Grandma’s Pet Project Pt. 02
That night was the strangest I had ever had by far. The feeling of safety in grandma’s house, sleeping in a nightgown, well trying to sleep anyway was so intoxicating.
Grandma left me to sleep in the wet diaper and I found wearing it exhilarating and rubbed myself to orgasm four times throughout the night.
I had dreams of doctor visits in pretty dresses and getting examined with my feet in the stirrups. I dreamt of riding around in cars dressed as a girl while people stared at me. I had dreams of running down the street in just a diaper while people laughed at me. And I dreamt of wetting my diaper and woke up wetting my diaper.
I was asleep again by the time grandma came in to wake me up to get ready for the day although I really didn’t have anything at all to do.
She unceremoniously pulled all the covers off of me leaving me exposed in my nightgown which had ridden up throughout the night of masturbating and sleeping as I tossed and turned exposing my soggy diaper.
She gently hummed to herself as she untaped and removed my wet diaper and noticed the big black cock shaped dildo which had ended up near my bottom as I slept.
“Your cousin loved that one as well. I’ve drawn a bath for you since you shouldn’t be standing up for a shower. Go use the potty then bathe, I’ll be in shortly to get you dressed.” she said leaving me in bed with just the nightgown on.
Rubbing the sleep from my eyes, I managed to sit up and pull the nightgown off over my head before standing up to go to the bathroom. My ankles hurt but not as bad as they had hurt the day before. I limped to the bathroom and used the potty and then got in the tub which was filled with hot water and pink soapy bubbles.
The hot water felt so good on my feet and other bruises and all I managed to do was lay there and soak.
Grandma came in some time later as the water was starting to grow cold and the bubbles were almost gone.
“If you think you can manage walking in a two inch heel, I’ll have you wear a pair of your cousins boots which should provide some support for your ankles since they’re made of stiff leather. I’ve laid everything out on your bed for you to wear after I get you diapered.” she said then as an after thought she asked, “Will you need help getting dressed?”
“I dunno, I don’t think so. I can probably manage.” I said and then was made to get out of the tub while grandma toweled me dry and then had me hobble back to my cousin’s bedroom wearing the towel up around my chest like a girl does, like the bullies at school had made me after phys ed.
I laid on my back on the bed and endured grandma taping not one but two of the ultra thick diapers on my bottom.
“There, with two diapers on, Angela’s panties should fit just fine. Just holler if you need help dear. Breakfast is on the table.” she said then left me to get dressed in the clothes she had laid out for me.
I looked at the clothes she had laid out for me. A pink blouse, blue denim jumper with short pleated skirt, a short white slip, black leather boots with a two inch heel, white thigh high stockings and a garterbelt and lastly a pair of pink panties with five rows of ruffles across the ass.
I knew I was gonna have to wear girls clothes since my dad had kept all my boys clothes and because I had agreed to allow my grandma to sissify me but it still felt kinda weird getting dressed.
Panties came first which were snug now that I had on two ultra thick diapers. This was followed by the garter belt and stockings. I had watched sissy porn and knew how to roll on a pair and even wore my moms from time to time so I knew how to put them on.
Then came the boots and despite the heels, the tightness of the leather did make my ankles feel much better. The boots came all the way up to my knees.
The blouse was next and finally the slip and denim jumper dress. When I stood up I noted the the panty covered diaper was barely covered by the pleated skirt and if I were to bend over even a little, they would be clearly visible.
I gingerly took a couple steps in the boots and despite the awkwardness of it, managed to walk pretty good. Angela’s room had a full length mirror on the back of her closet door so I took a look.
I saw a boy wearing girly clothes but I also could see how I might be mistaken for a girl if my hair were done like a girls and perhaps a little makeup too.
Carefully cause my ankles still ached a little and because of the heels on the boots, I made my way downstairs and into the kitchen for breakfast. It was also a little awkward cause of the thickness of two diapers.
“You are such a doll aren’t you!!!” grandma exclaimed as I took a seat at the table for breakfast. I blushed slightly.
“The boots helped my ankles but it took a few steps to learn to walk in them. What are we doing today?” I asked wondering if I was gonna have to go outside again dressed as a girl. I wasn’t sure if the idea excited me or terrified me, probably both.
“First we’ll have ourselves a little talk just the way mothers and daughters do. Remember, you promised to be honest with me if I kept you out of school. Then, depending on how you feel, maybe go shopping.” she said.
And there it was, possibly another day outside wearing a dress. I thought of ways to make myself look sick but then wondered if that’s what I really wanted.
“Okay, I guess.” I said as she put a plate of food in front of me. Bacon, eggs and hashbrowns.
