Tag: phone humiliation

Sissy maid training Rob

Sissy maid trainingI think I might have a new sissy go play with. Her birth name is Rob but I’m thinking of a new and more appropriate name. She is an eager, sweet, sissy with a baby face and a head of beautiful light red hair. I have already bought her a sexy maid uniform and a slutty hoe dress to wear when going out. Like right now, she’s face-timing me as she sits in a park. Dressed like a good slut and sucking this stranger’s cock for “tribute” and confirmation to what a good sissy slut she is. The stranger had his fingers in her hair using her throat like it’s a flesh light. My sissies eyes watering and making her mascara run as she gags around this strangers cock. It’s so much fun, she is almost like a puppy. So eager to please even while being abused.  I can’t wait to see just how far I can push her and how much money I can make by making her my whore.

Cuckold phone sex with Loretta

My husband wanted to have sex. I told him I had a headache. I told him to go take a long shower and jerk his own cock. He slumped away and got into the shower. I giggled to myself as I started to rub my pussy. I was horny as fuck, I just did a line before he came in here. His tiny cock was hard and he wanted to know if I was willing to have sex. HAHA! I’m not high enough to let him stick his tiny cock inside of me yet. I know he will make himself cum in the shower and I’m gonna start playing with my pussy doing line after line.

Cuckold phone sex

The higher I get the more willing I am to let my husband pay me to have sex with him. I heard him cum and turn off the shower. When he walked out he saw me fisting my pussy! I told him I changed my mind and was ready to fuck. I told him to get hard. I laughed as he tried so hard to get his raw cock hard! He must have rubbed his cock so hard in the shower! Now its so tender he can’t even get it hard!! 

Little Dick Gary

Small dick humiliation Envy

I have a client name Gary. LOL! I’m trying my hardest not to laugh as I write this… Gary has a really small dick, a real micro-cock. It’s 2 inches when it’s hard. I like telling him he should have been born a female because his cock is like a big clit. The poor man has never pleased a woman’s pussy. He can’t even keep a girl once she sees his small package. He likes to get dressed up in women’s clothing…dresses, makeup, heels, and a wig. He has me call over a couple of male friends with huge cocks. He always says he just wants to compare his little cock to their huge cocks. But he always ends up on his knees with a mouth full of dick. My ribs hurt from laughing at Little Dick Gary.

The Best Phone Sex is Brutally Honest: Can You Handle the Truth?

best phone sexThe best phone sex is with mature sexy women. We understand your inadequacy. Young girls still struggle with honesty in the bedroom. They fake orgasms and blow smoke up your ass about how big you are when they have to squint to see your worthless pecker. That is one of the reasons older men are with younger girls; they can’t handle the truth. A mature babe like me, who has been around the block more than once, knows that the size of your cock equals the amount of her pleasure. The bigger your cock, the harder I cum. Some guys need the brutal truth. They need to hear that they cannot satisfy me they way I deserve to be satisfied. Now, don’t worry. Just because you can’t please me with your cock doesn’t mean you are of no use to me. I have lots of uses for small prick losers. You can be my cuckold. You can be my bitch. You can be my slave. You can be my sissy. None of those roles sound appealing? Well then you are shit out of luck. You can sit on the sidelines watching a real man fuck me until you come to your senses and realize it is better to be invited to the fucking than left out of the fun all together. Think you are man enough to take a different role than lover in my life?

Phone sex therapy with Felecia

His worst nightmare was being stuck in a room with two horny women as the same time. Any man would say this was their dream but Jonah thinks it would be hell. He came to me for some therapy and I thought it was about time to come face first with his fears. I brought in my secretary and he became uncomfortable quickly. She started rubbing her hands all over my body. Teasing my pussy through my panties and you could see Jonah mid panic attack. I giggled and told her to un zip his panties.

Phone sex therapy

He tried to stop her. He grabbed her hands and told her “NO!” I got in his ear. “Jonah, breath for me. Take a nice deep breath in and slowly exhale and let go. We know you have a tiny cock. We know you are scared because you do not want anyone to know that two sexy women makes your tiny cock hide.” He was a little sissy. I was going to show him that even I could make a woman cum. He just needed to be a anal sex whore because that is all he was going to be good for! We slipped off our sexy lingerie. After forcing him in it and laughing at how tiny his cock was compared to our clits! I made him watch as I did what he has never been able to do. I made him watch a woman cum!

