Sissy's Love & Freddy's Diaper

Freddy's Early Days

I am Fredrick. I wear diapers and here is my/our story. I had a normal childhood for a slightly wealthy kid. My sister and I were born and raised in Southern Florida. Me and my older sister are four years apart. My Dad was a movie producer of several mildly successful movies. He partied and traveled allot. I rarely saw him. Mom was an actress till I came along, and she became a sorta stay at home mom. Mostly She managed the house finances after she dropped out of acting when I was born except for a few local ads. Dad was 50 something and married my mom when she was barely old enough to vote. Sis was born right after the marriage (Shotgun marriage?) and raised by nannies.  My mom became pregnant after my dad visited between productions, and in the summer after Sis's Pte-K Mom had me.

Before she was married and had me and my sister, she played in a few movies as a kid and had some success. She played in a few more while we were growing up. I even got a few roles and made some cameos in Dad's movies. Sis preferred staying at home with the cook and houseman doing schoolwork. The summer before Sissy started middle school, we got a call. My dad had died of a "heart attack." We knew this was a BS cover-up he probably died from putting too much blow up his nose and humping some young beauty wannabe actress. This left us, Mom in her early 30s, and my prepubescent sister with five year old me still in diapers alone.

After dad died, mom fired all the female staff. She was sure he'd fucked them all. I would find out later he never did probably fearing a lawsuit more than getting caught cheating. This left only the cook (Benny) and a houseman (Jerry) to do maintenance and cleaning. They also watched us kids when mom wasn't around. They were the closest thing I knew to a dad. 

I enjoyed helping Jerry fix things and Benny cook though I was probably more of a bother than a help. But, they put up with me and we had fun. Mom rarely went away and stayed home mostly except auditions and small roles where she could be home on weekends. She stayed drunk when she was home. While mom was away or drunk Sis and I were left with Benny and Jerry. They knew little about kids, but soon learned and kept us from wrecking the house or getting anything other than a minor boo-boo during the day. 

This left me to be raised mostly by my sister. Mom tried but had no clue or was in a stupor. Mostly she just drank, lounged around in lingerie,  bikinis, or less, and threw socials for her has-been movie people. Mostly Sis and I stayed upstairs in our room or the playroom for these. But we loved the weekend backyard cookouts,  BBQs, or potluck buffets when it rained because Mom's friends would bring their kids. Most were around Sissy's or my age so we had plenty of play friends.

Nudity, just in panties or diapers was not an uncommon site for for us kids during the weekend get togethers. Parents paid little attention to us. We were pretty much allowed to wear or not, do or not do whatever we wanted. Clean up from all the sticky stuff from BBQ foods and dirt from eating or playing was easy. We'd just strip off what little we were wearing and jump in the little kiddie pool. It was a converted coy pond. With a few fish left. Some older kids would keep their undies on but once wet they did nothing to hide anything. 

Despite all the nudity I was at first confused by the anatomy and attire then I didn't care. Some of the others my age and I couldn't figure out why women and men dressed different either. Boys would wind up in the girls stuff and vice versa. Often, us younger kids would just stay naked while playing. It didn't take us long to make a rule among us that no poopies except on the potty.

The poolside toilet/shower with a stool to helped us climb up. Sis and the other big kids were happy to help with seating and clean up in the shower. Us little kids thought it was just another playtime. I liked being changed and playing around. I could diaper myself if I needed to, but I always got the tapes crooked. Normally we just stayed nude it was easier. Sis was my favorite to help me change because we made a game out of it. I could even manage to help others with their diapers and they mine. It was easier for me to get the tapes lined up on someone else than me.

We had many sleepovers because the parents usually got to drunk to drive and passed out in the yard living room or one of the three extra bedrooms. Sissy and the other big kids would make sure us little ones always had a diaper on before bed. She wore diapers to bed or DryNites when she got older, so she gave us no excuse to not wear them. Sissy told us when we were old enough to spell diaper we could choose. I never told her until I was in college I learned how to spell D-I-A-P-E-R when I was three. I could barely spell cat and dog then. In the mornings most of us would stay in our wet diapers except the few that still went poopies. Then we'd strip again to play outside some more. When it was time for everyone to go home the adults would say "it's like herding cats with a garden hose." We just thought it was a game of chase.

After everybody left mom would grab a bottle of wine and retreat to her room leaving us in the care of Benny or Jerry. Occasionally, she'd come out in her undies or nude to get more wine, or whatever when the wine ran out. She was never mean and always loving when she was around, but we hardly saw her.

With the nannies gone, I was slow to potty train. Sis tried to show me, and I got good at making poopies in the potty. Wiping was an issue. Sissy would have to help, but I made the effort. Pee-pee was mostly for diapers or just whenever I was in whatever I  wearing. Sis did have some success getting me to pull down my pants to pee in the backyard. She did this by lifting her skirt and showing me when she peed. I had problems with buttons and usually wound up peeing while attempting to remove my pants. So at home I usually wore one of Sissy's old skirts and panties or nothing but a shirt with or without diapers. depending on what I was doing. At that age kids didn't care what others wore. Fashion and sexuality were adult things. Jerry and Benny tried to help by showing me how to pee in the toilet standing. Jerry even built a little stool with my name on it. This helped and I used it sometimes, but usually I'd stand there with my little thing and splatter what was left after wetting my diaper on the rim or seat if sissy left it down.
Benny, Sissy, and Jerry never said anything except to praise and for me to keep trying.

I don't remember Mom helping with my diapers or clothes other than occasional shopping trip where she bought dresses and undies for Sissy. Sissy would always look to me to see if I liked what she picked out because I wore her hand-me-downs. I was five having outgrown all my toddler clothes. Mom had no clue what little boys wore. I didn't mind the skirts and panties were comfortable and fit over my diapers better than pants. The Benny and Jerry brought over jeans and coveralls I'd wear while roughhousing with other kids or helping Jerry fix something. But by far my favorites were hand-me-downs and a diaper.

Other than that not much was done to encourage my potty training and I was allowed to progress at my own pace.