"Sugarbabies" / "Arrangements" Amateurs or Not?

[Rouleur]

Impossible to execute with that particular one, because once you say "good luck", it is most likely going to be interpreted as "nice knowing you", even if it was intended with politeness instead of sarcasm. All you can do there is keep it in mind as a future tactic.

She might have been having a tantrum as immature girls often do, but what's amazingly fun and unpredictable about this entire sport is the sheer volatility of women in general -- one minute they can be wagging a fingernail in your face telling you what a greedy self-righteous prick you are, and an hour later be straddling your cock and telling you how they wanted to fuck you the first time they laid eyes on you. Logic does not apply with them. Most of them are turned on by greedy self-righteous pricks, they just don't know it yet.

But in terms of spending a wad on dinner and drinks and coming up with nothing -- it could happen. But think of it a little like going fishing. If you go to a fully stocked pond where there are lots of huge, starved fish that jump out of the water onto your hook before you even get settled, would you go home satisfied? Part of the joy is casting the bait and figuring out what works. Go to Long John Silvers or Captain the's (escorts and UTRS) when you want lots of fish cheap. The rest is all about the joy of the challenge of doing it old school and the thrill of the chase.

I am at this very moment, engaged in a chat with a 22 year old SB that seems to be more Pro than SB. She started off by addressing me as "Hun" , which for me starts the red lights flashing, and then she jumped to the subject of a date right now, tonight. Without any prodding or questions from me she told me everything is on the menu except Anal and BB. Just for fun I ignored her statement about what isn't on the menu and asked how many extra roses for anal, BB and BBFSCIM. She went from "not on the menu" to " $$ extra for those items" in one line of chat. I told her not tonight but perhaps another time and she has quickly said bye and I assume went to the next Man showing as online.

[JZLizard]

Terrific suggestion, but impossible to execute since she sent me a nasty reply to my very nice "good luck" email telling me she would not trade sex for "gifts" and then blocked me. What I really think is a number of SDs wrote her offering sex for cash and she took out her anger on me. No great loss, but glad I found out before I spent even a single dime, because I would have bought dinner / drinks and then found out she had no clue what a real Sd / sb arrangement is all about.

Norm!

Impossible to execute with that particular one, because once you say "good luck", it is most likely going to be interpreted as "nice knowing you", even if it was intended with politeness instead of sarcasm. All you can do there is keep it in mind as a future tactic.

She might have been having a tantrum as immature girls often do, but what's amazingly fun and unpredictable about this entire sport is the sheer volatility of women in general -- one minute they can be wagging a fingernail in your face telling you what a greedy self-righteous prick you are, and an hour later be straddling your cock and telling you how they wanted to fuck you the first time they laid eyes on you. Logic does not apply with them. Most of them are turned on by greedy self-righteous pricks, they just don't know it yet.

But in terms of spending a wad on dinner and drinks and coming up with nothing -- it could happen. But think of it a little like going fishing. If you go to a fully stocked pond where there are lots of huge, starved fish that jump out of the water onto your hook before you even get settled, would you go home satisfied? Part of the joy is casting the bait and figuring out what works. Go to Long John Silvers or Captain the's (escorts and UTRS) when you want lots of fish cheap. The rest is all about the joy of the challenge of doing it old school and the thrill of the chase.

[VaSD1]

Terrific suggestion, but impossible to execute since she sent me a nasty reply to my very nice "good luck" email telling me she would not trade sex for "gifts" and then blocked me. What I really think is a number of SDs wrote her offering sex for cash and she took out her anger on me. No great loss, but glad I found out before I spent even a single dime, because I would have bought dinner / drinks and then found out she had no clue what a real Sd / sb arrangement is all about.

Norm!

I had an experience today with a girl on SA. Her profile says she is a model type and her financial expectation is High (23 why / o). Her pic is a rear view on the beach in a bikini. Sent her a message saying "Honey, from the waist up you may be model material but from there down not so much. " because her ass is nice but a bit wide for a true model and the proportions of her thighs / knees / calves are more linear than shapely. Told her the financial expectations didn't match up with the look. Her reply was "To be 60, honey you should play nice. You're damn near death. Have a wonderful day!" and then blocked me. First time block but a lifetime of laughs (of course since I am apparently near death perhaps not so many LOL).

[VaSD1]

Met my 44 y / o (I know some you have wisely advised my standards are not up to snuff on the age parameters but this was already arranged so I followed through). I am staying at a nice RCO hotel and she met me there for a drink and then we had a nice dinner at a local pub. She is a newbie (to the SD / SB scene) and was obviously nervous. By the time we walked back to the hotel and up to the room she was opening up. Two hours later I put her in her car and by then I think she was borderline in love. I paid for her valet parking and sent her on her way. No other gift was offered. A very pleasant tryst and in my pre-SD days would be interested in a few more rounds but now I am more interested in some younger talent based on my fellow SD postings. I have one more night here and will meeting a 33 why / o blonde tomorrow night (at least the age trajectory is going in the right direction) to round out my trip. Will report. Happy sugaring!

