Category: Sissy training

Prissy Sissy Loves Makeup

Sissy phone sex DawnHere she is everyone! This is the sassiest, prissiest, fruitiest fag sissy that you ever did see! She is the biggest whore too, isn’t that crazy?! She loves to come over to my house and have me help to turn her into the sexy little tinkerbell transvestite that she loves to be! This teenie weenie sissy loser loves to get all glammed up with makeup and having her hair done, it makes her confidence rise tremendously! She knows how much of a pathetic crossdresser she is, and loves to be humiliated while wearing a full face of sexy ass makeup, the more that she can cake on to her face, the better! All the girls on the site laugh and make fun of her for how fucking ridiculous she looks and acts, I can’t help but join in on the laughter! I mean come on, it”s hilarious, just look at her! The tight skimpy little feminine outfits paired with a full on beauty drag queen makeover is absolutely horrific! Prissy Sissy make me take her out in public after we get her all dolled up so that we can show her off, the more stares and laughs people make at her, the more she is turned on! She’s such a slut! She deserves every ounce of humiliation and mean remark that she receives!Sissy training Dawn

Sissy phone sex

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Look at this cutie with a fine little booty! This is our biggest house sissy whore! Can you believe it? I mean out of the whole whore house- she is the biggest one! I mean who could refuse her? Especially when she wears pink and acts like the little sissy fag that she is!

She is needing a good penetration! She gets all dolled up, only to get laughed at! She is so pretty right? Such a little fairy fag princes. I mean look at those legs, they really are a knock out. She just could dance around forever dressed like that with her being a little teenie weenie loser that she is.

She needs a big spanking on that pale little ass of hers! I want to just laugh at her as she “unladylike” bends over and her panties show! Spank that little ass you sissy slut! We need to plug her up with a fat dildo and then have her pull her panties up under her dress and make her walk around town strutting that ass dildo.

I mean I am sure she can tuck it away like she tucks away her, tiny little camel toe! I love giggling at her. As cute as she looks in heels and bent over like a perfect little bitch, she just brings such laughter to me. Especially when I picture her bare little booty wiggling around in the air.

She is such a pansy sissy! Now, enough jabbing and get to stuffing that back door pussy full so that we girls here can laugh our asses off! Haha the irony right? Not everyone can pull off those silky white panties, now can they?

Yes she truly is really gifted at being a prissy sissy little fruity fag. Dress up more for us you tinkerbell transvestite!

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Mommy’s boy toy

Family fuckingI was at karate class with my daughter today and I had the weirdest experience. So they have an older class and there was this cute younger guy in there, he kept eyeballing my titties and I know he was fantasizing about fucking my tight little pussy too. Anyways after class was over he brushed my and grabbed my ass, I turned and he winked. I mean this is a younger guy. I was like ok, so I smiled back and pushed my titties together a little bit to flirt back. This little shit was waiting at my car when I walked out of the building, I could see his rock hard cock, his mom ended up calling him over to leave. Let me tell you, I would have fucked the shit outta this guy. I would have made him call me mommy and show him why! I bet his big fat cock would feel so amazing sliding in and out of me.

2 girl phone sex with Tara and Cara!

2 girl phone sex
Now that the holidays are over, my sister and I are looking forward to warm weather again. We absolutely love going camping together, its so much fun! Just thinking about all of our camping trips from last year makes me drip. There’s nothing quite like being out in nature, miles away from civilization, with just me, my sister, and whatever guy is lucky enough to get invited. Last year we had one trip in particular that was memorable. We took a couple of friends, a whole lot of booze, a tent, and a $30 blow up mattress from Walmart. We spent four days laying on the beach; tanning in the nude and drinking. After the sun went down was when things got particularly exciting. There was a blur of skin and hair. Everyone was just touching and rubbing and fucking everyone else! At one point I had Mark in my ass, Elizabeth licking my pussy and my face buried deep in Cara’s’ sweet little cunt. I wonder if we will be able to have an even better trip this year? I sure hope so!

Cucky Humiliation

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What’s that? You want to see me get fucked? You want to see Mommy and I taking cock after cock while you sit over in the corner with your wimpy little dick? I bet you do. I bet that’s all you think about with a pathetic excuse of cock you have there. If you’re lucky I’ll make you our little playboy bunny baby. You can be my little cocksucking whore, you can clean out my pussy and enjoy every drop of that real man cum. Do you like being a cucky loser watching the two hottest girls you’ve ever seen get rammed? Our holes are going to be stretched to the max – clearly something you could never do. We’re going to laugh at you and humiliate you just like you deserve! A great mix of my bratty voice and Mommy’s dominance will have your itty bitty dickie squirting in no time. Silly cucky, don’t you know we only take real man cock? You’ll soon learn.

Kinky phone sex

Sissy Maid Training with Darline

Sissy trainingMy favorite girl from Sophisticated hotties picked us a wonderful new little sissy slut boy for our new maid!

Darline had the little sissy slut by the hair, grinding her face into my wet, hairy, hungry cunt. The little maid, nearly ripping herself free of her latex outfit, eagerly lapped and suckled at my puffy pussy. It didn’t take long before my hips bucked and ground my clit to an orgasm all over her pretty little maid face.

My turn to direct our new little toy. Her next mission, was to finger her other mistress, Darline, into an even more powerful orgasm than my own.

