Archive for the 'Underage Roleplay' Category

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Let’s do it bareback

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*Giggles* I am so old enough to take care of myself when my parents travel. I think it has become a naughty little adventure to see who breaks down and calls or shows up first.  He just lives across the street so he always knows when I am alone. I was about 10 pm and I sat on the front porch in my sleep shorts and tank top just to tease him. This is normally the time he breaks down and checks on me. I was listening to Jack White and felt like dancing. Right on schedule there he was.

He said he had a special gift for his baby doll and thought this would be a good time to bring it over. It was wrapped in a pretty pink box with a big shiny bow. I thought it was something girly but not exactly. It was more like something sexy and slutty. I thanked him with a grape lip gloss kiss to his cheek and said I would try it on if he wasn’t in a hurry. I ran up the stairs feeling his eyes on my ass, then turned my head and smiled.

I put on the satin black panties and stepped into the tight black dress. The stocking were black as well with a lace top with a satin black bow. I fluffed my hair and slipped on the Fuck Me pumps. I was about to go down when I turned around and saw he was watching the whole time. His hand at his crotch as he rubbed against his hard cock.  “I have waited long enough to have my baby girl”, he whispered. He sat on the bed and told me to dance for him like I was dancing outside. I slowly began to dance teasing him as I watched him take out his cock. “Stroke it for me daddy”, I said. I got so excited knowing he was rock hard and had his hand around his cock just for me, his baby girl. He told me to come to him when I was down to just my stockings and heels. He reached for a condom in his pants pocket but I grabbed his hand and said “No”.

Before he had a chance to react I was on his lap rubbing his swollen dick head against my hot, wet pussy slit. He tried to say no but I had him thrusting in my wet teen pussy before he could stop me. “Fuck me, I want you to shoot your hot, thick baby batter deep inside me”, I moaned.  I grabbed his face in my hands and pushed my hot and hungry tongue into his mouth.  With his hands cupping my ass he grunted and came inside my hot hole. He said he had to go before his wife wonders but would be back to discuss the consequences of what we just did .  *Giggles* Sure that is just what we will do when he comes back!

Listening again, are we?

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My husbands son is home from boarding school. This has been the first week he is in the house since his father married me. He is quite the little snoopy fucker. He isn’t a sissy in anyway but his attraction to my things are a tad on the naughty side. I can tell he goes through my toys though if he is using them I don’t really know. I can hear him listening at the door when I fuck his dad. I wonder what he thinks about the man who raised him taking it up the ass from his hot blonde trophy wife. Finding my black stocking covered in his cum was the last straw. Time for step-mommy to teach him a lesson.

I put my stocking in his backpack that he was taking to beach with his friends. Best case he will see it and will be so mortified it will never happen again. Worst case his punishment will be “like father, like son”  He came home and headed right to his room without a hello. I left him to think things over while I changed into one of his dad’s fave mistress outfits. I slipped on my strap-on and barged into his room.

“I know you stroke your 14 year old cock while you listen to me fucking your dad”, I hissed at him. I also know what you do with my black stocking you little perv.  He looked scared but I could see his cock getting hard in his shorts. “Beg me to fuck you like I fuck your dad”, I demanded of him.  He got on all fours and begged me. Showing no mercy I plunged my strap-on in his tight little virgin ass. I reached around with my perfect manicured hand and fucked and stroked him he he begged me to stop. Good boys always beg. “Clean yourself up and join me for dinner”, I said.

Your turn to tell all

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Mommy knows more than you could ever imagine. I know you lick and suck my dildos to get a taste of me but there is another reason. Come on now baby don’t you think it is time you told me everything that is going on with my cute little man. I know you love to watch mommy with her many lovers but I also know something else baby.

Mommy knows you have been thinking what it would be like to suck on one of those big hard cocks that mommy takes in all her hot holes. When you suck on my dildo you pretend it is a cock covered in my creamy juices. Don’t lie to mommy she knows all your little secrets.  I think it is time you tried a hot, throbbing thick cock to see what it is really like. Time to join mommy in her room now.

Nice and Naughty

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Even though it is still very chilly outside. I can’t wait to get ready for a hot summer. I get out all of my cute little summer clothes. There are so many little dresses, tight tops, short skirts and tiny shorts.

