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Shrewd Sugar: Sugar Dating vs Relationships for me

DanniCake

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I make this thread because I’ve been on SA for a few months now and a lot of Sugar Daddies are just… Upsetting.

Like they’ll contact me asking me to meet them someplace to have sex and I’ve never even spoken to them before, and when I tell them “The only way I do that is if you hand me ¥200,000 on arrival and then take me to dinner and let me think about it from there, so no, sex isn’t guaranteed even in that case.” they seem to be shocked and offended that I’m expecting them to give me money at all.

(Like no joke a guy in his first message wanted me to come to his hotel IN NARITA and offered me nothing but dinner in return for “A night of intimacy” like dude… That is like a ¥5,000 trip for me there and back and unless you look like Godfrey Gao and can make me get off with a look and a smirk I can buy my own dinner thanks.)

Here’s the thing when it comes to Sugar Dating for me, and for a few SB’s I’ve talked to, and something I feel like it’s a little harsh, a little callous, but it is also really informative for Sugar Daddies to know and keep in mind when they’re talking to potential SB’s.

It really ISN’T all about the money.

(AND NOW I NUMBERS)

Now each girl has a different order of preference, and a different bar that needs to be passed but for me to want to date someone the LOWEST BAR is 25 points, just 25 points out of a possible 50.

50% to pass is all!

Each category you can have a max of 10 points, and a minimum of -5 points. (Think stat mods in D&D, yes I am a nerd)

1) Has life together
2) Friendship
3) Attractive
4) Spark
5) Not an asshole

That’s all that I’m looking for in a normal, no money involved relationship. All you need is a minimum of +5’s in everything to pass, or at least a 0 and a few 10’s

The problem is some of these things you don’t have control over, being attractive or not is entirely up to the eye of the beholder, there being a spark or not, or the intensity of it is entirely up to feelings, and that is a category that fluctuates. The only three you really have control over is friendship which involves putting in time and having similar interests, having your life together, and not being an asshole which also involve time and self reflection and work.

Much like rolling stats in D&D you don’t know what you’re going to get in each of these and like I said you can only controllably work on and level up three and just because you’ve levelled them up to one person’s standards you have to re-roll for every person you meet and not everyone has the passing bar of “25/50” some people demand a full 50/50 and some people even have added categories, this is just the stats required for potentially entering my dungeon. (If you know what I mean *WINK*)

Then comes the Sugar Daddy.

For me being a Sugar Daddy just gives you an added category, a bonus modifier to add to any stats that might be too low to pass someone’s standard.

That modifier of course is Money.

Maybe you don’t have time to make friends with a woman you’re interested in, but you want to sleep with her, Mod that stat with money and buy enough to pass the friendship stat.
Maybe she’s a 10 in looks and you’re a generous 5 so you know you’re getting minus points in that stat, mod that with money.

My friend is a SB and she generally agrees that what she looks for in a SD is basically everything she looks for in a boyfriend, but where she would normally not date a guy who is lacking in one of her required categories, she’ll date a SD who can gloss that over with money.

The SD she currently has totally understands that which is why he has a really good relationship with 4 or 5 Sugar Babies all at the same time, he knows where he is lacking and how to make up for it, he knows that in a normal relationship when a boyfriend fucks up that might be the end of the relationship but for him he can replace that time needed to rebuild trust with money and gifts.

Anything he wants he can get with negotiation and enough money.

It’s like an old comedian I remember saying that everyone has their price to sell themselves for sex, the whole modesty thing is just negotiating your price.

Does this sound unreasonable? Am I and my friend just kind of shrewd? Or is this the mental calculation that every Sugar Baby goes through?

This is one of the reasons why I don’t have a “Price” for being a sugar baby or an amount that I demand as an allowance, it all depends on the Sugar Daddy, if he were to get 25 points in the usual categories then I would love to go out with him without needing to be spoilt and anything he gave me that I wanted I would do my best to spoil him right back with whatever he wanted. But if he were lacking in ways that would make me normally not want to date him then my expectations get higher with the more that he needs to meet in order to hit that minimum of 25.

I know that SD have these calculation tables too, I mean I see you guys arguing that you wouldn’t pay certain amounts for women that look certain ways and that’s part of the negotiation process too, I mean I know that I’m no 10, on a good day to the right person maybe I can be a generous 7, so sometimes a negotiation just isn’t going to work out when I’m hitting a 20/50 on a guy’s point scale but he’s getting 10/50, neither of us is going to walk away with what we want and that’s okay, everyone isn’t for everyone else.

