"Sugarbabies" / "Arrangements" Amateurs or Not?

**Obx Fun** · 06-09-11 13:28

I have been reading all this. Got to laugh a little. I'd be willing to bet most of us are all doing the same ones. As far as I go. After seeing them a few times I'm DONE. Moving on to next. Lit knows me. I helped him get started. I have used these sites for approx 5 yrs now and I'm guessing I have met and done about 25 off of them. Keep in mind if they are paid for puss. Those are hookers to. Just my 2 cents

**Magic Rat** · 06-09-11 11:00

Lit,

I don't really worry about them getting the tag number. If they're going to do that, they probably have a friend in LE or something. As we said, the only way to avoid all risk is to not play at all. I do what I can to minimize after a couple of bad experiences.

Currently I have 2 sbs I'm seeing and working on 2 others. I'm an old guy so I can't juggle too many. Seems 2-3 at a time is about right. Plus it sure helps to already have something when you do meet up with a new potential fuck partner. I'm meeting up with one tomorrow and although her pics look great, I can take her or leave her as I have the other 2 to fall back on. It's nice to be able to be selective.

This is good advice regarding cell phones and restaurants and pretty much what I do. How about your car, Magic? Do you worry about her tracing the license plate? I don't know how hard that is to do.

I like to have back-up sugarbabes available to force myself not to get tangled up with one girl psychologically as well as replacement vaginas in case target vagina disappears. It's not always so easy, but that's my goal. [/QUOTE]

**Literal2** · 06-09-11 08:01

Originally Posted by Magic Rat [View Original Post]

I've had exactly what you describe with one sb. The one I mentioned having some trouble getting rid of. The first 2-3 times were what we're looking for. Fun, good sex, no drama. This is also the only local sb I've seen. Then it started. Will you get me a pack of cigarettes and drop them by my house? I need to buy a book for school, I'm behind in my daycare payments but I promise I'll fuck you for free for 2 weeks all you want (which never happened of course). When I cut her off, she threatened me with blackmail basically. I took a deep breath and just told her we were done and she had to do whatever she had to do. Told her I wasn't responsible for her financial troubles and it had ceased to be fun for me. Fortunately I haven't heard from her in several months so I think I'm in the clear on that one..

The girl who just asked me for more sugar was one of those who had not even mentioned sugar before opening her pussy. So what gives with all these after the fuck coming back for more sugarbabes? I wonder if it's a symptom of the same reason they don't ask in advance. They don't see themselves as pros. Therefore they don't ask in advance. Once they have spread their legs for you, maybe they then try to prove to themselves they are not pros but true girlfriends / mistresses / sugarbabies by coming back and asking for more. I don't know.

It goes without saying gents, be careful out there. While some of us do have conversations with our sbs, don't give up too much information where they can find you. Use a throwaway cell phone, pay for meals in cash. More than once I've paid with a credit card and the "friendly" server when he brings the check has said "thank you and have a good day Mr. Rat". Bingo! Now they know you're name assuming you use your real first name. Probably better not to even do that. As our friend Literal said, there's always risk unless you want to give up the (strange) pussy, and I'm not ready for that as I'm currently working on harvesting 2 new sbs, and have another one I've seen a couple times that is so hot to trot it's ridiculous. The good part about that is I don't really give a shit if the other 2 work out or not as I have options. Kind of like going to a strip club for a drink and to look at naked women, knowing you're going to get some pussy in an hour or so from a sb / escort.

This is good advice regarding cell phones and restaurants and pretty much what I do. How about your car, Magic? Do you worry about her tracing the license plate? I don't know how hard that is to do.

I like to have back-up sugarbabes available to force myself not to get tangled up with one girl psychologically as well as replacement vaginas in case target vagina disappears. It's not always so easy, but that's my goal.

**Literal2** · 06-09-11 00:13

Originally Posted by Coolhand2 [View Original Post]

One of the first SB's I contacted when I went on the site seemed ready to go. There were lots of back and forth emails and I was ready for my first SB. There was no discussion of sugar at all. Finally when I tried to set the date she backed off. She said she wasn't ready for a relationship based purely on sex. (Is there any other?). She was 27 and I'm sure this was her first foray into this kind of setup. After four months, she contacted me yesterday and said she was more than ready; she was anxious to get started. I don't know what prompted this. Financial situation worsen; general horniness or what. My problem is with what I have already on my plate, I don't know when I can schedule her. The point is I left her alone and she came around in her own good time. Just don't know when I'm going to be able to take advantage of her new mindset.