[Norm Gerd]

When I am on the prowl for SBs, I rarely have time to properly feel these situations out, but a couple of times I have, and found that some of these girls that say they "aren't looking for a sexual relationship" are really saying that they are looking for more or less a boyfriend with high income, in which case they really mean they are trying to weed out the married guys that want a UTR hookup in a hotel room. Then again maybe there is another category of women that really expect money just for showing up at dinner or whatever, or maybe some of them just haven't completely warmed up to the idea. What I would do is just ask her to describe her ideal situation. Ask her point blank "what are you looking for, really". There's also a chance she hasn't really thought about it in enough depth -- she may have just signed up with dreams of being a princess that's showered with money and gifts just for being who she is. Some of these girls have an unrealistically inflated opinion of themselves and what they deserve. Never know until you ask.

Terrific suggestion, but impossible to execute since she sent me a nasty reply to my very nice "good luck" email telling me she would not trade sex for "gifts" and then blocked me. What I really think is a number of SDs wrote her offering sex for cash and she took out her anger on me. No great loss, but glad I found out before I spent even a single dime, because I would have bought dinner / drinks and then found out she had no clue what a real Sd / sb arrangement is all about.

Norm!

[JZLizard]

So I just finished an on-site email exchange with a pot. SB who asked me to clarify what I meant by a "strictly" SD / sb arrangement. I advised it meant I wasn't looking for anything other than a fun, no strings arrangement. She wrote back that she wasn't looking for a sexual relationship, and if that is what I was looking for, I should look for someone else. So instead of taking a minute to think it through, I wrote back that I was, and wished her luck (in a non-sarcastic way). It was tough to refrain from saying something snarky!

When I am on the prowl for SBs, I rarely have time to properly feel these situations out, but a couple of times I have, and found that some of these girls that say they "aren't looking for a sexual relationship" are really saying that they are looking for more or less a boyfriend with high income, in which case they really mean they are trying to weed out the married guys that want a UTR hookup in a hotel room. Then again maybe there is another category of women that really expect money just for showing up at dinner or whatever, or maybe some of them just haven't completely warmed up to the idea. What I would do is just ask her to describe her ideal situation. Ask her point blank "what are you looking for, really". There's also a chance she hasn't really thought about it in enough depth -- she may have just signed up with dreams of being a princess that's showered with money and gifts just for being who she is. Some of these girls have an unrealistically inflated opinion of themselves and what they deserve. Never know until you ask.

[SlowMo]

Gents,

On a more positive side, I had a drink date with young gal #3. We met at a nearby furniture store and headed over for drinks. Very pretty girl, shy, obviously new at this. I didn't think she was interested at the end of the date when she offered to split the bill, and then extended her hand when we parted even though I hugged her when we met. But she confirmed her desire to press on via email. Real green I suspect. Unfortunately, she's not opened to meeting at her place. I just let her know that our next date needs to be physical. We'll see how she reacts. She's fun enough to be around, but we're not doing this to meet new friends, right? I'm starting to see why you vets don't waste any time.

Had a second date with SB #3. She showed up on time for a massage I booked. I needed it and she had never had one. For lack of a better place, we had a long discussion in my car afterward, parked on the street, not ideal. Great conversation, very smart girl. She was super passive until I suggested that perhaps she's too shy and not cut out for this. She claims not to have had a SD before. That quickly led to a BJ with me fingering her. She's really well put together. So great evening overall. Then this morning I get an email from her that I helped her figure out what she wants and this ain't it. Arrrrggghh. I'm seeing if anything can be done, but that looks done. Go ahead, make fun of the performance.

Back to the drawing board.

SM.

[Norm Gerd]

So I just finished an on-site email exchange with a pot. SB who asked me to clarify what I meant by a "strictly" SD / sb arrangement. I advised it meant I wasn't looking for anything other than a fun, no strings arrangement. She wrote back that she wasn't looking for a sexual relationship, and if that is what I was looking for, I should look for someone else. So instead of taking a minute to think it through, I wrote back that I was, and wished her luck (in a non-sarcastic way). It was tough to refrain from saying something snarky!

