"Sugarbabies" / "Arrangements" Amateurs or Not?

[QUOTE=HollywoodGuy;2416691]I saw one of my x's today on SA. I originally met her on CL and had about 10 dates with her before it went south. She ended it not me. It's interesting and sometimes sad when you see a girl you used to date or one that was fresh when you first saw her and now she is a seasoned SB or UTR. Especially the ones that got away due to poor follow up, distance or any number of reasons. I find that reconnecting is usually not going to happen. And I always wonder what I could have done differently. Live and learn.[/QUOTE]You probably could not have done anything differently to have a different outcome. Sometimes they are just not ready for this sort of thing or have too many personal issues to be able to see how good they have it. Sometimes when we get them when they are fresh they have no idea how good they have it. By the tome they figure it out we have moved on and they most likely don't have our contact info anymore. All too familiar a story. I try not to dwell on that.

[QUOTE=FyrGuy33;2416788]You probably could not have done anything differently to have a different outcome. Sometimes they are just not ready for this sort of thing or have too many personal issues to be able to see how good they have it. Sometimes when we get them when they are fresh they have no idea how good they have it. By the tome they figure it out we have moved on and they most likely don't have our contact info anymore. All too familiar a story. I try not to dwell on that.[/QUOTE]This particular one dropped me bacause she couldn't get her mind wrapped around me having multiple babies. She said that wasn't her style. Not the first time I have heard that. But I don't do undercover work. And I don't make false promises.

[QUOTE=HollywoodGuy;2416691]I saw one of my x's today on SA. I originally met her on CL and had about 10 dates with her before it went south. She ended it not me. It's interesting and sometimes sad when you see a girl you used to date or one that was fresh when you first saw her and now she is a seasoned SB or UTR. Especially the ones that got away due to poor follow up, distance or any number of reasons. I find that reconnecting is usually not going to happen. And I always wonder what I could have done differently. Live and learn.[/QUOTE]"What could SHE have done differently? " is the salient question. She missed The King of Sugar.

So I am working a true 10/10 20 yr old. If you are really picky a 9/9. 5. She is one of the prettiest girls I've seen in years. Google search shows modeling shoots but only hers locally. The problem is --she acts like it and I have no expectations of working something out with her. But it will be interesting for a bit and entertaining. One never knows what these girls are looking for--maybe a missing Daddy. I'm going to play this one slowly. Her personals show her to have a multiyear BF her age. Initial contact was bizarre with one word answers and no flow to "getting to know you " type??s. There seemed to be no interest in a relationship. She might just be entertaining herself as I am sure she has been hit on by guys within 3 states. It must be an ego boost but at the same time the aforementioned trash talkers probably are making me look good. If she has an IRL BF she might be interested in experiences with a grown up man or extra $$ ,but is playing it very carefully in order not to jazz him up. We'll see.

[QUOTE=FredMoore;2416850]"What could SHE have done differently? [/QUOTE]I guess the chemistry just wasnt there for her. But it was for me.

Here is her profile. You can't really tell in her pics but she is tiny. One of the best bodies I have seen in years. Perfect legs, ass and tummy. Like zero fat (not counting her boobs). Tight and hard bodied. I remember our first date. I was stunned when I saw her in her daisey dukes at her front door. Any guy would be lucky to get this totally down to earth island girl. I did message her on the site. But its hard to overcome past awkward feelings.

[URL]https://www.seekingarrangement.com/member/e17e026c/view?interests-my-favorites[/URL]

[QUOTE=HollywoodGuy;2416989]I guess the chemistry just wasnt there for her. But it was for me.[/QUOTE]When I was young, I used to get bummed when I had one-way chemistry for a girl that wasn't reciprocated. As I got older I realized it has much more to do with their own preference than it does me.

What's more apparent to me now that wasn't apparent then is how many women are either bisexual or full-on lesbian, yet with a mind that's open enough to take cock if it gets the bills paid.

Women are emotionally complex, and often their emotional state impacts them sexually much more than us. To us, it's all physical. We might think "well another chick can't put a cock deep in her like I can", but it doesn't matter to them -- if they relate better to other females, and for whatever reason have a stronger emotional connection to them, then maybe they like a cock inside them but fingers or a dildo will do just as well -- their emotions actually impact what they physically feel.

To us, a tight pussy is a tight pussy, period. We are simple machines. Their minds don't work that way. To a bisexual girl, a monster cock is no competition for the frail fingers of a female girl she has an emotional connection with.

