Tag: Hardcore ass fucking

Rabbis Gone Wild

Blasphemy Phone Sex

 

Rabbi Katz has been with my temple for years now and honestly I wasn’t shocked even a little bit when he showed up at my play place to interview as a new sissy. I had a feeling he wore soft and silky panties under the rest of his clothes all the time anyway and it was great that we already had an established relationship. We went through the list of my requirements- which mostly just comes down to the ability to make sure I keep my lifestyle and secondly being able to take a strap-on like a professional bratty whore. He wasn’t ready for the shadowing session though- where I brought you into the room. I silently walk you in on a leash- you on all fours of course! Tied you down the flogging post and you look so beautiful with that cute dress and thong, barely covering your large and burly body. “Rabbi, are you ready?”, I say as I turn to him with that glimmer in my eye that I only get when I am about to have my way with one of my “little ladies”. I then shove a butt plug inside you, attach clothespins to your nipples and crack my whip. Knocking the pins off first with Indiana Jones precision and then giving you first tiny then progressively harder pops to your cock- still cutely covered by sheer fabric from your thong. Rabbi Katz sat through the entire session, trying hard to not touch himself. I always have a second round to my interviews though- what kind of show should we give him tonight?

Hardocre Ass Fucking: Maybe Not What the Doctor Ordered

hardcore ass fuckingI need a good hardcore ass fucking. I am such an anal sex whore. I can’t go long before I am begging to get fucked up the ass. I had emergency surgery last month, which meant I was confined to bed for much longer than I could stand. And, not the fun kind of stuck in bed either. I begged one of my fuck buddies to come fuck my ass. He asked me if I was okay for rough sex yet. I lied and told him the doctor gave me the clear to resume my normal activities. There is nothing normal about my activities. I make porn stars blush. I am not a vanilla girl. I like my fucking hardcore. Henry showed up with a hard cock ready to tear my ass up. Henry is married, but like many wives, she doesn’t give up her back door. Now, Henry is not the most well endowed man I fuck. How can he be; he is a white guy. But, I could stroke his ego and get my anal needs met without doing too much damage to my body. I am a seasoned dirty whore. My holes have been stretched to kingdom come by a certain sugar daddy with a massive big black monster cock. I didn’t think Henry could do much damage to my back door, but he was jacked up on something. He rabbit fucked my asshole for what seemed like eternity. Good thing I am a bit of a pain slut. I have been sitting on a bag of frozen vegetables since. Not just any cock can actually cause me pain, even during rough sex.  Do you like anal phone sex? My ass can always use a good fucking. I don’t care what my doctor says, I need to play.

anal phone sex

Mistress Monika Enjoys Strap-On Phone Sex

strap-on phone sexIt seems like you might not know how to tell time because this is the second appointment that you have been late to this month. When you get here you start apologizing profusely. Mistress Monika, however, doesn’t care. I inform you that since you are late. I get to decide how we are going to play. So take off all your clothes while I go and decide what bag of fun to choose. You yell out please not sissy training. I let out a wicked little laugh and I think you know you are at my mercy. I tell you to come into the bathroom so I can do your hair and makeup. Then I have you put on a pair of red crotchless panties. I then put the wrist restraints and leg restraints on you. I have you go back into the living room and bend over the end of the sofa table. I spread your legs apart and tie them to the table. I do the same with your arms. Then I go off to my bedroom. When I return I am wearing my 10-inch bright red strap on and the look on your face is priceless. I smack your ass and have just the tip of it pressing against your tight puckered little asshole. You start begging me telling me that it is too big. I just laugh and tell you then you should be on time. I have been wanting to try this out for quite a while. Mistress Monika hopes you can still walk when I get done with your ass.

Tina’s Boss Seeks Retribution Though Blackmail

blackmail phone sexI arrived at work not knowing what to expect. I remembered that you told me last night you would get your money that I had stolen by fucking me anytime that you wanted. I didn’t really know what to say because I don’t want you to call the cops on me. You told me to take off all my clothes. I looked at you very concerned and you responded that you had already locked your office door. But what if they hear us. You told me you didn’t care and that I should have thought about that before I embezzled from your company. You then made me bend over your desk. You told me to reach back and spread my cheeks wide. You told me that obviously, I did not think I was in enough trouble because I was no longer wearing the butt plug from last night. I could hear you unbuckle your belt and it sliding through your pant’s loops. You told me most of my problem was due to the fact that my parents did not spank me when I was growing up. Then the first stroke hit my ass. I jumped up and screamed out in pain. You told me to bend back over that you were only getting started. You spanked my ass so hard with that belt that I thought I would never sit again. My ass was still burning when you grabbed my ass cheeks and spread them apart. I could feel your big hard cock pressing against my tight puckered asshole. You rammed your cock into my ass without any lubrication and started pounding away. You busted your nut in my poor sore ass and then sent me back to work.

Mommy Phone Sex

mommy phone sexMommy phone sex callers love me. I am a dirty mom, but I am a subby druggy mom too. I like to party. Sue me. My sons don’t mind that I get wild. In fact, I found out recently, they have been messing with my stash. Not because they don’t want me to do drugs, but because they like watching me fuck for drugs. My dealer is a big burly black man named Marcus. His dick is dark as the night and as thick as tree trunk. They know I am a mommy whore if I can take his thick rod in my cunt. Sons like their mothers fucking other guys. They like to watch, plus they like knowing their mom’s pussy is getting taboo fucked. I had no clue they flushed the little bit of devil’s dust I had down the toilet Monday morning. I had to call Marcus up and beg for a fix. He came over with his nephew, a teen boy just a little older than my oldest boy. The difference is he is hung like a horse in comparison to any of my sons. My sons joke he has a King Kong dick. He is bigger than his uncle. Marcus told me if I wanted a free fix, I had to work for it. I knew what that meant. I got down on all fours so his nephew could give me a hardcore ass fucking in front of my boys. They stroked their little dicks knowing they were the reason I was getting ass assaulted. Marcus popped a huge boner that needed addressed so he shoved his cock down my mouth. I saw my boys. I knew they had a secret. After the black cocks left, I asked them why they looked like they swallowed the cannery and they came clean about dumping my stash so they could watch me be a mommy whore.  I guess I can’t be mad. I did get a good fucking.

