"Sugarbabies" / "Arrangements" Amateurs or Not?

[F Scott]

Congrats my brother! I can only imagine my ATF coming back! Obviously once burned and all. Be emotionally careful. She hurt you once and can do it again. If she just wanted to reconnect with you she would have contacted you privately so she is a player. She probably dumped you back then for a better deal. I know you know all this but sometimes the heart has us see things differently than the hard. My ATF was seeing 3 of us at the same time when it all blew up.

Thanks, Nando.

As I said, I'm trying to keep my emotions in check, but as you pointed out, the heart sees what it wants to see. I can't imagine my little bird being a player, but maybe that would be better for me if I kept that image towards the front.

If she has other arrangements, I think I'm fine with that, as long as I don't hear about them. When we are together, I want to be able to pretend. And while she did, in fact, contact me privately via my cell first, and at first the language was very light and cordial, it has gotten more and more familiar as we have been texting. I'm thinking that she would not have even bothered to contact me at all if she weren't interested in starting something up again, right?

In the meantime, I have met someone locally who is truly fantastic, and in fact could easily become my new infatuation, so I am in a good position to meet my ATF again, I think. Unfortunately, my SNB got laid off last week, so any Chicago brothers who have or know of a position, especially in the tech field, please let me know. This baby is smart, personable, attractive, ambitious and well-rounded, so would be a great hire for anyone. I'd give her a job in a second, if it weren't for the obvious problems that would present. PM me if there is anyone out there with a lead. I'd be in your debt.

Many more tales to tell, both successes and failures, since I last posted up, but not enough time today.

Nothing near Tigger or Hollywood level, but I try my best,

Scott

[Hernando]

Newsflash: ATF, who dumped me a little over a year ago, is back in touch! She sent me a text last week, just reaching out, and we have been in communication daily since then. We are slated for lunch and to "catch up" on Friday. I am trying to keep my emotions in check and just see how this plays out, but I noticed this morning she has a new profile up on SA, so I surmise she is looking to get back into the Bowl.

What a world!

Scott

Congrats my brother! I can only imagine my ATF coming back! Obviously once burned and all. Be emotionally careful. She hurt you once and can do it again. If she just wanted to reconnect with you she would have contacted you privately so she is a player. She probably dumped you back then for a better deal. I know you know all this but sometimes the heart has us see things differently than the hard. My ATF was seeing 3 of us at the same time when it all blew up.

[F Scott]

I take a slightly different approach. Usually for the first date I'll give a box of nice chocolates, card (with gas money. 40. 60) and candles. It's in a gift bag with the tissue paper and usually the card is a funny thank you card (all this can be done at CVS / Rite-Aid / Walgreens right before the date). Any further gifts are given based on what she likes. I require (ask nicely) that the young lady help me to be spontaneous. So I ask them to email me a list of things they like, stores they shop in and gifts that they want. I ask for things from $10-500. This gives them a broad range. I then save the email in a folder that I can get to easily. Then I just pick stuff from the list to give her. She doesn't know what I'm getting or when, so it's still a surprise and I get to know that she likes / wants the gift.

Also, craigslist is your friend. On more than one occasion I've seen something that they wanted or needed on CL. Purchased it for 1/3 of the retail price and the young lady is happy. I tell them that I know it's not new, but I was thinking about them. I usually get extra points and a really good screwing if it's something they need. I've gotten laptops for $150, mavado watches, etc.

BigTigg

Jesus, Tigg, no wonder you get so much pussy! I'd give it up too if you treated me that nicely LOL!

Seriously, nice touch with the list. I'm going to steal that idea, my brother!

Newsflash: ATF, who dumped me a little over a year ago, is back in touch! She sent me a text last week, just reaching out, and we have been in communication daily since then. We are slated for lunch and to "catch up" on Friday. I am trying to keep my emotions in check and just see how this plays out, but I noticed this morning she has a new profile up on SA, so I surmise she is looking to get back into the Bowl.

What a world!

Scott

[Golfcart]

I bought a girl a pair of espadrilles once. It fit her look and style and was a big hit. Putting them on she said,"Even my husband doesn't know my shoe size."

[BigTigger]

I am curious what are good gifts for your babies?

