"Sugarbabies" / "Arrangements" Amateurs or Not?

[NUG33]

So, some of you Big Bossmen Daddies have unlimited funds out there, BUT for the rest of us junior daddies still making a living, I came up with an easy budgeting solution for my bowl expenses. I laid out a normal household budget, then figured out how much I could spend on the bowl, outside of normal expenses and savings. Then I setup a separate bank account with local small bank, and put my address as my work address. So no materials ever go to house. Now here's the key...I setup direct deposit for a specific amount out of my bi-weekly paycheck to go directly into the separate account. My SO has no idea and never looks at my paystub (I shred it when I get it). Also, no awkward explanations about large cash withdrawals or purchases on our joint account or CC's purchases to Victoria Secret or anything.

If there's money in the bowl account, have fun. If not, take some time off till you replenish the funds. But have discipline, and never steal from your "normal" account. Now here's the funny thing, if you have a regular sugar baby on allowance, she'll know payday better then you. My ATF RN-student loved payday weekend. Little history, met hot 21 YO white 8/9/10/9 off Craigslist about 8 months ago. She spoiled me for all other babies that have followed. Lived alone and was on my way to work. So I dropped by her place almost every morning and sometimes after work, spent an hour or two waking her and me up, by filling her holes, then headed to work or home. BUT payday was not only when she got her allowance, but we also made it a tradition to go somewhere nice that weekend. Whether to the beach for a night if I could sneak away, or just a really nice dinner and movie. She knew she would get a nice date, and the sex those nights were always extra special, mainly because she was a little tipsy and open-minded. Unfortunately, she recently graduated and moved north to be close to family, and I miss her dearly...

But anyways, I still follow my method. No money in the bowl fund, then wait till next payday. No exceptions. I also use the bowl money for other things I don't want to get asked about, like visits to strip club, etc..

[HollywoodGuy]

First of all, the diversity of the members on this forum is incredible. Someone did a survey not too long ago asking where everyone was located. Seems like every section of the good old US of A was represented. Amazing.

I don't post much in this forum, though have been dabbling in the bowl for about a year and half. Had two great twenty-something SBs for my first experiences. Both had skills that blew (pun intended) my mind. Both were students and as that situation often presents itself with terminal circumstances (graduate and move away, etc) they have left the fold. Last summer I made the acquaintance through SA of a 46 year old MILF. This woman is amazing. She's had kids but through the magic of cesarean, she is as tight as a 26 year old. She's in the midst of a nasty divorce so sometimes the conversations when we are together (about three times a month) slide into that. But I listen (been through one of those myself!) and it helps with the bonding we all seek as opposed to a pro provider. She has a manic sex drive that I find hard (pun intended again) to keep up with. But I please her and she pleases me. Nothing, and I mean NOTHING, is off limits to her sexually speaking.

So here's my problem. She has told me that she is very, very bi-curious and wants to explore this with me in a FMF threesome. Yes. There is a God, right!! I've told her that this is every man's fantasy of course. So she is wanting this as much for me as for herself. But where do we find this elusive third party. CL is full of crazies and wackos, the only lesbian night spot in this part of the world is Babe's (those of you who know this area of VA know what that is) but you can only find butch dykes there. I know. Had Sunday brunch there one time years ago with my SO at the time and there was not a fem / girly-girly in sight (which is obviously what we are both looking for).

I am jealous of the SDs out there whose SBs are already bi-experienced and can dig up the occasional third party. But what is a desperate SD to do in this situation.

HELP! Comments, suggestions, advice.

ASL.

The girl always has to pick the girl. And then you"re expected to be grateful. LOL.. When I was young I did a few of these (my first wife was bi). I actually have a pair of roommates that I have done both separately, and once sorta together (made out with one while the other sucked me off). But I am only into one of them, so I am passing on the opportunity.

But good luck on hoping your taste in women is the same as your partners.

[Revvo]

First of all, the diversity of the members on this forum is incredible. Someone did a survey not too long ago asking where everyone was located. Seems like every section of the good old US of A was represented. Amazing.

