"Sugarbabies" / "Arrangements" Amateurs or Not?

[John G Smith]

Well my SA membership recently expired and I have no plans to renew it. The latest SA expedition produced some prospects but ultimately my fishing net came up empty. I was a bit more picky this time around though.

- The two Asian SBs I was pursuing disappeared. I have a feeling I got outbid. Oh well.

- Another Asian SB contacted me but was shy and didn't want to show me her picture except for her eyes. Her eyes looked great and I was desperate to get an Asian SB, so I made the mistake of trying to advance things before I got a good look at her. Well I finally got her to send me a face and full body picture. While she does have a nice face, her body is indeed unappealing and not my type (I'm okay with some chubby girls if they have tits or ass, but she had neither). So I'm actually still in the process of letting her down. I'm being pleasant to her while coming up with excuses for schedule conflicts. I feel bad for pushing for a meet before I saw a good picture. But I don't want to spend money and time on a baby that I'm not attracted to. That defeats the purpose of all of this.

- I also was in contact with two 18 & 19 year olds who were clearly very new at this. Neither one of them had a phone, so while both were eager to meet initially it was hard to set something up quickly because they would only respond to their email once a day. One of them eventually disappeared for good. The other I thought also disappeared but she recently got back in touch with me and admitted that she was nervous. The reconnection is a good sign but I still need to try to set something up asap and get her a phone otherwise she'll be back in the wind.

So earlier this week my SB calender was pretty empty. I cleared out the old ones and I hadn't found new ones to replace them. Since my SA membership expired and I didn't feel like renewing it, I decided to just post another CL ad for giggles. WOW. In less than 24 hours I got higher quality responses than I did on SA for almost a whole month. Yeah I got spam too, but I got contacted by 4 women, two of them were 7-8s, and one was a 9. Best of all they were all local. It's been my experience that SBs from CL are notoriously fickle since many are just testing the waters of this lifestyle. I really want the girl who is a 9, I'll call her Model 9. Honestly I think she's a bit out of my league (remember I posted earlier about having realistic expectations?) , so I'm keeping my expectations tempered. But I might be willing to exceed my budget a little, so I can at least get my foot in the door. She's pretty new at this and said she just wants bills covered so she can save for school, so I don't think she's been hit with GPS yet. I'll find out tomorrow when we discuss more of the details. But even it doesn't work out, CL surprisingly has provided me with some good prospects that will keep me occupied for at least a couple of weeks. It's a shame though I don't have memorial weekend free like some of you. I'm tied up with family activities, so I'll be on the sidelines this weekend.

atEuroInCincy.

I say A) or B). You want to avoid over-booking and you want to give a chance for things to flow. If you're switching out girls too quickly, it's not enough time to develop a bit of chemistry and comfort level. As soon as your SB gets comfortable with one girl, that one has to leave and another comes, and they have to go through the awkward phase all over again with the new one. So I say go with B) but with the option to cancel on the second girl if things are going well with the first.

Good luck!

[AOneFred7734]

You'll note my use of the phrase "bowel-loosening" in my original note. It was, almost literally. Fortunately, I didn't *actually* shit my pants, but it wasn't for lack of trying.

To be honest, though this is an extreme example, this *type* of thing isn't too uncommon when dealing with strippers, which is where most of my experience lies. This girl is a former stripper, and a fine example of that breed she is.

/z

I've had a wild time this past 2. 5 yrs. But not that wild! From fucking in a camper in mom and dads back yard. (fun) till dad COME HOME AND WAS CLEANING THE POOL 10 FEET AWAY. She got on the phone and called mom in the house and and said come out here and walk us though the yard. (yes mom know that I was out there) Got riped off once. The wife found a wet tow in my truck. That was close. Then one morning the wife found a long black hair in the crack of my ass. That one was rough to explane. The first 8 mo, I saw 70 dif, ladys. Now I'm at about 120, have done 4 overnighters one gang bang and had 3 lady play a game with me (all 3 at once) But one thing you said that gets me. She said she was going to have a baby! SO YOU WERE DOING HER BEAR BACK. Did the two of you get tested firest?

