"Sugarbabies" / "Arrangements" Amateurs or Not?

[SkinJr]

As the title says, I'm an idiot. The bowl is consuming way too much of my time, energy, and attention. Its affecting everything I do. But I can't stop.

As I type this, I'm waiting for a NP 27 year old to meet me in ten minutes at my hotel room. The reason I am stupid is that she works in an office where I sort of know people, and I definitely know people in the office next door to her. So I'm probably screwing up in the long run. Details;.

27 year old divorcee blonde / blue from SA, supposedly her account was setup by a friend who met a guy one town over using SA and they fuck regularly now. She's okay looking in the face and has a decent body. I think she hasnt had many lovers. She married real young and hasnt been divorced very long. She was very reserved till I asked to kiss her on the m / g and now she is talking shit and sending pics. Oh, she claims she has never orgasmed from sex. We will see.

22 year old half latina with 3 year old son from SA, set her account up to meet a man after dealing with boys. Before she gave birth she was probably a hard 9 body wise. She is still small, has a killer ass, but her boobs show the wear. Face is pretty but her front two teeth are crooked. Been talking for a couple weeks and met for lunch last week. We clicked and she was ready to move on to the next step. I got her into the FC yesterday afternoon and shocked her. Immediately I started eating that pussy and she came several within 20 minutes before I even attempted to fuck her. I banged her hard for 30 minutes then stopped and eat her again while finger blasting her. She squirted on me three times. Then I fucked her again for 30 minutes till she begged me to stop. After a little break I eat that pussy again for awhile till she begged me to stop cause her pussy was beat. She tried sucking me off but I finally rolled her over and busted a nut on her ass. Cleaned her up, talked for a bit, and she was ready to go. Never asked about money. I gave her some as she walked out. She's getting a new apartment Sunday and I'm invited any day I want.

More to detail but my sb is here.

[FotoGuy1970]

My current SB contacted a friend of hers who is totally up for joining us for a threesome. The friend is very attractive and my SB assures me that her friend is at the same level of sexuality as she herself is. And since my SB is the girl who got me to fucking her like I was 20 years old again, I think I may die of a heart attack this weekend, but at least I'll die a very happy man!

If I survive the experience, I'll post an update this weekend (and maybe some pics.).

[FredMoore]

I decided to forgo the unsure younger girls for tonight's outing and go with a sure trip to the FC. The woman is 38 has two kids, but is also a workout instructor and has a solid hard body, likes sex and a very pretty face. She is also blonde. .

I feel like this is a woman of an age group that I could likely easily score in the civi world, although it would be a challenge as for her age group, she is top notch. Nonetheless, I am curious as to others thoughts on paying for these types with the over abundance of true sugar babies out there? Is this a foolish move? I'm confident it will be a night of wild sex ahead of me, but she's also not 22 and innocent and that is a part of this game most of us enjoy the most.
Just curious as to what other's thoughts are on this? And if you've engaged in the older ladies in your quest for sugar dating.

It is strange that I consider a woman 30 yrs my junior an "older "woman. I might try some of these girls since the 18 to 22 yr olds are so flighty. I have not had good luck with this age so far. Many are a little less fit and more cynical. I also like the impressionability in the younger age. Actually my sweet spot is 26 to 28.

If you are attracted to the SB, no matter the age, and she is a sexual experience then I would leave no vagina un penetrated.

[John G Smith]

The age-old practice of banging the help is oh so convenient, but fraught with hazard. This girl has access to your papers, can get into your stuff, and has you by the balls literally and figuratively. If she is so inclined she could sue you for sexual harassment and write her own check. Not to mention wreck your home life if you have one. Having said that I am jealous that you have what I would like to have, an "In House " FB.

As you pointed out there's risks. But she's not an official employee. There's zero paperwork tying her to my business and I pay her under the table. And the job was from a CL post so I can claim it was just informal role-playing or modeling and that she was never a real employee or worker. I have a small business and I own it, so I don't have to worry about other co-workers.

Also I'm a pretty good judge of personalities and took certain things slow, I could tell she's not the type of person to cause trouble in my home life unless I blatantly mistreat her or something. And she's the type of person to not ask questions about certain things, so she doesn't dig into my business unless I choose to tell her something. Obviously she knows my real identity and can probably piece certain things together, but I have enough on her as well to back her off if for some reason she starts causing trouble.

But I've been very nice to her, I haven't been pushy or tried to force her to do things she didn't want to do. I took things slow. As mentioned I've also taught her quite a few legit job skills, so she has a better chance of getting a real job at somepoint.