I don't post much in this forum, though have been dabbling in the bowl for about a year and half. Had two great twenty-something SBs for my first experiences. Both had skills that blew (pun intended) my mind. Both were students and as that situation often presents itself with terminal circumstances (graduate and move away, etc) they have left the fold. Last summer I made the acquaintance through SA of a 46 year old MILF. This woman is amazing. She's had kids but through the magic of cesarean, she is as tight as a 26 year old. She's in the midst of a nasty divorce so sometimes the conversations when we are together (about three times a month) slide into that. But I listen (been through one of those myself!) and it helps with the bonding we all seek as opposed to a pro provider. She has a manic sex drive that I find hard (pun intended again) to keep up with. But I please her and she pleases me. Nothing, and I mean NOTHING, is off limits to her sexually speaking.

So here's my problem. She has told me that she is very, very bi-curious and wants to explore this with me in a FMF threesome. Yes. There is a God, right!! I've told her that this is every man's fantasy of course. So she is wanting this as much for me as for herself. But where do we find this elusive third party. CL is full of crazies and wackos, the only lesbian night spot in this part of the world is Babe's (those of you who know this area of VA know what that is) but you can only find butch dykes there. I know. Had Sunday brunch there one time years ago with my SO at the time and there was not a fem / girly-girly in sight (which is obviously what we are both looking for).

I am jealous of the SDs out there whose SBs are already bi-experienced and can dig up the occasional third party. But what is a desperate SD to do in this situation.

HELP! Comments, suggestions, advice.

ASL.

Welcome brother. I am not that experienced in this a area but let me tell you what I have learned from my friends who have done this.

Let your SB do the looking. She will be much more able to put out the right vibe and attract the women.

And still I would craft a good ad on craigslist coming from her again. Then you can screen them together.

Enjoy. And keep writing.

Revvo.

[AllSeasonLv]

First of all, the diversity of the members on this forum is incredible. Someone did a survey not too long ago asking where everyone was located. Seems like every section of the good old US of A was represented. Amazing.

I don't post much in this forum, though have been dabbling in the bowl for about a year and half. Had two great twenty-something SBs for my first experiences. Both had skills that blew (pun intended) my mind. Both were students and as that situation often presents itself with terminal circumstances (graduate and move away, etc) they have left the fold. Last summer I made the acquaintance through SA of a 46 year old MILF. This woman is amazing. She's had kids but through the magic of cesarean, she is as tight as a 26 year old. She's in the midst of a nasty divorce so sometimes the conversations when we are together (about three times a month) slide into that. But I listen (been through one of those myself!) and it helps with the bonding we all seek as opposed to a pro provider. She has a manic sex drive that I find hard (pun intended again) to keep up with. But I please her and she pleases me. Nothing, and I mean NOTHING, is off limits to her sexually speaking.

So here's my problem. She has told me that she is very, very bi-curious and wants to explore this with me in a FMF threesome. Yes. There is a God, right!! I've told her that this is every man's fantasy of course. So she is wanting this as much for me as for herself. But where do we find this elusive third party. CL is full of crazies and wackos, the only lesbian night spot in this part of the world is Babe's (those of you who know this area of VA know what that is) but you can only find butch dykes there. I know. Had Sunday brunch there one time years ago with my SO at the time and there was not a fem / girly-girly in sight (which is obviously what we are both looking for).

I am jealous of the SDs out there whose SBs are already bi-experienced and can dig up the occasional third party. But what is a desperate SD to do in this situation.

HELP! Comments, suggestions, advice.

ASL.

[Pats Fan1]

Well SB 2 is gone just like that. Apparently she's a pill head... Damn I'm going to miss her. Cool chick had some fun times and good laughs plus she is 9/9.5 across the board. So back on the hunt for me. I think I'll try SA this time. After Turkey day I'll be on the prowl. I still have SB1. I have had her since April. 3-4 times per month at 125. She is a solid 8 across the board but not as fun and emotionally there as SB2 was. I like settling into 2 girls that are consistently a 1 x per week visit. That works well for me and my schedule. We'll see if I can get there again.