I’m just saying I feel like this is where I stand so how about everyone else?
 
Oh and in case someone is wondering what does "Has life together" entail?
tl:dr
Can function as an adult in all manners without outside assistance.

Long version:
-Can maintain a residence that is bigger than a collage dorm room (both in being able to afford it and keep it clean)
-Can maintain a job that meets all of their financial needs.
-Can do their taxes
-Can keep track of their budget and bills and meet them all without problems/debts/borrowing money
-Has a plan or some type of goal for the future, is able to track that plan and their life is generally attuned towards it via savings, learning skills, working in a specific job, etc.

Basically imagine all of these as being 2 points each, being mediocre at each but passable is 0 and completely failing is a -1
So you live in a box and it looks like the inside of a garbage can? -1
Your job sucks and you're perpetually broke? -1
You have no idea how, where, or when you pay taxes or even if you have? -1
Broke Broke hey can you buy me dinner? -1
Drink every weekend and no idea what you're doing in life, hoping to die by 40? -1

-> And yes, I have a friend who is a -5 in this category so it's possible.
 
Oh and in case someone is wondering what does "Has life together" entail?
tl:dr
Can function as an adult in all manners without outside assistance.

Long version:
-Can maintain a residence that is bigger than a collage dorm room (both in being able to afford it and keep it clean)
-Can maintain a job that meets all of their financial needs.
-Can do their taxes
-Can keep track of their budget and bills and meet them all without problems/debts/borrowing money
-Has a plan or some type of goal for the future, is able to track that plan and their life is generally attuned towards it via savings, learning skills, working in a specific job, etc.

Basically imagine all of these as being 2 points each, being mediocre at each but passable is 0 and completely failing is a -1
So you live in a box and it looks like the inside of a garbage can? -1
Your job sucks and you're perpetually broke? -1
You have no idea how, where, or when you pay taxes or even if you have? -1
Broke Broke hey can you buy me dinner? -1
Drink every weekend and no idea what you're doing in life, hoping to die by 40? -1

-> And yes, I have a friend who is a -5 in this category so it's possible.

Ok , and now about YOU
What’s your own self-assessment according to all those criteria?
 
Ok , and now about YOU
What’s your own self-assessment according to all those criteria?

0:I live in a 2 story town house with a roommate, evenly split the rent and utilities, have no problems paying for it. It is IMPECCABLY clean.
2:I've been working for the same company since 2011 and I quite like it. It's not perfect but I can afford to take a month off vacation every year both cash-wise and time-wise (which I do every August to avoid the worst of the Tokyo summer)
2:I do mine, my roommates, and about 4 of my friends taxes (in exchange for food, I really need to demand a percentage of what I get them back.)
0:I haven't borrowed money since I took out a student loan in Uni and I paid that back the month after I graduated. HOWEVER Because I carefully budget myself I will occasionally "Be Broke" meaning that my spending money is heavily restricted so I can't go out for certain entertainments on occasion if I've overspent in other areas.
-1: Kinda? I'm a bit wiffy on this as I have a pie in the sky dream of having a B&B and I have money saved for it but the amount that I have saved and the amount I'd need and the way the housing market has been lately that gap just gets wider and wider no matter what I do so I'm sort of going with the flow here.

I'd put myself at a 3/10 but I'm a harsher critic of myself than others may be and might be kinder to someone else, maybe a 5/10 if I gave myself a +1 on the 0's
 
0:I live in a 2 story town house with a roommate, evenly split the rent and utilities, have no problems paying for it. It is IMPECCABLY clean.
2:I've been working for the same company since 2011 and I quite like it. It's not perfect but I can afford to take a month off vacation every year both cash-wise and time-wise (which I do every August to avoid the worst of the Tokyo summer)
2:I do mine, my roommates, and about 4 of my friends taxes (in exchange for food, I really need to demand a percentage of what I get them back.)
0:I haven't borrowed money since I took out a student loan in Uni and I paid that back the month after I graduated. HOWEVER Because I carefully budget myself I will occasionally "Be Broke" meaning that my spending money is heavily restricted so I can't go out for certain entertainments on occasion if I've overspent in other areas.
-1: Kinda? I'm a bit wiffy on this as I have a pie in the sky dream of having a B&B and I have money saved for it but the amount that I have saved and the amount I'd need and the way the housing market has been lately that gap just gets wider and wider no matter what I do so I'm sort of going with the flow here.

