Category: Roleplay Phone Sex

Hot Phonesex with Brooklyn: Free Fallin and Free Ballin

When I was younger, I dated this very well hung guy who was a total thrill seeker. Sophisticated older man, very wealthy too. He climbed mountains in the Andes, wrestled crocodiles, bungee jumped off bridges, flew planes,  sky dived, swam with sharks… If there was a risk of death, he did it. He actually convinced me to skydive tandem with him. I took lessons for a month and his friend was a pilot also and he arranged it so we could skydive over a private beach along the coast of Jamaica. Normally, I only take risks with cock, you know fucking other women’s guys lol. But Brad had a huge cock and I was afraid if I  didn’t at least try to share some of his adventures with him,  he would find another play thing who would.

When we were in the plane about to jump, I got really nervous. Brad thought it would be a good idea to fuck first. Get our adrenaline pumping and cast my fear away. Good plan. He whipped out his 11 inch dick for me to swallow. I had this heavy pack on my back, but I still managed to suck a load of cum out of him. He then returned the favor and ate my pussy till you could peal me off the top of the cargo cabin. Brad always got hard again quickly, so by the time I squirted all over his face, he was ready to cum again. He had me on all fours, positioned me right by the door of the plane we would eventually be jumping out of, and slammed his cock in my wet cunt. He had his hands on my neck, holding me tight, almost choking me, but in a good way. Before I realized it, the plane door opened up, and he pushed me out while his cock was still in me. I was free fallin and he was free ballin. His big huge balls were slapping on me in the wind. I was screaming. He had his hands around me and his legs intertwined in such a way his cock actually stayed in my pussy. I had dick in me from 20,000 feet in the air as I may have been falling to my death. I was scared to death, but I was still wet and my nipples were hard.

I just left it to Brad. He obviously knew what he was doing. We fell for what felt like hours. His cock never left my pussy. Even when he pulled the cord, his cock stayed in me. We landed on a sandy dune of this tropical paradise. My knees were wobbly, my heart racing, but I was so excited from the danger, the adrenaline rush was amazing. I skydived with a cock up my cunt and landed in the sand surrounded by crystal blue water. And I was alive to brag about it. I could understand now why Brad was such a thrill seeker and adrenaline junkie. I was on such a high that I was alive, I fucked him again on the sand dune we landed on. I had sand up my ass and in my cooch. But, I didn’t care, my cunt had never been so wet as it was at that moment. We fucked all afternoon on that beach. Sadly my relationship with Brad didn’t last much longer after that because he wanted me to fuck him as he bungee jumped off a bridge. But, I will never forget that day. Where is the craziest  and most dangerous place you have ever fucked, or fantasized about fucking?

BBW Phone Sex with Glenda: Backyard Peep Show

This is the last weekend the pools are open which makes me so very sad. I love getting wet in a bikini and watching all the men at the pool adjust themselves when they see my beautiful curves. I love being wet. In more ways than one. I also love showing off my tits in a sexy way. So, I decided to put an old fashioned showers outside in the yard. It’s like a big tub, no curtain, so no privacy. I don’t want privacy anyway! I have a slew of neighbors that I can wash my body for. Today, I decided to give it a try.

I put on this hot little white bathing suit cover up with no bathing suit underneath. I stood in the tub and let the water cascade over my curves. My big thick juicy curves. My nipples got so hard they could cut glass. I was soaking wet and that cover up became like a second skin. I looked around to see if I could see any peeping toms or tammys. I am quite the exhibitionist. I love attention on my body. It appeared I had a few subtle onlookers so I kicked up the show a notch.

I sat on the edge of the tub, hiked up the wet cover-up, spread my legs and exposed my freshly shaven pussy. I then started rubbing my clit. I put a leg up on the edge of the tub for better viewing pleasure and I spread my pretty pink cunt lips. I then slide 3 fingers inside my pussy and fucked myself until I exploded. I then licked my sweet pussy pie juices off my fingers. I even smeared some on my tits and licked it off. I am a chronic masturbator. Sure I get fucked and fucked often, but something so hot about getting yourself off. Especially when you have an audience. And I had more than a few voyeurs today. Would you enjoy watching me get off. Or better, listening to me get off? I can let you hear my wet pussy.

Diamonds and Pearls: Roleplay Phone Sex

My boss told me that there was a guy who wanted a little role play action and he’d give me money plus some coke.  Of course, I was interested!  The only thing was that I had to wear classy clothes and pearls and shit.  I was supposed to try to look like his young, dead wife.  Anyway, I didn’t give a fuck.  I dressed up and headed over to his mansion. When I got there, he offered me some brandy and gave me a script to read while he went off to do something else.  It was a friggin’ character portrait that he gave me; but, hell, whatever.  I could be this chick for a few hours.  The brandy warmed me and I kept drinking until he returned. 