[BikeRider]

I haven't posted much because I don't want to jinx what's fallen in my lap (literally).

Back in September, I reported on a POT that was a 10/10/ She's 19, AA, a cheerleader, bi-sexual, and a complete spinner just like HG likes them. The sad part is she's a plane ride away. The great part is I've managed to snag a new client where she lives!

We've now met several times, and she's definitely a 10/10/10. I was pretty amazed at her skills. She's not asking for $ any more. Even better, she's recruiting women to play with us / me. She's already set-up a date for me with one of her friends that's visiting my area, and we're playing with her blonde (also a young spinner) BFF when I visit.

The only costs are wine and dine although I suspect a corporate apartment is on the horizon.

I'm still keeping my bench, but brothers right now I'm in heaven. I'll focus on this one and her friends until I either die of a stroke, or they get tired of me.

[BikeRider]

So my new little Hottie referenced below. Is now my new little sugar baby. This is truly a lesson in probability. If I had to go through the SD site and find a POT that was not going to be getting fucked by me this would be her. She has gone from 5% to 100% in about 3 1/2 weeks.

...

Revvo.

Well done brother!

Paralyze RESISTANCE with persistence.

Woody Hayes.

[BigTigger]

Great Report, keep up the good work Revvo!

So my new little Hottie referenced below. Is now my new little sugar baby. This is truly a lesson in probability. If I had to go through the SD site and find a POT that was not going to be getting fucked by me this would be her. She has gone from 5% to 100% in about 3 1/2 weeks.

Reasons for not probable:

1. She is real hot.

2. Profile had a bad attitude.

3. She was demanding in her profile.

4. She wanted a lot of money.

5. She wanted an allowance right off the bat.

But I worked it with no expectations. And gave it very much a devil may care attitude. See story below. And today he shoots and he scores. So the good the bad and the ugly.

The ugly is she has a temper and is defensive. But on the other hand she is not mean or dishonest.

The bad. She is hurting for money and this always can be a potential problem. And she is hot. And you know my theory on hot women. She is a 9.5/9/8/9 .

The good. She fucks like a maniac, she is loyal, and is honest to a fault.

There is an old saying. And this goes double for women and triple for the babies. Look at what they do and not at what they say. If I looked at what this one said I would have been gone a long time ago. But her actions are good. She tells the truth. She does not try to work me. She trusts me such as leaving her purse in my hotel room. She fucks me well and with enthusiasm. So the story.

We met today. For breakfast since she could not meet in the afternoon. I kept my hotel from last night where I had fucked my little Colombian princess. So I saved myself on hotel costs. Nice 3 star hotel. With free parking and no resort fees for $62 divided by two visits. That is good. She had a little fender bender before coming to meet me so she was in a bad mood. In fact when we met I thought I might just leave her at the restaurant right here. I even told her so. This is the angry attitude. But I recognized her stress and just let it be. Then she cooled off and things got better. Slowly.

We went back to my hotel. And she was very nervous. She never had done anything like this before. (true amateur), and she had not had sex in a long time. (fresh) And she had never had sex with a man after only one meeting (very fresh). I was liking her more and more. So we finally get down to it. And things get really good. She is a great kisser. And that bodes well for the rest of it. She is not only submissive, but she is eager and anxious to get my dick out and start massaging it. I am taking my time and trying to get her good and ready but she is moving forward fast.

Now I have a theory on this. I believe these women are used to getting rushed and someone putting their dick in them before they are ready. And they think that is the way it is supposed to happen. If you can get them to slow down to the pace that a woman's body needs then the experience can get better. She had my cock in her mouth before I could say no. And was sucking it for all it was worth. And it was awesome. In fact I had to stop her to keep from exploding in her mouth. Because I wanted to fuck her also. Then I went down on her and licked that beautiful little pussy for all it was worth. And in no time she went from quiet and non expressive to very very expressive.

