Category: Sissy Training Phone Sex

He is going to start a Tranny porn pictures catalog

PhonesexMy roommates Elastrator finally came in the mail.. I had no idea he had even purchased one, I came home to him howling in agony! I was a bit confused, uncertain what the matter was. He was wicked shy and not willing to tell me… Watching him waddle around for breakfast the following morning was a dead giveaway that something was wrong down there. While he was showering I snuck in the bathroom to take a peek.. I could hear him oohing and owing as he rubbed his cock with a luffa..

To my surprise once the suds were removed he had the smallest cock I had ever seen. Then I noticed a big black ball, I was totally spooked! Come to find out he had a ring at the base and was prepping for a home based ball removal. I giggled, and he heard me… He immediately placed his hands over his peewee.. and asked that I leave.. I hid in his closet to find that there were panties I had been missing hanging everywhere. He had been airdrying to avoid getting caught! As soon as he walked in the room and put the latch on I came out of the closet wearing my favorite panties that I missed so very dearly..

I punished him for being a thief. It was clear he no longer had any interest in being a male he wanted to make it impossible for him to ever experience cumming ever again! He told me what was supposed to just be a joke on a Phonesex line with a MILF turned into the ring from the release of the elastrator being stuck around his cock.. There was no way he could have removed it on his own and was ashamed to go to the emergency room! hehe asked if I would be willing to help him. Of course after seeing he had been digging though my hamper there was no way in hell I would be willing to remove that thing! He deserved it.. His balls were black within the next 24 hours they would be completely dead and within 3 weeks they would fall off..

He was already a step closer to victory. Finally embracing the who he wants to be! The only thing I was going to help him with was shop for his own panties.. I had him put on a pair of my leggings and even made it appear as if he had a camel toe. From how much his balls were sweating it looked like he had a Wet bald pussy down there. I walked him into Victoria’s secrets and wound up picking him up a hot swimsuit for him to wear next month.. When we got home he stood in front of the mirror and held it up in front of him.. I could see in his eyes he was pleased, he couldn’t wait and he was so happy that someone was willing to accept the woman he’s been hiding in the closet since grade school.. Come to find out my panties weren’t the first he had stolen from his mom and sisters as well as the neighbors clothesline. This is only the beginning of his new life, we will be sending his Tranny porn pictures to all sorts of porn and modeling sites.

Humiliation Phone Sex w. the worlds most disappointing penis

Humiliation Phone SexI humiliated my boyfriends small penis while he fucked me.. I had him finger my pussy as I deep throated the strap-on extender he was going to attach to his microscopic peenie! The agony of his little dick slamming in and out of pussy and not being able to feel a thing has totally gotten out of hand. I am tired of jeopardizing my fertile pussy for his measly loads. Every time we fuck he seems to get off while I have to turn on Mutual masturbation porn and watch a big dick stroke itself while I dream of it being inside of me. It’s either I watch porn or we scissor like dike bitches so I can get off!

I attached the dick extender to his little winky and had him fuck me for hours without cumming whatsoever.. It was time he learn how it feels to get fucked yet not get off!  An 8 inch extension attached to his 3 incher was the perfect size.. The only problem was his teenie weenie kept slipping out of the rubber. How the fuck was even a dick extender made for little penises like his to big for his cock?! I could careless how many times he was going to have to stop and strap back up.. for once he was going to fuck me long and hard.

My Wet bald pussy squirted multiple times while giggling about him trying to feel the walls of my pussy after having this thick silicone cock stretch me out. I teased him with my DD tits by wrapping my knockers around his extended cock.. Bouncing my perky melons up and down as I giggled that his cock would literally vanish if I had even tried this with him. I slid the rubber cock into the back of my throat and gagged while looking him in his eyes and hysterically laughing about him wishing he could choke me with his dick.. When I finally got through enjoying myself I had him watch JOI porn, his eyes widened as a man oiled his big black cock, teasing and taunting about his size. Instructing my loser boyfriend on how a real man masturbates! I pinched the head of his peen with my thumb and pointer and jacked him off for less than a minute… The sorry loser, with the world’s most disappointing cock blew his load. All my Humiliation Phone sex sessions with losers like you, yea you.. Give me more and more cruel ideas! You men are so pathetic… 

My Hot squirting pussy has used panties for sale

Hot squirting pussy Used panties for sale!!! I wrapped the mesh lace around my 12 inch dildo like a condom and fucked my Hot squirting pussy with them.. I love getting them nice and creamy then wrapping them in saran wrap, That keeps them fresh and moist during delivery!

