sissy boys Archives - Page 5 of 6

June 19, 2016

Published by Fetish Phone Sex at June 19, 2016

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Panty Boy Phone Sex

Who’s up for some panty boy phone sex? Well you have no choice now do you? You thought I was going to be at work today didn’t you? Well sucks to be you I just so happened to come home early today and just after I walk through the door, put my purse down and head off towards the bedroom what do I find? I’ll tell you exactly what I found. First I look over and see my panty drawer has been open and ram sacked.. Not to mention a few of my favorite panties are scattered all over the floor, but the most appalling part I notice is you have my favorite pair wrapped and bundled around your cock just going to town beating your meat. How dare you if you like the feeling of panties so much then you’re going to take that pair you ruined and put […]

June 18, 2016

Published by Fetish Phone Sex at June 18, 2016

Silky and Smooth

So this guy calls me up the other day in response to one of my ads and wants to meet at the local bar near where I live and get a couple drinks. I needed some fun since I have been working so much and dealing with so much other stuff and this provided some nice respite. We met and started talking about his various Fetishes and he keyed in on one I always thought was fascinating. A few more drinks and we went back to my place and as soon as we were in the door I told him to take a seat and I would be right back. I went to my room and grabbed some of my silkiest pantyhose in different colors, a pink, yellow, and a nude and black. I came back out to see him all relaxed with his fly undone and his cock out. […]

June 17, 2016

Published by Fetish Phone Sex at June 17, 2016

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My New Toys Part 1

So I just got my two new toys delivered today one for naughty Adults and the other for naughty Sissies. They are both fun punishment tools but for different reasons. See the first is called a Spank O Matic spanking machine and the second, well we will just call that the Sissy fucking machine. Oh I can’t wait to get an ad on backpage and have some boys come over to play. Of course they will think they are coming over to have there way with me and all their nasty boy thoughts, boy do I have a surprise for them. First I’ll lure them in with my hot body and my nice perky breasts for the promise of a good time. I’ll even have them pay me for my pleasure. Once I have them nice and relaxed with the drinks I’ll give then we will proceed with my game. […]

April 7, 2016

Published by Fetish Phone Sex at April 7, 2016

Do you like milk?

I know you can’t stop staring at my big tits all laden with milk and that you imagine yourself latched onto them and sucking furiously as the milk gushes down your throat. While you are doing that Mommy is going to reach her hand down your diaper and check and make sure you aren’t too wet down there. Then Mommy will take and squirt some of her breast milk down your diaper and get it even wetter for you. There are so many different things we can do with all the milk I have saved up inside my nice firm breasts. Do you like to nurse on Mommy’s breast just like you did when you were younger all dressed in your cutest little baby outfit, or your baby dress? Maybe we should get a bib on you before you make a mess all over everything. What else do you want […]

April 4, 2016

Published by Fetish Phone Sex at April 4, 2016

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What Did You Do Sissy Baby ??

What is that smell? Oh my God did you just make poopies in your diaper? You know you are supposed to tell Mommy when you have to make poo poos so she can take you to the potty, move your little baby dress out of the way, pull down your baby plastic panties and make you sit on the little pink baby potty in the living room. Yes I know the blinds are open, but you are just a little Sissy Adult Baby so who cares? You know Mommy doesn’t! So I think it’s time to teach you a lesson. Here’s what is going to happen. First we are going to the food court at the mall with you in that poopy diaper. Then we are going to sit down on the bench and I am going to put your little poopy butt over my knee and spank […]

August 23, 2015

Published by Fetish Phone Sex at August 23, 2015

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MILF With Foot Fetish

One thing that countless clients that I speak with talk about is their secret foot fetish. Some people are slightly embarrassed by their dark fetish and even hide it from those around them, be they family or friends, or even their sexual partners. This can cause a lot of unnecessary stress where it isn’t needed! People love feet! There is nothing wrong with a sexy pair of feet. Their slim toes leading out from the fine bones of the foot itself. I get all sorts of attention from the boys when I leave home in a nice pair of sandals to show off my feet. I will paint my toes and as I walk by them, they all cat call and whistle at me and tell me what a sexy MILF I am. Personally, I love it. Having nice soft feet in lots of pairs of the finest shoes.. There […]

August 2, 2015

Published by Fetish Phone Sex at August 2, 2015

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Adult Breastfeeding Phone Sex

I have such big tits! They come in handy during all sorts of roleplays, but one that is always fun to do is an adult breastfeeding phone sex session. I love cradling my sweetie’s head up to my breasts and letting them nuzzle and love on them while I stroke their face and their hair. They get so happy next to my tight corset, my tits already spilling out over the cups like two tasty scoops of ice cream. Reaching up, I lift one breast and then the other out of my corset and allow them to be exposed to their waiting lips to take my nipple into their mouth and suck on it, adult breastfeeding from me as I gently hold the back of their head while they suckle. It feels so nice when they take my breast into their wet, hot mouth and let me feed them. I […]

July 29, 2015

Published by Fetish Phone Sex at July 29, 2015

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Diaper Punishment With Jenna

You have no idea how pissed off I am that you pooped your diaper again in class. Every time you do this, Mom makes me come to your class and take you to the back of the classroom and change your diaper. You’re in high school and you still shit yourself like a big adult baby. Like I really want to spend my lunchtime and recess changing my 16 yr old brothers diaper. I’m lucky my friends are so kool that they decided to help me out and take turns changing you. We even made a schedule and put it on poster board to hang in the hallway by the nurse’s office and the football trophy case. I can’t believe people thought it was a sign up sheet and started signing up to help change you. Oh look even a few cheerleaders signed up to change your diaper. You always […]

July 29, 2015

Published by Fetish Phone Sex at July 29, 2015

Sabrina’s cuckold has a foot fetish

Sabrina’s cuckold admitted that he has a foot fetish. As I was painting my toe nails the other day, my submissive came into the room and got all excited to see me painting my toes. His face got this big smile on it as he watched each toe get brushed with red polish. My sissy slave never told me till then that he had such a fetish for feet. It really didn’t surprise me that he felt like this beings he has all kinds of other kinky fetishes. Usually though I know all my cuckold’s fetishes so it kind of surprised me to learn I never knew this about him. I wonder why after all these years of being his dominatrix I didn’t know this one little fetish of my sissy bitch. I have seen him as a adult baby and I have even had him in chastity for months […]