit, two guys going at it is one my naughty fetishes, and it would get my pussy soaked in seconds to watch you with another man. God, I would cum so damn hard to see you riding some horny, massive gay bear, sliding yourself up and down his thick cock. I would want to be right behind you, sliding my tongue into your tight ass right next to his cock, rimming you out while he slammed his hips up to fuck you senseless. Or playing out your thoughts, have him sucking on your cock until you shoot cum all the way down his throat, and chokes and swallows every last drop! How about you call me, and tell me all about the other nasty phone sex fantasies running through your head? […]

January 14, 2018

Published by Dirty Diary at January 14, 2018

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Dominated By Dr Tawny Phone Part 7

your training proper now. I’ve found out a lot about you from your profiles, good little slut for sending those through.Mistress Dee from Surrey Hills in Sydney, Master Ted from Toronto and Master V from Auckland all send their love.Now sign onto Skype bitch, I wish to talk to you right now.”His heart was truly racing now, fuck he’d forgotten about Ted in Toronto,, who was much more into Corporal Punishment than pete would have liked, but if Miss Tawny had talked to him or his partner she’d know that all he had managed to do was to suck real cock for one of the first times that night, and that he’d swallowed on command.Ohh fuck there was even a photo of him sucking Masters cock on his Fetlife profile. Now he came to think of it he remembered the photo of him, with his head tipped back and a mouthful of cum, showing it to his Master before he was given the order to swallow. Master V though had really used him extensively. It […]

July 17, 2017

Published by Dirty Diary at July 17, 2017

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Pantyhose Fetish Phone Sex!

Start kissing up my stockings you naughty boy I want you to show me how bad you want a taste of my very wet pussy you have been begging for a while now! I know how much of a stocking and panty hose fetish you have, Don’t forget I did pick you up some to wear with me and a few pairs i want you to put on me nice and slow while licking and kissing up my legs. Gently rubbing with your fingers I take my other leg that has the nylon stockings and my pitch black heel and place it on your chest Look at how excited you got so igve me some foot worship and move you back and glance down at your cock and how hard it is! Good now that it is nice and hard I am going to wrap a nice stocking around it to make it even harder and tie one around the bottom of your nose that way you can get a nice smell of it! Call […]

May 23, 2016

Published by Dirty Diary at May 23, 2016

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Femdom Phone Sex

When it comes to my personality and typical demeanor as an ABDL mommy, I am more often than not, overwhelmingly loving and nurturing to my little ones. I am only human though, and there are quite a few times when nothing gets my blood pumping like the thought of throwing on a pair of fish nets, high heeled boots, a nice corset and pretty panties and getting ready to spank that bottom until it is red and sore unless you do exactly as mommy tells you to! My first command is to have you bend over on the bed so that I can take this nice new dildo and use it to slide it into your bottom and introduce you to the pleasures of anal penetration! Just close your eyes and relax for mommy. You are in good hands. XOXO, Barb 888-430-2010 #abdl #dommymommy #phonesex Come chat with the phone sex mommies!

August 27, 2015

Published by Dirty Diary at August 27, 2015

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MILF Barb’s Toilet Slave

Dear Diary, today I had a nice long session with my toilet slave. It is almost pathetic just how submissive he is. He does everything I say and takes all of my harsh words and punishments, even when he is not misbehaving! Maybe it is cruel of me, but the fact of the matter is that I needed a pet to toilet train and make them my little slave. I have a fenced in area in my back yard separate from the rest of my yard which is actually very clean and appealing to the eye. A manicured lawn, a sparkling pool, gardens along the edges home to many different types of beautiful flowers. And then there was the pig pen as I called it. Home to my little sissy bitch. He doesn’t do anything all day long other than stay in his pen. It is muddy and filthy inside of the pen. There is a small hutch to keep the weather off of him, but other than a small hay covered wooden platform, no […]

August 14, 2015

Published by Dirty Diary at August 14, 2015

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Caught You Masturbating!

Dear Diary, my adult baby got into some trouble the other day… I had just finished changing his wet diaper and left to go heat up a bottle of milk for him. When I came back into the nursery to feed him, I heard the strangest sound… It was like skin slapping and a plastic crinkly sound. I looked around and what did I see? My adult baby doing some naughty things to himself! “Mommy caught you masturbating again?!” I exclaimed in disbelief, hands on my hips, looking very stern. He looked frightened, as he should be, and the guilt on his face was evident. I knew I had to inflict a punishment that was sure to make him realize who is in charge here! I put him in a lacy, pink dress with some cute white stockings to go underneath and a dainty pair of mary jane shoes. Only mommy masturbates you unless you ask permission! It is a lesson that little sissy won’t soon forget! XOXO, Barb 888 – 938 – 7382

June 22, 2013

Published by Dear Diary at June 22, 2013

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Latex Fetish

Oh my sissy loves her latex so much she drools when she thinks of her latex laying in wait for her when she gets home from work.She can’t wait to get her toys out and her latex and get all dressed up for me.I so enjoy having her to dress up just like the little sissy she really is.And listen to her suck that pacifer just as if it was a nice big cock in her mouth that she dreams of someday.But for now she enjoys her latex and diapers and toys and dressing up for me and watching certain video’s that she is allowed to watch. Because she never knows what kind of punishment i might have in store for her if she disobey’s me and we can’t have that now can we my little latex sissy. Minnie 1.888.430.2010