"Sugarbabies" / "Arrangements" Amateurs or Not?

[HollywoodGuy]

So I've been meeting with my Collegiate Athlete BC pretty regularly now. It's been great, after her waitressing job, after work she comes to service me at my office for extra tips. It's been going like this for almost a month.

However, just the other day she asked if I had any condoms and I said "maybe. Yes. Probably. Maybe. ", LOL. She seemed not too concerned either way, but she said she was coming off her period, so I put on a hat anyway thinking it might be still a little bloody. Afterward I asked if she was on birth control and she said, "No". Now this is after I've creampied her about 3-4 times the past month! I couldn't believe it! I would have been freaking out if she just hadn't got her period!

This girl is a university student and athlete. Not some completely aimless no direction girl. Yet she let me creampie her multiple times with no hesitation or caution. The first time, she pretty much told me to do it. I highly doubt she's trying to trap me because she' knows I'm not filthy rich and also she comes from a pretty good family.

I'm still in a bit of shock. I think part of it is that even though she puts up a bit of a "diva" attitude in public in the bedroom she becomes completely submissive. She's smoking hot, but she hasn't once denied anything I asked or did while fucking. She's the quiet type in the sack, but she'll really work it and do anything to please. It's amazingly fun but the downside is that she seems to lose all common sense.

Anyway, I always assumed if the girl was eager / open to you creamping them it meant usually they were on birth control. Especially if the girl has a life and isn't a deadbeat. But I was hugely mistaken in this case. I'm going to make sure I always ask if they're on birth control regardless.

If I could handle the many weeks of down time, I might get snipped someday to avoid these scares, but getting snipped just seems so painful. Then again, I was pretty close to have another Little JGS on my hands for 18 years. That would be very painful. That said, she's open to abortion, so with this SB that will be a fallback. Another SB I was with did not agree with abortion, so the preggo scare we had was very scary.

I sometimes try to anticipate what will my demise be in the Sugar Bowl and pretty sure it'll probably be a little' JGS sprouting up somewhere.

I doesn't hurt that much. And only afterward, not while they are doing it. Having an unwanted kid would hurt a lot more. Girls today are not as on top of the BC as they were years ago. I would say maybe half use BC at most.

[Dandy Don]

So I've been meeting with my Collegiate Athlete BC pretty regularly now. It's been great, after her waitressing job, after work she comes to service me at my office for extra tips. It's been going like this for almost a month.

However, just the other day she asked if I had any condoms and I said "maybe. Yes. Probably. Maybe. ", LOL. She seemed not too concerned either way, but she said she was coming off her period, so I put on a hat anyway thinking it might be still a little bloody. Afterward I asked if she was on birth control and she said, "No". Now this is after I've creampied her about 3-4 times the past month! I couldn't believe it! I would have been freaking out if she just hadn't got her period!

This girl is a university student and athlete. Not some completely aimless no direction girl. Yet she let me creampie her multiple times with no hesitation or caution. The first time, she pretty much told me to do it. I highly doubt she's trying to trap me because she' knows I'm not filthy rich and also she comes from a pretty good family.

I'm still in a bit of shock. I think part of it is that even though she puts up a bit of a "diva" attitude in public in the bedroom she becomes completely submissive. She's smoking hot, but she hasn't once denied anything I asked or did while fucking. She's the quiet type in the sack, but she'll really work it and do anything to please. It's amazingly fun but the downside is that she seems to lose all common sense.

Anyway, I always assumed if the girl was eager / open to you creamping them it meant usually they were on birth control. Especially if the girl has a life and isn't a deadbeat. But I was hugely mistaken in this case. I'm going to make sure I always ask if they're on birth control regardless.

If I could handle the many weeks of down time, I might get snipped someday to avoid these scares, but getting snipped just seems so painful. Then again, I was pretty close to have another Little JGS on my hands for 18 years. That would be very painful. That said, she's open to abortion, so with this SB that will be a fallback. Another SB I was with did not agree with abortion, so the preggo scare we had was very scary.

