Tag: sissy phone sex

Sissy Training Sessions with a Sexy Sissy Mom

sissy training

Are you looking for sissy training sessions? I put on a pair of fluffer panties because these are the perfect sissy panties. My daughter moonlights as an escort. She is pregnant now, so she is only taking a limited number of clients on and almost all of them are sissies, expect for a couple big spenders who just love a young, preggo woman. I help her out with the sissy boys. It is amazing to me how many sissies there are in the world these days. A lot of sissies tend to be big spenders. It is not a lifestyle of the poor I have discovered. I am helping with this one sissy because as it turns out he wants more of a sissy mom than a young sissy trainer. I love sissy phone sex calls when I get them, so why not have some real-time sissies? This guy is some big real estate developer with a hidden life. He pays well and he tips. And I have a hell of a good time with him. He pops by my place for an hour or so before he must go to work. He has a sissy closet I let him keep at my place. This morning my sissy boy met my boyfriend’s teenage son. The boy was confused at first. He saw me pegging what he thought was some schoolgirl at first because my client was dressed in a frilly dress like he was Little Bo Peep. My sissy boy popped a little clitty seeing a handsome young man. He had no clue just how young my boyfriend’s son really is either. But I did and I knew it was super taboo. I decided to let my teenage soon to be stepson fuck my sissy’s pansy ass. It was a first for them both. And they both loved it. My stepson said his ass was way tighter than my pussy. I was not insulted. I could have told him that. My sissy boy said the real thing filled him with cum which he always wanted. It made for a kinky phone sex story for sure. I think it will be a regular thing now, because both seemed to enjoy it, but honestly, I think I enjoyed it the most.

Sissy Cinderella

sissy phone sex

When I waive my magic wand you are gonna go from being a beer belly dweeb to a sissy phone sex Cinderella!

Your manager contacted me and said she was tired of seeing an eyesore walking around the office. She begged your Sissy God Mother to make you more appealing I’m going to make your life prettier. You’re already a cock sucking slut  so this shouldn’t be too much of a transformation for you. However, this won’t tickle and you’re gonna feel every last bit of the process! The first thing that’s going to go bye-bye is that tiny shrimp dick! You start to panic as the tugging on your tiny nut berries gets intense and the burning along your short shaft becomes unbearable. When you look ino your panties you see your cock inverting itself you damn near faint! The folding and tucking of your flesh has you doubled over in pain but the tight little pussy you’re getting is totally worth it! Pain is beauty and I know this is what you’ve always wanted. While your pussy is being made your areolas start tingling. That’s right, bitch. Your tits are coming in soon and your boss requested big melons!  When I take your virginity  I need a nice big voluptuous rack bouncing up and down. When you ou see your tits starting to engorge and your areola darken it settles in that you’ll remain a slut forever. You beg me to stop but the r transformation is almost complete. The last thing I need is for a fistful of hair to pull on while I bareback you on your knees. Your hair starts to grow magically fast and you look super fuckalicious!  You’ll never see that little measly dick again! Having a pussy is not a far cry from what you used to have anyway.

Neighbor Slut Asked Me To Help Sissy Train Her Perv Brother

Sissy training

Turns out my next-door neighbor has been having a problem with her dirty panties going missing from her hamper. She’s losing them left and right so we set up a little camera to find out what going on. Turns out her brother is sneaking in her room and stealing them. He puts them on and rubs his cock in them. She was super annoying watching him purposely rooting through and only go for her super sexy pairs too! So we came up with a plan if he wants to wear panties so bad then he should be sissy trained! So I took my little slutty teen neighbor to the mall and decided to buy her brother something extra special for his debut night with us. 

The plan was so easy and he fell into the sissy trap so quickly. Just batted my lashes when I went into his room telling him if he dressed up in the sexy lingerie I brought then I would let him fuck my pussy. A privilege only saved for some of the naughtiest brothers and daddies! He practically tripped all over himself getting the bralette and panties on. Then just as soon as he finished putting on the lace stocking his sister jumped out from behind the door and quickly took a bunch of photos. Ha! Then we told him we were going to fuck him right up his faggot ass, and if he didn’t let us turn him into our own personal sissy bitch we would make sure everyone saw what a sissy fairy he was! 