Sissy phone sex

I held Darline’s legs open wide, placing my freshly dripping, post-orgasm cunt over her face while the little sissy bitch finger fucked her beautiful bald pussy, and suckled at her clit. She’d been such a good little slutty maid, I decided to give her a treat and jerk her cock off.

I got her to shoot a nice load all over the floor at the same time as Darlene squirted a perfect orgasm all over his sissy little fucking face. And of course, we made her clean up all our drippy messes from the floor, with her tongue. Our baby brother is such a good little maid!

I do believe this is the beginning of a wonderful working relationship.

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Sissy Training

sissy phone sex Sissy needs some training! You see, Mommy and I have grown used to a man with a small dick (that’s Daddy). He has a pathetic and tiny little thing that looks like an oversized clit! He loves to watch us fuck real men, and gives us his credit card to keep us happy. He never gets to have either of us, he isn’t worthy. Now Sissy…is different than Daddy because she loves to be humiliated! She loves to have her limits tested because she loves the domination of beautiful women like Mommy and I. She is a fake man who craves to be a woman. She could never be us though, as hard as she tries. She wears makeup, wigs, and pretty fag clothes. She wears heals, sings and prances around! A gold hoop wearing pansy that gets off when Mommy and I laugh at her expense. When we make her pat her ass full of poop and when we make her sing to us over and over again. She KNOWS she is pathetic! She knows she is useless and cannot ever be us or have us. What is her point in life? To please us! To entertain us with her wimpy begging and worshipping. She thinks she is a special fairy faggot but sissy is nothing but another fake man begging to be exposed.

Incest phone sex with my nephew

incest phone sex

One of my favorite things is incest phone sex. And September means family reunion and seeing my nephew again.  He is an ABDL slut who was under my care for many years. Knowing that underneath that cool exterior and those designer clothes lies a big bottle sucker who loves to pee pee in his diapers. He loved to lie with his head in my incest phone sex lap as I told him bedtime stories and sang him songs. I’d reach into his training pants and slowly stroke his little winkie until he squirted cum onto my fingers and fell asleep.

I was bummed when his daddy changed jobs and they moved away.  I only got to see him a few times and I never got to be his incest phone sex mommy again.

Today, I met him again at the family reunion. All grown up, but I knew from the look in his eyes that he remembered our games. I touched his arm as I passed him, my pussy juices soaking into my panties.

Later that night, I heard the knock on my door. My nephew was there and he scooped me up and carried me to the bedroom. “I missed you so much, mommy.” He fell onto my large breasts and latched on a nipple. I rocked him back and forth, feeling his cock hardening against my thigh.

I won’t give away all of the details in this blog but we fucked like bunnies all night long. Reliving the past and having him back as my boy again makes this auntie very happy.

The Fruits of my Labor

incest phone sex

Ever since I’ve been working as a phone sex therapist I’ve heard so many stories of incest. There is nothing better than fucking a family member and I’ve been banged by many of mine. My very favorite to share is a Labor Day story of a young girl who turned her uncle into a panty wearing , cum slurping faggot.

It was my family picnic for Labor Day and everyone was getting drunk. A few of the cousins had slipped off together for some family fun and I was sitting with my Uncle Terry. Terry had always made advances hoping to get into my panties. He had no idea that he would soon be wearing those panties himself and on the receiving end of a strap-on. I had slipped something special into the drink that that I brought him. I made myself one too, with no alcohol. It didn’t take long before the date-fuck drug took its toll. He was babbling incoherently and rubbing his cock. I led him to my bedroom and stripped him down. He didn’t even realize that I had some sexy lingerie and panties already laid out for him. I pulled the huge black strap on around my slim waist. Looking in the mirror, I had to laugh. I looked like a sex starved pervert. I reached into Terry’s panties and began to stroke his cock. He got hard instantly and begged me to fuck him. I won’t share all of the juicy details but his eyes bulged out and he screamed like a girl, begging for more, as I owned that man-pussy. I left him lying on the bed in his panties, passed out. I wonder if any of the cousins took advantage of his condition that night. He never said a word about it to me. I made my uncle into a faggot slut that night and he’s never been the same.

Grandma phone sex for the man who likes vintage pussy.

grandma phone sex

How many men can admit that they love grandma phone sex?  Probably not but I know for a fact that a hot granny is always in high demand. No one has more experience at giving a blowjob than a sexy older woman. I dont just bob on the meat stick. I tongue asshole, suck balls, and milk that cum from you. I have 9 grandbrats and I still find myself checking out the young studs. I can spot a big dick a mile away. Young men are so easy. They are full of cum and ready for pussy. My neighbor has a young son who is always looking to make a dollar. I found that he loves grandma phone sex fun. So far I have sucked his nice thick boy cock and made him eat my pussy. It pays very well and his own mommy has no clue what kind of work he does for me. Doesn’t every boy need a horny slut like me? Those little girls have no clue what makes men tick. They just shake that pretty ass and expect men to fall at their feet. I know better. It takes a little imagination and intelligence and a whole lotta experience to beat me at this grandma phone sex game. Let me suck that cock as I finger your asshole. I’ll turn you on to a whole new experience and you’ll never look at old women the same. Come be my horny boy and I’ll be your naughty nana.