"Sugarbabies" / "Arrangements" Amateurs or Not?

[Ernest Ll]

Brothers.

So after a bit of initial relapses, I landed up meeting with a sweet SB. We have already met couple of times. She is a bit unbelievable one with such brain and beauty. I am honestly surprised why she is at SA at all But here's the twist, I am heading out for a short business trip soon and I am wondering if it might be a good idea to bring her along. It's a short couple of days trip and I don't have a lot of work to wrap up so essentially plenty of time I can technically spend with her. Has anyone tried that sort of adventure with SB here? At this point, we both know each other by our alias only, no personal info disclosed and we meet privately only. If I do take her on this trip then I guess we will disclose our true identities to each other. My goal is to just have a pure fun trip with her day and night. Am I am over expanding my wings here? What should I be watching here? Is this the dumbest idea ever? Give me pros and cons so that I can think straight.

#1 - Concern is you have to go open Kimono on your name, which means she will learn everything about you. Do you have something to lose if she goes BSC on you?

#2 - If you pass that hurdle, map out time you would spend together. I've discussed it with one I'm seeing -- I already know everything in real life about her -- and have laid out the following scenario. Travel separately (she is an hour away) to NYC. She drops her bags at the hotel, then sees the town while I work. We meet after I check in and fuck. Go to dinner, fuck all night. She goes to a museum in the morning, meet for lunch and a blow job, she goes to the spa for the afternoon, meet for drinks and sex and repeat. She leaves the next day on her schedule and I work and leave. She is fine with that, no need / desire for a tourism partner.

#3 - set budget expectations. Her travel, her meals and drinks, spending money. Is there an allowance too? I'm lucky, mine would go just for the experience and basic spending money, no shopping needed.

#4 - figure out what can go wrong and plan accordingly.

[VAvet]

I've done it several times and never had any issues but fundamentally it's all about the screening process. And at some level if she's really psycho and wants to figure out who you are she probably can. Run your license plate, stalk you on social media. Hard to imagine if they try hard enough that they can't figure out who you are so I would go for it. But it's risk / Reward my friend:

Brothers.

So after a bit of initial relapses, I landed up meeting with a sweet SB. We have already met couple of times. She is a bit unbelievable one with such brain and beauty. I am honestly surprised why she is at SA at all But here's the twist, I am heading out for a short business trip soon and I am wondering if it might be a good idea to bring her along. It's a short couple of days trip and I don't have a lot of work to wrap up so essentially plenty of time I can technically spend with her. Has anyone tried that sort of adventure with SB here? At this point, we both know each other by our alias only, no personal info disclosed and we meet privately only. If I do take her on this trip then I guess we will disclose our true identities to each other. My goal is to just have a pure fun trip with her day and night. Am I am over expanding my wings here? What should I be watching here? Is this the dumbest idea ever? Give me pros and cons so that I can think straight.

[Apothecary]

Brothers.

So after a bit of initial relapses, I landed up meeting with a sweet SB. We have already met couple of times. She is a bit unbelievable one with such brain and beauty. I am honestly surprised why she is at SA at all But here's the twist, I am heading out for a short business trip soon and I am wondering if it might be a good idea to bring her along. It's a short couple of days trip and I don't have a lot of work to wrap up so essentially plenty of time I can technically spend with her. Has anyone tried that sort of adventure with SB here? At this point, we both know each other by our alias only, no personal info disclosed and we meet privately only. If I do take her on this trip then I guess we will disclose our true identities to each other. My goal is to just have a pure fun trip with her day and night. Am I am over expanding my wings here? What should I be watching here? Is this the dumbest idea ever? Give me pros and cons so that I can think straight.

[JZLizard]

Some new territory for me as I never had any luck with the SA gals who have been on that site for over 2 years. But I did contact one recently that has now come to the third date with discussed plans for the first trip to the FC after dinner at her place. She wasn't shy about her telling her boundaries in the bedroom and even said I should "gift" her whatever amount I thought was appropriate. Well, she has practical on her expectations and I am not sure my usual gift of $$ will keep her happy. I could do $$$ but I don't want to spend but so much over the long term. Any thoughts on women who are "practical" in their expectations?

I would completely discard the expectations they put in the website; it is totally random. I've had girls that put "substantial" as their expectation tell me after the second date no sugar required if I want to date them straight up, insist on picking up the tab at meals, etc. It just depends on how much they end up liking you. I really think most of them forget what they selected for the expectation about an hour after their first sign up anyway. If not, their expectations will be corrected after they've spent some time on the site.