But, this time, he wasn’t alone; there was a large black guy with him.  He was dressed nicely; but, from his build, he looked like he worked out in the yard for a living.  The old man then told me that I was going to be fucked by Robert, the black main standing there.  The old man leaned toward me and whispered, “He has a very big cock.” He looked at both of us and clapped his hands.  “Take your places,” he said with gusto. 

I sat down on the chair, crossing my legs; and, Robert came in.  He had already rehearsed his lines and knew them by heart.  He said that he was sorry to disturb “the lady of the house” and blah blah.  I reassured him.  And, apparently knowing the script better than me, he began ripping off my clothes.  The elderly man’s breathing intensified and we both could hear it, feet away from his chair. 

He slammed me down on the plush fabric and tore my bra from my breasts.  I asked him what he thought he was doing, and I even called for help.  I thought I was doing well.  Then, I heard the old man huff, “Fuck her!”  I almost laughed, but before I knew it, the man had his big, thick, black cock in my pussy.  I actually think that I said, “Ouch!”  I braced myself and kept thinking about the coke that I was going to score.  Finally, the enormous cock exploded inside of my pussy; and, I grimaced as he removed himself from my throbbing hole.  What a fucking crackpot, I thought, as he left the room; someone else delivered what we had been promised.  I put my clothes back on, collected my money and coke, and got the hell out of there. 

Let’s Play House!

incest phone sex passion

I’ve always been the motherly type, even when I was younger. Everyone can remember the games we use to play as little ones like freeze tag and hide and go seek, but my favorite was “House”. It always happened when my family got everyone together and left us rug rats to entertain ourselves. They would put me in charge because well, I was the smartest. (winks) I remember saying right away… “Lets play house, I get to be the mama!” That would make such a commotion about who wanted to be the “daddy” My older cousin Leroy would eventually get it and the games would begin. I would pretend to do motherly things like clean and talk on the phone before my sons and daughters needed dinner. Some were old enough where they could eat real food but others wanted to drink “milk”. We would go into a corner and I would undo my training bra and all my cousins got to see my developing titties. I would tell them to suck and lick on it like how Aunt Sherry breastfeeds her new angel. Then daddy Leroy would come in and tell everyone to get out. He was way much older than everyone and he definitely knew what he was doing. He would say it’s time for daddy to get some loving. I would lay back and he would get on top on me and hump my little kitty. Every time they came over this game “house” would get kinkier. I remember one day playing this naughty ol game. Leroy told me to take my panties off and he was going to stick his privates inside of mine. All of my sons and daughters had to pretend to be taking a nap but we all know they were watching as Mommy and Daddy humped each other. We had a closed-knit family so everyone kept this game our little secret.

I wonder if you would be up for playing a little game of House. I get to be the Mama of course. Who will you be?

 

Role play phone sex: Naughty school girl

They were describing what they wanted and I just nodded and took notes; I didn’t really care what they wanted me to do for these private parties.  I just liked making the dough and scoring some drugs afterward.  So, I arrived in my best school girl uniform; and, I was surprised at the guests.  They were about 12 older men, each one about 50-70 years old.  I shrugged and made my way to the center of the room, which looked more like a stage.  They had gone to elaborate efforts, and I thought that was kinda sweet and kinda creepy at the same time.  What were these old guys wanting with a school girl?

The host of the part came up to me and reminded me what I was supposed to do.  I had forgotten because I had been so shocked at the age of my customers!  I walked around the room, bending down seductively; then, sitting for a few minutes.  And, you wouldn’t believe it: these old men were crawling on the floor like teenagers to look up my skirt!  I pretended that I didn’t seem them; then, I acted shocked that they would do such a thing.  I reprimanded them, saying that they were too young to do that and that their moms would be ashamed!  I had to bite my tongue a few times to keep from laughing.  Those men who were old enough to be my grandpa were turning red-faced like a bunch of teenagers!

Then, as the final touch, I sat in the middle; the lights were turned off except for the candles sitting around me.  I undressed slowly and left my white panties on, as instructed.  Then, I began rubbing my clit for them.  It was too dark to see anything, but the groans in the dark were undeniable clues that several men were masturbating.  I was shocked at how quiet they were as I continued to masturbate.  Then, when I came, I snuggled underneath the sleeping bag.  After several minutes, the lights were turned on and my money was right across from me.  That was my cue to go; it was a pretty easy way to make a lot of cash!

