Forced Feminization Part 1 - By Stacey

You walk up to my front door and read the note on the door that says “Come in and change into this.”  Attached to the door is a plastic bag filled with clothing.  You take the bag and open the door.  As you enter my house you start to take out the clothing from the bag.  Inside is your usual pair of hot pink panties with the purple polka-dots, matching bra, black garter belt and black shinny thigh high stockings.

 

            I walk around the corner wearing a tight red corset (my favorite); a tight pair of black lacy boy shorts that have garters attached my thigh high black stockings, and my leather boots that come up to right above my knees.

 

“What are you waiting for little girl!  Get dressed!”

 

“Yes Mistress, but where are my falsies?” You ask me as you start to get undressed and pull on your sexy sissy attire.

 

“Ha Ha, you noticed they were missing huh little girl?  Well there’s a VERY good reason for that… today is the next step to your progression to becoming a real girl.”

 

“What are you talking about Mistress, I thought this was only fantasy?” You ask me in pathetic little voice.

 

I laugh again as I walk closer.  I grab a hold of your nipples and pinch them.

 

“Ouch, thank you Mistress”

 

“Are your nipples sensitive? I’ve noticed they’ve gotten a little plumper lately.” I say as I cup them and judge their size.  “I bet they are an A cup right now.”

 

“Yes, Mistress, that is funny that you ask, my nipples have been really sensitive and I find it easier to talk with a higher voice when I practice my woman’s voice.”

 

“Perfect” I smile and giggle at you, “that is what I like to hear.  I’ve been putting female hormones in your supplement drink I’ve been making you drink every day.  I think today is going to be a very fun day.” I snicker.

 

“Mistress, I’m going to become a woman if you keep me on hormones.” You whimper.

 

“That’s the point little boy.  And today, I have set up an appointment with a doctor to give you what you’ve always wanted!”

 

“Mistress?” You question as you look at me with your pitiful eyes.

 

“Here is the rest of your wardrobe so we can leave.” I hand you a sexy little purple silk blouse, a short black mini skirt, a pair of purple open toed shoes and a makeup bag.  “I am bringing you get you some real breasts!”

 

“No Mistress!” You beg me.

 

I smack you across your face and say “Don’t you raise your voice at me young lady! I get what I want, and I want you to have real tits! So get dressed or I’ll have her to something even worse to you!’

 

“Mistress, what could be worse?” You whimper.

 

“Ha ha ha, I could have them cut off that pathetic think we call a clit and make it into a real pussy!  So watch yourself little girl!  You know I have complete control over you and I always get what I want, so behave!”

 

You slide on your clothing and get on your knees in front of me. I lean down and put on your collar and leash.  “That’s my good girl; I’m going to have fun with you yet!!  But before we go, I need to be cleaned.”

 

“Yes, Mistress, I love to clean you.” You stand up and pull down your skirt and panties and give me your clitty, which is nice and erect to its whole 3 pathetic inches.

 

I take out your CB3000 and grab a hold of your clitty. I squeeze it nice and hard as I look right into your eyes.  “Down little clitty, no playing right now, maybe after your tits are healed and you can fondle them. Hahahaha.”  Your clitty deflates and I lock on your CB.

 

You get back down on your knees and crawl behind me, pulling down my panties.  You spread my cheeks and start to tongue the outside of asshole.  Licking around my hole, cleaning each of those little creases in my puckered hole. 

 

“No get inside little girl, make sure you taste that sweet ass.”  You bury your tongue deeper inside of my ass and flick your tongue in and out, cleaning it like a good little slut.  I hear you grunt as your little clitty gets excited and hits against your CB, hurting your poor little boy clit.

 

“Hahaha, that’s good little girl, we need to leave in a few minutes so that we can make our appointment. I can’t wait to see you with big titties little girlie!  Are you excited?”

 

“Yes Mistress, you know I would do anything for you Mistress, but what size am I getting?”

 

“Oh, you know I love a girl with big tits!  So we’re going up to a size D for you little girl!!  We’re going to have so much more fun now when we go out!  Wait till the guys see you looking all sexy with real tits!!  They are going to love playing with you!! Hahahah.” I laugh as I grab your leash, pull you to your feet and lead you out the door.

