I've been guiding a friend of mine on his first time foray into the Sugar Bowl.  One of his biggest stumbling blocks is the outrageous amounts of $ he's being asked to give them.  Yet my 5 or 6 (depending on how you count) current rotation of SBs are all very affordable.  He's younger and better looking than me, so that can't be it.  It got me thinking about the SBs' motivations.

 
Putting aside the obvious scammers for a moment, I think there are 2 kinds of women on Seeking who are legit.  By legit I mean that they are def seeking some kind of relationship that includes sex. But I think they fall into two distinct categories.

 
One type is first and foremost, interested in the money.  She wants/needs as much as she can get, and if the pathway to getting it includes having sex, she's ok with that.  She's not a prude, not opposed to sex, but her eye is always on the money.

 
The other type is the total reverse.  She's in it for the fun, for the sex, for the excitement of the relationship.  And if accepting some money is part of the arrangement, it's icing on an already very sweet cake for her. 

 
I'm very fortunate to have only the second type in my rotation, sweet young things who are delighted to have fun with me for 200-300 per visit. I think the longevity of most of my arrangements is due to the fact that these girls are not constantly searching to upgrade to a guy with a bigger wallet. My friend has so far only encountered girls asking much, much more than that, amounts I'd never even consider. I'm encouraging him to be selective, keep seeking, and eventually find a gem.  
I'm probably oversimplifying things into just these 2 types.  What's your assessment?

-- Modified on 5/21/2026 3:07:56 PM

"One type is first and foremost, interested in the money.  She wants/needs as much as she can get, and if the pathway to getting it includes having sex, she's ok with that.  She's not a prude, not opposed to sex, but her eye is always on the money."

 
I think a lot of girls are a slightly more subtle version of this.  They are girls who NEED the money (they "want" it because they have money trouble).  They like sex and understand that by relaxing their criteria for choosing partners, they can have a little fun and solve some financial problems.  These are girls who will declare 'I'm not a prostitute.  I'm a friend with mutual benefits.'  These are the girls who are not having sex for money.  They are having sex.  And, they are getting gifts in the form of cash from their friend.  Vague distinction.  But, important.

Really 4 types in my mind.

1.  They are escorts.  This is a job.  Usually also have escort ads.
2. It's a side gig.  Still escorts but they have a mainstream job and don't want to be seen on escort sites.
3. This is fun.  Attention from an older guy.  Fun date.  Good sex and some spending cash.
4.  Want a wealthy boyfriend.  One that can find them.  They are loyal (hopefully).  

3 and 4 are my preferred.  Some girls just want extra cash and a nice night every once in a while.  It's fun to have attention from a beautiful young woman who will fuck me hard when we get to BCD time.

Having a girlfriend who's a SB can also be fun.  I've had a few long term GFs that have been good till they weren't.  Downside is the ending.  My last one was so financially dependent on me that when it ended she collapsed.  The end was her fault.  She was cheating in the apartment I provided for her.  Shame that after years of helping her get settled, get into a career and save money in less than four months she lost everything.

I've always sought out the POTs who have a steady life but like the extra cash. That way no drama. Hard to find. I lucked into mine but it was after kissing many frogs. As others have saidit's important to be clear about what YOU want and stick with that no matter how long it takes.

Monthly arrangements.  For all intents  a GF from others viewpoint.  I doubt monthly allowances will be more than 5% of all arrangements.

Back 2 or 3 years ago we had significant threads here about monthly allowance versus pay-per-meet allowance.  

 
MOST posters had generally dissatisfying experiences with monthly, including me. SOME found it worked well, was more convenient, and tended to lower the appearance or feeling of transactional relationship, at least until it went south.  

 
I won't rehash the pro's and con's here.  But I will say I don't think the dynamics have changed since then.  

 
For me, unless we are exclusive and meeting frequently (i.e.: 4 times a week, minimum), I won't even consider it. And if I would consider it, I'd base the amount on her real (i.e.: audited by me) monthly living expenses plus some surplus amount, rather than a number of BCD's times a PPM rate.  

 
As I write this, it occurs to me that this could be a new "start of negotiations" strategy. The next time a POT tells me she wants $1,500, I'm going to "assume" that is a monthly ask and reply with something like "I've done $1500 a month before, meeting once every week for a 3-4-hour date."  So I'm saying "yes," but redefining what "yes" means. If she's good enough at math to figure out that equates to $375 ppm, she may come back with a reasonable counter. Or she may tell me to piss off and block me.  I'm good either way. LOL  

 
Life is good

 
The Cat

I have several experiences with this.  All went well, till they didn't.  Be ready for her tot take off at some point right after you give her monthly allowance.

Most started withdrawing, 4 dates became 3, then 2.  Dates for shorter, sex drive went down, charm went down.  Her entitlement to my money went up.  Be very clear up front, yes, I'll pay your rent or give you a lump sum, car payment, etc.  but, you drop off for a month so does the money.  And keep it in her head when she cancels, she is costing herself money.  If she still fucks off with her friends she either found another daddy paying her more or thinks you won't really cut her off.

I made the mistake of letting things slip.  Never again.  Current GF/SB is ppm and she's happy like that.  I give her gifts, bring flowers, bought her mom a gift for Mother's Day.  But she doesn't expect it.  I am not talking monthly with her unless she brings it up.