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His easygoing and carefree personality was the polar opposite of my ex. It seemed like these sites were almost to set me up for a disaster.
The questions were surface-level (like, do you prefer romantic comedies or horror movies?
Not when I was 21, and certainly not as a 51-year-old divorced parent of three.
Perhaps it was my Roman Catholic background that shaped my views on relationships and love, but I used to think the sugar-daddy-sugar baby dynamic was silly and taboo.
I created my profile and uploaded pictures of myself.
Nothing too crazy or screamed, "I'm on here to have reckless sex and get flown to party in Miami Beach every weekend!
But one thing was for sure: With his dark hair, piercing blue eyes and 6'5" frame, I was definitely attracted to him.
Given the very proper, business-like nature of our first date, I was caught off-guard when he asked me to go get breakfast a couple of days later.
But the way he spoke about his career and what he wanted out of our arrangement told me there were no nasty tricks up his sleeve.
" I just wanted some casual fun with a classy man who had it together.
As I finished creating my profile, doubts flooded my mind. While scrolling through the site a few days later, a man, John,* messaged me out of the blue.
It was pretty uncomfortable at first, since he showed up wearing a suit and asked very non-personal questions about my life.
"Tell me a little bit more about yourself," and, "What have you learned from your past relationships? It felt more like a job interview than a date, and there were no fireworks exploding like I had hoped.