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

Chapter 21 by mortalsoul mortalsoul

What's next?

Later that night.

After leaving his apartment, I went back home to get dressed and ready for work. I wanted to take a long bath but I did not want to be late for work, so I took a nice hot shower and got ready. Through out the work day, I could not concentrate on my work. I was so confused and turned on at the same time. I did not know what I'm supposed to do, but for some reason I liked being controlled by total strangers. Oh my god, as that what I've become? It did feel nice being with Kyle, even though he was not my type at all. He was appreciative, sweet and so innocent. Since I'm single, it was nice to see where this was going.

After work, I took a long warm bath and thought about nothing but the entire situation. Am I really going to do this? Live my life in total servitude? All I know is that I wanted to see Kyle again and just have fun for a while. I picked out a dark blue silk dress and put my hair up. I'm not sure what he had in mind for the night but I packed a bag to be ready to spend the night with him. I guess for now, I'll just take everything one day at a time.

At took a cab to his place, and rang the buzzer. "Who is it?" he answered.

"Hi it's Lauren! I'll wait for you right here." I said hesitantly at the intercom. I did not want to come up because I was dressed nice, and did not want to ruin my hair and make up in case he wanted to fuck me before we went out.

"Be right down!" he said. I waited nervously. I guess this is a date. I'm not looking to date anyone at the moment, but I have orders. I was also curious where this was going and it was getting the better of me.

"Hi! Oh wow. You ready? he said as he walked out of the front door looking me over from head to toe again like he did the first time he saw me last night. He was wearing khakis again, a plaid button down shirt tucked in and sneakers. It was adorable.

"Yes!" I smiled and leaned in to him and kiss him. "So where are you taking me?" I asked. "Well we can go to the movie theater near here and see what's showing, then maybe dinner?" he replied. "That sounds wonderful. But do you really want to spend our short time together in silence?" I asked. "Good point, how about we walk for a bit by the river then before dinner?" he suggested. "That's sounds great!" I replied. The river side was only on the other side of the the block. By the river, it was perfect. The sun was just setting and there was a cool breeze. We walked towards the railing where I was just amazed by the sunset. He stood right behind me pressing his body against me and hugged me. I could tell he was already hard as his dick was pressing against my ass.

"It's so beautiful." I said staring the disappearing sun. He held me close and we just watched the sunset in silence. It must have been fifteen minutes before he gently kissed my shoulder and slowly moved up my neck and then to my earlobe. I turned around and smiled at him. I pulled myself closer to him and just looked at his face for a few seconds. He was staring at my boobs, my lips and from time to time directly in my eyes. I grabbed him by the head and pulled him to me and wrapped my arms around and over his shoulders. He was a really good kisser and I did not mind. By the time we realized what time it was, it was already dark.

"As much as I'd like to suck your dick right here, I think we should get dinner before they close." I hinted. "Oh shit, right. I just can't seem to keep my hands off you. You're so pretty" he replied. "Don't worry, I'm all yours." I assured him. He smiled as we both started walking holding hands to find a restaurant.

We had so much fun at dinner. We found the closest sea food restaurant that was surprisingly good. He was a gentleman through out dinner and he was trying his best to make me laugh. I did not get half of his jokes but I appreciated him trying. We had about three glasses of wine each before we realized the restaurant was about to close. I learned a lot about him and his parents and pretty much everyone in his immediate family. He explained how his parents were pretty much not involved as soon as they decided to move out. His parents are definitely still paying for his and his sister's rents to live on their own. He mentioned that his younger sister was the bad apple between them and that his grandfather was weird and was pretty old school. I'm glad I did not end up with them.

After dinner, we went back to his place.

"That was nice!" I said to him. "Yeah it was! I think that waiter could not believe you were with me. He kept looking at you the whole entire time! And he kept coming over asking how you were doing then walking off without asking me!" he complained. "Awww, well I'm in front of you now and not him." I replied. "Are you ready for desert?" I added. I walked up to him and all the while he did not look anywhere else. I looked up at him as I slid the straps of my dress over my shoulders and presented my boobs to him. He slowly lifted his hands and grabbed my tits. Slowly he grabbed and massaged them before pinching both my nipples at the same tame. I looked at him and hissed a bit before letting out a soft moan. He realized it got a reaction out of me so he looked my directly in the eyes as he pinched, twisted and pulled on my nipples. I was ready to let him do whatever he wanted to me. I stood there looking back at him and took it. I can see he was enjoying getting a reaction every time he made a sound or face.

