"Sugarbabies" / "Arrangements" Amateurs or Not?

[QUOTE=AliasSM;1528505]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?[/QUOTE]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.

[QUOTE=Zomby; 1528923]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.[/QUOTE]And I thought I live on the edge.

[QUOTE=Zomby; 1528923]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.[/QUOTE][QUOTE=AOneFred7734;1528998]And I thought I live on the edge.[/QUOTE]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.

[QUOTE=JoesParty;1529287]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.[/QUOTE]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

[QUOTE=JoesParty;1529287]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.[/QUOTE]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.

[noparse]/[/noparse]z

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?

[QUOTE=Zomby; 1530605]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.

[noparse]/[/noparse]z[/QUOTE]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?

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!

[QUOTE=AOneFred7734;1530659]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?[/QUOTE]No, that much hair on a girl would bother me, and while I'm furry most everywhere else, my back is relatively sparsely covered. However, we have gone [i]bare[/i]back. LOL. And yes, we got tested first. The pregnancy scare was with a broken condom, though, not because of barebacking it. We didn't start that until early last year.

[noparse]/[/noparse]z

[QUOTE=EuroInCincy; 1530658]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?[/QUOTE]I vote for C BUT all 4 togather for all night.

Since the subject SB is happy with all the choices, I would go with choice C. Nothing like a sexual buffet.

SubCmdr out.

[QUOTE=EuroInCincy; 1530658]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?[/QUOTE]

[QUOTE=EuroInCincy;1530658]C) all 4 of them. One for the afternoon one for the evening one for the nigh and one for the next morning.[/QUOTE]And you aren't expected (or can hold up) to entertain all five yourself, I think I'd go with this one. You can always just watch.

[noparse]/[/noparse]z

Euro,

Damn, dude, seems too good to be true! Congratulations! How did you broach the subject, may I ask? The reason is that a baby that I am seeing tomorrow, Naughty Brit, has included in her profile that she is interested in the ladies as well, and I would love to be able to facilitate that, but can't quite think of the delicate intro to that discussion.

The overwhelming opinion seems to be for all four. To this, I would add a request that video be taken, and shared with your brothers. I'll bring the popcorn!

[QUOTE=F Scott;1532453]Naughty Brit, has included in her profile that she is interested in the ladies as well, and I would love to be able to facilitate that, but can't quite think of the delicate intro to that discussion.[/QUOTE]Scott,

"When did you first realize you liked to eat pussy?" might work. Or a more subtle method might be to start a conversation about sexual experiences and lead her into talking about the ones with girls. It brooches the subject and gives you a cheep thrill to boot!

SubCmdr out

[QUOTE=F Scott; 1532453]Euro,

Damn, dude, seems too good to be true! Congratulations! How did you broach the subject, may I ask? The reason is that a baby that I am seeing tomorrow, Naughty Brit, has included in her profile that she is interested in the ladies as well, and I would love to be able to facilitate that, but can't quite think of the delicate intro to that discussion.

The overwhelming opinion seems to be for all four. To this, I would add a request that video be taken, and shared with your brothers. I'll bring the popcorn![/QUOTE]Why delicate. You are not married to her. And even if you were. She already indicated it. Just blurt it out. That always works for me. BUT I am "euro" so perhaps they accept it easier from me.

One of the once had to cancel. She felt she could not do it "because I am going out with my friends the night before and will drink too much" so I am opting for keeping it at 2 at the same time and have the 3 rotate in and out.

No I won't take a video. But. You can PM me