The one and only SB I was unable to fuck and / or stuff my cock in her mouth on the first date turned out to be a confirmed lesbian (I didn't know it until looking her up on FB later). At the time, I was so confident in my M&G skills that I thought it was a sure thing. Her lack of enthusiasm actually confused me -- not compared to civy dating standards, but compared to SB standards. My overall experience in the bowl is that about 8/10 SBs are bisexual or curious or willing, then there is that last 20% that are all-lesbian that really would rather a woman than a man.

You cannot necessarily detect them by whether they specify wanting a sugardaddy or sugarmomma on websites that differentiate. That's a good indication they are bi, but doesn't tell the whole story.

Just something to keep in mind. It sounds trite and shallow to say "well she wasn't into me, she must be a lesbian", but sometimes it is truly why they behave the way they do.

It's weird to look back at certain girls I wanted to bang in high school, but got weird reactions or rejections from -- and now I see them on FB with their same-sex partners, and I thought "holy shit, I remember sitting there in bed wondering what was wrong with me that she didn't dig me at age 15 or 16".

There can be many reasons for lack of chemistry, I'm just saying based on my own experience, this one is too big to ignore.

[QUOTE=JeezLizard;2417238]It's weird to look back at certain girls I wanted to bang in high school, but got weird reactions or rejections from -- and now I see them on FB with their same-sex partners, and I thought "holy shit, I remember sitting there in bed wondering what was wrong with me that she didn't dig me at age 15 or 16". There can be many reasons for lack of chemistry, I'm just saying based on my own experience, this one is too big to ignore.[/QUOTE]From the get go she was an admitted bi girl, but she said she liked cock too. And she had the omg sexiest face ever when she was getting me off. Having fucked a number of bi girls in my civi past I have no reason to doubt that a lot of SB's do like both as well. And get emotionally involved with both as well. And as hot as she was she definitely deserved every opportunity to step up. I'll never forget her.

On to the girl I saw tonite. She was the one I M&G-ed in the wild car date last week. On the ride over she said she had never been fingered in the ass before and couldn't believe how much she liked it. So about 10 minutes after coming through the front door I was fucking her sweet ass. This 19 year old little church girl turned out to be a tireless nymph. She will be posing for some hot pics on our next date. She is a spinner but with some tiny curves. She's is about a 6.5/9/10/10. So a very average looking little girl with big eyes and a way above average body. Really good skills. Super submissive, aggressive, and good pussy. Does whatever I tell her and then tells me what to do. LOL. I'll be seeing her again soon.

[QUOTE=JeezLizard;2417238]When I was young, I used to get bummed when I had one-way chemistry for a girl that wasn't reciprocated. As I got older I realized it has much more to do with their own preference than it does me.

What's more apparent to me now that wasn't apparent then is how many women are either bisexual or full-on lesbian, yet with a mind that's open enough to take cock if it gets the bills paid.

Women are emotionally complex, and often their emotional state impacts them sexually much more than us. To us, it's all physical. We might think "well another chick can't put a cock deep in her like I can", but it doesn't matter to them -- if they relate better to other females, and for whatever reason have a stronger emotional connection to them, then maybe they like a cock inside them but fingers or a dildo will do just as well -- their emotions actually impact what they physically feel.

To us, a tight pussy is a tight pussy, period. We are simple machines. Their minds don't work that way. To a bisexual girl, a monster cock is no competition for the frail fingers of a female girl she has an emotional connection with.

The one and only SB I was unable to fuck and / or stuff my cock in her mouth on the first date turned out to be a confirmed lesbian (I didn't know it until looking her up on FB later). At the time, I was so confident in my M&G skills that I thought it was a sure thing. Her lack of enthusiasm actually confused me -- not compared to civy dating standards, but compared to SB standards. My overall experience in the bowl is that about 8/10 SBs are bisexual or curious or willing, then there is that last 20% that are all-lesbian that really would rather a woman than a man.

You cannot necessarily detect them by whether they specify wanting a sugardaddy or sugarmomma on websites that differentiate. That's a good indication they are bi, but doesn't tell the whole story.

Just something to keep in mind. It sounds trite and shallow to say "well she wasn't into me, she must be a lesbian", but sometimes it is truly why they behave the way they do.

It's weird to look back at certain girls I wanted to bang in high school, but got weird reactions or rejections from -- and now I see them on FB with their same-sex partners, and I thought "holy shit, I remember sitting there in bed wondering what was wrong with me that she didn't dig me at age 15 or 16".

There can be many reasons for lack of chemistry, I'm just saying based on my own experience, this one is too big to ignore.[/QUOTE]Another prime example why the bowl is so much better then escorting. Some women out there are ok with any cock, any touch just pounding the shit out of them, but the average woman, is extremely affected by an emotional connection when it comes to sex. That can come in many forms.

