"Sugarbabies" / "Arrangements" Amateurs or Not?

[Coolhand2]

That sounds like a good way to handle things up front, thanks!

When it comes to SB, Literal2 is the MAN!

[Spitfire]

I ask if they have a place we can meet privately or do I need to get a room. Even if we meet in a public place first, that way she'll know where I'm headed. This usually brings on a discussion of intimacy, timing, etc. Just my experience.

That sounds like a good way to handle things up front, thanks!

[Literal2]

Yesterday had it's ups and downs. CSB1 canceled on me as I was en route to her location. Sick child was the reason given. This is her second straight cancellation so I'm not sure what is going on. I haven't made up my mind if I should just let this go. The good news is I heard back from the 21year old (CSB3) that she's ready to meet based on the arrangement that I had spelled out. I'm going to try to move on this as soon as I can before her resolve waivers.

I think I'd back off for a while and see what happens with CSB1, but good luck!

CSB3 sounds positive but she is 21 so don't bank on it yet. Good luck with her also!

[Literal2]

I've experienced quite a few who it seems will hint at intimacy, but are reluctant to deliver. What have you guys found to be the best way to quickly separate those time wasters from the ones who are serious about getting down to business? I enjoy the whole 'dating' concept. Going out to dinner, shopping, etc. And I like good company, but I'm also looking for playtime too. What's the best way you've found? Do you bluntly ask or simply drop hints and gauge the response?

It's especially important for me as my area is lacking in the population of potential SBs and if I'm going to travel, I want to make sure my time is spent well.

I ask if they have a place we can meet privately or do I need to get a room. Even if we meet in a public place first, that way she'll know where I'm headed. This usually brings on a discussion of intimacy, timing, etc. Just my experience.

[Spitfire]

. As has been pointed out in this thread, it does take work to separate them out.

I don't mind the work but am always looking for ways to work smarter

[Coolhand2]

Yesterday had it's ups and downs. CSB1 canceled on me as I was en route to her location. Sick child was the reason given. This is her second straight cancellation so I'm not sure what is going on. I haven't made up my mind if I should just let this go. The good news is I heard back from the 21year old (CSB3) that she's ready to meet based on the arrangement that I had spelled out. I'm going to try to move on this as soon as I can before her resolve waivers.

[Coolhand2]

I've experienced quite a few who it seems will hint at intimacy, but are reluctant to deliver. What have you guys found to be the best way to quickly separate those time wasters from the ones who are serious about getting down to business? I enjoy the whole 'dating' concept. Going out to dinner, shopping, etc. And I like good company, but I'm also looking for playtime too. What's the best way you've found? Do you bluntly ask or simply drop hints and gauge the response?

It's especially important for me as my area is lacking in the population of potential SBs and if I'm going to travel, I want to make sure my time is spent well.

I have the same issues that you are facing. I travel also to meet SB's and I don't like wasting a trip. I've found that bluntness, delivered in a nice way, is the best way to go. After the initial contact, I try to spell out what I mean by "companionship". I've used some of the pointers that Literal2 has given such as staying away from the ones who are looking for relationships or husbands. As has been pointed out in this thread, it does take work to separate them out.

[Spitfire]

I've experienced quite a few who it seems will hint at intimacy, but are reluctant to deliver. What have you guys found to be the best way to quickly separate those time wasters from the ones who are serious about getting down to business? I enjoy the whole 'dating' concept. Going out to dinner, shopping, etc. And I like good company, but I'm also looking for playtime too. What's the best way you've found? Do you bluntly ask or simply drop hints and gauge the response?

It's especially important for me as my area is lacking in the population of potential SBs and if I'm going to travel, I want to make sure my time is spent well.

[Literal2]

Sorry to jump in here but I was told text messages were only stored for 24hrs then deleted. Only with a court order can they be retrieved.

I think they'll stay on your cell until you delete them, but I assume there's always a copy someplace on the cell phone vendor's computer. Who knows these days who else is monitoring cell phone traffic? A private individual shouldn't be able to access those copies. Tiger apparently left some of them on his phone for his wife to find which was not smart. If there is LE interest for whatever reason or a court order they will probably be recovered anyway. So I just refuse to let girls send me texts and I don't text them.

[Literal2]

Someone once said "Free sex is always the most expensive kind." How right they were!

As for building a relationship: Not bloody likely. Occasionally you might find some lady doing this that has her head screwed on straight, but I'm betting they're VERY rare. Every single one of the ladies / girls I've met doing this had significant emotional and / or psychological issues, from chemical dependency problems to chaos disorder. Doesn't mean they weren't beautiful and sweet and great in the sack, but they sure weren't relationship material. Think about it. Why is it that these girls never seem able to quite make ends meet consistently? They always have some emergency that they need extra money for. They're incapable of living within their means, and they're looking for a shortcut instead of learning how to make a budget and stay on it. Not flaming. Just pointing out something that a lot of guys lose sight of in this game.

