Tag: Anal Phone Sex

My Condition is Your Fetish

My condition is a little more of a fetish, but I know for most this is all they fantasize about. As you can see, I’m the perfect package. Beautiful face, and hair, nice soft titties, fuckable ass and a hard cock and balls just like you. Sure, I don’t have a dripping wet pussy, but I do have that even tighter ass for you to fuck as hard as you want. Most men love to act like they don’t want much to do with my cock, but you are not fooling me at all. That’s why first chance I get I am switching it up on you. Sometimes you guys accept it and take my hard cock in your ass like it’s what you have been craving, others will retract in attempt of acting like this isn’t what you really wanted. But I know that my cock is your secret fetish and I know you want me to fuck your equally tight asshole. You’ve been fucked by ginormous strap ons before, but you’ve clearly never had a nice warm cock fill you up before. You think you’re hard now? Wait till you feel my cum pumping into you just like you did to me earlier. And we can go back and forth too, that’s the beauty of it. Your cock pounding my ass, then mine dominating yours. Isn’t it clear that Daddy taught me well? He always loved my condition more than anyone and that’s why this young tranny cock is ready to be whatever you want tonight if you’re ready to reveal your fetish.

Tease & Denial Phone Sex With Monika

My oh my was he a sexy man, his muscles called out to me. They told me a story of how hard he worked to keep his body trim and chiseled  but they also told me another story. He is such a manly man that I knew he wanted to be teased and mind fucked until he couldn’t stand it any more.

There he was laying on the bed, his button down shirt ripped open. His pants pulled half down to his knees. His cock was throbbing. I got on top of him and sat down right in-front of his cock. I wanted him to feel the heat from my pussy. I grabbed my black bag of wonders and pulled out a crack pipe, crack and a lighter.

He listened to the rules of my game with those big blue eyes getting wider and wider. ” If you want to cum you will do as I say.

I want you to take a nice big hit off this crack pipe. As you are doing so I give you some sort of pleasure the entire time you suck this crack into your perfect body. ” I knew he was more than willing.” He took the pipe put it to his lips and started to take his hit. I started to stroke his cock , and rub it against my pussy.

 Just as I figured he was a bitch and let it out right away, he was choking and coughing. He is such a bitch, he started to beg for more I told him that he had to take another hit, but he needed to spread his legs. When he did I pulled out my Cigar in a glass tube. I lit my cigar, and told him to start taking his next hit.

As he did, I pushed the glass tube in his ass. He choked and started to cough, I told him if he coughed too hard he would break the glass and I would leave his bitch ass in the room while he bled out and giggled as I said that his mommy would find her cracked out fag of a son. 

Random Enounter with an Ex: Tranny Surprise

Right out of school, before I decided to transform myself into the beautiful goddess I am today, I tried just being a gay man. I had a secret boyfriend. Not because I was ashamed or embarrassed but because he was too concerned with what others thought. You know the type. School jock, most popular boy in school… Would tarnish his all American image if folks knew he liked to get fucked in the ass. I have always embraced my sexuality so that relationship didn’t last long. Being Tom’s dirty little secret actually gave me the impetus I needed to transform myself. I was a girl trapped in a man’s body anyway. Look at me? Nothing manly about me, well expect for my hard cock!

I have not seen or thought about Tom in years until I spotted him today at the mall while I was holiday shopping. “I wonder if he would recognize me now,” I thought? I approached him. Blank look when I said we went to school together. He had no clue I use to fuck his ass in the back of his Dad’s Ranger. He agreed to lunch with me. I noticed a ring on his finger and thought his poor wife is probably clueless he likes to have big cock rammed up his asshole.

After a couple hours of chit chat and catching up, I invited him to my place. He was more than willing. He thought I was some girl from school he just couldn’t remember because I use to be a wallflower. I mean I have changed quite a bit since those school days! He was about to remember me though. As soon as we were in the elevator going up to my loft we started kissing. I have this special tongue trick that always drove him wild. At that moment he knew we had kissed before, but still no idea who I was! Once we entered my loft, I went right down on my knees and sucked his cock. He was having trouble containing himself. I have mad cocksucking skills and they have only improved over the years.

I slid a finger up his ass and started to pleasure his prostate, which any guys loves if they just relax enough to let their partner do it. I had him right on the edge of cumming when he begged to fuck me. This was going to be epic, I told myself. When he ripped off all my clothes and saw my throbbing ten inch cock, he knew exactly who I was and fell to his knees like the cocksucking faggot he was so many years ago. Once a cocksucker, always a cocksucker. He was too into the heat of the moment to say much else but, “Fuck my ass.” Which, I gladly did. His ass was just as tight as it was when we were in school. Just this time we got to fuck in a bed.  I deposited the largest load of spunk I have left in a man’s ass in a long time. I think the thrill of surprising him with my transformation made me extra horny.

