Diaper Bitch - by Amber

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Car broke down? - by Reagan

This sounds like a great roleplay!  I got this email from a guy about his car being broken down, would you like to roleplay this with me?

My car is broke down and I'm pulled over the side of the road. I am waiting for help to come. I'm on a remote road in the country with little or no traffic. Will waiting I start fantasizing about a sexy young woman coming to my rescue. I unzip my pants and begin to massage my cock through my boxer shorts while my imagination is going wild. I don't notice that you pull up behind me car. You walk up and knock on my window . .

Pussy boy - by Blair

Here are some intimate details from Pussy Boy who just loves being humiliated. 


I grew up in a house with my Mom and Dad, and 4 sisters, 3 older one younger.  I am telling you their real names hoping you can humiliate me better.  I am hoping to make it more real. Feel free to humiliate them too, I know I am too much of a pussy to defend them.  Please no limits.  Please be VERY firm with me and devious as you want.

Mom:  Loved her panties as a very young boy, probably as young as 5 years old.  She had very classy, conservative full cut light pastel colored nylon panties.  Lots of white and off white panties with some light blue, light pink, beige and just a few black panties with one pair a black bikini, not sure what that won was for as it didn't fit her style.  Her lingerie drawer, top right,  was heaven!  Pretty organized drawer, with the slips off to the left folded and panties over on the right, not folded but neatly organized.  The back of the drawer was her pantyhose.  The drawer right underneath was her bras and night gowns.  Most very basic cotton, a few silky long ones and one light blue short night gown that had a beautiful sheer layer over a satin layer.  That one didn't fit her style either.  I am proud to say her panties and slips made me the pussy I am today.  I wore them as often as I could, dirty or clean.  The dirty ones from the laundry made me feel especially patheti
c.

Oldest sister Cathy.  She is a very petite tiny girl, 5'2" and weighs about 90 pounds.  I LOVED her lingerie drawer and her closets.  She had THE best panties, slips and dresses.  She was always very girly.  Her panties were size 4 or 5 bikini cut nylon panties always with lacey waist bands.  They fit soooooo nice and tight yuuuuuuummmmmm.  Her half slips were just are pretty with lacey hems.  I loved her style in dresses too.  Very silky and girly but I grew out of her dresses pretty early, as they were too small.  Her wedding dress was the most beautiful dress ever.  Classic 1980's wedding gown, layered skirt with ruffles and a long train.  I was SO jealous of her on her wedding day.

Sister Sue was built a little bigger than Cathy.  Her lingerie drawer wasn't as exciting as cathy's of my Mom's.  A few silky but mostly cotton panties.  Never really wore her panties although I did a few times.  Got to fair to all of them.

Sister Mary Beth was built very similar to Cathy but more of a jock.  She had a nice lingerie drawer with bikini but nylon panties, but hers was very plain looking.  No lace very simple, but she did have a few nice panties that I liked to wear.  She had my favorite prom dress of all my sister's.  It was white sleeveless gown with ruffles on the shoulders a plain bodice and a double layered sheer skirt with a ruffled hem.  The material was so liquid and silky.  I was so heavenly to wear it as it brushed up against my male legs with a cute little bulge in my panties.  ALWAYS made me cum VERY fast.  I wore it so often the seam by the back zipper started to break.  I assume all boys wear their sister's  and mom's panties and dresses?

Younger sister Ann was built similar to Suzie although her lingerie drawer was better than Suzie's.  In high school she started wearing very nice satin full back panties.  She had a very fancy late 80's prom dress.  It was white with layers of lace and short lacey sleeves.  Not my favorite but it was fun to wear too.

It was sooooooo much fun running around the house wearing their panties, slips and dresses.  It was so hard to control my orgasm but I usually cam pretty quick.  I always felt so pathetic right after I came still dressed in their frilly things.  It was very humiliating and shameful.

Circumcision Fantasy? - by Katrina

I got this email today and I thought it quite interesting.  What do you think?

Hi, I was wondering if you would be into circumcision praise. Like role playing that you are my girlfriend/ex-gf that has been bugging me for months to get circumcised. Well you get a surprise when you take my cock out of my pants this time... Maybe you could say how much nicer it looks or tastes/feels. Talk about how happy you are that I finally got circumcised for you. You could even discuss why you think all men should lose their foreskin. Would you be into this?

Written by Betsy Wetsy Babykins

This is written by Betsy Wetsy, he is one of our adult baby callers

As we talked about, I am very thrilled that you are going to  bring other girls into our little circle, and that she will learn all about your new big sissy babykins. I want you to share what ever you desire with her. I think the other Mommies in this group will get a real kick out of you and Stacey
writing all about your Betsy Wetsy.

Now that my doctor has ordered me to wear diapers every day to prevent accidents, I feel like I am the luckiest AB in town!  My Doc is in family Medicine (all ages) but she also is trained in OB and has delivered a ton of new babies to new Mommies all over town.  She does not know and willl never know about my AB side. She is a wonderful Doc and has seen me now for about 25 yrs. But since I got a pretty bad diaper rash 4 days ago and am struggling to keep it both clean, nd not get infected. If I can not get a handle on it I will have to go in next Monday and have her prescribe some medicine.

