"Sugarbabies" / "Arrangements" Amateurs or Not?

[CantWinLosin]

SB1 that flaked on me last week contacted me back asking for another shot, so I gave it to her. As I suspected, she's a semi-pro -- a stripper just moved back to the area after several years out of state, working at a dive club near Ft. Useless and trying to line up 2 or 3 SDs to keep her going. I don't like strippers for SBs as a rule, as they tend to be more trouble than they're worth; she's flakey, drinks way too much, has too much of the sex-trade air about her and I suspect she's going to be either clingy or hard to get with depending on how many other guys she lines up. And while I can't afford to give a girl enough to demand or expect exclusivity, I would much prefer that I'm the only one she's seeing. But I appreciated her honesty, and she has a smokin' bod topped by a quite pretty face, her skills are great, she's responsive and sensitive, and (critical!) she's clean. We met for a chat and brief eats, then went back to her place for a nice hour. I'll see if she can live with my schedule -- I suspect we'll be at crossed paths too much.

[Richmond Mas]

I've been on the SB kick for over 3 years now and it's hard work but when you find a good one for a long-term it makes it worth it. At least to me.

Spit, It's a long time to be in the game. My hat to you. I guess 3 week is definably not enough time to judge. My problem is that I just want to be in and out. I think with the SB you have to really work it such as "spoil" the SB etc.

I got this reply and she just wanted some help with the bills. I don't know if she mean monthly or just one shot. I will keep on looking. I see my chance is very slim.

[Spitfire]

Well, I gave it a try for 3 weeks now and no luck. Only got one bite from Alexandra and she is a little too thick for my type. I read all these reviews here and wonder what it would take to get lucky one time. Most of the SB who replied are from different States and it's too far to travel. What's the deal with that?

I've been on the SB kick for over 3 years now and it's hard work but when you find a good one for a long-term it makes it worth it. At least to me.

[Richmond Mas]

I've had a few no-show sbs and plenty of cases where girls say, sure, let's meet and then they disappear. In talking to a lot of girls I've met up with from the sb site they all tell me they are absolutely swamped with emails from guys. A young girl with pretty photos can barely keep up with the email traffic. As soon as she gets to the end of her inbox, it fills up again in a matter of hours.

Well, I gave it a try for 3 weeks now and no luck. Only got one bite from Alexandra and she is a little too thick for my type. I read all these reviews here and wonder what it would take to get lucky one time. Most of the SB who replied are from different States and it's too far to travel. What's the deal with that?

[Literal2]

I've had a few no-show sbs and plenty of cases where girls say, sure, let's meet and then they disappear. In talking to a lot of girls I've met up with from the sb site they all tell me they are absolutely swamped with emails from guys. A young girl with pretty photos can barely keep up with the email traffic. As soon as she gets to the end of her inbox, it fills up again in a matter of hours.

This means (unless your profile shows you are young, rich and handsome) you have to get lucky just to get a conversation going with an sb. It also means that even after a sb has agreed to see you, she is still being bombarded by emails from guys who are your competition. If you have told her the kind of sugar she could get with you, some guy may come along five minutes after she's agreed to see you and offer more. I believe this is one cause of no-shows.

Many of the girls, when they start off as an sb, really believe they are looking to find someone who wants a long term mistress and who will provide them with a serious amount of support. I think the youngest sbs (all over 18 of course) are most likely to believe this. When they realize thats not the direction they are going, they pull back.

Another reason for no-shows is the girls are paranoid about meeting weirdos. If they are young, any guy much older than them is already half way to being a weirdo.

Many girls have had bad experiences with guys who aren't serious and who try to cheat them or abuse them. So they are very nervous about meeting anyone the first time.

So they are constantly evaluating: is this enough money? Is this guy too weird? Am I becoming a prostitute?

Escorts will also refuse to see a guy they think is too weird, but they see lots of guys and may have a higher tolerance. Escorts also state their own price, so if you meet it, price shouldn't be an issue. SB's are more or less running an auction. Unlike escorts, they don't worry about their business reputation.

These aren't the only reasons for the no-shows and all the hassle some guys get from sb's but I think they're some of the reasons.

Just my opinion.

[CantWinLosin]

I second Literal's request about how to find the small-town escorts. That would be great knowledge to have. PM if you prefer. Thanks!

I'm finding that it's hard to get ladies to respond on SD4Me. I'm honest about my age and stats so that may be part of it, but I think a fair number don't really know what they want. All of the SB's that I had success with, I found on CL before they got rid of the "adult jobs" section. Sigh.

[Literal2]

There has been a discovery (at least for me) that I have made as a result of SB no-shows. That is the small town provider. Not a provider that lives in a small town who tours, but a women who supplements her income by escorting. This is not unlike what the SB does. I have had two such experiences in the last month. One was a early thirties 5'7 spinner type with great skills. The other was a 22 yr old coed. 5'8, breasts to die for, toned, with gorgeous long hair and super tight.

There were a couple of common traits. Just by the fact of where they live I would be shocked if they had three dates a week, not multiple per day. The definition of low volume. Time did not seem to be a issue at all. I spent almost three hours with the coed and all but about 15 minutes was spent with me between her legs or she between mine (or both.) She too had great skills. Both women were highly orgasmic and the coed came so much I thought I was going to have to get a towel. I believe they aim to please because they need repeat customers. New ones are not coming along everyday. I will definitely see both again.

From a financial stand point it was pretty much the same as with a SB. The envelope was the same as I have provided (or intended to provide) SB's. I had to get a room because neither could host and did not provide in-call. That too was a cost I expected to pay with potential SB's. This may just be the same as the semi-pro SB but it had a different feel to it. I'm not giving up on the SB's but it seems to be a potential middle ground with out all the work that SB's take.