They have to put up big expectations because this is what the site is about and what it encourages. No girl who is really just looking for a successful BF / companion is going to say "I don't need sugar" on a website like SA, but you can read between the lines when they say things like "an arrangement or maybe more" or allude to something ongoing / exclusive. Things like that. Some don't come out and say that on their profile but it gets revealed in dialog and I usually have extensive dialog with the ones I like before selecting them for a meet.

$$ is still my typical gift. There's no harm in starting at $$, worst that can happen is she asks for more. Have you been paying her for these platonic dates? If so, I'm guessing she's already ruined and will aim high for a FC visit. But it is possible that $$$ is more appropriate if you're in an area with a very high cost of living, or a place with fewer options.

I never gift until after the FC, and that is the advice you'll hear regularly here from other brothers.

Also, try to not to get misled by the mindset that this game is solely about money, because if you do you'll just get caught up in paying too much. It's actually much more like regular dating than mongering when done right. One could say all females are hookers in the sense that they all want a man that can provide, but understanding the psychology behind this will take you so much further than cash or gifts.

[JZLizard]

Not in her case, but I was recently in Boston and found many that struck me as pros because.

* Agreed to meet and all pertinent details (activities, logistics) before viewing my photos.
* Started off saying she was only interested in per meet.
* Immediately switch to texting.
* Public photos are very sexy lingerie shots showing her face.

If they agree to meet without seeing pics, that alone is a giveaway that they are a pro.

[TomDickNHarry]

She probably wants something like 300 but if if she approached it this way then she should be fine with 250. Given that she's hosting I think 200 is probably not the right number, though you also did wait until the 3rd date for an FC so you've spent some time lol.

I've almost always found that when they don't discuss money upfront they are good with whatever you give them. I've had a few exceptions during many years on SA, two come to mind where she texted afterwards and said she wanted something much different, like 2 x what I gave her. Obviously just didn't see those again. The other was recent and after the entire deed was done, twice, she then wanted to talk amounts LOL. I ended up giving her more than I wanted, especially since she didn't host and I rented a room, but it wasn't an insane amount, so again I just didn't repeat and assumed it as a cost of doing business. At least she was hot.

If it were me, I'd attempt to leave 250 on the nightstand on my way out (200 if you really want to push it but not if you really want to see her again). Worst that can happen is either she stops you on the way out and says it's not enough, and you probably bump it up a bit to not cause a scene and get out, then not repeat, or she texts after to say it was not enough and again, you don't repeat. In the first scenario, unless you shared personal info and have an SO, there's not much she can do about it anyway even if she's highly disappointed.

But girls who have been on the site a while and still don't discuss price in advance, and list practical expectations, are not likely to have gps.
I've found girls who have been on the site for a while fall into 2 categories. Almost all start off as the "shoot for the moon types" thinking they can get 5+ per meet, trips and allowances but most become more realistic over time and realize that's hard to find but that they can see one or a few guys for reasonable gifts on a very regular basis. Other category are those who either get lucky off the bat with a guy who does that once b/c they are new, or are very stubborn and eventually find someone to give them that, even if it's just once or twice. Then they keep insisting on that with everyone they talk to even as they get rejected by 90%+ of the guys. But the one thing about those shoot for the moon types is that they know their rejection rate is 9 out of 10 and so they spell those expectations out early, they don't say gift what you think appropriate like your girl so she's not in that camp at least.

However, I rarely find 200 is something they find acceptable anymore, there has definitely been a trend towards the number being closer to 300 for the SA types over the last couple of years. Good luck and hope that helps.

Some new territory for me as I never had any luck with the SA gals who have been on that site for over 2 years. But I did contact one recently that has now come to the third date with discussed plans for the first trip to the FC after dinner at her place. She wasn't shy about her telling her boundaries in the bedroom and even said I should "gift" her whatever amount I thought was appropriate. Well, she has practical on her expectations and I am not sure my usual gift of $$ will keep her happy. I could do $$$ but I don't want to spend but so much over the long term. Any thoughts on women who are "practical" in their expectations?

[JustLonely]

Some new territory for me as I never had any luck with the SA gals who have been on that site for over 2 years. But I did contact one recently that has now come to the third date with discussed plans for the first trip to the FC after dinner at her place. She wasn't shy about her telling her boundaries in the bedroom and even said I should "gift" her whatever amount I thought was appropriate. Well, she has practical on her expectations and I am not sure my usual gift of $$ will keep her happy. I could do $$$ but I don't want to spend but so much over the long term. Any thoughts on women who are "practical" in their expectations?

