"Sugarbabies" / "Arrangements" Amateurs or Not?

[Golfcart]

Hey gents. I've been a longtime viewer of this thread and I love it. Cheers to you all. I need a little help. I've got this amazing beautiful young thing that I used to play with back in the day. We've kept in touch over the years and I e been itching to get back in between if you know what I mean. She has refused me mainly bc I'm now in a relationship even though she would love to. In one of our recent convos she was complaining about her job and how much she works like she has in the past. I took this as an opportunity to mention a sb / sd arrangement. It took her completely by surprise and she said she would never do something like that and that she wouldn't want to feel like a hooker. But after some gentle talk about how I want to help her out and it would make me happy to know she's not killing herself for no money I think I've got her on the hook. Now I've never done this before as far as a long term sb. Long time longer but never this. Any tips on how to feel her in?

I was her dominant and she was my submissive so it was a very sexual relationship. Definitely not my gf so there are no romantic notions between either of us. We are really good friends. We get along well and we just mesh very well together. Obviously my current sig other doesn't know about her. I'm late 20's and she just turned 21. We live in the same town so playing together won't be a problem plus we already have hooked up many times before. My current play is to get her to see the benefits of not worrying about the fact that I'm not single and showing her that I care about her and that's why I want her to be financially stable. Or more financially stable than she currently is.

This should be easy. Stop all talk on your part about trying to get her into the sack. You two have a history so simply spend time on the phone, maybe two or three times a week to see how she's doing. It's important you let her do the talking, you just keep the conversation moving and reinforce decisions she has made whenever you can. You be the one that terminates the conversations with something else you must do.

Your history guarantees you'll end up at dinner or over coffee. Not on the phone, when you get together, move the conversation to finding out how much time she has so you know this time represents enough time and when it does, if the two of you are clicking you'll end up in the sack. Slide some money in her purse when you are leaving without saying a word about it. She'll take your money as long as it's not linked to putting out. It will be timed that way but not linked that way to her as long as you keep your mouth shut.

The problem comes in getting away from her when you grow tired of her or she begins adding more to your plate which will happen sooner or later. To delay that day go slow with this and don't get in over your head. Don't even start down this path if the money she needs in her present situation is a concern to you. You'll be bailing after the first encounter and that's of no help to either of you.

[FredMoore]

Another angle. I have some experience with the industry that breaks into these types of applications. And I can tell you. It is probably not going to happen unless the person doing the breaking in is motivated to find you out. And that narrows it down to most likely your SO. Because she could not do it she would need to find someone who could and that would cost money and also be illegal. Doubt your SO did that.

Are you sure your wife would not take the roundabout route and call the SB instead of you? Maybe she is not ready to confront you and risk the marriage yet. Maybe she just wants this to go away?

Anyway. Lets look at a low tech possibility or two.

1. What happened to me the other day. Someone saw you two together and called her. Could be a friend of hers. Thats what happened to me. Someone saw me and my POT together at dinner called her boyfriend and he texted her. That was the end of our fun.

2. Your SB is fucking with you. Potential extortion? Unlikely but a possibility. Or maybe the person calling was referring to another one of her SDs and she thinks it is you?

Need more details. What was the caller I'd on the person who called her? That should be in her phone log. Should be easy to get. And don't tell me that she answered a call with a private number. Most of these SBs don't answer when they know who it is. LOL.

Revvo.

#3) Her BF / another SD wants to eliminate the competition. He had access to her phone, got your messages, and has a plan to chase you off by freaking her out. (and you).

[Revvo]

Hey gents. I've been a longtime viewer of this thread and I love it. Cheers to you all. I need a little help. I've got this amazing beautiful young thing that I used to play with back in the day. We've kept in touch over the years and I e been itching to get back in between if you know what I mean. She has refused me mainly bc I'm now in a relationship even though she would love to. In one of our recent convos she was complaining about her job and how much she works like she has in the past. I took this as an opportunity to mention a sb / sd arrangement. It took her completely by surprise and she said she would never do something like that and that she wouldn't want to feel like a hooker. But after some gentle talk about how I want to help her out and it would make me happy to know she's not killing herself for no money I think I've got her on the hook. Now I've never done this before as far as a long term sb. Long time longer but never this. Any tips on how to feel her in?

I think you are on the right track. But you have to go very slowly and step lightly. Women do not view reality as we do. Plausible deniability is a big part of their existence. For example many times the reason a woman flakes is because she does not want you to be mad at her. So she just flakes. While in reality the flaking is worse than actually getting dumped. And is a bigger hassel and makes you madder at her. But she does not see that. She just does not see you getting mad at her.

