Mistakes Were Made Chapter Thirteen: A Date With Rebecca

Rebecca is the quiet, nerdy type, but what secrets does she hide beneath all of that shy persona?

(A.I. Image Dreamerland)

“Fuck!” I groaned as I held Cynthia’s head tightly onto my cock.

Cynthia’s blue eyes stared up at me as she swallowed my cum.

After I finished, I let her head go.

“Told you!” Cynthia beamed with a smile. “Morning wood, is not to be wasted!”

She rolled off the bed and winked at me. “See you tomorrow morning!”

“Yeah,” I nodded as I lay my head back onto the pillow.

Cynthia was the only one of my so-called toys that lived with me, and nearly every morning she strolled into my bedroom to relieve me of my early morning hard cock.

Yesterday was a tit fuck from heaven, and today was a blow job. She also left her bedroom door wide open in case I felt like dumping some cum into her during the night.

I remembered one of the others, either Lillian or Rebecca, stating that if they heard that I had jerked off during the night, they would kick Cynthia out of the group. Cynthia took it on herself to make sure that it never happened.

Today was going to be a good day. I had a few things to do around the house, but then I was free; most of the others were online or doing other things.

We decided to slow down on the internet sex work, as most of us had good things going for us outside of the online stuff. Mainly for me, I had a partnership with an adult toy company and was also spending a lot of my time back at the gym.

I had decided it was best to spread myself more around and start venturing away from the sex worker side of things. I was enjoying helping people in the real world.

“Come on Isabella,” I smiled as one of my clients was doing her reps.

Before all of this happened, I worked at a gym helping people, and I was pleased to be back in that frame of mind. The gym had no problems with my outside job, as long as I didn’t bring it inside the gym.

I had no intention of bridging the two worlds. I liked keeping them separate. My clients were just those clients. I didn’t talk or interact with them outside the walls of the gym.

Another good thing about today was that I had another date planned, this time with Chelsea, otherwise known as Rebecca.

Rebecca had been out of town visiting family, but had come home yesterday. She already messaged me a few times, letting me know she was excited about the upcoming date tonight.

The others were enthusiastic about the dates planned for them, but I wanted to go in the order that I met them, so no one felt like I was jumping ahead.

Morgan was still telling everyone about our date, and especially the sex afterwards. Before all of this, sex with them was purely a business transaction; it didn’t mean anything, but now it was much more. No more cameras, videos, or anything of the sort.

Although most of them hadn’t given up their online personas and still did private videos and such, there was no more sex with others or meeting other people. It was purely solo action. It had caused a drop in followers and money, but with everything that was done beforehand in the bank, they were still making more than most people.

Rebecca had told me she wanted to meet me somewhere she found to be her sanctuary and a place no one knew about, so I told her I would gladly meet her there.

She hadn’t given me the address yet, and I knew she was making sure I wouldn’t tell the others.

Although they were good friends and enjoyed each other’s company, they were all totally different. Each one had their own personalities and likes and dislikes. It was what I liked about the whole thing; each one brought a new challenge.

I was looking forward to tonight’s events as Rebecca was one of the most challenging personalities of them all. She was very independent, smart, and could be quiet and secretive. Most of the others were loud and talkative.

‘Here, about eight o clock?’ Rebecca’s text read.

I looked up the address and saw that it was about an hour’s drive from my house.

‘Sure, I will be there!’ I responded.

‘Don’t tell the others!’

‘It will be our little secret!’

~ ~ ~ ~ ~ ~~ ~ ~ ~ ~~ ~ ~~ ~ ~

After getting showered, shaved, and changed. I decided to go there early and scout the place. There wasn’t much to go on, just from the address, and all the searches online told me was that it was a warehouse district.

I knew Rebecca was into nerd stuff, so I was expecting to go there and see a bookstore or something like that tucked away in the corner of the warehouse district. To my surprise, all I saw were many warehouses that were abandoned and deserted.

“What could we possibly do here?” I asked myself as I got out of my car.

I took a look around but didn’t see anything.

I looked up the address again, and I was in the right place, just half an hour early.

I wanted to text Rebecca and ask her if I was in the right place or if she had given me the wrong address.

‘Be there soon,’ Rebecca texted me.

I got back in my car and waited; a few minutes later, Rebecca’s SUV pulled up beside me. “Get in,” she winked at me.

I got out of my car, locked it, and then got into her SUV.

“What’s up with this place?” I asked as Rebecca smiled at me.

