Tag: Anal Phone Sex

Phone Sex Fetish with Sheila: Fuck My Ass

My stepsons and I travel quite a bit on my hubby’s dime. We are very fond of weekend getaways. We went to Nashville for a few days this week to check out the music scene. I danced on the bar at Coyote Ugly’s, got sung to by a hot young cowboy and had a wild time flaunting my hot ass all over town. In fact, my step sons encouraged me to show my ass to random strangers and let them grope me and do whatever they wanted to my hot ass. You see I have a nice round plump ass that drives a lot of men crazy.  Anytime we were out, I wore a really short skirt with no panties. I would bend over in front of men and see their reaction. Nine times out of ten a hard cock was the reaction.

The hottest reaction was from this old country guy in a store we went in to get a cowboy hat and boots for me. I saw him looking at my body and I approached him. Asked him if he wanted to see the finest ass in Nashville. Of course he did. He started groping it. The guy was like in his 70s but I felt obligated to give the old geezer a good time. I could see the outline of his cock in his pants and it was surprisingly big. And, obviously it worked! He slid a finger in my ass and started finger fucking my asshole as I stroked his big country cock. I told him I could handle a lot more than one finger. His eyes got big and he didn’t waste any time bending me over a shelf and sticking his big cock in my ass. He gave me a few good thrusts in the ass then he exploded.  It was quick, but hot. I let an old dude with a big country cock fuck my ass in a boot store lol.

This is the newest thing my step sons and I have when we travel. We are gonna see how many random men we can get to fuck my hot ass. Bet you’d love to fuck my ass.

Ugh, I don’t want to fail!

Mr. Thompson, my math teacher decided to threaten to fail me for the year unless I did whatever he asked of me. I couldn’t say no, not when I’m soooo close to graduating. It hasn’t been so bad, I think I might even like it.
The first thing he had me do, was suck his dick under his desk after school hours. After he came into my mouth, I was directed to swallow and leave the room without making eye contact. Then, the next day in school he asked me stay after class. After all the other students left the room he gave me a pretty pink butt plug. He told me that I have to wear it all day tomorrow during school! I’m really nervous because I’ve never used one before and it would be embarrassing if anyone found it, but I don’t want to say no to him.

Tranny Phone Sex with Avery and Carla: The Tranny Train

It is so nice to have a special bestie like Avery. Not only can we share men together, but we can also fuck each other. Yesterday, we picked up a couple at the sports bar we are always trolling for cock at during football season. Now, we thought a traditional couple and they thought Avery and I were just two regular hot chicks.  When we got back to my place and started fooling around, we were all pleasantly surprised. The girlfriend of our stud was a special gal just like Avery and I. How hot was that? Four cocks. Yummy. In my world, 4 cocks equals a tranny train!

We didn’t waste any time. Avery, the cock sucking queen she is, got down on her knees and sucked our guests off at the same time. She double stuffed her greedy  little mouth, while I took her pretty cock down my throat. She even slide a finger up each of their asses making them cum so hard. I wouldn’t let her swallow the load though. I’m a greedy cum guzzler too. I made Avery snowball that jizz with me. Once Avery came in my mouth, I was so hard I had to fuck.

I started with Avery, my beautiful best friend. I had her sit on my dick reverse cow girl so I could grab on to her lovely tits. She is so gorgeous. As I am pumping my big cock in her ass, I look over and our guests are following suit. The dude’s special girl is pumping his ass, exactly how I am fucking Avery.  Really hot to watch a shemale fucking as you are fucking. Something so hot about cocks up asses and balls bouncing on balls. And shemales always groom so well too. Nice to have a smooth pair of balls to suck on. At one point we had a tranny train going on. I was in Avery’s ass, Avery was in our shemale guest ass and she was in her boyfriend’s ass.

Avery and I made sure our guests each had a load of cum from both of us. No one’s ass went home empty. But Avery got the must cum. I gave her 4 of my loads alone. She is such a hot bitch. Tightest tiniest ass around. Sometimes when it’s just girls night, I find myself hard for her. I love fucking Avery solo, but there is something extra hot about fucking her tight ass while watching her get a load of jizz in the face or shooting a load up an ass.