Same with this situation. If you can get her into a close situation. Where you two are together and it is a romantic sexual atmosphere maybe at a happy hour someplace. You have had a few drinks. Soft music, dark and sensual. Talked a lot. Lots of touching and flirting. Walls are coming down and she is feeling sexy. Come on dude you fucked her you know what turns her on. Do that! Then get her making out and to her place. Fuck her and then after you are done quietly and discretely leave some sugar in her nightstand drawer where she keeps her condoms.

Don't confront her with it. Don't put it in her face. Act as if it never happened. She will know and now you will have your arrangement.

Another tactic is to just slip her the money discretely into her purse when you have her out for drinks. And do not mention anything about it. She will most likely come to you afterwards and be ready to fuck you good. There will be no pressure and she will not feel any compunction to do anything.

Remember you are trying to get her over the hump of accepting money for sex. Go very very slow.

You are almost there.

Revvob.

[Revvo]

It's been a while since I last posted because I have been settled into a rotation of 4-5 regulars and haven't had to deal with any real drama in a relatively long time. Something happened to me today though that is causing some frustration and I need some expert advice.

I had a date set up with a 22 yr old college SB that I have been with 3 or 4 times before. She is one of the most sane and stable SBs that I have been with to date. She txts me around noon today to tell me that someone called her, mentioned my first name, and told her to quit seeing me.

Now I am pretty good about keeping my cell locked down and nobody has access to it anyway except my SO. The only way to get my SBs cell number would be for someone to hack into my cell. I don't know anybody that has that skill set. My SB claims that her cell in also locked down tight and that the caller has to be someone that I know. If my SO knew about my SB, she would have confronted me directly. Calling my SB directly would not be her style.

I use Google messaging exclusively to communicate with my SB. My question to the forum is: How hard is it to back into someone's google voice account and see a record of the txt message history. I'm totally baffled about who could have called her. My other 4 SBs never have access to my cell and would have no way of knowing her number.

Any help in figuring this out would be greatly appreciated. This SB is too good to lose, and she is so spooked right now that I may never be able to see her again. It would be too bad to see this relationship end due to a single phone call.

Another angle. I have some experience with the industry that breaks into these types of applications. And I can tell you. It is probably not going to happen unless the person doing the breaking in is motivated to find you out. And that narrows it down to most likely your SO. Because she could not do it she would need to find someone who could and that would cost money and also be illegal. Doubt your SO did that.

Are you sure your wife would not take the roundabout route and call the SB instead of you? Maybe she is not ready to confront you and risk the marriage yet. Maybe she just wants this to go away?

Anyway. Lets look at a low tech possibility or two.

1. What happened to me the other day. Someone saw you two together and called her. Could be a friend of hers. Thats what happened to me. Someone saw me and my POT together at dinner called her boyfriend and he texted her. That was the end of our fun.

2. Your SB is fucking with you. Potential extortion? Unlikely but a possibility. Or maybe the person calling was referring to another one of her SDs and she thinks it is you?

Need more details. What was the caller I'd on the person who called her? That should be in her phone log. Should be easy to get. And don't tell me that she answered a call with a private number. Most of these SBs don't answer when they know who it is. LOL.

Revvo.

[JZLizard]

Any help in figuring this out would be greatly appreciated. This SB is too good to lose, and she is so spooked right now that I may never be able to see her again. It would be too bad to see this relationship end due to a single phone call.

Just curious -- I assume you've completely ruled out that it was your SO that contacted her (I make that assumption because you seem concerned only with losing the SB and not the SO finding out).

One other possibility (and keep in mind I'm not particularly familiar with Google voice), is it possible that the text message history is being propagated to multiple devices? This is a bit of an issue for me in the Apple world of devices, I've had a couple of oh-shit moments where texts from my phone ended up showing with reckless abandon on my iPad. So for example I'm wondering if your SO (or whoever called the SB) found an entry point via your computer, tablet or something other than your phone. I'm pretty sure if I used iMessage via a computer (I'm not going near that one) the messages from my phone would be synced across devices and show up there, and sometimes keeping a computer completely locked down is a challenge.

All this assumes Google voice is like the Apple equivalents.

Right now I keep an entirely separate burner phone, but I try to minimize use of that and use email as much as possible. Then I keep an obscure email client separate from my main one on some devices that only I know how to get into it. Then for situations where having that client isn't an option, I access it strictly using web mail with the browser in private mode, then I don't have to wipe the history each time (this is similar to what someone else said). Although I do find web access for mail to be inconvenient / annoying.