So far it's smooth sailing. And when it's time to end things, I'll help her find a real job and just say I have to tighten my budget. But yes, it goes without saying that I don't recommend trying to pull this off unless you have all the stars align up correctly, otherwise you could be in a world of trouble.

[DogSun]

So it's start of the new month so it's time to do another update.

CL Assistant.

I've been keeping this girl close to my vest. I met her about a month ago. She's 20 and a petite little blond. I did a job posting for someone to do small jobs around my office. I thought it would be nice to have some company around the office and depending on the responses I might get a young willing but normal girl. I interviewed a few people and then I found this girl. Honestly it was like straight out of those casting couch porn videos. I ran the interview legit for the first half and then I got a bit suggestive in the latter half. By the end of this interview this petite little blond was giving me a HJ while I was sucking on her small firm tits. This was part of the "interview" so I didn't pay her a penny. I of course hired her. I'm paying her twice the minimum-wage, but that's still way less than what I'd normally give a SB. She comes in 2-3 times a week for a few hours. I give her a few odd jobs to do and toward the end of her shift she makes me happy. At first I was just giving her busy work, but she actually has a decent head on her shoulders so I've been gradually giving her more real tasks. She's a very cute and nice girl (though a little distant sometimes), it's just she has a fucked up home life. I give her flexible hours and it's a casual work environment so it seems to fit with what she's looking for right now. Plus I'm teaching her some new job skills. I doubt she's even heard of the Sugar daddy / sugar baby world otherwise she probably wouldn't be working for me, LOL. But it's been great the last several weeks. No matter the ups and downs with my regular SBs, my CL Assistant has been there to take care of business 2-3 times a week for a fraction of the costs. She never flakes and always gives me a heads up if she needs to reschedule. I'm tempted to have her help me balance / schedule my other SBs, LOL.

I'm curious what kind of suggestive language you used that led up to this. I must admit, that took some balls.

[Dolato]

I decided to forgo the unsure younger girls for tonight's outing and go with a sure trip to the FC. The woman is 38 has two kids, but is also a workout instructor and has a solid hard body, likes sex and a very pretty face. She is also blonde. .

I feel like this is a woman of an age group that I could likely easily score in the civi world, although it would be a challenge as for her age group, she is top notch. Nonetheless, I am curious as to others thoughts on paying for these types with the over abundance of true sugar babies out there? Is this a foolish move? I'm confident it will be a night of wild sex ahead of me, but she's also not 22 and innocent and that is a part of this game most of us enjoy the most.

Just curious as to what other's thoughts are on this? And if you've engaged in the older ladies in your quest for sugar dating.

If you're looking for the sure trip to the FC, definitely go with a women that knows what she wants. Sure you could likely score with a woman in her age group, but I think one of the appeals with the sugar bowl is that the cpo is much less and you don't have to deal with the other negatives of civi dating ie attachments and expectations towards a ring in the future.

Every day there's a new group of girls turning 18. They'll always be there for you. I think a 38 year old woman with a solid body and knows what to do in the FC is golden and can be worth your pursuit.

[DirtyDeeds38]

I decided to forgo the unsure younger girls for tonight's outing and go with a sure trip to the FC. The woman is 38 has two kids, but is also a workout instructor and has a solid hard body, likes sex and a very pretty face. She is also blonde. .

I feel like this is a woman of an age group that I could likely easily score in the civi world, although it would be a challenge as for her age group, she is top notch. Nonetheless, I am curious as to others thoughts on paying for these types with the over abundance of true sugar babies out there? Is this a foolish move? I'm confident it will be a night of wild sex ahead of me, but she's also not 22 and innocent and that is a part of this game most of us enjoy the most.

Just curious as to what other's thoughts are on this? And if you've engaged in the older ladies in your quest for sugar dating.

[JZLizard]

The age-old practice of banging the help is oh so convenient, but fraught with hazard. This girl has access to your papers, can get into your stuff, and has you by the balls literally and figuratively. If she is so inclined she could sue you for sexual harassment and write her own check. Not to mention wreck your home life if you have one. Having said that I am jealous that you have what I would like to have, an "In House " FB.

Some of the best advice yet in this forum. The sexual harassment threat has become such a fact of life that almost NOBODY with any assets to lose dares to even think about doing this anymore, and anyone with a wife or girlfriend to lose, the threat is compounded many times over.

I personally decided a long time ago to take it a step further and never, under any circumstances bang a co-worker (I don't care how hot she is). This has nothing to do with being concerned about corporate policies or whatever, it's the simple fact that it's too hard to get away from them when it's time to move on. If you want her that bad, change jobs first and then bang her.

