"Sugarbabies" / "Arrangements" Amateurs or Not?

[John G Smith]

FotoGuy mentioned in his report about slipping money into the SB's purse. Quite a few other guys here have also successfully done this.

I think it's a pretty smooth and slick move. I've thought about doing it myself, however the main reason I've avoided it is because I don't want the girl to feel uncomfortable that I might have been looking through her purse. I wouldn't want her going through my wallet even if she was slipping me naked photos. Also the other problem is that the girl may leave thinking you were a cheapskate and not realize you actually put something in her purse. Some girls are more organized than others and may not quickly notice an envelope or extra cash until much later.

Just wanted to get others opinion on the Purse Slip technique. I like the idea because money is not only never mentioned but not even exchanged, so there's no awkward moments with the hand-off. I'm just concerned that if it's not done properly, the girl will think you stiffed them or might get pissed that you might have been looking through their purse.

[John G Smith]

She's definitely a good fuck and decent companionship, but with her tendency to flake out, who knows if or when I'll see her again. I slipped some sugar into her purse when her back was turned. As it turns out, she had a bit of a financial crisis and I suspect that it was what prompted her to contact me in the first place: She needed some cash and needed it fast. She asked me if I could help her out and I told her there was a gift for her in her purse. She seemed appreciative, but who knows.

My CL Teacher SB who is now my long-term ATF, started out as a high frequency flake. But when we were together, we had a genuine rapport. So after sticking with it and demonstrating a few kind acts (ie. One time when she wasn't feeling well, I said it was okay to skip the FC activities that day), the flaking frequency gradually got lower because she began to value the arrangement more and knew I wasn't an asshole.

I also recently found out the primary reason she was flaking was because she had a boyfriend. She pretty much goes radio silent everytime her boyfriend is in town or when she visits him. Initially these blackout periods seemed completely random, but once I found the boyfriend's FB page (he's pretty active), I was able to matchup her radio silences with his visits. So while she still goes radio silent on me for days at a time, she doesn't flake on our dates like she did before.

Point is, if she's a good fuck and a good companion, then it might be worth sticking through her BS initially even if she has a high tendency to flake. She might end up being a semi-regular eventually. Just always have a backup or two so you don't get disappointed when she does flake. And if things never improve with her reliability, then just drop her until she knows if she really wants to have an arrangement or not.

[FotoGuy1970]

A different local girl finally logged on to SA and replied to a message I sent her a couple weeks ago. We decided to meet up that evening. She was very attractive, petite blonde, girl next door. Smart, funny, personable. My kind of SB. As soon as we got in my car, she wanted to kiss and we had a hot, over the clothes make out session right there in the parking ramp. We drove around looking for someplace with a little more privacy but didn't really find a place and she had to be up too early to check into a hotel. She seemed very interested in meeting with me as soon as possible and she said she'd make it a priority. As I dropped her off, she asked if I could help her with some money. All I had on me was a twenty, and she seemed appreciative. I was on Cloud Nine the rest of the night, I thought I'd finally found my new SB.

Sure enough, the next day she's not responding to my texts. Doesn't respond to a text on the day after, either. I'm actually concerned about her well being, but I'm also suspecting something else is going on. So I purchase a Hushed number and text her from that, pretending to be some random person texting her. Of course she responds to that text. So now I'm assuming that my "ideal SB" was playing me for as much money as she could get out of me on Saturday without having to do as much of the work as possible. Too bad for her, I would have given her a generous allowance based on her overall quality that night. What are some of these girls thinking?

That was back in April. A couple of weeks ago, I saw that she had logged onto SA again, so I dropped her a message saying I was still open to seeing her. We exchanged a couple of texts, but nothing came of it and I figured she had flaked out again. Then earlier today, she texts me again wanting to see me. I actually had three girls who all wanted to see me tonight (this girl, my SDT SB, and then a POT from CL who answered my ad today). I put my SDT SB and the POT on standby while I made arrangements with the flake from SA. I wanted to grab her before she flaked out again.

I pick her up and drive us to the FC. On the way there she apologizes for what happened before, that she just got really busy with school and work and such. On one hand, I understand that everyone gets busy, but on the other hand some simple communication would have gone a long way. So we get to the FC and we get right down to business. She becomes very sexual and affectionate, borderline submissive. Her pussy is one of the tightest I've been in. With a pussy that tight, I didn't last long. We laid in bed for a bit, while she talked up a storm. She promises that this will be a regular thing, and that I can take her with me on a couple of weekend getaways I've been considering going on. I'm taking every single word she says with a grain of salt. I already have trust issues and she fucked up once before. Now my guard is higher than normal with her.

She's definitely a good fuck and decent companionship, but with her tendency to flake out, who knows if or when I'll see her again. I slipped some sugar into her purse when her back was turned. As it turns out, she had a bit of a financial crisis and I suspect that it was what prompted her to contact me in the first place: She needed some cash and needed it fast. She asked me if I could help her out and I told her there was a gift for her in her purse. She seemed appreciative, but who knows.