I want your body to melt when you unwrap my thong of your choice and the sweet aroma of my cunt fills the room. It’s even better when you can see the wet spots all over the crotch of my panties.. Especially when you flood my inbox with pictures of you dragging your tongue up the g string and sucking up all of the white resin..

It makes me so wet knowing how much you love the taste and scent of my pussy! I bet you would love for me to send you pictures of me wearing the panties you want expedited after our Mutual Masturbation Phone Sex session..

Lets start off with sending you a picture of my overfilled panty draw, so you can be the one to decide which pair you want to see me in.. Then I can send you pictures of me giving myself a coochie wedgie.. My perfect plump lips overlapping the seams of my pantie’s, followed by another of me pumping my fuck hole; sent straight to you!

Mutual Masturbation Phone Sex

The noises my sloppy wet cunt makes as we whisper the hottest, dirtiest things back and forth into one another’s ears makes me squirt! It gets me so hot when you lube your cock up and I can hear you Jack off for me.. We have Sexy college girl porn playing in the background to stimulate our minds even more..

It’s not the hot babes on the television that’s got us head over heels though, it’s the sensational sex we are having and the know, that you will be receiving my used panties within 3 business days after this call.. Most importantly they will still be wet, creamy and scented just the way you like them. Order up!

Teen Phone Sex With Cody Is So Fucking Hot!

Teen Phone Sex

Are you looking for a barely legal, hot teen slut? Then you have come to the right place, my name is Cody and I am the hottest piece of ass around. I like it rough and I like it long. My hot barely legal self is all that a man needs in his life. Anything more would be too much for him to handle.

Come and play with my hot, slutty, teen pussy!  I love it when you pull my hair and bite my neck like the dominant guy you are. I promise to be your naughty little whore tonight, forever, and always! A real man needs a woman like me to help him fufill his wildest fantasies and desires.

So don’t be afraid to come and say hi to this slutty barely legal teen whore. I am all about making it a pleasurable experience and making you long for more. I will slurp and suck on your cock until you are busting a nut all over my naked body. That hot, sticky, delicious cum dripping down my beautiful face to my tits all the way down to my pussy.

Yes, I will scoop up your cum and put it all  inside of my tight teen pussy. There your seed will find my slutty teen womb and implant inside me. Mmm I can feel the life growing inside of me now, kicking and squirming to get out and live. I long to be a pregnant teen whore, wont you fulfill my wishes?

Blackbooting Equals Hot ass sex

Hot ass sex Blackbooting is Hot ass sex! Using my shoe heel to fuck your ass is the highlight of our sessions. Going to tell you a story about my house boy. He is only around to clean and fulfill my sexual pleasures. This submissive plating does whatever this dominatrix requires of him. I get very tortuous. Recently my house boy and I went to our latest munch. Just a little BDSM party where I can meet other dominatrixes and submissives. Mingling and socializing is good for pets and their owners! It’s always wonderful. I think the party is to see the different way the submissives are treated in public. When we arrived my house boy was in a full latex and a cock cage. He was happy that he would not be tempted to touch his genitals. I made my way to the big room introducing myself with a tight choke leash on this pathetic excuse for a man.

How he whimpered behind his ball gag as he observed some gimp pumping away a subslut. Her feet are getting beat by a heavy yardstick yeah she was forced to keep her rhythm. Bastinado is the BDSM intern for impact play on the soles of the feet. A question I was very happy that my house boy answered correctly! I spotted the horse in the middle of the room and I knew that it was my house but it would be great to put it on display. I know what you are thinking but this is just the name given a piece of bondage furniture! A wooden plank with two legs on each Side. “The Horse” is where my slave would be bent over, flogged or spanked as part of his showcasing. But I had another idea, he would be getting my boot heel in his ass while the others watched.