I'd put myself at a 3/10 but I'm a harsher critic of myself than others may be and might be kinder to someone else, maybe a 5/10 if I gave myself a +1 on the 0's

Good. And how on earth do you think you could get 200k just for showing up?
I paid 40k a highly-rated escort here to do just that and ... well, better not to go into this story again
 
Good. And how on earth do you think you could get 200k just for showing up?
I paid 40k a highly-rated escort here to do just that and ... well, better not to go into this again

Well first off I'm not an escort, nor looking to be an escort so this isn't a job, or side job, and I mean no disrespect on anyone who is a sex worker, for me as I said in the opening post, cash is not a requirement for a relationship, it just helps if a guy doesn't want to be a boyfriend and would rather just have sex or have a convenient woman around when he wants her instead of having a relationship that would involve give, take, and emotional connection. Generally I notice, but this isn't always the case, that the reason a lot of guys go on SA is because they don't WANT to see an Escort or someone who dates professionally. If this man wanted to pay 40K to have a woman come out and just have sex with him, he could have, but I am not that woman.

If someone wants to date me cool, if someone just wants to have sex with me, also cool, I just require different things for those two categories of people.

Which means the question comes down to "How much does it cost for me to have sex with a complete stranger"

Considering my 5 categories of requirements (Life, Friend, Attractive, Spark, Assyness) this was his first message to me, he had no picture up, he was expecting me to travel and have sex with him, and was offering me nothing beyond "food."

Oh and his profile said he was married.

Which would put him at a -5 in every single category.

So yes, ¥200,000 for me to trust a complete stranger enough to potentially waste my time to go out and meet a guy considering that he could bounce on me at the last moment and I'd be out the ¥5,000 for going all the way to Narita.
(Or considering he could be trying to lure me to a hotel to murder me and then take his next flight out before the body is found.)
And that would be for me to show up san's makeup in jeans and a t-shirt just to re-evaluate his rankings in those categories.

Sure if I showed up and he was attractive, during dinner there was a massive connective spark, he told me about how he visits Japan often and would love to see me again, I'd probably give him some of his money back, or at least sleep with him, but that was just the worst example of what I've gotten on SA.

To be honest I'm still figuring myself out as a Sugar Baby, I've never gone on an actual Sugar Date (I've gone on the first dates with 2 potential SDs but they never paid for anything more than their coffee because while they hit 25/50 points for me, meaning I would have just normally dated them, I didn't hit their requirements so we chatted and parted ways with a "best wishes")
 
Yeah, I kinda sensed that :D

Mostly I just have my standards set somewhat around what my roommate gets when she sugar dates, her SD gives her between ¥10,000~¥30,000 whenever she goes to see him (depending on what they're doing) and whenever he fucks up/special occasions/wants something from her in particular buys her expensive things. Alongside whatever general upkeep he expects from her (i.e her gym membership, beauty treatments, makeup, etc)
And in exchange for that she doesn't start drama in his house, he has other girlfriends and she doesn't care, they have a schedule of when they meet and he takes priority in that, I mean it all seems fair, she takes care of certain needs he wants taken care of, and he takes care of certain needs she wants taken care of, they just do that in different capacities because they're different needs.

Which I mean loops back to my original post, if a guy has wants from me, I have wants from him, wouldn't you say it's reasonable to negotiate exactly what those wants are in order to find a balance to them so that everyone is happy?
I mean the whole reason why I also don't just have a regular boyfriend is because too many guys want the same things SD on SA want, drama free sex without commitment or a willingness to put in the time.

And I'm just a "Time or Money" kind of gal.

I guess it's almost a shame for the guys who do want to date/have sex with me that I don't need the money because it just makes my standards that much higher.
My mother always said I'd be a spinster cat lady living out in the woods.
 
Mostly I just have my standards set somewhat around what my roommate gets when she sugar dates, her SD gives her between ¥10,000~¥30,000 whenever she goes to see him (depending on what they're doing) and whenever he fucks up/special occasions/wants something from her in particular buys her expensive things. Alongside whatever general upkeep he expects from her (i.e her gym membership, beauty treatments, makeup, etc)
And in exchange for that she doesn't start drama in his house, he has other girlfriends and she doesn't care, they have a schedule of when they meet and he takes priority in that, I mean it all seems fair, she takes care of certain needs he wants taken care of, and he takes care of certain needs she wants taken care of, they just do that in different capacities because they're different needs.