In the meantime, tomorrow evening I have my first FC date with the roomie of my SDT SB and it's an overnight. This one I'm really looking forward to!

[FeelGoodMd]

I am beyond frustrated tonight. I have been messaging a petite, light skinned 19 yo College Pot (HollywoodGuy, she was right up your alley) I found on SA for several days. She is into being submissive (I make it clear in my profile and initial messages I am a Dom), and some of our emails had been pretty explicit about what we were going to do when we met. She was down for the FC immediately, *never* brought up money or a M&G, and seemed to be focused primarily on the dirty talk (and anticipated activity). She was engaging during our emails / texts, seemed very intelligent, and was down with being obedient or being disciplined if she wasn't (and she knew I have a sadistic streak). I did my due diligence (I have sources at her school I can discretely verify things with, and her FB profile had no security whatsoever), and she was definitely for real.

Monday we were planning to meet, and that morning she informed me that her visitor had arrived, and she also woke up with a sore throat (she is a nanny on the side, so that is plausible). She assured me her visitor only stayed for a couple or three days at a time, so we planned to meet tonight (if everything "cleared up".

Everything looked good this morning, she's raring to meet, and I tell her 6 pm and at which hotel I will be (as well as what will happen if she is late, in explicit detail). She says she understands very clearly, and might be a few minutes late just to be punished. I get to the hotel, set up the room, text her the room number at 5:55.

I text her again 10 minutes later, and she says she is on her way but her roommate just got home (apparently they share a car), and she is still 15-20 minutes out because it is her turn to buy gas. (This girl lives less than a mile from the hotel).

I send her a text asking her to tell me why I shouldn't leave the hotel and block her number. She is, to put it mildly, shocked, and says that she couldn't help it that her roommate was late.

I explain that she can't help when her period is, or whether she picks up a bug from a kid she is sitting for, but she can lace up her shoes and walk a mile once she realizes she is going to be late.

She gets an attitude, saying that is not fair and it's only 30 minutes. At this point, I am steaming. I pack up the room and leave. I only had 2 hours, and if she's this flaky the first time we meet, how much of my time will she waste down the line when she's more "comfortable" with me?

15 minutes later, I get a text from her saying she is downstairs and asking for the room number again. I text back that she needs to check her email.

I sent her an email (already composed) explaining that most SD's are married, and it can be a challenge getting away from the SO, so time is very valuable to us. In addition, many of us have careers that are not salary based, so time literally is money. I encouraged her to be more respectful of her Daddy's (and Dom's, since she's really into that) time the next time she tries to start an arrangement, because being late or not respecting his time is expensive.

I attached a picture of 5 crisp, brand new Benjamins laying on the hotel bed. I wasn't going to give her that much ($ or $. 5 at most), but I wanted the message to sink in. I also wanted her to regret fucking this up when she is with her next Daddy (who will not give her anywhere near that, because the market in my area doesn't require it).

OK, I feel *much* better now.

The Doctor has left the building.

[JZLizard]

Thanks. I am certainly not new. SD but back from break. And making me act like newbie.

Hope I wasn't treating you like one (not intentional if so). I just blurt out my own methodology. Others have theirs that works for them.

[Norm Gerd]

Norm, I always do M&G. My POT is 22 . Young and beautiful. My preferences are like yours as well. Yes, it has been very difficult to find SBs.

They are demanding high sugar amt though. For few hours. !

Sorry I did not mean to suggest that people were skipping the M&G. Which some do. Rather, I was commenting on those who have the ability to arrange not only the M&G, but the availability and price of post-M&G fun before they ever meet. Now that being said, I do not post pictures of myself (or any pictures at all) and this certainly cuts down on my responses I think.

Norm!

[GeorgeRichmond]

You are in the same boat as me. After being in the game (and the bowl) years before this thread existed, and indeed having some good success, I left to pursue civilian relationships. Now I am back, but finding a great more difficulty in meeting POTs that I used to have. Talked to many ladies on SD(ie) dot com but can't get any of them to a M&G. It amazes me that you are able to negotiate the amount and a potential trip to the FC before you even get to the M&G. Then again, I find myself only going after younger, more attractive ladies. But then I am in the bowl to get the ladies I couldn't ordinarily get as a doughy, middle aged dude! I'm sure they are Nano 1's with GPS which is part of the problem. I'm just not comfortable discussing money via text message! And at least in my area, AA ladies seem to be more aggressive, and take a lower allowance. But I am not attracted to them at all, so that does hurt my odds.

Norm!

Norm, I always do M&G. My POT is 22 . Young and beautiful. My preferences are like yours as well. Yes, it has been very difficult to find SBs.

They are demanding high sugar amt though. For few hours. !

[Norm Gerd]

Thanks. I am certainly not new. SD but back from break. And making me act like newbie.