[EuroInCincy]

Another side of living on the edge. Having a few potentials in the waiting line. Having this 3 day weekend coming up they all seem to want face time, or perhaps college started and they need $. So balancing the text message. But I decided to throw in the fact that I am having an overnight with a sb who never had a girl. Bloody hell. All of them want to come to the same overnight now and talk about the sugar went quiet. Two of them even suggested no sugar, if they could be there the whole overnight.

I have 4 potentials they all want face time during the overnight. My military training never prepared me for the attack of the 'horde'

Should I a) invite the best runner up for the whole tim.

B) invite two of them one for the afternoon / early evening and a second for the night and the morning.

C) all 4 of them. One for the afternoon one for the evening one for the nigh and one for the next morning.

The) meet with all 4 before hand (Friday / Saturday) and say. The best one can have the golden nugget of being her first.

The sb I planned the overnight with is happy with all choices.

Can I have your votes please?

[Zomby]

Living on the edge indeed. I would have exhausted my entire supply of emergency backup underpants at least three times during this adventure of a relationship.

You'll note my use of the phrase "bowel-loosening" in my original note. It was, almost literally. Fortunately, I didn't *actually* shit my pants, but it wasn't for lack of trying.

To be honest, though this is an extreme example, this *type* of thing isn't too uncommon when dealing with strippers, which is where most of my experience lies. This girl is a former stripper, and a fine example of that breed she is.

/z

[AliasSM]

Living on the edge indeed. I would have exhausted my entire supply of emergency backup underpants at least three times during this adventure of a relationship.

I have spent some time on the SW and escort scene in the last as I know a lot of us on this board have done. I'm always amazed at how fast a situation can turn on you in a heartbeat when you are hanging with that level of sex provider. That is one thing that I really like about the SD / SB relationship in that it's at least a step or two in the right direction for the quality of person you are likely to find. But shit can still happen if you run into or seek out the Nando 1s that exist in large numbers on SA and the other SB sites.

And I don't know why it is, but I do seem to attract the Nando 1 type SB more so than any other. I haven't needed to defend myself against a violent boyfriend yet though, so guess I should count myself lucky. It's a subject worth discussing more on this forum though. We do a pretty good job of learning techniques from each other, maybe we should spend a few days comparing notes on some of the scary encounters we have experienced that turned bad from jealous boyfriends, angry husbands or parents, or questionable SBs.

One recent "near encounter" for me came after I had been emailing and txting an SB for several weeks. Some of the txt messages were getting pretty graphic and we had arranged the 1st M&G with no doubt in my mind where it was going to lead. She had told me that she was a single Mom and how much she needed some help "and also good sex". About a day before we were scheduled to meet, I got an email from the same address claiming to be her husband and ordering me to knock it off. Although I didn't particularly feel threatened by his email because I keep myself anonymous pretty well, he could have followed her to the meet and greet and confronted me in person. Or maybe it was just her that composed the email to back me off when she got cold feet about finally meeting me. Who knows? But it got me to thinking about how exposed we are whenever we meet strangers for the first time in this hobby. Whether an SB, SW, or professional escort, there are always risks involved.

So lets hear some of the horror stories out there if anyone else has one to share.

Alias

[JoesParty]

LOL!

I won't bore you with the stories of the interruptions when some kid drama took precedence over our meeting (as it should) , or her flakiness when she's had a toke or two, or the panic when she called me thinking she was pregnant, and it *had* to be mine because I was the only one (which was probably true at the time, but fortunately she wasn't, and had she been, it wouldn't have been mine anyway, by almost 20 year past surgical design) , or how pissed off she got when I couldn't help her with a trip to her grandmother's funeral (because I was out of the country with my wife and kids) , or the crisis of conscience she had when her eight year old noticed that mommy only went food shopping after "Uncle Sugar Daddy" visited, or the alien stone cold be! Tch that takes over her body when she's PMSing (which, because of a medical condition, happens almost unpredictably about every 1 to 6 weeks) , or the sheer bowel-loosening terror of a visit from her loser ex-boyfriend baby-daddy screaming about how he's not leaving his kids with a working girl and who the fuck was I, and how he was going to beat the shit out of me, and so on. Fortunately, the possibility of a 9mm jacketed hollow point piece of lead punching through his skull dissuaded him somewhat, and the police convinced him that a known felony drug user like himself was unlikely to prevail in a child custody suit, especially since I was perfectly willing to press charges. That's when her mother figured out what was going on. It was *her* who defended me to the police as a friend of the family who just *happened* to be there at 1:00 in the morning.