A story of about my 6th SB proves it to me in an extreme way. She was a little spinner red head girl, anxious, shaky and had the typical "daddy" issues. The first time we went to the FC she turned out to be the wettest girl I'd ever encountered in all my life. I literally thought she had pee'd herself. Her sweet juices were running down her leg and all over the bed. I worked her over good, orally, with my fingers, even a few toys. I had her touch herself, teasing me with her pussy before I fucked her. She screamed out loudly and moaned, but I could still sense the awkwardness and that no matter what I did to her, she did not cum. As we lay in bed next to each other she expressed that she was very turned on sexually, but she almost never had an orgasm. She described how she had only had maybe 4 in all her life and those were in close serious relationships. She did not know why she struggled so badly. I knew why. I read this girl like a novel and had her number. I made it a quest to move to an emotionally connected place with her. She became a mystery to me I had to solve. I was gentle, warm, kind, loving with her. I was also passionate and treated her like an angel. The next few times we had sex, I talked to her, held her, reassured her and she began having an orgasm here and there. The mechanics of what I was doing to her was no different than the first time. But she was beginning to connect with me and felt close and secure. As we moved to a closer state she began coming over and over with me until she was having multiple orgasms each time. It was a fucking thing of beauty and motivated me to no end and the sex became outrageously good with her.

This is nothing you will ever find from an escort or the like and another prime example to me why the bowl is so addicting. But also reaffirmed to me that girls need and want that connection. It's all in the mix with the right SB and can lead to incredible experiences.

Could not agree with Double Ds post more. Both on why the bowl is so much more interesting than traditional mongering, along with the analysis of the complexity of figuring out what makes a baby tick and how an emotional connection can pay off major dividends.

Herein lies the rub for SDs with SOs (or more accurately SDs who have SOs that they want to keep around). Getting to emotionally involved with a SB places lots of strain on a real life relationship. Not a big deal if a SD doesn't have a SO or doesn't care whether the SO knows about his extracurricular activities. The problem is, once the emotional attachment starts, its like managing a fire.

Based on the reports of other seniors, many manage this by keeping the SB at arms length. It helps all parties to keep the relationship in perspective. Others manage to do this by constantly rotating their SBs.

I've found that the latter strategy works best for me since it helps to keep things fresh. But I definitely agree with Double the on the joys of the bowl. If anything were to ever happen to my "real" relationship and career though, I would move to the west coast and live out the rest of my days trying to do my best impersonation of HWG.

[QUOTE=DirtyDeeds38;2417851]Another prime example why the bowl is so much better then escorting. Some women out there are ok with any cock, any touch just pounding the shit out of them, but the average woman, is extremely affected by an emotional connection when it comes to sex. That can come in many forms.

A story of about my 6th SB proves it to me in an extreme way. She was a little spinner red head girl, anxious, shaky and had the typical "daddy" issues. The first time we went to the FC she turned out to be the wettest girl I'd ever encountered in all my life. I literally thought she had pee'd herself. Her sweet juices were running down her leg and all over the bed. I worked her over good, orally, with my fingers, even a few toys. I had her touch herself, teasing me with her pussy before I fucked her. She screamed out loudly and moaned, but I could still sense the awkwardness and that no matter what I did to her, she did not cum. As we lay in bed next to each other she expressed that she was very turned on sexually, but she almost never had an orgasm. She described how she had only had maybe 4 in all her life and those were in close serious relationships. She did not know why she struggled so badly. I knew why. I read this girl like a novel and had her number. I made it a quest to move to an emotionally connected place with her. She became a mystery to me I had to solve. I was gentle, warm, kind, loving with her. I was also passionate and treated her like an angel. The next few times we had sex, I talked to her, held her, reassured her and she began having an orgasm here and there. The mechanics of what I was doing to her was no different than the first time. But she was beginning to connect with me and felt close and secure. As we moved to a closer state she began coming over and over with me until she was having multiple orgasms each time. It was a fucking thing of beauty and motivated me to no end and the sex became outrageously good with her.

This is nothing you will ever find from an escort or the like and another prime example to me why the bowl is so addicting. But also reaffirmed to me that girls need and want that connection. It's all in the mix with the right SB and can lead to incredible experiences.[/QUOTE]

I see my stripper X got a new profile today.

[URL]https://www.seekingarrangement.com/member/e54ab9bd/view?search-created-new[/URL]

Too bad my fantasy never became a reality. Not sorry I tried though.