He is walking by my room and he sees all the clothes in little piles. He is confused by the big mess, so I explain what I am doing. I ask him if he would like a fashion show. I invite him to sit on my little bed and watch me try on a couple of little summer outfits.

He gets a big smile on his face and big bulge in his pants.

I put on a little pink top with a white skirt. My boobies are little bigger than last year. He smiles and say that I look nice. He realizes that I don’t have any panties underneath as I crawl into the bed next to him. His smile and bulge gets even bigger. He says that I look very naughty.

XOXO

Miley

Private Time with Mommy Savannah

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Oh, Darling! You happened to catch Mommy having a little “private time”. I know that you have been curious as to what it is I do when I slip out to the dry sauna every day for my 20 minutes of “me-time”. Why don’t you sit down next to me and let me show you exactly what it is I do.

I make myself feel sooooo good, and I’m going to help you do the same. You sit down beside me as I gently lift your cock out of your shorts and begin to lovingly caress it, the way only Mommy can. It swells within my hand, as I slide two fingers into my own juicy hole, gathering my wetness for you. I take my juices and slather them all over your cock, which begins to throb, your anticipation growing with the scent of my musk. Such a patient boy for Mommy. Such a good boy, don’t cum just yet! Just close your eyes and relax, let Mommy take care of it for you.

If what you want is sensual relaxing Mommy Phone Sex, with a twist of perversion, you have arrived! Call Me Now!

Kisses,

Savannah 866*905*2856

Slurp it up

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I just love dirty pervy old men.  You might just say they are my specialty.  They just can’t seem to resist my adorable smile and braces, my flat little chest and my tiny tight little ass. It always gets them in trouble because they just never seem to learn.  I warn them I could be lots of trouble, but they take the jail bait every time.

I baby sit for Mr Jones and he smacks my little ass every time he comes home if he wife is out of town. “Not this time, this time you are going to be so sorry”  I check to see if the kids are asleep and I walk right into his office. Looks like he is in super double trouble because he is watching porn and stroking it thinking of fucking me.

I threaten to tell his wife if he doesn’t behave but it makes him just worse. HE actually had the nerve to ask if he could fuck me. That is it, I am calling her up and telling on you. He is so pathetic because he offers me money to not tell.  Does he really think it is money I am after?  I want to humiliate the old perv and make him do things for me he will HATE.

He looks me over and keeps stroking, doesn’t seem at all worried about my threats.  This is it, Mr Jones. You have to stroke till you shoot a load of jizz in your coffee cup and drink it all down. He laughs at me and tells me there is no way he will eat his own hot load of cum. I pick up the phone and ask for his wife. He gets on his knees and begs with the cup in his hand. I tell her I was just seeing when she would be back. Now he is worried he is stroking hard and fast with the swollen head of his dick in the cup.  “Shoot that load, Mr Jones, I tease, “Then drink up every drop from your coffee cup.

He cums in his coffee cup and tries to get out of it by handing me some money. I stomp my cute little foot, and grab the phone again.  “There you go, good to the last drop”, I laugh.

Daddy Joe

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I have a new sexy phone sex daddy. To say that he takes care of his little girl is an understatement, he gives me everything I want. All it takes is a little pout from Raylin and Daddy Joe is handing over his credit card. He knows I’m worth every penny and loves to spoil me. He loves to show off his sexy little girl. Because he’s so good to me, I work extra hard to take care of Daddy. He has such a creative mind and we fuck in some of the craziest places. I lose count of how many times we cum together. Daddy Joe just can’t get enough of me and is always ready for more. I love to hear him breathe into the phone and the sound of his moans as he cums for me. In no time, he’s ready for the next round but he knows if he wants his needs met, he has to meet mine first.

Baby Bats

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My brother is at that age.  Most dudes get there eventually where they are really craving some young stuff. Normally Baby Bats would be off limits to him but the poseurs, he can go for with my blessings.

Last night I took him clubbing with me. All age night so he could find what he was looking for. I sat with him and drank while he looked around for the perfect victim. I had to say “no” several times as they were my little favorite Baby Bats but I knew the night would bring one just right for us to play with.