I sometimes try to anticipate what will my demise be in the Sugar Bowl and pretty sure it'll probably be a little' JGS sprouting up somewhere.

My limited experience so far has revealed a common theme among these ladies: No Car and No Birth Control. I am not opposed to wearing a condom with them for my own protection. I assume these girls are probably seeing or at least seeking other guys and who knows what they are doing with those guys and what those guys are doing with other women. So I am fine with a condom, but I do worry about one breaking and I would feel much better if they were on BC as well. I also worry about other guys going bareback and impregnated them and I would imagine, they may point the figure at several guys and see who pays up.

[HollywoodGuy]

Here is the first girl I ever dated (and I use that term loosely) from SA about 7 years ago. I was a newbie, gawking over all the hot 18 year olds from all over the country and I saw that this one lived in NYC. No big deal, back then I was a big spender.

I flew her out here on short notice with her parents permission and she stayed with me for a week. Although she photographed well in her modeling pics. Like all modeling pics she wasnt quite the same in person. All I did was feed her and listen to her chat with her girlfriends for a week. Total damage for the week was about 1.3k

She did have a killer body, but that was about it. She was a 7/10/1/0. Need I say more. Everyone goes from played to player on this thread. Live and learn. The only reason I post this is because she sent me a message today from Linkedin to join her professional network. LOL.

[John G Smith]

So after a couple of years in the full swing of the Sugar Bowl, I landed my first 30+ MILF. The eagle has landed.

I've always done extremely poorly with MILFs because their financial needs tend to be high (ie. Kids, real bills, and etc) and since I'm rather close to their age and probably look even younger, I don't ooze "sugar daddy" to them. I'm just a contemporary or someone they would normally date. I can't meet the daddy issues they have.

However I finally got a MILF though it did take quite a bit of groundwork. This MILF has no kids, has a boyfriend, but not married. She responded to one of my CL ads, but it wasn't a CL ad for a SD / SB arrangement, it was a CL ad for an assistant almost 3 months ago. She was one of my initial respondents, but she lived too far away and seemed flaky. But I kept in touch and one day I asked her if she wanted to play my naughty secretary for a day and I'd pay her at the end. She was receptive to this, but this was almost two months ago, so something always got in the way or she disappeared.

Finally this week the stars aligned and she came to my office for some role-playing. Her body wasn't quite as tight as the girls I had been seeing, but I can see what you guys mean by improved performance. She gave excellent head and when were fucking she was creaming all over me. She really enjoyed herself and afterward she joked that maybe she should be paying me instead, haha. I guess her boyfriend isn't getting the job done at home. Also it was just easier to talk to her in general.

So I understand the MILF appeal now. That said, I still saw my collegiate spinner hard-body SB later that night, LOL. So I won't be giving my 20-year olds anytime soon, but I look forward to hopefully spicing things up with the occasional MILF.

[John G Smith]

So I've been meeting with my Collegiate Athlete BC pretty regularly now. It's been great, after her waitressing job, after work she comes to service me at my office for extra tips. It's been going like this for almost a month.

However, just the other day she asked if I had any condoms and I said "maybe. Yes. Probably. Maybe. ", LOL. She seemed not too concerned either way, but she said she was coming off her period, so I put on a hat anyway thinking it might be still a little bloody. Afterward I asked if she was on birth control and she said, "No". Now this is after I've creampied her about 3-4 times the past month! I couldn't believe it! I would have been freaking out if she just hadn't got her period!

This girl is a university student and athlete. Not some completely aimless no direction girl. Yet she let me creampie her multiple times with no hesitation or caution. The first time, she pretty much told me to do it. I highly doubt she's trying to trap me because she' knows I'm not filthy rich and also she comes from a pretty good family.

I'm still in a bit of shock. I think part of it is that even though she puts up a bit of a "diva" attitude in public in the bedroom she becomes completely submissive. She's smoking hot, but she hasn't once denied anything I asked or did while fucking. She's the quiet type in the sack, but she'll really work it and do anything to please. It's amazingly fun but the downside is that she seems to lose all common sense.