My New Riding Crop

sissy training phone sex

 

I’m glad you made it to your training appointment, sissy! I got a brand new toy to help get the point across when you don’t feel like doing something the Princess asks for. Last time we spoke, you were a little scared about taking my dildo up your ass. That won’t be happening again. Let’s go ahead and get you changed into a cuter outfit. This hot pink crotchless bottom and matching bra should do just fine. Now for the pretty pink and glittered ball gag with pink leather straps. Good, good. Now on all fours! Perfect, sissy- you’re already behaving much better for me this time. Did you spot the new toy? Nope, it’s not that butt plug over there- it’s this! My amazing powder blue riding crop. I figure if I just span you into submission, you’ll handle my strap on without any struggle. Stay down now, sissy- it won’t hurt that bad. I smack you as hard as I can across your ass and even pull your balls apart so that I can whip you between your testicles. Now- you’re still in position which is great because it’s time to get that butt hole pounded out by your pretty Princess. Let’s discuss what’s next- are you game?

Shemale Phone Sex and the High School Boy

shemale phone sexShemale phone sex chicks are in high demand on the phone. We are the most popular fetish girls out there. Many of my callers are straight guys, most are married or in a relationship. Men who would never hook up with a guy. I am not a guy. I am a chick with a dick. Everything on me is feminine except for my big hard cock. I was grocery shopping after the pool yesterday. My hair was wet. I had on a bikini top and a mini skirt. My nipples got hard in the store from the AC. One of the stock boys was drooling over me. He was a big flirt. I enjoyed him. He could not have been much older than 18 if that. I decided to ask him back to my place. I knew it was risky. He likely had no idea of my special nature and no telling how he would react when he discovered my cock. We were getting down and dirty when my cock said hello. His eyes got as big as the sky when he realized I was not all woman. “Ive heard about shit like this,” he said as he went down to blow me. Never blew a cock before, but he sucked my 10 inch dick like a pro. He wasn’t a virgin but he was an ass virgin. That was until he got a hardcore ass fucking from his first tranny. He was my first high school boy since I was in high school. I robbed the cradle and I loved it.

Mistress Monika Demands Cock Control of her Sissy Whore

cock controlCock control is not just expected but is demanded of Mistress Monika’s little sissy boy which is why you had better show up wearing your cock cage. Otherwise, I am going to spank your ass as bright red as the pair of panties that I bought for you to wear to the NY Fetish Marathon. I can’t wait to get you all dressed up for our night out on the town. I even bedazzled cum whore in black rhinestones on your new panties. I have so much fun putting your hair in pig tails and doing your makeup. I have the perfect shade of lipstick to match your panties. I think blue eye shadow is just right for a little sissy boy. Mistress Monika has the cutest little dress for you to wear tonight. It is super short so that everyone can see your panties. All that is missing for you to be ready to go out is a pair of fishnet stockings and stiletto heels. This is going to be such a fun night of hot ass sex. I have already made arrangements for you to service some of the Masters that will be at the party. I expect you to be the best little cock sucker at the party. I just love it when they compliment me on what a marvelous job I did at turning you into a little cum loving sissy whore. My pussy gets so wet watching the men use my little sissy whore. Especially when one is fucking your tight little ass while the other one has you sucking his big thick cock. At the end of the night if you have performed to my satisfaction. I will let you take off your cock cage and you can play with your pussy while getting your ass fucked by a big black cock.

hot ass sex

Another faggot cocksucker.

cocksucking phone sexAsk any tranny phone sex lover and they will say the same thing. A girl with a cock is always the best fuck. Even the guys who don’t know they want it can’t resist. I went out with this new guy last week. He was handsome and masculine. I love a big strong man who likes to play a bit rough. We went out for some dancing and by the time we left, we were both horny as hell and couldn’t keep our hands off each other. He was kissing me and sucking my nipples as I reached for his fly. I pulled out his cock and went down on it. “Damn, girl. You have skills.” he moaned. I smiled, barely able to hide my own secret. He was pumping his cock down my throat as he slid his hand under my skirt. When his hand slid into my panties. he got my special surprise. I heard him gasp.

His cock got even harder as he stroked my meat stick. “OMG, I wanna taste you.” I smiled. “You mean, you want to suck my fat cock, right?” My masculine lover turned into a cock sucking faggot, talking in a falsetto, begging me to fuck his pussy. And you better believe I did. Are you ready for a date like this? Come on!!!! My cock is rock hard and ready for your hot mouth and willing man-pussy.

A real pain Freak

Pain Slut Phone sex

He like to choke me as he fucked me hard. Long deep strokes.  He would tell me my pussy felt like a warm gushy tight glove.  We could go for hours, and I loved it.  He and I both are some pain freaks.  Kissing and biting turns us both on.  When he would force cock down my throat causing me to gag would get my pussy so wet.  He loved the war wounds I would give him.  As he fucks me I would dig my nails in his skin biting his nipples. When he would eat my pussy he also would pierce me with his teeth.  I would cum so hard with him hurting me like this.  His load was intoxicating as he would explode all over my face and mouth. The pressure and force he applied while pounding my pussy and ass would make me cum so hard I would soak the sheets.