Of course he is still closeted.  He trolls the adult bookstores and public parks late at night for some occasional cock, much like a vampire trolls for blood, to keep his cravings under control. He suggested I be his weekly secret and I told him to step out of the closet its almost 2015. I won’t be his dirty little secret, but I will be yours. Are you on the down low? Trolling for random gay encounters? Thinking of cock as you fuck your wife? Blaming stress and high blood pressure on your lack of a hard on with chicks? If yes to any of those questions, then you need me. Consider me your sex therapist. I can satisfy your cock cravings while saving your bogus relationship!

Best Interview Ever

I should know better than to try to be a “normal” girl, but I thought I would earn some extra money for the holidays by being a personal assistant to the head of one of the porn mags that I’ve posed for. I’d never really met the guy, but when I called his office looking for some extra work, he told me to come over immediately , and wear the highest heels I owned. I was intrigued, so I put on a sexy skirt and heels and headed to his office. I walked in, and there was no one in the reception area, but I could see his office door was open.

He must have heard me come in, and called my name. I went into his office, and he was sitting behind his desk stroking his cock. He is a handsome guy, and his cock was huge – just the way I like it. I tried to explain to him that I was just trying to get an “office” job, but he wasn’t listening to a word I was saying. He just kept stroking his cock and told me to take my clothes off – except for my shoes.

My pussy was so wet, and his cock looked so fucking good, I couldn’t resist. And I am an ambitious whore, so anything to get the job, right? I stripped slowly so he could watch my gorgeous body, and I bent over taking my skirt off, and he walked around the desk to me. His hand grabbed me so hard, all over, and he sank his fingers into me with a kind of lust I hadn’t felt in a long time. He pressed his cock against my naked body, and then got behind me and shoved his hard dick right up between my ass cheeks and started fucking me.

Just then, another man walked into his office. He saw him the same time I did, but didn’t stop fucking me. The man didn’t even seem surprised. He just stood and watched, and this just made my boss-to-be step it up a notch. He was pounding me so hard my tits were flying and he had me cumming all over his hard fuckstick. I felt so exposed, letting him fuck me in front of this stranger, but I wasn’t about to make him stop, it felt too good. He finally pulled me down on my knees and came all over my face. I ended up getting a new job, just not the one I had thought I was applying for… 

Have You Had Your Prostate Milked Lately?

A few years ago I was reading an article on milking your man’s prostate. The home prostate massage has become one of the sexiest things women can do for their men. And according to many articles and doctors, it is very healthy. Milking your man’s prostate increases blood flow and releases backed up cum. Now, my husband is much older than me, and his cock doesn’t work like it use too. He enjoys watching me fuck other men, including his boys, but often he gets hard and just deflates. So, I knew he had some backed up fluid. Letting me play with his ass, however, took some convincing. But I find wine makes it easier to convince him of anything.

I started by pouring some sweet red wine over his cock. I used it as lube, then slurped it off his cock. When he was feeling good, I gave him what’s called a perineum massage. There is this tiny smooth patch of skin between the balls and ass. If you press your thumb firmly there, it stimulates the prostate indirectly. My hubby began moaning and his old dick started getting hard. I pulled him off the chair a bit, put some KY warming jelly on my finger, and slipped my finger right up his asshole. Just quickly, then pulled it out to see if he even noticed. He was still moaning.

While my finger was working itself in and out of his tight asshole, I started massaging his balls, cock and perineum with the KY warming jelly. I spread his ass cheeks and poured some lube directly on his anus. I slipped my finger back in about an inch deep. He sighed but did not protest. I moved my finger gently around until I found the little walnut sized prostate. I pushed my finger towards the base of his cock, and went back and forth between his prostate and the base of his dick. OMG he moaned so loudly. I started jacking his cock as I moved my finger all over his prostate. I would go fast, then slow down. I wanted to make him last. I could feel his balls welling up with cum.

 This was as hard as his old dick has been since I married him. I just kept playing with his prostate, moving my finger in and out of his asshole while tugging at his wiener until he shot an enormous amount of cum on my face. I looked like someone had poured a glass of milk in my face. According to all those men’s health magazines, guys will cum much more and much harder this way. Since my hubby has not shot a load in decades, I have to agree.

 Have you ever had your prostate milked? Well, I have some mad prostate milking skills now. I bet I can give you the hardest cum of your life.

