Category: Strap-on Phone Sex

Sissy Training Phone Sex Pegging Charlie

Sissy Training Phone Sex Charlie is such a pretty boy.

It’d be such a shame if he didn’t use him for his full potential. He’s already been up on stage, used, shown his place and he enjoys everything but the anal.

I take blame for that as his mother though, I’ve been so focused on teaching his sisters how to be good little sluts that I haven’t really focused any of my training efforts on Charlie.

So today we’re going to focus on stretching his ass, teaching him how to be a good little cock slut and sissy for Mommy and Granddaddy.

To get Charlie started we’ve kept him dressed up as a female, as far as anyone outside the house knows I have 4 daughters. With Charlotte and Charlie being identical twins. Of course we know that’s not true, but Charlie has also living stuffed. Pretty little plugs slowly stretching his ass so he’s ready for a cock.

Today it will be my cock, it’s little above average in size and perfect for his training (as it seems all the men who want to take my poor little Charlie’s ass seem to be monsters in the size department.) and I have made sure to put my Charlie in the mind set.

“Ready to have your pussy fucked?”

His cheeks get so red when I start this, his tongue licking nervously over his lips as he lifts the skirt he’s been wearing. I see that one of his sisters put a vibrating cock ring on him keeping him hard and dripping with precum. They were so smart, or mean, I sometimes can’t figure out which but they seem to enjoy sexually torturing their brother as much as I and Daddy do.

“What a naughty little girl I have. Look at that little bitch click leaking already.” I teased, my hand wrapping around the little shaft stroking up and down and making my little sissy whimper. Humping against my hand as I twisted the plug inside of his ass before pulling it out.

“Ready for my cock baby?” I cooed, my strap on rubbing against the puckered asshole. Spreading the lube I had put against the head to ensure a comfortable fucking for my baby boy.

His breath hitched in a way that was both sexy and adorable and he moaned as I pushed the cock head into his tight little ass. I saw it stretch around my cock and I swear he pushed back against me. What a good little slut I have!

“How long ago did the sisters put your ring on baby?” I asked, still stroking his little bitch clit. He had a hard time focusing on anything but all the pleasure but managed a breathless. “Hours…”

“Aw, poor baby, let’s make you cum.” and I felt that little cock twitch in my hand as I started to thrust into my baby boy. My cock going deeper each time until my hips touched his ass.

What a sexy little sissy I have.

Poked and Pegged

adult phone chat dixie2Inhaling deeply the smell of leather makes my nipples stand at attention. Fresh out of the box it has that new smell and I can’t wait to use it several times so that the smell of sweat is soaked into it.

Opening my mouth wide I see how much of it I can get in my mouth. It is huge and black and has veins that stick out just like a real fucking dick.

I am not sure if this is what he had in mind when he asked me to buy a strap on but I will find out any minute now.

My hands are shaking as I buckle it around my waist. Laying back on the bed I close my eyes and stroke it up and down, imagining that it is really mine.

The look on his face when he walked in the door told me he was pleased at the sight of this massive black strap on.

He falls to his knees and begins worshiping my massive cock with his mouth before taking down his pants and presenting his man-gina to me. I reach for the lube but he stops me. Shrugging I hold his ass cheeks opened and position my cock on his tight ass.

I start to slowly slide it in him when he pushes against me and forces it into his ass all the way down.

So he wants it rough does he?

Obliging his unspoken request I peg that ass hard and fast the sounds of his moaning spurring me on and making my pussy juicy wet.

“Take this cock you fucking cunt!” I scream over and over again until he squirts that jizz all over the bed sheets.

Strap on Fun

adult phone chat dixie2When he came to me for help I had no idea what it was he really wanted. He stammered and sputtered and turned a hundred shades of red before he finally got it out of his mouth.

He wanted to know how to please a man. But he didn’t want to learn with a man. He wanted to give himself to a certain someone and wanted to come to the table with some kind of experience. Not virginal fresh.

We went shopping for a strap on that he felt was comparable to his secret love’s package and began the training.