[Colgado]

It's been a while since I last posted because I have been settled into a rotation of 4-5 regulars and haven't had to deal with any real drama in a relatively long time. Something happened to me today though that is causing some frustration and I need some expert advice.

I had a date set up with a 22 yr old college SB that I have been with 3 or 4 times before. She is one of the most sane and stable SBs that I have been with to date. She txts me around noon today to tell me that someone called her, mentioned my first name, and told her to quit seeing me.

Now I am pretty good about keeping my cell locked down and nobody has access to it anyway except my SO. The only way to get my SBs cell number would be for someone to hack into my cell. I don't know anybody that has that skill set. My SB claims that her cell in also locked down tight and that the caller has to be someone that I know. If my SO knew about my SB, she would have confronted me directly. Calling my SB directly would not be her style.

I use Google messaging exclusively to communicate with my SB. My question to the forum is: How hard is it to back into someone's google voice account and see a record of the txt message history. I'm totally baffled about who could have called her. My other 4 SBs never have access to my cell and would have no way of knowing her number.

Any help in figuring this out would be greatly appreciated. This SB is too good to lose, and she is so spooked right now that I may never be able to see her again. It would be too bad to see this relationship end due to a single phone call.

Google voice by itself is pretty safe. The one thing to watch for with Google voice is that they ask you to tie it to another voice number to recover your info if you ever get locked out. I never confirm or give my real phone number so it makes it more difficult to trace me. I also keep google voice on do not disturb and I screen all incoming calls. That way, when a call comes in, it says, you are receiving a call from (name) press 1 to accept or 2 to send to voicemail.

Second point, every time you make a call, a random number is generated to mask the number you are actually calling. I always make sure I delete these from my call log.

Third, I never use the Google app in my phone. I always access my Google voice via the browser on my blackberry. At the end of the day and right before lockdown, I delete my browsing history. DAILY! Whether I played or not. That way, I can always say I don't know why my phone browser does not keep its history... Play dumb.

Hacking... Doubtful.. There are ways to that but it's hard and it costs money so from your side, unless your SO suspects you enough to spend money tracking you down that can't be it. More than likely, you left a trail that aroused suspicion if it came from your side. If it came from her side, all bets are off. Next point, do you use your real name with your SB's? You should never do that, that way, if your SO ever gets a hold of your cell and there are some suspicious phone numbers, she would use your real name and it would legitimately not set off any alarms. I have had close calls with my SO. She is very wary of what I do but thankfully not a techno genius. If you have a fairly intelligent SO, she can view all your call logs online and that could be problematic, even with the Google voice random calling scheme because I believe that random number always links to the phone you were trying to call in the first place, so calling off the call log may result in a call to your SB.

Good luck!

[AliasSM]

It's been a while since I last posted because I have been settled into a rotation of 4-5 regulars and haven't had to deal with any real drama in a relatively long time. Something happened to me today though that is causing some frustration and I need some expert advice.

I had a date set up with a 22 yr old college SB that I have been with 3 or 4 times before. She is one of the most sane and stable SBs that I have been with to date. She txts me around noon today to tell me that someone called her, mentioned my first name, and told her to quit seeing me.

Now I am pretty good about keeping my cell locked down and nobody has access to it anyway except my SO. The only way to get my SBs cell number would be for someone to hack into my cell. I don't know anybody that has that skill set. My SB claims that her cell in also locked down tight and that the caller has to be someone that I know. If my SO knew about my SB, she would have confronted me directly. Calling my SB directly would not be her style.

I use Google messaging exclusively to communicate with my SB. My question to the forum is: How hard is it to back into someone's google voice account and see a record of the txt message history. I'm totally baffled about who could have called her. My other 4 SBs never have access to my cell and would have no way of knowing her number.

Any help in figuring this out would be greatly appreciated. This SB is too good to lose, and she is so spooked right now that I may never be able to see her again. It would be too bad to see this relationship end due to a single phone call.

[Jwredskins55]

Give us a little more info, like: what were the circumstances of your prior relationship? GF? Mistress? Did she have an emotional connection --in love? How many years apart are you? She live in the same town? What is your flexibility to see her --and where?

I was her dominant and she was my submissive so it was a very sexual relationship. Definitely not my gf so there are no romantic notions between either of us. We are really good friends. We get along well and we just mesh very well together. Obviously my current sig other doesn't know about her. I'm late 20's and she just turned 21. We live in the same town so playing together won't be a problem plus we already have hooked up many times before. My current play is to get her to see the benefits of not worrying about the fact that I'm not single and showing her that I care about her and that's why I want her to be financially stable. Or more financially stable than she currently is.

