Tag: mistress phone sex

Sissy Training Women are a Hot Commodity Nowadays

sissy trainingSissy training women are a hot commodity. My daughter is 18 now and about to start college in the fall. Her generation is more fluid and open about sexuality. She knows trans folks and gender fluid people too. She even knows some sissies. She brought this one femboy home this weekend to meet me. He was about as feminine as they come. Born in the wrong body. He wants to transform into a woman. She knew I could help him. He grew up in foster care but was dumped recently because he turned 18. Suddenly, he was homeless and with no money or job. I knew how to help. Femboys can make great money hooking. It is a great side hustle for a few years. Lance is not a transsexual yet, but with the best sissy trainer lending a hand, I could give him a makeover to make guys believe he was as post op shemale. Not all sexy trannies get big boobs. Many men prefer that small but natural breasted look. I am a talented feminizer. Lance was in good hands. My daughter helped me turn her friend into a pretty T-girl. We waxed off all his body hair, especially his pubes. I put him in a pretty blonde wig and a cute schoolgirl outfit. A little plaid skirt, a white shirt tied at the waist and cable socks perfected the look. With the right shading and contouring, I chiseled his face to look very feminine. To test out his new look, we went to the truck stop. I acted as his mommy pimp, and I whored him out to all sorts of truckers. I did not want any money, however. I just wanted to help with some femboy training so Lance could make money and get a place of his own. Lance made bank as Layla a barely legal T-girl. And she will keep making money and growing her skills under my tutelage too. Maybe I can help you get a side hustle too. Never hurts to have a side hustle.

Femboy training turns punishment!

Femboy trainingThe only thing worse than not having a sissy for Femboy training and to use, is have one that is as useless as you! You claim you want this you even beg, but when push comes to shove you barely know how to give fucking head! You are pathetic, a real waste of space.  I back hand you hard across you dumb slutty face. You disappoint me fem boy and I gave you a chance. I should have known you are a little bitch from the size of that tiny clitty in your pants.

Don’t worry sissy slut your punishment will not take long. I got you all dressed up in a black lacy thong. The alpha is horny and jerking his massive hard cock. What the fuck are you doing sissy why haven’t you serviced him yet? You know this is what you were made for, and you are really pissing me off. Do I have to hold your hand through everything, act like this is your first?

Now gag on that fucking rock hard, veiny, cock! Show me that you are good for something! The alpha is so aggressive, and he is sick of waiting. He face fucks you like the whore that you are. Ramming his cock inside you while you beg him for more. you really are lucky the alpha lets you have his cock. If I were you, I’d me thanking him and begging for more training! I mean you clearly need it, and his balls are really heavy.

Now grab his balls and massage them just right. I want him to cum and I don’t have all fucking night. Now suck that cock good, ack like you actually fucking now how. I’m so fucking sick of you bitch you are a worthless little bitch. I beg my paddle and smack your ass hard. You lurch forward from the pain, and you throat get ram hard. Take his cock I don’t care if you can’t breathe! you guess you should have thought about that before embarrassing me!

My Penal Free Pass

Adult phone chat lines

When my man went to prison, he told me not to wait for him and to fuck anyone I want to, even if it’s one of the pervs who calls my adult phone chat lines.  I don’t think I would’ve been able to wait anyway, but it was good to know that I had my papi’s permission.  He must’ve told his best friend to look out for me while he was locked up, because he wasn’t behind bars for a week before his bro came sniffing around my doorstep for some fuck action, and he was definitely not trying to sex up one of my sissies.

I wasn’t surprised, he’s always had a thing for me.  In fact, he and my man were both trying to get into my pants when I met them, but I went with the bad boy and left him to watch from the sidelines.  But ever since I was given the penal free pass, we’ve been meeting up for some freaky fucking.  It really just makes sense.

Do you think I’m going to make my mistress cunt cum on a little clitty having cutie wannabe?  Those bitch-boys couldn’t please a woman if they were made of milk chocolate vibrators!  All they’re good for is taking gigantic dicks in their tight little femboy asses.  When I do fuck them, it’s to humiliate them or to help turn on the stud who is reaming out their rim.  The amount of physical pleasure I receive out of it is minimal, though it does please a little carnal spot in my brain.

I’m going to keep fucking my man’s friend until he tells me to stop.  It’s always fun and he’s pretty hot.  Who knows, maybe when baby comes home from prison, he’ll want to fuck me and his friend at the same time.  It never hurts to ask, right?

 

Sissy phone tag

sissy phone

My Sissy Veronica was suffering from social anxiety. Sissy V is a shy one who enjoys cartoons and wants to be mommy’s sissy. The only way this sissy doll could release a happy milky out of her peepee hole is if Mommy Alessandra says yes. We both were wearing ponytails and knee-high stockings. Sissy veronica begs mommy for some rubbing action. Mommy grabs her toys and lets Sissy V show her all the practice she’s gone thru. Sissy Veronica deep-throated that big black juicy dildo.

Plenty of giggles and tickles put this sissy girl at ease. After a couple of days without  Mommy, sissy v gets nervous because she needs all the guidance and sissy tasks from the goddess.

I was away for a trip, and we both kept playing sissy phone tag. I kept missing my sissy’s call.

I knew how much stress would put her, so I devised a plan to put my sissy at ease. A  quick task she has to do to become a good girl. Sissy Veronica loves when mommy Alessandra sings her praises.