Mommy catches you masturbating - By Vicki

Mommy slowly opens the door to your room.  She knows you're being naughty and is determined to catch you.  She finds you there, standing in the middle of the room wearing her panties, and trying to put on a pair of her high heels.

 

She pushes the door completely open and it hits against the wall.  Startled, you turn around and slip and fall onto the floor.  Mommy starts to laugh and your cheeks get bright red.

 

She puts her hands on her hips and says "STEVEN!  What has mommy told you about trying on her shoes!!?"  You sit on the floor, still stunned and ashamed.  “You’re a very bad boy!” she shouts “and you deserve a harsh beating!!  Now stand up and take off mommy’s good panties!”

 

You stand up and the shoe slips off your foot.  You slide the panties to the floor and stand completely naked in front of your mommy.

 

“Bend over the bed, you know what you’re going to get!”  You hesitantly bend over the bed, laying your body over a pillow and your ass over the edge of the bed, sticking right up in the air.  You hear mommy bend over and pick something off of the floor.  You know what you’re going to get now!

 

“WHACK”  You feel the heel of the red platform shoes you were just trying on, hit your ass cheek, hard.  “BAD BOY!”  “WHACK” It hits you again, and again and again, over and over again until your ass is nice and red, almost as red as the shoe.  “This will teach you to not to wear mommy’s panties unless she gives you permission!”  She grabs you by the hair and yanks you off the bed.  She sits down and tells you to lay over her lap.  “Now for the really hard spankings!”

 

“WHACK WHACK WHACK” again on your behind.  “Have you learned yet bad boy!!”  She keeps spanking you over and over again until she feels your cock get nice and hard between her legs.

 

“Ah, I see you’re starting to learn.  And you know what the final punishment is right?”  You look up at mommy and nod your head.  You lay down on your back on the bed and put your legs over your shoulders as far as possible.  Mommy helps hold your legs so that you’re cock is inches from your face.

 

“Now mommy’s going to jerk it for you and you need to get every drop in your mouth or mommy’s going to take out the stilettos and spank you with those!!”

 

Mommy jerks your cock nice and hard, up and down until she feels it pulsate in her hands and cum shoot out of the tip.  Your mouth is wide open, awaiting your cum, hoping it all goes right into your mouth so you don’t have to get a worse spanking.

 

“Good boy, now swallow it down.”  Once you swallow it mommy pulls you off the bed, spanks you on your ass and says “Now get dressed and go out and play”

 

12 year old daughter - Robin

I walk into your front door, which leads into the living room, where your 12 year old sister and her 4 friends are laying down on their sleeping bags, gossiping. 

 

You of course greet me at the door with a big hug and kiss and we both smile at each other, a very mischievious smile, because we have planned tonight out ahead of time.

 

You walk into the kitchen, and I walk into the living room, and ask the girls if I can join them for a bit.  I sit down on the floor next to your sister.  As they talk about random Middle School gossip, I interrupt and say “have you guys ever played truth or dare?”  They all giggle and say no, but that it’s a great idea!

 

I tell them that I want to join in, but would much rather play the more grown up version of truth or dare, and since you offered the girls to stay at your house, instead of your parents, we are all by ourselves.

 

They agree and ask what the adult version consists of.  I tell them that the dares have to be a lot more interesting, and with each dare, they have to do a shot. I call you in, and you bring in 20 or so shot glasses filled with tequila.

 

You place it down next to me and sit down.  The girls all look intrigued. I tell them that I will go first and ask you to ask me a question.  Of course, when you say “Truth or Dare” I say Dare.  Before I take the shit, you say “I want you to do a body shot off of me, from whatever spot I want.” I agree and you say to do it off your stomach. You take off your shirt and show your sexy abs.  I take one of the shots, lick your stomach, put some salt on it, lick it again, take the shot and follow it up with a lime.

 

I look at the girls and say, “see, wasn’t that easy?  But there’s one stipulation, there really isn’t any truth in this game, it’s all dares, and Nick has to ask you for it.”  They agree and say that it looks fun. So you start off by asking one of the girls to kiss one of the others on the lips.  They do so, but without tongue, and each take a shot.  You ask the other girl to kiss another girl, but with tongue this time.  They are all giggling as they try to kiss eachother, but not doing it that well, but each following it up with a shot. 

