Sissy Boy Compilation
⚡ ALL INFORMATION CLICK HERE 👈🏻👈🏻👈🏻
Sissy Boy Compilation
Upload your creations for people to see, favourite, and share.
Tell the community what’s on your mind.
Share your thoughts, experiences, and stories behind the art.
Upload stories, poems, character descriptions & more.
Sell custom creations to people who love your style.
Find out what other deviants think - about anything at all.
Fund your creativity by creating subscription tiers.
Hi my name was Timmy and i was a normal boy of 6. I do all the boy things like baseball and playing outside, video games and other things. My mom always said about my hair being longer than boys should have, but i had secret passion that my mom didn't no about. Well you’probably wondering what my favorite thing to do is, been about years now that I have been stealing and wearing my cousin’s pink pull ups diaper when they would come over for holidays and spend the weekend. Me and my cousin were same height ans she is only 4 years old and everyone thought that i looked like toddler around 3 or 4 years old. One day i was riding my bicycle wearing one of my cousins pink pull-ups under my shorts, and they are thick between my legs. I was daydreaming how these pull ups fit me very good and even started to giggling like a little girl as i rode my bicycle chair stuck and i hit curb and went flying until i hit ground and my pink pull ups were in plain sight. I opened my eyes cute lady with little girl. Lady came and asked: Are you okay sweetie that bicycle looks to big for you honey you should ride little kids bicycle. I seat up and saw big rip in my shorts. Is she going to be alright mommy little girl asked? I don't no sweetie little girl mom said. I said yes i'm fine i hit ground because bikes chain got stuck. Look mommy she ripper her shorts little girl said. After hearing what little girl said I realize she thinks I’m a little girl too because of the pink pull-ups diaper im wearing. Then she asked what's your name I"m Jessie and im 4 years old little girl said. I didn't wanted to say my real name and that im actually a boy not a girl so i had to thing something quickly so i said I"m Susie. I stand up and I see the little girls mom staring at me, i tried to keep fabric together but no luck. Darn it looks like I ruined my shorts my mommy is going to be very upset for what i did It's ok sweetie for little girls it happens sometimes. Then they both came to me and i saw that little girl is almost same height as i am. Her mom said you can't go home looking like this you should come with us that you could barrow outfit. “Ummmmm I don’t want to be a bother you both and make trouble. It's ok sweetie lets go inside. And it happens that i hit bike near the little girls and her moms house. Then little girl grabbed my hand and led me up into they house. “Let’s race to the top of the stairs Susie, Jessie offered. Ready? We started running up the stairs as fast as we can. “Girls no running in the house specially up the stairs" We turned around that we could say sorry but something happen my shorts fall down reviling my pink pull-ups diaper. Oh it looks like she is wearing potty training panties and let me know sweetie if you need to go potty. Jessie bends down by my feet and helper me to get out of my ripped shorts. I'm been standing in their with princess pull-ups while Jessie holds my torn up shorts. Then she gives my torn shorts to her mommy that she could throw them away. Now sweetie now get her dressed up than your new friend can have lunch with us. Jessie took me to her room and i saw that it was pink baby girl nursery room. Then i said: wow Jessie you have really nice room. Thanks, Susie she said i bet you have same room like me. Of course i had you lie” yes i said a little bit similar” Then she got to her closet an opened it and i saw just skirts and little dresses I don’t see any pants or shorts. I said wow you got a lot cute clothes i said. All I see is skirts and little dresses I don’t see any pants or shorts. I don’t have any shorts or pants my mommy said girls wear dresses and skirts and only boys wear shorts and pants Jessie said thank you now lets get you a new outfit she said. The came back with pink camisole, she took of my red t-shirt and put camisole on me. Jessie walked over to her dresser and opens one of her dresser draws and holds pink girly disposable diaper and pink plastic panties. These fits me and looks like they will fit you too because we same height. So you still wearing diapers i said? Yes im wearing them all the time its better for me and for mommy then she changes me. My mom thinks I sleep better wearing a diaper with the plastic panties. Susie now go to a bathroom and change because i see your training pants are wet. I looked down and of course i saw my wet training pants. She handed me pink disposable diaper and panties and said : go to bathroom change and come back. I grabbed the diaper and panties and got to bathroom I seat down on the top of the toilet seat took off wet pull-ups cleaned myself then wrap the diaper around me, i taped both sides tight. I look at myself in the mirror and saw myself wearing a diaper with pink camisole, then i slide op pink diaper panties and left the bathroom. Then i came back Jessie picked up hello kitty sundress she walked to me slide over my head making my hair all messy. Oh that dress looks so pretty on you Susie you should always wear dresses because they are more comfy than pants or shorts. I look at myself in the mirror wearing the pink sundress, then i fell how Jessie puts pink socks one me. Susie sit on bed that i could put your shoes on i sat on her bed, and she slid black Mary Jane shoes on my feet. The suddenly she started to brush my hair and putting them in pigtails with pink hair bows holding them. Its done she said you can look in mirror if you like Jessie said. I stare at my reflection in Jessie's full size stand up mirror on her wall next to her closet door and i saw myself looking like 4 years old baby girl not a boy. Wow I look like a total different person i said. "Yes you look very pretty just like me. The we hear her mommy calling us for lunch. We run into the kitchen and see grilled cheese sandwiches ready for us. "Wow Susie you look like a totally different girl jessie mommy said. I think you should wear dresses all the time like Jessie. We both continue to eat till were done and Jessies mom walks in and see's us both relaxed at the table as I finish my warm milk. "Thank you for lunch it was delicious I really enjoyed it Mrs. Taylor." Well you are so welcome sweetheart I’m glad you enjoyed your lunch. Then i said i think i have to go home now my mom will be worried. I will miss you Jessie said. I said maybe we will see each other soon. Then Jessies mom came and gave me note. “This is a note for your mommy with our phone number and address I hope you can come over and play. Thank you I’ll give my mommy the note. We hugged each other and i left. After about ten minutes riding my bike i forgot that i was still was wearing baby girl clothes and i don't have any boys clothes, and what i was wearing pink diaper, and pink plastic panties, and a pink hello kitty sundress. How the heck am I going to get in the house without my mommy seeing me. I will have to thing something. To be continued
I wake up next morning in my onesie lying in crib still with pacifier in my mouth i fell my wet and poopy diaper pushing my legs apart.