She put a plate for herself on the table then sat down across from me and asked quite bluntly, “Did you play with yourself last night, be honest?”
My face turned a bright red and I held my head down and just nodded yes.
“We went over this yesterday sweetheart, use your words and don’t pout.” she chided me but not in a cruel way.
“Yes, it’s just. I mean I can’t just… Boys don’t talk about things… It’s embarrassing is all.” I stammered still holding my head down in shame.
“That’s why were pretending you’re a girl. Girls can talk about things that boys cannot. You should not be embarrassed either. No matter what anyone tells you, every boy at your school does it and I’m willing to bet that most of them wear their mothers or sisters clothes when they do. Now say the words sweetie, did you play with yourself last night? Go ahead and tell me about it?” she said.
“Yes I rubbed myself a bunch of times last night, especially after my diaper was wet.” I confessed.
“Sweetheart, your not the first person to be excited by wearing a diaper and you won’t be the last. I’ll let you in on a little secret, your aunt only needed diapers for a little while when she got sick but she kept wearing them because she liked them. Tell me how you got started?” she asked with genuine interest and not out of cruelty.
“Mom and dad had gotten me an iPad for my eighteenth birthday and I found lots of porn with guys wearing girly clothes, then I saw one wearing a diaper for his boyfriend and I remembered Aunt Sophie’s diapers were in the attic so I tried one on.” I said. The conversation was making me feel strange.
“Hmm, so, did you prefer porn with men in dresses or did you watch girly porn too?” she prodded.
“Just men. I watched all kinds of porn but it was the ones where boys were sissy that I preferred. I think I like men, I mean not real man cause they’re all jerks but I liked the men in the videos cause they pretended the ones in dresses were real girls.” I said trying to explain.
“Those boys who make fun of you in school would be a whole lot nicer if you pretended to be a girl for them but in the end, all men are pigs which is why I’m so proud you’re a sissy instead. Tell me, you also liked wearing girls things so you stole your mother’s bra?” she prodded further.
“I guess so. I mean yes. I liked wearing a bra but moms were way too big.” I answered remembering not to pout.
“And tying yourself up, that excites you as well?” again she asked.
“Yes, I saw lots of videos where sissy boys, especially ones in diapers and pretty dresses got tied up and had things done to them. They all seemed to like it a lot.” I said and somehow began feeling more at ease with the conversation.
“Now you do understand sweetheart that those feelings are quite normal. Many young men much prefer to be treated as young ladies and have strong men do things to them and on that note, I want you to explain to me all the things you would like a man to do to you if you had the chance?” she asked.
“Everything?” I asked wondering if I could actually confess all the things that turned me on when I watched porn. So I clarified, “It’s just fantasies. I would probably never do those things even if I liked them.”
“Everything young lady. Details are important. If I’m gonna help you become the young lady I know you secretly want to be, I need to know what I have to start with.” she said with a note of maternal authority… and finality.
I decided to be honest since grandma wasn’t judging me.
“I want someone to make me wear a diaper all the time, no matter what and I want to wet them sometimes. I want to wear a dress but not get teased for it. I never want to wear a pair of pants again. I want tied up and even gagged but not in a bad way, comfortably but secure so I can enjoy it. I want to know what sucking a cock is like and maybe even what getting fucked is like. I want tits so I can wear a bra. I wanna clean house dressed as a maid. I wanna know if it’s really fun to wear a chastity cage and I wanna feel a man actually kiss me…” I blurted out somehow glad to have it all off my chest.
“Is that all dear?” grandma asked.
“No, I also want a spanking. I don’t know why, I just do. Lots of sissies online get spankings and seem to love it. I wanna wear a wedding dress but I also wanna wear a bikini. I wanna have someone take pictures of me doing all manner of sissy things.” I said somehow unable to control myself now that the floodgates had been opened.
“Well, it’s official. Your hormones are in firm control. It usually happens around twelve or thirteen but you’re a bit of a late bloomer.” she said without any judgement at all.
“Oh, I also want to wear bloomers, frilly ones.” I said.
She burst out laughing at that and I was afraid I had gone too far but she got up from her seat and came around to my side of the table and kissed me on my forehead and said, “You are way too precious to be a boy.”
“You’re not mad at me?” I asked unsure of how she felt.
“Not at all. I’m relieved that you told me the truth. I always knew you were a sissy and I’m delighted that you know it as well. Finish your breakfast sweetie and we’ll plan out our day.” she said smiling.
I ate everything on my plate and downed a full glass of milk and another glass of orange juice when grandma asked me to “Go out and check and see if the mail has come yet. There usually here by now.”
Go and get the mail wearing girls clothes? So many crossdressing and transgender fantasies I read online had this element and I was almost in ecstasy as I tried to seem casual as I walked outside to get the mail.
