I've pursued four chicks in the wild (met first time IRL) and tried to convert them to SBs. Results so far: 1 out of 4.
1. The first ones appeared as a duo at a bar at happy hour in DC. Two white girls from the northeast. I was truly minding my own business on my laptop but these girls (barely above teen DC interns, both 7-8), fortified by their 3:30pm drinks, were very friendly. They were interning for a major trade association you've heard of. I got numbers from both of them. I later texted the more flirty one and I eventually asked if she knew what a sugar relationship was. Days of silence followed from her. She eventually replied with her CashApp info. I lost interest at that point. I may have been able to turn that into pussy on my terms with a lot of work. But I didn't, and I politely bid her goodbye. Maybe you brothers will tell me I should have pursued. BUST.
2. Super hot Rwandan chick in a hotel bar in Brussels (I know, it sounds like a story.) Again I was minding my own business but was amazed this gorgeous girl (about 30?) was all alone for a long time at this bar. She strode in like she had been trained to walk like a queen. Watched a guy hit on her who she later told me was gay. We connected well eventually and she told me of her supposedly finalized divorce that very day. I asked her about sugar and she said she didn't know so I explained it. She was interested. We agreed to meet the next night. Circumstances beyond our control prevented that, but I unexpectedly had to stay yet another night. She was eager to meet. Good food and good fun. She was coy and I wasn't going to play her games forever. When I decided to give up and go to bed, she asked me for the "tour" of my suite that I had offered an hour before. I thought I had it in the bag, but no. Once in my room, she received my kisses but reverted to coy mode. I felt as if I were jumping through her hoops. She left on polite terms and I flew back to the US with plans to return. Days later she texted me that she found "some things online" and she didn't want to proceed. BUST.
3. 30yo super hot petite Japanese chick. Met her at a brothel on her 2nd day in town. Advertised as 21. I would have guessed 26. It was about as good as brothel times get. She confided she wasn't happy and she was leaving that night, almost two weeks ahead of her scheduled departure. This is a city I travel to frequently and I asked her if she'd heard of sugaring, and she said she had not. She said she liked what I described. I offered to share my suite with her the next two nights and she agreed and we exchanged texts. Later that night (10:30pm) when she arrived, suitcase in tow, she asked if she could stow her suitcase in my room and meet "a client for my business" at a bar, and then return to me. (She sprang this on me in the hallway off the elevator on my floor.) I told her it wasn't what I had in mind and I bid her well. BUST.
4. 25yo ranked tennis player, white, Russian accent. Again, eating at a bar and minding my own business with my tablet. She slowly made her way to me. Her story was breaking up with her boyfriend that very morning. I explained sugar relationships to her and she said she was interested. She spent the night in my bed with her legs freely open as many times as I could handle (night, wee hours, morning). We are still texting and we have our next scheduled date. We haven't discussed her allowance and I haven't given her a cent. SCORE.
Please offer your critiques and experiences of SBs in the wild. Rockfordfile
Those are better results than we typically see using sites like Seeking, SDM, etc., even in the DC area. That can only be considered an outstanding success. Congratulations!
Of course, P4P relationships (because we no longer say "arrangements" thanks to Brandon LOL), are not particularly taboo in Europe or Africa. So the Rwandan chick might screw up (pun intended) enough courage to jump back into the game at a later date.
The Japanese hooker... well. I've said many times that hookers can be SB's whenever they want to. But from what you describe, this one was just looking to treat you like a John who pays for service with free hotel rooms. Been there, done that, did not ever want to get THAT T-Shirt! Or worse, she wanted to gently convert you to her pimp / driver / protector / and hotel guest cover story. I've never asked an SB to be exclusive to me. But using your room as her storage unit while she was with a client in the same hotel, while you were left alone holding your schmeckle is not reasonable. SB's should never be sloppy seconds, especially while her last John's jizz is still drying on her parts and pieces.
Finally, the Northeastern duo. My guess is they travel together a lot and are adept at playing the "find a seeming 'lonely' guy and rinse him with the promise of threesomes" game. It worked on me the first time I spent a hotel night in Miami waiting to board a cruise the next day. Cost me more than I like to admit to NOT get laid. Lesson learned? Sadly no. I would need to repeat that a few more times before I could see it warming up.
Life is good
The Cat 
Excellent recap! What, exactly, is your spiel to try and convert in freestyle mode? I have always been intrigued by this approach but worry that if poorly executed on my part it could be a disaster of misinterpretation on theirs, or downright disdain.
I don't have a spiel and I didn't set out to convert any civilians to SBs. But I very intentionally decided to bring up sugar after the girls had shown some interest. I had no idea what to expect but figured I had absolutely nothing to lose.
My game score is low. Never have I successfully picked up a chick I targeted in any setting. So I really was just minding my own business in every single one of the four encounters I detailed above (except for the Japanese brothel chick). Usually with a tablet in front of me and also earpieces.
If I had to analyze my own situation, I would say I was supremely ignoring all chicks in the vicinity. But then they approached me and I did not put them off. I responded in a friendly way, but certainly not a desperate way. Maybe this is the attractant -- be your own man about your own business, and make her approach. I can take her or leave her. She must qualify herself to be "taken" instead of "left." In these four cases (except for the Japanese hottie), that's exactly what happened.
Who knows what goes on in the mind of a young woman, but my guess is that each of my four has "a thing" for older men. Otherwise, I'm just a pretty old guy with a dad bod staring into a screen, typing sometimes, and ordering martinis and Manhattans. Ignoring her and all the other hotties dotting the bar area. If some girls find that attractive, then they'll circle me like moths around a lamp because that's what I'm doing at a bar. It's up to me to recognize such girls.
Once we get talking, I am polite and courteous. No devices interrupt anything. I speak like a father so she knows who's boss, and I act amused but not impressed by her flirts. One of us steers the conversation to dating, marriage and the like. She gives me all her horseshit about her boy peers. At some point I reveal a sliver about my own dating life, including Seeking and sugaring. These four needed me to explain Sugar to them and they seemed very interested in the sugar concept.
I have a spiel for Seeking, but not for sugar hunting in the wild. Electronic communication is so limited and devoid of nuance that I think a spiel formula makes sense in that venue. But in the wild, with a chick circling you like a moth around a flame, I don't think a formulaic spiel makes sense. You have to adapt in the instant to the vibe (data) she is giving you.
Bottom line: I think I've gotten lucky with one Russian tennis chick who opens her legs for me because she has decided I am her anchor, for the time being. Chicks are out there who want an older man, often for reasons we will never understand. Don't chase them, but do make it easy for them.