Category: Submissive phone sex

Submissive Phone Sex with Summer: The Dangers of Babysitting

When I was younger, I had a slew of jobs. Normally, I quit my jobs and moved on to something bigger and better. But, I had this one babysitting job where I got fired. Still pisses me off too. Not only did I give their brat the best care ever, I had to put up with the twisted older siblings. Twin brats. A boy and a girl, who were not trusted with the little one, for a good reason. They were sick fucks. Only teens themselves, but on their way to become future serial killers. Not a gig went by that they did not torture me. One time the brother bound and gagged me while his sick sister spread my pussy open with clothes pins. My pussy was gaping open, and the equally twisted brother pissed right in my pussy. They took pictures of me to blackmail me with. I had to be their bitch after that if I didn’t want those pictures of me all over school. I was head cheerleader, most popular girl in school, had a reputation as an in charge bitch. If it got around, guys would think I was a submissive whore and feel they could do anything they wanted to me. No way was I letting that happen.

I let them call the shots for months.  I had a reputation to uphold, plus their parents paid me very well. In hindsight, I think it is because they knew their older offspring were really Satan’s spawn. The day I got fired, I remember clearly. The twisted sister had my hands tied behind my back and was wearing a strap-on. She was skull fucking me, while her brother was fucking me in the ass. The little brat was tied in a chair being forced to watch.  Their parents walked in on the show. They were quite livid. But with me. I was the one tied up being assaulted by their devil brats, but I was the one that got in trouble. The mother slapped my face, called me every name in the book and fired me. Didn’t even pay me. They still contended I was the bad influence even after the little brat said it was all his siblings fault.

Those evil twins eventually killed a schoolmate, so I guess it was a good thing I got fired. I got out with my life and unscathed, just humiliated. Their parents are still in denial over just how sick their offspring were. Not sure what ever happened to the brat. But I do know this, I started studying my ass off so I could get into college and never have to babysit again in my life.

Spanking Phone Sex with Tabitha: Still Sore

Kevin was an old client, he’s been around ever since I was a little girl. The first time he saw me he became obsessed and Daddy loves it. To keep him with the company all I have to do is visit Kevin every once in awhile. If I have plans when Kevin wants me, I cancel them like I did last night. I wanted to go out with my friends, but pleasing Daddy always comes first.
Once I was at Kevin’s he seemed different, almost angry. Apparently, he’d been watching me. He said he’d seen the way I’ve been dressing lately, how I’ve been flirting with boys, and other things he didn’t like. He tore off my clothes while he told me told what a dirty whore I’ve been, then he threw me face down onto his bed. It made me a little nervous, but I didn’t show it. Not even when he started to tie my ankles and wrists to his bed post with rope which was something he’d never done before.
The rope was tied so tightly that even the slightest struggle caused it to dig into my skin. It only hurt a little, so I didn’t complain. Kevin suddenly pulled my pants down and peeled my panties off until they both rested at my knees. Even though I was sort of scared, my cunny was starting to get wet and Kevin noticed that when he reached between my thighs. That upset him even more, but he said he wasn’t surprised. A nasty slut like me is always ready and waiting to get fucked. Then, he leaned down and whispered in my ear to tell me that this time I wasn’t getting I want. Kevin made sure to give me the punishment that I deserved, he said that’s the only way dirty bitches like me ever learn. The welts he left on my thighs and ass were a reminder of what happens to naughty little girls.


It started with just a few light spanks, but they got harder and harder each time. Kevin slapped my already sore cheeks in the same spots over and over again too until I begged him to stop. He didn’t, it only got worse. When I heard him unbuckle his belt I tried to escape, but it was hopeless. All it did was make Kevin laugh and he continued to laugh while he beat my tender red ass with his leather belt. The tears running down my face didn’t phase him or slow him down. It wasn’t over until every inch of my ass was covered with welts and bruises, but that still wasn’t enough to satisfy him. After Kevin released me from the rope, he rolled me onto my back and spread my legs wide. Then, he ran his fingers gently against the inside of my thighs. I thought it was over until he leaned down and whispered in my ear; “Missed a spot”. He grabbed his belt off the nightstand next to his bed and rubbed against my thighs. I cried and begged him to let me go-I knew it wouldn’t work, I just hoped. Eventually sent me home, but only after the inside of my thighs got the same treatment as my poor aching ass. By the time my punishment was over I was too sore to move.

