humiliation phone sex

Sissy Boy Phone Sex with Raine

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I was at my girlfriend’s house on the weekend. Suppose to be picking out courses for the coming fall semester. Alright so it was mostly watching movies and chatting about who was dating who now. Never ending drama in the friends circle. We paused the movie we were only half watching so I could head off for a washroom break. The washroom was right next to my friend’s brothers bedroom and his door was partially open.

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As I walked by I could hear Taylor Swift playing softly which I thought was super odd since he was a hard core metal fan. Never heard anything but that since I known him. So of course I had to look in thinking he might of snuck a girl in there. Yes even a kinky phone sex coed can be a bit of a pervert too. Not gonna lie was a touch horny and would of loved watching him get a blow job from some hottie.

I wasnt really ready for what I did see. It was my girlfriend’s brother dressed up in his mom’s lingerie.

Ya! It was a bit of a shocker to say the least.

He was dancing around in black panties and bra and some silk robe. I tried really hard not to giggle but really how can you not laugh at seeing a sissy boy dance around in what can only be his mother’s undergarments.

Sure I have seen pictures of sissy boys who call me for some kinky phone sex fun all dolled up in their favorite frilly outfits.  But to see it in person from someone you have known for a really long time. Gotta say I was a bit stunned.

Well not stunned for too long cause as soon as my brain comprehend what I was seeing I had to run off to the bathroom and laugh. Didnt wanna get caught peeking in on the sissy boy.

Bet your wondering if I told my girlfriend about what her brother was up too?

That little info you will just have to call me for.

Dial the number below and ask for Raine!

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Loser Phone Sex Fantasy with Bree

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For some odd reason there are phone girls out there who feel sorry for limp dick losers. NO idea why. Ok probably cause you twits paint some sorry ass story about not getting laid or having some difficult time about getting pussy and all you get it some hot phone sex fantasy.

Which ya I totally get it.

I mean I wouldnt wanna fuck you either!

Even in a phone sex fantasy I am not gonna wanna fuck your loser dick.

 

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So whats the point of me typing that shit out? Well to let you know that I am not the girl to call when you want some hot phone sex. I mean ya I am a hot bitch but like if your dealing with some small dick then its gonna be a hot humiliation phone sex call that I am giving you cause once I hear what size dick your hand is pumping then game over.

Like serious there is no way I am gonna stop laughing to be all ooo baby yes slam my tight princess pussy with that shrimp dick. See cant even type out how badly I want that tik tac cock. Nope cant type out big near your loser dick.

Well the word big would come next too biggest loser haha.

You get the idea right? This bratty princess is all about being honest. Your gonna know that I am less than enthusiastic about your limp dick being on the other end of the line. I wanna say sorry but even that is not the truth. I love knowing your on the other end of the line and spending your money on me. Then I get to go out and spoil my girlfriends with some drinks or maybe lunch. You know all the things you wish you could do but that LD energy just doesnt work in your favor at all.

Yes I will make you eat up your loser load too! Just cause its so much fun. Slurp slurp fuckers.

Just ask for Bree!

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Cuckold Phone Sex Sissy Boyfriend with Kassidy

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Its really no surprise that I enjoy cuckolding men be it my real life boyfriends or those special boyfriends over the phone. See I pretty much view you all the same. You soon gonna be my cuckold phone sex boyfriend.

For I will be able to do what ever and who ever I want. Now you might be going ya thats happened before Kassidy. What you dont know is that I wont do it behind your back there is no “cheating” in the classic sense of the word. I will bring over my bulls to fuck me right in front of you. Why hid the fact that your not able to satisfy me in the orgasm department.

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I am beyond faking in the bedroom. I want you to not only know but see that you are not capable of keeping me pleased. To actually see how strong of a sexual appetite I reallly have.

Now course with you often watching that makes things a bit complicated. For I know your gonna be sitting in the corner jerking off your tiny cock and well that wont do. For the way I see it as my cuckolded boyfriend you will have to endure some humiliation. So why not make you my cuckold phone sex sissy.

Yes you read that right!

Cuckold Sissy Boy.

See before my date shows up to fuck me we will both be getting all pretty. Each of us wearing some sexy little outfit. Mine of course will be to turn him on and well yours just to show us how pathetic you are.

You see where this is going?

It starts with you in panties and could very well end up with your wrapping your lips around something other than my dildo. Ooops am I letting a few secrets out?

Well how about you give your sexy girlfriend a call and let your cuckold training begin.

Just ask for Kassidy. Dare you to tell the dispatcher you wish to be my cuckold phone sex sissy boyfriend.

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Small Cock Humiliation Phone Sex

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Even the most decent of cock can appear small in between my big plump tits. That is the joy of being with a real woman especially a woman who enjoys small cock humiliation. I know you have been messing around with petite girls who make your cock appear massive and along with telling you how amazing it is.