Which I mean loops back to my original post, if a guy has wants from me, I have wants from him, wouldn't you say it's reasonable to negotiate exactly what those wants are in order to find a balance to them so that everyone is happy?
I mean the whole reason why I also don't just have a regular boyfriend is because too many guys want the same things SD on SA want, drama free sex without commitment or a willingness to put in the time.

And I'm just a "Time or Money" kind of gal.

I guess it's almost a shame for the guys who do want to date/have sex with me that I don't need the money because it just makes my standards that much higher.
My mother always said I'd be a spinster cat lady living out in the woods.

I think you make no sense, but maybe thats just me. Anyway, good SD-hunting. With 200k for a first get-to-know-you-no-sex-not-even-makeup deal, I’m sure they will queue at your door :D

(Come to think of it I got in fact a real bargain with Alice, my apologies to her! :))
 
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Hi, I just want to suggest that perhaps a better forum to post your observations and questions is the Sugar Life Style sub in reddit. That said, I think your posting here is precious because SBs rarely come here to post their side of things.
 
Hi, I just want to suggest that perhaps a better forum to post your observations and questions is the Sugar Life Style sub in reddit. That said, I think your posting here is precious because SBs rarely come here to post their side of things.
I should probably ask mine to come here and do just that, that would be fun!
But she told me once she created a fake male profile on SA to browse what the other SBs (or wannabe SBs) were asking vs how they looked and what they wrote... She was appalled!
 
I’ve been on SA for a few months now and a lot of Sugar Daddies are just… Upsetting.
Seeking Arrangement has really deteriorated in quality over the last few years. It used to be a whole lot better before all of the heavy advertising, TV interviews, and VICE specials. Now, most of its male users treat it like any other dating website/app, and some of the female users are either scammers or just using it to create more YouTube content.

I’ve found escorting to be more profitable, less emotionally draining, and less time-consuming than sugar dating, so I haven’t been on SA in a very long time.. but almost every girl that I’ve talked to that has recently tried SA did not have a good experience. Way too many men looking for unpaid relationships or cheap escorts than a real sugar arrangement.
 
I think you make no sense, but maybe thats just me. Anyway, good SD-hunting. With 200k for a first get-to-know-you-no-sex-not-even-makeup deal, I’m sure they will queue at your door :D

(Come to think of it I got in fact a real bargain with Alice, my apologies to her! :))


I think you're not paying attention to the words and context and getting hung up on the money.
I at no point said 200k was my average expectation to meet someone.

Let me put it this way, to you and to the other women on here.

If a man came to an escort and in his opening message to her said "Hey, I want you to spend your money to come see me, and then have sex with me, all I will give you is dinner." an escorts response would probably be a various level of a polite "no" to a still polite "HA" to the less polite "Go fuck yourself"

Me telling someone who makes that same proposition to me that for me to come meet them costs 200k is basically my polite version of telling someone "No, I'm not interested in what insultingly small thing you have to offer."
This way they can walk away thinking that I'm just too expensive instead of me having to tell them I just think they're an ass.
 
Seeking Arrangement has really deteriorated in quality over the last few years. It used to be a whole lot better before all of the heavy advertising, TV interviews, and VICE specials. Now, most of its male users treat it like any other dating website/app, and some of the female users are either scammers or just using it to create more YouTube content.

I’ve found escorting to be more profitable, less emotionally draining, and less time-consuming than sugar dating, so I haven’t been on SA in a very long time.. but almost every girl that I’ve talked to that has recently tried SA did not have a good experience. Way too many men looking for unpaid relationships or cheap escorts than a real sugar arrangement.

I agree with you but for opposite reasons (yours may be valid too, by the way): too many wannabe princesses who just want to milk potential SDs without the looks, smarts and experience to be credible. Some are so laughingly bad at promoting themselves and asking for reasonable conditions, it’s actually entertaining.
 
I think you're not paying attention to the words and context and getting hung up on the money.
I at no point said 200k was my average expectation to meet someone.

Let me put it this way, to you and to the other women on here.

If a man came to an escort and in his opening message to her said "Hey, I want you to spend your money to come see me, and then have sex with me, all I will give you is dinner." an escorts response would probably be a various level of a polite "no" to a still polite "HA" to the less polite "Go fuck yourself"

Me telling someone who makes that same proposition to me that for me to come meet them costs 200k is basically my polite version of telling someone "No, I'm not interested in what insultingly small thing you have to offer."
This way they can walk away thinking that I'm just too expensive instead of me having to tell them I just think they're an ass.
Just dont answer then. Their proposal is obviously ridiculous, dont waste your time trying to out-ridicule them
 
I agree with you but for opposite reasons (yours may be valid too, by the way): too many wannabe princesses who just want to milk potential SDs without the looks, smarts and experience to be credible. Some are so laughingly bad at promoting themselves and asking for reasonable conditions, it’s actually entertaining.
I don’t doubt that. I’ve read men’s comments and rants on sugar dating subreddits before and it made me feel even less attracted to SA.
 
