I started off as an online sugar baby where men would buy me clothes, shoes, lingerie, etc and pay to see pictures of me wearing the stuff. Every once in a while I went out to nice dinners with guys who are in my area for some cash, but it never escalated at first. It was somewhat lucrative, especially being 19/20 year old college student.
There was one guy from a sugaring site who I chatted with a lot and who seemed cool, and after a while he offered to fly me out to his city to hang out. He was in his 40s, and pretty well off. At this point I knew a lot about him (including his credit card numbers lol) and we had webcam calls in which he showed me his penthouse, so I just went for it. It was a week during my first summer break in college. Somehow this guy was actually legit and I spent most of my time exploring the city since he worked a lot. I didn�t know what to expect, although I previously sent him nudes and stripped for him on webcam. I think he knew I was shy and relatively inexperienced for what I was doing. At first I was saying I didn�t want to have sex, but I let him grope my tits and ass and eventually finger my pussy the first night when we went out to dinner and drinks.