Anyway, I always assumed if the girl was eager / open to you creamping them it meant usually they were on birth control. Especially if the girl has a life and isn't a deadbeat. But I was hugely mistaken in this case. I'm going to make sure I always ask if they're on birth control regardless.

If I could handle the many weeks of down time, I might get snipped someday to avoid these scares, but getting snipped just seems so painful. Then again, I was pretty close to have another Little JGS on my hands for 18 years. That would be very painful. That said, she's open to abortion, so with this SB that will be a fallback. Another SB I was with did not agree with abortion, so the preggo scare we had was very scary.

I sometimes try to anticipate what will my demise be in the Sugar Bowl and pretty sure it'll probably be a little' JGS sprouting up somewhere.

[HollywoodGuy]

My game is pretty weak, and I don't normally discuss money up front. Yes it can lead to problems, but my best long term SB and I never discussed money and it was very good. I think she was actually in it for the sex, not the allowance. But today a young (younger than I have ever been able to hook 20 year old) SB was insistent that I tell her the amount. We went back and forth a bit, and I corrected her misconception as to whether there would be sex on every date (yes there will be after the initial M&G date, and immediately after the M&G if she is interested) and established that we would be on a per meeting arrangement. After telling her my last SB's allowance (per meet) she wrote back that it was not enough to help her, but that she found finding a SD tedious, we should still meet and see what happens. Then she mentioned how nervous she was about meeting me, and could she bring her female friend from school? Now you know what immediately went through my mind! Thressome! But found her friend on FB and friend is not as cute a POT SB. Plus friend has a boyfriend. So I asked her if friend knew the score (why she is meeting a much older dude) and wouldn't it be awkward. Still waiting on a reply. So curious as to your thoughts about:

1) Taking a hard line on the allowance. I'm sensing she is going to take it (even if she is still going to look for someone else) but wants to make sure I'm not a serial killer. I think she may realize a bird in the hand.

2) Yea or nay to the friend. I mean I can't stop her from having the friend somewhere else in the meeting place whether I say yes or not. But if friend knows the score, maybe?

Norm!

Just like in business. Look for a friendly handshake. Maybe the pickins are slim in your area. But I would just move on to the next one. As far as your game, look for some low hanging fruit and then work your way up.

[JZLizard]

1) Taking a hard line on the allowance. I'm sensing she is going to take it (even if she is still going to look for someone else) but wants to make sure I'm not a serial killer. I think she may realize a bird in the hand.

2) Yea or nay to the friend. I mean I can't stop her from having the friend somewhere else in the meeting place whether I say yes or not. But if friend knows the score, maybe?

Tell her to leave the friend out, its between you and her. Meet her at a public place like a restaurant and remind her that if you were a weirdo you wouldn't be going places like this where they have security cameras. If she's being a pain about it just send a text saying "well think about it and if you decide you're comfortable let me know, I've got other SBs to meet but if I'm still available maybe we can reconnect".

[John G Smith]

2) Yea or nay to the friend. I mean I can't stop her from having the friend somewhere else in the meeting place whether I say yes or not. But if friend knows the score, maybe?

Norm!

She is free to bring friend, but it doesn't mean you have to agree to go.

In the few rare cases where a pot wanted to bring a friend along I always said "No! I told her it's a security risk on my end and that I'm trying to be discreet. I say something to the effect, "I trust you, but I don't know your friend. I don't know how discreet she can be and I'm trying to keep a low profile. " and etc. I offer to meet any public place within reason where she would feel comfortable.

The upside to such a request is that usually it means she's completely brand new to the Sugar World (or you gave off serious creeper vibes, LOL). But still even if you're not worried about discretion, 2 against 1 are not good odds, especially if the "friend" isn't in the market for a SD. Especially if she already has a boyfriend, her primary purpose will pretty much be to cock-block you and waste your time.

The only time I entertained meeting two girls at once was when I was planning to enter an arrangement with both girls. Mmmm. But the distance was an issue so we never met. So unless it's clear the purpose of the M&G is to set an arrangement with both girls, then make sure the pot leaves the 3rd wheel at home.