Oh how sexy it is to watch my heel disappear in a hot pink puckered ass. That’s right, worship the ground I walk on, because my heel will be in your ass Just like him! I had so much fun showing off my pet and his skills! If you would like to know how it feels to be on a leash for me, performing as such my BDSM phone sex brings the pain you so seek!

Take my Dildo you hungry sissy bitch

Sissy training phone sexI love going out with the girls to have a good night of man meat hunting and fun. I can usually tell the type of guy I am being approached by as well. It always seems to amaze me whenever a total beta bitch inches his way over to me with complete confidence. It is almost like I can smell the patheticness that oozes from their little bitch skin. A putrid scent of being a loser fuck that hits my perfect princess nose as I walk by. 

However, that doesn’t mean that I am not going to play with the beta toy. The opposite is usually true. I love running into weak men, they mold like clay between my fingers. They do absolutely anything for the opportunity to worship my perfect pussy that they know they are completely undeserving of. I dance with the ladies, he buys all the drinks. I grind on other men, he offers to rub my feet. I’m done for the night, he makes sure we all make it home safely, even walking me to my door. 

Of course, this is only because for whatever reason he thought he was going to get some. I invited him in and told him I was going to get on something he would really love. I left to my bedroom and came back wearing leather strappy lingerie and a big realistic black dildo strap-on. At first, he dared to act uninterested. However, both he and I knew better. I ordered him to take every last inch of me. I knew how hungry his sissy ass was. So did he. There was no more convincing needed. Down to his knees, he went to worship me and beg for my monster cock in his pathetic sissy ass.

Mistress phone sex Blog by My Sissy

Mistress Phone sexMistress phone sex Blog wrote by My Christina. Enjoy Our stories my Sluts!

I used to have a normal sex life with my hot Latina wife. I loved seeing her huge round ass bounce on my dick. She seemed to be satisfied. It didn’t hurt that I loved having her sit on my face so I could eat her out while I jerked off, either! But once she knew I wouldn’t leave her, she started treating me different. We’d fight all the time. She’d find ways to just treat me like shit for no reason. Slowly, I felt my masculinity slipping away. Our sex life just became something else to fight about. I started taking her dirty panties from the laundry to smell and lick them while I jacked off. Soon, I started wearing them and cumming in them! I’d even take them off and eat my own cum out after. I was scared to tell my wife about my new fetish, so one day I found a hot Latina hooker online and went to her hotel room downtown, wearing my wife’s panties. Her name was Alanza.
(Thats me Bitches)

Alanza Knows Mistress phone sex  


When I walked in, Alanza thought I was just another guy who wanted to fuck. She pulled out a condom and told me to pull my pants down, but I still felt faithful to my wife, and just wanted to masturbate in my wife’s panties. When I dropped my pants and she saw me covered in pink lace, she laughed out loud. “Oh my God! So what the fuck are you into?” She chuckled. I told her I still loved my wife and wore her panties to feel close to her, but she had become such a bitch that I wasn’t feeling any sexual energy from her anymore. ( Dont you just love some panty boy phone sex?) 

But Alanza was FULL of sexual energy. She talked with a sultry accent that made my dick pulsate in my wife’s panties. Her curvy hips and fat ass swiveled from side to side as she moved around the room, wearing nothing but a tight bodycon dress you could practically see through. “Well if you don’t want to fuck, what do you want me to do? You’re really handsome, I’d love to make you… cum.” She paused before she said the last word, the syllables melting off her plump lips like ice cream in the summer. She batted her long lashes and stared into my soul with her light brown eyes. The more I looked at her the more I realized how fucking hot she was. If I wasn’t paying her, I could never fuck her anyway. She was way out of my league.