Would you like to get on board of our tranny train? Like we always say, two dicks are better than one!

Black Cock Phone Sex with Sheila: Wonder Whore

You heard of Wonder Woman? Well, I am the Wonder Whore. Only a special kind of Wonder Whore. I am sex crazed super hero who can handle monster black cocks. I was not always able to tame those beasts, but the first taste of big black cock I ever had turned me into Shelia, The Big Black Cock Wonder Whore. Ever since that day, I have been on a mission to get big black dick. Superhero sized dick too.

Today I was on a crusade for the biggest blackest cock I could find. I have X-ray vision and I can see through trousers so I know how many inches a dude is packing. Today, I was even more super sex crazed  than before. While I at the grocery store, I spotted Leroy. My special vision sized him up at  15 inches of pure dark meat.  Now that is just the right size for my super  sized cunt and ass. I did not even have to put a spell on Leroy. Turns out he was spellbound by my ass all on his on volition.

His cock was so huge I thought I might need a lasso to tame it. But, I tamed it with my mouth. Being a sex crazed BBC Wonder Whore means I can swallow monster cock and handle a gallon of jizz. Leroy was amazed. He said, “I have never met a chick who could handle all my meat before.” I informed him I was no normal chick, but a sex crazed superhero called Sheila the Black Cock Wonder Whore and there was no BBC I couldn’t handle. He said, “Even up my your  ass?” I then bent over, spread my ass cheeks and instructed him to test my ass out. Leroy rammed his anaconda straight up my ass like he was trying to slay it. But I took every yummy inch up my ass; balls deep for hours of hardcore anal fucking. I told him to fuck me as hard as could. I am Wonder Whore;  he cannot hurt my ass, or my cunt or even my mouth. He seemed so grateful to have found me because he had never met a woman before who could take every inch of him and not grimace in pain. I took every inch of his dark meat in every whole I got. Never felt so good.

That’s because I’m Wonder Whore. I can fuck monster black cocks faster than a speeding bullet! I am more powerful than a locomotive so I can fuck all night long. And I can deep throat big black cock in a single bound! There is no such thing as too big for me. Because I am a sex crazed monster black cock loving Wonder Whore.

Spanking Phone Sex with Mommy Blair: Corporal Punishment 101

I talk about my son all the time, because he owns me and we have a unique relationship; however, I have a step daughter from my second marriage who just turned 18. She has been away at boarding school, so I rarely see her. She was a problem brat you could say. Her daddy sent her away to teach her some discipline. Now that she is back living with us, I have had to learn to be rather dominate with her. She is very unruly and needy. Her father and I decided to instill on her some old school corporal punishment. We both were spanked as wee ones and came out just fine. Hell, I went to Catholic school. Those nuns beat the crap out of me regularly.

My favorite form of corporal punishment is a combination of an enema followed by hard core spanking. My daddy used this method on me. Spanking so hard, it leaves marks too. Ashley refuses to get a job. She is an adult now, and her father and I simply refuse to support her lazy ass. When we had the get a job or get out conversation this week, she threw a temper tantrum worthy of rug rat. Her father grabbed her hard, threw her over his knees and spanked her until her bottom was raw. I then took some sick pleasure in putting a water bottle up her ass and forcing her to hold it in or shit herself. I explained to her that as adults, as her parental figure, she owed me respect and I was not going to tolerate her insolence or laziness. She could keep being a nasty little cunt and keep getting spanked and enemas, or she could work with us.

She called me every name in the book, so I went and got my paddle, threw her over my knees and whacked her ass so hard over and over again, I left splinters in her ass. Turns out she was enjoying the corporal treatment. Her pussy was wet on my thighs. But, I just kept whacking her ass like a disobedient Catholic school girl.  I used my hands, the paddle and even cut a switch like my grandparents use to do. Her dad even shoved his dick in her mouth  to stop her whining. But she liked that too. She sucked on his cock like a greedy whore.  I wanted that bitch in pain. That is what corporal punishment is about. So I got out a huge dildo and shoved it in her fucking holes. Now that seemed to bother her. Finally, some pain was inflicted. Insolent whore. And I shoved a Fleet enema up her ass while she sucked her daddy’s dick and she had to hold it in until her daddy came in her mouth.