 

You get to your sister and you say, ok, now kiss me with tongue.  She is really hesitant, but I tell her it’s totally cool, and that everyone does it when they play the Dare Game.  So she take the shot first and then kisses you.  You grab the back of her head and really slide your tongue into her mouth.  You kiss her for a good minute, before pulling back.

 

You then go back to me and say “I want you to do another body shot off my cock.”  I smile and start undoing your pants.  The girls are wide eyed and I say “girls, you’ve never seen a cock before??!  Well, you’re in for a treat! Nick has a GREAT one!”

 

I pull your cock out and you tell the girls to each do a shot while waiting for you to get hard.  I start to suck on your cock a little, but it’s pretty much completely erect.  I then take the shot and suck it hard again, all the way down my throat.

 

You then go back to your sister and say “This is your dare, I dare you to deep throat my cock.”  She laughs, and is really tipsy off of 2 shots.  I tell her to do it, it’s great practice.  She hesitantly moves toward your cock. I give her another shot, and she downs it as best as she can.  Then, she opens her mouth and starts to take your cock into it, you moan a little as you look down at her.  She has about an inch in, when I look at you and say “go for it”.  You grab the back of her head and push it down nice and hard, while you thrust up into her mouth, forcing her to deep throat your cock and gag on it.  She’s gagging on it as you pump her mouth harder and harder.  You keep it there, for about 5 mins until you blow your load down her throat.

 

Her friends start giggling as you let go and she gets off your cock.  She yells at you, as she wipes the cum off of her chin. You’re laughing and saying “I’m not done with you girls yet, I have tons of more dares planned!”

 

You'll have to call to see how the story ends :)

The Art of Cum Eating - by Ashley

A lot of sissies think about sucking cock, but just can’t seem to get up enough courage to do it, so they go to the next best thing, themselves.  Think about all that wasted cum from each time you rub your little sissy dick.  All that could be yours!

 

I get asked, quite frequently, what the best way are to eat your cum.  The answer is there are a few ways. The biggest problem is actually doing it, because most people chicken out after they orgasm.

 

First I tell them to start out small.  Start by tasting your precum.  If you’ve ever tasted precum, it’s quite sweet and yummy.  If you do precum, eating that will make you want your cum (although be forewarned that cum does not taste like precum!).  After that, try just a taste here and there, without actually licking a glob up off your hand.  Just a taste to get used to it.  However, it is a taste you’ll have to get used to, and we don’t want you to be scared off with it after the first lick.  Think about it like your first beer, it probably wasn’t too great that first time, beer is one of those acquired tastes.

 

Now down to the nitty gritty.  The number one way of eating your cum is the most straight forward.  After cuming, simply eat it out of your hand.  Again, the biggest problem I find when telling a sissy to do this is that they chicken out once they cum.  The thought of eating their own cum out of their hand gets them so excited, but once they orgasm is over, the need to eat it dissipates. That need to be humiliated by eating their cum is gone.

 

The second way is great if you are flexible. If practically guarantees you’ll have a mouthful of your own cum!  Lay on your back and put your legs over your shoulders until your cock is as close to your face as possible. You want to only do this right before you’re ready to cum or you’ll get cramped real quick.  If you aim it right, when you do cum, you should cum right in your mouth.  Even if you don’t get every drop in your mouth, think of how humiliated you’ll be with cum on your face!  That is sure to get your cock excited thinking about that!

 

And the last way I usually tell my guys is while you’re jacking off, imagine a girl sucking your cock (which shouldn’t be too hard, because you’ve all fantasized about it, and with a tiny dick like yours, you probably haven’t had it!). Then, when you cum in your hand, put it up to your mouth and start to eat it off your hand, but imagine she’s kissing you and snowballing it into your mouth. 

 

It’ll take some time, and it is certainly an acquired taste (depending on your cum), but you’ll get used to it and love it after while.  In fact, I bet you crave it after some time!

 

 

Blackmail - Real or Fake - By Stacey

Blackmail is one of the hardest topics for a phone sex operator to actually discern whether a caller is being real or fake.  For me personally, I say to my callers: “I’ll ask you once right now if this is real or fake, if you say real, it will be real for the rest of the time we talk, from now until eternity.” The reason I say that is because I can’t have you changing your mind constantly.

