Tag: sissy training

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.

kinky phone sex

Another Lesson In Sissy Training

kinky phone sex darlaShe sat in the chair like a good Sissy intently watching as her Aunt and I enjoyed each other’s body.

Laying next to each other in a warm and soft embrace, our hands on each other’s pussy while our tongues did a delicate dance in each other’s mouths. The sound of our erotic moans filled the air as we pushed our wet cunts against each other’s hands.

Kissing-Grinding-Rubbing

We slowly worked our way into the 69 position, sucking the juice out of each other’s pussies quenching our thirst for cum.

He couldn’t have timed his entrance any better if it had been planed.

Sitting next to my sweet little sissy, he jerked his dick while my sissy rubbed her little clit and they watched.

That is when I realized that my perfect little sissy had never 69’ed.

I motioned for them to come join us on the bed and positioned them so that her little clitty was in his mouth and his huge man cock was in her mouth. I couldn’t resist bending down and letting my tongue dance on that cock with my sissy’s tongue as my sister followed suite.

All of us exploding at one time, we fell together in a heap on the bed.

 

AB/DL sissy mama training

 

mommy phone sex

I loved the way his cock stretched me to the max. Young dick is the bomb and I was getting my share. Men are drawn to me like bees to flowers. And I get pollinated a lot!!! I’m a cougar mama. Always willing to give the young man the experience he needs. Lots of pussy licking along with some ass training. I’m not shy either but I can be very nurturing. I love adult diaper boys and sissies. They are just misunderstood and in need of training. A kind mama can make them feel so special yet give them the discipline that they require. My pussy is tight, my tits are firm, I got a big fuckable ass. Why not share it with a younger man who has the cock to please me? If you are a big diaper boy or need some serious sissy training, it’s time to spend some time with your mommy and get the guidance you need. Shy guys give me a try. I’ll treat you with a mom’s tender loving care.

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

Lesson 452: Ass To Mouth

I will never forget the first time a man pulled his dick out of a tight brown ass and shoved it in my mouth to suck clean.

It never occurred to me that Harley had never seen ass to mouth action until today.

kinky phone sex lilly1I was enjoying a lovely threesome with my friends, Jim and Teresa.

As always, Harley gets to watch even if he can’t be actively involved.

Teresa was laying on her back with Jim deep inside her tight ass and me licking and sucking that hot pussy of hers when suddenly Jim pulled out and I guided him into my mouth.

I heard Harley moan from where he sat. I instantly realized he had never seen this or tried it before.

After sucking Jim off a little, I asked him and Teresa if they minded helping me with a Sissy Lesson and they both agreed.

Harley took my place licking Teresa’s pussy while Jim continued to work her ass. This time he waited until he was about to blow his load before pulling out and sticking his dick in Harley’s mouth.

I couldn’t help cumming as they blew their loads together, Harley all over the sheets and Jim in Harley’s mouth.

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.

AB/DL Mommy for the brat in you.

mommy phone sex

I’ve been an AB/DL mommy since I started here. I’ve built up a very nice nursery of little boys who need mothered. Being a special mommy has always been natural for me. In fact, my big tits have never stopped producing milk since my own son was born. I love nursing. The feel of a hot mouth pulling my nipples makes me so horny. Sometime I have to slide a hand into my panties to relieve the ache. One of my boys is just precious, a little sissy brat. He loves to be dressed up like a girl. Frilly dresses and lacy panties are the only thing he wears. Sometimes he prefers a diaper but always the kind for little girls. I spoon feed him in his jumbo high chair. That makes him take a great big poopie in his Pampers. I get his mess cleaned up and it’s bathtime. I get to wash his little dick and balls and he always gets hard. He grunts and coos because he knows it’s playtime. I rock him in my arms, sliding a finger into his panties. He giggles because his cock is hard and he loves to play with it. I gently slip a lubed finger right into his boy-pussy and begin a slow stroke. “Fuck my pussy, mommy.” he cries out as he jerks his cock. I don’t stop until he blows a big load of cum all over my tits. Then he sucks it all off. He drifts off to sleep with one hand on his cock and his thumb in his mouth. I know my boy will wake up with a raging hard-on and Mommy will be waiting with legs wide open.

sissy training

 

Harley’s Magical Fantasy

kinky phone sex darla1He was an odd looking little boy wondering in the forest. He was an out cast because he wasn’t like the rest of the boys and he was trying to figure out where he belonged. How he fit in.
Suddenly the heavens opened and it began to storm. He was drenched and cold when he saw the castle in the distance. Running for it in search of shelter he knocked on the heavy wooden door.
The door was opened by a handsome Prince. When he saw the awkward boy he laughed at his awkward appearance and refused to offer him safe haven.
The boy smiled and told him not to judge a book by it’s cover. There is always more to a person then meets the eye.
Just as the Prince was about to close the door a sorceress appeared behind him and pushed him inside. Placing a glass cover on the table she waved her magic wand and an enchanted rose appeared under it.
The glass was sealed by magic and the Prince’s appearance began to change into a hideous beast.
The sorceress told them that they must remain in the castle together for ten years. Each year a pedal from the enchanted rose would drop. At the end of the ten years the last pedal would drop and the rose would wilt. If the Prince could open his cold heart and love for what was on the inside and not on the outside they would both be saved, if not they would both be doomed.
As time passed the Prince learned that the boy had a heart of gold and was kind and loving.
Just before the last pedal dropped the Prince opened his heart.
Something magical happened. The Prince transformed back into his old handsome self, the boy transformed into the beautiful Princess that had been locked within and his hideous penis appeared under the glass sealed away for all eternity.
Sissy Harley became Princess Hailey and she and her Prince lived happily ever after.

Sissy Fun

kinky phone sex darla1The transformation is so beautiful. He walks in wearing his man clothes and his discomfort is viable. Poor dear hates the way he has to pretend all day every day. My heart goes out to him. I have his pretty little pink girlie clothes ready for him. The lacy little baby doll number with matching bonnet make his eyes light up with delight. I undress him and coo sweet words of encouragement as the transformation begins. As I dress him up he becomes a new person. My sweet little sissy. Timid and shy yet so comfortable in her new skin. The role she was born to live. She knows with me she is safe and accepted and my sissy is finally home. I lay her on the bed and pull her little clitty out of her pretty pink plastic panties and begin to rub it. I tell her how beautiful she is and how much I love her. Responding to my touch and my gentle words of encouragement it won’t be long before she squirts for me. My pussy is wet as I hold the spoon to her clitty waiting for her to fill it up so I can feed her the gooey goodness. incest phone sex darla