Tag: sissy phone sex

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

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.

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.

domination phone sex

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

A Bad Boy Must Wear A Diaper

Ageplay phone sexYou have been such a bad boy. My girls and I know just what to do with you! Bad little boys deserve a spanking. Turning you over my lap, each one of my daughter’s giggle as they deliver one spank each to your bottom. When it becomes my turn, I deliver three swats to the bottom in quick succession. My spanks are firmer than the girls and leave your bottom pretty and pink. Since you can’t hold your alcohol like an adult man and wet yourself, we are going to treat you as a baby. I take the diaper out and begin to put it on your bottom. You protest, but Mommy Gladys will hear none of that. I tell you to hush up with your complaints. The girls love the site of a grown man reduced to an baby. As you begin to speak again, I remind you that babies cannot speak, and put a bottle of milk in your mouth. If you are a good baby Mommy Gladys may let you nurse from her breasts, but you must be a very good baby to earn that privilege. Now don’t you look cute in your little diapee and sucking your bottle! You sulk, pretending to be embarrassed at the situation. I know you are enjoying it though, since I can see the lump in the front of your diaper. That baby cock is getting all hard isn’t it? Yes, I know you love having Mommy Gladys take control. You especially love having your “sisters” see you this way. I leave them in charge as I walk out of the room. From the living room, I can hear them taunting and making fun of you. You think this is humiliating? If this doesn’t teach you to be a good boy, the next step is to take you in public, my little baby boy.

Mommy phone sex for the AB/DL.

mommy phone sex I guess you could call me nurturing.  I never had brats of my own so I needed a substitute. I’m now the adoring mama of many AB/DL and sissy boys. I remember well my very first sissy. He was a large man who craved mommy milk and TLC. Yet he considered himself just a small boy and I was his mommy. He’d fill his oversize diapers with poo-poo and I’d change him. He loved to nurse while I rocked him. It gave him a great big boner. He’d guide my hand into his diaper and I’d feel how hard he was. I’d stroke him until he blew a massive load into his disposable. By then, my mommy pussy would be soaking wet. I’d tell him that it was naptime. I’d take off all of my clothes and his. We’d lie down in bed and cuddle as his boy dick got hard again. He’d point at my tits and grunt. I’d motion him to climb up between my legs and suck a nipple. I’m such a naughty mommy. I used this to my advantage so I could slide his pee-pee right between my legs and let him hump. It felt so good on my clit. I needed more though so I’d guide him right into my soaking cunt. He loved the bouncy game so much. He’d happily bounce his cock in and out of me until his dickie exploded…and so did I!!!

I’m a full time mommy now with many clients who need a Mother’s Love. I love talking to men who miss mom and want to share those fantasies about her with me. Mommy was your very first GF and you lived for a flash of tits or a peek in the shower. Maybe you even wore her panties. Quit stroking that cock alone and come play with a mom who understands you and your needs. This mommy will never laugh at you. I’ll take good care of those shy boys who really want a new mommy. Hot roleplay awaits you.

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Sissy Loving Mommy

kinky phone sex darla1Being a sissy loving mommy is what I was born to be. I can’t resist a sweet sissy. The need to please me and be my little girl. The desire to be pretty all dressed up in frilly clothes. The way they wiggle when they walk and the soft lilt in their voices. I love shopping for silky panties and pretty wigs. I love doing their nails and toes in matching nail polish and fixing their make up to perfection. Transforming a sissy and bringing out the girl that they long to be brings me a satisfaction that I can’t explain. I understand their need to stop living as a fake boy and to blossom into the beautiful girl that they are deep down. Mommy Darla is here for you. To hold you tenderly and love your true self. It makes my pussy so wet to see the change as it happens and to watch your eyes go from a dull stare to bright and twinkly. I hope to see you soon my sweet sissy. Mommy is always here for you.