 

I am writing this article so that you can one, decide which form of blackmail you want, and two, to give you the perspective of the phone sex girl when you ask for either.

 

If you are into blackmail, of course while your cock is hard you want it to be real, then after you cum, you immediately change your mind. What you need to say to your phone girl when the call starts is “I am into being blackmailed, I want you to make it sound so real that it scares me, even get information from me, but I do NOT want it to be real.”

 

Very few people can actually handle real blackmail, so I always suggest fantasy for my callers.  Trust me, I have actually blackmailed callers who have asked for real.  I have a client who has been with me for about 7 years and I have ALL his information, his SSN, his wife’s full name and place of business, etc.  I have all of this, but he trusts me to just play real bitch.  To threaten him with taking the pictures he’s sent and sending them to his wife or to fax them to his work, but by the end of the call, asks me to not be real like I threatened to be.  This to me is the perfect way to go.

 

But as a warning to you, the caller, make sure you really trust your phone girl prior to giving her ANY information.  I have heard horror stories of girls taking advantage of their clients.  Therefore, know ahead of time that if you send incriminating pictures or give them information, you run the risk of being blackmailed for real. 

 

If the girl works for a company that you trust, then trust that the owners will take care of you if something does happen.

 

So my advice is to play around with fantasy blackmail until you need to take it to the next level.  There’s no reason why you can’t give the phone girl fake information.  Although I know that sometimes that isn’t as appealing since you know it’s fake, but try that first.

 

However, if you’ve been calling girls for awhile and know what you want, and think you can handle real, go for it. You will be in a constant state of arousal because you never know when the girl might ask for something in order to not “out” you.

 

Now back to the statement I ask my clients when they call.  The reason I don’t want you be wishy washy about blackmail is because you aren’t the only one who can get in trouble with it.  I have heard of girls getting fired because they took down information because the client asked for real blackmail, then the client changed their mind at the end of the call without telling the girl, but instead, called the manager to report that girl.  Also, a lot of girls hear blackmail and then they hear chaching.  Instant money pops into their heads.  Let’s say you want real blackmail, she threatens, so you send her an amazon gift card.  She’s going to expect something like that each time and it gets frustrating when it doesn’t happen.

 

Keep both of these factors in mind when deciding what you want out of your call.

Ass worship - by Jenny

Ass worship is just as it sounds, when you worship your partner’s ass.  Since you are a submissive male, that will usually entail licking, smelling and cleaning your Mistress’s ass.

 

This doesn’t necessarily have to be sexual for your Mistress.  In fact, I make my phone subs worship my ass as a form of humiliation. Your goal as a submissive sissy isn’t always to please your Mistress sexually, it is to please her however she wants. 

 

First and foremost when it comes to licking your Mistress’s ass, you listen to everything she says, including position, speed, wetness, etc.

 

She may want to lay on her stomach and read a magazine, be on all fours with her ass in the air and you handcuffed to the bed while she pushes her ass in your face, or even to have you lay down on your back and she sits on your face.  Whatever the position, you obey.

 

It is much easier to lick your Mistress’s ass while she’s on her stomach or on all fours.  When she’s sitting on your face, she’s just doing it so that you feel completely pathetic and humiliated.  She doesn’t exactly care how deep your tongue gets into her ass, she may just have you stick out your tongue and she’ll grind on you.  All she cares about is that she’s smothering you and forcing you to, most likely, lick and smell her dirty asshole.

 

Be prepared that her asshole will probably be dirty in some way shape or form.  It may just be sweaty from working out, it may be dirty from her just taking a shit, or it may be cum filled if she just got fucked.  Either way, your job is to lick until she tells you to stop.

 

Now comes the actual worshiping part.  Your Mistress certainly isn’t allowing you to lick her ass to make you cum.  She knows it will arouse you because you are actually allowed to touch her, and she plans on using that against you.  She will make sure you don’t cum by not allowing you to touch yourself and making you beg to.

 

First thing you do is beg to kiss your Mistress’s ass, not just to lick it.  Then you kiss her cheeks a few times until it’s time to beg her to allow you to spread her ass cheeks.  Once you do that, you take a whiff, whether you like the smell or not, you tell her how wonderful she smells.

