Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 4 by tcorbett691 tcorbett691

What do I see?

A Jeweled Buttplug

"What on earth?" I asked as Anne spread her ass. Between her aas cheeks was a red jewel encircled in silver. "A butt plug?"

"You see Mr. Doe, because of you, I looked up quite a bit of interracial porn to see little white girls submit to big, black cocks. But then, I ran across videos with anal sex. Those videos were so hot that I used to play with my butt while imagining getting ass fucked by you bent over your desk. Usually with some stupid porn scenario like 'A is for anal'.

"Over the past year, I've had my share of black cock but I've never let anyone have my ass. So I want you to take my anal virginity."

If my cock wasn't already hard it would have gotten harder. I hesitated at first because this seemed too good to be true. But then, I grabbed the jewel and pulled the plug out slowly. She let out a long moan as I pulled it out. Her tight ass was gripping it but she had also lubed her asshole so it came out without much trouble. I put the head of my cock against her backdoor and pushed.

"That's it, Mr. Doe! Punish my tight, teen ass with your big, black coOOOOOOOOOCK!" Right then, the head popped in and the first couple inches entered her ass. While her asshole was lubed, it was still TIGHT. That butt plug had opened her up some but it was rather small. My cock was definitely thicker. I didn't really believe her about being an anal virgin until I stuck my cock in her ass. It was easily the tightest hole I'd ever been in and I needed to go deeper. I grabbed her hips and pushed forward a bit. "Ohhhh..."

"Are you okay?"

"Your cock is just fucking huge. But please don't stop. Even if I don't like it, I want you to fuck my ass and fill it with cum! Make me earn my A!" I pulled back slowly and then pushed deeper than before causing her to cry out. I kept doing this until I slowly worked my whole cock into her ass. Once my hips touched hers, she let go of her ass and grabbed my desk. "Oh my god, your big, black cock is actually in my ass. Start off slow, okay? Besides that plug, only my fingers have been in there before now." I moved my hands up to her tits and started to massage them while I stayed hilted in her ass. After giving her a minute or so to get used to my cock, I started to fuck her slowly. "Ohhh... Ohhh... Ohhh..."

"How does it feel?"

"Ohhh... Not too baaaaad. Just go sloooooow..." This went on for awhile but soon the tone of her voice changed. "Ahhh... Ahhh... Ahhh..." Then, she turned her head to look back at me. "Does my ass feel good, Daddy?"

"Oh yeah, your ass feels amazing!" And it did. Also, I noticed another kink here. "You're taking my cock in your ass like a good girl."

"Ahhh... Daddy! Fuck my assssss!" With that encouragement, I started to go faster and harder and her moans started getting louder. She might have struggled at first but I could tell she was really getting into it now.

After enjoying her ass for awhile longer, I decided to see if this "Daddy" kink was a sign of her being submissive. I pulled out and stepped back. "Daddy?" she asked as she looked back at me in confusion.

"On your knees. I want you to taste your ass on my cock." Without hesitation, she was on my knees sucking my cock. "Fuuuuuck! That's a good girl. Now, get on my desk,"

"Yes, Daddy!" She got on my desk, laid back, and scooted her ass to the edge. I spread her legs and slid my cock back into her still tight ass and started fucking her, again. "Ahhhh, yes! Your big, black cock feels so good in my ass! Ahhh! Ahhh!" I could see her expressions of pure lust and I started fucking her even harder. Her big tits were really bouncing at this point. I wanted to grab them but I also loved watching them bounce. While I was trying to decide whether to grab them, I noticed that she was getting even louder. "Daddy! Daddy! I'm gonna... I'm gonna... OHHHHHHHHHH!" Her first anal sex and she was cumming hard! I pulled out quickly to keep her from sending me over the edge since I wanted to enjoy this for awhile longer. I even sat in my chair to watch her whole body shake and twitch.

When she finally came down from her orgasm, she looked up and saw I was in my chair holding my cock straight up. "Come sit in Daddy's lap."

"Yes... Daddy..." She was still trying to catch her breath but didn't hesitate though she did move slowly. She stood up, faced away from me, and squatted over my cock. I held the head against her asshole and she started to lower herself onto it slowly. At least, that's what she tried to do but she lost her balance and fell onto my lap, my cock going balls deep in one go. "OHHHHHHH! Jesus Christ, why do you have to be so BIG?!"

I couldn't help but laugh. "You'll get used to it."

"I don't think I'll ever get used to it. But I do love having your big, black cock deep in my ass, Daddy!"

"Then ride Daddy's cock."

"Yes, Daddy!" With that, she started to bounce on my cock. Not being able to see her bouncing tits, I went ahead and grabbed them. "Uh! Uh! Uh! You love playing with my tits, don't you, Daddy?"

"Oh yeah. I've wanted to grab your tits since the day I met you."

"That's so fucking hot. Uh! Uh!" I let her do all the work while I sat back and enjoyed the feeling of her tight ass milking my cock. I even enjoyed the feeling of her long, silky hair against my chest. It was a good thing she had sucked me off before because I doubt I could have lasted nearly this long otherwise.

Before long, she started to move faster bouncing wildly on my cock! "Oh Daddy! Oh fuck! Daddy!" She was about to cum, again! I could feel that my orgasm was getting close, too. I could just let her ride me till I burst in her ass but I know her fantasy had a specific ending.

I stood up, my cock still inside her, and shoved her onto my desk. Grabbing her hips for more leverage, I started to pound her ass fast and hard. "Yes, yes, yes! Daddy! Pound my ass! I'm cumming! I'm cumming! Cum inside me, Daddy! OHHHHHHHHH!" I thrust as deep into her ass as I could and my moan joined hers as I pumped her ass full of cum.

As the endorphins left my brain and the post-cum clarity set in, I realized what I had done. There was a security camera in all of the classrooms. While no one was there watching, if anyone went back and watched the recording, they would get one Hell of a show. And I'd be very fired.. I pulled my softening cock out of her ass and sat down in my chair to think about how I had just endangered my career. But then without being told, Anne got on her knees and started cleaning my cock with her mouth. Concerns about my job were completely forgotten. "Fuck, you're such a good girl."

"Thank you, Daddy!" Just then, I could hear what I assumed was her ringtone. She got up and grabbed her purse from off the floor near my desk. I hadn't paid any attention to it earlier but I think she had put it on my desk and it got knocked to the floor. She pulled her phone out and answered it. "Hi mom. Oh, I just went to visit some friends and I just lost track of time. See you soon!" I couldn't help but wonder how her mom would react to how she looked right then. Her tits out, her panties at her ankles, and her skirt flipped up. And then, there was the large amount of cum that was starting to leak out of her ass. "Sorry, Mr. Doe but I've got to go. I'm late for dinner." Then, she walked up to me, bent down, and kissed me briefly, But then she quickly got her clothes in order and walked out.

I sat there stupefied for a few minutes before I got dressed myself. Then, I quickly found and cleaned up a few spots of cum on the floor, gathered my things, and went home.

How does the rest of the day go?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)