Kevin saw how difficult it was for me to walk and offered to give me a ride home. Neither of us said a word to each other for the entire ride. He didn’t put any music on either because he said he wanted to listen me to cry. Once we reached my house, the pain was even worse and I couldn’t move at all without screaming. As much as Kevin enjoyed watching me suffer eventually he picked me up and carried me to by bed. He even tucked me in and said goodnight before he left the room.

Going Down The Rabbit Hole

Some times Delilah brings home her little wards. She knows that here she can torment them as she pleases and no one says anything to her.
And then there are times when things take a turn that not even I could have predicted.
This week end was one such time.
Delilah came in the door with her ward in tow. A girl that was a little older then her normal charges, limping with a brace on her leg and dressed like Alice in Wonderland.
It was an interesting sight indeed.
One of our Sugar Daddies happened to be visiting and I couldn’t believe the look he gave this pretty young thing. I looked down and his dick was hard as a rock. I knew he wanted her and so did Delila.
Ever the hustler Delilah took our Sugar Daddy a side and worked out a deal.
She gave her ward a cup of tea, that I am sure was laced with some thing, and told her that our Sugar Daddy was the Mad Hatter and was about to take a trip down her rabbit hole. When I saw her grab her strap-on I knew he wouldn’t be the only one taking a trip down that rabbit hole.
The rest was history.
I don’t know what Delilah got out of the deal but I know our Sugar Daddy was pleased with what he got.

The Sting of Pleasure

I know I have been a very naughty girl by seducing and being a cock tease.  Daddy said what I need is a good spanking session to cure me of my bad acts.  I can confess to you  that I love a good old fashioned spanking.  Daddy says my punishment should fit the crime and spanking for obedience keeps me in line.

 You stand there with a paddle in your hand stating I’m going to get what I deserve.  I pull up my skirt for you and straddle over your knees.  You make me assume the position where you can get good leverage and give me good hard spanking!  I will try not to squirm or cringe too much as you slap my voluptuous ass cheeks with your hard oak paddles.  I cover my ears but  I  still hear the crisp smack of my flesh getting slapped.  It seems to go on for hours.  You pause in between swats only to allow the stinging to subside before resuming again.  I hear you let out a sigh, and brush powder on your hands and I smell the sweet aroma.  I look at you in despair and ask,  you mean you are going to use your hand instead.

The rush comes over me the torture is profound but I can’t wait too much longer for you to have your way with my sweet ass.  I can only hope you punish me  hard for all my nasty bad acts. Please don’t make it to pink and sore!

Now I know what your thinking why do I have so much experience and love doing an erotic role play?  Because I’m a nasty bad girl and I love where after I receive my punishment and can turn the tables and spank you.  So don’t hesitate pick up that phone and let’s get this party started.

Your Teen Sex Slave

 

I’ve been through so many Mistresses and Masters that at this point I am what my current Master classifies as the most obedient little slut he has ever had. But he has to sell me to someone else, I am not really sure why, but I know that soon I will be standing in a room naked and surrounded by more men and women than I can imagine. There will be other girls like me there too, all of us teen sex slaves and the best of the best of course. Looks like tonight is going to be an auction and if I want the best master and or mistress of all I better put on my finest show. I need to show them that I am the best submissive slut and very obedient to do whatever they want me to do. Most teen sex slaves will do most things but they aren’t true sex slaves unless they have no limits like I do. I want to be treated like I deserve and will eagerly accept any order and punishment given to me. I encourage you to share me with your friends, nothing is better than being fucked by more cocks than I can count, and getting a chance to taste all of their cum sliding down my throat. I show them all what a nasty enthusiastic slave I am by sucking two huge cocks at a time till they cum all over my pretty face. My master told me I wear this look well and this is how I should keep my face almost always to prove my loyalty. Now it’s time to start the bidding, I wonder who my new master or mistress will be? I’m so excited I could cum, but I know I am not allowed to just yet…