 

Then you ask if you may have the pleasure of licking and cleaning her ass and asshole.  That’s where the true worshiping begins.  Don’t just dive into the ass, but lick up and down the crack, cleaning it with your tongue.  Brush your tongue over her asshole, as if to tease it.  While your Mistress isn’t necessarily doing this for sexual gratification for herself (as I stated before), it will inevitably do so, so listen to her moans.

 

Once you are at the point of getting ready to stick your tongue into her ass, start by licking the crevasses, making sure your tongue is nice and wet.  Keep your tongue wet the whole time, pulling it into your mouth and regathering some saliva.

 

Now it’s time to start to push it in.  Ease your tongue into her ass, again, making sure it’s nice and wet, you don’t want to hurt her by putting a dry sticky tongue into her ass.  It’s just like a penis, only smaller, it needs lube!

 

Work your tongue in and out of her ass slowly at first, picking up speed as you go along.  Take it out from time to time to lick up and down her crack again.

 

Use your imagination and NOT your hands.  You were granted permission to lick her ass, not touch it!!  Be creative and your Mistress might just let you cum!!

Sneezing / Blowing Nose Fetish - by Stacey

I had a very interesting request the other day to blow my nose and record it for a client then answer a bunch of questions for him.


I was surprised at how quickly I blow my nose, since each time only took 5-10 seconds.  So he got a nice montage of me blowing my nose.  Unfortunately I wasn't able to sneeze for him (which I have had requested multiple times by other guys)


In his questions he asked the following things:


Would you say anything if while helping your SO blow their nose, some of the snot got in your hands? 


















if your SO was sick and you took him to the doctor and he was sneezing and sniffling in the waiting room, what would you say and do? Would you bring any tissues from home or just use any tissues they had there?


Do you blow your nose hard and loud or soft and quiet?


What kind of tissues do you use? color and box type?


Along with another 40 or so more!


It was quite interesting. Thankfully I had a bit of a cold!

Pony Play - By Vicki

As a woman, riding a horse can be very erotic.  Not only because her legs are spread wide around something, but the movement of the horse, the vibrations, and the control she has over it.  Therefore, it makes complete sense for a woman to turn her mate into a pony and ride him.

 

When I say ride, I mean just that. It’s not riding in the sexual sense, but actually strapping on a saddle, reigns, and bit and having him walk around on all fours with her leading him round.

 

Obviously there is no sex involved (although I have seen saddles with dildos on them), and it is a complete dominant position for the woman and a submissive one for the man.

 

For people who do pony play, they take it very seriously.  When they are doing pony play, it is a lifestyle.  The “pony”, or submissive male cannot talk, he must make sounds like a horse and walk his mistress wherever she pleases, be it outside or inside.

 

It can certainly be an interesting change up to your mistress/sub routine!

Using Pantyhose to get Off - by Nicole

 

Ahhh… pantyhose… the soft, smooth, silky feel on your legs, ass, and sissy clitty. I offer you this assignment: put on a pair of pantyhose and rub your dicklette over the front and tell me it doesn’t feel good.  While you do that, don’t forget to rub your feet together, slide your hands up and down your legs and ass, over the front of your clitty and balls. If you got a nice soft pair of nylon pantyhose, then it’ll feel great!

 

Of course some people ask me what they can possibly do in pantyhose, sexually of course.  Well, the mere feel of the silky nylon pantyhose will probably feel amazing, but it could possibly rub you raw.  Try getting a cheaper pair and cutting a hole to take your clitty out of.  If you pull the pantyhose down around your balls, one, it’ll cut off circulation to your legs (the waste bands can be pretty tight) and two, you’ll lose the effect of the pantyhose if you that.

 

Also, if you are into toys, try cutting a whole in the butt area so you can work a dildo in and out. Or put a butt plug in before you put on the hose, this way the hose will keep it securely in place!.

 

I usually make my sissies rub themselves over the front of pantyhose or panties, however, I can understand how your clitty will probably be bent when it gets totally erect, so taking it out is fine.

