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Updated: Feb 21, I was 20 years old when I had my first sugar baby experience. What is a sugar baby? According to Wikipedia :. Before you judge me, please let me explain. When I was a junior in college, I was at a crossroads in my life. I was disenchanted with the insipid, fraternity-dominated social life in which I never felt accepted. While my grades were excellent, I was failing in what I believed to be the most important task of my life - finding an internship in finance - and I was stuck in the mindless drudgery that accompanies being a working college student study, work, sleep, repeat.
All I wanted was to obtain a great internship and have some fun in college - sounds easy enough, right? I had no idea that one unsuspecting evening would bring me closer to both goals.
It was Parents' Weekend at my university, and my Dad, stepmom and little brother were in town to visit me. The music venue was an elegant but intimate space, with seating for 40 patrons at round cocktail tables encircled by red leather chairs and loveseats facing an elevated stage in the center of the room. As I sat down with my family, I noticed three attractive college-aged women sitting at the table next to us. It was a very stormy night outside, and after what seemed like an eternity of thunder and lightning outside, my roommate finally arrived and joined us at our table.
Shortly thereafter, I made it clear I expected my family would vacate the premises immediately so my friend and I could attempt our best pick-up maneuver. Knowing that I would never start a conversation with a woman out of the blue, I let my roommate make the first move.
My roomie was handsome in a Tom Cruise kind of way, and stood over 6 feet tall. He glided over to their table with confidence and smoothly sat in an empty chair next to the trio. After a few moments of pleasantries and smiles, he waved me over to join. The group ordered more drinks, and we were all having a lively discussion, huddled closely together and speaking in loud voices to overcome the blaring music from the band on stage. One of the gentlemen was about ten years older than me and the other seemed to be my age.