"Sugarbabies" / "Arrangements" Amateurs or Not?

[Literal2]

* coming upon her in the copy room late in the day, all alone, bending over to get more toner, and me running my hands over her small but perfect ass, then up under her impossibly short skirt*

This would be idiocy of the first order, right? *Someone please talk me back from this precipice, or encourage me that there is no real danger except sore muscles from fucking her too much.

Right.

You know the answer already. It would be foolish if you care about security. She'll be thinking about settling down with full size Scott about 30 seconds after she realizes it is you. She will never fuck you without consequence. She'll view the fucking as a forward progression in a pre-existing relationship.

But good luck and let us know what you do.

[Varoom]

I would much rather pfp.

And continuing to do so will cost you less in the long run.

I want to but the work thing scares the shit out of me.

And it probably should scare you. Ask yourself, if the word got around the company that you were banging your co-worker: 1) would it cost you your job? 2) could you easily replace your job with equal or better income with no downside? 3) would you regret getting involved with miss hotpants, if and when this thing goes to hell in a hand-basket? 4) if it came down to this, it would be the ultimate pfp, wouldn't it.

[Literal2]

Golf, that's sort of what I'm thinking. I do feel a little deceived, and it's going to be hard for me to see her as an honest SB. On the other hand, none of us or them are always 100% all the time. I'm curious about her performance, and she agreed to a level of sugar with which I can be comfortable. If this ends up being a one-off, I don't see how it can be worse than several escorts I've paid similar or higher dollar for that were one-offs. But I agree that raising the issue of the web site serves no good purpose. Now.

I agree with Golf. Don't let her know you know about the website. That being said, the sugar she refers to looks quite reasonable if she's the girl in the pix. I hope you go fo it and tell us all about it.

[Literal2]

So I get a email from her last night, with a video attached, that said "just for you." So I opened it and much to my surprise, there she was, all 5'11, stretched out naked on a bed. She then starts to masturbate, all the while talking dirty using my name. I can see the fluids on her thighs, as she gets really raunchy and cums. I am so hard by this time that I thought both my heads were going to explode. Have you ever heard of such a thing? Is this what the young folks do these days? (God I wish I was young) I have never experienced any thing like this in my life. It totally blew my mind. I have to tell you my decision is made and I'm going to get between those thighs my self just as soon as I can. It was a great way to start the New Year.

That is amazing. Lucky you. Well done, Cool! I've had them send me pussy pix but that's it.

[Literal2]

*** you can always abort the mission, although I will freely admit it is hard for me to forgo a good look at a naked baby once I have it penciled into my calendar.

It is hard, I agree, but you have to be able to walk away, even if that means you waste the setup costs. Sometimes, when the girl sees you'll do that, it changes her attitude. It's best to have a backup female you can call at the last minute for ejaculatory relief. Sometimes I make a list of local escorts and keep it handy when meeting an sb for the first time.

[Literal2]

I hope you guys can help me out. I was presented with an opportunity for some Nsa from a co-worker. She told me straight up she wants to fuck. No commitment involved. Just do the damn thing and if we like it, do it some more until one of us says no.

I would much rather pfp. But she is hot as hell. Both us have SO. My only concern is the work issue. We don't work together every day, but communicate almost daily. This lady is ready asap. Bored at home and says she is dying for some 41.

I want to but the work thing scares the shit out of me.

Any comments or suggestions would be appreciated.

That's a tempting proposition from your co-worker. Nobody will be surprised if you accept.

The posts on this thread are about sbs of course and many are about keeping those relationships as anonymous and confidential as possible.

An office affair is completely different.

I sure wish I knew how to handle an office affair without consequence. I had one years ago and it led to years of divorce proceedings and financial drain. I was as discreet as I could be, but the entire office seemed to know about the affair within a matter of weeks if not days. It is amazing what people notice. Who you take calls from, who you eat lunch with, who you sit next to, whose jokes you laugh at, whether you disappear at the same time, whether you look like you've taken a shower, all that shit. Many of your co-workers are probably watching out all the time for any kind of excuse to start gossiping about somebody's affair with somebody, because thats just what people do. And once your co-workers figure it out they will find ways of telling your SOs.