[DirtyDeeds38]

Recharged my account yesterday. (It's freakin $69 for the month on SA now? Or was the $59 cause it was my first month last time) Sent out about two dozen emails. Nothing. For a bit and then BAM, like a tidal wave of young girls, I get slammed. Now I'm juggling 4 girls all willing to meet, two are sure bets to the FC! Two are playing the "I'm a good girl and won't have sex right away" but as they text me more and more, it becomes apparent they likely are willing to. LOL. One girl took down her profile having a moral dilemma and said she wasn't going through with it, then this morning texts me and says she will meet for dinner and asks if I have any diseases. Hahaha. Then she asks about what type of sex I have and if I have any weird fetishes. So you know she anticipating it going there.

A third woman is 38, but hot as fuck and agreed unless there is chemistry, we are hitting the FC. And a third, divorced 25 year old half black, half Native American also agreed to FC. And this girl is an easy 9.

Plus getting more and more emails back now. So hard to keep up. We need a secretary. LOL.

[FredMoore]

So it's start of the new month so it's time to do another update.
CL Teacher.

She went radio silence last week and didn't respond to a couple of my texts. But unlike before, this time I didn't panic at all because now I know she has a boyfriend. Toward the end of the week I did a little FB peeking and it turned out her boyfriend was in town for the week.

CL MILF.

She was doing the same identical thing as my CL Teacher except she was just way more upfront about it. I think she's just free spirited, likes me (we exchanged pictures), and probably isn't entirely happy with her boyfriend. Honestly I don't feel as bad cheating on my SO now that I'm seeing all these girls cheating on their boyfriends, LOL.

CL Assistant.

I've been keeping this girl close to my vest. I met her about a month ago. She's 20 and a petite little blond. I did a job posting for someone to do small jobs around my office. I thought it would be nice to have some company around the office and depending on the responses I might get a young willing but normal girl. I interviewed a few people and then I found this girl. Honestly it was like straight out of those casting couch porn videos. I ran the interview legit for the first half and then I got a bit suggestive in the latter half. By the end of this interview this petite little blond was giving me a HJ while I was sucking on her small firm tits. This was part of the "interview" so I didn't pay her a penny. I of course hired her. I'm paying her twice the minimum-wage, but that's still way less than what I'd normally give a SB. She comes in 2-3 times a week for a few hours. I give her a few odd jobs to do and toward the end of her shift she makes me happy. At first I was just giving her busy work, but she actually has a decent head on her shoulders so I've been gradually giving her more real tasks. She's a very cute and nice girl (though a little distant sometimes), it's just she has a fucked up home life. I give her flexible hours and it's a casual work environment so it seems to fit with what she's looking for right now. Plus I'm teaching her some new job skills. I doubt she's even heard of the Sugar daddy / sugar baby world otherwise she probably wouldn't be working for me, LOL. But it's been great the last several weeks. No matter the ups and downs with my regular SBs, my CL Assistant has been there to take care of business 2-3 times a week for a fraction of the costs. She never flakes and always gives me a heads up if she needs to reschedule. I'm tempted to have her help me balance / schedule my other SBs, LOL.

This shows that nothing is sacrosanct. Your girls are out there cheating on their guys with you and vice versa. Monogamy is rare.

The age-old practice of banging the help is oh so convenient, but fraught with hazard. This girl has access to your papers, can get into your stuff, and has you by the balls literally and figuratively. If she is so inclined she could sue you for sexual harassment and write her own check. Not to mention wreck your home life if you have one. Having said that I am jealous that you have what I would like to have, an "In House " FB.

I am continuing on my saga to bag $ girls and it is very difficult UTR. If I were available to take them out for dinner, drinks, and fun times it would be so easy, but trying to talk them into the FC for $ is definitely transactional.

[HollywoodGuy]

Part of the problem is the girls in our preferred range (18-22) are just so damn flaky and they don't know what they want. Also a lot of these girls are just out for a new experience and then once they got it, they move on to something else.

Though another factor that might be playing into your low retention rate with first rate NPs is your $ offer. You've got the skills to get a lot of girls to the FC with $ and it helps keep your costs under control. But it's possible with the $ offer, you're getting easily outbid by the next legit SD that contacts her. Some of the girls pictures you've posted here are smokin and I could see another LA dude giving them 2-4 x the amount you're giving them. So then it comes down to what other intangibles are you giving to the SB that will cause her to turn down more green from some other SD.

But then again if you're still getting a steady flow of NPs to the FC (one per week), then you have one of those good problems, LOL. But if you find a fresh SB / NP that you liked to hold on to a little longer, then you may need to sell her on a dream or add a bit of mystery (ie. Be less direct on what the monthly allowance is), so she feels there's more out there than just the $ It might help prevent from getting outbid easily.

