"Sugarbabies" / "Arrangements" Amateurs or Not?

[Rouleur]

I knew I was in trouble at the end of my most recent SB season when I met an unforgettable 10. When my GF returned from her travels, all I could think about is how could I find a way to put my GF back on that plane for a couple of weeks so I could continue my SB festival just a little bit longer.

When it was over, it took me a full month to fully recover, to remind myself why I was in this relationship in the first place, and to pull myself together / snap out of "the zone" and start enjoying the companionship I get out of my relationship again.

The bowl is extremely addictive, and will ruin your life if you allow it to. It's just like gambling, alcohol, drugs, sex, etc. In the sense that if done to excess and without a control factor, it will leave you penniless and without anyone in your life that really cares about you. I'm actually lucky that I have something of an automatic control factor that forces me to stop after a fixed period of time and resume my normal life. I suspect most folks have something similar (I. E. a wife that gets suspicious and limits activities, or kids to raise etc). If you don't have something like this to help you stop for extended periods of time, I would suggest just quitting cold turkey for at least 1-2 months, going dark and shutting down accounts, discontinuing existing contacts etc. Then start back up when you feel you have a handle on it.

You'd be surprised how many of those SBs are still there and available when you return. This past season I reconnected with a number of girls I had talked to the year before but never met, and yep you guessed it they are still interested. As others have said here, there is a constant flow of them, they aren't going away. Then if you start feeling a sense of addiction, go dark again, wait a month or two, and just keep doing it until your mind is accustomed to the start / stop cycle.

I've been meaning to write a little bit on the subject of holding our lives / marriages / jobs, etc. Whatever together while playing in the bowl. Recently I saw a TV show discuss a website called "RentAGent" where these cougars could hire stud-muffin GQ type guys for dates, or to clean their house shirtless or whatever (but no sex supposedly or the dude is fired). Sort of like an SB cub site for cougars. One of the more insightful comments was from a woman who said that the women who use this site need to be careful, because once they start surrounding themselves with these "perfect" men, they are setting a new standard for companionship for themselves that is unachievable in real dating, thus they are basically excluding themselves from ever finding someone who will truly make them happy.

It's a similar thing with the sugar bowl. Have fun and get your dick wet in some nice young pussy but jump back to reality every now and then to take care of life, or as the more trite saying goes play the sugar bowl and don't let the bowl play you.

I am, perhaps, one of those Men who could easily fall down the Sugar Hole and struggle to return to any sense of normal relationship. I'm divorced, financially comfortable where I don't have a work schedule to keep me preoccupied, kids are with the Ex, and I've had a vasectomy. LOL Oh, by the way, Las Vegas is my playground and the playground is in my back yard. There are so many SB's here in Vegas and I seem determined to meet all of them.

[JZLizard]

The longest I can go is about 3 days without sex before I get a very bad pain in the lower abdomen. No SO and jerking off is not an option. Too empty.

Have you gotten checked out for hernia? Quite common in athletes over 40 and pain can be in lower abs or nuts or both or neither.

And if I lived in L. A. and could afford to be a full time SD, I'm not sure I would have a regular GF at all (although in my case I'm not sure I would be happier that way). Sex isn't that exciting with the same person over and over but a relationship can be satisfying in ways that makes up for lack of variety, especially when you get an occasional vacation to sow the wild oats.

[Brian139]

Honestly I don't feel as bad cheating on my SO now that I'm seeing all these girls cheating on their boyfriends, LOL.

Good job but don't close your eyes on your SO either, you don't know. Those BFs also did not know!

[HollywoodGuy]

I knew I was in trouble at the end of my most recent SB season when I met an unforgettable 10. When my GF returned from her travels, all I could think about is how could I find a way to put my GF back on that plane for a couple of weeks so I could continue my SB festival just a little bit longer.

When it was over, it took me a full month to fully recover, to remind myself why I was in this relationship in the first place, and to pull myself together / snap out of "the zone" and start enjoying the companionship I get out of my relationship again.