Well I am a real woman.

A woman with curves that can make your cock appear small and well super thin.

I will be the one to tell you whether or not your cock can stand up to the job of satisfying me. Which I highly doubt. With cleavage like this your cock will be itty bitty. Let me wrap my 42G tits around it and just watch that  itty bitty thing disappear.

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Oh and I dont have a small dainty giggle either. We are talking a full on laugh that will have my belly jiggling and my tits bouncing. Who knows that might feel good against your small cock. Either way I will be laughing at you. Laughing at your small dick and your inability to fuck a big beautiful woman like myself, for that small thing between your legs most definitely will not fit around my curves.

See I have a plump pussy and that requires a certain size dick to enter it. A dick of a certain size to hit that amazing spot that will have me moaning in ecstasy. Your doubtful it will reach beyond my fat cunt lips.

Good thing I enjoy laughing.

Trisha for small cock humiliation phone sex

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Sissy Bitch Becomes Whisper’s Cock Sucking Trainee

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You know your wife is out fucking another man. Sure you should be deeply upset by this little discovery but yet your not. Instead you are searching the internet on ways to be a pretty little bitch boy so that your wife may invite you to the party. She has told you a thousand which ways she isnt into having two men but perhaps you can convince her into having that real man and you the new sissy bitch.

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Welcome to being a cuckold to your wife’s latest sex fantasy. Its the one she was hiding away from you but trust me as someone who is use to transforming men into pretty girls I have you covered from helping you choose the perfect panty to tuck your useless nuts into all the way to what lipstick will leave a nice ring around a cock.

Oh ya I did say cock! For your gonna be the sexy fluffer that ensures any guy fucking your wife will be rock hard by the time they hit that pussy. So best work on your cock sucking skills. Hell as a sexy shemale I will be more than happy to help you work on your oral abilities. But how about first we start with your pretty little outfit.

I know that is what you sissy phone sex bitches are eager to start with anyways. Must always be pretty for those impending erections. Just ask for Whisper when the dispatcher answers your call.

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Feminization Phone Sex with Arianna

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Now I will be the first to admit when everything switched over to online ordering and well curbside pick up I was a bit miffed as a feminization phone sex creator. For there is nothing quite like getting a sissy boy calling from the parking lot to do a quick 10 minute session to motivate him to walk into a lingerie store or well any retail store to purchase women’s clothing.

That rush of taking the scared wanna be sissy and giving him the huge burst of confidence he needs to go into that store and buy his first outfit in person. Its a game changer. Course when the world flipped upside down that little sissy game got taken away and it was back to online shopping. Which yes is fun but there is that rush you get motivating someone to actually step into a store.

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The phone sex call afterwards of hearing them panting and near breathless of OMG OMG OMG I did it!

Telling me so fast what they bought and what happened. Course its a quick run down of events that even the sissy boy sitting in his car is able to process the entire events of the shopping experience. Which I get I mean its an adrenaline rush.

So back to the online shopping thing. It ends up being a different rush. You looking at when that order will arrive course some are working from home like your favorite feminization phone sex creator and get to understand the joy this freedom brings. Such as wearing wonderful girlie outfits but also tracking your new purchases. Which means you can dress up sexy and if your lucky or unlucky depending on the sissy you can run into your delivery driver. Or maybe they get a sneak peek at you through those curtains that werent as closed as you thought.

Or maybe its just the matter of leaving the make up on from the youtube tutorial you were enjoying earlier in the day when you go to sign for that package while wearing your boring man clothes. Honestly the humiliation factor is rather limitless and well your at home so it does make thing more interesting. Cause I know lots of you were going shopping 3 towns over. Now those clothing items are showing up at your home. In boxes that say Victoria Secret.

Ya feminization phone sex just got far more interesting with ship to home purchases.

Who is up for a little online shopping?

Your Phonesex Tease ~ Arianna

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Satan’s Sissy Phone Sex Slut

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Gonna fully admit when James called me for some sissy phone sex that I never expected it to take this taboo twist. So maybe I did expect it a bit I mean he was asking what someone would wear to be a complete demonic slut. Which I will admit wasnt one of my brightest moments I just thought he was talking about getting a crap load of dick.

Totally wrong.

James wanted to be sissified into being a slut for Satan and well any Demon possible. Now there is an interesting twist on religious blasphemy phone sex isnt it?

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He was going on about how he was thinking about demon dick like all the time. Even at the most inappropriate of time; like sitting in the pew during the sermon and any time Devil, Satan or Dark one was mention that had him spiraling into a dick sucking fantasy.