“I just want to jack off in my wife’s panties while a beautiful woman is next to me, sharing the moment,” I said. “Also…” I hesitated. “Also, I uh… like to eat my cum out of her panties after.” “Ohhhh haha, so you’re that kind of guy,” Alanza giggled.
More of this sissy phone sex tale Cumming right up!

Thank You sissy Christina I couldn’t have wrote our encounter it better! 

2nd part here!

Cuckolding Phone Sex Is Where You Can See The Biggest Cum Shot In a Wet Bald Pussy

 

Wet bald pussy

Wet bald pussy getting fucked by a big black cock is what my sissy cuckold playmate loves to see and the Biggest cum shot he can. I met him on Cuckolding phone sex, where he told me he loves seeing a big black cock stretching a white pussy hole open. When he comes over, we put on matching outfits. We make sure to wear the same color panties and heels too. When my BBC friend comes over my cuckold sissy makes sure to show of the sissy training, she received from Sissy Training Phone Sex by getting us our drinks and anything we need. When my BBC friend spilled some of his, my sissy cuckold got on his knees and licked the mess up. He did that so he could have his ass in the air like a bitch in heat would do. I went over to my BBC bull and pulled his cock out and right away my sissy cuckold became the best fluffer and started sucking that big cock. As soon as it was hard, I bent over and spread my legs. My sissy got underneath me so he could watch as that BBC was shoved in my white, pink pussy. He stayed there watching as I got fucked hard and deep and when he was about to cum, he pulled his cock out and sprayed my sissy cuckold with the Biggest cum shot all over his face.

Medical Fetish Phone Sex, A Naughty Nurse In Time For Halloween!

Medical Fetish Phone Sex

Medical Fetish Phone Sex just in time for the sluttiest nurse you’ve ever seen, Halloween 2022! Are you ready for the super exclusive Halloween party, hosted by yours truly? Could you imagine coming into the doctor’s office and seeing me in my slutty nurse uniform? With red fishnets, and garters?

I bet you’d get instantly hard, just staring at me. Bending over to take your blood pressure as a nipple pops right out of my shirt. Bending over to pick up the pen I dropped just in time for my cute little round ass to poke out of the bottom of my skirt.

What would you do if you were sitting there, just watching as I noticeably teased you?  Do you think you’d have the ability to practice restraint as my hot young phone sex body teased you mercilessly? Knowing that your wife was waiting for you out in the lobby, the whole time you craving me. Craving just a mere touch to my sweet young curves.

Do you dare? Do you have the gull to actually reach out and let your fingers dance across my sweet white nurse dress? Let’s make all of your naughty Medical fantasies come true. Come enjoy some extra special time with me.

Anal Phone Sex with my big black cock!

Anal Phone Sex“Hah, fuck yes! Give into me you fuckable slut! You like that!” I couldn’t help but cry out with my melodic voice while aggressively pumping that tight – soon to be stretched out – Anal Phone Sex ass of yours. It was thicker than I expected, bouncier than a cheerleader’s titties, a little on the unkempt and hairy side but some people are into that and I’m happy as long as my cock is pushing boundaries and stretching you out so I had nothing to complain about. Tight and fun the whole way is a great way to describe my experience, my balls were slapping against your thighs and clapping heavily, and my hands were gripping that tush of yours and holding on hard enough to indent my intent deep into your tense flesh. It was great, hazy, a little atmospheric and absolutely powerfully orgasmic. I wasn’t letting go of this Hot ass sex piece of tush anytime soon even if you changed your mind and started begging me to slow down or stop. But, well, I was about to cum deep in that ass of yours and I wasn’t holding back even to prolong the magical moment of stuffing you so hard you cried out constantly. I gave very little warning, sliding deeper one rapid thrust at a time, before my throbbing, thickening mast was unloading bubbling hot cum as far in as I could get it and your moaning voice was playing music in my ears and marking its way deep into my memory. 

 

That was my dream last night, and I’ve been hard as a rock ever since planning exactly how I’d make it a reality. That means I’m ready for you, I’m hard and rigid, and the only step between your fantasy and mine is you dialing my number you Sissy Phone Sex slut.