There have been more than one occasion when each of us have almost called it quits, and there was a stretch of about 6 months one time where neither of us called the other. Still not sure what that was about, but eventually, I called her and we started up again, mostly as if nothing had happened.

No, it hasn't been a smooth, nor perfect, road by any stretch of the imagination.

Addendum: I'll admit some of those things look kind of scary, and one of them was, but the most dramatic were in the first year and a half. Things have been pretty stable now, since her boyfriend moved in with her.

And I thought I live on the edge.

Living on the edge indeed. I would have exhausted my entire supply of emergency backup underpants at least three times during this adventure of a relationship.

[AOneFred7734]

LOL!

I won't bore you with the stories of the interruptions when some kid drama took precedence over our meeting (as it should) , or her flakiness when she's had a toke or two, or the panic when she called me thinking she was pregnant, and it *had* to be mine because I was the only one (which was probably true at the time, but fortunately she wasn't, and had she been, it wouldn't have been mine anyway, by almost 20 year past surgical design) , or how pissed off she got when I couldn't help her with a trip to her grandmother's funeral (because I was out of the country with my wife and kids) , or the crisis of conscience she had when her eight year old noticed that mommy only went food shopping after "Uncle Sugar Daddy" visited, or the alien stone cold be! Tch that takes over her body when she's PMSing (which, because of a medical condition, happens almost unpredictably about every 1 to 6 weeks) , or the sheer bowel-loosening terror of a visit from her loser ex-boyfriend baby-daddy screaming about how he's not leaving his kids with a working girl and who the fuck was I, and how he was going to beat the shit out of me, and so on. Fortunately, the possibility of a 9mm jacketed hollow point piece of lead punching through his skull dissuaded him somewhat, and the police convinced him that a known felony drug user like himself was unlikely to prevail in a child custody suit, especially since I was perfectly willing to press charges. That's when her mother figured out what was going on. It was *her* who defended me to the police as a friend of the family who just *happened* to be there at 1:00 in the morning.

There have been more than one occasion when each of us have almost called it quits, and there was a stretch of about 6 months one time where neither of us called the other. Still not sure what that was about, but eventually, I called her and we started up again, mostly as if nothing had happened.

No, it hasn't been a smooth, nor perfect, road by any stretch of the imagination.

Addendum: I'll admit some of those things look kind of scary, and one of them was, but the most dramatic were in the first year and a half. Things have been pretty stable now, since her boyfriend moved in with her.

And I thought I live on the edge.

[Zomby]

Now I have to admit that I'm jealous of your relationship. That is exactly what I have been looking for over the last 8 months or so. Seems like everyone I have tried (and there have been a few) either have a severe case of GPS, want more time than I can give, or don't perform any better than my wife in bed. I know they are out there, and you are proof of that. I don't want a deep emotional attachment. I just want to connect at just the right level to feel some affection and get great sex. Is that too much to ask?

LOL!

I won't bore you with the stories of the interruptions when some kid drama took precedence over our meeting (as it should) , or her flakiness when she's had a toke or two, or the panic when she called me thinking she was pregnant, and it *had* to be mine because I was the only one (which was probably true at the time, but fortunately she wasn't, and had she been, it wouldn't have been mine anyway, by almost 20 year past surgical design) , or how pissed off she got when I couldn't help her with a trip to her grandmother's funeral (because I was out of the country with my wife and kids) , or the crisis of conscience she had when her eight year old noticed that mommy only went food shopping after "Uncle Sugar Daddy" visited, or the alien stone cold b!tch that takes over her body when she's PMSing (which, because of a medical condition, happens almost unpredictably about every 1 to 6 weeks) , or the sheer bowel-loosening terror of a visit from her loser ex-boyfriend baby-daddy screaming about how he's not leaving his kids with a working girl and who the fuck was I, and how he was going to beat the shit out of me, and so on. Fortunately, the possibility of a 9mm jacketed hollow point piece of lead punching through his skull dissuaded him somewhat, and the police convinced him that a known felony drug user like himself was unlikely to prevail in a child custody suit, especially since I was perfectly willing to press charges. That's when her mother figured out what was going on. It was *her* who defended me to the police as a friend of the family who just *happened* to be there at 1:00 in the morning.