Should I have done it differently? Now in hindsight, I am thinking that I should have added something like "if you change your mind" or something to that effect. This seems like a slightly different scenario than where they say "no sex the first time we meet" which seems to be code for "I need to see if I am repulsed by you before I will decide if I will f*ck you". So what is the advice of my more experienced brethren as to women who say "no sex ever" (either on their profile or in an email). This one was hot enough that perhaps some effort could have been worthwhile. Yes, I know there are a ton of other fish. Just curious, and want to maximize my potentials.

Norm!

[OriolesMagic]

First post in this thread. I have read this thread occasionally, jealous of you big money superstars. LOL I guess my problem with SD / SB relationship is that I'm short on sugar. Maybe I'm a diabetic sugar daddy (now w / less sugar, LOL) I've tried the escort route and had some great times, but its like seeing your accountant, all business. After reading this thread recently and seeing that guys were seeing SBs for $ a visit plus hotel room or even less in some cases, I thought maybe this is in my price range after all. Maybe there should be a "low sugar" sugar daddy thread.

Anyway, I signed up for SA and sent quite a few emails out. I got quite a few replies. Some of them were all business, as in when can I get access to your bank account and all your $$. 1 girl cut off all contact w / me immediately when she found out I wasn't making several hundred thousand. She asked what I was doing on the SA site. LOL I have 2 SB I have actually dated, SB#1 and SB #2. SB#1 is a local AA college student. She's around 22 and almost stick thin, but has large tits, maybe the's. She's also crazy as hell and possessive. I believe her main plan is to get as much money from me while doing as little as possible. I met her once, she wanted to go right to the hotel. I started off massaging her and ended up with naked massage and mutual oral. It was hot because I hadn't been w / someone that young in a long time who wasn't an escort. I gave her $ and thought that would be our arrangement. She contacted me in a couple of days and wanted to know what her allowance was, since I was her "sugardaddy". She is obviously way more experienced that me in these relationships. I said I was happy w / $ per meet. She said that was an insult and that her past SD had given her $$ per week plus frequent gifts / spending money. I told her that was out of my league, and feel free to find someone else. She contacted me back and said that $/ per week would be fine. What happened was I gave her about $$ in the past 2 weeks w / zero meets. She flaked out both times, including a trip we were going to do on the weekend. I've cut off all contact w / her, but now she's contacting me like crazy. I guess my insulting allowance is missed. I probably won't see her again be / see that would be like poking a poisonous snake. Thank God she lives an hour away, I would hate to have this crazy ***** on my doorstep. I think she has some kind of drug habit be / see of how needy she is.

SB#2 I just started talking to a couple of days ago. I was actually on the weekend trip that SB#1 was supposed to be on. I already paid for the room, so figured I would go. SB#2 is 24, AA and part time model / medical assistant. She is tiny, about 5' and maybe 100 lbs, probably A cups. She has been pleasant to talk to and not overly needy like SB#1. I got back into town last night and made plans to meet her. I was probably not the best smelling from travelling for hours in a car, so I checked into a local budget hotel to freshen up. Plus I figured in case things went well, I would have somewhere to take SB#2. Took SB#2 out to eat and had a very pleasant time getting to know her. She was just crazy hot. Close to a 10 on my scale, although a little skinnier than I like. I actually like a little meat on a woman's bones. I asked if she wanted to come back to the motel for a "massage". I was expecting her to say no, and I knew she had roommates, so going to her house was out of the question. I took her to the hotel and gave her a really nice massage, that ended up w / both of us naked. You guys that don't know how to give a massage should take a class. A good massage will get a woman naked 90% of the time, in my experience. This woman had incredible BJ skills. She jerked me off onto her face. That's a memory I'll have forever. LOL Then I got on top of her w / her face down and hammered her into the bed. She seemed to really enjoy it or just liked yelling "yes" for 20 minutes straight. I gave her 60, which was all the cash I had w / me and took her home. We never talked about an allowance, but I'll probably raise it to $ so she doesn't think I'm overly cheap. We have plans to meet again soon. Appreciate any advice from the gurus here.

Is SB#1 what you guys call a Nando #1?

[VaSD1]

I think the main point is that with women over age 30 and especially over aged 40, they become desperate and are easily obtained in the civy world. So why pay for it? The roles typically are reversed and may very well be natures way of getting revenge. Haha. When women are in their twenties, they can have any man they want, swatting men off like flies. After about age 30, they actually have to offer something and become nice if they want to keep a man around. By age 40, they are thrown into a whole new relationship perspective they simply cannot understand. About aged 35-40 is where a lot of former stuck up bitches become nice! Why? Because they have to!

So my point is, you should still be going after the young sugar! 19-28. They are everywhere. You will not relate with them in any way, but you can still have great sex with a young hard body and many, if not most enjoy it.

Thanks for the advice Deeds. I'll start looking in that range now. Nothing to lose right?