Using SA in Japan / the APAC region adds another layer to all of that, too. If you're not familiar with X countries view on sugaring, sex, etc. it's harder to gauge expectations. Plus language and cultural barriers that may exist. It's been..uh..interesting. :)
 
Using SA in Japan / the APAC region adds another layer to all of that, too. If you're not familiar with X countries view on sugaring, sex, etc. it's harder to gauge expectations. Plus language and cultural barriers that may exist. It's been..uh..interesting. :)
I think the majority of male users are foreigners though, at least they were when i used it years ago.

Mainly To OP:
I think that there are some gems, but its a huge time waste. So everyone is free to try it at their own risk but expect endless conversations over and over.
I totally agree about you dodging that guy, and while some people may get hung up about you mentioning 200.000, i’d say, say whatever you must to get rid of him. Better to make it clear you are not coming over so everyone is on the same page. I definitely dont think anyone would pay the train fees to go there with the promise of dinner with a guy who’s shortly in town, has no picture and is not offering to pay any allowance or even cover transportation costs.
 
@DanniCake - It is absolutely terrific to have you on TAG, and I very much hope you'll stay and participate in many of the sugaring and discussion threads and whatever interests you. There was a time when no escorts much participated on TAG, and the board is a far more interesting and lively place now that several of them do. Actively participating SBs have been even rarer (@Ches, who appears to no longer have an active account, was once fairly active), and if there were some more, I think it would be another big boost for the quality of the board. Maybe your SB roommate would be interested too?

Btw and fwiiw, I've had a profile on SA for now well over 11 years...just about 11.5 years I guess...although it is disabled at the moment (my sugar plate overflowth currently) and have been pretty actively sugaring for over half that period (was rarer before that). I've had quite a few "successful" (whatever that means) and a few spectacular (imo) sugar relationships.

Imo, @MissInsomnia and @User#8628 are correct (as usual). The quality/sanity/honesty/appeal of folks SA has gone down steeply in recent years (and was never really terrific), and it does take A LOT of time and effort to find pots that are even worth following up...and of course even more to find the winners who make good sugaring partners (to one's own particular tastes). However, with practice you can get better (not perfect) at recognizing the dead ends from their profiles, early correspondence and at first meetings; this helps quite a bit...though it remains a game for the patient and the risk tolerant.

Imo you made a mistake with the idiot at Narita you described in the OP. You should have simply blocked him and moved on as soon as he made that absurd/insulting suggestion. If you stay active on SA, I bet that is what you will be doing to such "salt daddies" pretty soon.

-Ww
 
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my roommate gets when she sugar dates, her SD gives her between ¥10,000~¥30,000 whenever she goes to see him (depending on what they're doing

I'm pretty confident that is on the low end of the "sugar market" for per date support in Tokyo. Does she know that, and if so, is she fine with it? There is an enormous range in what SBs find adequate support, and of course it also depends on what else the SD is putting into the relationship.

-Ww
 
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if a guy has wants from me, I have wants from him, wouldn't you say it's reasonable to negotiate exactly what those wants are in order to find a balance to them so that everyone is happy?

Hi, well, of course, it is reasonable, but I don't think you can find the balance during the first meet & greet. A meet & greet (for me) is basically for ice-breaking. Even if they deny, both SD/SB are usually reasonably nervous and it's difficult to talk honestly about sugaring details. It's a relationship after all even it is a "sugar coated" NSA type. Building trust takes time....but honestly so much things are still mystery to me as to what a SB is thinking about her SD. That's why your observations intrigued me. I probably fail your test - even money wouldn't get the bar low enough for me. Admittedly I am not a good SD as any of my sugar relationships didn't last long since I started SDing last year.

I hope you find what you are looking for. Good luck! When you receive an offending message, don't give a damn about him and just block his account.
 
I'm pretty confident that is on the low end of the "sugar market" for per date support in Tokyo. Does she know that, and if so, is she fine with it? There is an enormous range in what SBs find adequate support, and of course it also depends on what else the SD is putting into the relationship.

