confession phone sex

Cross Dressing Phone Sex Confessions with Arianna

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This is a question to the cross dressers out there. What was the very first item of ladies clothing you bought?

Or maybe you didnt even buy it. Have heard during various cross dressing phone sex calls that most men grabbed some item of clothing from someone they knew. It was a moment of opportunity that lead to them dressing up. It wasnt even a full dress up just something simple that lead them into temptation.

cross dressing phone sex

Think for one guy it was panty hose.

It started when he was away at college living off campus and sharing an apartment with a few acquaintances. Gone into the bathroom and the laundry basket was over flowing with one of the female room mates items she had planned to hand wash. As he sat going to the washroom he was staring at her bras drip drying over the shower rod and the basket of panties and panty hose.

As he washed up. His eyes kept darting to the basket and a nude pair of nylons that draped over the white plastic basket.

They were taunting him.

Teasing him.

Before he knew it he was snatching them on his way out. Tucking them in his pajama bottoms and making the great escape to his room.

First he stared at them all embarrassed at what he did and was about to walk out to return them but his room  mate was back in the bathroom doing her delicate wash. He was doomed no way he could just causally return them now. Oh sorry these leaped into my hands! Sure that was a valid excuse.

The more he handled the silky nylon the more he wanted to try them on.

To feel that silkiness against his legs. It was so wrong but suddenly it seemed so right.

I could really continue on and on with this cross dressers phone sex confession around his first time dressing up but I think thats enough for now. How about you call and share your first time dressing up in women’s clothing with me.

Just ask for Arianna.

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Sissy Boy Phone Sex with Courtney

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Hey Sissy boy! Have you ever complimented a girl on her dress or shoes? Bet you have! You seem like the type who would go around noticing how a girl is dressed. Sure that girl is all pleased as punch some random guy paid her a compliment on how she looked. Except I bet if she knew who was paying her that compliment she wouldnt be so happy.

sissy boy

The man paying such close attention to that jersey knit dress was someone who just finished dressing up for a sissy boy phone sex call. Oh dont act all surprise. I know your type far too well. I talk to you on the phone.

Your secret stash of clothes tucked away in a box in the back of the closet so no one will find them. The lingerie you buy around the holidays saying its for your “girlfriend” but really you havent had one in fucking years cause well.

Why dont you have a girlfriend?

Afraid she will discover your secret fetish for dressing up in women’s clothing? Well dont worry I wont laugh. Much! A soft giggle as I tell you what a sissy bitch you are for dressing up so pretty. Then I may make you venture off to compliment random girls to see if they can figure out who you really are. A sissy boy!

Ya sure sounds cruel but in the world of femination domination I am merely a sensual domme which means you havent met mean. Now your curious right? Curious what a sissy boy phone sex call with me would be like?

Well why wonder when you can simply call and find out for yourself. Just ask for Courtney!

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Panty Boy Humiliation with Porsha

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I caught my husband looking at porn last night. I mean, I work in the adult entertainment industry, and have even taken some risque photographs myself, but it is the principle of the thing.

So what did I do? I engaged in a little panty boy humiliation, obviously.

panty boy humiliation phone sex

See, he is one of those big, burly, manly men with the bushy beard that makes him seem like a huge fan of Grizzly Adams. So I stripped his ass down, made him put on a pair of pink panties, and took some pics of him in them. Of course, I told him that his mother and friends would LOVE to see them, and he freaked out. I won’t be letting them get out, of course, as long as we are married, but he does not know that. He’s still wearing the panties now, in fact, as I am typing this out.

I am trying to think of some things to do to him. I know some of you have wonderful ideas when it comes to humiliation phone sex, so I am leaving it open to you guys. We will call it a little contest, I suppose. The best panty boy humiliation session on the phone gets picked, and I will do it to him. Maybe I will even tell you guys what happened with it later. This should be so much fun!

The new little panty boy has no idea what is about to hit him, and he will do literally anything I say as long as those pictures exist. The funny part is that I constantly look at porn myself. Sounds hypocritical of me, doesn’t it? But who cares? I have been looking to do this to him for a while now. Wonder if I can get a dress on him… and a dildo in him, too?

