Archive for the 'Underage Roleplay' Category

Page 31 of 42

Someone Has a Thing For My Chrissy

My step sister’s son is coming to visit for a few weeks. I can’t wait to see how he has grown as it has been awhile. She excitedly lets Paul in wearing the tiniest little shorts I have ever seen.  To be honest, I am not wearing much more.  We both give him a huge hug and His eyes grow wide as to whether it is her tiny butt or my big mature tits he can’t keep his eyes off.

Chrissy tells him to follow her to the room they will both be sharing. He seems surprised but I explain the third bedroom is my office so sharing with Chrissy is only option besides the couch.   He can’t take his eyes off her perfect little teen apple ass. I tell Chrissy to change as we will be going out for dinner.

My husband and I are all dressed and ready and I hear giggling from Chrissy’s room. She is changing with Paul watching and stroking his cock. What can I say? She did learn from the best. I stand and watch for awhile as she teases him half dressed. When he sees me at the door he begins to stutter, though not missing a stroke on his impressive young cock. “Don’t even think of stopping on my account”, I say with a wicked smile.  “How about sucking on a pair of big, mature tits while you watch the strip show”, I whisper. I looks like we will be having an interesting few weeks.

Naughty Auntie Suzanne

No Taboos!

Explore you wildest fantasy or your fetish with Skylar. Bring out my sexy dark side. Let me express my sexy wicked side as we explore your fetish together.

No judgments. Nothing too crazy, nothing forbidden, nothing too taboo to explore with me.

Call me and you will find a comfortable place to discuss and role play your fantasy. Especially good if your fetish is part of your secret life. Hard to have a fetish and feel embarrassed or ashamed by it and feel that you can’t express it. Like an itch that you have and can’t scratch, maddening!

I am well-versed in many different fetishes and will cater your call to your unique fantasy.

All you have to do is tell me about your fetish and I might ask a few questions to make sure that I fully understand all aspects of your fetish. Then I can create a role play specifically catered to you. So give me a call, and let’s get naughty, wicked, sexy together!

Skylar

Uncle W’s Accomplice

My favorite step uncle took me out to dinner because he said he wanted to have a private conversation with me. Those 2 words in one sentence..private and uncle always get my cute little dirty mind going. We went to a place I really love because it is the kind of place I would want a date to take me. My uncle said before we talked to just enjoy dinner and he even let me have a few drinks when no one was looking. “A.J. you are my  best girl and you know I love to play with you”, he said. *Giggles* Of course I knew  that. Then he started to talk about my best friend Emma who comes over the house for slumber parties. He took my hand and put it on his crotch and I could feel he was super hard. He told me how he knew that Emma and I sometimes did things together and he wanted to join us. I explained to him that she thought he was HAWT but she was a virgin and would never go for that. I couldn’t believe what he said next. He looked me right in my blue eyes and said, “Then we will make her fuck me”. The thought of that got me so excited I could feel the wetness already gushing. Of course, I agreed.

I waited till my parents would be gone for the night. That took some time as they only have date night once every few months. Emma kept asking me when she could spend the night. Finally my parents planned a date night. I told Emma and of course I told my uncle. That night we ordered pizza and watched a kind of dirty movie cuddled up on my bed. We started to kiss and I heard a knock on the door. “Don’t worry Emma that is just Uncle W checking up on us”. I let him in with a big hug and told him everything was all set. Tonight I would be his very naughty accomplice.

When we got to my bedroom she was changing back to her jeans. I told her it was no big thing for him to see her in her panties and sleep shirt because he saw me all the time. Uncle W joined us to finish watching the movie as my hand moved to Emma’s cherry pussy. She tried to make me stop since we weren’t alone but I told her just what was going to happen tonight. She started to cry but I think she was faking it. Uncle took out his hard cock and pressed it against her pretty lips. I demanded she suck it. She tried but she gagged a lot making us both even more excited. I pushed her down on the bed and sat on her face just like we do when we are alone. Uncle W watched as his cock got harder and harder with pre-cum dripping from the tip. Her body thrashed as he licked her cute little pucker. We had never done that before. I came all over her face watching my uncle rim her ass. It was time for him to fuck her, I could tell by how hard his big cock was. I got off of her face and guided him into her sweet, bald pussy. She kept saying “no” but we didn’t listen and soon her cherry was popped.

Want to know what happened next? We were far from finished with Emma.  Call me for all the dirty details. Your little accomplice A.J.

Little Miley Kept After School For Not Wearing Panties

You are my math teacher.

You send me to the board to do solve the math problem. I am a petite little thing, and I have to stand on my tip toes to do the problem. You are more interested in my hemline and getting a look up my skirt. You hope for a view of my cute panties today, but no such luck for you today.

At least not yet…when I go back to my seat, I bend down and you realize that I am not wearing any panties.

You have to sit at your desk because your cock is so hard that it is sticking up straight into your pants. Kind of hard to explain that to a group of sexually curious students.

You feel you need to address my situation after class. You questioned me, “Miley, where are your panties, young lady?”

I explain that I didn’t wear any panties because my skirt is so short and I didn’t want any of the boys in class to look up my skirt and see my panties.

You are confused at first. Then you realize that I am so naive that I believe there is an innocence in having a bare butt, but so naughty for boy to see my panties. You try to give me a quick sex ed lesson, but I am way more concerned about what is going on inside your pants. You are a big man with a big cock. You need to show a curious little vixen like me what happens when a cutie like me doesn’t wear her panties.