Ass-To-Mouth Teaches Me Respect

Daddy called me the other day in the middle of me riding one of my many boyfriends raging boners. I always put Daddy before everyone so I took the call in the other room. After I got off the phone with Daddy, I went to finish what I had started…but my boyfriend was mad. You see, he was significantly older than me and he didn’t like the idea of a young girl like me disrespecting him. That’s when he told me I was going to have to make it up to him. So I quickly agreed to do whatever he wanted me to do, I told him how I only wanted to please him. He ordered me to bend over; this didn’t seem like anything new to me….I felt him behind me, his cock pressing against me. He Held my ass firmly with one day, the other he held his dick, and suddenly I could feel him pushing it slowly into my asshole. I wasn’t expecting that and I had not done much of that before, my ass is tight as fuck and his cock was HUGE! I yelped and started to pull away, but that’s when he grabbed me and thrust his full cock into my asshole making me scream in pain. “I told you, you’re going to learn some respect and you are going to do what I say!” He said between clenched teeth. I dared not pull away again as he fucked me harder and harder making my poor ass stretch and ache like never before. I thought this was going to be it, but suddenly he is taking his dick out and shoving it into my moaning face. “Suck slut” he ordered. I withdrew myself – suck this cock after it had just been in my ass? I had no time to think anymore as he forced his cock into my mouth, making me suck every inch of his hard cock, making me taste myself. After he was done he asked me if I liked it, and I responded by continuing to suck my juices off his cock. I sure did learn some respect!

Sissy Phone Sex with Samantha and Jillian: My First Sissy Encounter

My oldest grandson has a crush on his occasional babysitter, my step niece Jillian. She is a cutie. I caught him one day smelling and jacking off with her dirty pantyhose. It was actually quite a turn on, but I worried he may be a sissy. I decided to talk with Jillian about it. She assured me it was quite normal for boys his age to like a girl’s panties or pantyhose. She said all the boys she babysits for steal her pretty soiled undergarments. They do it to smell her sweet teen pussy. She then invited me to go shopping with her and her special friend. She said she wanted me to meet her friend, so I could rest assured that my grandson was no sissy.

 Jillian told me she met this rather special girl at the mall months ago. Apparently they were both shopping for frilly underwear and pantyhose and exchanged numbers. Jillian said she was a total sissy fairy fag and once I met her I would have no doubt that my grandson was just a normal hot blooded horny teen boy. I met them at the mall and Jillian introduced me to her Sissy Fairy Fag.  I was stunned. I could not help but burst out laughing. She was in a precious baby doll dress, wearing jingly jangly jewelry, and pumps and makeup. She was even in a diaper with one of those plastic protectors on the outside. Now this was clearly a sissy. When she spoke she was quite poised and articulate, which surprised me.

Sissy Fairy Fag wanted to impress me with her babysitting skills in case I ever needed help with my grand angels.  She informed me she has been taking care of her dollies for some time now and felt it was time to be in charge of live dollies. We were in a baby store shopping for some pacifiers and toys for her when she put her Hello Kitty doll on the changing table and demonstrated how to change a poopy diaper and feed a little one. I knew my grand girls would love her. She was a life size doll. A big old pathetic sweet sissy fairy fag.  They could dress her up, put make up on her, do her nails, style her hair, sing songs together, play Candy Land, laugh at her… I felt good confident about Sissy Fairy Fag’s ability to take care of my angels. She was sort of a faggy Mary Poppins. LOL.

