Category: Cocksucking Phone Sex

Hey Lover Boy

Are you in the mood for submissive phone sex training? I’m here let the play begin.   Come into my office and closed the door. First realize you are my slut. I will degrade and humiliate you.  Now I want you to kneel before me. I have a surprise for you. Underneath this skirt is a large strap on. Take it out and wrap your lips round it. Yes, that’s right my little cunt slave.  You are such a timid bitch, suck that dildo harder! I need you to get it all lubed up.  Lick it up and down, swirl that head, suck it long and hard..

Submissive Phone Sex

 I grab your head and force you to deep throat my strap on.  Come on baby make your princess happy!  I can feel you whimper and tremble. Your body squirms as you feel powerless in my grasp,  but I know on some level it turns you on.  I hold nothing back, I use all my strength to skull fuck you.  I hear you snivel at the thrust of my dildo in your face, I take please in your agony.  It turns me on more to know you are my cock sucking servant and you are finally powerless against me. I can tell by the way you hungrily suck my strap-on.  I make you feel sensual and free to express your want for dick under my command. You better believe this is just the beginning, and I’m going to make you a full fledged cock sucking whore tonight.  

Two Cocks are Better than One: Tranny Phone Sex with Carla and Diamond

I remember the first time I met Diamond.  It was at her holiday office party a few years ago. I was her asshole boss’s date. He was a total prick to his employees, this I knew, but he had a big wallet and spoiled me with designer shoes, jewelry, spa days and trips. He knew I was a special girl, but no one else did. I was his dirty little secret. He considered himself a straight man with a reputation to uphold that would have been tarnished if it was discovered he loved having a 10 inch cock up his ass.

Well at this party, I saw Diamond and I just knew she was special like me. Pretty thing. In fact some folks at the party thought we were sisters. I was flattered. I wondered if he knew she was packing meat in her panties too.  I followed Diamond into the ladies room and told her I knew her secret. She asked how I could I know, and I whipped my cock out. Her eyes got big. I was the first special girl she had ever met. We got to talking. Turns out my date, her boss, found out her secret and fired her earlier that day. He told her she could come to the party if she said nothing to anyone. Essentially he was going to give her a severance package to just go away quietly.

Well seeing how I had been fucking his ass and sucking his cock for months now, I found his decision just a tad hypercritical. I told Diamond I was going to get her job back for her.  We walked back out together holding hands and watched him squirm. I whispered in his ear, “Hypocrite. Hire her back, give her a raise, or everyone will know you are a fudge packer.” He looked mortified. I texted him a few pics of us. One of me fisting his ass, another of him sucking my cock with cum all over his face, so he knew I had evidence against him. Some may call it blackmail, I prefer to think of it as social justice. I am proud to be a chick with a dick. No amount of pampering would let me ignore his hypocrisy.  I hate a closet fag.

I never saw him again after that, but Diamond is one of my best friends now. We have gotten into all sorts of mischief together, including blackmailing other closet fags. In fact, she the best kind of friend. We can shop together, pick up men together and fuck each other. Last week we threw our own holiday party to celebrate our 3 year anniversary. We got to drinking, then making out, then we both had hard cocks to contend with! I had mistletoe hanging from my throbbing rod, and of course Diamond kissed my balls and my cock. Her presence gets me hard. Next thing you know I am riding her pretty cock and she is cumming all over my tits. 

Now Diamond and I fuck each other all the time. How can we not, look at us? But, we love sharing cock together too. Especially unsuspecting cock. You know two cocks are always better than one. Don’t worry, your dirty little secret will be safe with us, well maybe!

Sissy Phone Sex

Go ahead and get ready for our sissy phone sex session.  Dig deep into those secret coves and bring out your sexiest feminine ensemble that you hide from your wife.  I got your attention now don’t I?  You can’t help it that little dick is all you have, the feeling of those soft silky panties and nylons are just what you crave. You work in an office by day wearing all these suits trying to do manly things. Though at night when the wife asleep and you are all alone you  are a sissy fagot.