Yeah I guess you're right. I'm going to have to let her go.

[Literal2]

I enjoy the shy ones also. Wading through all the scams, time wasters and 'want to-bes' can be a real chore, but when you find a good one, it makes it worth it.

Yes, I just love them. A couple of times I've been with nervous, inexperienced pros who were apprehensive and would try to convert my desire for FS to a HJ. It just gets me worked up, like I'm a stallion trying to corner a filly against a fence so I can mount her.

[Literal2]

How do you manage the dedicated cell? I know if a second cell was discovered by the warden there would be hell to pay. The same with a bill for a PO Box. I've just careful to scrub the phone of texts and numbers before I come home. If she found something encrypted, she would want to know why. One has to stay on ones toes in this mongering business.

Well I can't give away all my secrets but I'll say this: there are cell phones and there are sim cards, and as to encrypted files, there is encryption within encryption. As to po boxes, it's best to have a valid reason to have one but control access to it personally, like a safe deposit box. The bill comes to the box and actually I think you can handle it online these days. With all of these things it's important not to use them for anything illegal so that LE never has a reason to get on your case because if they do, these things will fail. It's also important to think through exactly what you will say if the warden breaches your security.

[CantWinLosin]

Someone once said "Free sex is always the most expensive kind." How right they were!

As for building a relationship: Not bloody likely. Occasionally you might find some lady doing this that has her head screwed on straight, but I'm betting they're VERY rare. Every single one of the ladies / girls I've met doing this had significant emotional and / or psychological issues, from chemical dependency problems to chaos disorder. Doesn't mean they weren't beautiful and sweet and great in the sack, but they sure weren't relationship material. Think about it. Why is it that these girls never seem able to quite make ends meet consistently? They always have some emergency that they need extra money for. They're incapable of living within their means, and they're looking for a shortcut instead of learning how to make a budget and stay on it. Not flaming. Just pointing out something that a lot of guys lose sight of in this game.

[Coolhand2]

Sorry to jump in here but I was told text messages were only stored for 24hrs then deleted. Only with a court order can they be retrieved.

They'll still be in your phone if you don't delete them.

[Coolhand2]

As to the Tiger Woods rules. I don't take texts from girls. Also I use a dedicated cell which is off most of the time (except for voice mail) and scrub the registers every time I use it. I keep a PO Box for some billing purposes and prefer cash whenever I can. I keep sensitive data encrypted with Truecrypt. I'm always looking for new security techniques so any suggestions or alternative techniques would be appreciated.

How do you manage the dedicated cell? I know if a second cell was discovered by the warden there would be hell to pay. The same with a bill for a PO Box. I've just careful to scrub the phone of texts and numbers before I come home. If she found something encrypted, she would want to know why. One has to stay on ones toes in this mongering business.

I looked at your post 3425 and the girl does seem unusually uninhibited. I tend more towards the shy types myself but occasionally a wild one is really a treat. I had a model out in LA once who was that way and she cost even more than 3425. In my case, it was great one time and the second time I wasn't into it. I don't know why, maybe I just like to be the dominant one in the action. My SB2, a chubby little hospital administrator, was very uninhibited, squirted all over the place, and nearly broke my damn dick off the three times I saw her. She kept trying to do anal and I kept avoiding it. Not my thing. Anyway she was riding me cg and slipped my dick up her butt without me knowing it. I put my hand way up her pussy and felt something I thought was a diaphragm. I pulled it out and it was my goddam condom! I panicked and got out, got up, washed and had her jerk me off. I waited a few weeks and went for an STD test which came back negative, thank god. It was a learning experience but I prefer the shy ones as a general rule. Skills are secondary for me. No disrespect to anyone else's preferences.

As to the one in the post, she let me dominate by doing exactly what I wanted for as long as I wanted. I was seeing a women in California who worked in the film industry. A absolute freak but she was totally unstable. As great as her skills were, I had to cut her loose. Skills don't trump craziness. I do place a high premium on skills which is why I didn't begrudge the provider in the post the money. It was a one time thing but I'm hoping to run across a sugar baby who matches her. Maybe you should turn me on to SB2 when you're done with her.

As far as money goes, every woman I've ever had has cost me money, my first wife most of all. For me it's a question of who makes me happy, not whether I'm getting a good financial deal. I'd rather fuck Princess Diana in her prime and spend $2k than fuck some old bag lady and spend a quarter. That being said, this forum is a great place to learn the going rate which is always of interest. And I love a bargain when one comes along.

I couldn't agree with you more. My second wife took me to the cleaners. It's been over 12 years and it still hurts a lot. I keep a bargain in my pocket. There's a thick ebony pro I dream about in Richmond who I call when someone cancels. $.5 and all avenues open. I usually can get her on short notice so a trip is not wasted.

You're right; this forum is great!