My mom married john. He was pansexual and so is my mom. So gender wasn’t a big thing in our household Which was great for me since I considered myself transgender.They helped me through the years the best they could as to helping with my transition.I was skinny and on hrt, long hair and almost passable. Almost.

Being on hrt for a while I had small tits, wider hips and a great ass. My cock has always been on the smaller size of 4.5” soft it’s a mere inch. It’s so small most chastity devices fall off.

I only cum using my dildo . I’m a virgin in every aspect. I been just working on myself not worrying about boys.

My mom has always been my best friend, we don’t really talk about sex, cause that’s kinda weird. But she did buy me my only dildo. To be honest I asked her. It’s 6” suctioning base. When I’m in my room with the door closed they don’t bother me.

My step daddy is Craig, he’s 38 about 5’ 10” and muscular build. He’s a great guy to my mom and me. Very supportive. But sometimes I notice him staring at my ass, and now my little tits. It doesn’t bother me cause it’s nice having a man looking at you with desire.

My mom always travels for work, sometimes she’s gone for a full week , but mostly it’s 2 nights. Over the years when she’s gone, Craig has become more friendly. I mean he’s always friendly but a little more touchy-feely, not like he’s grabbing my ass or anything but he will scoot by in the kitchen rubbing against me, touch my arm or leg while he’s laughing. We both know what he’s doing. I think it’s kinda taboo and hot so I don’t say anything.

Or sometimes when we’re sitting at the table playing a game his leg will be touching mine. I leave my leg there or sometimes rub my leg on his softly. I’m kinda a tease I guess.

One day I kinda teased him a little to far. My life changed forever. Around the house I would usually wear thin loose pajama bottoms and a tank top. My penis was so tiny I didn’t need panties to hold it in. Craig walked by me in the kitchen, his hand swept across my lower back. He passed me a few times doing this. So I figured I would pass in front of him. Excuse me I said as my ass, rubbed into his crotch. I felt his cock slide over my cheek into my crack and over the other cheek. On my way back I did it again but I was surprised when his cock was hard, over my cheek and into my crack I paused, it felt amazing and for some reason I arched my ass and pushed back, I felt his cock on my asshole. He grabbed my hips and pushed in, through my pants. Earlier I was riding my dildo so I was still a bit lubed. His cock and my pants pushed into my asshole. I moaned, he kept pushing. I gasped . He pulled his cock back, I had the worst wedgie ever. I got my drink and went to my room. Pulling my pants out of my asshole. I thought to myself did that just happen?