Mistress Envy

Domination phone sex Envy

 

Call me Mistress Envy. Let me control you. I want to dominate you. Worship at my feet. Obey or be punished. I’ll make you bend over and I’ll spank your bare ass red. In my dungeon you’ll wear a leash, because you’re my pet. You won’t stand on two feet, you’ll crawl on your hands and knees. I like my pets to dress up. We’ll put you in a gown and makeup. Let me make you pretty. I’ll even give you a girl’s name like “Sara or Cindy”. If you have a small penis let me humiliate you. You know with a dick your size you’ll never be able to satisfy a woman. I know what you crave. I know what you need. Please me and be rewarded. Disobey me and I’ll show you pain. I’ll drink your tears, my pet.

Forced crossdressing sissy hubby

Forced crossdressing

I love to make my husband crossdress. He acts humiliated but I know he really loves it. How do I know? He gets hard when I tell him to put panties and a bra for his day.

I enjoy making him mash his cock outside of the panties and jerk off while telling me what a good girl he is. Last week I made him go fill my car with gasoline and he had to wear a tank top, you could see the bra clearly under the fabric. I thought it was hilarious, he did not, but he also knows better than to anger me with protesting. I’m not sure what I am going to have him do today. Maybe he will have to go to the grocery store and buy me feminine products, and when the sissy gets back…I’m going to throw what he bought in the garbage and let him know it was just for my own kicks.

Pathetic Small Dick Surprise

Small dick humiliation LenaI’m a beautiful, sexy, sophisticated woman and when I go to hook up with someone for the first time, I expect them to match my needs in all ways! Nothing is more frustrating than getting between the sheets with a hott sexy man only to find that his cock is a pathetic tiny little sausage! This golden pussy wasn’t made for just anyone! It’s a gift, a reward, a very special achievement! If a man even dares to think that I will accept anything less than a thick, delicious, huge cock inside of my goodies then he is in serious need of a reality check! I brought home a tall, sexy guy from the club the other night assuming his dick was going to be up to par. Boy was I wrong! As soon as we got home we went straight to the bed and undressed one another only to find that his puny little four inch cock was like a chewed up piece of used bubblegum! Fucking disgusting! I started cracking up and made him lay there on the bed while I snapped pictures to send to my friends so that they could see what a monstrosity his small dick was! He was humiliated that I didn’t think highly about him, and tried to cover himself up with his clothes. I had to give him a harsh reminder of how delusional he must be to think he could fuck such a hott and naughty trophy like myself! Pathetic!

Cuckold phone sex with Loretta

Cuckold phone sex

My husband left this sexy bra and pantie set out on the bed for me. With a letter that said “Please be wearing this and only this on Valentines Day.” I giggled but I was impressed by how sexy I looked in it. I figured I’d wear it and see how it feels. If I feel sexy enough I just might wear this sexy outfit and let him cover my toes in his cum! The door bell rang and I figured this was the perfect test! The handsome delivery man was stunned. I asked if he liked my outfit? He just nodded. I reached out for his cock and felt how hard he was. “Well come take it off me and show me how much you like it on the floor.” I brought him to the Living-room right in front of the security camera and let him fuck me with his big hard cock! I wanted to show my husband how sexy I was in this. So I went and took screen-shots of the sexiest parts of that hot fucking. He’d get to see my sexy outfit he picked out just for me in action.

Be a bad sissy, to be my good sissy bitch

Sissy Humiliation ClarissaHave you ever had a sissy that did so well you did not have anything to punish them for anymore because they were such a good little bitch, you just cannot punish them. One of my sissy maids is so perfect and does everything that I say that I just cannot seem to find anything to punish him for, so I have been having to make stuff up. I will punish him for licking my asshole to slow, when he was doing it just fine. I have punished him for getting saliva on my boot after I told him to lick it. I kind of feel bad but it is his fault he does exactly what I want. I think I need to tell him to disobey me so I have something to yell at him for and put his cock in a nice vice grip contraption. Its no fun if I cannot toture his cock and balls a little bit, but I want a reason to do so. I am ordering you to be a bad sissy, just to prove you are my good little sissy.