Category: Roleplay phone sex

Cheapest Phone Sex Vacation

Cheapest phone sexI’ve been on vacation, and let me tell you, I had my holes worn the fuck out! I went to a nudist resort on the beach that offered all kinds of amenities and activities, but no matter where I went, I wound up being one of the main attractions. I think my favorite part was when they told me I could drive the boat, as long as I did it from the Captain’s lap. Now, the Captain was as naked as anyone else there, and I could very clearly see that he had a massive hard-on for me, so I teased him a little. I sat on the very edge of his knees as I wrapped one hand around the stick and the other around the wheel. I wiggled a little bit, caressing the stick and wheel as my ass rubbed up and down his knees, asking if this was ok. Hot sexy womanHe pulled me back to where I was sitting directly over his dick, and I couldn’t resist, again. I pushed his cock down between his thighs as I settled my perfect, wet pussy down on his lap. His cock sprang back and was perfectly positioned along my wet gash. So I wiggled a bit more, telling him that I wasn’t quite comfortable, but if this was how he wanted me to drive, then I would. He growled into my ear as he lifted my rump, grabbed his cock, and slid it straight into me. I moved around a bit, grinding on him as I re-positioned myself. Then, I felt him start thrusting up into me, and I told him that that was so much better. I thought I could drive quite comfortably now. I started to move the stick, caressing it and the wheel as I followed his instructions. The entire time I was driving the boat, his cock was buried in me, slowly stroking both our ways to a long, body-shaking orgasm. I’d love to drive his shaft again!

Tease and Denial For Your Needy Cock

Tease and DenialThe best kind of release you can have comes from tease and denial. Sit back, relax and use your imagination as I tell you exactly how I’d make you feel if you’d let me take charge of your orgasm for a while. I’d start by undressing you head to toe and ask that you not touch my naked body. As I’d take your shirt off over your head, you’d feel my hard nipples brush against you. I’d watch you stiffen and start to rise. I’d press up against you and kiss your mouth hard and long. Run my hands through your hair, over your face and down the front of your body to your cock. Stroking your dick, I’d drop to my knees and take you into my mouth. Sucking on you so hard, you’d be able to see my cheeks sink in. I’d feel your cock throb and you would start to thrust into my mouth. And I’d pull away. I’d get up, tell you to lay on the bed and walk out. After ten minutes or so, I’d come back, tie your hands to the head board and immediately straddle your cock, grinding on you and feeling you’re dick rage and slide into my dripping cunt. I’d ride you hard and fast, hear you grunt and then I’d stop. And I’d get off of you. Your shaft glistening with my cum, not yours. After another five minutes, I’d start to stroke you again. Your cock would be ready to explode, so I’d be careful not to let you release. You’d beg me to let you cum and tell me that your balls were aching. So, I’d start to give you the best hand job you’ve ever had. I would feel your balls start to tighten, your cock start to throb again, and the veins in your dick would be pulsating. I’d let go just long enough to fit my mouth tightly around you. All the way to the base and suck you hard the whole way off. And I’d stop. Completely and for good this time. I’m not going to let you cum today. You watch me get dressed and I walk out. Now what are you gonna do? Tell me… I’d like to know.

Ha Ha What A Small Clit Dick You Have

Small dick humiliation Oh my what a small Small clit dick you have. When Me and My friends saw this picture we laughed our asses off. What Woman would actually get satisfied off of that little clit dick? Your a freak with that itty bitty clit dick. I have seen little ones with bigger dicks then you. Does cum even come out of that clit dick? or do you squirt like a little bitch? I bet your ass feels like a pussy to a real Cock. I bet when you cum you sound like a bitch cumming. You should just cut that little clit dick right off.  You would be better off as a bitch.  Because you are defiantly not a Man.

Your Goddess Clarissa

Pegging for rule breaking

Ass fetish

Most of my clients are pretty good about catering to my rules of fucking me each time I see them, but there is always that one. This guy in particular always has some excuse why he isn’t following my you must fuck me rule.
I brought him in for a special meeting using his parole as the motivation. When he got here I immediately locked the door behind him and instructed him to get naked. He resisted quite a lot, but eventually caved and was standing in front of me naked and looking incredible. I walked around him and inspected. I asked what the issue is with fucking me and he finally tells me he thinks his cock is too small. It wasn’t too big looking when he was soft but he was a perfect 7 when hard. I told him not to worry he wasn’t going to have to use his cock today. I walked him to the bathroom, told him to put his hands on the sink and spread his legs. While he did that, I slipped my strap on cock up my legs and put the clit stimulator in a perfect spot. I ran my hand down his back with my nails scratching. I quickly lube my cock and start pushing it toward his asshole. He started to stiffen up and I told him this was going to happen either way so he might as well try to enjoy it.
My strap on spread his asshole open and he took my big cock like a champ, I was fairly impressed. I gave him a reach around and started jerking off his cock. I felt the pulsing of him when he started to cum, he grunted and groaned and sounded relieved. “Next time you fuck me.”

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Sissy Maid Training with Gwen

sissy maid trainingI have so much fun with sissy maid training. I always keep your little cocks in a cock ring because after all once I make the transformation of turning you into little sissy girls you no longer have a cock. You have a pussy instead. Sometimes I like to dress you up in a maids outfit and shove a feather duster up your tight little puckered assholes. I tell you that you had better do a good job dusting and laugh as you are wiggling your ass trying to dust the coffee table. You knocked a lamp off of the end table and that just won’t do. So I have you bend over and place your hands on the coffee table. I have found that my riding crop always helps you to remember to be more careful. After a dozen of well-placed smacks on that ass. I start fucking your ass with the feather duster. You are begging me to release your cock ring and allow you to cum. But I don’t. Instead, I tell you to go do the dishes and leave that feather duster up your ass. Maybe if you do a really good job cleaning I will allow you to come…..only time will tell.