Her Nurse may get involved in doing some teaching with me to manage my skin better, and curtail any future rashes. She is such a cutie, and  am sure I will wind up being oh so vewwy embarrassed answering her probing questions. So big tough Patrick may wind up a blubbering, stuttering BABY under her scrutinizing questions about my diaper wearing. hopefully I can figure out this rash.  I put on some Destine 2 nights ago which gave me quick relief, but kept it on all night, and the next day I had to wash it off in the shower and I fely like I was stripping wallpaper, which just made it all
worse.  BOOHOO Mommy. What is Betsy gonna so???  

Personal Trainer Fantasy - by Nicole

This was an interesting email I received about doing a personal trainer fantasy. I have had a few were I am a boxer, but this is the first personal trainer one!

I had this thought that has to do with a former personal trainer. Her name is Yolanda. Often we called her Yoli. She would train both my wife and I from her home garage (different times individually). Yoli became friends with us but more so with my wife. Mostly because my wife is a good listener (therapist in training) and Yoli like to talk about her personal life i.e. problems with her son and husband. Now we have stopped going to Yoli because she and her husband are getting a divorce and they are selling their home which had the gym in the garage. Yoli is a few years older than me. She is in great shape. Her good looks are undeniable but since I was a client and she is friends with my wife and also because of my morals I never thought to pursue anything with her. Now it just got into my head what it might be like to be with her.  Let me know if you have any questions or other suggestions before going forward with this.

A little about Paige

Hi guys! My name is Paige. I am 25 and love kinky sex. Usually, i'm in my bedroom dressed in a tank top and pretty panties. So you can see my hard nipples poking through my shirt. My panties are soft and pretty, they barely cover my smooth, shaved pussy. I get so wet ! Do you want to wear my panties? They're so soft and smooth against your cock. I always have my glass dildo near me. I love to fuck myself, and open my self up while i hear you stroking your hard dick. If you're a good boy, and wear my panties i will sock you're cock and lick your balls in my mouth. If you ask nicely i might even put my glass cock inside your ass and fuck you really good. I will go slow at first, so you can feel each ridge of my glass cock. While,i suck you off and you're wearing my panties. I will fuck your sweet, little ass so good! Are you going to cum for me ???? Not yet !!!!

Bella's favorite teenie weenie boy - Bedwetter Dave

There is a particular client I love to talk to. He always is a joy. But the best part about him is he has the teeniest cock ever! I love laughing at how little his cock is.

 If that isn't enough he also wets the bed every night! My favorite is when we chat over the cam and I can watch him stroke his tiny thing with just an index finger and a thumb! LOL   I mean he is tiny like negative inches. I like to refer to it as an "inny" kinda like a belly button. We often have fantasies of wearing diapers out together and hanging out at nudist colonies.

 One particular game that we play is we are both in diapers and the first one to wet themselves has to let the other change them. I think I could drink 3 Big Gulps and win but that's between you and me. Or that we go out to dinner and we play games under the table and see who the first one is to crack in front of the waitress. Between the diapers and teeny cock this caller is for sure one of my favorites!

If you missed his pictures before, here are more!

Introducting our new ABDL Mascot

Meet Eric!  He's our new ABDL mascot because he just LOVES sending us pictures of him in his diapers, onsies, eating baby food and sucking on his baba

Say Hi Eric!

Telling your mom you want to be a woman - by Melanie

Todd F is nervous and wondering the best way to tell his mother that he wants to learn how to be a woman. We both discussed the idea of breaking it to her very gently. Todd actually brought up the idea of dressing up like a woman for Halloween, and asking his mom for costuming/makeup suggestions.  After Halloween is over, then he can level with his mom about the situation. He is 19, still lives at home, and a college student. He eventually plans to leave home in a couple of years. Todd went into his mother's room. He was looking at the clothes in her closet and her makeup on her dresser. He asked me questions about makeup application and clothing. I told him what types of cosmetics to use. I suggested he apply moisturizer, primer, foundation, eye liner, mascara, blush, lip stick. He asked me what types of clothing would I suggest he wear to make him look like he has a curvier figure? I suggested he wear thick belt around a tunic or dress. He really seemed happy with the direction our conversation was going. Unfortunately his aunt drove into the driveway, and he had to go.  He is hoping to talk to me again.

My life as a Peepshow dancer - Vegetable Man - by Bella

So I was working at a peepshow where we had the first Exotic Dancers union. It was during my short stint as their shop steward that I started to notice the same guy every Wed and Fri night coming in with a giant brown bag full of HUGE zucchinis, cucumbers, squash, and carrots. In the corner booths of the peepshow everyone including customers can see you due to the angle of the glass and mirrors. The corner booths (there were 2) were designed mostly for couples and exhibitionists.

