"Sugarbabies" / "Arrangements" Amateurs or Not?

The need for variety and experiencing the known that new pussy brings and how the new ones will respond to me is overwhelming my senses again.

To refresh, my current SB, has basically turned real GF. She is hands down madly in love with me, wants a life, future and to move away with me on a moments notice. She begs for my attention daily. She is a spinner, as crazy kinky sexually as they come, loyal, loving, but not without her own problems. Body a solid 9, face an 8, overall a meek, submissive, college girl who does not quit!

So this bodes a new question for the forum. I like to believe I have an unbelievable nose for a girl leading me on, being fake, If it goes real, I will test them in every conceivable way possible. I have done that with this girl and she keeps coming back. My contributions are now very minimal, but she does want me still to give her money, but she is NOT greedy and never asks. She also wants me to put her up in a place, my offer, but now she needs it, etc.

The question? Can girls like this really dupe even us more seasoned veterans? Or can they truly be this genuine? I feel some of her loyalty might be based out of being a somewhat fucked up emotionally and insecure as is often the case with many of these girls. But I also feel she is genuine and would make a long life with me. As long as I could get my dick hard that is, as there is no way in hell this one goes without sex for more then a day or two.

I'm on the fence about letting her go. It will likely get messy, but I just have visions of fucking random women, getting all the experience I was not allowed in my youngers years. That temptation is overpowering what long standing SB has meant to me. I feel dark and evil in a way, but I am a man with a hunger for variety. Sexually. She would be ANY of you monger's dream. She will do any fucking thing to please her man and she does in such a way. She begs for my cum in a passive, feminine docile, submissive way. She just has that true nature about her we all dream of. But at the end of the day, even a girl like this can get old. I know if I let her go, I'll have some regrets. I'll want her back, I know myself.

Help me walk away brothers. I need variety.

Rant.

[QUOTE=DirtyDeeds38;2409602]
Help me walk away brothers. I need variety.
[/QUOTE]In terms of whether they are genuine or fake, at the end of the day it doesn't matter much if they believe what they said at the time they said it. They change their mind so often that it makes the truths of yesterday irrelevant to the truths of tomorrow.

As far as motive to walk away, I can only tell you that in all the girls I have dated or banged (it's quite a few, because I've been sexually active since my early teens), there is not one that I intentionally cut loose that I regret doing so. There are a couple that just didn't work out for various reasons that were great women and I miss them sometimes, but in terms of the ones where I just said "I'm done", it never did anything but benefit me. They almost all begged me to stay at first, but what happened over time was a lot more interesting. After their pain died down, most of them either contacted me out of the blue (or maybe I saw them somewhere later) saying they just missed the sex and wanted to get together just for a retro fuck. I will say that sometimes during a retro fuck, you have to be prepared for them to start crying, reminisce about old times and the mistakes they think they made, etc. But it's their nature to try to reach for more. Women want what they can't have. If you've dated them in the past and they developed strong feelings for you, those feelings will never really go away and if you bang them occasionally afterward you may need to deal with their emotions on a smaller scale, but if that doesn't bother you, then just know that dumping them only makes them more attracted to you, so their pussy will continue to be available when you want it, at least until they get involved with someone else seriously.

The only thing I don't like about retro fucks is the potential emotional drama after the sex, but that is very specific to the individual and they don't all do that. There have been many cases where I said point blank "well, you know I ended our relationship because I don't want to be serious with anyone, I just want to play around", and sometimes they respond to the effect of "well that's fine I'm okay with just being fuck buddies". It just depends on their outlook on life and what else they have going on.

[QUOTE=JeezLizard;2409640]In terms of whether they are genuine or fake, at the end of the day it doesn't matter much if they believe what they said at the time they said it. They change their mind so often that it makes the truths of yesterday irrelevant to the truths of tomorrow.

As far as motive to walk away, I can only tell you that in all the girls I have dated or banged (it's quite a few, because I've been sexually active since my early teens), there is not one that I intentionally cut loose that I regret doing so. There are a couple that just didn't work out for various reasons that were great women and I miss them sometimes, but in terms of the ones where I just said "I'm done", it never did anything but benefit me. They almost all begged me to stay at first, but what happened over time was a lot more interesting. After their pain died down, most of them either contacted me out of the blue (or maybe I saw them somewhere later) saying they just missed the sex and wanted to get together just for a retro fuck. I will say that sometimes during a retro fuck, you have to be prepared for them to start crying, reminisce about old times and the mistakes they think they made, etc. But it's their nature to try to reach for more. Women want what they can't have. If you've dated them in the past and they developed strong feelings for you, those feelings will never really go away and if you bang them occasionally afterward you may need to deal with their emotions on a smaller scale, but if that doesn't bother you, then just know that dumping them only makes them more attracted to you, so their pussy will continue to be available when you want it, at least until they get involved with someone else seriously.