Paul is a PERVERT

Mature sexy women

I heard a story about a nasty pervert named Paul. He’s like a lot of p-parents and gets off on messing with youngins but his dumb ass actually got caught! My homegirl is the one who got him locked up! She’s a cock teasing slut and used to make him get boners by flaunting around her hot bod and two barely dressed wee ones.  One day got Paul so worked up that when she left him unattended she came back to him crouched down over her youngest runt in the living room. She screamed so loud that the neighbors heard her cursing out the creep playing with his sweaty balls in front of her offspring. “You’re going to get fucked raw and hard in the slammer you fucking perv!” she threatened as Paul stood there with his tiny cock still hard and . It was so tiny that even if he rammed it in her daughter’s virgin little bald cunt I’m sure the thumb-sucking brat wouldn’t even feel it. AHAHA! Nonetheless,  In the slammer baby assaulters are forced to be sissy girls. They even have to wear little skirts and pigtails for their BBC daddies. The nigger studs make their white boys sit on their lap and wiggle their bare asses. A buck’s big black rod will always fill with blood feeling those assess on their laps. Just like you, Paul had the smallest little piglet in his pants so it felt like a woman was on their lap! Being the slut to multiple BBC niggers was probably Paul’s dream.


I’m not even halfway through the story and I bet you’re jerking off and pinching your nipples like a little dick pervert. Aren’t you? Well, I’m not gonna tell you the rest of the story for free! If you want to hear the best part you need to call me! Don’t keep me waiting because the story was just getting good.

Paul was gangbanged by the general population once they found out how much of a little dick pervert he is. Wait until I tell you how he was begging for mercy! Haha! It’s hilarious!

Mommy’s Girl

mommy sex Mommy’s going to get you all dolled up today so we can play. Go into the bathroom and put on that pretty little matching pink panties and bra for mommy. Good job, now get on your knees for mommy and suck mommy’s big veiny black cock. Wrap your pretty little lips around mommy’s strap on and suck on it like a lollipop. I love grabbing your little head and making you take every single inch inside your mouth. I love watching your spit just start leaking out of your mouth while you suck on every single inch of my big black fucking cock. Now get up and let mommy see that sweet little perky ass, spread those little cheeks for mommy so I can see your pretty little shit hole. I stick 2 fingers in your asshole, making you feel so fucking good and start pumping them in and out of your little shit hole. I love the feeling of your tight little asshole stretching out around my fingers slipping them in and out. Then I pull them out and take my big fucking cock and start pumping it in and out of your little fucking asshole. I let you rub your little clit while I fuck you as hard as I fucking can until you cum all in those pretty pink panties.

Mature Sexy Women

mature sexy womenMature sexy women love attention. I have only become more sexually confident over the years. But that does not mean that I do not still love attention. When I knew my nephew was coming by with a friend of his from high school, I put on a sexy garter belt that framed my ass perfectly. I knew this friend of his had a crush on me, but I had never fucked him. I only met the boy a couple times, and we were never intimate because we were never alone. The couple times I met him, my sister was around too, and she is a kill joy. Yesterday, my nephew brought him to his fucking aunt Victoria’s house because the boy was jonesing for a fix from this sexy MILF. I love dressing up in sexy lingerie. Young boys, however, do not care if I dress sexy or not. I could be in a potato sack, and they would get an erection. Now, this friend of my nephew’s had a strong reaction seeing me in my garter and stockings, but it was not the reaction I was expecting. The boy was a panty boy at the least. Perhaps, he was even a sissy boy. A little disappointing because I thought the boy was coming over to fuck me. He was coming over to raid my closet and get some sissy training. A heads up would have been nice, but my guess was that my nephew had no clue his friend wanted to borrow some sexy undergarments and learn how to suck cock. Now, my nephew is as straight as they come, but he is of a different generation. Gender is fluid with the younger crowd nowadays. After I dressed his friend up, he wanted to test the merchandise. I think that was what his friend wanted all along. My nephew fucked his transformed friend in her virgin sissy hole, and I watched proudly. I do good work transforming boys into sissies. My nephew fucked me too, so the day was not a complete wash.

