The Prettiest Woman

“Twenty-one years.”

“You’ve never been on a vacation?”

“I’ve been out of town for funerals and a few weddings but that’s about it. I’ve never been able to afford it.”

“That’s something else that we’re going to have to change.”

The more he talked, the more I got swept up. He seemed to be absolutely perfect. It all felt a little too good to be true.

“Why are you looking at me like that?” He asked.

“Can I ask you a question and you answer it honestly?”

“Sure.”

“Why did you send me a message?”

“Why wouldn’t I?”

“I don’t know, I guess I just don’t think that black girls are your usual type.”

He shrugged, “I haven’t dated a black woman before but color has never been a big deal to me. I’ve always found black women to be incredibly attractive. But the main reason I sent you a message was because of that big bold sign at the top of your profile.”

I laughed loudly, “I thought that it was going to be a deterrent. You surprised me because I was giving up on the site when I wrote that message.”

“It was very refreshing. So many women are selling themselves there and it was a little disappointing. I mean I’m not naïve, I know what the site is all about but I was still hoping for women with some self-respect. When I saw your photos and your smart-ass profile, I knew that I had to get to know you. You kept it real and it you made it very clear where you stood.”

It felt good to hear him say that. My profile attracted the kind of man that I wanted.

We had a wonderful meal. I have to admit that my steak wasn’t all that great, but my date, the wonderful view and the customer service offset the meal. Our waitress brought our check and I quickly glanced at it when he opened the black leather folder. I almost choked when I saw that the bill was over $400 dollars. I was shocked and I felt a little guilty. I didn’t believe in going on dates that I couldn’t afford. But Vincent didn’t bat an eyelid. He pulled out his black American Express card and paid it without fussing.

“That bill was very steep. I almost had a heart attack.” I laughed.

“No worries, you’re worth it. I love treating my dates, unfortunately, that can lead to me getting taken advantage of. My ex-wife was that way and that’s why we’re divorced.”

“That’s an odd outlook, especially considering where we met.”

“Well, I don’t want a new relationship just yet and being a sugar daddy seemed like a good temporary solution. At least that way I know what the relationship is all about from the beginning. Our expectations can be clear and we can walk away without any hard feelings. Now what I didn’t expect was that most of the women would be escorts in disguise that are looking to take me for all that I’m worth.”

“I guess we’re both naïve.” I snickered before I finished off the last of my drink. I thought about what Jessica told me but I kept it to myself.

We left the restaurant and headed to a new bar that was on a rooftop of a hotel. I’d always wanted to go there and now, I finally had the chance.

“Do you want another drink?” He asked into my ear.

“No, I want to dance. Show me what you’ve got Vinny.” I teased.

“I don’t know if you’re ready for all of this.”

“I’m very ready.” I said as I grabbed his hand and led him to the dance floor. We stood face to face and our bodies were pressed against each other. His hips moved with mine as I swayed them from side to side. He danced really well and it didn’t feel awkward at all.

“You thought this white boy couldn’t dance? I’m Italian baby, dancing is what

we do.”

“Oh, I thought you all only knew how to fist pump.”

“Alright, no more Jersey Shore for you.”