Damn, Cool. You are on a roll. Come on, you can take half an hour out of your schedule to fuck this little sugarbaby.

**Literal2** · 06-09-11 00:11

Originally Posted by Spitfire [View Original Post]

I have to disagree somewhat. As I've posted previously, I'm looking for a long-term mistress type of arrangement. I'm not looking for a girlfriend or a wife, but it's still a deeper level of connection I'm seeking. It's not all about the sex for me, I enjoy the emotional and social aspects as well. Going to dinner, taking her shopping, etc. If I wanted just the sex, I wouldn't bother with all of this, I would just call a pro. That's not intended as an insult to anyone here, I understand the joy of finding someone fresh, just a realization that we're all looking for something unique. It's what makes it a fun world!

Now, I'm guessing my situation is different from most posting here. I'm not married and I have no family to worry about. I work from my home for a few long-distance clients, so I have few points of vulnerability. But, I am careful until I get to know someone before I give out a lot of info. I do give my real name and I have a google voice number that I give out (thanks for that tip fellow forum member. I forget who it was!). But until I'm really comfortable I don't bring anyone to my home. My first SB spoiled me as much, if not more, than I spoiled her. I'm looking for that again. Don't know if I'll find it. But I'm sure trying.

Spit, I hope you find what you are looking for.

**Literal2** · 06-09-11 00:09

Originally Posted by Literal2 [View Original Post]

I think the most important factor by far is setting expectations with the girl before the pussy is accessed. I make sure they know I'm not free and also that I won't take care of all their needs. Be explicit in a polite way. Offer directly or indirectly to back off, walk away and give up access to her pussy if she did not previously understand or cannot accept what you say. This makes it much easier later when she asks for more. Just say, sorry no. You have to do all this with a smile and with tenderness though, not as some hard ass. At least thats what I do. So far its worked ok.

Today one of the girls asked me for extra money. I said no, but I don't like this and may have to eat my words.

**Coolhand2** · 06-07-11 22:13

Originally Posted by Golfcart [View Original Post]

Sugar in advance told Sb3 that Literal2 was not a tire kicker. Not coming to the chamber for three months after their public meeting told him she wasn't ready and needed time to take the step, but he didn't know that when they met in public. It was probably her first time. Literal2 was patient and letting her move to him was the key. He didn't push on a string. I'm betting she had many opportunities and chose him because he let her control what she chose and when she chose it. This is the only way that works.

One of the first SB's I contacted when I went on the site seemed ready to go. There were lots of back and forth emails and I was ready for my first SB. There was no discussion of sugar at all. Finally when I tried to set the date she backed off. She said she wasn't ready for a relationship based purely on sex. (Is there any other?). She was 27 and I'm sure this was her first foray into this kind of setup. After four months, she contacted me yesterday and said she was more than ready; she was anxious to get started. I don't know what prompted this. Financial situation worsen; general horniness or what. My problem is with what I have already on my plate, I don't know when I can schedule her. The point is I left her alone and she came around in her own good time. Just don't know when I'm going to be able to take advantage of her new mindset.

**Spitfire** · 06-07-11 20:39

Originally Posted by Miketastic69 [View Original Post]

So, the advice is to just keep it on the surface! Stay away from getting to know these broads. They are out to get paid and you are out to get laid. When you take it deeper than that you get screwed, but not in the bed.

I have to disagree somewhat. As I've posted previously, I'm looking for a long-term mistress type of arrangement. I'm not looking for a girlfriend or a wife, but it's still a deeper level of connection I'm seeking. It's not all about the sex for me, I enjoy the emotional and social aspects as well. Going to dinner, taking her shopping, etc. If I wanted just the sex, I wouldn't bother with all of this, I would just call a pro. That's not intended as an insult to anyone here, I understand the joy of finding someone fresh, just a realization that we're all looking for something unique. It's what makes it a fun world!

