The One Thing That Almost Ruined My Perfect First Date with a Wealthy, Mature Man: Part 1

Johnny Depp May-December Relationship with Amber Heard

On my first date with my older man, Bran­don, he took me to a very pricey and secluded Ital­ian restau­rant. From the out­side, the restau­rant had a steak­house feel, but as soon as the waiter sat us down and handed over the menus there were mainly Ital­ian dishes—my favorite. Appar­ently Bran­don had lis­tened to every­thing we talked about on our late night phone calls, includ­ing my favorite food.

The minute we stepped inside the dimly lit restau­rant, I let out the breath I didn’t know I was hold­ing. But why should I care what peo­ple may have thought about see­ing Bran­don and I together? They weren’t pay­ing my bills and I wasn’t sleep­ing with them. That was when I finally let go of my van­ity and self­ish con­cerns. Bran­don thus far had been a com­plete gen­tle­man and never said any­thing that made me ques­tion how big our age dif­fer­ence really was. And as it so hap­pened, Bran­don treated me bet­ter than any guy my own age would have. It also helped that Brandon’s speech and man­ner­isms were that of a grown man who just so hap­pened to have a youth­ful soul, which went per­fect with my old soul.

Bran­don had a great sense of humor and under­stood that I was young and made ref­er­ences to things that were more around my gen­er­a­tion. For­tu­nately for me, Bran­don seemed to be well aware of the lat­est “it” things. A part of me won­dered if it was thanks to his son, who was only a few years younger than I was.

So, what do you think so far? Am I doing well for a first date?” Bran­don inter­rupted my thoughts. I smiled, because on top of being a total gen­tle­man the entire night, I was happy that he brought me to a place that guar­an­teed I was going to love what they serve.

Hmm, so far so good,” I said, nod­ding as I looked around. I glanced out the win­dow we were seated next to and that’s when I saw the blink­ing lights of the jet planes get­ting ready for take­off. Not only was I with some­one I felt com­pletely com­fort­able with, but I had the beau­ti­ful view of jet planes tak­ing off into the dark starry sky.

I looked out into the out­side area the restau­rant had. There were lights strewn around the rod iron rail­ing and a small pond with ducks wad­ing in the water. It was truly a beau­ti­ful view and I looked back at Bran­don. “We could go sit out there when we’re done with din­ner. There are some fire pits,” he offered. And sure enough, he pointed to a cou­ple cud­dled close next to a red bricked fire pit.

As we con­tin­ued to talk over the course of din­ner, I was happy that our con­ver­sa­tion flowed eas­ily. No awk­ward silences and no forced laughs on either part. It wasn’t until we were served our main dish that Bran­don looked me straight in the eye and asked me the most unex­pected question…

This entry was posted in HSD on by .

About Lena

I’d always dreamed of the perfect fairytale prince in storybooks—ready with money and status to come save me from my chaotic, average life and treat me like his princess. Add a 26-year age difference and I found the closest thing to it. Not everything comes as easy as we expect it to, but that’s what makes it all the more fun. At 18 years old, I experienced that “Mr. Right Now” love with a guy my age named Jared. Two years later, I met Brandon, my older man. Jared was the typical playboy who romanced my naïve younger self and made me fall hard for him. That relationship caused me to view love in an entirely different way than I previously had, and I’m actually glad it did. By the time I met Brandon, I had become wiser and more prepared for the reality of relationships. Even though at 20 years old I didn’t show the tell-tale signs of a smart, mature woman, that was exactly what I had become. I started as a part-time secretary for a highly respectable office, while juggling a full-time load of college courses at the local university. It was my first official job where I had to wear heels, pencil skirts, and an occasional suit. I was no longer the high-school girl that found “true love” after graduation and had her heart broken immediately after. The new woman I was now was confident and smart, and when I saw Brandon walk through the lobby door, I knew he’d be a challenge, one I was ready to accept. Now at 22, and Brandon at 48, we’ve managed to keep a two -year relationship feeling like the very first day we met—all the excitement and butterflies are still very much present.