Peyton called and said she had a special friend that wanted to come over with her. I love it when she wants to come play with the girls and I because she is such a good sissy training slut and her feminine male friends are so much fun to play dress up with. She showed up early in the afternoon right after the girls got home from school. Her friend was so shy staring at our girlie clothes with a look of envy in his eyes. I told Peyton to take him to my room and feel free to let him wear anything in my closet and drawers. The girls and I took off our clothes down to our matching silky underwear and got ready for our play date. They know what Peyton’s friends like and they love playing with them. When they finally emerged from my room, her friend looked stunning and the transformation in her attitude was like night and day. It always amazes the girls and I how different Peyton’s friends are when they come over as boys, shy and introverted, but when they put on silky sexy girl clothes with makeup and heels and are free to be who they long to be, they are completely different people, happy and carefree and not shy or introverted in any way, They are finally comfortable and themselves. He was now a she and she joined us with a big grin on her face, Peyton had done her make up to perfection. Wearing a pretty pink little teddy of mine with a guarder belt and thigh high hose, she was simply beaming! We had a wonderful afternoon and we all played with her clitty and mangina (as she calls it). By the time they were ready to leave, the girls and I were very fond of her, so much so that I even told her she could keep the clothes she borrowed and told her to come back anytime, with or with out Peyton.
Tag: sissy phone sex
Did You Say Bidding?
- By Rosalita in Ageplay phone sex, Anal phone sex, Barely legal phone sex, Sissy phone sex, Submissive phone sex, Teen phone sex
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April 23, 2014
Today at the college library I ran into the hottest older man ever. Soon after I told him that I wanted to taste him we headed to a hotel. I gave him such an hot nasty fuck session that he offered to do my bidding as long as I would allow him a weekly fuck and suck. His first task was to put up flyers for a sports party he would give at his house, his expense. No girls are allowed except me of course. The guys showed up in groups and my man was a perfect host but he was in for a shock. During halftime I put him on his knees, naked in the center of the table like a ham on a platter. I announced the new half time event. Within less than a minute the poor guy had cocks inside every opening on his body. Hard rods were choking him, stretching his ass, smacking his face, just fucking dicks everywhere. That older guy swallowed so much cum his tummy hurt. His ass was bleeding and leaking mass amounts of sticky man juice. I sent him to make our drinks without a shower. He will be a walking cum magnet for the rest of the night. Best party ever!!!!
Rosalita
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Power Of The Baby-Doll
- By Katelyn in Ageplay phone sex, Barely legal phone sex, Sissy phone sex, Teen phone sex
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April 3, 2014
Hiya all my sweet sissies! I know a lot of you love to wear baby-dolls, and I wanted you to know that I love to wear them too! I really do. I have so many of these things it’s not even funny. I think I have a baby-doll addiction. I really love to wear them during the summer, because it’s just too darn hot! That isn’t the only reason I love them though. Nope.
The second reason I love them is because there are times where I stay the night at my friend’s houses, after a night of clubbing perhaps, or if we have a girls night, I like to take a baby-doll with me. Most of the time, my friends still live with their parents, so that means if there are brothers around who will then get to watch me walk around in my pretty little lingerie. It never fails to get their cocks hard. Now I know that some of my Sissies wear their baby-dolls to make Daddy cock’s big and fat too. They know how much fun it is to tease, and tease, until their Daddies cannot take anymore and before the sissies know it, they have a special Daddy Treat slamming into their Sissy Pussies.
My Sissies and I know the full power of wearing sheer baby-dolls, but do you?
KatelynYO
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Sissy phone sex with Treasure
- By Treasure in Ageplay phone sex, Barely legal phone sex, Incest phone sex, Sissy phone sex, Teen phone sex
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March 11, 2014
So lets talk about family and the members of your family. Now I know in everyone’s family there is always at least just one that stands out as the special one. Therefore this special member of your family could be anyone of any gender that shines to be the rainbow in your entire family. So the rainbow in my family happens to be my cousin. Ever since he was young, we all just knew he was different in a swishy kind of way. The first time I knew my cousin was swishy special was when I was small enough to go bouncy bouncy on my Daddy’s knee. It happened on a beautiful spring day with my family decided to have a family picnic reunion. All of my sisters and my other girl cousins were having a tea party in our Sunday best dresses when the special cousin of mine decided to join us for tea. He told all of us girls that he wanted to make believe that he was a pretty, sissy lil’ girl. So we hooked our lil’ sissy cousin up with a pretty dress, big sun hat, nylon stockings, and the prettiest lil’ girly sandals to match too. Lol! We all knew this made our sissy cousin so happy, especially when her clitty dicky was trying to poke threw her dress. Lol! That’s ok because after all, she is family and family is what matters most.