Submissive Phone Sex with Janelle

I saw you at the bank, and I knew from experience that your good looks and charm had a twisted side. Your eyes were deep blue and seemed to be swimming with sick thoughts. I am used to having men oogle my body and breasts, but the way you stared me down made my pussy throb just thinking about what was going through your head. You were ahead of me in line, and once I was done and headed for my car, you were waiting for me. Leaned against my car, not even smiling.

I walked up slowly, not sure what to expect, and as I approached you just kept looking my body up and down, almost like you wanted to eat me alive. Normally I would have been offended, but something about you made me feel weak and feminine and vulnerable. Once I got close enough, you took me by the arm and swung me around throwing me back up against my own car. It took my breath away, you scared me, but it was broad daylight in a bank parking lot, so I didn’t panic.I felt my nipples harden inside my blouse, and I saw you noticed them too.

Submissive phone sex is usually something I dominate, but you had control of me from that very moment. You told me I looked like a dirty whore, and all I could do was nod. You told me you were going to fuck me and make me pay for dressing like such a whore. I wanted to hate you, but my pussy was getting more wet with every word you said. You told me to turn around and lift my skirt up. You were going to fuck me right there in the parking lot. There had to be cameras. You must have read my mind, because you told me that you didn’t give a fuck if security was watching, you said they would have some real ass rape porn to watch.

I lifted up my skirt, just like you told me to, and you rammed your cock right up my ass. I almost screamed, but took your cock deep inside, as I somehow wanted to please you. You dug your fingers into my hips so hard that I knew I would be bruised.  You came almost immediately, deep inside me. You pulled your cock out and your cum began dripping down my legs onto my shoes. You told me to get in my car, and not to wipe you cum off my legs. You told me to let it dry and sleep with it that way all night. I opened the car door and got in, my inner thighs soaked. He walked away without another word. I went to bed that night, your cum still dried on my legs, and dreamed over and over about running into you again soon….

The Apple of My Brown Eye

My husband always tells me I am the apple of his eye. His sons find it funny. They don’t get the saying. I think it’s Biblical, but antiquated nonetheless. One of his stepson’s joked about my brown eye. I said, well you both are the apple of my brown eye. They both fuck my ass so good. Their father has dick issues, and even when it worked, he would never fuck me in the ass. He thought it was gross. Look at my ass? It is perfect for fucking. Nice, round, firm…and apple shaped. It was built for anal sex. The oldest son grabbed an apple off the kitchen counter, spit on it, and attempted to put it in my asshole.

I can take their big young dicks up my ass. Hell, I have had them double decker my ass with their cocks. I have even been fisted and taken some freak of nature huge black cocks up my ass. But, that apple hurt like hell. Maybe it was the girth. They finally worked it in, but I was not sure it would ever come out lol. They took some pictures to send their father. They told him they are the apple of my brown eye, and real men fuck a woman’s ass, especially one as fine as mine.

Took awhile to work that fucking apple back out of my ass, but the whole joke was worth it. Plus once they did work that thing out, I got fucked really good. Filled my ass up with cum instead. I put the apple back in the fruit bowl too. My husband will unwittingly eat it at some point. If he won’t fuck my ass, well he will eat it, sort of!

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!

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?

Submissive Phone Sex with Blair: Your Mommy, Your Whore

My son told me to put on a slutty little outfit and be ready in 30 minutes. He was picking me up and taking me to one of his job sites. When we arrived there were about 15 laborers waiting for us. He pushed me into the middle of them and said, “Here is your holiday bonus.” I don’t think any spoke English, but they didn’t have too. I knew why I was there. To take care of them. Their cocks were out and I started sucking them, getting as many in my mouth as I could. As I was down on my knees being a dirty little whore, I could feel cum splattering on my ass and back. Even felt fingers exploring my cunt and ass. I looked over and my son was filming his mommy getting gang banged by a bunch of illegal workers. I felt like a dirty whore.

I was covered in cum when the cocks started fucking me. My ass, my cunt, my mouth… nothing was off limits. Every hole I have was double stuffed and filled with cum. I was shoved down in the dirt being violated by dirty day laborers who didn’t even speak English. My son pimped me out as a holiday bonus to them. Said pussy was better to them than money any day. Added that I was a stupid bitch here to serve him so I best not complain.

The things he makes me do sometimes are so humiliating, so degrading. But you know what? I love it. I know I am a submissive whore. I do better being under the control of a strong dominant man. Mommy Blair is here for whatever perverted, sick, twisted fantasies you have. I never say no.