Category: Sissy training

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! 

daddys little hell raiser

incest fanny

Daddy tells me I’m both an angel and a devil. I’m his angel with very devious thoughts. Ever since I could sit on his lap, I’ve gotten a chuckle out of daddy. It started with nervous giggles because my little bum would girate on him and get him all hard and stiffy. Once I learned about incest sex and how near and dear it is to our family, I began exploring it with daddy’s help. Daddy likes when I get all competitive and start to outshine my sisters. I’m the best cock sucker ever, and I even put mommy to shame. I believe I got to first place by dedicating myself to daddy and all his incest needs. I’m the best angel in disguise for daddy and his yummy cock

Sissy Training And Lots Of Mommy Sex

My oldest offspring is so feminine that I decided to fully train him and make him into mommy’s perfect sissy slut. I brought him into my room and my boyfriend was waiting there for both of us. I made my sissy offspring undress and put on the slutty dress and heels I had picked out. I told him his training starts by showing him how to clean up cummy messes from mommie’s cunt.

Sissy training

He got on his knees and licked my cunt while I sucked on my boyfriend’s cock. My offspring was used to licking mommies’ pussy but i had not used his mouth yet on my new boyfriend’s big black cock. I grabbed my sissyboy by the hair and moved him to my boyfriend’s hard rod. He opened his mouth wide and tried to take as much as he could, but he choked and gagged, it was so very amusing. I fingered my cunt as I watched my boyfriend’s big black dick disappear down my sissy offspring’s throat. I was ready and I needed to get fucked I told my boyfriend to pound me and my sissy to lick his ass and like a good mommie’s boy he did as i asked and licked his asshole good. I could feel it was good by the way my boyfriend was fucking me and it made me cum very hard. That was enough for him. He blasted his load inside my cunt so hard I could feel it pumping in me. He pulled his cock out and some of his nut fell right on my sissyboys face. He then was instructed to lick me clean, and he didn’t stop until all the nut was sucked out of me.

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!

Family Fucking secret

family fucking

When I told my boyfriend about my family fucking secret, he couldn’t believe it and thought I was playing around. It took him watching my sister and I fuck to believe how incest-loving we are as a family.

It didn’t bother me to be open and honest. I’m the first to admit we have a sweet secret we shouldn’t keep quiet. With the world-changing, I hope we can be even more open. My boyfriend was intrigued and enjoyed me getting fucked by my brothers too.

My family is so sex-positive that I even got him in on our family orgy. I could see he had never had such an exciting time before. It was clear his cock wouldn’t stop staying up, and I loved watching him participate.

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.

incest sex with my hot brother

incest sex

My brother Jake went thru a hard time having hot sisters. So being able to see him as anything other than our young judgmental brother was hard.

Once he hit that sweet spot where his awkwardness left, he became quite the hottie. Whenever I’d get horny, it always seemed to be around my little brother jake. I knew all my sisters felt the same way. We wanted to get him weak and see who he would choose to devirginize him.

I knew he was strongly attracted to me and would want a ton of incest sex with his blonde bombshell sister.

It didn’t take much to get his young cock all riled up. I wore the shorts daisy dukes and gave him a full view of my hot bum.

Summer time to remember is an understatement. My brother jake was exploring what it meant to be a man. I got so out of control horny that I allowed him to fuck my asshole and pump and dump all of his cum load inside my tight asshole. The explosion of cum was quite intense and made me twitch all over.

Domination Phone Sex for My Brother

domination phone sexI like domination phone sex. I have an inner bad ass bitch. Mostly, however, I am a lover and not a fighter, but I needed to put my oldest brother in his place. He has two weeks off from his company, so he is staying with us so he can be near his daughter. My niece has been living with me for almost 2 years now. She has evolved a lot since coming to live with me and my oldest brother does not like how she has evolved. She is a schoolgirl cock size queen now. She gets on Snap Chat and shows off her schoolgirl cunt and a few especially hung daddies visit her to fuck. The girl has more money than me in the bank. She has that magic pussy guys wants. A jailbait cunt is always in demand. The problem is that for my brother’s average cock, her pussy is no longer tight. She is still a daddy’s girl, but she is no longer exclusively daddy’s girl and that has my brother pissed off. He thought he could fuck me in anger over it because he blames me for making her this way. I have no real sway over the girl. I am not one to teach little girls to be barefoot and pregnant in the kitchen. And my brother has lost the sway he once had over me when we were sister fucking and I was his daughter’s age. I have evolved into a dominant woman. I am not some little submissive baby sister anymore. So, when he tried all this macho shit with me, I pegged his ass. Yep, you read that right. I pegged my brother’s ass. He hated it at first, but he got into it once he realized I was like a horny dog needing to nut. My niece, his daughter, walked in on me putting her daddy in his place and wanted in on the fun. She is full of sass and understands that in this world you can only be an alpha male if you have an alpha cock. My brother has a small, average dick. He is not hurting any pussy or ass with it. My niece has it in her mind that daddy needs sissy training. I must agree. No average or little dick will ever call the shots with us.