This is interesting. The only small town sb's I've checked out have been dogs. Way too skinny or way too fat or way too old. Dumb as rocks. Probably I've had bad luck, they can't all be like that. Maybe it's different with small town escorts. If you care to say, Cool, how would you suggest finding these honeys?

[Literal2]

SB12 showed up on time wearing a cute sun dress, hair all shiny and clean, She said she'd been up and down all night worrying whether the alarm clock would go off for our early morning session. During our many prefuck emails over more than a month she repeatedly said she didn't want to fuck more than one guy. She's 39 and recently divorced. She said our first session was the first sex she'd had in months. Her body is tan, smooth and slim but of course not as firm as the 27-28 year olds. But I'll tell you this, she knows how to make a man cum. I've told her I'm not a long term deal and she says she is ok with that.

[Coolhand2]

There has been a discovery (at least for me) that I have made as a result of SB no-shows. That is the small town provider. Not a provider that lives in a small town who tours, but a women who supplements her income by escorting. This is not unlike what the SB does. I have had two such experiences in the last month. One was a early thirties 5'7 spinner type with great skills. The other was a 22 yr old coed. 5'8, breasts to die for, toned, with gorgeous long hair and super tight.

There were a couple of common traits. Just by the fact of where they live I would be shocked if they had three dates a week, not multiple per day. The definition of low volume. Time did not seem to be a issue at all. I spent almost three hours with the coed and all but about 15 minutes was spent with me between her legs or she between mine (or both.) She too had great skills. Both women were highly orgasmic and the coed came so much I thought I was going to have to get a towel. I believe they aim to please because they need repeat customers. New ones are not coming along everyday. I will definitely see both again.

From a financial stand point it was pretty much the same as with a SB. The envelope was the same as I have provided (or intended to provide) SB's. I had to get a room because neither could host and did not provide in-call. That too was a cost I expected to pay with potential SB's. This may just be the same as the semi-pro SB but it had a different feel to it. I'm not giving up on the SB's but it seems to be a potential middle ground with out all the work that SB's take.

[Coolhand2]

SB9 showed up at my hotel, right on time. She insists she's 28, so I believe her. She asked me my age and I told her the truth. She seemed surprised but didn't freak out. She claims I'm the only one she's fucking. Like SB12, she has horror stories about weirdo guys she's met on the sb website. For some reason she begged me during intercourse to fuck her especially hard today."Please, please, fuck me hard, fuck me hard," is what she said. I think it soothes her anxieties or something to have my dick tear up her pussy. Anyway I made her cum twice just to show her who's boss.

I've said it before and I'll say it again: "YOU THE MAN." I want to know what you eat for breakfast.

[Coolhand2]

Cool, you were very disciplined with these ladies and I wonder if you ever loop back? I find there is something about the male-female relationship that makes girls want to say no from time to time, even if they really truly want to get laid. Usually you see this on first approach. I always expect a girl to say no the first time I ask her to be alone with me, and once she does I figure some of the pressure is off her. Then you can wait awhile and loop back. Second or third time around, she's already proved to herself she's not a prostitute because she said no before. So she can psychologically be more accepting of penetration. This may be especialy true of sb's who may be considered pro's by some but most of them don't think of themselves that way.

Now somebody who has already spread her legs for you is past that point in her mind. It could be that you just don't click with her anymore and that happens to all of us. But it could be some other dude is offering her more or is more likely to turn into a husband, you just can't tell. But I'm just wondering if you loop back.

First post as a Senior Member.

I had been considering trying CSB1 again as you suggest. What's been holding me back is the potential of wasting a pass from the Warden. They take some setup to acquire and if I cancel in less than 24 hours it has the potential of making them harder to acquire. With the luck (all bad) that I've been having in setting up new SB's, I may take the risk.

[Literal2]

SB9 showed up at my hotel, right on time. She insists she's 28, so I believe her. She asked me my age and I told her the truth. She seemed surprised but didn't freak out. She claims I'm the only one she's fucking. Like SB12, she has horror stories about weirdo guys she's met on the sb website. For some reason she begged me during intercourse to fuck her especially hard today."Please, please, fuck me hard, fuck me hard," is what she said. I think it soothes her anxieties or something to have my dick tear up her pussy. Anyway I made her cum twice just to show her who's boss.

[Literal2]

We'll never know how it would have worked, she never showed up. A wasted trip.

Bummer. I'm sorry for you, man.

[Spitfire]

I'll be interested to hear how this works out. I'd worry that presenting the two envelopes would make her confront herself and what she is doing too directly so she would chicken out. If I got her as far as the room I think I'd just touch her hair, then her back, etc. Etc. Allowance would discreetly be delivered at the end of the meet. But maybe she's a negotiator and wants everything spelled out. Often that's what a really hot girl does. Either way, man, good luck. Five hour drive, whoa. You sound as crazy for pussy as I am.

We'll never know how it would have worked, she never showed up. A wasted trip.

[Literal2]

We've had discussions where I told her that I was looking for more and to make sure she's ok with that aspect of it before meeting me again. We're meeting alone this time, first to dinner then back to my hotel. I plan to have 2 envelopes ready. I'll tell her one is for dinner and goodbye and the second, much larger envelope is for serving me dessert. It will be up to her if she goes home with both envelopes or only one.

But this is her second, and final, chance to get things right.

I'll be interested to hear how this works out. I'd worry that presenting the two envelopes would make her confront herself and what she is doing too directly so she would chicken out. If I got her as far as the room I think I'd just touch her hair, then her back, etc. Etc. Allowance would discreetly be delivered at the end of the meet. But maybe she's a negotiator and wants everything spelled out. Often that's what a really hot girl does. Either way, man, good luck. Five hour drive, whoa. You sound as crazy for pussy as I am.