Author's Note: Part 6 is told from Jack's perspective.
All characters are over 18.
Dad watched the rest of the video that Kyle and I made for him and was hard again, despite me having recently swallowed his load.
"You should send that to your phone so that you have it for future reference. Do you think that we should film the three of us together?" I asked playfully.
"I don't know about that." Dad replied. "I do know that the two of you are so fucking hot together. I'm getting worked up again from this video."
"I'm glad you're excited. We've got some things to do tonight, if I'm not mistaken." I kissed him deeply. "Are you ready to prepare me?"
Dad nodded in agreement. "You bet I am. I think you'll be pleased. You stay up here and I'll grab the rest of the stuff from the kitchen." He left to retrieve the things he bought earlier. I kicked off my sneakers and managed to pull off my socks using my feet.
Dad reappeared and helped me remove my pants and underwear. He pulled out the cleaning supplies and, following the instructions, he got me nice and clean.
"OK, now l figure that we should get you in the bath. It'll help to relax you and I can also wash your hair. We just have to be careful not to get your casts wet." Dad proposed.
I told him that it sounded good. He drew a nice warm bath for me then helped me in so that we kept my arms out of the water. Dad washed my hair, which felt amazing. It had been a few days and it was starting to feel oily.
He took a washcloth and washed my face, neck, upper arms, pits, and chest. He paused and looked at me.
"You doing ok?" He asked. "How do you feel?"
"I feel good. Relaxed. Excited. Maybe a little nervous." I admitted.
"Don't worry about a thing. I've got you." He smiled at me.
After I was fully cleaned out, cleaned up, and dried off he lead me to his bedroom. Following his guidance, I lay down on his bed. Dad told me to wait for him that he wanted to shower quickly.
This was it, I thought. I'm going to lose my virginity to my dad. I was getting excited. The situation was surreal. A month ago I couldn't have conceived of this moment, yet here we were.
Dad didn't take long in the shower. He came back into the room wearing only a towel and sat on the bed next to me.
"We're going to take this slow." He said as he removed things from the shopping bags. "Let me go and give these things a quick wash. Be right back." Moments later he was back with an armful of toys.
"You went all out." I remarked. Dad smiled kindly back at me.
"I wanted to make sure everything possible could be done to make you comfortable." He said. "I've got a few options here. These are butt plugs. I've got three different sizes. We'll start with the smallest and work our way up." He held up three different plugs. The smallest looked like I should be able to handle it with ease. The largest was pretty large but I trusted my dad.
I nodded. Dad took out some lube and worked it in between his fingers. I bent my knees to give him access. He rubbed the lube around and just inside my hole with his fingers. I was already starting to get hard.
Dad smiled at my cock's reaction. Once I was lubed up, he rubbed some lube on the smallest plug.
"Are you ready? Let me know if you feel any pain" He asked me. I nodded again. I was more than ready. He gently inserted the butt plug making sure that I was ok. It felt a little pressure but once the large part of the plug was through, it felt good.
I moaned a little as it settled in. Dad took this as the positive sign it was. It felt really good having the plug inside of me. It was a first. I hadn't had anything in there since I was a kid and dad would take my temperature with a rectal thermometer.
"That feels nice, dad. It doesn't hurt at all." I told him.
"That's good. You took it really well. Are you ready for the next one?" He asked.
"I think so. This one feels good already." I told him. He said ok and lubed up the medium sized plug. He reached over and gently pulled the small one out. It felt different coming out but not painful. Dad held the little plug up and gave it a little kiss before putting it down.
The medium plug went in with more pressure. I still didn't feel any pain, likely because of dad's gentle approach. Once it got past my ring, I felt the fullness of it. It was longer as well as wider and it hit me deeper. I moaned with pleasure.
Dad put gentle pressure on the end of it and moved it around slowly. My cock was fully erect now. The feeling in my ass was amazing. "Oh, daddy that feels good." I moaned.