I walked outside across the street to our mailbox and the slightly chill morning breeze hit my legs making me feel ultra self conscious from both the diapers and stockings under my short denim pleated skirt. Even though the skirt came down a good two inches below my diaper, I imagined that everyone could see it. The mail had indeed arrived and as I carried some few bills and fliers back to the house, a chill gust of wind blew my skirt up exposing my panty covered diaper.
I hardly noticed that I was in heels but walking was a little weird with the thickness of not one but two really thick diapers between my legs.
I could tell that grandma had seen the accidental display of my panties and diaper when I handed her the mail as she had a nice smile on her face and said, “Just wait till you do that infront of some well hung stud.”
“I like diapers and all, but wearing two is one too many. It’s making me hard all the time. Plus walking is weird, especially in heels.” I asked.
“Your bottom isn’t quite big enough for Angela’s panties just yet, maybe after a round of hormones but not now so I will give you a choice. Two diapers and Angela’s pretty panties or one diaper without panties. Remember what happened when the wind blew your skirt up, what do you want people to see?” grandma offered.
I didn’t hesitate when I responded, “One diaper please, without panties.”
“Okay then. The two of us are taking a trip to a salon I looked up online last night that caters to girly boys so If you can wet your diaper before we leave I’ll change you and you can wear one diaper all day. If you can’t wet by the time we leave then you’re stuck with two diapers all day.” grandma said.
“When are we leaving?” I asked.
“In about an hour so you might wanna drink up young lady and remember, once we leave the house, no potty breaks. If you need to pee then use your diaper. This is what you wanted.” she said far more sternly than I was expecting.
“It was just a fantasy.” I protested but not too hard because it was exciting.
“Fantasies have a way of telling us who we really are. Your fantasies tell me you are definitely a diaper sissy and we both know it. I don’t care if you’re right next to a potty, if you need to pee, then pee in your diaper and then ask me to change you. Do you understand me young lady?” she demanded.
“Yes ma’am.” I said demurely. I did like being called a young lady.
“Good girl. How are your ankles feeling this morning. I need to know before we leave?” she asked.
“Much better, a nights rest and Angela’s tight boots did the trick.” I said as I tried to let some pee tinkle into my diaper. No luck. I went and drank three glasses of water making me feel bloated in the tight garter belt around my waist.
It took forty minutes before I managed to wet my diaper.
“Grandma, can you change me, I’m wet.” I asked.
“Change what dear?” she asked without looking up from the book she had been reading.
“Grandma, can you change my diaper please. I wet myself.” I said. I knew she was enjoying this as much as I was.
Grandma had me lay on my back in the middle of the living room while she went upstairs to Angela’s, now my, bedroom to get a fresh diaper for me. She then expertly undid my garters and removed the panty so she could change my wet diaper leaving me in just one diaper and no panties.
When I stood back up I realized that without the tight panty, the diaper hung just a little lower, almost even with the bottom of my skirt and it was way louder as well. I was sure I would be seen or heard at some point today, probably both at the same time.
And so for the second day in a row, I went in a car ride dressed like a girl with grandma. We arrived at a salon called THE PRISSY SISSY. I should note that grandma made me carry a diaper bag full of extra diapers.
I walked inside with grandma and she went to the counter and announced, “Jamie Willow with an appointment for eleven.”
“Yes, I have it right here. It says here you wanted something in strawberry blonde pigtails with just a touch of curls” a woman behind the counter asked.
“Yes, she’s a little pet project of mine. I think pigtails would highlight her pretty face just right. I also want her to have pink lipstick and nails.” grandma explained to the lady behind the counter.
“Not a problem, I’ll set her up with Bruce, he’s an expert at little girl styles. It’s his speciality. Follow me sweetie.” the woman said escorting me to one of the salon chairs leaving grandma in the lobby to wait for me with my diaper bag.
Immediately I knew that sitting in the salon chair would make my diaper visible to anyone who happened to look. No way my short skirt would hide it as the salon chair reclined significantly.
I sat down and tried to sit in a ladylike manner holding my legs together to hide my diaper from view but the bulk of the diaper prevented it. Finally I gave up and sat normally letting my diaper show.
I’ve never had anyone wait on me before like this. My stylist, a beefy white man named Bruce or as he preferred to be called, Brucey, was ultra nice to me as he first washed and rinsed my hair before dying me blonde with a touch of strawberry red.
Next he cut my hair and put it up in pigtails with a curler in each one to give them a touch of a twist.
As I waited for the curler to set, I was treated to a manicure which ended with me having pink nails. Last came some lipstick, also in pink.