So suppose it was only a matter of time before he came to me and wanted to have this sassy coed dress in up in something sexy to attract Satan’s attention. Putting on the perfect outfit that would have that Dark demon popping an instant boner and making Sissy Jame drop to his knees and suck off that hot cock.

Had him in the hottest club dress that was short enough to show off that fuckable sissy ass. Yes there were panties on a nice bright red think its pretty much Satan’s color. Plus it went with the vibrant red cock sucking lips.

What would you want to wear when you become Satan’s Sissy Phone Sex Slut?

Just ask for Raine.

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Strap On Phone Sex FemDom Shiva

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So your dressed up like a pretty little bitch, I see. Now your mind is wandering from getting all pretty to actually feeling like a slutty bitch. Which means your on the hunt for a strong dominant woman like myself who will bend you over and fuck that sissy boy pussy.

Good news! You found the femdom of your dreams for your next strap on phone sex fantasy. Well I am the Mistress of your dreams only if you care to speak to someone who wont baby you or give too shits about you.

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For I am not about to compliment you on your shade of lipstick or how great you applied your eyeliner. I will compliment you on how tight your pussy is for me as my thick plastic dick is slipping pass that sphincter.

Your here to help amuse me.

So by all means pick out your sluttiest outfit for I do appreciate a sissy boy who puts in the effort on feminizing his so called masculine body. Just make sure I have super easy access to what I want. Your girlie pussy and that mouth. Did you think I wasnt gonna claim you from both ends?

Well I shall be for that is what a strap on phone sex whore will do.

Suck it.

Fuck it.

Then suck it again just to be a good bitch and clean off that dick!

Dont worry you can find your new femdom strap on phone sex mistress available for calls most nights. The number is below all you need to remember is to ask for Shiva.

Now off you go and get extra slutty for me.

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Sissy Boy Shopping

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When I was younger I use to work in a lingerie shop and one time a sissy boy came into the store. Always enjoyed when a sissy ventured into the shop, it wasnt an every day occurrence but every so often a guy would get up the nerve to come in. I could tell he was nervous. Probably his first time coming into a store to buy something sexy specifically for himself.

Think most sissy’s always buy on line but really where is the fun in that you can’t go out and touch the clothes and feel how soft it is and what it will feel like against your girlie parts.

I had fun with him pointing out all the new panties and bras to that sissy boy. I know your wondering how I knew it was a sissy boy and that he wasnt buying for his “girlfriend”. Well he just had a certain aura about him well that and he was trying to feminize his movement along with the slight hint of lip gloss and the eyeliner he didnt quite remove from his play session the night before.

sissy boy

I was giggling and laughing with every item I made him buy. it was lots of fun. Pretty sure his sissy boy clitty was getting excited with all he was buying.

With doing phone sex calls especially feminization type fantasies it makes me long for the days of working in the lingerie store and interacting with nervous sissy boys. Which is probably why I give you sissy phone sex boys so many go out and buy lingerie from an actual store assignments. Love hearing that rush in your voice when you call me after that assignment is done.

You can reach me at the number below to set up your own sissy boy shopping phone sex fantasy. Never know might start out as a fantasy and lead to a real assignment.

The name is Arianna

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Hot Phone Sex Bitch Bree

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The down fall to where I live there is no Uber so like its cabs or the bus. Ya could get a car but like anyone who lives in a big city or just downtown of any city you know cars just are a waste. I mean who wants to bother with trying to find parking and well no thanks just drop this hot phone sex bitch off at the front door and go on your merry way.

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Anyways as I was standing in the lobby pondering where my cab was cause they never show up at the designated time they say. This dude I know not super well but like enough to grant him with a Hello from time to time offered me a lift cause we were going in the same area.

Hmm public cab vs a private vehicle. Ya that was a hard toss up got my ass in his car.

Now here is the funny part not that giving me a ride wouldnt be some single simps ultimate fantasy. Car ride not a fucking mustache ride gross!

This guy is a total fetish freak. I mean like I have walked by his place cause he lives on the same floor as my friend and well he is one to leave his door open total fruit cake if you ask me. Unless that is part of his fetish to have some hot bitch bust him in the panties he has on.

Oh ya dude is a total panty boy will wear them and parade around his condo in them. Windows open for the world to see. Ya I did more than just glance I was full on standing in the hall having a view of the show.

The only thing this hot phone sex bitch was wondering was did he steal the panties he had on or did he go out and buy them just for him to wear alone. I mean most the panty boys I know and talk to on the phone like to steal them cause they feel extra naughty that way.

I aint judging but there I was sitting in a panty boys car and well I may of let him get a glimpse of my sexy panties a time or two on that ride.

Your all wondering what happened with him during the car ride?

Ya well this hot phone sex bitch is gonna tease you so if you want the details just call!

Ask for Bree

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