In fact she was wiggling around like a worm. And she got really really loud. So loud that I was worried she was going to alert the maid outside. That pussy got good and wet and by this time she was begging me to fuck her. And boys when I say tight I mean tight. I had to go in so fucking slow. Then when I was in the pounding began. And we both came her for the 2nd or third time.

This pussy was so tight, I could literally feel it grabbing onto my dick. That felt so fucking good. Then finally when I pulled out her little tight pussy held onto the end of the rubber like it was pinched. And pulled it off my dick. This has never happened even with my little girl next door. Who is really tight. It was great. So fucking great.

We have a winner my brothers. I am checking a lot of boxes off with this one. She is trustworthy. Honest. Loyal. Sexy. Beautiful. And fucks and sucks well.

This is coming at a good moment. Because my little girl next door is not showing much love. She has that strange disease allowance itus. Where once they start getting the allowance they are hard to locate. We will see. She has a lot of health problems and phone problems. But I am ready to cut her loose at this moment. But someone has to go. It may be her.

And I already had to let my MILF sweetheart POT go because she could not deal with me being married. And she is still on a sugar daddy site. For being an intelligent woman she sure is dumb.

Anyway back to my spunky hottie. I am set to meet her next week and it is only 150 per visit. And she is looking for apartments today. So very soon she will have her own place where I can go and fuck her without any hotel costs.

Life is good. At least for now.

Lets be careful out there.

Revvo.

[Revvo]

So my new little Hottie referenced below. Is now my new little sugar baby. This is truly a lesson in probability. If I had to go through the SD site and find a POT that was not going to be getting fucked by me this would be her. She has gone from 5% to 100% in about 3 1/2 weeks.

Reasons for not probable:

1. She is real hot.

2. Profile had a bad attitude.

3. She was demanding in her profile.

4. She wanted a lot of money.

5. She wanted an allowance right off the bat.

But I worked it with no expectations. And gave it very much a devil may care attitude. See story below. And today he shoots and he scores. So the good the bad and the ugly.

The ugly is she has a temper and is defensive. But on the other hand she is not mean or dishonest.

The bad. She is hurting for money and this always can be a potential problem. And she is hot. And you know my theory on hot women. She is a 9.5/9/8/9 .

The good. She fucks like a maniac, she is loyal, and is honest to a fault.

There is an old saying. And this goes double for women and triple for the babies. Look at what they do and not at what they say. If I looked at what this one said I would have been gone a long time ago. But her actions are good. She tells the truth. She does not try to work me. She trusts me such as leaving her purse in my hotel room. She fucks me well and with enthusiasm. So the story.

We met today. For breakfast since she could not meet in the afternoon. I kept my hotel from last night where I had fucked my little Colombian princess. So I saved myself on hotel costs. Nice 3 star hotel. With free parking and no resort fees for $62 divided by two visits. That is good. She had a little fender bender before coming to meet me so she was in a bad mood. In fact when we met I thought I might just leave her at the restaurant right here. I even told her so. This is the angry attitude. But I recognized her stress and just let it be. Then she cooled off and things got better. Slowly.

We went back to my hotel. And she was very nervous. She never had done anything like this before. (true amateur), and she had not had sex in a long time. (fresh) And she had never had sex with a man after only one meeting (very fresh). I was liking her more and more. So we finally get down to it. And things get really good. She is a great kisser. And that bodes well for the rest of it. She is not only submissive, but she is eager and anxious to get my dick out and start massaging it. I am taking my time and trying to get her good and ready but she is moving forward fast.

Now I have a theory on this. I believe these women are used to getting rushed and someone putting their dick in them before they are ready. And they think that is the way it is supposed to happen. If you can get them to slow down to the pace that a woman's body needs then the experience can get better. She had my cock in her mouth before I could say no. And was sucking it for all it was worth. And it was awesome. In fact I had to stop her to keep from exploding in her mouth. Because I wanted to fuck her also. Then I went down on her and licked that beautiful little pussy for all it was worth. And in no time she went from quiet and non expressive to very very expressive.