“You’ll see,” she smiled.

She pulled out a device that looked like a garage opener as we pulled up to the large gate. It opened, and we drove towards the largest of the warehouses.

“I’ve been working with a few of my old friends,” Rebecca stated. “We wanted a place just for us, and we bought this place dirt cheap.”

We rolled into the abandoned warehouse.

“I can see why,” I looked at all the broken windows and rusted beams. It looked like it had been abandoned many years ago.

“Looks are deceiving,” Rebecca grinned as we stopped on a metal platform.

Suddenly, we started to go down.

“Old elevator shaft,” Rebecca smiled at my surprise.

We stopped a few floors down, and that’s when my eyes went wide. There were many vehicles parked in an underground parking lot.

“It goes all over the warehouse district,” Rebecca unbuckled her seatbelt. “I am sure they were using it for other reasons, probably illegal reasons, but it’s ours now.”

“What exactly is this?” I asked.

“You’ll see,” Rebecca took my hand.

We walked into the main part of the underground structure.

“Holy shit!” I shouted.

“Ta da!” Rebecca exclaimed.

An old-style arcade, it had glowing neon lights and hundreds of video games.

“Holy fuck!” I raced over to one of the games I remember playing in high school. “I haven’t played this in years!”

“Yeah, we got everything, even,” she turned my head to another part of the building.

“Fucking bumper cars?” I asked as I looked at the cars bumping into each other.

“What do you think?” Rebecca asked her arms out wide.

“I think I am in love,” I grinned.

“Why hide it though?” I asked.

“If it was up there, we will get kids coming in, bringing in the wrong type of people, and soon we would have cops breathing down our necks and gangs trying to hustle people,” Rebecca shrugged. “Down here, no one knows about it unless they are invited.”

“Sound logic,” I nodded.

“So, what do you want to play? It’s all free,” Rebecca smiled.

“Free?” I asked.

Rebecca produced a small card, “For me and you,” she whispered.

We raced off to play many games of all types.

Rebecca was good at the shooting games, while I was better at the racing games. Rebecca was ecstatic that she could share her nerdy side with me.

We even met in the backroom to play some card games. I wasn’t good at them, but Rebecca was a true gamer.

“So,” I looked at her later after we left her underground arcade emporium. “That’s where most of your money has been going?”

“Yeah, I am a secret partner,” Rebecca shrugged. “Two of my old friends run the day-to-day stuff.”

“It must have cost a lot,” I walked with her outside in a local park.

“To start, yeah, but it’s amazing once you buy the land, most officials don’t care what you do with it, especially in that part of town,” Rebecca shrugged.

It was a deserted area, which the city was trying to bury and forget.

“Thank you by the way,” Rebecca bumped me.

“For what?” I replied.

“Not making fun of my nerdy side,” Rebecca shrugged. “I had fun tonight being myself.”

“You mean beating me at every game?” I laughed.

“Not every single game, but most,” Rebecca laughed along with me.

“You didn’t have to agree so quickly!”

“Well, for a guy I thought you would be able to shoot a basketball,” Rebecca teased.

“First the hoops were moving,” I stared at her. “And second just because I am black doesn’t mean I am good at basketball!”

“Wait!” Rebecca pretended to be shocked. “You’re black?”

“Yeah, I am sorry to tell you,” I laughed.

Rebecca smiled and held my hand. She pulled me closer to her and wrapped her arm in mine.

We walked and talked for a few more minutes before heading back to her place.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~~ ~ ~ ~ ~~ ~

“Retribution!” I yelled as I won a game against Rebecca.

“So, you are good at one game,” Rebecca smiled.

We had been playing Madden football on her PS5. I had won three games in a row.

“Well,” I shrugged as we put down our game controllers. “I have to be good at something, right?”

“Oh, you are good at other things also,” Rebecca said with a mischievous grin.

“Oh, and what are those?” I asked.

“Hmm, let’s start here, and work our way down?” Rebecca pulled me close to her on her couch and kissed me.

We fell back onto the couch with me on top of her. “So, I start here?” I asked, kissing her and sucking on her bottom lip.

“Uh-huh,” Rebecca nodded as I moved slightly downward.

“Then here?” I kissed her chin.

Rebecca grinned as I moved down more. “Here?” I said as I kissed and sucked on each side of her neck.

Rebecca let out a small moan as my hands moved to the inside of her thigh. She was still wearing her jeans shorts from earlier, and as I moved my hands upward, I knew that she wanted me to take them off.

