Category: Sissy phone sex

Fuck me brother!

My brother is in town from school this week and I couldn’t be more excited. He is all grown up and has experience so I could only imagine how good hick cock is. This week it is going to finally happen! I want my bros big hard throbbing cock in my tight cunt. I remembered he would peek in on me in the shower as I was letting the soap bubbles run down my tight little body. I bet his dick got so hard for me. One time I was changing for school and I heard something in my closet and I looked closely and could see his shoes but I didn’t say anything I just let him watch me. But know that I am over the age of 18 I bet he will hop on this cunt so quick. We will just have to wait and see.

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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

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.

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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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.

Summer Time Voyeur on the Beach

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It’s bikini time. Time to fire up the summer and get this party started. Guys, you know this rocks that cock. Short skirts and titties everywhere, sexy tanned flesh with a cold beer and a bon fire. For the less lucky, there’s that voyeuristic thrill of watching the others fuck on the beach right in front of you. HAHA, I know you love watching me as I ride my boyfriend right in front of you, my shaved pussy moving up and down that shaft, throwing you a smile as you stroke that cock pretending to be all discreet. You’re old enough to be my daddy so that gives me a thrill to tease you and imagine the rape phone sex fantasies going through your mind.  You’re thinking of your own little girl. Pretty girls get off on knowing that you’ll never stick that tiny cock in her pussy but teasing you all the same. If I time it just right, I can make you cum too, just as my BF shoots a wicked sperm bullet right up inside my cunt. Oh, how I’d love to see you lick it all clean, poor homely boy. But you are doomed to jerk your load right there on the sand, watching it sink into the muck. Maybe, some day you’ll get to see what I feel like…..maybe not.

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

Happy Mothers Day to me.

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Happy Mothers Day to me. I should get Mom of the Year for giving my boys the best care ever. I have 5 sons that I raised with love and pussy. By the time each of them hit puberty. I had broken them in and taught them to be the best little lovers. Eating pussy and pounding mommy’s ass and cunt is what they loved most. Most boys are forced to fantasize about Mommy’s tits and ass. Oh, I still teased mine, letting them get peeks of me in the shower and leaving panties shrewn about the house for their jerking pleasure. Teasing boys is half the fun!!! Every girl loves to see a man beg!!! Mine even fought over whose turn it was to sleep in mom’s bed. I remember the feel of their young lips on my tits, nursing as they pressed those boys cocks against me. My pussy got so wet. It still gets wet now just thinking about them. How many nights have you been awake, dreaming about me?

Maybe you’re looking for a Mama like me to share those fantasies with. Let’s get off together as we enjoy a hot roleplay where I’m your horny mommy who takes your virginity. Or maybe you’re my bad boy with rape phone sex fantasies of taking Mommy against her will. I love finding new boys to play with. Mommy is always here for you with milky tits and a wet pussy. I love horny young men who appreciate older women.

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.