All of the above assumes that your affair will truly be nsa and most of them aren't.

These things are very likely to blow up either your marriage or your job or both.

So, Steve, you should ask yourself,"Do I feel lucky?"

Have you considered anonymous multifucking as an alternative? SBs offer much of the intimacy of an affair and a better chance of preserving your privacy. Anyway, thats my opinion.

[Literal2]

Affairs of the heart are a difficult thing and this SB is my first departure from multifucking that I engaged in over the past 2+ years. I went from 1 to 2 escorts / week to monogamy.

Nando, you are a romantic. I'll say this: sex with emotion is always better than sex without it. It's just those damned entanglements.

Good luck.

[Literal2]

Gentlemen,

Hope I did not lead anyone astray on this. I wanted to get the word out as quickly as possible. If anyone has any other ideas about anonymous debit cards and how to secure them, I think now might be a good time to share.

Scott, I use cash for everything except hotels. The best I've been able to do with a credit card for hotels is this. I have several cc's which I do not try to conceal. One of them is tied to a former business and its po box. I get the statements online and pay the bill online from an account also tied to the po box and also with no paper statements. When I register at a hotel I use the po box address. The warden knows about the ccs and the accounts but doesn't try to monitor them, never sees a statement because there's no paper, and would have a difficult time doing so. If anybody ordered a credit report on me, which would be without my consent, they might get the balance and payment history for the cc but not the detail. For me it's easier to conceal transactions within a known account than to try to conceal the account. As always, we aren't talking about being able to conceal this stuff from the leo or the IRS, so I don't take tax deductions on any sb related activity.

I'm curious about prepaid debit cards but I like streamlining sb security to the extent possible and it seems like an extra step. But as you say, we live and learn.

Great posts on the thread these days.

[CantWinLosin]

Golf, that's sort of what I'm thinking. I do feel a little deceived, and it's going to be hard for me to see her as an honest SB. On the other hand, none of us or them are always 100% all the time. I'm curious about her performance, and she agreed to a level of sugar with which I can be comfortable. If this ends up being a one-off, I don't see how it can be worse than several escorts I've paid similar or higher dollar for that were one-offs. But I agree that raising the issue of the web site serves no good purpose. Now.

[Golfcart]

(Edit Delete) As for my hot South African, our play-date got postponed to tomorrow. However, we did have a discussion of sugar today, and I learned that she has some serious GPS. I explained again my limitations and abilities in this area, and we agreed to that for this meeting. It will be interesting to see if this goes past tomorrow's meeting, and how her performance is impacted.

This is my cue to chime in and say both sides must get along naturally without effort or it won't work. This includes nobody having to compromise on the sugar. Both sides need to be happy with the number. It's been August 11 since I've spouted off about this so I guess I'm not a broken record.

Turns out, she's more of a pro than she let on. Thanks to a fellow traveler who guessed who she might be based on my description and PMed me her website link, you can see her too:

http://www.ohdayne.com/#!__my-portfolio

(Edit Delete)

Her site says the guy pays in advance, not at the encounter.

A negotiating male is the other side of the golden pussy syndrome. We will appear to her as she appears to us. Plus we are using money as power. It doesn't work if being happy is the goal.

I would not meet her tomorrow. Somebody is going to be unhappy.

If I met her I would not let on I know about the website. No upside.