My Cock Sucking Sissy Michael!

MIstress Phone Sex

Just this morning I had a call with one of my best cock sucking sissies Michael! He is a brother cock sucking little sissy slut who can’t get enough big black cock down his throat. See, my friend Michael grew up sucking his big brother’s cock and letting him cum down his tight wet throat. Not only is he a throat slut for his brothers dick but he also is a pervert for his mommy’s pussy! His mommy walked in on him jacking his cock and my friend Michael being the slut that he is, came hard while mommy watched him. Ever since that moment he has been craving mommy’s cunny and his brother’s cock at the same time. He knows that he is mommy’s dick sucking baby girl and that if he sucks enough hard cock, maybe mommy will let him fuck her slippery wet mommy twat!

Get Fucked Up & Cum

Phone domination Sky

                Sit the fuck down on the bed when I tell you to, Once you walk through that door you become my bitch. I never like to play it safe, the sun covers the room but it’s not hot enough, lay your head back as my pussy comes up to cover your face. Lips spread wide open- go on use your tongue the way I taught you-yes deep just like that. I’ll ride you until you need to fuckin breath-go ahead and count the minutes in your head. Let me treat you and suck your dick maybe we can level out the pleasures as the before price of coke goes up. I need you to get up while I back my ass up onto that cock, move it up whip my ass just right. Slip inside me-fuck me better than the bitches from the other night, I need your cock to fill me up for the next bad bitch I’ll give you to can be satisfied. Take another hit with me and Babe don’t make me get on my knees to bite your cock-fill me deeper, stroke it toward the right, around in a circle, toward the left- find my spot and make me cum. Oh yes that it- just right-I don’t want to hear you fucking back talk unless you want me to gag you. We have both been waiting for our fix, neither one knew it we’d end up cumming all fucked up like this ahahaha!

Sissie’s First Time

online sissy trainingI love having my sissies do whatever the fuck I want. If I say get on your knees and suck this big black dick until he cums you better do exactly that. I told my sissy that he was to go and get some more sexy pieces of lingerie and show me them but he hasn’t yet. What I should’ve done was punish him until he made sure to remember that for next time. But I decided too do something much better this time, I had a room full of big men with big fucking cocks. Unfortunately for you, you haven’t had a nice fat cock inside of you yet because you were so new to training. Well today is your lucky fucking day, you get to have every fucking cock shoved into that tight little ass today. Get on your knees and you better make sure each of these cocks are nice and fucking wet before them shoot their load right into that little ass of yours.

Mistress phone sex whore Remi

mistress phone sex

One of my favorite sissy bitches was supposed to come by today but she couldn’t make it. I still want to watch a little whore get her pussy pounded and mouth fucked though. I’m hoping you can help this kinky, mistress phone sex trainer. I want you to be my little, cum loving slut tonight. I’ll make sure you’re dressed up nice and slutty for the sexy bull-studs I have coming over. No experience needed because Miss Remi will make sure you get all of the training you need. I’ll have you draining every one of those fat, hard cocks into your slutty holes! I can’t wait to sit back and watch them stretch that perfect, little pussy of yours!

 

Sissy Slut Wearing Sissy Panties

I wanted to show off my new young sissy slut to my favorite play partner. I dressed my sissy hoe in high heels and a tight dress with sissy panties. We have been doing a lot of sissy training and I have gotten my sissy slut ready to be impregnated.

Sissy panties

I wanted to see her be a good cum dump and be filled up until she is leaking with semen. She crawled next to me like a good puppy hoe. Right away I shoved her face onto his big cock print. I smothered her face with his crotch, and I could see my playmate’s cock was starting to get stiff. I pulled it out and after all the training my sissy whore has gotten, she knew to put her mouth on it and sucked it good. My pussy got wet from watching her suck a big black dick i pushed her mouth off his cock and slammed my pussy on it. Then I made my sissy slut suck and lick his balls and asshole, while I rode his hard rod. I bounced on that dick until I squirted hard all over my sissy’s face. It was just the beginning of our demonstration of her training.

Today’s Femboy training has a twist!

Mistress phone sexI smack your ass hard with my studded paddle. You are nothing but a dirty little slut. Look at you all dressed up and nowhere to go. Good thing your goddess enjoys a show! Now crawl across the room for me and shake that round ass! You are mine and I’m going to train you right for this massive cock that I’m going to force in your whore hole.

You have been training for a few weeks now. I’ve been fucking you boy pussy and stretching you out. You are a good little sissy pet, and you are eager to learn. Little do you know today’s Femboy training has a few twists and turns!

I bring you the biggest alpha cock you have ever seen. I made you watch me as I suck and a jerked him while on my knees. You will never get to feel this goddess’ mouth warped around your pathetic little clitty, you are beneath me and unworthy! I guess you can watch but you better take notes. I gag as I shove his cock deep down my whore throat! I am his fuck toy, and he can use me, abuse me.

You see how a good whore pleases her man? I got him nice and hard for you now grip it tight in your hand. Jerk and suck him just like I did. You’re a good little slut now prove you want him. Shove your ass high in the air. I wipe you again with the wooden paddle. I love how cherry red and swollen it is. It’s like a target for me to dive deep in. that’s my little slutty boy pussy. Now open up wide. After this the alpha is cumming inside.