I made him strap it around my waist and shoved his head down to my new “dick”. Lesson one is sucking cock. I had to teach him how to relax his throat so he could take a massive piece of meat all the way down with out gagging.

Once my “dick” was slick with his saliva I turned him over and shoved his face down into the mattress before taking his virgin ass. His cries of pain soon turned to moans of pleasure and his hand found his own dick as he jerked it hard.

Not so fast Sissy Boy.

I put him on his back with his feet on my shoulders and fucked him like a man fucks a woman.

Now Sissy, now you can blow that load all over your belly.

lets have a threesome

 

strap-on phone sexThe other day I was at a party, and I had this sexy bitch come up to me and tell me how beautiful I was. She was just as beautiful but I told her she would have to prove It I was craving pussy for a while.

As I was leaving the party her and her boyfriend asked me if I would be down for a threesome. I totally went after it. Nothings better then cock and pussy in the same night . We get to their house and I see all the toys I could ever want. From dildos, a strap-on, butt plugs, sex swings and everything else you could possibly think of.

I want to use it all. So she starts kissing all over my body while he is eating her ass . I am so horny at this point I can feel my wet pussy dripping in her mouth. Her boyfriend puts this nice big strap on and stats to fuck me so hard with it while she is fucking him in the ass with the other one.

Then I put it on so I could fuck her .She was enjoying it so much her moan kept making me drip . He ate my ass while I was thrusting her so fast and deep I ate her pussy for hours and sucked his dick for so long. We played all night long. I need a night like that again.

Panty Shopping and Pussy Licking

Bisexual phone sex

My best friend and I went bra and panty shopping. It’s always a good time trying on some sexy lingerie and having mini fashion shows right there in the store. By the time we are done we have ourselves so worked up and horny. The best part is going home that is when the real fun begins. This particular day I could not wait until we got through the door. I had to slide my hand down her panties while she was driving us home.Making sure to get her pussy nice and wet. So that my strap-on would slide in and out as I work my hips back and fourth. I was teasing her clit making her so fucking wet…running my finger up and down, side to side, round and around. She started moaning behind the wheel and driving even quicker. We ran into the house like two horny bitches ready to fuck. Slamming the door behind us where I quickly slammed her cunt with my big rubber cock.

Strap-on Sleep over

Strap-on phone sex

Every now and again you just need a woman’s touch. After all we know exactly what feels good and can pleasure each other on a level that no man can. I called for a girls sleep over the other night and my girl Genessa from sophisticatedhotties.com knew exactly what was up. She came over in a sexy little outfit had me all excited right from the rip. It was all of 30 seconds and we had each other naked and on the couch in a hot and heavy make out session. My hands began to wander and I found her sweet spot. Next thing I knew my fingers were soaking wet with her sweet juices. I wanted so badly to taste but she beat me to it and already had me pinned on my back and her face buried right between my legs. She knows the exact spot on my throbbing little clit and drives me wild making me scream and cream. I reached my hand behind the pillow where I had a little hidden treasure. I pulled out my strap-on and saddled up. I knew her little fuck hole was dripping wet and it was ready for me. Now it was my turn to pin her down and I did just that. Placing my thick rubber fuck rod between her bald pussy lips and teased her. As I rubbed it back and fourth on her swollen clit. Just when she closed her eyes and arched her back I popped it in that tight little juice box fucking her until she came all over my cock. We didn’t get much sleep during our sleep over as we went back and fourth all night long.