There have been more than one occasion when each of us have almost called it quits, and there was a stretch of about 6 months one time where neither of us called the other. Still not sure what that was about, but eventually, I called her and we started up again, mostly as if nothing had happened.

No, it hasn't been a smooth, nor perfect, road by any stretch of the imagination.

Addendum: I'll admit some of those things look kind of scary, and one of them was, but the most dramatic were in the first year and a half. Things have been pretty stable now, since her boyfriend moved in with her.

[SbabyBlog]

Good evening guys,

Earlier today on Twitter the person from SA responsible for their social media asked me if I thought the sugar lifestyle was glamorous. After explaining that while sometimes it can be, I don't think it is all the time. This prompted me to FINALLY write another blog post. I spent a little time talking about you all and GPS. Enjoy! http://sugarbabystory.com/2012/08/26...gar-glamorous/

Mandy

[AliasSM]

Now I have to admit that I'm jealous of your relationship. That is exactly what I have been looking for over the last 8 months or so. Seems like everyone I have tried (and there have been a few) either have a severe case of GPS, want more time than I can give, or don't perform any better than my wife in bed. I know they are out there, and you are proof of that. I don't want a deep emotional attachment. I just want to connect at just the right level to feel some affection and get great sex. Is that too much to ask?

I have to admit that a comfort factor has developed that I hadn't counted on when we started. I just wanted some regular pussy, and she just wanted a moderately steady income to supplement her job without working herself to death. It's developed, as in hindsight we both should have seen as inevitable, into something more than that. Don't get me wrong, it's not love, but it's definitely affection, and there's still no question with either of us that sugar must flow both ways.

We both seem to getting just what we need, without wanting more. I believe that's possible because the other sides of our lives are as stable and, well, good, as they are. She has a boyfriend who adores her and her kids (and to be fair, she seems to feel the same about him) , and I have a loving wife who, for a variety of reasons, not all of which, I confess, I understand, chooses to be happy with me. We both get love *and* sexual variety, even if they aren't always at the same time from the same people.

OK, I'll admit that sounded a bit more jaded than I intended when I wrote it. *She* treats her lesbian side as completely normal, which, of course, it is for her, and so I've come to accept it that way myself, rather than as extraordinary.

/z

[EasyGoingJ]

Let me start off by saying that I enjoy and appreciate everyone who posts here no matter where you are from. I've been fishing for a few years with both spectacular successes and dismal failures. I'm in central Virginia and happy to discreetly share info with anyone in the area, as well as chime in with what I've learned from my experiences. I haven't posted on this thread before because everything seems well covered by the regulars and I don't want to be redundant just for the sake of posting.

Anyway my main question or goal is to be in touch with others in Virginia with whom I can share information. Are you out there?

[Zomby]

Not mundane at all. Many of us, I for one, would like to have that kind of connection with a single SB. Just haven't found the right one yet.

I have to admit that a comfort factor has developed that I hadn't counted on when we started. I just wanted some regular pussy, and she just wanted a moderately steady income to supplement her job without working herself to death. It's developed, as in hindsight we both should have seen as inevitable, into something more than that. Don't get me wrong, it's not love, but it's definitely affection, and there's still no question with either of us that sugar must flow both ways.

We both seem to getting just what we need, without wanting more. I believe that's possible because the other sides of our lives are as stable and, well, good, as they are. She has a boyfriend who adores her and her kids (and to be fair, she seems to feel the same about him) , and I have a loving wife who, for a variety of reasons, not all of which, I confess, I understand, chooses to be happy with me. We both get love *and* sexual variety, even if they aren't always at the same time from the same people.

And the offer of bringing in a bi lover? WTF? Mundane indeed!

OK, I'll admit that sounded a bit more jaded than I intended when I wrote it. *She* treats her lesbian side as completely normal, which, of course, it is for her, and so I've come to accept it that way myself, rather than as extraordinary.

/z

[AliasSM]

Zomby,

Not mundane at all. Many of us, I for one, would like to have that kind of connection with a single SB. Just haven't found the right one yet. And the offer of bringing in a bi lover? WTF? Mundane indeed!

I am currently working with one LT arrangement, and two newbees, but would love to have the same type of connection that you describe.

