Tag: sissy phone sex

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.

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.

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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.

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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.

The Fruits of my Labor

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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.

Kinky Phone Sex and Guided Masturbation

kinky phone sexGuided masturbation is fun for both parties, the orgasms are intense when controlled by a beautiful female at the other end of the line. Relinquishing control, and being told how it can be done, brings stroking to another level. Each orgasm more intense, and each time is different so that you never know what to expect. I had a call today from a young man who wanted a guided masturbation session and it was his first time.

I thoroughly enjoyed taking him on his journey, telling him each step to take, where to touch and how much pressure to use. I was getting more turned on by the moment. I made him hold his orgasm and he could not climax until I told him. He said it was the strongest orgasm of his life.

Call me and let me guide you to new heights with an orgasm led by me, and you won’t be sorry. I’m waiting for you to call.

I pegged that ass hard.

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Sometimes a man just needs a little something extra. I knew you were one of those guys the first time we had sex, Daddy  Oh, you ate my pussy expertly and all. But when I went down on your cock, there was a sense of urgency as you guided my head further down to your ass. I gave your balls a lick to see how you reacted. Your body lifted off the bed, needing more. I ran my tongue further down your crack, dipping it into your puckered starfish. You made a little squeal and that’s all of the encouragement I needed. I began a full tongue assault on your man-pussy, rimming it, and asking what you needed. “Please fuck me.” you begged. I slipped into my big black strap-on. “Suck it, bitch.” I ordered. You greedily gulped like a porn queen. “Get it nice and sloppy for my cock.” I growled. Your sweet little ass was high in the air, waiting for my oversize member. I pressed it to your shithole. “Beg for it.”

Your voice changed into that of a cock starved faggot. I didn’t give you any warning as I rammed into your pussy. You squealed loudly which just fueled my need to dominate you. I pounded that tight hole until your “clitty” gushed all over the bed and your fist. You were my first experience with pegging and I think I love it. Are you ready to be my bitch again?  Bring that ass toy for our call.

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Red White And New

kinky phone sex darlaIndependence Day was chalk full of surprises. A day in the hot sun enjoying the street fair and all the great food it had to offer before the fireworks began.

We never noticed that someone was following us all day. But after dark when the show began we couldn’t help but notice.

Harley makes friends so easily and struggling Sissies seem to be drawn to him.

I watched as they started chatting as if they had known each other forever. I watched as they slipped into my car while everyone was enchanted by the beautiful fire works. When they slipped out of the car I knew that Harley had taken another little sissy under his wing and I was ready to say yes before he asked the question.

They spent the entire day today together trying on pretty clothes and prancing around the house.

Harley’s new friend was shy at first when my friends showed up for lunch. but in no time at all she was following in Harley’s footsteps. Mingling and enjoying the special attention that all my friends love to give the sweet sissies in our house.sissy phone sex darla