Cherreads

Chapter 14 - Date with Natalie (Final Part)

We left the dress shop and walked across the street into the men's clothing store. "Welcome, Sir," the old man said, walking over to me as I smiled and held my hand out, shaking his. "Shopkeeper, I was looking for a semi-formal suit. I will need a couple for the week." I explained.

He looked at me and smiled. "Sir, I think I know just the suits for you. Let's take your measurements so I can tailor them to you." He said, leading us to a dressing room as I took off my clothes. "What colors do you want?" He asked.

"I think two gray and a black one will suit me. You can pick the vest, tie, and undershirt that go with it. I trust your experience when it comes to suits." My words made him happy as he nodded, and his apprentice started to write down my numbers.

"What size shoe do you wear?" He asked me. "I wear a 10 and a half wide," I replied to him as he walked over to some dress shoes, looked them over until he found ones he liked, and brought them over. "Please try these on, Sir." I looked at them and smiled. They looked to be made of fine leather as I put them on.

I was taken aback by how comfortable they were for dress shoes. "I like these shoes, shopkeeper." He nodded in agreement as we picked the style I wanted. After taking my measurements, he spoke.

"I will have the suits ready tomorrow evening. Do you want to pick them up, or should I send them somewhere?" He asked.

"I will have my maid pick them up, Vaelora. Please pick them up for me tomorrow evening." I said she bowed, and the shopkeeper took me to the hats after I got dressed. I picked out two hats, but they weren't top hats, as I thought that would be too much for informal suits.

I ended up picking the hat style Charlie Chaplin wore in his silent movies. I ended up having to pay 25 big gold coins as an upfront payment. With another 15 big gold coins at pick up.

We left the store, and Natalie looked at her watch. "I have two more hours, let's get something to eat before I have to leave." She said, pulling me to a food stall, and looked at what appeared to be meat and vegetables wrapped in a wrap of bread.

"Maybe we should exchange coins first," I said while looking at the price; it was three big copper coins for one. I don't think this stall had that kind of change for big gold coins, which made her laugh as we quickly went back to the store and asked to change two big gold coins into smaller ones.

I should have asked the Queen to give us a mix of coins. But we returned to the food stall, and she ordered four as we waited. Natalie held my hand and smiled. "I have had a great time on our date, Tom." She said while her thumb rubbed the back of my hand.

"I am happy, I have been enjoying this, Natalie. I never thought I would ever be on a date with you. Granted, we did skip some steps, but I am happy we came to this world." I said, smiling at her as she leaned her head on my shoulder.

"I feel the same way." She said. We sat on a bench, eating the wrap as she joked and laughed about our time in high school. How I sometimes pulled a major geek move that made everyone laugh. I told her I would sneak out of town to see her cheer tournaments.

"I was never a football fan; my dad would bring me along because Samantha wanted to watch Chad play, but I would only ever watch you cheering," I said, making her smile.

"You know I caught you looking at me a few times, and it made me really happy." She said while bringing her hand to my cheek and wiping off some of the sauce on it, getting her thumb to her mouth, sucking it off as she leaned in and whispered.

"Why don't we find a more secluded place just for the two of us?" She said, looking at an alleyway, as I followed her eyes and smiled. "You naughty girl," I said as I grabbed her hand and walked towards it. We walked down it for a few minutes until we ran into a dead end.

"Ladies, make sure no one comes," I said to Vaelora and Riptide, who smirked and nodded. Swiftly, I kissed Natalie, pinning her up against the wall as her hands reached for my shorts.

"Tom, I need you inside me." She moaned out between breaths as I took her shirt off, undoing her bra as I quickly sucked on her left nipple. "So good, Tom! Leave a mark on it, please! So people will know I belong to you!" She yelled out as I sucked hard, making her tit pull from the force.

Natalie pulled my dick out of my underwear, moving her hands up and down as she played with the head. I could feel pre-cum oozing out of her tip, making her hands wet as she gave me a handjob. " You are making my hands so dirty. You must want to put this big thick thing inside my tight pussy don't you, Tom?" Natalie said in a voice laced with lust.

I reached my hands under her skirt as I pulled her underwear down and spun her around, pinning her chest against the wall as I whispered into her ear. "Whose woman are you?" I said while pushing my cock between her thighs as I moved my hips slowly.

"Yours, Tom!" She yelled out as she felt my cock rubbing against her pussy lips. With the head playing with her hard clit. "Does my girl want me to fuck her dripping wet pussy?' I whispered into her ear as I squeezed her tits.

Her head moved up and down as she moaned out. "Yes, Tom! Put your big, thick dick inside me! I can't take it anymore!" Her loud moans echoed out into the air as I tilted my dick and pushed it inside her. Natalie moaned as her pussy tightened around it.

"Tom, you dick was made for me. I wouldn't ever feel as good as I do with you!" Natalie screamed out as I moved faster, her pussy leaking down her thighs as I slapped against her ass. She placed a hand into her ass and turned her head, biting her lip as I leaned forward, kissing her.

Natalie started to move her hips on her own. Feeling her lips tighten around my cock, telling me she was close to cumming. "Tom, fill me up with your hot burning love!" She yelled out as I pushed deep into her, releasing my load. She began to squirt onto the alley wall, shaking as she spoke.

"God, I love it when you fill me up with your cum." She said as she enjoyed her orgasm. I kissed her neck and sucked on it until several hickeys showed up. "Now everyone will know you belong to me and me alone," I said. She smiled while looking at me from over her shoulder, nodding.

"I love you, Tom." She said. This made me lean closer, and I touched her forehead with mine. "I love you too, Natalie." We looked into each other's eyes before kissing. I hadn't pulled out of her yet, but I could feel her getting wet again.

"Want to go another round, Tom?" She said with a seductive tone as I smiled and nodded.

We didn't leave that alleyway for another 45 minutes. "Vaelora, please walk her to her training and take care of everything before picking her back up," I said as she bowed and smiled.

"I will make sure the mistress is protected. You can count on me." She said. Natalie walked over and kissed me before pulling away as she spoke. "Be ready for tomorrow night, I bought something to spice it up." She said as she walked away.

As I watched them leave, I looked at Riptide and spoke. "Shall we go back and have some fun?" I said. My words made her eyes light up as she nodded.

Riptide wrapped her arms around one of mine, making my arms sink into her tits. "It's a maid's job to fulfill their master's desire." She said as we walked towards the place. But we both know she was looking to it just as much as I was.

I spent the next four hours at the mercy of a big titty shark woman. But I loved every minute of it, no one wouldn't, and if they said otherwise, then they are liars, and they can catch these hands. 

More Chapters