In fact she was wiggling around like a worm. And she got really really loud. So loud that I was worried she was going to alert the maid outside. That pussy got good and wet and by this time she was begging me to fuck her. And boys when I say tight I mean tight. I had to go in so fucking slow. Then when I was in the pounding began. And we both came her for the 2nd or third time.

This pussy was so tight, I could literally feel it grabbing onto my dick. That felt so fucking good. Then finally when I pulled out her little tight pussy held onto the end of the rubber like it was pinched. And pulled it off my dick. This has never happened even with my little girl next door. Who is really tight. It was great. So fucking great.

We have a winner my brothers. I am checking a lot of boxes off with this one. She is trustworthy. Honest. Loyal. Sexy. Beautiful. And fucks and sucks well.

This is coming at a good moment. Because my little girl next door is not showing much love. She has that strange disease allowance itus. Where once they start getting the allowance they are hard to locate. We will see. She has a lot of health problems and phone problems. But I am ready to cut her loose at this moment. But someone has to go. It may be her.

And I already had to let my MILF sweetheart POT go because she could not deal with me being married. And she is still on a sugar daddy site. For being an intelligent woman she sure is dumb.

Anyway back to my spunky hottie. I am set to meet her next week and it is only 150 per visit. And she is looking for apartments today. So very soon she will have her own place where I can go and fuck her without any hotel costs.

Life is good. At least for now.

Lets be careful out there.

Revvo.

[Revvo]

Not that I'm dumb enough to think they are not talking, but TheAthlete says to leave her alone, if she's not responding, then she's not interested. This entire thing has been weird from the moment I found out that I contacted the other. I did let her know that if she (theAthlete) changes her mind, to let me know. Otherwise, I'm moving on.

(SMH).

Bowling a gutter ball...

BigTigg.

Sorry this happened brother. Once they start this behavior they lose respect for you and then it does not end well.

This has happened to me a few times. And I think I have learned my lesson. But time will tell. I think that a lot of these babies justify it to themselves that since we are cheating on our wives it is ok for them to be douches to us.

I am always looking for ways to test / detect issues of loyalty with a baby. I am having concerns right now with my girl next door baby. Not looking good.

And we have a good history together.

Worried in Fla.

Revvo.

[Revvo]

Thanks for the welcome and words of wisdom from Revvo (my personal hero) Fred & J. Per your guys words, I have three flaws I'm working on. Setting expectations, working on my "game", and building my stable. Women always say I'm very good looking, but I was the skinny nerd in HS, and while I got bigger in military, never worked on my game. I was always the nice guy they wanted to date / marry after fucking you sugar daddies and fast talking jocks out there.

Which brings me to yesterday. I booked stripper lady for a quick car date, when spinner NA sends me text. I played it cool and replied hours later with quick text. She apologized for attitude over weekend, and wanted to see me. I set expectations, my sugar and her sugar, and setup meet for later. Had to cancel other date and she was sad, but I'll make it up to her. So I picked up NA, and pounded all three holes for two hours. She apologized again, said she was dealing with personal stuff but was happy with my gift, and everyone went home happy. Guys, this girl has the tightest and sweetest smelling pussy I ever had. Thinking I might hit it again tonight, if available.

My hope is that I continue to grow in the game as I post my experiences and learn from the masters. Thanks!

Nug my brother. That is how you do it! Awesome. Now you are getting the pussy (and the ass and the mouth) and at your price and with the right attitude.

Keep them happy and be good to them. But don't take any shit from them. They will not only like this. They will be turned on by it. The minute you become a "nice guy" they loose their attraction for you. And that is like kryptonite to the pussy.

Keep up the good work. And keep reporting.

Revvo.

[BigTigger]

My goal would be to get the goodies at least twice. Or get my money back (since she offerred). Both of which seem like a very very slim possibility.
BigTigg.

Not that I'm dumb enough to think they are not talking, but TheAthlete says to leave her alone, if she's not responding, then she's not interested. This entire thing has been weird from the moment I found out that I contacted the other. I did let her know that if she (theAthlete) changes her mind, to let me know. Otherwise, I'm moving on.