[Ernest Ll]

Out of curiosity what makes you think she's a pro?

Not in her case, but I was recently in Boston and found many that struck me as pros because.

* Agreed to meet and all pertinent details (activities, logistics) before viewing my photos.

* Started off saying she was only interested in per meet.

* Immediately switch to texting.

* Public photos are very sexy lingerie shots showing her face.

[FruitNinja]

She looks to be a pro, any info is appreciated thanks.

https://www.seekingarrangement.com/m...0-acf4271fcb08

Out of curiosity what makes you think she's a pro?

[FruitNinja]

I just couldn't take it anymore.

If you want to continue spreading all this stupid mis-information then take it to the fight thread.

Otherwise you guys need to get back to talking about how to pay way too much money and get involved in way too much drama so you can pretend you're not a john for chicks that want to pretend they aren't hookers

A2

As I couldn't reply to your previous post about why the government would spend all those resources on finding mongers through IP addresses. :

I live near Chicago. If you saw the manpower County and the city put out on the street to either entrap guys looking for fun or bust Asian massage parlors you would be amazed. CPD put 10-20 uniformed and undercover cops to bust a two woman AMP. Our County Sheriff is obsessed with this. He's the one that tried shutting down BP by going after the credit card companies. I read a lot of news. Maybe to much for my own good. I'm a businessman and very practical in the use of resources. It's mind boggling. And as someone else said all it will take is one high profile monger hitting the news cycle and it's game over as we know it.

[VAvet]

Would agree with the semi pro status for yoga pants, but regardless she's really cool and lots of fun. Treat her right.

Anyone have any info on milf4 sd? She seems really cool, kind of threw me how quickly she went to the FC discussion via texts with very specific details. Was a little worried she might be LEO, even though I've not heard of them in the bowl around here.

FWIW, been doing the sugar bowl thing in Richmond for years, happy to trade info via pm. Are used to be a senior member but had to start over. You guys know the drill.

I've met her. She's legit. I'd call her semi-pro. She's danced before and is more P2 P than long term. But does work with her mom in the business. She's real chill and easy to get along with and will head to the FC pretty quick. Go for it.

Starkey.

[Starkey 2008]

I've met her. She's legit. I'd call her semi-pro. She's danced before and is more P2 P than long term. But does work with her mom in the business. She's real chill and easy to get along with and will head to the FC pretty quick. Go for it.

Starkey.

She looks to be a pro, any info is appreciated thanks.

https://www.seekingarrangement.com/m...0-acf4271fcb08

[Harpman31]

I exchanged about a dozen messages with her 2 weeks ago. Did not seem like a pro to me. She says she and her mom run a business together so she has a flexible schedule. Our conversation died off after a few days of going nowhere. She does have a nice butt in her mild private pics. I was a bit distracted with another younger gal I was messaging then so she sort of slipped through my fingers I guess. She didn't seem like a straight to the FC kind of person IMHO.

Have not had the opportunity to contact yet. She was on my radar but my current two UTRs have been taking up a lot of my time. Getting ready to cut one loose and look for someone new, so let us know if you TOFTT and I'll do the same. Thanks.

[BlueFalcon123]

I exchanged about a dozen messages with her 2 weeks ago. Did not seem like a pro to me. She says she and her mom run a business together so she has a flexible schedule. Our conversation died off after a few days of going nowhere. She does have a nice butt in her mild private pics. I was a bit distracted with another younger gal I was messaging then so she sort of slipped through my fingers I guess. She didn't seem like a straight to the FC kind of person IMHO.

Hey Guys. I dreamt of her a couple of times last summer. $$ was the damage. BB optional. She is responsive to daty. Has a kid. So, belly shows a bit. Nice a $$. Avail in midlo and Williamsburg. You need to get a room for fun. Stay safe!

[JustLonely]

She looks to be a pro, any info is appreciated thanks.

https://www.seekingarrangement.com/m...0-acf4271fcb08

I exchanged about a dozen messages with her 2 weeks ago. Did not seem like a pro to me. She says she and her mom run a business together so she has a flexible schedule. Our conversation died off after a few days of going nowhere. She does have a nice butt in her mild private pics. I was a bit distracted with another younger gal I was messaging then so she sort of slipped through my fingers I guess. She didn't seem like a straight to the FC kind of person IMHO.