Sissy Phone Sex Training Johnny

Johnny is mommy’s good boy and he loves to go pumpy pump. But the other day Johnny came to mommy with her panties on but pulled down partially and he had a q-tip in his pee-pee hole and a jar of petroleum jelly. Johnny wanted to see my younger boys pee-pee and play connect the pee holes. So like a good pervert mommy I put some vaseline on the end of the q-tip not in Johnny’s pee hole and put it in little sammy’s pee pee hole. They giggled and soon the two pee pee holes were kissing.

While those two were being naughty little sissy came in, their sister, and she giggled at them and whispered in my ear that she wants to play. I went and got the little strap-on for sissy and one for me. We put them on and pumped both Johnny and Sammy in the bum bums. They squrited cummies and became disconnected.

Sissy phone sex

Bad Girl for BBC

teen phone sex I have been a naughty teen phone sex girl who needs spanking. Are you the naughty daddy to do the task at hand?! See, i look like the perfect doll baby, but looks are deceiving. I’m nothing but a babygirl cum slut who can’t keep her pussy in her panties for long!
Hence the reason for this kinky teen tale. I snuck out wearing black fishnets and tiny little thong panties. I was going down into town to scout for some big dick. Not that most of my family members aren’t well endowed, it’s just that I need that big fat black cock that’s forbidden to me. And I really have a bad habit of never using a condom and we all know I don’t believe in birth control! Every time I sneak down into town to find a large and in charge black mother fucking cock I risk of getting a pregnant pussy!
And tonight didn’t take me very long to see a fine ass brother standing on a street corner. He looked at me and asked me if I had any plans for the next 45 minutes. He said he was sure that I would like to smoke a little and get a little nasty. And that is very true. I love my weed and then occasionally I might do a little more partying ;-). But I wasn’t prepared for him to have two friends waiting on us as we pulled up to the pay by the hour motel. When I tell you I was nothing but a pass around piece of foot fetish I’m not exaggerating. My little teen pussy and ass are used up by those BBC to the point where I was crying. If I wanted to stop they wouldn’t. It felt so good to be used like a nice young whore. I was walking bow-legged back into the house but I’m full of BBC cum. And I’m wondering if my next brat will be a mixed one! Cum, play with a young voice phone sex slut that loves BBC and family fun!

Pain whore mommy

pain slut phone sexMommy is a pain slut as you will soon see in this pain slut phone sex tale! Gagged and tied up for my step son isn’t where I needed to be today!I had to pick my princess up from soccer practice and go to the dry cleaners, instead my princess is stranded and I’m cleaning my son’s cock and ass hole! It started off innocently if you want to call it that. My step son out dickes his Father and we have a fairly decent sexual realionship. My step son for fucking me tliek the mommy whore I am. And my husband cross dressing and fluffing my bull cocks! There’s the sexy occasion that my little one gets her cunny and ass pulled into the mix.
Today I’m bound and gagging on family dick and no one knows where I am. I can hear my phone going off like crazy and then as my son is fully ramming my ass and pulling my hair he gets a call from his father! His first call was to his son looking for me! He fucking knows! All I hear is that Mommy is not available and that he decided to get a little kinky today. “I’m sure you understand dad..”
Yeah no problem I’ll run to get her, meet me here in thirty minutes.” My step son gets off the phone and tells me he will be back with his little sister and dad, and he is excited to show off what a pain whore mommy is to them both! I stayed tied up, with welts and my holes draining of cum, to be displayed when my family gets home!

I know you sexy kinky men more of this incest phone sex story!

Sexy mommy deflowerer

sexy mommyThis sexy mommy has big fat news for my perverted men! It’s time and perfect for deflowering my girl on my brother’s cock!
My sweet princess is just about ready to be moving in from her sissy daddies dick to the big dogs, AKA my big brother’s big dick. She already can help me give him a nice blowy and slurp his balls while I deepthroat! Can you believe we are actually doing this! We broke the news to daddy tonight that his dick just isn’t cutting it anymore. You should have seen his face! He offered to be a clean up boy though! He was crying and begging for just one more brat fuck. But his time is up! My husband knows my brother’s dick is the Alpha cock in this family and that he gets what he wants including his own sister’s pussy! I’m so excited that my little is taking this next step in incest sex with me! I want to tell you all the dirty details and roleplay if you are my brother or my Beta sissy husband!