Naughty Little Miley

Going Down On You

Every time I come over I’m wearing my school uniform. The one that makes your cock really hard. My uniform is the first thing that comes off while I’m over visiting with you. I come over just to get a mouth full of your cock. I love the way you jam your cock down my throat until I start gagging. You ease up on me a little bit so I can catch my breath. I continue to deep throat your cock and all you can hear is me slurping and sucking.  My eyes never leave yours while I look up at you while you pump your cock in my mouth faster. I want all of it! I want to show you how much I love your cum dripping down my throat. I’ll be sucking your cock like nobody’s business.

Licks,

Bad Girl Brittany

Sugar and Spice Make Everything Nice

Sugar and spice
and everything nice
that’s what little girls are made of

Sunshine and rainbows
and ribbons for hair bows
that’s what little girls are made of

Tea parties, laces
and baby doll faces
that’s what little girls are made of

to put a smile on sexy daddy’s face.

xoxo

Miley

Hottest Christmas Gift Ever

Sometimes  Christmas can be a bitch with a huge extended family. I had most of my shopping done and I was completely stumped as to what I should get step daddy. It was unusually warm and he was doing some work outside to get ready for the guests on Christmas. I sat down chatting with him and asked if he would mind if I gave him his present after Christmas. I guess I started flirting with him a bit and he was flirting back. Nothing new! He said he had something special for me but he wanted his present first. He teased me and said I better get him his gift soon as the expiration date on his gift to me could run out first.

I smiled, licked my lips and told him to follow me to the shed in backyard. He grabbed my ass as I opened the door. I have seen his cock before when I kind of peeked in on him while he took a shower. I had no idea just how big and thick it was till he got “up front and personal” with it. My tight teen pussy was dripping just looking at his cock. The head was swollen and looked like a fireman’s helmet. My favorite kind!

Daddy watched as I pulled off my tiny cotton panties and took out my little boobs. I had to have his big daddy cock, and have it hard. I straddled him and he grabbed my hips and pulled me down hard. He hurt a little at first but I was so wet I was riding his cock expertly in no time. He told me to lean forward so he could suck my erect nipples as he pumped into me. Daddy came so hard and loud I shoved my panties in his mouth.

Merry Christmas to all my Phone Sex Daddies! xoxo

Holiday Dinner Parties

I love all the holiday dinner parties my parents have. There is always so many sexy older men flirting with me. I always wear something cute and short to show off my tiny teen body. I am allowed some wine with dinner but when no one is looking daddy’s friends will slip me a drink and say “Suck it quick”.  I would normally meet up with some friends for awhile after dinner but not when daddy’s friends are over. I say a quick “goodnight” to everyone but the lucky man who I want to fuck me. I hug him tight and whisper for him to slip away when he can and join me.

I go to my room and watch some daddy and daughter porn while I wait for the man of my choice. Sometimes it is more than one, but that is my secret. I wonder if the second man can tell he is fucking a little pussy already filled with jizz. I finger my hot little honey hole till I hear my door open. This time it is Uncle Jimmy I love picking him because he has the biggest cock I ever saw!

Cum play with me tonight? Little Baby Girl Bethany

Sibling Rivalry or Sexual Attraction?

My older step brother and I are very close in age. We were close but competitive.

We always had this love/hate relationship. Our parents brushed it off as just a little sibling rivalry but it was really sexual chemistry.

We didn’t know each other until his Dad starting dating my Mom. We met in junior high and they got married when we were in high school, so our family was blended. Our bedrooms were next to each other and we shared a bathroom. Our parents both worked a lot and then they spent as  much time together as possible as newlyweds.

My step brother and I spent a lot of time alone together. I knew his secrets. He loved watching me practice my dance. I knew he masturbated with my panties and we watched a lot of porn. As any teen girl, I would walk around in just panties and t shirt. He would try and spy on me while I was changing clothes. I would make up really stupid excuses to come into the bathroom while he was taking a shower. We liked looking at each other naked.

Heading home for the holidays. Taking some of my sexy lingerie home with me.  Can’t wait to show my brother my naughty little black lingerie. I still fantasize about him and his big cock.

Baby, It’s Cold Outside


Sugar Daddy Phone SexBaby, it sure is cold outside, I need some sugar daddy phone sex to warm me up just right. I can’t wait for my sugar daddy to spoil me this Christmas! I love being his dirty little secret that he keeps from his pathetic wife. I can’t wait to get showered with gifts and love. He has big plans for us to get away for the weekend to his cabin in the mountains. I am so excited to be in the middle of nowhere with him. I can get as loud as I want and I also get off so good when I anticipate his wife catching us in the act! What if she starts to wonder just where he is…

There is nothing I wont do for my sugar daddy. He treats me so special. He admires my young firm body, he caresses me so softly. He waits on my hand and foot. The man can also cook. This says a lot ya know… *giggles* I am so excited to sip wine and relax in the hot tub with him, he loves to hear about my sexual adventures. I get him all turned on and ready to explode just by telling him my slut stories! This makes for and extra hard fuck if you know what I mean.

I am addicted to his massive cock! He knows just how to please my tiny holes, always leaving them gaping and flowing with cum. His wife never lets him fuck her ass! My tiny fuck hole is perfect for his huge cock! I know just how to take it all like a good slut, just for him.

*Holiday Special*Available until January 1st 2015! – 5 Minutes free with purchase of 15 Minute call!! 😉