 

There are a few other ways some of my boys use pantyhose or even panties in a sexual manner.  One is taking the hose and rubbing it on their dicklettes directly instead of putting them on.  The second is getting a dirty pair from someone they know (usually found in a hamper) and smelling it while they jerk off.  The third is using the hose to actually tie up their dick and balls as a form of CBT (cock and ball torture) and the last is to wrap it around a dildo and use it in their ass. I do not recommend the last unless you like pain though, plus it can hurt you in the long run.

 

Whatever method you try with pantyhose, I assure you you’ll feel really pathetic and have an amazing orgasm!

How to Choose a Mistress - By Robin

How to Choose the Right Phone Mistress for You

 

 

There are so many different styles of domination out there depending on the person.  There isn’t a name for each, it’s just their style.  However, those styles are grouped in two main groups: hardcore and sensual.

 

If you want to be yelled at, punished severely, and have toys to do these things with, you will probably want a hardcore phone Mistress.  This type of Mistress probably knows every type of CBT and BDSM toy out there and if you have them, will make you do a session with each one you own.  She’s a no-holds-bar Mistress who doesn’t care if you cry and whine and beg her to stop, your ass will be red and sore when she’s done.

 

She’s not going to take no for an answer and will not let you get away with anything.  Mistresses who are hardcore tend to do great with making their sissies do assignments. They have experience in either real-rime or lots of phone domination and therefore really have a handle on what their sissy needs.

 

I do find that most hardcore dommes have one style and that is being mean.  They can’t really tone it down or change it up persay (although some can switch between hardcore and sensual).  You’ll know right away if you have found a hardcore domme.  She won’t let you say much, she’ll have in her mind what she wants to do to you without you asking, and she’ll be really bitchy and domineering.

 

A sensual domme on the other hand listens to her submissive and asks questions about what they like.  They aren’t prone to yelling, although can when provoked, and their soft but dominant voice will sooth you into submission.

 

Sensual dommes may not be as aware of hardcore BDSM and CBT toys, but have a general understanding.  As a submissive, you can teach a sensual domme all about the toys you have and have fun while doing it.  In fact, one of my clients will go on cam for me and show me how he uses each of his toys (the ones I haven’t used often on the phone), it’s fun for both him and I.

 

Sensual dommes are usually great at tease and denial and guided masturbation.  Their voice and words keep you on the edge and under their control without having to yell or threaten you.  And sensual dommes, I find, will rarely raise their voice unless you aren’t listening.  They will give in to your whining after awhile, because they tend to feel more sorry for you that they are being too harsh or pushing too far.

 

While hardcore dommes use power and the strength of their voice to get what they want, sensual dommes use the soothing nature of their voice to get their way.

 

Both main types are fantastic depending on what you are looking for.  Try one and then the other so that you really get the right fit for you.  Remember though, if you don’t like the way one phone Mistress dominates, try another until you find the one that’s perfect for you.

Pay online

We have also started offering a new feature where you can pay online and we waive the $1 connection fee!


And we also have the option of having a Quickie and a Blow Job :P 


The Quickie is 3 minutes for $5 and the Blow Job is 5 minutes for $7.  For those of you who don't have the full 10 minutes to spend and just really want to cum!


Check them out here:  Pay Online

Meet the New Girls and Guys!

We have a couple new girls to introduce!!


ROBIN

is a super nasty girl into everything and anything!


She especially loves big dicks (is a size queen); big black cock lovers, submissive sissies, underage roleplays, and anal sex


Call Robin anytime to learn more about what she can do for YOU!


1-888-4A-FUN-GIRL










JENNY

Jenny has a sweet young voice and loves being that nasty young girl for you!


Her favorites include taboo roleplays, barely legal fantasies, daddy/daughter, and training brand new sissies!


You can see her pictures at: Jenny's Pics












ASHLEY

Dirty girl Ashley has been a super popular addition to the Playpen!  So she must have a really dirty mind to get along with everyone!


She especially loves 2 girl calls where she can express her inner bi-side :P


She also loves Big black cock loving fags because she herself loves big black cock!


But she's very good at roleplaying, so bring it on boys!


You can see her pictures HERE




BRENDON

Brendon is one of our first men to come work for Pleasure Playpen!


He has an interesting story which you can read about here


He is a switch, so he can be dominant and submissive.  However, he is especially fond of putting sissies in their place!


Need a cock to suck?  Or want to hear one of your favorite girls get plowed hard?!  then Brendon is your man!