I take a slightly different approach. Usually for the first date I'll give a box of nice chocolates, card (with gas money. 40. 60) and candles. It's in a gift bag with the tissue paper and usually the card is a funny thank you card (all this can be done at CVS / Rite-Aid / Walgreens right before the date). Any further gifts are given based on what she likes. I require (ask nicely) that the young lady help me to be spontaneous. So I ask them to email me a list of things they like, stores they shop in and gifts that they want. I ask for things from $10-500. This gives them a broad range. I then save the email in a folder that I can get to easily. Then I just pick stuff from the list to give her. She doesn't know what I'm getting or when, so it's still a surprise and I get to know that she likes / wants the gift.

Also, craigslist is your friend. On more than one occasion I've seen something that they wanted or needed on CL. Purchased it for 1/3 of the retail price and the young lady is happy. I tell them that I know it's not new, but I was thinking about them. I usually get extra points and a really good screwing if it's something they need. I've gotten laptops for $150, mavado watches, etc.

BigTigg

[HollywoodGuy]

I am curious what are good gifts for your babies?

I will start.

Spa treatments.

Gift cards to Starbucks.

Gift cards to Victorias Secret.

Chocolates.

What has been a big hit for you guys?

Revvo

Go to CVS, Rite aid or walgreens or avon online. And let them stock up on makeup. Always a big hit.

Get a gel gloss manicure and pedicure.

Get their hair done.

I always try to get stuff that will be enjoyed by both of us.

Anything involving their appearance. I only let them buy shoes, clothing or lingerie that is pre-approved by me.
I must also have approval on nail/hair color and style.

I try to stick to the basics, food, clothing, dr visits, booze, weed (its legal here)

I am not figuring the free rent to my live in into this expense.

The actual % of just straight cash I give is probably in the 30% range. I consider all money spent as part of their so called allowance.

Including all normal dating expenses. Still I am averaging $2500 a month so far this year. But I do have 3 full time babies.

1. Employed and on gov assistance. Just got her own house. Exclusive.

2. Hoping to see her employed soon. Lives at dads. Exclusive.

3. Lives here. pro SB. Non exclusive

I admit I am not so romantic with the flowers, chocolates, trips, expensive dinner, etc. I am more the practical type

[Revvo]

I am curious what are good gifts for your babies?

I will start.

Spa treatments.

Gift cards to Starbucks.

Gift cards to Victorias Secret.

Chocolates.

What has been a big hit for you guys?

Revvo

[Revvo]

I have had them tell me I am cheap.

I have had them demand to be spoiled but not tell me what spoiling means.

I had one say to me "what are you going to do for me"? And this was via text before they have even met me.

I have had them tell me I am worth $5k per month and she was not that good looking and she certainly did not have the personality.

I had one that was fat and ugly tell me 500 per visit.

You have to keep your eyes open out there boys.

SD has fewer than SA though.

Revvo

[BikeRider]

I don't know how these girls think that they will find someone stupid enough to pay for the privilege of being in their company, but perhaps those guys are out there. I know none of the men on this board would go there.

I've had several variations of this, but they all seem to use the same approach. They sext several (or in one case lots) of hot pictures. Then they allude or outright ask for sugar before we've met. I usually end it there as I don't have time for games, and once they show any sign of GPS they get cut.

I had fun with one GPS though. We had arranged to meet for drinks, and that morning she text's me saying "baby I need some cash to buy a new dress so I can look good for you tonight" (notice she mentions buying a dress as in she's asking indirectly for north of $$). I replied back "you looked good in that bikini pic you sent me wear that". She didn't reply which was fine.

[BigTigger]

I don't know how these girls think that they will find someone stupid enough to pay for the privilege of being in their company.

Or the ones that want the entire allowance for the month after the first date!

[Hernando]

Keeping a pretty low profile these days but still amuse myself by talking to a few Pots looking for that elusive Home Run. I came across this amusing example of a GPS. Cute girl in early 20s, perhaps a 8/8? Who I negotiated a M&G all nighter at $300 including hotel and no extras. We were nailing down the date when she texted this is for getting to know each other only because " I don't have sex on the first date " Whaaaat? I responded that I was OK with no sex but Sugar does not flow until it flows equilaterally. Needless to say I didn't hear from her again but this goes to show the frustrations that we all encounter sometimes.

I don't know how these girls think that they will find someone stupid enough to pay for the privilege of being in their company, but perhaps those guys are out there. I know none of the men on this board would go there.

[FredMoore]

OK, I'm down to CSBs now (chubby sugar babies) Who would ever have thought that I wouldn't have a spinner HCB. I must not be exuding the proper fun loving devil may care atmosphere.