With every call you live in fear that I will expose your dirty little fantasy. You can’t stop, you need me!  I make your dreams reality. Your cock gets all tingly as we talk about how you love being a sissy fagot and how you’re not good enough to be a man. Put that dicky away and let me finish.  I know what truly turns you on is when I tell you about how I’m going put you in a bathroom stall and set up a glory hole where you can suck thick pulsing strange cocks that are just calling your name. I will spank your ass while you swallow that hot jizz. Lick those lips tasting all you can, it’s not every day you suck so many cocks.  Then I’ll plaster your ass up there where you can just get fucked by every tom, dick and harry.  I bet your panties are just so sopping wet by now, go ahead pull out that puny excuse you have for a dick and start rubbing it.  Do you think I’m going to let you cum? Ha ha ha. You know you can’t confess these secrets to your wife that’s why you always have me to turn to, slutty cock sucking faggot. Don’t worry I your secrets are safe with me…maybe.

Sissy Training Phone Sex with Brooklyn: Fitting Room Rendezvous

I have a new sissy in training. I’ve got her looking like the pretty girl she was born to be. I mean she was born with a clit stick, not a cock. From the moment I met her, I knew she was just born in the wrong body. Just because she could not fuck me, did not mean she did not have a role in my world. So, I have been grooming her to be my newest sissy. Today, she dressed herself for my approval. When she picked me up for our shopping trip, she looked gorgeous. She had been paying attention to me in regards to how a whore applies makeup, dresses, styles her hair and does her nails. The true test would be if she could convince others she was a true pretty girl.

We went into Victoria Secret and immediately all eyes were on us. Well, most eyes were on me. But my sissy caught the eye of a pretty handsome man. Now, I have been teaching her how to suck cock too, but technically she is a virgin still. She has only sucked dildos and the like. I gave her a sissy assignment. I instructed her to go find something sexy to try on, and get that guy into the dressing room with her. I wanted her to give her first official blowjob. She did exactly as she was told. As a sissy trainer, I was so proud. I followed them into the dressing room, got myself in the room next door and stood on the seat to look over. I had to watch her give her first blowjob!

I was shocked that she did not seem nervous at all. She was on her knees with his cock out. It was a much bigger dick than I thought by looking at him. I was a little jealous.  Her pretty polished hands grabbed his cock and guided it into her  mouth. She sucked his rod like she had been swallowing dicks for decades. My sissy was making me wet, not just proud. I guess I made some noise as I was rubbing one out watching her pop her mouth cherry. The dude looked up and caught me spying. He wasn’t  upset, but turned on. Told me to get my hot ass on over. I joined them, put the occupied sign on the door and told sissy to guide that nice cock into my cunt.

I twat blocked her lol. If he had a shrinky dink like she did, he would have been all hers, but I am a greedy whore when it comes to a big dick. But she is an obedient sissy, and acted like the perfect fluffer. She got him good and hard for me right there in that fitting room, and he fucked me hard and fast. Dumped a huge load of cum in my greedy cunt. Since my sissy did so well snagging a well hung stud and giving her first BJ, I let her clean my pussy up. I don’t think that stud knew what hit him lol. He was clueless about Sissy’s true nature.

We all walked out of that dressing room together. Both me and Sissy had smeared lipstick on our faces and our well hung stranger had a shit eating happy grin. Sissy gave her first BJ, I got a hot quickie with a real man, a stranger had his cock rocked, and Victoria Secret got almost a grand of Sissy’s money as she bought us both some sexy treats. Not a bad afternoon.

Family Fun Phone Sex

This weather so turns me on for slutty family fun phone sex.  I love going outside and rough housing with my family.   We all decided to go out and play a game of hide and go seek.  I knew this was going to be a good day.  As I stood there and closed my eyes the tikes went off to go hide.  8- 9- 10 here I come ready or not.  I ran and scoured the area. I found my big brother hidden in the barn with his pants dropped to his ankles. His cock was already hard and he told me he had been hoping I’d find him first.  I dropped to my knees my mouth wide open for that juice filled cock, my blouse slid off, my skirt hiked up so he could have fun too.  I licked and sucked the head of his dick so eagerly.

Family Fun Phone Sex

He held my head there and made me gag as he rammed his thick cock down my throat.  While this was going on it began to snow heavily.  Everyone went in search to see where I had gone. My uncle john stumbled across us first.  He came up and ran his hand down my skirt, mmm aren’t we a little wet? He lifted my hips as I was still sucking my bother he pulled my thongs to the side and slid in his dick.  He talked about how good of a slut I was and I needed to be jollier, so he pulled out a thick juicy candy cane and probed my ass with it.  I was so fucking turned on my bother pulled out and shot his hot load all over my face while uncle john shot his deep in my pussy.  I was licking my lips and finished cleaning up my candy cane.  Cousin Bob had come in to have his turn.  They told me to lay on the floor and that  they were going to get me on the naughty list. All three of them stepped out for a bit. When they returned they each had a  big icy cold snow ball. I was teased like a whore with snow being put on my nipples and clit.  They built me up until  I squirted so hard it melted the biggest snow ball.  Finally I was done and I earned the top spot on the naughty list.