BBW Phone Sex with Glenda: Pussy and Cock for Brunch

I woke up early this am because I got a call from the couple I recently house sat for. They wanted more fun with their favorite horny BBW. Well it’s Sunday Funday and I was going to have some fun. Some hot fun. I put on something sexy and headed to the valley. I think I left a puddle on my car seat in anticipation of another hot threesome. When I arrived, they greeted me with Mimosas and chocolate covered strawberries. We all went into the bedroom and got comfortable. I love them because they enjoy worshipping my body. They laid me on the bed  and fed me strawberries. He then straddled my face so I could suck his cock, while she got between my legs and dipped those chocolate strawberries into my pussy. She said my nectar made those strawberries yummier. At one point she was eating them out of me as I was sucking her man’s beautiful dick. Then he poured a Mimosa over my big beautiful breasts and they both licked it off my body. Sunday brunch was being served on my body.

Once his cock was good and hard, they switched positions.  I was now licking her sweet honey out of her beautiful tight cunt. Such sweet puffy pussy lips. He slid his cock into my snatch while I tongued her cunt. Her juices were flooding my face while my juices  were flooding his cock. We fucked each other for hours. They are such a hot fun couple and I love joining them.  I have never really considered myself bisexual, but I love this woman. I would fuck her with no cock around.  You have a bi curious wife? I’d love to join you guys. Threesomes are my new addiction. Pussy and cock at the same time is so hot.

Blackmail Phone Sex: Masquerade

The boss had rented a nice large house for us to throw a masquerade party.  I was really angry at him because he hadn’t given me the raise that he promised; however, I couldn’t pass up free drinks and a party.  I dressed as a cat, my outfit entirely black and gold.  My black hair blended in perfectly and I was proud of how I looked.  When, I arrived, I saw someone else with my same outfit; I asked a friend who it was.  She told me that it was Lisa, the chick my boss was fucking (even though he was married).  Instantly, my mind began to run in a wicked vein; and, I shared my plan with my friend.  Maybe it was the liquor, anger at not getting a raise, or thrill of it all; but, we decided to go for it.

While my friend led Lisa away, I took the tramp’s place.  I tried to deepen my voice like the tramp’s; and, the boss was so drunk that he really didn’t notice any difference.  It was so easy!  I kept flirting with him openly; and the more that I did, the more he drank and continued flirting back.  Finally, he said what I had been waiting for: “Let’s go to one of the bedrooms and do that thing you know that I love.”  I nodded.  The idea of having sex with my boss was not appealing; however, I knew that I wanted to have some leverage over him…and I desperately wanted that big raise.

When we got to the room, he hurriedly took off his clothes.  I was confused because he wasn’t groping me or trying to kiss me; in fact, he lay down in the bathtub, where I followed him.  I flipped the camera on my phone to take video and sat it on the counter in the bathroom.  “Okay, honey, I’m ready!” he announced.  “Oh, don’t be shy now; you know you love it, too!” he said when I hesitated.  I stood there, unsure of what to do until he said something that I didn’t expect: “Come on, Lisa, give me that golden piss of yours!”  He opened his mouth and waited.  I stripped down the bottom part of my costume and pressed my pelvic bone upwards.  After all of the drinks that I had enjoyed, I knew there was plenty of his “golden piss.”  I thought about all of the things that I was going to do with the money I got from my raise as I showered him in all of my piss!

Smoking Fetish Phone Sex with Cassandra: Human Ashtray

I walked into his bar; not sure what to expect as I’m never allowed in Master’s place of business. I thought I was waiting in the car like a good girl, so sneaked a smoke break. He must have known I would be naughty without his watchful eye. Master could smell the smoke on me when I entered the bar and he was not pleased. Only he is allowed to smoke, but never me. A good slave should be seen, never heard and certainly never smelled. I saw Master from behind the bar and I knew what his hand signal meant. I got down on my knees and crawled to him with my lit cigarette in my mouth. When I reached his feet, he removed the cigarette from my mouth and I opened my mouth wide. First, I got a hard slap across the face; then he put the lit cigarette out on my tongue.

Master reached in his pocket for a lighter and pulled it out to light another cigarette. When it was lit, he drew in a long drag and blew the smoke in my face, which was followed by a hard slap. I inhaled deeply his smoke with every drag he took, and said “I’m sorry Sir, with every smack I received. Every time he smacked my face, he called me his “Pretty Ashtray.” I am happy to be his pretty human ashtray. After all, I was born to belong to men, to be used by men, to serve men. How would you like to use me Master?