SB # 1 (ex) is on tap for a booty call.she is a large but sweet 21 yr old

Sb #2 is now transitioned from Pot SB #3 And is a chubster MILF basically. She has a child as I suspected from her wrecked body in a nude photo. The M&G went OK although uninspiring. But in the end I got a mediocre nut and cleaned out the tanks. I don't think I will keep this one on.

Pot #1 transitioned from Pot # 3 and is a Nando 1 33 yr old who I am going to walk from. I need to find quality.

Pot #2 Is a new 18 yr old spinner who wants a SD to "clean her up ", dress her correctly for a more worldly girl. She lives too far away but is willing to travel to a watering hole near me with a shopping mall close. If we have 1) a M&G and 2) consummate our sexual relationship then I will take her to an age appropriate clothier (Banana Republic? The Gap? Definitely not Chanel LOL) , then get Mani Pedis, then take her to a decent salon and get her scruffy hairdo styled. That should take care of the 2nd. 3rd, and 4th overnights. The 1st will be a quick dinner then off to the FC. I give this one a 40 % chance of making it to the M&G. Pics suggest a 8/8? She is a size 1 with A cup boobs. I would like to train her.

Booty call #1 I have a 3 yr old relationship with a pro who is a size 0 with vigorous skills who I am going to tap for the desperation call while I am working on a QSB (to use JGSmith's Coinage) I am going to be patient instead of desperate. I do not get satisfaction from courting CSBs. My pro costs $$ and will come to my apartment. Courting any Pot involves dinner / drinks / flowers / and allowance with or without hotel. This can add up to $$ to $$$$/date.

[Revvo]

You know it is good for me to read posts like John G's and Big Tig. I tells me that we are all in the same boat and that this is a very squirely game we are playing.

These babies are people and women and that means we just cannot predict how they are going to react or act. Or when they are going to change.

It is a highly fluid situation. Like Hollywood says just the typical day in the life of a sugar daddy.

Funny thing I have to keep telling myself this. Because I can get quite frustrated at times.

Revvo

[John G Smith]

I'm in the midst of a shake-up. I'm trying to stream-line and re-prioritize things so when a quality SB comes along I have enough resources / time to hold on to her. At the same time I want to maintain a couple of low-maintenance SBs who can help smooth the valleys while I'm looking for my QSB (Quality Sugar Baby). My Low-Maintenance Babies should really only use up a combined 30-40% of my monthly sugar budget and have enough flexibility to where I can reduce the budget / frequency even further if necessary.

By having these two classes of SBs, it will help keep things clear in my head, so I'll know which girls I should be budget conscious with and which ones I should be willing to spend a little extra coin on. Alright onward to the update.

(Face / Body / Personality / Skills)

New SBs

Latina Artist (22 year old Latina 8/7/8?)

Class: Potential Low-Maintenance Baby.

She's a petite little Latina artist. She contacted me initially a couple of weeks ago. She's completely new to the sugar scene, so she wanted to take things slow. We've basically been texting off and on for about a couple of weeks. In that time she basically stopped going on to the SD sites, which was good so I know she was pretty much focused on me. I agreed to cover her monthly bills which are very modest, but she's very appreciative. Yesterday she finally asked if we could get together this weekend and she said she's very excited to me. I have a thing for petite little Latinas (it's what my Backseat SB used to be) , so I'm looking forward to meeting her and seeing if she's worthy of being in one of my Low-Maintenance slots.

Brown & Busty SB (21 year old 8/9/8?)

Class: Potential QSB.

She's a mixed somewhat petite girl and she has amazing breasts for her frame. She also contacted me a couple of weeks ago, but I forgot to respond to one of her emails for almost a week. (I keep doing this to the good ones, LOL) I had too much going on. I apologized and gave her my number so we could text. We immediately hit it off. She had a great mix of being flirty without being trashy. She was very eager to txt which I liked and she actually got a little mad when I took a while to respond to one of her texts, I liked that. Her financial needs are a little more than the Latina Artist, but honestly not by that much. I put her in the QSB category because she not only looks great but has the right attitude toward me so far. I could see myself enjoying spoiling her in some ways beyond the agreed upon financial obligations. I'll probably be meeting her sometime next week. We'll see how it goes but initially I'll be treating her like a Pot QSB until proven otherwise.

On-Going SBs

Punk SB (18 year old, asian / latina 8/6/7/6)

Class: Very Low-Maintenance Baby.