The only thing I don't like about retro fucks is the potential emotional drama after the sex, but that is very specific to the individual and they don't all do that. There have been many cases where I said point blank "well, you know I ended our relationship because I don't want to be serious with anyone, I just want to play around", and sometimes they respond to the effect of "well that's fine I'm okay with just being fuck buddies". It just depends on their outlook on life and what else they have going on.[/QUOTE]As always such sound and thorough advise from Jez! The part about never having regretted leaving one, kind of hit home with me. I have found the same to be true, but memory always fades me on that front and I think no girl better can come along and like you said, they usually do. Very true, in that women always want, what they can't have.

I'm parting ways and firing back up my SA account so hopefully I can have a new girl lined up to dive into to help me forget. One thing that I will not miss, is how sex, albeit on par with the best I've had, was quickly turning to work with this girl. How the fuck can a girl cum 30-50 times without tiring? My arms, cock, tongue and brain is seriously warped. I need a nice juicy tight responsive pussy that melts after she cums 3-4 times and needs some cuddles or something for a while. This girl wore me out.

I have an old friend NSA friend from Richmond. Cute petite black girl spinner, upper 20's. Who is having some problems in OH.

She needs to get out -- and quite frankly do a casual date or two and get fucked a few times. Some modest $$ will also help her.

She is very intelligent and does a mean massage!

I introduced her to SA. And helped set her profile up so it reads well.

If there are any guys out there (SMs only) that are white gentlemen -- salt and pepper hair also helps -- then I will try to get you to the front of the line.

I will only hand out her SA I'd number to those I can see are local to her -- and of course you need an SA account.

Thanks in advance - please PM me.

GW.

A couple weeks ago, I found myself doing two back-to-back M&Gs, both non-local:

The first was in her early 20's, very cute to me personally but I could see why some guys would not go for her. Never had a SD before, previous M&Gs with other guys had been disappointing. But through texts we have really good chemistry so I'm thinking this could be a keeper. We met for lunch and it went great. Couldn't do much else besides a M&G because she had to be elsewhere, but I thought for sure this would be the start of a great relationship. But since then her communications have been slowly but surely dropping off. I suspect she's getting cold feet about getting physical with an older guy but she still enjoys talking to me on some levels.

The second was all but guaranteed to go to FC right after M&G. Her pics I had seen must have been older as she had definitely put on a bit of weight, but not enough to make her look unattractive. She's mid 20's, single mom, sex fiend, submissive, just wants to please daddy. We had a good M&G, went off to the FC where we spent half the night. She conveyed nearly 100% submissiveness and willing to try things she's never done before. A bit heaver than I like once the clothes come off, but still not bad at all. Her personality, skills, and eagerness make up for her lack of a petite body. We plan on seeing each other again very soon.

[QUOTE=DirtyDeeds38;2409602]The need for variety and experiencing the known that new pussy brings and how the new ones will respond to me is overwhelming my senses again.

Help me walk away brothers. I need variety.

Rant.[/QUOTE]Deeds, I always think a bird in the hand, etc. Can you reduce your availability to her in some way while still enjoying her incredible assets? The other way to avoid a complete meltdown is Hollywood's way. Admit to a desire to bring other players on board.

The next option if you going for a full break is to line her up with Board members in your area to provide continuity of care.

[QUOTE=DirtyDeeds38;2409602]The need for variety and experiencing the known that new pussy brings and how the new ones will respond to me is overwhelming my senses again.

To refresh, my current SB, has basically turned real GF. She is hands down madly in love with me, wants a life, future and to move away with me on a moments notice. She begs for my attention daily. She is a spinner, as crazy kinky sexually as they come, loyal, loving, but not without her own problems. Body a solid 9, face an 8, overall a meek, submissive, college girl who does not quit!

So this bodes a new question for the forum. I like to believe I have an unbelievable nose for a girl leading me on, being fake, If it goes real, I will test them in every conceivable way possible. I have done that with this girl and she keeps coming back. My contributions are now very minimal, but she does want me still to give her money, but she is NOT greedy and never asks. She also wants me to put her up in a place, my offer, but now she needs it, etc.

The question? Can girls like this really dupe even us more seasoned veterans? Or can they truly be this genuine? I feel some of her loyalty might be based out of being a somewhat fucked up emotionally and insecure as is often the case with many of these girls. But I also feel she is genuine and would make a long life with me. As long as I could get my dick hard that is, as there is no way in hell this one goes without sex for more then a day or two.