(SMH).

Bowling a gutter ball...

BigTigg.

[BigTigger]

Revvo and BT, you guys are banging it and are an inspiration to us all. I don't know how you keep it all straight (and afford it) .

I've been there before and it is difficult keeping them all paid and happy. This reminds me of a story about the pet monkey who saw this bowl of treats on the bench near his cage. The bowl had a narrow neck and as he dug in and ate he got even hungrier, so he got even bigger handfuls of candy making him even hungrier. It was never enough to sate him so he grabbed even bigger fistfuls of treats until finally he was unable to open his hand to let go of enough treats to get his hand out. Hours went by until his master came in to break the jar and get his hand out, but not in time to prevent the damage to his hand. So the end of the story is that he had to jack off with his other hand for a month until his wounds healed lololol. Anyway, when is too much?? I wish I knew. I know I want more than I have now.

I really am trying so hard to scale back. Problem is...even money-wise, I have a few that don't care about that. I feel so obligated to dick-them-down, LOL. Me and my ego. I am learning, that unless you completely jack up the relationship, they will in most cases be there for a good screwing.

MsLilMama hit me up today after being gone for 2 to 3 weeks. No apologies, no explaining, just "Hey things are better for me now, when can I see you?" I really should not indulge, but knowing me...I will and I've already told her "next week" (smh).

MsThickness hit me up yesterday asking to meet. Both of these I was completely ignoring.

BT.

[BigTigger]

Thanks for the welcome and words of wisdom from Revvo (my personal hero) Fred & J. Per your guys words, I have three flaws I'm working on. Setting expectations, working on my "game", and building my stable. Women always say I'm very good looking, but I was the skinny nerd in HS, and while I got bigger in military, never worked on my game. I was always the nice guy they wanted to date / marry after fucking you sugar daddies and fast talking jocks out there.

Which brings me to yesterday. I booked stripper lady for a quick car date, when spinner NA sends me text. I played it cool and replied hours later with quick text. She apologized for attitude over weekend, and wanted to see me. I set expectations, my sugar and her sugar, and setup meet for later. Had to cancel other date and she was sad, but I'll make it up to her. So I picked up NA, and pounded all three holes for two hours. She apologized again, said she was dealing with personal stuff but was happy with my gift, and everyone went home happy. Guys, this girl has the tightest and sweetest smelling pussy I ever had. Thinking I might hit it again tonight, if available.

My hope is that I continue to grow in the game as I post my experiences and learn from the masters. Thanks!

Good Work. Sometimes when they know you don't "need" it, then they are more inclined to "give" it!

You set a good standard and now you have the goodies and the price you want. Plus she feels bad, which means she'll always be trying to make it up to you!

Sweet Deal...welcum to the club.

BT.

[NUG33]

So I've had this funny day dream that I thought you gentlemen would get a good laugh from. Many of you out there are company owners or senior management. I'm personally in middle management for small privately owned Company. Co owned by multiple partners, but one main managing guy (Mr Big Boss man). He is older guy but good locking for 60, with trophy wife, and tons of money. In fact, company owns condo in downtown used for customers and big vendors, right in heart of young tight pussy metropolis. I'm 99% sure, other than his trophy wife, he has at least 2-10 HYG he supports and takes to condo often.

So my day dream...I walk into Mr Big Boss man office and sit down. I explain to him I need a raise of at least $1000-2000 a month. He responds, Nug why? You make good money as is. Well sir, I have me, my wife, and of course the 2.5 kids, the dog, and right now 2 sugar babies. But sir, if you gave me a raise, I could support at least another 2 or 3 sugar babies in desperate need of my dick and financial support. Please sir, for the HYG, they need me...Mr Boss man responds, NUG I have this problem too, and can sympathetize. Ok, your approved. Go forth and do your part to support these young ladies. NUG-Thank you sir!!

The following was a day dream, but might someday happen if I had enough alcohol and another job lined up. Thought this might get a couple laughs from the guys in my position and the Big Bossmen out there.