I think another advantage of me being on CL lately is that the ratio of legit SDs to creepers / weirdos is much more in my favor. On CL if you do it right, it's hard to get easily outbid because there's just so many freaks on there and it can be difficult getting a SD ad on there that doesn't get flagged. Whereas on a SD site, there are more legit SDs and less crap because SDs have to pay real money to send messages. So a girl on a SD site may receive a legit offer every day or two. With CL it doesn't cost anything to post, so there's just so much crap. Most girls once they've gotten a legit offer from someone they met on CL, they stay content longer because they don't want to quickly jump back into that cesspool. On average I'm offering a little more than $ to my CL girls but not much more and it fluctuates. When I give girls the same amount on SA / SDF M I usually get the same results as you. One and done unless they're a Nando1.

It's funny because the one out of 14 that turned into a regular is from CL. Also I have averaged 24 trips to the FC per month since the first of the year at an average cost of $.2 per trip. So I have to keep the cost down or go broke. And like you say many are just looking for an experience or some short term fast cash. Also I ditched a few due to below my standards. If I was only doing say 12 trips a month I could double my offer, but me too horny for that. LOL.

[John G Smith]

So it's start of the new month so it's time to do another update.

CL Teacher.

She went radio silence last week and didn't respond to a couple of my texts. But unlike before, this time I didn't panic at all because now I know she has a boyfriend. Toward the end of the week I did a little FB peeking and it turned out her boyfriend was in town for the week. And then literally a few hours after he left town, she texted me, haha. So basically it confirmed when she goes radio silent, it's usually when she's with her boyfriend. It's probably how she compartmentalizes it. I'm just happy that she keeps coming back. So even though we haven't seen each other in a couple of weeks, we're still doing good. I should be seeing her again within the next couple of days.

CL Student.

This girl I have been playing the super long game with. I mentioned her once before a couple of months ago. She's a 21 AA university student. Never had a SD, only had one boyfriend. We've been texting each other for over 6 months now (about the same length as the CL Teacher). But we've been just text buddies. She lives over a hour away and had a very busy schedule with school. So we haven't even met yet, but she gives me pictures regularly. My plate has been pretty full and I didn't feel like driving to her, so I've been okay with the snail's pace. Plus she's genuinely attracted to me and no money has been involved, so it's a nice ego stroke to flirt with a very cute 21 AA who's into me. Well anyway school is out, so she finally has time to come up and see me this week. I'm very curious how this will go. She's petite, skinny, but with big tits and nice ass. But as mentioned she's inexperienced so there's always a chance she could get cold feet or become awkward. Still I'm looking forward to cashing in my chips. I've been slow cooking this girl for 6 months, but experiencing a fresh girl like this should hopefully be worth it.

CL Latina.

This is the Latina I had some office fun with the other week. It was really a random thing. Went from messaging her to banging her in about 6-7 hour time-frame. It was fun but I could tell she probably got caught-up in the moment and might have second thoughts later. Well that's exactly what happened. A few days later she told me this type of thing wasn't for her. I was a little bit disappointed because it was nice to have a freaky / aggressive girl in my stable. My CL Teacher is more the passionate type. But this girl also needed help with some bigger bills, which I couldn't do. So in the end, it probably wasn't worth it to her. But it's definitely true if you can act fast and even schedule the M&G the same day as first contact, you may sometimes get lucky to catch girls on an impulse fuck. The downside of course is that it's most likely going to be a one and done thing.

CL MILF.

I recently started talking to this woman in her 30's on CL about a job posting. Even though she's MILF-aged, she doesn't actually have kids. She's dirty blond, fit and a hour glass frame. She looks absolutely amazing for her age but of course not having kids I'm sure helps. Anyway, we were talking about unrelated work and I started flirting a bit. I casually mentioned instead of doing this job she should come see me and I'll give her 6 x the pay. She was cautious at first but then gave me her Facebook so we could chat on there (oh civies, LOL). She clearly had a boyfriend and told me once her boyfriend goes out of town, we should hookup. She was doing the same identical thing as my CL Teacher except she was just way more upfront about it. She's not a UTR because a UTR wouldn't so easily suggest being FB friends. I think she's just free spirited, likes me (we exchanged pictures), and probably isn't entirely happy with her boyfriend. Honestly I don't feel as bad cheating on my SO now that I'm seeing all these girls cheating on their boyfriends, LOL.

CL Assistant.