Then i see mommy opening the door and coming.
“How’s my little munchkin this morning?
“Mum-mum-mum-mum!!!” i was so excited to see Mummy and held out my arms for to be picked up and carried onto the changing table.
Once placed on the changing table , Mummy removed my sleeper and messy and soggy diaper.
“We’re gonna get baby all cleaned up!
We have such a big day ahead of us you starting daycare today sweety.
Mummy took leather strap from the side of the table and f
Joe adjusted his glasses as he stepped out of his parked car. He looked up at the massive IKEA sized baby specialty store. ‘’If I don’t find anything useful for me and Rachel, I’ll eat my hat.’’ Joe joked to himself. The stores doors opened automatically when Joe came closer and he was exposed to many, many halls of baby essentials. Over twenty shelves of baby bottles, each with slightly different nuzzles and sizes. Thirty wall racks filled to the brim with pacifiers in all colors of the rainbow and more. ‘’Where do I even begin?!’’ Then he spotted an employee in the corner of his eye. ‘’Oh, uh, Miss! May I ask a question?’’ He spouted out, not wanting to have the employee walk away and be lost by the seas of baby items. ‘’Oh, but of course, sir. How may I help you?’’ ‘’Me and my partner are trying to become parents. I want to try and prepare some stuff before we actually get there. But, well, I’m kind of lost on where to even begin by this massive assortment.’’ ‘’I see, I
You point to the dress and diaper, your cheeks blushing ever so slightly. ‘’Oh you will be adorable once I got you all padded up, Sissy.’’ The woman strips you down and makes your body as smooth and soft as the day you were born. She slips the puffy diaper over your legs and seals it tight. Striped knee high socks follow after which she puts you into the pink frilly dress, way to short to even get close to covering the diaper you’re now wearing. You hear a clicking noise as the woman locks you into the dress. ‘’Just to make sure my precious sissy will stay all pretty and proper.’’ She puts your hands in big pink mittens, making them basically useless. Your feet get the same treatment with big pink baby booties. She goes back up to your head and puts a wig cap over your hair and then places a wig in place, securing it in place with some pins. Finally she slips the pacifier into your mouth and wraps it around your head, forcing you to keep sucking on it. ‘’Oh yes, you definitely
Pink pull-ups: Pull-ups Diaper: diaper
Join the community to add your comment. Already a deviant? Log In
If playback doesn't begin shortly, try restarting your device.
Are you a fan of crossdressing or the art of female impersonation/illusions? If so, you are certainty in the right place. I am Yoya Fabulosa, a gender queer crossdresser who is here to share with you many different aspects of my life.
Aside from the occasional tutorial, my channel is filled with vlogs of me documenting my life as a crossdresser/drag queen. Come along this journey with me as I learn to be the best version of myself and share my learnings with you all. I publish new content every week! Sometimes twice a week, so keep an eye out. :)
This is a safe space for you to express yourself, so please feel free to subscribe and be who you want to be.
Crossdresser At The Airport | Is That a Man or A Woman?! |
But he definitely doesn't listen to me all the time.
Videos you watch may be added to the TV's watch history and influence TV recommendations. To avoid this, cancel and sign in to YouTube on your computer.
An error occurred while retrieving sharing information. Please try again later.
How To Crossdress / Crossdressing 101 by Yoya Fabulosa 16 videos
0:02 / 3:18 • Watch full video Live
Something went wrong, but don’t fret — let’s give it another shot.
Asian Shemales Jerking Off
Public Gangbangs
Ts Foxxy Fucks Guy