I'm on the fence about letting her go. It will likely get messy, but I just have visions of fucking random women, getting all the experience I was not allowed in my youngers years. That temptation is overpowering what long standing SB has meant to me. I feel dark and evil in a way, but I am a man with a hunger for variety. Sexually. She would be ANY of you monger's dream. She will do any fucking thing to please her man and she does in such a way. She begs for my cum in a passive, feminine docile, submissive way. She just has that true nature about her we all dream of. But at the end of the day, even a girl like this can get old. I know if I let her go, I'll have some regrets. I'll want her back, I know myself.

Help me walk away brothers. I need variety.

Rant.[/QUOTE]It has been my experience that they can do a 180 on you and forget the past. It is the estrogen they live with. Ultimately I've found the best way is to not get too close. Close is okay, but "too" is what I'm talking about. At the end of the day, like in business, you've got to have walk away power from a deal.

[QUOTE=Mike7794;2409841]At the end of the day, like in business, you've got to have walk away power from a deal.[/QUOTE]Truer words were never spoken. You have to ready to walk even if it hurts, and sometimes it does.

[QUOTE=JeezLizard;2405669]So, while it's true that it's unfair to say she is always a hardened pro if she invites you over for the M&G, I'd say this is not a typical scenario with a responsible young lady, and in most cases we should be suspicious of any girl who doesn't want to meet in a public place first.[/QUOTE]I appreciate your perspective. The truth is, I was nervous as heck going to her apartment. That being said, we did not have a whole lot of conversation before we met. A couple of emails on the website, and then a brief exchange of texts. This was a number of years ago. But she was not looking for a green card, as she was not interested in marriage or children. She was just a grad student or post doc fellow (I forget which) working in a low wage job in her field, in an expensive city. She needed help, and since she didn't really date, sex. It worked out great for her. But like I said, she was older, and I think that made all the difference in both our comfort levels. But she was clear she didn't event want to be my girlfriend. But we drank a lot of wine, ate a lot of cheese and crackers and had a great time.

So while we are on the subject of where to go to meet a POT, I am extremely uncomforatble picking a young one up at a parent's house. Today, a very hot early 20's POT told me she currently is without car, and I would have to come pick her up at Mom and Dads. It's pretty weird for me. Any wisdom on this topic? She tried to reassure me they would not be coming out to meet me or anything but still.

Norm!!

[QUOTE=NormGerd;2409955]
Today, a very hot early 20's POT told me she currently is without car, and I would have to come pick her up at Mom and Dads. It's pretty weird for me. Any wisdom on this topic? She tried to reassure me they would not be coming out to meet me or anything but still.
Norm!![/QUOTE]I haven't had that particular scenario. Someone here in the thread has posted about same, before though. Maybe they can chime in.

Tell her to be out front, roll up to her, open the door, she gets in, drive away. Wave to mom and dad as you leave. As long as you she and you act as it is normal, they will too.

[QUOTE=NormGerd;2409955]I appreciate your perspective. The truth is, I was nervous as heck going to her apartment. That being said, we did not have a whole lot of conversation before we met. A couple of emails on the website, and then a brief exchange of texts. This was a number of years ago. But she was not looking for a green card, as she was not interested in marriage or children. She was just a grad student or post doc fellow (I forget which) working in a low wage job in her field, in an expensive city. She needed help, and since she didn't really date, sex. It worked out great for her. But like I said, she was older, and I think that made all the difference in both our comfort levels. But she was clear she didn't event want to be my girlfriend. But we drank a lot of wine, ate a lot of cheese and crackers and had a great time.

So while we are on the subject of where to go to meet a POT, I am extremely uncomforatble picking a young one up at a parent's house. Today, a very hot early 20's POT told me she currently is without car, and I would have to come pick her up at Mom and Dads. It's pretty weird for me. Any wisdom on this topic? She tried to reassure me they would not be coming out to meet me or anything but still.

Norm!![/QUOTE]

[QUOTE=JeezLizard;2409023]Understood. I actually thought she sounded atypical of a female in general when she so readily admitted to blowing a guy in the men's room. A lot of women (SB or not) have trouble being totally honest about the naughty things they do, and the fact that she came right out and told you says things about her that I can't really speculate about without knowing her. It could mean she has an exceptional amount of courage and integrity, or it could mean that she doesn't understand what raunchy behavior that is (I can't think of a less sanitary place to do anything sexual than a public restroom at a club), or it could mean something in between that nobody's thought of yet.[/QUOTE]She has honesty and integrity to a fault. Honesty was the one thing she insisted on very early. (somehow she justified the cognitive dissonance that honesty wasn't an option with my SO).

As for the raunch factor, her immediate comment after telling me about the BJ in the restroom was: ". And I would [B]not[/B] recommend it, by the way!" Then again, you can look back in the thread to see some of the way-out-there things we've done. And that's not the half of it, since I do have my scruples and don't want to overshare for all the usual reasons.

She's a unicorn because she's a perfectly sweet girl, has a good moral compass on the issues that matter, and can carry an intelligent conversation. Yet has a sex drive that is just crazy.