[QUOTE=IluvSmellyFish;2417915]Could not agree with Double Ds post more. Both on why the bowl is so much more interesting than traditional mongering, along with the analysis of the complexity of figuring out what makes a baby tick and how an emotional connection can pay off major dividends.

Herein lies the rub for SDs with SOs (or more accurately SDs who have SOs that they want to keep around). Getting to emotionally involved with a SB places lots of strain on a real life relationship. Not a big deal if a SD doesn't have a SO or doesn't care whether the SO knows about his extracurricular activities. The problem is, once the emotional attachment starts, its like managing a fire.

Based on the reports of other seniors, many manage this by keeping the SB at arms length. It helps all parties to keep the relationship in perspective. Others manage to do this by constantly rotating their SBs.

I've found that the latter strategy works best for me since it helps to keep things fresh. But I definitely agree with Double the on the joys of the bowl. If anything were to ever happen to my "real" relationship and career though, I would move to the west coast and live out the rest of my days trying to do my best impersonation of HWG.[/QUOTE]Well just on the SD front, I have noticed that most of us in this game, are fairly happy mother fuckers compared to the average Joe out there sporting a nagging old wife at home. And they say what we do is twisted and not natural? I'm the happiest I've been in all my life having SB's at my disposal and knowing the next adventurous little play thing is just around the corner? This give credence to my firm belief that men are wired to fuck, fuck often and fuck randomly. It's societal pressure and Nazi feminists that have tried to make us believe otherwise. Hehe. A bit sexiest I suppose, but in actuality, I blame the feminist movement for giving me so many opportunities to get laid. Women think giving it up with ease, with little in return, makes them more equal to men. Ok, so be it. Now lie back pretty woman and take my cock.

Just want to say you guys inspire me, so much so I decided to give SA a try, looked at SD4 M and the prospects in my area are much less what I am looking for on SD4 M and most the ones that do meet the criteria are on SA as well. I am using HWG's 123 adapted to my style though. I already got two responses within hours of sending messages.

POT#1 is a 23 stripper (didn't say it but has the obvious strip club locker room shot) she is a 8/7/ On the pics, she only responded back she liked my profile so message two is bringing her back to script.

POT#2 is a 21 spinner easily a 8/10/ And appears pretty new because she didn't know what a per date arrangement was.

Of course there are plenty more hooks in the water just waiting for bites. I hope I can achieve the same success you gentlemen are enjoying sounds way better than the PROs. On a side note, I don't remember seeing it anywhere in all the pages I read (to be fair every 20-30 pages I started to skim quickly) but do you guys ever try for the girls saying no sex? I haven't but noticed a few of them have other phrases and the whole tone of their about me is geared towards sex.

My new girl from last night says she wants a 3 some with me and my ATF. She never tried that before either and wants the first time to be special. Not really my thing but I will investigate the possibilities. They only live a mile away from each other, so I am sure there will be some double dipping on my side occasionally with dropping off one and then dropping by to see the other. Two nymphos and only one dick. Good thing they love me.

This one (pictured) could make me forget about a lot of things. I just sent her a random normal sounding how you doing message. I told her she was awesome but that I am probably not what she is looking for. Now we are talking. She is a catch for sure. At 5'8" and 115 I guess that makes her a 10 and she is an 8 or 9 in the looks dept. I haven't hit her with the sugar amount yet. Its very easy to talk to any girl when they think maybe you are the next donald trump. This is why I always drop the sugar amount fast. She is very articulate in her profile as well. Not that that really matters to me as it has no relationship to her possible skills level. In fact in may even hurt? But you would just think a girl this hot looking is equally hot in the FC. A common misconception.

On CNBC today I was informed that referring to a black person as articulate is code for being shocked that they can speak proper english. Live and learn. Is it just me or are the PC people the most racist? No replies please as this is an off topic thought to myself.

Ok. Here are my 5 Steps in an easy to read format. Happy hunting.
I will update it from time to time if I get a better approach or find any typos.

[URL]http://coach4ula.wix.com/fivesteps[/URL]

My hats off to you as always!

[QUOTE=HollywoodGuy;2418159]Ok. Here are my 5 Steps in an easy to read format. Happy hunting.
I will update it from time to time if I get a better approach or find any typos.

[URL]http://coach4ula.wix.com/fivesteps[/URL][/QUOTE]

Those of us who have been at it a long while have developed our own shtick, but Hollywood's contributions are always welcome, and his approach seems to work very well for him. I will adopt many of his thoughts myself.

It will be hysterical to see how the Babies react to the same message coming to them from 50 guys.