Discipline

You know that sometimes I forget the rules or forget to obey them. You were getting really frustrated with me last week, more than usual. I can tell because my little ass is still covered with bruises and welts. You keep them fresh by spanking and whipping everyday so they don’t fade. Begging for you to stop doesn’t change anything, I should know better anyway because I don’t have the right to beg for anything.


When my whining gave you a headache you put the ball gag in my mouth to silence me. Then, you locked me in my cage and turned off every light. I was left alone in a pitch black room reflecting on my behavior. I regretted upsetting you very much Sir. You could tell how sorry I was two hours later when you let me out of that scary dark room. After you removed the gag you immediately filled my mouth with your massive cock before I could say anything. You slammed my head against the wall and kept pushing your prick deeper and deeper into my throat. Hearing me choke and gag didn’t slow you down either. You were going so hard and fast that I threw up!
It was so embarrassing when I puked, I could tell you were angry too. You even rubbed my face in the puddle and made me lick it up. Most of it was on the floor, but some was on your cock too. Once both were perfectly clean you went back to pumping your throbbing prick in and out of my throat. This time you didn’t stop until you filled my mouth with your warm, yummy cum.
Thank you Sir, for being so good to me…

Morning Wood with Mommy Blair

I remember when my son was younger, he would crawl into bed with me on the weekends with his nice hard little dickie. He would tell me to kiss it and make it feel better. He was so sweet and innocent then. I’d disappear under the covers and suck his little hairless cock and balls until he shot his milky load in my mouth. Then we would lay in bed snuggling all morning while watching cartoons. He is older now, but he still has morning wood for his mommy. Just now after I give him a morning blowjob, we can spend hours fucking. There is nothing like a morning wood hard on for a guy. I swear it is the hardest a guy’s dick ever gets. I love early morning fucking. My son still get’s that wicked hard wood I love so much, just now besides my mouth, I get it in my ass too. I will lay in the spooning position like we did when he was younger and he will part my ass with his hands and fuck mommy’s ass good and hard. Then when I have his hot white load of cream up my butt, we lay they for hours watching Scooby Doo cartoons and getting high.

Really, it is what the weekends are all about. Giving head, getting high and ass fucking your mommy. Do you have some morning wood for mommy?

Glory Hole Holiday

What a fun xmas shopping day I had! I went to the sex shop to get all my girlies new toys – that vibrate – for the holidays, and I ended up getting a huge surprise of my own. I was minding my own business, taking some of the dildos out of the package to really get a feel for them. I must say I am an expert and I know what my girl friends like. One of the guys who worked in the store walked up to me, and I thought he was going to ask if I needed help, but instead he asked me if I could help him?

I said sure, and he told me that he needed help in one of the rooms in the back hallway. I knew those were the private viewing rooms, complete with glory holes and anything else a horny guy could need. I didn;t quite understand, but as I followed him back to the hallway, he explained that a man had come in the store and had noticed me. I didn’t remember seeing anyone, but I was wrapped up in dildo shopping, so it seemed reasonable. Anyway, he told me that this guy was one of his best clients and he wanted his cock sucked by me through one of the glory holes.

I was intrigued, and felt my pussy respond at the thought, but told him I didn’t think I could just suck a random dick like that. The store clerk told me the man had said I could pick out anything I wanted in the store and he would pay for it, if I would agree to it. I couldn’t argue with that – so I agreed. He lead me into a small room, smiled and said have fun, and shut the door. I looked around and the room was a mess but in a dirty hot sort of way. I felt like such a whire, but I was getting more and more turned on by the minute.

Then I heard a voice coming from the other side of the wall. It was a man, and he said, “Put your mouth where I can see it please.”. I looked at th3e glory hole and knelt down in front of it. I opened my mouth, stuck out my tongue, and put it up to the hole. I had no idea what to expect, but my pussy was dripping with excitement. A gorgeous cock came through the hole and I immediately began to suck it. It got even harder than it already was, and I decided to give this guy the best blow job ever.