[JZLizard]

Hey gents. I've been a longtime viewer of this thread and I love it. Cheers to you all. I need a little help. I've got this amazing beautiful young thing that I used to play with back in the day. We've kept in touch over the years and I e been itching to get back in between if you know what I mean. She has refused me mainly bc I'm now in a relationship even though she would love to. In one of our recent convos she was complaining about her job and how much she works like she has in the past. I took this as an opportunity to mention a sb / sd arrangement. It took her completely by surprise and she said she would never do something like that and that she wouldn't want to feel like a hooker. But after some gentle talk about how I want to help her out and it would make me happy to know she's not killing herself for no money I think I've got her on the hook. Now I've never done this before as far as a long term sb. Long time longer but never this. Any tips on how to feel her in?

Since you had a sexual relationship with her in the past, it sounds like a relatively low-challenge situation, and I would basically approach that scenario with low-risk jokes about helping each other out -- for example when she complains about work, make some comments about how you two find yourselves in such a bind, her work stress and your desire for a little variety, if only two good buddies like you guys could find a harmonious solution? Semi-flirty but always in jest / tongue in cheek, so that if she gets remotely offended its easy to play off.

The one part I see that may be a bit of a challenge is that from what you said, she's not complaining about lack of funds. If she were, I'd say she is possibly actually already initiating the process with you, but it sounds she's not complaining about paying the bills as much as overall workload / job stress. That could be a hurdle, because a SD relationship does not provide a solution to that, in fact it requires more of her time which she might not have enough of. I'd approach carefully and find out if lack of funds is the issue before really tackling the advice in above paragraph.

[FredMoore]

Hey gents. I've been a longtime viewer of this thread and I love it. Cheers to you all. I need a little help. I've got this amazing beautiful young thing that I used to play with back in the day. We've kept in touch over the years and I e been itching to get back in between if you know what I mean. She has refused me mainly bc I'm now in a relationship even though she would love to. In one of our recent convos she was complaining about her job and how much she works like she has in the past. I took this as an opportunity to mention a sb / sd arrangement. It took her completely by surprise and she said she would never do something like that and that she wouldn't want to feel like a hooker. But after some gentle talk about how I want to help her out and it would make me happy to know she's not killing herself for no money I think I've got her on the hook. Now I've never done this before as far as a long term sb. Long time longer but never this. Any tips on how to feel her in?

Give us a little more info, like: what were the circumstances of your prior relationship? GF? Mistress? Did she have an emotional connection --in love? How many years apart are you? She live in the same town? What is your flexibility to see her --and where?

[Jwredskins55]

Hey gents. I've been a longtime viewer of this thread and I love it. Cheers to you all. I need a little help. I've got this amazing beautiful young thing that I used to play with back in the day. We've kept in touch over the years and I e been itching to get back in between if you know what I mean. She has refused me mainly bc I'm now in a relationship even though she would love to. In one of our recent convos she was complaining about her job and how much she works like she has in the past. I took this as an opportunity to mention a sb / sd arrangement. It took her completely by surprise and she said she would never do something like that and that she wouldn't want to feel like a hooker. But after some gentle talk about how I want to help her out and it would make me happy to know she's not killing herself for no money I think I've got her on the hook. Now I've never done this before as far as a long term sb. Long time longer but never this. Any tips on how to feel her in?

[JZLizard]

That is a little harsh. LOL. I just let them know what I expect, but every girl is different. Some have amazing banging skills, some have insane oral abilities, or they may be super submissive, but if I add up all the things I like or would want, it's an almost impossible list. So I try to get the best of whatever it is they have to offer. If I,m not getting my minimum daily requirement I go silent. Or I might see 2 different girls in one day to get it all.

Agreed, and I never mention a specific skill they need to do well or anything. Good sex can come in many forms. I just make sure I send them lots of photos of myself that give a fair representation, and I say "well you now have a really good idea what I look like, so you already know if you're attracted or not or you'll know it for sure within the first minutes of meeting". From there on out my only expectation is enthusiasm, which should come natural if she's liking me. I can't stand the thought that some potential SDs get worked into spending tons of cash and get either bad / apathetic sex or none at all. Nobody should pay anything for that.