2 girl phone sex

Rainy Day Girls Fun With My Naughty Neighbor

party girls phone sexThe storm was raging outside. I was surprised to hear my doorbell ring. It had been raining for days and I had not had any company. I find my neighbor at the door. She had lost power and was wanting to call the power company because she could see my lights on. I told her mine were fine and she was welcome to hang out with me instead of going home in the dark. I had partied with her before so I knew she was cool. I fixed her a drink as she made the phone call. I was about to do a line, so I offered her one, which she was happy to accept. After a few lines of coke and a few drinks, we were both feeling pretty good and the topic turned to sex, as it usually does when you get partying ladies together. The more we talked, the hornier we got, until we ended up in my bedroom in a 69. We munched on each others, wet bald pussies like we were starving! We even pulled out the toys and gave each other a good fucking. I just loved watching her facial expressions as I made her pussy squirt. She has the hottest fuck faces!  What a great way to spend a stormy, rainy day. I am so glad I have such a naughty neighbor! I was almost sad to see her lights come back on. Of course, she is welcome back anytime. I’ll share my blow as long as she keeps eating this pussy that good!

naughty neighbor phone sex

Ass-fucked by China Doll

prostate phone sexYou came into my massage parlor asking for something different. One look at your cock and I understood. It was teeny, barely 3 inches long. I stifled a giggle but you heard me anyway. You told me that you couldn’t be satisfied the normal way with your dick in a pussy. You needed something more. Something thick and juicy to fulfill the craving. Pulling a 10 inch strap-on out of a bag, you begged for some prostate stimulation. Only then, by milking your ass gland, could you get off and have a good orgasm.
It felt weird, that huge cock on a tiny Asian girl. I stroked it a few times as I lubed it up. looking in the mirror, I got a little turned on. You were already bent over the table, begging for it. Suddenly, my personality changed. I began to humiliate you, making fun of your little dick.
Pounding my dick deep into your faggot ass, I hit your prostate, making you moan so loud. “Come on you no-cock, slut.” I yelled. “Take my cock.” I reamed you with no mercy as you begged me to stop. My own pussy was throbbing now and I didn’t want to stop. I wanted to hurt you, make you feel my fuckstick deep in your bowels.
Finally, I pulled it out and made you lick my big dick clean while you jerked your nub onto your belly. A splatter of cock snot and I knew I had done my job well. You’ll be back, sissy boy.

small cock humiliation

 

Merry Fuckmas To All

adult phone chat melindaTwas the night before Fuckmas and all through the house

The pussies were wet, and mommy was soused.

The sex toys were hanging all over the tree,

While we waited for Santa and giggled “TeeHee”

The girls were all dressed in their cheap lingerie,

Waiting for Santa so they could all play

The girls in their panties and me in my thong

Getting ready for fucking all winter long

Then in the bedroom I heard lots of noise

That’s when I knew that they let in the boys

Panties were flying left and right

Dicks were glistening in the moon light

Pre-cum was dripping onto the floor

The girls were all yelling “Give us some more!”

I got so excited watching it all

I stepped in the room, out of the hall

There was no use fighting the lust that I felt

Hard dicks and wet pussies were making me melt

My knees were weak, my vision was blurry,

I had to get fucked I was in such a hurry

Cum David and Donny Cum Paul and Timmy

Cum Mary and Mona Cum Cum Bobby and Kimmy

Into my mouth and deep in my pussy

Cum for mommy she’s nice and juicy

I felt the cum flowing all over my skin

I felt the cum flowing deep within

The more cum that filled me I knew it was right

Merry Fuckmas to all, may your pussies stay tight!

Body to Body

adult phone chat alanzaLaying next to each other, our legs intertwined, our heads turned facing each other, our tongues and lips touching in a deep and passionate kiss while our hands glide down each other’s abdomen seeking that hot and wet place between our legs. We are eager to please each other. I want her to cum on my fingers, in my mouth. I want to feel her rub that beautiful pussy all over my leg and cover it with her juices. I want to taste her and become one with her. I moan as her fingers finally touch my already wet pussy. I feel her arch her back as my fingers find her soft wet folds. I tease her by gently running my fingers across every centimeter of her hot and wet flesh, easing in between her lips and letting the tip of my fingers enter her just a bit. It is taking everything in my power not to delve deep into the silky softness of her sweet pussy. I have my strap on waiting and can’t wait to mount her and feel her legs wrapped around me pulling me into her deeper. I can feel you watching us from the window and I know your jerking that cock like a mad man. Maybe next time we will invite you in from the cold.