Thanks to Jillian, I know understood what a real fairy is all about. My grandson was far more of a man than Sissy Fairy Fag could ever hope to be, despite the age difference. My grandson likes to masturbate his cock with Jillian’s panties and pantyhose, not wear them and prance around the house playing with his little pee pee singling pansy ass tunes. In fact my grandson at his young age has a bigger pecker than Sissy Fairy Fag. She pulled her panties right down in the store to show us what a tiny little clitty she has too. I am still laughing. I’m in awe though of how someone so pathetic could be so comfortable in her skin. She had a great sissy trainer. Jillian told me, Mistress Levi made Sissy Fairy Fag who she is today. Well kudos to her. But I am keeping that hot bitch away from my sons and grandsons! I want real men in household.

Daddys Girl Phone sex with Tabitha: Pink Panties

You tied me face down to my bed, I didn’t even struggle. My faces was down, resting on some pillows and I could feel your hand on the back of my head. You ran your fingers softly through my hair before grabbing a handful with your fist. I wanted it so bad Daddy, you had to notice because I didn’t struggle.
My skin tingled. I couldn’t see you, but I could feel your eyes explored my body. When you noticed how soaked my cute pink panties were, you couldn’t resist telling me what a dirty girl I’ve been. Goosebumps covered my entire body. I could feel your warm breath on my neck as you whispered in my ear, telling me what I naughty slut I am.


My favorite panties were torn to shreds before the night was over. You even stuffed them in my little mouth to silence my moaning. Sometimes it’s hard to stay quiet Daddy! Especially when you thrust your thick cock deep inside my dripping wet cunny. Pressure started to build in my swollen clitty as you pushed your throbbing cock in and out, harder and faster. Suddenly, I couldn’t take anymore. My legs shook and my toes curled as cum gushed out of tiny tight kitty.
I know you heard me beg you to stop because my poor cunny was too sensitive, but you ignored me. I squirmed against your rock hard prick, trying my best to break free. My struggle wasn’t over until I felt your warm cum filling me up inside.

Tell Me

Last night I learned that I can really get nasty!

I think my favorite thing is when guys tell me exactly what they want and what they are into. I LOVE IT ALL and I am learning more and more every day how true that really is.

I want you to tell me your secret fantasies and act them out with me. I want to be your anything girl. I want to fall asleep every night with my hands in my pussy and wake up the same way because I can’t stop thinking about these ideas you’ve given me.

I want to be your good girl. I want to be your slut. I want to lick, taste, and smell you and be everything you need. I want to taste myself on your cock. I want to suck it clean and make it all dirty again.

I’m the girl who will understand you. Tell me. Tell me everything. I’m getting so wet just thinking about it!

Deepthroat Blowjob With Pepper

There is nothing I like better than giving blow jobs and if you’re going to give one at least do a deepthroat blowjob.  Some say I’m desperate about looking for strange cock. I tend to blatantly stare at any good looking random guy’s package.  I make sure he can see me, then I start to lick my lips to see if I can get him hard.  If it my tactic works, then I approach him.  I tell him I cannot wait to get that cock in my mouth, make it hard and deep throat it until I gag.  After we get into a secluded place the fun begins.  I always start by taking a nice long breath, tilting my head back slowly which allows his dick to slide in deeply.  I move my head back and forth to get him all lubed up.  Licking and sucking his cock tasting every inch of it. I rub it on the top of my mouth to help increase his sensitivity, while stroking and rubbing his balls with my other hand.  I take out a small lubricated dildo and slip it into his ass. He begins to move out of  rhythm, trying to ram it harder in my mouth.  I get control back and slow him down.  I start humming as I lick the head of his cock, swirling my tongue around it he grabs my hair and pushes my hands away he is to the point he cannot wait any longer.  My mouth is open and his stride is quick.  I begin to taste the pre cum and he is back in rhythm with me. His fucking dick is  harder than it was before. I can feel his body starting to tremble, his cock is pulsing and I know it won’t be long now.  I quicken the pace of the dildo as I reach down and spread my soaking wet panties to the side. My clit is engorged,  I need to come too as sucking dick turns me on so much.  I cannot talk anymore, his cock is deep down my throat. GOD!  He is going to cum! At last his cock pulses and his thick white creamy cum shoots down my throat. That was fucking good.  He pulls up his pants and walks away happy.