Then I saw her! Hot Topic clothes and blonde hair with odd very fake looking pink extensions. She was trying to wear a corset but her tiny tits wouldn’t stay in. I went to her and pretended to take her under my wings. I helped her with some dance moves and let her sip my Special K laced drink.

After a few sips she was dizzy and horny. My brother and I helped her out to the car where we drove to a deserted parking lot.  I told Gabe this was his night and to drag her out while I waited in the car and watched. He didn’t waste any time in taking his impressive cock out and shoving it down her pretty little throat. Gabe throat fucked her as she gagged and drooled all over herself.  He pulled her long blonde hair and shot a huge load of cum down her throat. He propped her up against one signs and we left her there. Wonder if anyone else decided to have some fun with the dumb little bitch.

Sexy Bath Time

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Growing up, my parents were gone a lot. They both had busy careers, and both of them traveled for business frequently so over the course of years, I had three different nannies. My favorite one was Tom.
Tom was really funny and silly. He made me the best chocolate chip banana pancakes and would play all sorts of games I made up to entertain me. But my favorite memories of him were our sexy bath times.
One night, it was getting late and Tom told me to start getting ready for bed. He drew me a bath while I brushed my teeth, and as I stood there watching him leaning over the tub, squirting bubbles into the water, I started to feel funny between my legs. I rinsed my mouth out and took my clothes off as Tom stood up and turned to face me. He immediately looked away, but then his eyes moved back to me. My breasts were developing, and a tiny bit of hair had sprouted on my pussy. It was like he wanted to look but didn’t think he should. I was between him and the door, and an awkward silence filled the air.
“Um… ok, excuse me,” Tom said as he started trying to get around me and leave.
“No, wait… would you please stay with me?”
Tom kept his eyes on the floor. “Annaliese, I should go. This is inappropriate.”
The funny feeling between my legs had become more intense. I noticed Tom had a big bulge in the front of his pants.
I stepped into the tub, laid back and spread my legs.
Tom couldn’t avert his eyes any longer. He stared at my teen pussy with the strangest look on his face. I slid my hand between my legs and said, “let’s play a new game.”
‘Sexy Bath Time’ became my favorite of all the games Tom played with me. 🙂

The Klassy Kat Gentlemen Callers

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As if it isn’t wonderful enough being a Klassy Kat girl and working for the Klassiest phone sex company there is the callers are just awesome!   Where else would a gentlemen ask me if I would take a bath for him?  Imagine how relaxing it is taking a hot bubble bath in the middle of the afternoon and bringing him with me. Those fragrant bubbles feel amazing on my skin and hearing him cum just pushes me over the edge. Maybe I will tell you more about him another time but today it is all about my Johnny.

The first time I met him I could tell he was fascinated by me. What an adorable little guy he was too. He would stare at me and didn’t care who noticed.  Soon we began to play a fun little game that slowly became very taboo. It was always shoes off at my house so when he forget I would make him be a good boy and take them off and his punishment was for me to tickle his little feet. He would laugh and laugh and well, I noticed he would also get a little boner.

It wasn’t long before he was putting his feet in my tan, soft manicured hands. He loved the tickling and so did I.  He was way to adorable to resist. One afternoon I was visiting with his parents and we were in the kitchen having espresso.  Little Johnny was sitting as close to me as possible. He kept putting his little feet in my hands to tickle. His mom and dad thought it was hysterical and had on idea my Johnny had a little boner.  I whispered in his ear that he was going to get a little surprise he didn’t expect if he wouldn’t stop.  As his dad chatted away and his mom had her back to us sprinkling powered sugar on the Pandoro I slipped my hand in Johnny’s shorts. He let out a little yelp as I wrapped my hand around the his little boner and started to stoke it.

His mom can back to the table and as we drank our espresso and ate our Pandoro I kept playing with Johnny and teasing him. I whispered in his little ear such dirty things. The whole time his parents talked I stroked his cock in my tan hand.  Sometimes Johnny would look down and stare at my watch with it’s band shining under the bright kitchen light. When we were finished he took my napkin with the lipstick print when no one was looking and ran off to his room. Before he grew up and went off to college Johnny and I had many naughty memories.