Now, I'm guessing my situation is different from most posting here. I'm not married and I have no family to worry about. I work from my home for a few long-distance clients, so I have few points of vulnerability. But, I am careful until I get to know someone before I give out a lot of info. I do give my real name and I have a google voice number that I give out (thanks for that tip fellow forum member. I forget who it was!). But until I'm really comfortable I don't bring anyone to my home. My first SB spoiled me as much, if not more, than I spoiled her. I'm looking for that again. Don't know if I'll find it. But I'm sure trying.

**Golfcart** · 06-07-11 19:11

She's handing that problem to him.

Both must be happy naturally. I don't think negotiating with a woman works. If one gives in for harmony resentment will creep in and everything goes south.

**Literal2** · 06-07-11 16:48

Originally Posted by Miketastic69 [View Original Post]

So, the advice is to just keep it on the surface! Stay away from getting to know these broads. They are out to get paid and you are out to get laid. When you take it deeper than that you get screwed, but not in the bed.

I know, man. I know! But when I get accustomed to penetrating a fine young female with smarts and a nice way about her, it's hard to let go. It's hard to stay objective.

**Literal2** · 06-07-11 16:20

I think the most important factor by far is setting expectations with the girl before the pussy is accessed. I make sure they know I'm not free and also that I won't take care of all their needs. Be explicit in a polite way. Offer directly or indirectly to back off, walk away and give up access to her pussy if she did not previously understand or cannot accept what you say. This makes it much easier later when she asks for more. Just say, sorry no. You have to do all this with a smile and with tenderness though, not as some hard ass. At least thats what I do. So far its worked ok.

**Coolhand2** · 06-07-11 15:33

Originally Posted by Literal2 [View Original Post]

Harvesting sugarbaby pussy is like mongering, there is always a level of risk. All you can do is to reduce it as much as you can but unless you give up the pussy, some risk will always remain. How to reduce risk? Well, start by setting the girl's expectations correctly, always treat her right, and make it hard for her to find you when you don't want to be found.

I've had several girls ask for extra help. One just told me I wasn't giving her enough sugar and dumped me. It wasn't a problem, I had accessed her vagina from her clit to her cervix as much as I desired and was chasing other girls anyway. A second sb always had her hand out for more. I like her and went along for a while but then just said, sorry can't do it and reset to the original deal. It didn't affect my ability to release semen inside her pussy at all. Another is really broke and trying to keep up a suburban housewife lifestyle with big car and tvs etc. I haven't seen her for months but she still occasionally asks for money. I just say no, but try to be sympathetic. In any case I've tried to keep her from knowing enough about me to cause trouble.

You guys must have had similar experiences.

Of course. It comes with the territory. When you see a escort you're not expecting to hear from her again unless you call. No texts, no emails (unless to let you know she's back in town) and for sure no requests for more sugar; but she is not fresh. If she hasn't been around the block a few times she's at least firmly headed in that direction.

The SB on the other hand has the allure of freshness. The kind of girl we would go after if we were thirty years younger and had maintained our bodies. Regardless of their age we expect them not to be jaded. That when we look in their eyes, all the lights are still on. So we spend the time in the SB fields trying to harvest (love that term) the ones that catch our attention. The emails; the phone calls; the meet and great meeting; the false starts; the will-she-won't she. And that's before you've even got the pussy; which you may not get!

After you get the pussy comes the real risk that others have talked about. Those risks are real. My CSB2, after giving up the pussy, started texting me the next day for money to go shopping. This went on for about three days. Needless to say I dropped her immediately. (Tiger rule violation) CSB6, after being happy with the sugar, wanted interim payments and sent me several emails with her requests. It comes with the territory.

I wasn't quite sure what to expect when I started down the SB path but what I found is, when it works, I love the fresh!

**Miketastic69** · 06-07-11 09:23

Originally Posted by Magic Rat [View Original Post]

I've had exactly what you describe with one sb. The one I mentioned having some trouble getting rid of. The first 2-3 times were what we're looking for. Fun, good sex, no drama. This is also the only local sb I've seen. Then it started. Will you get me a pack of cigarettes and drop them by my house? I need to buy a book for school, I'm behind in my daycare payments but I promise I'll fuck you for free for 2 weeks all you want (which never happened of course). When I cut her off, she threatened me with blackmail basically. I took a deep breath and just told her we were done and she had to do whatever she had to do. Told her I wasn't responsible for her financial troubles and it had ceased to be fun for me. Fortunately I haven't heard from her in several months so I think I'm in the clear on that one.

