[True Story] My first experience with a butt plug [Mf] [anal]

This is a sequel to an earlier post.

I showered off because I was sticky and wet. We had used a fair bit of lube while stretching my kitty, and of course, I had cum everywhere, so I was a hot mess. Luckily we had put a towel down. ;)

I came back in the room and Daddy had me get on my hands and knees on the bed. We were going to experiment with my ass for the first time ever! Daddy began by circling my hole with his finger. It was slippery wet with lube and I was a bit shy / anxious, so I was bucking forward away from his finger every time it started dipping inside.

Daddy rubbed my ass soothingly but told me sternly to settle down. He slid one finger inside me, going farther than anything ever has before. I was whining and whimpering, and couldn’t help but clench down hard on his finger. He began gently sliding his finger in and out of me, aaaaand, not gonna lie, I didn’t like it.

“DADDY IT FEELS WEIRD!”

“Shhhh kitten, it’s okay.”

“MORE LUBE DADDY!”

He kept gently petting my ass while sliding his finger in and out. It didn’t hurt, but I just wasn’t used to the feeling, plus I didn’t like how his finger would bend inside me.

“Daddy, please use the toy instead?”

The plug is black silicon, four inches long, tapered, with the thickest part being 1.25 inches wide. I actually heavily preferred when he started using the toy instead. Fingers felt too personal. The toy felt… thick and alien, going where nothing had ever gone up before.

He lubed it up plenty, using coconut oil. Daddy began pressing it in and out of me, first just the very tip, working it deeper and deeper into me. I was still squirming there on my hands and knees, hiding my face in the pillow to muffle my whimpers. The toy was stretching and pulling at my tiny hole. It didn’t HURT, but there was definitely a light burn as he stretched my entrance.

Something a bit crazy (to me) started happening. Even though the anal penetration was decidedly not pleasurable (it wasn’t bad, just wasn’t “good” either), my pussy started leaking like crazy. I don’t know why, but my arousal was through the roof, and my cunt was soaking wet. I didn’t believe it at first, so I asked Daddy to feel. He reached down and slid his fingers up and down my slit. Yep. Soaking wet. He kept working at my back hole, trying to fit the toy in, while occasionally rubbing my clit, using my slippery juices to help stimulate me.

Every time I would tell him it hurt, he backed off, but he kept a steady pace, rocking it in and out of me, teaching my little hole to accept the toy. Eventually, we got to where it was aaaaalmost inside me.

“Daddy, it hurts!”

“I know baby, we’re almost there, just a little bit more.”

With a stronger push, Daddy forced the last little centimeter inside me. Surprisingly, it didn’t hurt having the whole thing inside me. The skinny part before the flared base allowed my poor abused entrance to relax a bit. I could feel my ass fluttering around the toy, and I couldn’t help but clench down, feeling every inch of it inside me. My cunt was soaking wet, literally dripping little drops of my arousal down on the bed.

Daddy had me walk around a bit, feeling out the toy, and I rolled around a bit on the bed, feeling it inside me.

He got me on my back, and I told him I wanted to cum again with the toy inside me. I know some girls have crazy orgasms with anal stimulation, and I wanted to see if I was one of them. However, I didn’t know if I had the patience for him to make me cum again (it took an hour the first time), so we grabbed a small bullet vibrator.

I placed it between my pussy lips. Daddy was sitting cross legged on the bed watching me, and we made steady eye contact as I drove myself to another orgasm. It. Felt. So. Weird. Cumming with a toy in my ass. I never realized before that when I cum, my ass clenches down. I could feel my ass pulsating, throbbing, squeezing down on the toy inside me.

I told Daddy about it, and we had the same thought – it’ll feel great once that’s his cock in me instead of the plug.

So I’m soaking wet, legs spread, completely naked in front of Daddy, with this plug buried in my ass and my cunt dripping from all my juices. I was so horny (even after cumming three times), that I begged Daddy to fuck me. He wasn’t sure if he could cum again that day, but we did have toys. He reached over and grabbed our smaller dildo, a 5.5inch long one that’s only about 1.5 inches wide.

I didn’t even realize at the time, I was just so horny, that I was about to do my first double penetration ever…

[TO BE CONTINUED]

Source: reddit.com/r/sexystories/comments/b8tg89/true_story_my_first_experience_with_a_butt_plug