I thought this girl was on the way out. She still lives at home and just graduated HS and doesn't seem to be going anywhere fast. We also hadn't met since April. But we started texting a little more recently and something clicked with her, and she decided she really wanted to get things going and I think she is starting to get a little bit of an attraction for me. She wants to meet at least twice week and the allowance per visit is insanely low. And for the last several days, she's been sending me naked pics of her before I got to sleep, completely unprompted by me. Also the allowance I'm giving her this week will go almost entirely toward a lingerie outfit for me that I picked out! She decided to get an outfit for me instead of shoes. So she's in full-pleasing mode which is great. The downside is that she wants to see me a little more often that her slots allow. I need to still be able to see the Latina Artist and my Brown & Busty, so I appreciate my Punk SB's newfound enthusiasm, I just need to make sure it flows with my new re-restructuring.

Status Unknown

Euro Baby (21 year old Eastern Euro. 10/10/10/10)

Class: Certified QSB.

This is the girl I wished I taped every moment of. She's now in the wind. I spoke already a little about her, but basically all communication was cut abruptly. Just under two weeks ago. Good news is that she's not on the SD sites. Bad news is that I haven't heard a single peep from her and it's possible she may have gone back to her ex-boyfriend or sugar daddies. I know they were still in regular communication. I'm keeping hope that she'll pop back up in a few weeks or maybe when school starts. We had a very positive time together and she kept saying how she wanted to see me again and etc. So there's probably some other external force involved, but for now I'm just going to assume she's in the wind. But she's the reason why I'm restructuring things, so I can hopefully do a better job of holding on to the good ones. It really sucks having a girl like this slip through your fingers.

Girlfriend SB (18 year old AA. 8/8/6/8)

Class: Low-Maintenance Baby.

I'm not paying her allowance or any of her bills (she has none, she lives at home). So we consider ourselves boyfriend and girlfriend. But because of that we have all the baggage that comes with real relationships. Also I realized having a relationship with an 18 year-old who still lives at home is very difficult and maddening at times. I know some 18 year-olds who are very mature. My Caregiver SB who moved away was just 18, but she was extremely mature and I could have very adult conversations with her. My Girlfriend SB however doesn't have that same maturity and it's given me a lot of headaches. Also has been awhile since we had a good romp, so it was becoming waay more trouble than it was worth. So I basically broke it off this past week. She's still trying to hang on, but unless certain things change I'm pretty much done. It's a nice ego boost to have an attractive 18 year old desperate to have a relationship where there's no money involved. But there's just been too much drama and she just lives too far away for me to see regularly.

I hope by my mid-month update, I'll start seeing the fruits of my restructuring.

[HollywoodGuy]

Me and the LatinaCoed met at her house and through some interesting discussions we ended up calling off the arrangement. To her credit, she is giving me back the money I gave her as we did not really get the relationship started. This was a very interesting turn as I thought she was the one that was going to out last the rest.

Next day I had a meeting with 3 setup. A meeting with MsCoolnSlim for breakfast, a lunch date with MsBrownCutie and a late evening date at the house of MsNurseBooty. MsCoolnSlim flaked on me because I didn't give her the location the night before. I couldn't give her the location because I was with MsLatinCoed and putting my hands all over her body. So she slept in, instead of getting up at normal time to see if I sent an email. Wow. We are scheduled to meet next week for dinner.

MsBrownCutie: Met for lunch went to a movie and overall had a great date. We did the final negotiations for the arrangement with the agreement that more funds will flow once the Tiggabounce starts. But until then it's just expenses. She's fine with that. I think as long as I get the money to her without discussion, then the relationship can flow pretty naturally. Anyway we were not in a position to get a room, so lots of flirting, throughout the day. At some point she was sitting on my lap at the theater flirting. By the end of the day, lots of kissing and touching and some how her boob ended up in my mouth while we were in the car saying goodbye. She's leaving for 10 days, so we'll pick that back up when she gets back.

Stopped by MsNurseBooty's. She asked me to bring dinner and wine. Once I saw wine on the list, I got condoms too. We spent 3 hours together, eating, drinking and eventually naked in her bed with her having this loud and huge orgasm. What I didn't know about her is that after the big orgasm, she's done. I know a few women like this. So even though we did have sex after her orgasm, it wasn't quite the best because she was tired and wore out from her day and the orgasm. So I eventually stopped and I didn't finish. It was late and I needed to go, so we'll continue that one next week.

MsBored hopped in my car recently, we chatted, kissed talked about setting up regular meetings and she let me feel those beautiful boobs of hers.

BigTigg

Just a typical day in the life of an average sugar daddy. LOL