Well the "Green Grocer" was definitely an exhibitionist. He would knock on the glass to get our attention. Then he would put his bag down, take off his pants, and proceed to lubing up large vegetables. He would stand up turn around or sit on his ass with his legs up and shove the gigantic produce up his ass. I mean impressive. Melons, you name it. I saw produce so large that I had no idea what they were and if I did they were 3/4 up an ass anyway I would have no way of identifying it. And the gape this guy would get after removing such a humongous object! Hats off to the Green Grocer.

Pencil Dick Dean

Here are more pictures of Pencil Dick Dean!

Sissy Tiffany from the UK!

Sissy Tiffany sent us her pictures and we just absolutely had to share them with you!!

Doesn't she have great legs!!

Send us yours as pleasureplaypen@yahoo.com

Shopping for my baby - by Kissaya

Being the mistress I am, this past weekend I went baby shopping with one of my babies. He picked out his diapers, nightie outfit, a couple toys, a couple bibs, baby oil, powder, a new bottle and a binky. Good thing I brought a diaper bag, I had to change him once. I brought my baby to the bathroom, I took off his diaper and scolded him for messing his diaper. While I was scolding him I wiped his little butt, cleaned him all up and added powder to his area. He smelt so much better. After we were done, I gave him a kiss and his teddy bear to walk around with while shopping. He was a good boy being out with his mama 👶

Tinkerbell - Joe C - by Blair

Amber and I often do calls with our "Tinkerbell" sissy. He calls his tiny penis his "Dolly" so says he plays with his dolly. He introduced Amber and I to the word mincing, as he always says he in mincing and prancing around. I must admit, it was a vocabulary lesson for me and I thought I'd share the definition straight from Miriam Webster dictionary is:

"  affectedly dainty or delicate "

The Urban dictionary says:

"To walk or sashe/shante in a very effeminate and/or swishy way. To walk as if wearing a pair of invisible high heels.
Wow, get a load of him Mincing across the room like he's walking on egg shells.
#tippy toe #high step #voguing #twinkle toes #light in the loafers."

I crack up every time I hear Tinkerbell say he/she is mincing and prancing in her gingham sissy maid outfit. Thank you again for the vocabulary lesson!

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Baby Lala - by Kissaya

I come home from work to my house smelling of freshly baked pumpkin spice cookies that my baby sitter made for me and my big baby Lala.

 

My Lala baby is such a sweet baby but can be a little bit of a challenge. She's a little spoiled and can be a little picky about certain things. My nanny brought to my attention that my Lala won't eat her vegetables unless she has some dessert first. So, I had to scold her for giving the nanny a hard time.

 

No dessert for the rest of the night. Lala starts to cry, so I brought her to her room and proceed to change her. Time for nap nap Lala, she says "yes mommy". I change her diaper and put on her pajamas with little bears on it, slip a little toy in her crib and rubbed her back. She falls a sleep.

 

"Night night Lala".

 

 

 

**This isn't a picture of Lala, but I thought you'd like the pic anyway :) 

 

 

 

 

Baby boy Leonard - By Eva

Hi this is Eva this is a very interesting story about Leonard T...... Leonard would ask me questions with a baby voice.

 "CUTE" Leonard would start off telling me his mother would change his little sister 2 years old and himself with cloth diapers with plastic pants that's all they both could wear because mom wash the cloth diapers and both could rewear it again. She didn't want to keep buying the baby diapers all the time.

His sister would never tell mom her diaper needed changing and she would be a mess!  Mom would change his cloth diaper with his legs up in the air and use baby wipes. The bed he slept in had plastic sheets and it would make funny squeaky noises.

Leonard told me "Eva" when he goes away to camp if you go on yourself """messy""" there are special area's you sleep on plastic cover beds just like he does at home!  Then Leonard had me going!

 He ask me questions about people in Prison..."Before they die with the needle on the metal bed. Do they go on themselves do they tell the guard to stop to change there diaper and but there leg up in the air or do they wear cloth diapers and they sleep in special areas of the prison with plastic cover beds like he does!"

Gotta love my baby boy Leonard!

Dilema - by Blair

Dilema

I have a regular sissy caller, Nina, who just found herself in a very sweet position. She has an Italian Stallion boyfriend, Vinny, who looks like Vanilla Ice. Well, Vinnie moved in with her and has a very good job. He just asked Nina to quit her job to be his full time mate so she won't be tired and can take care of his dick. Only problem is, he just likes her to be a fag, not a sissy so she can only dress up and be feminine with me. She misses her many bra and panty sets, her stockings, and other lingers BUT is in love and has her own gorgeous virile man all to herself.

Would you be able to give up your sissy clothes for some steady cock???

New Pictures of Sissy Nina - by Blair

Nina does love showing us pictures of her when she's dressed up like the cute little sissy girl that she is!

Here are some new ones. 

Do you have any you'd like to share?

Send them to us!  Pleasureplaypen@yahoo.com