[QUOTE]Actually the dilemma you're faced with right now doesn't seem all that terrible in the big scheme of things. I read about these guys with pregnancy scares, stalkers and extortionists and having been to those dark places myself in the past, it actually stresses me to read their stories and to watch them struggle with them. It seems to me you just have to figure out how you want to handle the situation in your own mind, so if it helps, you could always be glad she's got these other urges or activities going on that makes her not a direct threat to your household life.[/QUOTE]I've been [B]extremely[/B] lucky to have found her amongst the other options that would have ranged from unsatisfying to outright disasters in the making. And at this point it's not much of a dilemma. We're back on track for now, my anxiety about it going the other way has passed.

After window shopping for the past 3 months, yesterday I decided to jump back in with a premium membership. And what do you know? I have 3 M&G's within 2 hours. And, 2 POTS which I will explain after the M&G's.

Tonight was #1. 27 y/o 7/9/?/? Pick her up at her place (can't drive now because of a dui) and we go to the other side of town to a Dunkin Donuts for coffee. Turns out she is the ex of a guy I know from the neighboring FD. Yikes! Well, I figure I'm going to plow ahead anyway. Pretty girl, big tits and a mouth I would love to have around my cock. We sat and talked for almost an hour before we got to the sugar discussion. Here's where it goes bad. She says she has had a couple of SD's in the past and they gave her $400 per date. I counter with $150. That pretty much ended it all. She wanted me to meet her half way but I decided to stand my ground. She's going to think about it and if she changes her mind she will let me know. I take that as NEXT!

Tomorrow afternoon I have a cocktail M&G with a 44 y/o ebony milf. She reminds me of Diamond Jackson if any of you guys watch porn. Not exactly what I am craving, but I think she could be a nice find. We will see how this one goes. I have found that the older one will sometimes accept lower sugar and host since they are usually not inundated with e-mails and offers from hundreds of other mongers.

Pot#3 is a 26 y/o 10/9/ Breakfast with her on Wednesday. E-mailing and texting with her has been very easy. We have not discussed sugar, but I now have a feeling she might be GPS. Another one that has had a SD before. This seems to be a common denominator in my experience. Anyway, depending how well we hit it off I may go up to $200 if she is hosting just to see how good she is. Of course, even that may not be anywhere near enough. I hope this works out as she has told me several times how she is very open minded. And we all know what that means.

So, now on to the other POTs. The warden and I are planning to move to Florida the end of this year. We are closing on a house the first week of April, so I know exactly where we are going to be. That being said, I have started the hunt in that area. I have come across 2 pots so far. The first is a 38 y/o MILF 7/8/?/? I have e-mailed her and spoke on the phone so far. Honestly, I'm not really feeling it with her but I guess I will keep her on the backburner just in case.

The other pot is a 29 y/o 8/9/?/? Very cute 5'3" average build blonde. I spent much of today e-mailing with her. I find her extremely easy to talk to. She says she is tired of dating guys her own age. The typical stories of how they don't know how to treat a lady her age. Another one that has had a SD before, so I am worried about the sugar discussion. She said she has had a bad experience in the past, stalker maybe?, so she's not ready to text or provide any more pics than what is on her profile. Since I have time on this one I have decided to be the patient Daddy for her. I get the feeling if we can agree to an deal this could be a very nice ride for me. I plan on seeing her after the warden leaves since I will be there for a few weeks without her getting the place ready to move into.

So, my brothers, this brings another question to mind. Do you guys find that if they have had a SD before, regardless of age, the sugar expectation becomes much higher? I seem to be running into that more these days. My usual way of handling it is to explain that I can't afford that much at one time. But, with the lower sugar per date I can see her more often and thus the total could actually end up being more. Of course, that is a lie, but that's what I tell them. So far, it's only worked once. Is there a better way to handle that?

As always, thanks for any advice or comments. I will post the outcome of the above as things progress.

[QUOTE=JeezLizard;2410129]I haven't had that particular scenario. Someone here in the thread has posted about same, before though. Maybe they can chime in.[/QUOTE]I am new to SD world. Just started this month in Detroit. I picked up a young girl from her parents place. It felt weird, I had a good time with her at my place that evening.

Been there, done that. I mentioned before about mom peeking out the door to see where her baby was headed out too. I pulled up in front of the apartment, WAY too close. I'm sure she could tell my eye color when she looked straight at me. Lesson learned, always picked her up a few places down after that. I've seen one of my current babies at her apartment shared with dad. Very close call with aunt stopping by just as we were pulling out. Not much I can say about that one beyond stupid.

[QUOTE=JeezLizard;2410129]I haven't had that particular scenario. Someone here in the thread has posted about same, before though. Maybe they can chime in.[/QUOTE]