I've been keeping this girl close to my vest. I met her about a month ago. She's 20 and a petite little blond. I did a job posting for someone to do small jobs around my office. I thought it would be nice to have some company around the office and depending on the responses I might get a young willing but normal girl. I interviewed a few people and then I found this girl. Honestly it was like straight out of those casting couch porn videos. I ran the interview legit for the first half and then I got a bit suggestive in the latter half. By the end of this interview this petite little blond was giving me a HJ while I was sucking on her small firm tits. This was part of the "interview" so I didn't pay her a penny. I of course hired her. I'm paying her twice the minimum-wage, but that's still way less than what I'd normally give a SB. She comes in 2-3 times a week for a few hours. I give her a few odd jobs to do and toward the end of her shift she makes me happy. At first I was just giving her busy work, but she actually has a decent head on her shoulders so I've been gradually giving her more real tasks. She's a very cute and nice girl (though a little distant sometimes), it's just she has a fucked up home life. I give her flexible hours and it's a casual work environment so it seems to fit with what she's looking for right now. Plus I'm teaching her some new job skills. I doubt she's even heard of the Sugar daddy / sugar baby world otherwise she probably wouldn't be working for me, LOL. But it's been great the last several weeks. No matter the ups and downs with my regular SBs, my CL Assistant has been there to take care of business 2-3 times a week for a fraction of the costs. She never flakes and always gives me a heads up if she needs to reschedule. I'm tempted to have her help me balance / schedule my other SBs, LOL.

[John G Smith]

I am trying to go slower with the obviously first rate NP's. So far nothing lasting. LOL. I have been to the FC with 14 new girls this year and only one is still left. I also did 8 M & G's at coffee shops that went nowhere. So averaging about one new girl a week.

Part of the problem is the girls in our preferred range (18-22) are just so damn flaky and they don't know what they want. Also a lot of these girls are just out for a new experience and then once they got it, they move on to something else.

Though another factor that might be playing into your low retention rate with first rate NPs is your $ offer. You've got the skills to get a lot of girls to the FC with $ and it helps keep your costs under control. But it's possible with the $ offer, you're getting easily outbid by the next legit SD that contacts her. Some of the girls pictures you've posted here are smokin and I could see another LA dude giving them 2-4 x the amount you're giving them. So then it comes down to what other intangibles are you giving to the SB that will cause her to turn down more green from some other SD.

But then again if you're still getting a steady flow of NPs to the FC (one per week), then you have one of those good problems, LOL. But if you find a fresh SB / NP that you liked to hold on to a little longer, then you may need to sell her on a dream or add a bit of mystery (ie. Be less direct on what the monthly allowance is), so she feels there's more out there than just the $ It might help prevent from getting outbid easily.

I think another advantage of me being on CL lately is that the ratio of legit SDs to creepers / weirdos is much more in my favor. On CL if you do it right, it's hard to get easily outbid because there's just so many freaks on there and it can be difficult getting a SD ad on there that doesn't get flagged. Whereas on a SD site, there are more legit SDs and less crap because SDs have to pay real money to send messages. So a girl on a SD site may receive a legit offer every day or two. With CL it doesn't cost anything to post, so there's just so much crap. Most girls once they've gotten a legit offer from someone they met on CL, they stay content longer because they don't want to quickly jump back into that cesspool. On average I'm offering a little more than $ to my CL girls but not much more and it fluctuates. When I give girls the same amount on SA / SDF M I usually get the same results as you. One and done unless they're a Nando1.

[FotoGuy1970]

Saw a new girl in my area on SDT so made contact. She responded back pretty quickly, and we texted back and forth through the day. 19, petite, blonde hair, very fucking cute. Never did this before, really nervous about it all, but needed money as soon as possible (she's a young mom). She asked for more than my initial offer, so I gave her the option of an overnight later in the week with myself and my brand new SB I detailed in my last report. She was interested, but asked if we could do an overnight that night with just me, she needed the money ASAP. I agreed, picked her up, took her to the hotel for the night.

She was very much a girl next door type, obviously nervous but she calmed down once we met and talked. Not as affectionate and sexual as I would have liked, but she's just a young woman with admittedly not much experience, so I can understand why she wasn't delivering much of a GFE, certainly not a PSE. Not sure if we'll see each other again or if this was just a one time thing for her. I'm still hoping I can get her and my free spirit SB together for a threesome, but we shall see.

[HollywoodGuy]

You might so try collarspace (dot) com. It's the former collarme.

I applaud your outside the box. Happy hunting!

Tried that a little in the past. Seems like most of the profiles were inactive. I can barely keep up with SD4 M.