For purposes of keeping the board informed on recent activities:

I currently have what I would consider 5 current SB acquantaces, and 4 of the 5 have been to the FC at least once. My longest term SB is a young nurse around 26. Never been married, just looking for fun and extra income of course. She is fun to be around but not as hot as I would like in bed. Our meeting frequencies have fallen off to probably only around once a month, mostly my fault due to personal, business, and other SB activities vying for my time.

SB #2 is a local college student in her senior year. She is very pretty, always eager to meet, and pleasant to be with. When I pick her up though, there is not even a thought of going out for drinks or dinner. It is strictly physical and straight to the FC. She started out a little slow in the sex dept. But has improved her enthusiasm recently and her ratings have gone up in my opinion considerably. I'll keep her around, but we will never have a close personal connection.

SB #3 is an older SB (early 40s) , down on her luck and in need of a steady SB. We have met only twice. Gave me oral in the car on our first M&G, and we got a room in the second date for everything. She is another one that I don't see resulting in anything LT. Just some temporary variety on occasion. She does have better techniques than the younger ones, but personality is lacking for a LT arrangement.

SB# 4 is a new mother, unmarried, and looking for financial help as well as a good sex partner. We have connected well over numerous emails, and met in person for the first time last week. I have fallen a bit for her and the 1st time in the FC was really good. She has LT potential and I can tell that she is in the game for more than just the cash. Our schedules are tough to match up right now, but I plan to keep her around for as long as the excitement continues. She is smart, sexy, and a nice diversion throughout my day as we txt back and forth pretty regularly.

SB #5 is still an SB pot in that we have yet to make it to the FC. I have been emailing her for a long time trying to establish a comfort level for her. She is young, only 20, a local college student, and has already agreed to a future date in the FC, but so far we have only been through a M&G and it was a little awkward. I broke my sugar rule with her and spent some money on a gift on our first M&G. We have a FC date set for next week and I am excited about that. I have also advanced her enough funds to cover her cell phone bill to keep it from being shut down this week. I know. I know, not the best way to start an arrangement, but all of that recent discussion about playing in the futures market went to my head. Well see if I have just poured almost $$ down the drain, or if the futures market risk will eventually pay dividends.

I really enjoy reading this forum, and have learned a lot from all of you guys (and Mandy of course). Keep up the good posts. Some weeks it's my primary source of entertainment.

Alias.

I read some of the stories on here about maintaining multiple SBs, and I am frankly astounded. I am going on three years with my single SB, with a very occasional foray into a massage parlor or strip club for the little variety I need. Finding, courting and maintaining multiples sounds like it might be a little more stressful than I want this to be. LOL. We get together for a few hours about every other week, sometimes a little longer, sometimes less, sometimes a little more often, sometimes a little less.

I'll freely admit that there's a *little* more than sugar and pussy between us after all this time, and sometimes our relationship seems a little surreal. I've met her parents, her kids and her boyfriend. I'm absolutely certain her mother knows what's going on, and her boyfriend has to suspect, but doesn't seem to object as long as nobody rubs his face in it. Knowing her (and I've known her longer than *he* has) , she's told him not to worry about it in reasonably forthright terms. She hasn't come right out and said so, but she's mentioned to me that he'd better not tell her what to do with *her* pussy. LOL.

She's half my age, and very participatory in the sack. She has her limits, but within those, she's enthusiastic and shameless. She's not afraid to ask for what she wants, and not afraid to try something she hasn't before just to try it. She's bi, and we've brought a couple of her friends into our bed on a few occasions, something her boyfriend has adamantly refused to do with her. I don't get that, but she doesn't seem to mind, as long as, like with me, he doesn't worry about it.

She also says that he and I are just about exact opposites. He's a powerhouse, and a multiple repeat performer, but not very imaginative, whereas I am slower and all about a variety of activities and sensations, but mostly a one and done kind of guy. She says I fuck more like a girl than a guy, which I find highly amusing, since in my opinion, she approaches sex more like a guy than a girl.

Anyway, I've enjoyed reading others' stories here, and I hope mine has provided some of the same entertainment I've gotten, even if it is somewhat mundane in comparison to those others.

/z

[Zomby]

Sub, I try to be like you, but part of me longs for the comfort of the same dock, the same port, time after time.