The bowl is extremely addictive, and will ruin your life if you allow it to. It's just like gambling, alcohol, drugs, sex, etc. In the sense that if done to excess and without a control factor, it will leave you penniless and without anyone in your life that really cares about you. I'm actually lucky that I have something of an automatic control factor that forces me to stop after a fixed period of time and resume my normal life. I suspect most folks have something similar (I. E. a wife that gets suspicious and limits activities, or kids to raise etc). If you don't have something like this to help you stop for extended periods of time, I would suggest just quitting cold turkey for at least 1-2 months, going dark and shutting down accounts, discontinuing existing contacts etc. Then start back up when you feel you have a handle on it.

You'd be surprised how many of those SBs are still there and available when you return. This past season I reconnected with a number of girls I had talked to the year before but never met, and yep you guessed it they are still interested. As others have said here, there is a constant flow of them, they aren't going away. Then if you start feeling a sense of addiction, go dark again, wait a month or two, and just keep doing it until your mind is accustomed to the start / stop cycle.

I've been meaning to write a little bit on the subject of holding our lives / marriages / jobs, etc. Whatever together while playing in the bowl. Recently I saw a TV show discuss a website called "RentAGent" where these cougars could hire stud-muffin GQ type guys for dates, or to clean their house shirtless or whatever (but no sex supposedly or the dude is fired). Sort of like an SB cub site for cougars. One of the more insightful comments was from a woman who said that the women who use this site need to be careful, because once they start surrounding themselves with these "perfect" men, they are setting a new standard for companionship for themselves that is unachievable in real dating, thus they are basically excluding themselves from ever finding someone who will truly make them happy.

It's a similar thing with the sugar bowl. Have fun and get your dick wet in some nice young pussy but jump back to reality every now and then to take care of life, or as the more trite saying goes play the sugar bowl and don't let the bowl play you.

The longest I can go is about 3 days without sex before I get a very bad pain in the lower abdomen. No SO and jerking off is not an option. Too empty.

[JZLizard]

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.

I knew I was in trouble at the end of my most recent SB season when I met an unforgettable 10. When my GF returned from her travels, all I could think about is how could I find a way to put my GF back on that plane for a couple of weeks so I could continue my SB festival just a little bit longer.

When it was over, it took me a full month to fully recover, to remind myself why I was in this relationship in the first place, and to pull myself together / snap out of "the zone" and start enjoying the companionship I get out of my relationship again.

The bowl is extremely addictive, and will ruin your life if you allow it to. It's just like gambling, alcohol, drugs, sex, etc. In the sense that if done to excess and without a control factor, it will leave you penniless and without anyone in your life that really cares about you. I'm actually lucky that I have something of an automatic control factor that forces me to stop after a fixed period of time and resume my normal life. I suspect most folks have something similar (I. E. a wife that gets suspicious and limits activities, or kids to raise etc). If you don't have something like this to help you stop for extended periods of time, I would suggest just quitting cold turkey for at least 1-2 months, going dark and shutting down accounts, discontinuing existing contacts etc. Then start back up when you feel you have a handle on it.

You'd be surprised how many of those SBs are still there and available when you return. This past season I reconnected with a number of girls I had talked to the year before but never met, and yep you guessed it they are still interested. As others have said here, there is a constant flow of them, they aren't going away. Then if you start feeling a sense of addiction, go dark again, wait a month or two, and just keep doing it until your mind is accustomed to the start / stop cycle.

I've been meaning to write a little bit on the subject of holding our lives / marriages / jobs, etc. Whatever together while playing in the bowl. Recently I saw a TV show discuss a website called "RentAGent" where these cougars could hire stud-muffin GQ type guys for dates, or to clean their house shirtless or whatever (but no sex supposedly or the dude is fired). Sort of like an SB cub site for cougars. One of the more insightful comments was from a woman who said that the women who use this site need to be careful, because once they start surrounding themselves with these "perfect" men, they are setting a new standard for companionship for themselves that is unachievable in real dating, thus they are basically excluding themselves from ever finding someone who will truly make them happy.

It's a similar thing with the sugar bowl. Have fun and get your dick wet in some nice young pussy but jump back to reality every now and then to take care of life, or as the more trite saying goes play the sugar bowl and don't let the bowl play you.

[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.