[Coolhand2]

First, Happy New Year all. May you find wetness between the thighs of all the Babies you're after. I have several SB reports I owe the group but this happend to me last night and it just can't wait. All of my SB's but one have been in a city two hours from me. I have switched to SA from SD4me and noticed some very nice local ones so I decided to see what was up. So there is one (22yr old college student. 5'10, nicely built with a great rack) who we had switched to email to continue our dance. She sent me some semi-nude pics where I could see the rack was more than nice. A couple more emails back and forth and I told her that I was trying to decide between her and another SB. So I get a email from her last night, with a video attached, that said "just for you." So I opened it and much to my surprise, there she was, all 5'11, stretched out naked on a bed. She then starts to masturbate, all the while talking dirty using my name. I can see the fluids on her thighs, as she gets really raunchy and cums. I am so hard by this time that I thought both my heads were going to explode. Have you ever heard of such a thing? Is this what the young folks do these days? (God I wish I was young) I have never experienced any thing like this in my life. It totally blew my mind. I have to tell you my decision is made and I'm going to get between those thighs my self just as soon as I can. It was a great way to start the New Year.

Welcome back Lit. It was you who got me started on the SB path and encouraged me to hang in there when I wasn't having much luck for months on end. Thank you for making me the Baby fucker I am today.

[CantWinLosin]

Turns out, she's more of a pro than she let on. Thanks to a fellow traveler who guessed who she might be based on my description and PMed me her website link, you can see her too:

http://www.ohdayne.com/#!__my-portfolio

Part of me is pissed, because I made it clear at the start that I wasn't interested in pros. In fairness, her site tries to emphasize that she prefers what amounts to SB type arrangements, but the fact that her site is hosted on an escort-hosting mega-site, that she wants Date-Check type references, and that she lists single-engagement rates in addition to the long-term arrangements rates, all smack of escort. But I bet a look at her photos will make it clear why I was interested.

[F Scott]

As for my hot South African, our play-date got postponed to tomorrow. However, we did have a discussion of sugar today, and I learned that she has some serious GPS. I explained again my limitations and abilities in this area, and we agreed to that for this meeting. It will be interesting to see if this goes past tomorrow's meeting, and how her performance is impacted.

Win,

I had a similar situation when I was in my first multi-fucking stage, and I'm sorry to report that it was less than satisfying. While the baby did show up, take her clothes off, and spread her legs, I had the distinct feeling she was not bringing her A game, and when things reached their inevitable conclusion, we parted in awkward silence, never to meet again. I sincerely hope I am not presaging your future tomorrow, my friend, but if so, remember you have a supportive band of brothers here who are willing to call her names on your behalf. Also, you can always abort the mission, although I will freely admit it is hard for me to forgo a good look at a naked baby once I have it penciled into my calendar. I am petitioning the god of SDs, (again, Bacchus? Priapus?) that he should smile upon you in your endeavors tomorrow, and thus bring you to your hoped-for resolution.

If all goes well, we would certainly love to hear about it, especially, (for me) , anything she says in what I imagine to be her aphrodisiacal accent. Could I have her number? I just want her to talk dirty to me.

Best of luck, and don't forget to write,

Scott

[Literal2]

I'm trying this on seeking arrangements and was wondering what you approach is. I'm used to online dating sites so not sure how to open.

Z

Z, I join in welcoming you to the thread. I was here for months but came back recently.

Why? Because the mongers here are supportive, man.

Be sure to let us know when you fuck a sugarbabe, which you will surely do if you persist, reading and applying the sugarbabe tech in these posts. If you don't, come back for support and advice. It's all cool,

[CantWinLosin]

Lit, no, I never did. My rules are: 1) If they don't have a picture, especially if they're single and under 30, chances are they either don't understand what they're doing or aren't serious. There are a *lot* of these women that fall into one or both of those categories, but the ones without pictures seem much more likely to be that way. 2) No pros, ever. This means escorts, dancers, massage providers and similar. These girls invariably have a much more mercenary attitude about it all. I've broken this rule a couple times, and ended up regretting it *every* time. 3) As mentioned before, I generally avoid black girls under 30, because they are often ghetto and usually drama-filled. But then, I tend to avoid girls below 30 regardless of race, as they often have unrealistic expectations in a number of areas.

As for my hot South African, our play-date got postponed to tomorrow. However, we did have a discussion of sugar today, and I learned that she has some serious GPS. I explained again my limitations and abilities in this area, and we agreed to that for this meeting. It will be interesting to see if this goes past tomorrow's meeting, and how her performance is impacted.