The thrill of sucking off a guy I had never even laid eyes on was fucking amazing, and he fucked my mouth so hard and fast that I was able to rub myself to orgasm right through my shorts. I finished him off, swallowing every drop, and gathered myself together and left the small room. I shopped for over an hour picking out everything I wanted for me and my friends, but I never saw the man come out of his room. Whoever that stud was will forever remain a mystery, but I got one hell of a shopping spree and some nice warm cum in my belly – it was a great deal!

Virgin Phone Sex: The Tranny and the Teen Snowed In

A few winters ago, I went on a solo skiing trip. Hit a major snow storm. My car got stuck in the snow and I had to walk quite a bit to get to the cabin area.  Before I got there, I found a cute young girl who was making a snowman. She was clearly a snow bunny. She was frolicking in the snow naked. The cold wet snow she claimed felt good between her butt cheeks, and invigorated her cunnie. I thought she was crazy. I was freezing my balls off. She didn’t yet know I had balls, and it was so cold I was beginning to wonder if I still had them. She double dog dared me to take my clothes off and make snow angels with her. Well, I never refuse a dare. No matter how cold I am.

When she saw my cock she could not help but get all wide eyed. Apparently she had never seen a chick with a dick, didn’t even know we really existed. I played in the snow with her for a bit, then I told her we needed to find a warm place. Her cabin was close, so we went there. The snow continued to fall, stranding us inside for several days. My preference is hard cock, but I have been known to play with pussy. And, this sweet barely legal girl had a sweet tight muff on her. I started a fire in the fireplace and between her legs.

I’m best known as cocksucker extraordinaire, but that weekend I was a supreme snatch licker. I made that girl squirt for the first time with my talented tongue. I also taught her how to be a better cock sucker. She was a natural, just needed some pointers like licking  that backdoor pussy. Turns out she was a virgin. I was her first BJ. She had given a handjob before, but was saving herself for marriage. My naked snow bunny was a virgin? Whoa. Didn’t know virgins existed still. Because I was not all man, she felt like she could fuck me and still be a virgin. I was not going to argue with her about a technicality. I slid my hard cock in her tight cunt.  For a moment, I understood what dirty old men were thinking. Something so tight on your cock feels amazing. Her cunt was tighter than any virgin ass I had ever fucked.

I came so hard in her virgin cunt. Biggest load I had shot in a long time.  She was convinced she couldn’t get pregnant by me, but I still got swimmers, so I can knock a chick up. We fucked for days until the snow let up and her family returned from where they were stranded. They never knew  I was not all female nor that I had popped their baby girl’s cherry. They thanked me for taking care of their angel. They never knew I was a naughty tranny. We washed the bear skin rug to hide the evidence.  Not a snow day goes by now that I don’t want to frolic in the cold wet snow. And I get hard thinking of the sweet tight young cherry I popped and wonder if I am a mother.

Accomplice Phone Sex with the Neighborhood Whore

I was in the mood for some accomplice phone sex, and what better way than to have you come with me to my new neighbor’s house and “welcome” her to the neighborhood? She has been strutting her tight ass up and down the street and she even winked at you the other day when you came to visit. She looks like such a slut. Well she is in for a surprise. As soon as the sun goes down we are going to go knock on her door and take her down. I’ve got a leather mask for you, and a giant strap on dildo for me.

We knock on her door and she answers. I know she recognizes me, but when she sees you in the leather hood, she looks scared and tries to shut the door. But you stick your boot in just in time and catch it. We shove the door open and you grab her by her throat. I tell her that I caught her winking at you, and now she is going to get a fucking she will never forget. I love it when she starts actually crying – like this whore isn’t loving every second of this? You help me rip her clothes off and she tries to run for the back door but we catch her in the kitchen.

I grab a knife and cut off the rest of her clothes while you take your hard cock out. I pry her mouth open and make her suck you good while I strap on my giant dildo. She is pinned against the kitchen counter and you help me spread her legs apart so that I can jam my rubber cock in her tight pussy. Now she is moaning and writhing around like she’s loving it. I knew she was just a dirty tramp. She begs for your cock back in her mouth and you give it to her while I fuck the shit out of her tight little pink pussy. You cum deep inside her, never taking off your mask, and she cums all over my big cock. That will teach her to go parading around MY neighborhood like a slut.