Naughty panty boys just ask for Porscha

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Freaky Phone Sex Girl Courtney

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Now most would be surprised to hear that I have a wonderful open relationship with my boyfriend. Seems every girls is out there craving to cuckold their significant other or cheat on them. Ya I will admit there are times this freaky phone sex babe does sort of fall into that category of fantasizing about cheating on him but why give up this poly lifestyle.

Probably what makes our poly lifestyle work so well is that he usually works out of town for weeks on end so our communication has to be on point plus I am not that sort of girl who is gonna go without cock for a massive amount of time.

I LOVE DICK!

Granted some of my girlfriends are all we like living monogamous lifestyles and more than happy with the dildo in our nightstand. Kudos to you Susan but my pussy craves the real dick and well the hardest part for me will having to ask people who are not my boyfriend to wrap it up for I love bare cocks.

freaky phone sex

Ya that probably sounds weird but its the one rule my boyfriend and I have is using protection and he is the only bare cock that I get. Which makes it super rough for a girl like myself who craves the feeling of a raw cock not only pounding my pussy but shooting a hot wonderful load of cum into me. To be honest I am getting crazy excited right now thinking of bouncing on a bare dick right now.

So where am I going with this. Honestly had not idea other than I had a month of my boyfriend being home and well that meant unlimited bareback fucking. No protection and I got so use to it. Now I am back to fucking men with condoms on and I am feeling a little disappointed. Not from their performance but from the fact that I dont have them climaxing into me.

Which means this hot and horny girl is craving some freaky phone sex where you impregnate me or perhaps just want some raw cock fucking. Nothing like a sexy bitch craving you to fuck her with out any condom on right?

Just ask for Courtney

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Whisper Gives Cock Sucking Instructions

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Oh I can tell your hiding your desire to be with men those cock sucking urges just bubbling to the surface. Sure you push them down that your not a fag but your creeping very close to that bisexual line. A normal man wouldnt be watching porn and choosing it based on the size of the mans dick.

cock sucking

Dont worry its our little secret. Thats why your here right? That secret desire for cock well hidden behind a sexy transsexual divas outer womanly illusion. I get it.

The best of both world you can play with my gorgeous 36C tits all while feeling my throbbing 8 inches up against your thigh. Go on grind on it. I dont mind one bit. The way your sucking on my tongue during these passionate kisses tells me you are prepping your mouth for my cock.

How about instead of fantasizing on my tongue I give you that little helpful nudge and force you down to suck my glorious tranny dick. Its in need of some special oral attention that a wanna be cock sucking fag can give. Oh I know its a new experience for you, I will go easy and give you some detailed cock sucking instructions……

Join me for one very hot forced bisexual phone sex call so I can give you some wonderful cock sucking instructions. Never know when you will need them.

Just ask for Whisper.

Oh and a little ps… these cock sucking instructions will work amazing on your Mistress’ or girlfriend’s strap on dick. Just saying one hard one is similar in the end. Other than mine does give you a taste reward when you suck good enough.

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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.

sissy boy phone sex

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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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?

sissy phone sex slut

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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Mommy Fetish with Porscha

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As a more mature woman I find it interesting when a man calls in search of a taboo conversation. He sort of sputters afraid he will insult me with the topic of his fantasy. Even if I reassure him that I have heard nearly all things that get men excited. He will still hold back. The topic that gets them sputtering and most likely their cheeks reddening is a mommy fetish.

mommy fetish

Now I will admit that when I started doing phone sex admitting I was a more mature woman was something I figured would stand in my way. Assumed men would crave some young thing eager to bounce on his cock. However, that wonderful mommy fetish does lure men to a woman like myself.

Often times I remind them of their best friend’s mom and how they wish things would of happened when they were over for a sleep over be it just catching her changing or having a bath. Course there are some that compliment me on my appearance and say how I look just like their own mother and the things that run across their mind from when they lived at home.

Now either mommy phone sex fantasy is rather exciting be it someone they know or along the incestual line. After all this is what taboo phone sex is about enjoying those things you cant do in person or too afraid to indulge in. So why not explore it through a phone fantasy with someone like myself an open minded mature woman.

Love to know what sort of mommy fetish you have and who inspired those sexual ideas. You can reach me at the number below just ask for Porscha the sexy older woman of your kinky mommy desires.

Oh and by the way I do enjoy hearing you call me Mommy. Talk soon sweetheart.

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