It goes without saying gents, be careful out there. While some of us do have conversations with our sbs, don't give up too much information where they can find you. Use a throwaway cell phone, pay for meals in cash. More than once I've paid with a credit card and the "friendly" server when he brings the check has said "thank you and have a good day Mr. Rat". Bingo! Now they know you're name assuming you use your real first name. Probably better not to even do that. As our friend Literal said, there's always risk unless you want to give up the (strange) pussy, and I'm not ready for that as I'm currently working on harvesting 2 new sbs, and have another one I've seen a couple times that is so hot to trot it's ridiculous. The good part about that is I don't really give a shit if the other 2 work out or not as I have options. Kind of like going to a strip club for a drink and to look at naked women, knowing you're going to get some pussy in an hour or so from a sb / escort.

I learned from experience that you don't want to even start down the road of "extras." Keep it to a strict arrangment and don't slip no matter how tempted you get.

I got started because she seemed to legitimately need a few things. She was so sweet and precious that I thought,"what the hell?" Then, it became more-demanding. When I finally ended it she started with the threats. It got to a point where she saw my car parked at a store and put a note under my windshield wiper. If I had a girlfriend or wife that would have been horrific.

Luckily, she got bored or found a new fish. But for a few weeks I was pretty worried.

So, the advice is to just keep it on the surface! Stay away from getting to know these broads. They are out to get paid and you are out to get laid. When you take it deeper than that you get screwed, but not in the bed.

**Magic Rat** · 06-07-11 09:13

I've had exactly what you describe with one sb. The one I mentioned having some trouble getting rid of. The first 2-3 times were what we're looking for. Fun, good sex, no drama. This is also the only local sb I've seen. Then it started. Will you get me a pack of cigarettes and drop them by my house? I need to buy a book for school, I'm behind in my daycare payments but I promise I'll fuck you for free for 2 weeks all you want (which never happened of course). When I cut her off, she threatened me with blackmail basically. I took a deep breath and just told her we were done and she had to do whatever she had to do. Told her I wasn't responsible for her financial troubles and it had ceased to be fun for me. Fortunately I haven't heard from her in several months so I think I'm in the clear on that one.

It goes without saying gents, be careful out there. While some of us do have conversations with our sbs, don't give up too much information where they can find you. Use a throwaway cell phone, pay for meals in cash. More than once I've paid with a credit card and the "friendly" server when he brings the check has said "thank you and have a good day Mr. Rat". Bingo! Now they know you're name assuming you use your real first name. Probably better not to even do that. As our friend Literal said, there's always risk unless you want to give up the (strange) pussy, and I'm not ready for that as I'm currently working on harvesting 2 new sbs, and have another one I've seen a couple times that is so hot to trot it's ridiculous. The good part about that is I don't really give a shit if the other 2 work out or not as I have options. Kind of like going to a strip club for a drink and to look at naked women, knowing you're going to get some pussy in an hour or so from a sb / escort.

**Literal2** · 06-07-11 08:00

Harvesting sugarbaby pussy is like mongering, there is always a level of risk. All you can do is to reduce it as much as you can but unless you give up the pussy, some risk will always remain. How to reduce risk? Well, start by setting the girl's expectations correctly, always treat her right, and make it hard for her to find you when you don't want to be found.

I've had several girls ask for extra help. One just told me I wasn't giving her enough sugar and dumped me. It wasn't a problem, I had accessed her vagina from her clit to her cervix as much as I desired and was chasing other girls anyway. A second sb always had her hand out for more. I like her and went along for a while but then just said, sorry can't do it and reset to the original deal. It didn't affect my ability to release semen inside her pussy at all. Another is really broke and trying to keep up a suburban housewife lifestyle with big car and tvs etc. I haven't seen her for months but she still occasionally asks for money. I just say no, but try to be sympathetic. In any case I've tried to keep her from knowing enough about me to cause trouble.

You guys must have had similar experiences.