It felt good to be a domme mommy to my whore of a step daughter. But, when my son stopped by and saw what was going on, he put me in my place. I got corporal punishment from  my boy and a stern warning that I better not be exploring my dominate side unless I am HIS accomplice.

 

Shemale Phone Sex with Carla and Avery: Three DIcks are Better Than One

Nothing hotter than waking up with BFF Avery and an overnight guest from partying last night. The nice thing about not being all girl is that I still wake up with morning wood.  In fact all three of us did. So what do 2 hot chicks with dicks and a horny guest have for breakfast? You guessed it, cock. Avery is  just as horny as I am all the time. Her and I play together often, but  we do like threesomes with unsuspecting straight men. Last night we picked up this clueless well hung stud in the Strip District and brought him back to my loft. He was shocked when he saw our presents; in fact, he tried to leave until Avery put her mouth on his cock, and well he was all ours then.

Avery, as well as myself, are excellent cock suckers.  Once a man feels how  good we can polish a knob, they rarely care we have dicks.  This guy went from wanting to leave, to begging to spend the night after having two hot shemales suck his cock. He woke up ready to play again too. Avery put her cock in his mouth as I sucked him off. Then, her beautiful mouth went on my cock as I sucked him, and eventually Avery fucked us both and I fucked them right back. That is how you spend a weekend morning. In bed naked getting your rocks off and being covered in cum. You may think you would never be with a special girl, but they all say that. Chicks with dicks are the best of both worlds. We have tits and cock and we know how to suck cock better than any traditional girl. Plus, we can fuck your tight little ass all day and all night.

Are you bi curious, maybe a sissy boy or even full on homo? Then you need  Avery and myself. We love all kinds of guys, but our favorites are you straight guys we get to convert! Once you go tranny, pussy is lame.

Gang Bang Phone Sex with Sheila: Back to School Train

I am not fond of back to school season personally. For me, it means my step sons are back on campus and not as easily accessible to me. I like to have cock right there when I wake up. Well, this semester, I decided I was gonna have a back to school celebration to pretty much guarantee me all the cock I want and need was accessible to me. I decided to surprise my boys at their Frat House and let their brothers know what mature pussy and ass is all about.

I put on a school girl outfit in recognition of the season. My big ass hung out of that skirt too. And I think my ass ate my thong. I strolled right into their frat house, announced who I was and said, “Who wants a back to school gang bang?” My sons came up and shared with the house I was the best fuck around and I was an anything goes kinda gal. After that college boys were lining up to fuck me.  It was a Cougar Gone Wild show. I got down on all fours and told them to hop on the MILF train. About 40 frat boys, including my two step sons got on board.

It was the middle of the afternoon and I was celebrating the new school season with hard, throbbing college cock in all my holes. Some guys just fucked my cunt; some just fucked my ass; some fucked both holes. At times I had two cocks in my cunt, with one in my mouth, and one in my ass. At times two in my ass, with two in my mouth and two in my cunt. I had all sorts of cock combinations in me and I was in MILF heaven. Forty boys in their sexual prime; you know, young, hung and full of cum. I came so many times I lost count. I’m not sure I have even been such a jizz bucket before.

Cum was pouring out of my holes. Flood gates of cum it felt like. After every boy took at least two turns on me, a few were ready to come a third or fourth time, so I let them shoot loads on my face and tits. I’m a total cum slut. I never had a train like this before. But, you better believe I want more. My pussy and ass never hurt so good. I have never had so much cum in all my life. But that was one hell of a back to school gang bang extravaganza. Those frat boys made me an honorary house mom. I have unlimited cock privileges too. Membership sure does have its benefits.  Now, I have 40 well hung studs with dicks that need no down time who will come fuck me whenever I need. So with that many studs in my phone, I should be able to get a booty call easily now that my boys are out of the house again. Maybe back to school season ain’t so bad after all.