You are in the same boat as me. After being in the game (and the bowl) years before this thread existed, and indeed having some good success, I left to pursue civilian relationships. Now I am back, but finding a great more difficulty in meeting POTs that I used to have. Talked to many ladies on SD(ie) dot com but can't get any of them to a M&G. It amazes me that you are able to negotiate the amount and a potential trip to the FC before you even get to the M&G. Then again, I find myself only going after younger, more attractive ladies. But then I am in the bowl to get the ladies I couldn't ordinarily get as a doughy, middle aged dude! I'm sure they are Nano 1's with GPS which is part of the problem. I'm just not comfortable discussing money via text message! And at least in my area, AA ladies seem to be more aggressive, and take a lower allowance. But I am not attracted to them at all, so that does hurt my odds.

Norm!

[Golfcart]

Well, She came back saying. We must trust each other. She is willing to meet now. Wow. What a turnaround. Should I still move fwd now. As looks like info sharing issue is gone? Or will she still try to investigate based on hotel room detail / info? I will try to use different name on my bookind.

She'll return with the same old song and dance because this is important to her. Confidentiality is important to KingGreg as it should be. KingGreg needs to move on to someone else.

The bottom line is things must be a natural fit or there is no fit.

[GeorgeRichmond]

There used to be a promotional ad for The Man Show after Joe Rogan and Doug Stanhope took over, where they were applying for jobs and asking if it would be possible to receive the annual salary up front. LOL.

I don't let the SB ask. I gift them after the deed based on how happy daddy is at the end of the date.

Thanks. I am certainly not new. SD but back from break. And making me act like newbie.

[JZLizard]

When do you all give sugar to SB? End of the meet or before? Some SB ask full upfront, half after dinner and half after the date. Thoughts?

There used to be a promotional ad for The Man Show after Joe Rogan and Doug Stanhope took over, where they were applying for jobs and asking if it would be possible to receive the annual salary up front. LOL.

I don't let the SB ask. I gift them after the deed based on how happy daddy is at the end of the date.

[GeorgeRichmond]

When do you all give sugar to SB? End of the meet or before? Some SB ask full upfront, half after dinner and half after the date. Thoughts?

[GeorgeRichmond]

I learned this long ago about women. It's the information they have on you that they swear the absolute very most they will NEVER use against you, that they will always use first when they are jaded. You can never be too guarded with these situations. When a woman becomes angry, she goes right for the nukes in an emotional rage and anything she has on you, will be the very first thing she uses.
!

Well, She came back saying. We must trust each other. She is willing to meet now. Wow. What a turnaround. Should I still move fwd now. As looks like info sharing issue is gone? Or will she still try to investigate based on hotel room detail / info? I will try to use different name on my bookind.

[JZLizard]

I learned this long ago about women. It's the information they have on you that they swear the absolute very most they will NEVER use against you, that they will always use first when they are jaded. You can never be too guarded with these situations. When a woman becomes angry, she goes right for the nukes in an emotional rage and anything she has on you, will be the very first thing she uses.

When I was involved in my four year affair that I had hid from both my mistress and wife at the time, I purchased an investment house three years earlier into the relationship. When the house was vacant after purchase, I thought it would be a nice convenient place to bring my mistress to for a random night of sex. I didn't even think she paid attention to where the home was. During our breakup, three years later, she showed up at the front door of that home pounding on the front door demanding my tenants tell her where I was at. Scary shit! I was blown away that she had even remembered that random night and blown away even more that she went back to that house we had only been at once!

Yeah, I say retain anonymity as much as possible. On my last SB-traveling binge, I was going to be in one area for about 4-5 days. Due to all of these vacation rental websites that have made renting houses by the day feasible, I toyed with the idea of renting a nice house for my trip instead of a hotel, as there were lots of things I liked about it such as parking my car in a driveway next to the house, having lots more room and furniture possibilities for fucking etc. But I ultimately decided against it. Why? Dead easy for the girl to find out who the owner of the home is and trick them into revealing my identity. Not easy at all with a decent hotel as they have strict privacy policies in place. I also didn't like the idea that they could just drive by and see if I was there, potentially break in or screw with my car. I ended up staying in a resort that had gated security. Very nice because then I can tell the girl to follow me in with her car, and I tell the guard she's with me.

Also gives her peace of mind in terms of wondering about whether I'm safe, because she knows they have cameras all over the place, etc.

[DirtyDeeds38]

Thank JL, Tidad, HW for helping me and guiding me through this. I am glad I didn't reveal anything. I am going to pass. As it is too much txting now.

I learned this long ago about women. It's the information they have on you that they swear the absolute very most they will NEVER use against you, that they will always use first when they are jaded. You can never be too guarded with these situations. When a woman becomes angry, she goes right for the nukes in an emotional rage and anything she has on you, will be the very first thing she uses.

When I was involved in my four year affair that I had hid from both my mistress and wife at the time, I purchased an investment house three years earlier into the relationship. When the house was vacant after purchase, I thought it would be a nice convenient place to bring my mistress to for a random night of sex. I didn't even think she paid attention to where the home was. During our breakup, three years later, she showed up at the front door of that home pounding on the front door demanding my tenants tell her where I was at. Scary shit! I was blown away that she had even remembered that random night and blown away even more that she went back to that house we had only been at once!