Treasure
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Sissy Princess Training
- By Katelyn in Ageplay phone sex, Barely legal phone sex, Sissy phone sex, Teen phone sex
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January 9, 2014
Sissy Princess Alert!! It always makes me smile when a Sissy phones me to let me know how pretty I am, and how they want to be just like me. I have had that happen more than a few times. Because of that, I am going to start offering Sissy Princess Training Sessions. These session are for the truly Girlie-Girl Sissy. I will teach you how to properly wear perfume, which perfume to use, how to take care of your nails, how to take care of your clothing, how to take care of your hair, how to do your hair, how to wear make up, and the proper way to apply it. The most fun though, will come when we shop together! We can look at all the pretty frilly things online, and I will choose something for you to buy. Of course there will also be “girl talk” about men, how to masturbate like a girl, how to suck a cock (but only for those who are interested in such things, not all Sissies want to have a dick in their mouth). Usually I am very much the mean girl, but if you know you are a Sissy, then why should I not help you to be the best Sissy you can be? Also, if you would like, there can be assignments given to you that you would have to complete. This involves you sending me pictures to my email so that I can see the progress, or to make sure you have actually done the assignment. OMGOSH I am so excited! This world needs more Princesses, and especially Sissy Princesses. xoxoxo
KatelynYO
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Sissy Phone Sex
- By DevonYO in 2 girl phone sex, Cheap phone sex, Incest phone sex, Party girl phone sex, Sissy phone sex, Teen phone sex
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December 22, 2013
Peyton is turning out to be a beautiful young lady! Over the years she has learned the fine art of tease & denial, and I couldn’t be more impressed with her. Princess Peyton has listened and understood that the way to a man’s heart is through his cock. I know the way used to be through his stomach and what not, but I know that’s not the case. Peyton was over visiting when this panty waste asshole Adam came over, and all Adam wanted to do was get in Princess Peyton’s pants. She noticed right away and used it to her full advantage. She shook her ass, bent over in front of him, and sometimes she even walked a little too close and rubbed up against him. His cock was throbbing and pressing against his jeans so bad that he was visibly uncomfortable. Adam tried to grab Peyton, but she quickly moved out of his path and told him that if he ever hoped to even touch her arm then he was going to have to provide much more to her than some lame ass cock that is hard.
Devon
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Sissy Cocksucking Cheer Squad
- By Katelyn in Ageplay phone sex, Barely legal phone sex, Cheerleader phone sex, Cocksucking phone sex, Sissy phone sex, Teen phone sex
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December 16, 2013
He was so excited to be invited to Jasmin’s house for a Homecoming Party after the Football Game. I honestly do not think he had ever been invited to anyone’s party, especially not a Rah-rah and Jock party. Four of us; dressed in our cheer uniforms; walked up to him while he was standing at the locker and gave him the invite. At first he didn’t take it because he thought we were joking around with him. I told him that his name is on the invite but if he didn’t want it we could just switch out the name on the invite. He snatched it out of Madyson’s hand, he even smelled it; eww. lol
As we walked away, I looked back at him, he was watching us walk down the hallway back to our group of popular friends. Just to be ‘sweet’ I blew him a kiss, he didn’t know what to do, so he just blushed. We were laughing so hard.
We had him sit down on the sidelines with us as we cheered for our football team. All of us took turns sitting with him, explaining the moves, or just chit chatting about classes. By the end of the game he was completely relaxed. He even was invited into the locker room with the guys so that they could all leave together to get to the party at the same time. Us girls left before hand to make sure everything was set up. Two hours later the doorbell rang, the guys came in, along with him. The look on his face as he saw us all standing there, in our panties and bras, pom-poms on our hips, ready to cheer. The guys pushed him to the front, he was laughing, and smiling…that is, until we started our cheer.