Best Phone Sex in the Sky

best phone sexThe best phone sex is with sexy mature women. We love to get naughty. I am a classy woman in appearance, but a dirty slut in reality. I flew to visit my daughter recently. She lives in Yosemite Park for the summer. She is in her last year of college and doing an internship there. I thought, this may be my only chance to see one of the Seven Wonders of the word. I found the 8th wonder on the plane. Bob, the co pilot of the Delta flight I was on, caught my eye. Or, I should say, I caught his eye. He gave me a tour of the pit. He even let me play with the knobs. I just wanted his knob. I wanted to join the mile high club. I took a risk and unzipped his pants. I mean we were in the cock pit. I wanted some cock. We were flying somewhere over Colorado and I was blowing the co pilot in front of the pilot. I don’t think great blowjobs are cause for emergency landings. I was deep throating his shaft when the pilot pulled out his cock too. Equally as big and thick. I was the queen of the mile high club. I missed my calling. I should have been a sexy stewardess, then I could have flown and blown daily. After the pilots tag teamed me, I went back to my upright position with cum leaking out of me. I had almost as fun on the plane as I did seeing Yosemite National Park.

mature phone sex

Mature or Experienced?

Mature phone sex

Every now and then I need that guy, that mature guy who I don’t have to show anything to, that I don’t have to train or instruct. I got to have such an encounter recently. He knew just the right places to touch and tease, so fucking hot.
As soon as he saw me he was kissing my neck and sliding my shirt and bra off but dragging his hands over all of me as he took each item off. My nipples were rock hard and my pussy was already pulsing and throbbing like mad. When it came time to fuck, he wasn’t like a jack rabbit like the younger guys tend to be, he fucked me with control and purpose. It didn’t take much of his expert hands to getting me cumming all over his cock. Finally, at the end, he flipped me over and fucked the hell out of me and we came together. Ah, sometimes you just need that mature guy to fuck you silly.

My Dream Night

best phone sexMe and my girlfriends love to be freaky. We enjoy the finer things and conduct ourselves like ladies, but behind closed doors we get dirty. I imagine a lovely day that includes manicures and pedicures and a dazzling night out on the town, complete with wine and fine cuisine. Then me and my girls will go out for a massage before we return to my house to gossip about who has fucked who. Then we will compare our tits to one another and taste each other’s seductive skin. Then, I will slip off my pink bra and panties and we will lick and tease each other’s tender juicy pussies! Then I’ll call you over while I’m still dripping wet. I want you to lift me up and slowly slide you cock into me. We can start slow and intense as I gaze into your eyes and moan for more. You can feel my wet pussy contracting and longing to pull you in deeper. I’ll kiss you deeply and passionately, and ask you to go deeper. I want you so deep inside of me, deeper than anyone else. Give it to me faster until I want to surrender because your dick is pleasing me so much! I want you to make me squirt right in front of my girlfriends. I’m not ashamed. I want to do it with you whenever, and wherever. Then each of my girlfriends will suck your gorgeous cock until you scream in pleasure! Doesn’t that sound magnificent, darling? If you want it, join me for live phone sex so I can give it to you hot and heavy like you deserve!

A raise for Dr Rebecca

Its so hard to be taken seriously sometimes in my profession. I went to my boss today and asked him if he had a moment to discuss my performance review. I have an outstanding record with my clients and I do anything and everything I can to keep them completely satisfied with my services. My boss tells me to close the door and to have a seat. As I sit down I can tell he is holding his cock behind his desk, he tells me that he has received mixed reviews about my services and wants to determine for himself if I should be getting a raise. He tells me to prove I have earned it. At this point I know exactly what he means and although I usually save this treatment for my clients, I go around his desk, pull his hard cock out and give him a raise. I suck his balls dry. I think he agrees that I have an outstanding performance review, because we both got a raise. Me in my bank account and him in his pants.

 

Cocksucking phone sex

Roleplay Phone Sex – Rescued

Roleplay phone sexHe had the most delicious fantasy the other day. He wanted me to roleplay like I was a damsel in distress, being molested by a stranger in a dark alley, and he wanted to swoop in and rescue me. I was so grateful to him that I invited him back to my place for coffee, and immediately offered him my body as a reward for his help. I slowly stripped my dress off, then my panties and bra and stockings. He was hard by the time I finished, but kept saying that it wouldn’t be right. I knelt on the floor in front of him, ran my hands up his thighs til they were just grazing the bulge at the center. I looked up at him and asked if he was sure, and he gulped. I ran my hand gently over that bulge and watched his face as I slowly massaged it through the fabric. Then, I pulled the fly down and reached into the pants to pull that cock out. I stroked it and ran my tongue over the head, finding moisture already beading there. I wrapped my tits around his cock, looking up into his eyes as I started to bounce up and down, tit-fucking him. He pulled me up then, and settled me on his lap. I reached between us, grabbed his cock and fitted it straight into my entrance, sliding my hot, wet cunt right down over that huge shaft. He filled me up, stretching me perfectly, and touching all the right places. I rode him to a fantastic orgasm, and took him over the edge with me as my muscles worked his cock over.