I have been in 3 SD/SB relationships and as Jaycee stated - they were all completely different in every imaginable way.
SugarBaby #1 - First time into the SugarBowl for me and I was lucky to find a SB who had been doing this for a few years. She was a double PhD from Cornell in Education and Psychology and she was just having fun in life. With her it was a simple PPM (Pay Per Meet) setup where I gave her $300 everytime we met at her place. She would meet me at the door in something sexy (with something sexier underneath), she would have dinner already cooking, we would sit on her comfy couch and just talk about our weeks, she would be very touchy (knowing my love language was touch), and then we'd have dinner. We might cuddle on the couch for a little bit after, have fantastic sex, and once every few times I visited she would ask me to spend the night. This went on for a few months, and I saw her about 3-4 times a month. Each meeting lasted anywhere from 4 hours to 12 hours. It definitely helped me get through my divorce and she was very sweet and kind. We ended it when she decided to move west (known before getting into the arrangement) and we still chat every month or so for a little.
Second SB was a viking chick, drop dead gorgeous, who never asked me for anything at all. It was very strange, she lived in the middle of nowhere and invited me to her house for our first date. We had dinner, cuddled, and talked. The second date at her place I cooked dinner and she made herself my desert. Again never asked me for a dime. I asked her multiple times what arrangement she wanted and she said it was fine the way it was. I finally was able to give her $500 to take on a trip with her friends to the desert, along with some photography equipment for her IG page. She took the gifts almost begrudgingly. Again - she never asked me for anything but I felt I was taking advantage of her good nature at the same time. How was this a SD/SB arrangement I'll never know. I broke it off because I just wasn't sure she knew what she wanted and there may have been feeling developing that wouldn't be good for the relationship.
Third one was with really cute woman, under 5' tall but proportionate. We came to an agreement for a monthly allowance, she met my mom shortly after, then I met her mom and best friend, then she met my daughters on a video call and my aunt when I took her to Florida to see the beach for the first time. I bought her a number of different experiences, makeup lessons, makeup, dinner with a german chef at her home, the trip to Florida, all food/drinks, everything was paid for by me. I had no problems with that. What I did have a problem with was her bratty attitude that I wasn't buying her enough things and that she should be paid extra for the trip to Florida - that she helped plan I should add. She didn't work, I was paying her rent, and when we originally discussed the arrangement travel was included with the allowance. Of course she never said anything during our trip but waited until we returned to dump it on me all at once. So we definitely split then and I learned that I never want to deal with another bratty woman. Life is too short for that shit!
Now? What do I think of the SD/SB relationships? They can work with the right people as long as there is very open communication before and during the arrangement. If you let shit fester it will come out and likely end your relationship.
Personally I'm going to dump the SD/SB relationships and spend that money of trips to Columbia, DR, Costa Rica, and Mexico where I can spend an entire week with two beautiful women who want nothing more than to please me and have fun with me, "wife experience", for the same amount I'd spend on two PPM's ($600) with just the original SB I was with.
That's not to say there aren't great women up here but the cost to have that relationship in the US is 3 times as much south of the border.
Hope this helps some people. DM me if you have questions and I'll answer as best I can.