I read some of the stories on here about maintaining multiple SBs, and I am frankly astounded. I am going on three years with my single SB, with a very occasional foray into a massage parlor or strip club for the little variety I need. Finding, courting and maintaining multiples sounds like it might be a little more stressful than I want this to be. LOL. We get together for a few hours about every other week, sometimes a little longer, sometimes less, sometimes a little more often, sometimes a little less.

I'll freely admit that there's a *little* more than sugar and pussy between us after all this time, and sometimes our relationship seems a little surreal. I've met her parents, her kids and her boyfriend. I'm absolutely certain her mother knows what's going on, and her boyfriend has to suspect, but doesn't seem to object as long as nobody rubs his face in it. Knowing her (and I've known her longer than *he* has) , she's told him not to worry about it in reasonably forthright terms. She hasn't come right out and said so, but she's mentioned to me that he'd better not tell her what to do with *her* pussy. LOL.

She's half my age, and very participatory in the sack. She has her limits, but within those, she's enthusiastic and shameless. She's not afraid to ask for what she wants, and not afraid to try something she hasn't before just to try it. She's bi, and we've brought a couple of her friends into our bed on a few occasions, something her boyfriend has adamantly refused to do with her. I don't get that, but she doesn't seem to mind, as long as, like with me, he doesn't worry about it.

She also says that he and I are just about exact opposites. He's a powerhouse, and a multiple repeat performer, but not very imaginative, whereas I am slower and all about a variety of activities and sensations, but mostly a one and done kind of guy. She says I fuck more like a girl than a guy, which I find highly amusing, since in my opinion, she approaches sex more like a guy than a girl.

Anyway, I've enjoyed reading others' stories here, and I hope mine has provided some of the same entertainment I've gotten, even if it is somewhat mundane in comparison to those others.

/z

[F Scott]

Gentlemen, and Mandy,

I promise I have not let my membership lapse, but have just been having the deuce of a time landing any hometown babies, so am a little chagrined that I have nothing to report. Oh, except a hat trick on the road last week! Hooray for me, and more on that later, but I sure wish I could get my local situation settled in a similar fashion. Nothing but frustration, aggravation and humiliation as far as new babies are concerned, though I have a promising hot married pot that I am meeting for the second time on Monday. My most recent infatuation, an 18 yo college baby, admitted that she was more captivated by the idea of an SD than the reality of one, and cut me loose in a very harsh manner, so a month of pursuit for me was down the tubes. As I have said many times, we must enjoy the process as much as the goal, but advice is always easier to give than to accept, and it is hard for me to accept the fact that I had game once, and now not so much. I suppose it's like starting an exercise regimen again after a long period lying fallow - one needs to work up to it gradually. Scottie is getting very cranky, however, and at this point is not speaking to me except in monosyllables, and few of them are suitable for mixed company.

All is not bleakness and despair, if I were being truthful. Brit is ringing the Booty Bell again, and I even got a naughty picture from her today that reminded me of why I like her so much. It was perfectly chaste and classy, except for the very high heels - classic Brit. She refernced our sailing lesson, which gave me a good hour's worth of pleasant mental images to remember. In addition, Polo's kids go back to school next week, (yay), so my riding lessons should resume soon. On top of this, since I am having dismal success with new babies, I am combing through my batphone list, and sending selected texts out to past babies for whom I hold a solid "fondness", so hopefully by this time next month I will have tales to share.

I am heartened by all the new and semi-new posters, and a little jealous of their successes, frankly. It has been 2 and a half months since my breakup with my ATF, and I can't honestly say I am over her just yet. I don't know if that will ever happen completely, so I am just trying to change all the painful triggers into positive ones. Nando, Magic and others, you will know what I'm saying. Sub, I try to be like you, but part of me longs for the comfort of the same dock, the same port, time after time. Not that I won't enjoy shore leave in an exotic locale from time to time, but I can't be on the hunt constantly. I admire your dedication! If she contacted me tonight, I would drop this all, but alas, despite what my hero, Jay Gatsby assures all us old sports, we apparently can't repeat the past. And so I beat on, a boat against the current etc.

I am rambling now, my brothers, so I will wrap it up. I have had many experiences, and will try to make sense of them in a way that will hopefully provide useful information to you all, but in the meantime,

keep up the good work, and don't forget to write!

Scott