Roleplay Phone Sex with Brooklyn

If you have a nice cock, I’m pretty much game for anything. One of the bulls in my pen loves role plays. I have been a naughty school girl; a nasty nurse;  a biker babe;  a nympho secretary; an inspiring starlet….. You name it; I have played it for his 11 inch cock. Today’s request was more simple, and I thought sort of boring. He just wanted me to wear glasses. He insisted glasses were hot and would make me look smart. I was insulted at first because he was implying I was dumb. I am certainly not dumb; I know big cock is better and there are all kinds of stupid bitches out there who think size doesn’t matter. But, I am weak for the big cocks so I went to the drug store and bought a pair of cheaters.

I went home and even dressed put on a sexy little business suit to fit the “smart look.” I waited for him to come over.  Like clockwork, he showed up at 11:00 AM. When I answered the door, he was in nerdy glasses, khaki pants, a polo and carrying some big case. Apparently, my computer caught a nasty virus and needed a good scrubbing. I explained that I am a college professor and I need my computer clean and running efficiently. He asked me if I ever looked at pornography and I assured him an educated woman like me would never look at such filth. He informs me that most computer viruses come from pornography viewing.

He opens my computer and begins to look around, and imagine my embarrassment when  he not only finds the naked pictures of me, but a history of all the naughty sites I have visited.  I act embarrassed that I have been caught, but then see the bulge in his pants. “I guess you like my naked pics?” I say. He replies, why yes ma’am, you are not only gorgeous but smart.” I then unzipped his pants and out pops a monster cock that rivals any porn star cock I’ve seen.  I tell him he missed his calling; instead of making sure computers run smoothly he should be making sure pussies run smoothly. I then become a goddess on my knees, and work his huge shaft in my mouth; my eyes bulging and watering from the girth of that thing! After 20 minutes of polishing that knob and nearly gagging, he pushes my legs apart, pulls back my panties and sticks his tongue in my cunt. My juices are drowning him I am so wet. Then he kisses me, and I can taste my own yummy nectar on his lips. Before long, I am riding up and down that shaft; huge balls bruising my ass. Right there on the couch, we fucked for hours, both cumming multiple times.

I do love role play sex and even roleplay phone sex. Who says guys don’t make passes at girls who wear glasses!  Who can I be for you?

 

Backfield in Motion

I don’t hate football season, but sometimes I get tired of hearing about it…and it keeps guys away from the strip club.  So, instead of trying to avoid football this year, I decided to embrace it as much as possible.  I started my own little jar where guys could guess the final scores of every game; and, those who guessed ‘spot on’ were going to be rewarded with a free visit to the V.I.P. room.  The trick was that they had to pay to enter; I double-charged them my normal rate for lap dances, but they didn’t seem to mind.  My first winner was an older guy, husky and smelled of whiskey and cigars.  He kinda reminded me of my grandfather…when I was little.  He got the normal slaps on the back and then followed me to the V.I.P. area.  First, he wanted me to jump around in my cheer-leading uniform, yelling for his old football team.  Apparently, he had been a football stud (according to him).  Then, he fell further into the couch and slapped his knees; by the bulge between his legs, I knew where he wanted my attention.  I crawled on top of him and he started calling me “Mary Anne,” his school sweetheart.  I didn’t really care; I just played along. 

“I don’t want to hurt you, Mary Anne,” he said, “but I really want to make love to you.”  I begged him to enter me, trying to sound like someone out of a 1960s film.  He gently slid his cock inside of me and told me how warm and tight I was; he was actually pretty sweet, I thought, even though calling me someone else’s name was a little creepy.  “Now, you know what I want to do, Mary Anne,” he said.  I was confused.  “I want to play in the backfield.  You know that’s my favorite.”  I understood and got on my knees while he spread my ass cheeks apart and spit in my asshole.  He spanked my buttocks and I jumped; he reassured me that I always liked it.  Pushing inside my tight ass, he shoved every inch of his manhood inside of my thin anal walls.  He was thick and stiff; and, as he pumped inisde of me, he continued to tell me that he had won every football game for me.  Only for me.  I tried not to bust out in laughter.  And, after he came inside of my ass, I turned around to suck his cock.  He kissed me on the forehead and told me that his Mary Anne would never do that.  As he left the room, I could hear his voice shouting, “Touch down!”  Whether the football team had scored or not, I have no clue; but, at least I had one happy customer and a wad of cash!