Rose’s Diaries: How I Became an Escort for My Dad’s Best Friend

You never think stuff like this is going to happen to you –until it actually does.

I met Bryan the senior accountant during a Christmas party; of all things. My dad brought him along after Bryan’s flight was delayed at the last minute. I remember the look of quiet disappointment on Bryan’s face as he walked around with a cup of eggnog in his hands.
 
He offered smiles to everyone around him, even laughed a little at my mother’s terrible jokes. I noticed this all even though I was always in some corner of the room.

I was an escort. Although I was never ashamed about it, my family tried their best to skirt around my profession –always telling their friends that I was ‘in between jobs’. It was nothing less than I expected, but I was still nervous about these family functions. I always felt like the black sheep.

To my surprise, Bryan must have noticed as well. He glided over to strike a conversation, which was probably out of pity. We small talked at first; stuff like holidays and how it really was an excuse for big name shops to reap the benefits. Before I knew what was happening, Bryan and I had already exchanged numbers.

Our first ever date was awkward –and definitely discreet. I did want to confide in my sisters, but something told me that me going out with my father’s 53-year-old friend wouldn’t quite sit well with them. We met in an Italian restaurant on his street, and had quite the most scintillating conversation I’ve had in a while. We talked about his family, his estranged wife and his job –and it was only some time when it would have come to mine. I don’t usually mix my ‘potential’ love life with a predetermined client, so I was hesitant to tell him at first. But after a few drinks and a couple of laughs, I dropped the bomb.

There are a number of ways people react to you telling them that you’re an escort. There’s outright disgust, people trying to convince you, and then there’s those that genuinely want to understand. Bryan was graciously the latter, and it warmed my heart that he wanted to listen and learn. We talked even more, drank even more; so the kiss at the end of the night was pretty much inevitable.

I followed him into his apartment, where we continued to kiss, cuddle and other steamy things that made my heart race with excitement. There was a particular attraction I felt with Bryan – a spark that I haven’t felt in a long time. We ended up making passionate love, then fucking, then laying on the bed for about an hour giggling like school kids. The very day after he took me out for breakfast at a hotel buffet, treated me to a museum tour and spent the rest of the night at a rooftop bar near his place.

This happened for over 6 months –and I loved every second of it. The trysts, the expensive dates and the complementary credit card he got me on our second month. I guess this would be an example of a way that escorting doesn’t necessarily have to mean just handing someone wads of cash when you’re done sleeping with them. If you’re lucky enough, you would have the opportunity to cross paths with someone like Bryan. Bryan got another job opportunity in New Zealand, so he had to move. If I had the chance, I would have had it continue forever, but I’m glad that it lasted while it did.