[Zman429]

. . . Then she mentioned how nervous she was about meeting me, and could she bring her female friend from school? Now you know what immediately went through my mind! Thressome!

Seriously, LOL you're being naive you should be thinking robbery she may be on the level or she may be setting you up. Never ever do a threesome with a new person remember there is two of them and one of you. Pass on the friend if she goes away you probably saved yourself some grief.

[Norm Gerd]

I agree that sometimes I waste a little time. I just feel like I have better game in person than through texting. I also enjoy sitting at lunch with a pretty girl and learning something about them, even if it doesn't go anywhere. The girl in question rolled up in a Mercedes, all done up, blond hair, blue eyes, jewelry, and I thought it was going to be a complete waste. She is 28, single mom, says she has never done this (but seems to know an awful lot about how it works). She was a little thicker than I care for (so yeah, size DOES matter) but not outrageously so. We had a very pleasant lunch, with an open conversation about what we both were looking for and had pretty much settled on $$. 5 per week for at least 2 get togethers. I thought that was reasonable, but I haven't pulled the trigger yet because I've got too many other lines in the water that interest me more.

My stripper streak has kind of run it's course. Stripper baby #1 has a smoking body, not so much face, and is enthusiastic in the FC. Problem with her is availability. I am supposed to see her again tomorrow or the next day but she hasn't been around much. She still sends me pics, and so I want to go back for more, but she's probably not going to be a regular. Stripper baby number 2 has already gone. We had a great trip to the FC, then we went to dinner a couple of nights later and she begged off, saying it was that time of the month. She texted a couple of days later saying $$ a week wasn't helping enough with her bills (she is barely working), and so I had to cut her loose.

Fortunately my newlywed SB is very reliable, and my BC baby has totally stepped up her game. I really thought she was heading straight to BP, but she's gotten a regular job and when she came by the other night seemed much more SB than UTR.

Last note is on my generic intro letter. I go back and forth between mentioning an amount and not. I used to put $ in, then for a while I didn't reference it at all. A few days ago I sent 4 out mentioning $. 2 and got positive responses from three out of four. I'm meeting one this afternoon and another for dinner tomorrow, working on a time for the third. Not a scientific sample size, but makes me wonder if there isn't a big difference psychologically for them being even a little above $.

My game is pretty weak, and I don't normally discuss money up front. Yes it can lead to problems, but my best long term SB and I never discussed money and it was very good. I think she was actually in it for the sex, not the allowance. But today a young (younger than I have ever been able to hook 20 year old) SB was insistent that I tell her the amount. We went back and forth a bit, and I corrected her misconception as to whether there would be sex on every date (yes there will be after the initial M&G date, and immediately after the M&G if she is interested) and established that we would be on a per meeting arrangement. After telling her my last SB's allowance (per meet) she wrote back that it was not enough to help her, but that she found finding a SD tedious, we should still meet and see what happens. Then she mentioned how nervous she was about meeting me, and could she bring her female friend from school? Now you know what immediately went through my mind! Thressome! But found her friend on FB and friend is not as cute a POT SB. Plus friend has a boyfriend. So I asked her if friend knew the score (why she is meeting a much older dude) and wouldn't it be awkward. Still waiting on a reply. So curious as to your thoughts about:

1) Taking a hard line on the allowance. I'm sensing she is going to take it (even if she is still going to look for someone else) but wants to make sure I'm not a serial killer. I think she may realize a bird in the hand.

2) Yea or nay to the friend. I mean I can't stop her from having the friend somewhere else in the meeting place whether I say yes or not. But if friend knows the score, maybe?

Norm!

[Dsprdo]

I read it over and over. But I can't imagine meeting someone without some expectation of what's on their mind dollar wise. I would rather get turned down online than drive here and there for no reason.