The little shit actually started to cry! He went to leave, but trying to get through a wall of linebackers just doesn’t work that well. He was pushed to his knees, as one by one, all those yummy football player cocks came out. He really did put up a fight, but it was like an ant trying to take on The HULK. He took those cocks, sucked each and every one, swallowed load after load, there was no mercy given. By the end of the night, he was completely humiliated. We pushed him out the door with cum still sticking to his tongue. I wonder what he did when he finally got home, and had to look his parents in the eye. What he said when they asked him how the party was. The number one thing I wonder though, is if he fell onto his bed and jacked off thinking back to what had been done. Judging from how hard he looked in a pair of Madyson’s panties that we made him wear, I am pretty sure that is exactly what he did.
KatelynYO
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Playtime With My Fagtoy Professor
- By Autumn in Barely legal phone sex, Cheap phone sex, Cheerleader phone sex, Cocksucking phone sex, Coed phone sex, Domination phone sex, School girl phone sex, Sissy phone sex, Submissive phone sex, Teen phone sex
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October 15, 2013
My fagtoy professor has been looking at me funny every day since school has started, and I couldn’t figure out why. I realized he is a sissy slut fagtoy who needs to be shown how to embrace his kink so he can suck cock like he wants to, no like he needs to! I knew exactly how I was going to help him. I asked him to tutor me because was struggling, and when he agreed I handed him a piece of paper and told him to meet me there tonight at 7:00pm and our tutoring would begin. He stood there shocked because he knew my tone immediately changed. When he showed up at the coffee shop I led him to the back room and sat him in a chair. I locked the door and removed the picture from the wall. He looked shocked but I could tell he knew exactly what was happening. I told him he was going to suck and fuck every cock that came through that glory hole like the fagtoy he is, or I was going to beat him with my flogger. My fagtoy tried to resist, but almost immediately changed his mind and he had the time of his life sucking and fucking all those cocks for 2 hours. When he was done he begged me to keep being his Mistress because he needs to be humiliated and forced to be the fagtoy he loves being. I think we will have a ton of fun together.
Autumn
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Little Dicks…
- By Autumn in Ageplay phone sex, Barely legal phone sex, Coed phone sex, School girl phone sex, Sissy phone sex, Submissive phone sex, Teen phone sex
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September 30, 2013
I love begin fucked by a big huge cock, but playing with a little dicky dude is fun too. I obviously don’t let them fuck me, but I do let them cum eventually. We will go to the mall and the little dicky boy will buy me anything I want, and he will get himself a nice little sissy outfit. All my sissies have to wear little skirts, tube or tank tops with tights lace panties and sexy shoes. I usually prefer crotch less tights so it’s easier to get to the ass or should I say little bitch boi pussy that needs a cock shoved inside of it. I have a 9 inch strap on that I use if I don’t have a real cock available to fuck my bitch pussy boi’s ass. I prefer to have a real cock around, but when I get to use the strap on I get excited and make my little bitch suck it and deep throat that hard plastic strap on cock! I haven’t had anyone say no to me yet so they must all like it!
Autumn
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My Chin Strap Dildo
- By Autumn in Ageplay phone sex, Barely legal phone sex, Cheap phone sex, Coed phone sex, Domination phone sex, School girl phone sex, Sissy phone sex, Teen phone sex
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September 18, 2013
Chinstrap dildos are so much fun to play with, when I find a guy whose cock is less than 4 inches long I bring this out. I know it’s going to be fun for me because his little tiny dicky is going to be wrapped up in a rubber band because cock cages aren’t that small and he would fall out of it. I will knot up his little dick that’s really more of a clit, yes we will call it his clitty in a rubber band then I will strap the chinstrap dildo to his face in such a way that as I am using him he can’t touch me with his tongue. I can’t let anyone with a cock that small taste my delicious pussy, so once its in place I rub my clit all over the tip of the dildo to get it wet. I lower myself onto the dildo ad I finger my clit and get more and more excited with each thrust. Before you know it I am bucking up and down fucking and using his pathetic face while his little clitty is trying to break free from the rubber band. I reach over and slap his clitty so hard that it breaks free from the rubber band and cum oozes out of his little hole and he begins to cry. He just had his first ruined orgasm! It was so amazing I think I will have to do it again.
Autumn
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