[JZLizard]

Great comments Jeez. I agree I set the expectations and if they don't live up to them I am gone. But I have never told them they will not get paid. Seems a little harsh to me. I have often thought about offering better rewards for better performance but I have decided that is just too mercenary on my end. And goes contrary to what I am looking for. I am looking for a quality experience with an emotional component to it. I want someone I can be close to and have a long term relationship.

And I am all about the issue of certain cities being so mercenary. I am in s Fla. And I can tell you it is really bad down here. But there are always little gems hiding in there. Not many and man they are really hard to find and to snare. But they are there.

In fact I may have stumble across a couple of them recently after much pain. Time will tell.

Revvo.

I should probably clarify about telling them they will not get paid -- obviously if the conversation gets to the point where I have to say that, I've probably already marked her off the list in terms of meeting in person, so by that time it's no loss for her or for me. It's just that every now and then you run across one that believes her pussy is the most valuable vag on the planet, and it comes across in her attitude, so I just make it clear that daddy needs to get his money's worth if baby wants allowance, but as far as how tactfully I actually word that, well it varies based individual and is usually not done in a way that would reflect badly on me. Even when things go badly, I try to make sure I wrap things up the same way I would a conflict situation in a business environment -- in a way that wouldn't hurt my reputation if someone else asked her about her interactions with me after the fact. Walk away from each one under the assumption they are reviewing you somewhere on a website As they say, it's not what you say as much as how you say it that, and if I'm trying to get the girl to warm up to me for a meeting I will get the point across gently and with charm, whereas if I'm trying to push her away I'll be a little colder and firmer about it.

The time I use this tactic most is when I get these who come right out and say (sometimes in their profile) that absolutely unconditionally no sex on the first date. My philosophy is that the chemistry is either present or its not, and adding ritualistic rules to what happens or in this case cannot happen on the first date is an instant deal breaker for me. It's amazing how many of them come back and say "well I didn't really mean I'm not open to it, I just wanted to filter out pervs" etc.

And yes, you're right on about South Florida, some of them are real lookers but the attitude is a bit too much sometimes. I just assumed that's because there's so much money/drugs around Miami that they are used to making more money than girls elsewhere (thus inflated ego)?

[HollywoodGuy]

Great comments Jeez. I agree I set the expectations and if they don't live up to them I am gone. But I have never told them they will not get paid. Seems a little harsh to me. I have often thought about offering better rewards for better performance but I have decided that is just too mercenary on my end. And goes contrary to what I am looking for. I am looking for a quality experience with an emotional component to it. I want someone I can be close to and have a long term relationship.

And I am all about the issue of certain cities being so mercenary. I am in s Fla. And I can tell you it is really bad down here. But there are always little gems hiding in there. Not many and man they are really hard to find and to snare. But they are there.

In fact I may have stumble across a couple of them recently after much pain. Time will tell.

Revvo.

That is a little harsh. LOL. I just let them know what I expect, but every girl is different. Some have amazing banging skills, some have insane oral abilities, or they may be super submissive, but if I add up all the things I like or would want, it's an almost impossible list. So I try to get the best of whatever it is they have to offer. If I,m not getting my minimum daily requirement I go silent. Or I might see 2 different girls in one day to get it all.

[Revvo]

There are gluttons for punishment anywhere, and the millionaire guy you described sounds like someone with a mommy complex that wants a woman to tell him what to do instead of a daddy wanting a baby. Maybe we are all a little broken, whatever --I guess everyone has the own fetishes, but I won't tolerate less than spectacular sex, and if I'm not satisfied (to whatever I define satisfy to mean on a per-visit basis), she won't be paid. I will tell her that before hand so there is no disappointment on either of our part, all of fair play.

If I wanted to be the patsy I'm pretty sure they have websites for submissive males to be controlled by females. But it's not going to be me. I have noticed a geographical variation in various SB attitudes, after a while you can almost predict it by city. It can range from "so how much is my allowance" out of her mouth in the first five minutes, to meeting a genuinely sweet girl that displays a kindness you can respect and brings out the best in you.

Great comments Jeez. I agree I set the expectations and if they don't live up to them I am gone. But I have never told them they will not get paid. Seems a little harsh to me. I have often thought about offering better rewards for better performance but I have decided that is just too mercenary on my end. And goes contrary to what I am looking for. I am looking for a quality experience with an emotional component to it. I want someone I can be close to and have a long term relationship.

And I am all about the issue of certain cities being so mercenary. I am in s Fla. And I can tell you it is really bad down here. But there are always little gems hiding in there. Not many and man they are really hard to find and to snare. But they are there.

In fact I may have stumble across a couple of them recently after much pain. Time will tell.

Revvo.