I agree that sometimes I waste a little time. I just feel like I have better game in person than through texting. I also enjoy sitting at lunch with a pretty girl and learning something about them, even if it doesn't go anywhere. The girl in question rolled up in a Mercedes, all done up, blond hair, blue eyes, jewelry, and I thought it was going to be a complete waste. She is 28, single mom, says she has never done this (but seems to know an awful lot about how it works). She was a little thicker than I care for (so yeah, size DOES matter) but not outrageously so. We had a very pleasant lunch, with an open conversation about what we both were looking for and had pretty much settled on $$. 5 per week for at least 2 get togethers. I thought that was reasonable, but I haven't pulled the trigger yet because I've got too many other lines in the water that interest me more.

My stripper streak has kind of run it's course. Stripper baby #1 has a smoking body, not so much face, and is enthusiastic in the FC. Problem with her is availability. I am supposed to see her again tomorrow or the next day but she hasn't been around much. She still sends me pics, and so I want to go back for more, but she's probably not going to be a regular. Stripper baby number 2 has already gone. We had a great trip to the FC, then we went to dinner a couple of nights later and she begged off, saying it was that time of the month. She texted a couple of days later saying $$ a week wasn't helping enough with her bills (she is barely working), and so I had to cut her loose.

Fortunately my newlywed SB is very reliable, and my BC baby has totally stepped up her game. I really thought she was heading straight to BP, but she's gotten a regular job and when she came by the other night seemed much more SB than UTR.

Last note is on my generic intro letter. I go back and forth between mentioning an amount and not. I used to put $ in, then for a while I didn't reference it at all. A few days ago I sent 4 out mentioning $. 2 and got positive responses from three out of four. I'm meeting one this afternoon and another for dinner tomorrow, working on a time for the third. Not a scientific sample size, but makes me wonder if there isn't a big difference psychologically for them being even a little above $.

[HollywoodGuy]

For anyone that reads my posts you know I normally chase spinners. And I am going to keep doing that. But lately I have been targeting girls that are thicker. They still have to be toned and not too big on top. I really am an A and B cup kind of guy or at most a small C. The D and bigger just doesn't float my boat. Also this pretty much keeps me from visiting fakeboobland.com

No matter the size, they got to have some nice nipples to pinch, right?

And maybe they aren't 8's or 9's. More like 7's. The response rate has been crazy. Still young of course and not AA. There are so many more AA spinners that there is no reason to ever go bigger. These are mostly Latina, mixed or white. Asian is always difficult on any level and I really don't spend much time pursuing them.

Anyway just an FYI on that. So far I hooked up with 2 in the last 2 weeks. One is already gone and the other one is still in the batting order for now. Here are a few I am chatting up. I only add the pics here as an example not as conquests.

[JZLizard]

Don't shoot heroin with your SB!

Makes you wonder what made that seem like a good idea, doesn't it?

[LikeMike1963]

Don't shoot heroin with your SB!

I mentioned the Tichelman case briefly in #6730 but I don't think this particular video has been posted.

It's funny how the definition of a SB differs among different people. Sugartits said the difference between an escort and an SB are that the escort gets paid to leave and the SB gets paid to stay! LOL.

I guess it's that difference in perception that makes all of this possible. There is probably some truth in what she said, and she did say she limits her dates to people she truly cares for and that cares for her, so in some ways her definition overlaps my own.

This girl is almost thirty. I'd gift her probably in the $150-200 range depending on performance.

Great find, BTW, thanks for the post.

[JZLizard]

Don't know if anyone posted this. Interesting video.

http://www.cnn.com/video/data/2.0/vi...html?hpt=hp_c3

I mentioned the Tichelman case briefly in #6730 but I don't think this particular video has been posted.

It's funny how the definition of a SB differs among different people. Sugartits said the difference between an escort and an SB are that the escort gets paid to leave and the SB gets paid to stay! LOL.

I guess it's that difference in perception that makes all of this possible. There is probably some truth in what she said, and she did say she limits her dates to people she truly cares for and that cares for her, so in some ways her definition overlaps my own.

This girl is almost thirty. I'd gift her probably in the $150-200 range depending on performance.

Great find, BTW, thanks for the post.