-Ww

Well he's in this range right now because they've been dating for a while, when they first started going out she was probably getting around 30~50k per meeting (the low end being when they just went to dinner and nothing else, or did something she wanted to do like a shopping trip, the high end being when they did something he wanted to do or if she went to his house)
He's taken her on trips, he pays for all her beauty products, she's really into filming equipment so this last year alone he's probably spent about 200K buying her high end camera's and lighting equipment.
He also just supports her hobbies and his job gives her business opportunity access and like I said it's kind of like that stats chart I put on the opening post, he's amicable in certain areas which means she doesn't continue to demand a lot from him because they get along well enough.

Sugering, at least as far as I've seen it and understand it, is an in between place between being an escort and being just a regular girlfriend. For some girls and SD's it's a per-hourly job type arrangement where what the man wants has a price and he knows every time what that price is and what it buys him, and for others it's just like having a rich boyfriend or being a bit of a golddigger where maybe for the first few dates you're paying a lot (as you would try to impress anyone on the first few dates with someone you're interested in) but as comfort and familiarity set in assuming that things are going well you can get a little more casual over time. The difference is that in sugering if your baby is getting a little TOO casual there's a level of honesty and "employment" there where you can tell her "Hey here's some money, go to the gym/buy a nice dress/do your makeup more/do these things I want" ((Or on the flip if your baby wants something she can just ask for it and you know that your choices are 'give it to her' or acknowledge that she may be going out to get that from someone else which then may cut into your "relationship" time))
 
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Hi, well, of course, it is reasonable, but I don't think you can find the balance during the first meet & greet. A meet & greet (for me) is basically for ice-breaking. Even if they deny, both SD/SB are usually reasonably nervous and it's difficult to talk honestly about sugaring details. It's a relationship after all even it is a "sugar coated" NSA type. Building trust takes time....but honestly so much things are still mystery to me as to what a SB is thinking about her SD. That's why your observations intrigued me. I probably fail your test - even money wouldn't get the bar low enough for me. Admittedly I am not a good SD as any of my sugar relationships didn't last long since I started SDing last year.

I hope you find what you are looking for. Good luck! When you receive an offending message, don't give a damn about him and just block his account.

Maybe I'm too polite or deluded in trying to believe the best in anyone. I always think that everyone should have a chance to get what they want, which is why I'll sometimes toss out ridiculous prices. Because even if the person is being an ass, if they actually were to throw that much money at me I'd absolutely give them a second chance to see what they were really up to.

Different SB are thinking different things but this is just my thought process.

If someone messages me what does their message say? What does their profile say? Do they have pictures?
If it's "Rude/Blank/No" then that person is sitting at -5's in all those categories I mentioned which means that my baseline to just go out and meet them is yeah, 200k, because I know nothing about them.
If it was say "Polite and witty/Informative with shared interested/Yes" Then my baseline to go meet them for a coffee would depend on further correspondence/My availability/where they want to meet and would cost them nothing for that first sugar date. (I mean if they continue being friendly, it's a day off, and close to someplace cheap and easy for me to get to)

I lean closer to the side of "Sugar Girlfriend" than "Sugar Escort" when it comes to being a SB, which my roommate says makes me cheap but I just feel is me being honest.

After the first date for me everything is a calculation depending on what the SD wants from me.
-Does he want me to meet him on HIS schedule whenever HE wants? (I'm busy but have a flexible job that allows me to schedule in appointments whenever I like and take time off, however if he asks this of me I would expect him to compensate my potentially lost wages)
-Does he expect me to dress a certain way and look a certain way? (Then he has to pay for all of that, plus my time for whatever it takes me to go and do that)
-Does he expect me to travel to him? (Pay for that and time)

If he were to say have no expectations and no demands of me, and were to just be a genuinely interesting person that I liked, then I would probably talk and spend time with him as it was available to me as I would with any friend or boyfriend. But I mean I have very particular friends where we're okay with only seeing each other once every 2~6 months due to our never meshing work schedules, and not many men who are hoping to have sex on a regular basis are cool with only seeing a woman they're expected to be monogamous with twice a year.
(I mean if they were, then escorts and sugar babies wouldn't exist in the first place.)
 
I probably fail your test - even money wouldn't get the bar low enough for me.
Don’t sell yourself short!
I don’t know if its rude to say anything personal about you but without going into details that might give your identity away... I thought you are very very kind when we met and you seem to have your life together although maybe being not completely settled down. You’re also looking quite dandy, not unattractive imo. I can’t think of a point that you would score badly on and i think over all you would score very well.
Hope I didn’t cross a line here.