"Sugarbabies" / "Arrangements" Amateurs or Not?

[DirtyDeeds38]

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.

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.

[HollywoodGuy]

I see my stripper X got a new profile today.

https://www.seekingarrangement.com/m...ch-created-new

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

[IluvSmellyFish]

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.

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.

[DirtyDeeds38]

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.

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.

[HollywoodGuy]

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.

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.

[JZLizard]

I guess the chemistry just wasnt there for her. But it was for me.

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.

[HollywoodGuy]

"What could SHE have done differently?

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.

https://www.seekingarrangement.com/m...s-my-favorites

[FredMoore]

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.

"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.

[HollywoodGuy]

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.

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.

[FyrGuy33]

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.

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.

[HollywoodGuy]

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.

[Mike7794]

Something she told me made me sit back and wonder. She said I was the only one that did not send her a rude and crude e-mail on there. That I was the only one that treated her with respect. Everyone else talked to her like she was a cheap ****. So, a lesson here guys; Treat them like you would if you are civi dating them. That seems to have paid off for me more than once.

I also have gotten that back from a few of the ones I've met. Kind of surprised me the low level talk given to these women. Not a sound strategy for one's hit percentage in the bowl.

[HollywoodGuy]

Something she told me made me sit back and wonder. She said I was the only one that did not send her a rude and crude e-mail on there. That I was the only one that treated her with respect. Everyone else talked to her like she was a cheap ****. So, a lesson here guys; Treat them like you would if you are civi dating them. That seems to have paid off for me more than once.!

I hear that all the time. Many guys on the SD sites have no intention of ever meeting anyone, so just like the guy on the street that says "hey baby, want to fuck" because they know they never will. There are many guys on the sites that like talking down to girls they know they will also never fuck. The no game guys only help us. God bless those broke small dicked losers.

One reason I go for the 7/9's instead of the 9/7's. A less pretty girl with a bangin body gets the most derogatory remarks thrown at them. Even a loser will usually back down a bit (meaning just stare) if a girl is too pretty but they get bolder if the girl is less pretty. Also girls value their facial looks over their body type. A prettier girl will ask for more than an average girl, even if the average girl has a smoking hot body. For me body trumps looks. And I cant afford a 9/9, so I focus on average to better looking spinners.

The 18 year old pretty and decent bod girl (pictured) I M&G-ed a few days ago already ditched me. I got to her fast and then hesitated as she really was only about a 6 or 7 in the skills dept. I am sure some guy snapped her up just because she was a pretty white girl. Its too bad cuz I was gonna give her a second chance as she was kind of interesting to talk to. And she basically let me do whatever I wanted to her in the car on the M&G.

But I would rather have a sex obsessed naturally skilled spinner any day. Like the other girl I M&G-ed early that same evening. We have been txting ever since. She is a very naughty little girl that needs an experienced daddy to up her game in the FC. And there are just enough of those girls out there to not waste time with anything less.

[Mongo1]

I am new to SD / SB business, my week 3 - but loving it.

After hanging out with the professionals, I finally decided to take the SA route and it has been great for me.

Just a summary:

* Yes, some ladies canceled the night of, or stood me up. Oh well, shit happens.

* Yes, I met one scammer. She got the money and then a knock on the door. Shit.

* Met a beautiful, 20-year old, green eyed beauty. Has job issues, kid issues, money issues. She just needs money ALL the time, not a long-term thing. However, She let's me fuck her without a condom and has a tight pussy. I am afraid I am falling for her. Oh no, no.

* Spent a night with a nympho. Wholly shit. I pumped cum in her raw pussy three times.

* Young AA with the biggest tits: she keeps bugging to see me again. She squirted and soiled my sheets. Nevr saw that before. She wants daddy cock bad.

* 40+ wife who didn't have sex with the hubby for 11 years. I "popped her cherry" . She came 5-6 times, I don't know, and she fucked me and deep-throated me relentlessly.

* waiting for a 19-year old to show up tomorrow morning at 8:00 AM. Chance of hitting that pussy: 90%.

After being shit on by the wife for 20+ years, this is like heaven.

I just hope I can afford this for a long time.

Damn! What site are you using?

[Walruscl]

Something she told me made me sit back and wonder. She said I was the only one that did not send her a rude and crude e-mail on there. That I was the only one that treated her with respect. Everyone else talked to her like she was a cheap ****. So, a lesson here guys; Treat them like you would if you are civi dating them. That seems to have paid off for me more than once.

Same with my unicorn. I was the only one who sent her a message that showed that I had read anything about her profile. That alone was unique enough for her to reply quickly and move to texting (within a few hours if I remember). Then we had one of the most delightful text conversation for the next couple of hours that I'd enjoyed in awhile-it was clear immediately that we had some chemistry. And again, I was the only one who not only treated her like a human being, but showed any interest at all in her as a person, and was able to carry an intelligent conversation for any length.