Missy Marvelous

Mommy's Sissy Boy Pt. 2

My brand new dildo barely fit up my tight fuck hole. I've had brush handles, fingers, and even a cucumber in my ass crack before, but none of those compared to the size and circumference of the veiny big black rubber cock. It didn't seem to matter how much I lubed it or my butthole, I could only fit about four of the ten inches inside my rectum.

My master told me over Snapchat that not being able to take the whole dildo inside my rectum proved that I was a useless good for nothing beta bitch boy faggot. God, I loved it when he talked to me like that.

He told me if I was ever going to be worthy of his superior alpha cock, I would have to train my hole.

So that's what I set out to do.

I spent all weekend with my new dildo, dressed up in my mom's bra and panties, violating my anus with the sex toy.

I shoved it in and out of my butthole while watching sissy-hypno. I shoved it in and out of my butthole while watching BBC porn. And I shoved it in and out of my butthole while chatting and camming with random strangers on the internet. 

All while jerking my sissy clitty, and spunking non-stop. And each time I spurted, I made sure to squirt my gurl seed into my hand, either licking the cummies off my palm or smearing it all over the rubber cock head before poking it back in my shitter.

The only time the dildo wasn't in my asshole was when I was pushing it down my throat.

Master told me it's just as important to train my throat as it is to train my boy cunt.

He also said not to clean my dildo when I take it out of my ass and put it in my mouth. "Because a good sissy bitch," he said, "likes tasting her own asshole off the tip of a cock"

Unfortunately, my oral skills were just as pathetic as my anal skills. I could only get a couple of inches of my dildo down my throat before my gag reflex had me spitting up and coughing.

My coughing and retching had gotten so bad, that Mom heard me and thought I was sick.

She was so worried, that she came into my room to check on me. 

When she walked into the room, she saw me on the floor, dressed in her bra and panties, with a puke-covered dildo in my hand, and my cellphone set up to record me.

I looked up at her with panic in my eyes and shrieked, "Mom!"

She looked at me with anger in hers and demanded, "What the fuck is going on in here?"

Mommy's Sissy Boy Pt. 1

Another Friday, another shitty school week ended. Thank god for weekends.

I walked through the front door and saw my mom on the couch, feet up on the cushions, looking at a magazine. God, she had a perfect life. She got to sit at home all day watching Netflix, reading magazines, and doing whatever else amounted to fuck all.

Unlike me, who had to waste my days at the worst high school that ever existed.

"Hi honey," Mom said as she saw me enter the house.

"Hey mom," I said walking past her without even a nod.

"How was school?" she asked.

"Crappy," I replied.

"Oh, that's good," Mom said absent-mindedly as she flipped through her magazine.

I don't know why she always had to ask me how my day at school was. It wasn't like she gave a fuck to even listen to my answer. If I told her the truth about school, that I'm constantly bullied by the girls, boys, and even teachers, she wouldn't do a damn thing about it. Especially if it meant having to leave the house and get away from her precious Netflix and magazine reading.

When I was halfway up the stairs, on my way to my room, Mom called after me

"Oh honey," she said.

I stopped and looked at her over the railing. "Yeah, mom?"

"I forgot to tell you. A package came for you today," she said.

My heart sunk and a bead of sweat broke out on my forehead. "D-d-did you open it?" I asked in a soft nervous whisper.

She looked up at me like I slapped her with her an insult. "Of course not, sweetie pie. You're eighteen, Kevin, and will soon graduate high school. I wouldn't open your mail." Then her look turned suspicious. I was sweating too much and too red in the face. "Should I have?"

"No!" my voice cracked in excitement. "You did the right thing. Uhm, where is it?"

"On the kitchen counter," she replied.

"Ok, cool," I said running back down the stairs and to the kitchen.

I saw the box with my name on it, scooped it up, and beat feet back to the stairs.

"My goodness," Mom said with wide eyes as I rushed past her. "Someone is excited. Makes me wonder what's in the box."

"Nothing," I said hurrying up the stairs. And realizing that was a lame response, I turned to back over my shoulder and said to her. "Just videogame stuff, you know?"

"Videogame stuff?" she said with a roll of her eyes. "Sure."

Of course it wasn't videogame stuff in the box. It was something much more fun than any game. It was a huge 10-inch silicone cock.

As soon as I got in my room (and closed the door), I went about carefully opening the package, like I was handling the birth of the baby fucking Jesus. Soon, I was holding the most beautiful big black veiny, rubbery dildo in my hands. As I held it up, I swore a light shone down from above on it and angels started singing. My very first dildo was here at last.

I took a picture of it and sent it to my master.

Next, I changed out of my school clothes into what I usually wore when I was alone in my bedroom, my mother's thong and bra.

After putting on the thong and as I was snapping the clasp to my bra my phone vibrated.

It was a message from my master: GET ON SNAP NOW

I texted back: YES, DADDY.

I grabbed the lube, my dildo and opened Snap Chat, and got ready to pound my boy pussy for daddy.