I started kissing a small trail down her neck onto her chest, her large breasts, pushed upward to meet my mouth.

I slowly pulled on her tight tank top, exposing her breasts. I moved from one to the other, sucking and then nibbling on each nipple, before moving down to her tight stomach. Her abs were my next target.

Rebecca’s breathing had become more apparent as I my hands had pulled on her shorts; the dampness met my fingers as I pushed into her.

One finger first, pushing deep into her. Rebecca moaned at the touch of my lips just above her. “I should stop here,” I teased.

“Don’t you dare!” Rebecca roared as she looked down at me with those green eyes.

Her hands gripped the top of my head and pushed it down.

I took in the scent of her before burying my head between her legs.

“Yes,” Rebecca groaned as my tongue circled her wet clit, I pushed another finger into her. “Don’t stop!”

I didn’t, I did what I knew would get her off, I pushed my tongue into her, pushing between my fingers, I pinched her clit with my free hand, teased the inside of her by curling my fingers.

Her nails dug into the back of my head when I started to fuck her with not one, but two of my fingers. Deep, slow strokes.

Rebecca yelled out as I brought out the orgasm that had been building inside her.

“Now!” Rebecca yelled as she pulled on my face. “Give it to me now!”

I crawled back up, slowly, as I aimed my cock at her entrance, teasing her by putting the head into her before taking it back out.

“Give it!” Rebecca exclaimed, her sea green eyes staring at me.

I pushed forward, pushing my cock into her. She gasped as I pushed in deep, hilting my cock inside her.

We both moaned as I buried my cock inside her. I kept still, not moving as I felt the walls of her tight tunnel gripping my cock, her eyes still on mine as I kept it there.

“I could just stay like this,” I smiled as she looked up at me.

“You could,” Rebecca smiled back at me. “But you won’t.”

Rebecca was right, I wanted to fuck her. I wanted to watch my cock go in and out of her. I wanted to see her huge fake tits bounce as I pounded her tight hole and made it mine.

I wanted to fuck her so hard she screamed, and when I was done, I was going to cum inside her, not once but twice, but as many times as I could.

“Knew it,” Rebecca smiled as I started to fuck her.

“You know me so well,” I smiled.

I did just that, I put her legs together on one of my shoulders and pounded deep into her. I watched her enormous tits as they bounced all around. I watched Rebecca take one of her tits and squeeze and play with the small nipple.

“Fuck yes!” Rebecca yelled as I pounded my cock into her.

I fucked her hard, then slow, deep, then shallow. Long slow strokes, then fast short ones. Rebecca, like all the others, was mine, and I was going to fuck her like she was mine.

“Fuck!” I shouted as I slammed my cock deep into her after trying so hard not to cum, using every trick I knew to hold on for a minute longer.

“Give up,” Rebecca stared at me as sweat poured down both of our faces.

I couldn’t hold out any longer. I pushed into her deep and then came. Feeling my cock shoot cum deep into her.

“Well,” Rebecca grinned as I got off her. “Want to take this upstairs?”

“Definitely!” I responded.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~~

“Fuck yes!” I exclaimed as Rebecca bounced her heavy tits on my cock.

“Thought you could get away that easy?” Rebecca grinned.

It was later in the night, and after many rounds in her bed, ending up with me cumming in her mouth and inside her. I had planned on leaving and heading home.

“I thought you were sleeping,” I grinned as I sat on the edge of the bed.

Rebecca knelt between my legs, her large tits encompassing my cock.

“I was until you came out of the bathroom,” Rebecca smiled, her arms tightly wrapped around her enormous tits as she bounced them up and down. “Told you, I wanted to send you back home with your balls empty!”

It didn’t take much to get me going again. Rebecca got out of bed, pushed me down on the bed, and yanked my pants down. Now her massive tits were milking another load of cum out of me.

“After this,” Rebecca smiled. “You’re going to fuck me again,” she bounced her tits harder. “And again, and….”

“Again?” I grinned.

“You’re getting the idea,” Rebecca nodded.

I bent forward and kissed her on the lips as she stared at me. “What did I deserve to get all of you?” I asked.

“Have a big fucking cock!” Rebecca grinned as she stood up.

She put her hands on the bed and bent over. She wiggled her pert ass back and forth.

“Now, get behind me and fuck me!” Rebecca ordered.

“Yes ma’am,” I stood and took up my position. “Anything you want!”

“Good boy!” Rebecca grinned as I lined up my cock.

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