Anal Phone Sex with Mommy Blair: My Son’s Favorite Hole

Lately, my son has not had time for me. He has had time to pimp me out, however, to his friends and colleagues; even complete strangers. I miss HIS cock though. I love helping him make money, but sometimes I want him all to myself and I don’t want him to share me. I called him up and begged to see him.  As it turns out he was missing me; more specifically my ass. He instructed me to prepare myself for him. I knew what this meant. I took a bubble bath; shaved my pussy and ass crack; and practiced fucking my holes with a huge pink rubber double sided dildo. When he arrives, he likes to just stick his cock in my ass and not worry if it’s clean and loosened up for him. My ass was in perfect condition for him. It looked sun kissed it was so clean and shiny for him.

I was waiting for him on the couch when he arrived. Legs spread, ass half off the couch. He walked over to me, kissed me, and then pulled out his cock. I immediately started to worship my boy’s throbbing cock. He was as happy to see me as I was to see him. After he was rock hard , he sat on the couch, and I hopped on his cock reverse cow girl. My ass loves my son’s cock. Every part of me loves his cock and him. But my son’s cock has always held a special spot in my ass. He pounded my ass for an hour before leaving a huge load of come inside me. He then made me get down on all fours and push his cum out. He enjoys seeing his seed run out of his mommy’s butt hole. He was getting hard again. I started to get up but he ordered me to stay put and I did. The next thing I felt was his fist up my ass. Like I said, my son loves my ass, especially hurting it. He wanted my ass gaping open so he fucked with his fist while jacking his dick all over my ass. All the ass fucking we do he says is to prep me for the anal gang bangs that bring him so much money.

It is amazing how many women don’t give up the ass.  Well, men let me share a secret with you. Sometimes you just have to take the ass and she will learn to love it. Just like me.

 

Tranny Phone Sex with Carla: How to Fuck a Door Knob

I get horny all the time. Now, usually I can go out and pick up a guy or girl with no problem. But today, I was shut in from a major storm. There is only so much TV watching and pork rind eating a chick can do to pass the time. I had to get fucked. It was very clear from the monsoon and tornado warning, I was not going out to get fucked, and I doubt I could get someone to come fuck me. It was time to get creative. I have these French doors throughout my loft with these door knobs I have eying for awhile now. I like to put things in my ass to get off. I prefer a cock, yes or even a dildo, but sometimes I get experimental and/or desperate. Today I was both. I decided I was going to get that door knob in my ass. All I had to do was put some lube on it, and back my ass up. Simple, right? No so much. I was out of any lube. Not sure how that happened; I usually carry enough lube to supply all the tight ends on a football team.

I didn’t even have any Vaseline. But, I did have some Chapstick in my purse. I took it out and I rubbed it all over the door knob and the put some on my ass. My finger slid up my ass easily with my Chapstick lube, so I decided I was ready for my date with that ornate door knob. I bent over, spread my ass cheeks and backed right on to it like it was a throbbing cock. My makeshift lube and my horniness too k over and I got that door knob in my ass. I just started rocking back and forth on it and in seconds my cock was hard. Within minutes I was spraying a load all over my  chest and face.  When I get horny, I got to take care of it, or I can’t think straight. I do masturbate daily, several times a day, but I also try to get cock once a day too. Just sometimes like today, it isn’t meant to be. But that door knob certainly turned out to be a decent fuck.

By the time I was done cleaning my jizz off myself, the sun was coming out and the monsoon had subsided somewhat. I thought, why not go try to get laid. I put on a sexy little number, and headed out. But, my front steps were covered in earthworms from the storm and those things freak me the fuck out. No way was I stepping on them in my expensive leather boots. I marched right back inside, lubed that door knob  up with the remaining Chapstick and fucked my ass some more. I had a few hard cums. Coming always give me the munchies too. Good thing I had some pork rinds left.

My Filthy Whore

Escorting has become my lifestyle. From playing the part of a good submissive slut to showing you how to really bend over and take my thick cock in your fuck hole. I have found nothing that does not interest me or stop me from fucking all night long. You can call me names and slap me in my face, punch me till I bleed but baby best believe, I am gonna show you the night of your life. You won’t be walking for a week once I get a hold of that tight little ass of yours. So, let me ask you this, are you ready for me to play with your fuck hole baby, are you ready to become my filthy whore?