The whole thing took almost two hours and during that time, everyone who came into the salon took a minute to stare at my exposed diaper.
To my surprise, no one teased me or said anything remotely mean. Instead I heard comments like, “Oh how cute.” and “That’s so pretty.” and “Oh my god, so precious.” and many more along those lines.
Brucey, my stylist even commented saying, “Your very popular. We haven’t had a diaper sissy in here for months. Your boyfriend must just love to change you.”
“I don’t really have a boyfriend.” I answered humiliated but also excited.
“No boyfriend, that’s a shame. Why I know hundreds of men who would love to put you on a pedestal and worship you. Hell I’m willing to bet that even straight guys would love to take you in the back room and change your diaper if you know what I mean.” he said as he put the finishing touches on my lipstick.
I did know exactly what he meant and just thinking about it made my dick hard in my diaper not that anyone could tell since it was so small and the diaper was so thick.
Towards the end of my makeover, I found that I had to pee real bad. I had drank way too much water in a hurry to wet my diaper earlier and now I was gonna pay the price for it. I tried to hold my legs together to hold it in but this got Brucey attention.
“Do you have to tinkle? Go ahead. That’s what the diaper is for. Did you bring extra diapers with you?” he asked almost as if he were excited about it. I think he was.
“I have a diaper bag that grandma is holding onto.” I said as the urge to tinkle continued to build up inside me.
“Why don’t I have a talk with her then while you go ahead and wet your diaper like a good girl.” he suggested.
Was grandma going to allow this stranger to change my diaper and almost certainly do something else to me? I had no idea. I knew grandma wanted me to be a little sissy diaper girl but this? As I waited for Brucey to return, I let loose and flooded my diaper with warm pee. The feeling of relief was incredible, almost as incredible as the feeling of wetness that pooled around my bottom.
To both my horror and excitement Brucey returned wit one of my thick diapers, he held out his hand saying, “Let’s go into the back room for a little privacy.”
He then helped me up off the salon chair and immediately I felt my soggy diaper begin to sag. He escorted me by the hand through the salon as his coworkers looked on. As I passed by a full length mirror, I noticed that my wet diaper hung just a tad below the hem of my skirt making it clearly visible to anyone who looked at me which included everyone in the salon.
He led me to a small room with a couch and had me lay on it with my butt hanging over the edge. He expertly undid my garters and then removed my soggy wet diaper exposing my tiny dick.
The he shocked me by taking off his pants and underwear. Well not shocked but surprised. Maybe not entirely surprised.
“Is it gonna hurt?” I asked as he stepped between my spread legs.
“I’ll go slow, I promise. Your grandma said you were a virgin. Would you like something to bite down on so you don’t scream?” he asked.
“Okay, I guess.” I said without realizing exactly what he was offering.
He grabbed something from a bag which I assumed belonged to him and before I could offer a protest not that I would have at this point, he gagged me with a penis gag and secured it with a strap behind my head.
I felt utterly vulnerable as I sucked on the rubber penis in my mouth tasting my own lipstick as I did. He stepped back between my legs and began fingering my ass for a few minutes with some lubricant until he felt I was ready.
I closed my eyes and waited in anticipation before feeling his cock at my ass.
He pushed and in one thrust the head of his cock was inside me. I moaned both from pain and humility as he pushed in further and further until I felt his balls hit my ass cheeks.
Then he fucked me. Not hard like I had seen in many of sissy pornos but sort and gentle. He took his time and soon the pain in my ass had become a beacon of pleasure. Now I new why all those sissies online smiled when they got fucked. It was wonderful.
He fucked me for a good twenty minutes before leaving a load of his sperm inside me making me feel special to receive it.
I was exhausted by the time he had gotten dressed and put another diaper on me.
He redid my lipstick when he removed my penis gag and I had a smile on my face when I was escorted back to the waiting area where my grandma waited for me.
She paid for the makeover and we left.
“So, did he make love to you?” grandma asked bluntly.
“Yes, it hurt but after a minute it didn’t hurt and became fun. He even gagged me but I didn’t get to wear a chastity cage like in my fantasies.” I said and I realized that I felt okay telling grandma about things like this.
“There’s a chastity cage in your cousin’s vanity.” grandma said matter of factly.
“Wait, why would Angela have a chastity cage, it’s only for boys isn’t it?” I asked.
“Silly girl, you didn’t think you were my first pet project did you?
My mind had literally just been blown.
“Angels’s a boy?” I asked with obvious astonishment at the thought.
“Of course not, Angela is a sissy just like her father Aunt Sophie and just like you.” grandma said as if it were the most natural thing in the world to say.
Wow I thought to myself, Angela and Aunt Sophie were both sissies.