He then bent down at the knees and put one of my nipples to his mouth. He sucked my nipples like he was hungry. He was more gently last night, but tonight he was a little bit more confident. We slowly made it to the couch all the while sucking in my tits. When I felt the couch behind me, my knees buckled and plopped right down on the couch. I looked up at him and he began to unzip his pants. With my dress still around my waist, I knelt down in front of him. Once his dick was out, I put my hands behind me and looked up at him. "Whatever you want." I said before opening my mouth. He was gentle this time. Complete opposite of the last time he had his dick in my mouth. He gently placed his dick in my mouth and did not move. I gladly did the all the work and sucked on him.

I can tell that this time he was savoring every time his dick goes in and out of my mouth as he just looked at me. I wanted to make him happy so I did my best to once in a while take his whole length down my throat. Every time I would, he appreciated it with a slight moan. "Is it okay if I took a picture?" he asked. I paused and thought about it for a second. Do I really want photos of me out there? I asked myself . Then I thought to myself, the worst thing that can happen is this guy shows his friends, so I uttered "mhm" and nodded with his dick still in my mouth. He took a couple of photos with flash which blinded me. He then turned off the flash once he saw me blink. He then took videos of me on his dick. When he was done, he stepped back and placed the phone on the coffee table.

He was going to record everything. And I did not mind. This time. He sat down on the couch and I turned around so his phone was behind me. I bet that was a great shot! There I was going sucking this guy's dick and doing the best I can. After about thirty minutes or so I got up and straddled him. I positioned myself on top of him and gently sat down on his dick. We fucked on the couch in different positions all night. I must have came several times before I got really tired and asked him to cum. This time, he was not as obedient as the night before. He looked at me and smiled. "Bend over." he commanded. This time, he spit in his hand and rubbed his saliva around my ass hole. He's definitely milking this "I'll do whatever he wants" thing.

At first, he stuck his middle finger in my ass. I looked forward and closed my eyes and took it. It was a like a kid playing with a toy for the first time. He's had his thumb up my ass before but this time, he was more probing than anything. He was probing my ass, wiggling his finger inside me but he was gentle. I then felt another finger. Then another. And another. He had four fingers in me it hurt! Even when his dad fucked my ass, it was not that wide. Thankfully it was only for a couple of thrusts. He then grabbed my hip and slowly drove his dick in my ass. He was so hard and the fingering definitely helped get his dick inside me. I was scared! He's not really the best when it comes to having a rhythm so I was bracing myself for a painful fucking. He started gently and slowly. I relaxed myself and just trusted him anyway. In time he was all the way up my ass. He stayed there for about a minute taking pictures before slowly pulling out and pushing in again after putting his phone down next to me.

I wanted him to cum. But he was not going to cum if he was taking his time fucking my ass. As painful as it was going to be, I knew I had to get him off. Bracing myself again, I pushed back and fucked his dick with my ass. It threw him completely out of rhythm. "Fuck me hard." I said. "Spank me and pull my hair." I added. In no time he was doing just that. He was fucking the hell out of me. Rougher than what his parents did but I liked it. With one final push back on his dick, he let go of my hair and grabbed my hips in place. Before I knew it, he was cumming in my ass. I've never felt so full in my life. I took the ass fucking and I enjoyed it. When he pulled out, I felt the warm cum trickle down inside my thighs. He then sat down next to me in the couch with my ass still in the air. He took a hand and with one hard slap I collapes on the couch with my head on his lap.

"That was the first time I've ever done that." he said exhaustedly. I sat up and looked at him slightly surprised even though deep down I wasn't. "Shut up, you fucked me up." I told him. "Was that the first time for you?" he asked. At that point I wished it was. But I could not tell him that his father was first up my ass so I lied. "Yeah actually." I smiled. I gave him a kiss on the cheek before nuzzling on his shoulder.

What's next?

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