[HollywoodGuy]

I think the main point is that with women over age 30 and especially over aged 40, they become desperate and are easily obtained in the civy world. So why pay for it? The roles typically are reversed and may very well be natures way of getting revenge. Haha. When women are in their twenties, they can have any man they want, swatting men off like flies. After about age 30, they actually have to offer something and become nice if they want to keep a man around. By age 40, they are thrown into a whole new relationship perspective they simply cannot understand. About aged 35-40 is where a lot of former stuck up bitches become nice! Why? Because they have to!

So my point is, you should still be going after the young sugar! 19-28. They are everywhere. You will not relate with them in any way, but you can still have great sex with a young hard body and many, if not most enjoy it.

Most of you are targeting the young ones and I don't blame you but I am 60 so anything less than 45 is young to me. I am tapping four SBs right now (29 blonde single mom, 34 asian single mom (amazing), and a 49 year old divorcee that is an orgasm queen. She has some kind of medical condition that makes her go O right away and just keeps on going, I'd like to think it was me of course but she's just that way, never seen anything like it). Going to Richmond tomorrow night to meet a separated 44 y / o. Based on our communications to date I'm sure we will end up in the FC. I'm still looking to hit some of those young coeds so many of you are enjoying but for now I am enjoying the charms of the older gals. Will report again after tomorrow nights engagement.

I,m 60 and I like to average about 20. But anything in the early twenties is cool and easy if not easier to get than any other age group for me.

[DirtyDeeds38]

Most of you are targeting the young ones and I don't blame you but I am 60 so anything less than 45 is young to me. I am tapping four SBs right now (29 blonde single mom, 34 asian single mom (amazing), and a 49 year old divorcee that is an orgasm queen. She has some kind of medical condition that makes her go O right away and just keeps on going, I'd like to think it was me of course but she's just that way, never seen anything like it). Going to Richmond tomorrow night to meet a separated 44 y / o. Based on our communications to date I'm sure we will end up in the FC. I'm still looking to hit some of those young coeds so many of you are enjoying but for now I am enjoying the charms of the older gals. Will report again after tomorrow nights engagement.

I think the main point is that with women over age 30 and especially over aged 40, they become desperate and are easily obtained in the civy world. So why pay for it? The roles typically are reversed and may very well be natures way of getting revenge. Haha. When women are in their twenties, they can have any man they want, swatting men off like flies. After about age 30, they actually have to offer something and become nice if they want to keep a man around. By age 40, they are thrown into a whole new relationship perspective they simply cannot understand. About aged 35-40 is where a lot of former stuck up bitches become nice! Why? Because they have to!

So my point is, you should still be going after the young sugar! 19-28. They are everywhere. You will not relate with them in any way, but you can still have great sex with a young hard body and many, if not most enjoy it.

[HollywoodGuy]

Follow up. Of course the drunk girl didn't come over after work today. And the NP from last night wanted to see me but fell asleep at 9. My x "the princess" had a bday party today with her family so she came over after and gave me a 10 minute quickie before going home. I actually hate quickies. But I.ll take what I can get.

[VaSD1]

Most of you are targeting the young ones and I don't blame you but I am 60 so anything less than 45 is young to me. I am tapping four SBs right now (29 blonde single mom, 34 asian single mom (amazing), and a 49 year old divorcee that is an orgasm queen. She has some kind of medical condition that makes her go O right away and just keeps on going, I'd like to think it was me of course but she's just that way, never seen anything like it). Going to Richmond tomorrow night to meet a separated 44 y / o. Based on our communications to date I'm sure we will end up in the FC. I'm still looking to hit some of those young coeds so many of you are enjoying but for now I am enjoying the charms of the older gals. Will report again after tomorrow nights engagement.

[Dandy Don]

I have the same problem. Any other ideas? I like Hollywood's approach. JL is correct about acceptable meeting places but are not doable for local guys. I took a cute youngster to an upscale neighborhood eatery near her school against my better judgement. I spent $60 and was looking around the whole time wondering who knows who I am and will call the SO. It isn't worth it. To boot she wants to "court" before having sex. Next! Wasted $$ and took an unnecessary risk.

I always state very early on in the chat that the need for discretion and if we are going to be anywhere near my abode, going to a restaurant / bar / coffee shop is not remotely doable.

With this particular POT I suggested the mall as well as a couple of big box stores. I know a lot of people in my area so "running" into someone in a public place like the mall could easily be explained. Sitting down in a restaurant cannot as I have no reason from a personal or business reason to do so.

My two successful SBs meets were in parking lots. Heck, the 2nd one just wanted me to pick her up in my car off the street (dangerous on her part).