"Sugarbabies" / "Arrangements" Amateurs or Not?

[QUOTE=Hernando; 1378217]Welcome to the blog Boogie! My humble advice is to stay away from the desperately poor, substance abusing girls. Avoid the "White Knight " syndrome in saving these girls from themselves. They are not fixable. I've been with many of them. As one of the gents said earlier, the Nando 1s are easier to nail at first. Their stories are compelling and sad. You will find yourself wanting to help them. Once you are hooked they will call you needing money for rent, child care, groceries with sad tales that they are about to be evicted and therefore homeless, they are losing the car, license, custody. And they actually are.

Say to yourself." I can not save them from themselves " 1000 times and you might have it. The unique thread with all of them is they do not work at anything except trying to get money by not working for it. Many are single mothers with no babydaddy in the picture, and therefore no child support. If a SB applicant says 1) I don't have a job. 2) I don't have a car (license).3) I can't work because I can't afford child care. 4) I only work part time. 5) I just do a little pot 6) I need money because I am going to (fill in the tragedy here). Hang up, block their profile, do whatever it takes to erase them from your memory.[/QUOTE]The SB's described above are also the ones that, when you inevitably say "No", will turn on you in a heartbeat and cause you more grief than you ever want. Hernando is 100 percent spot on. Avoid, Avoid, Avoid!

I went back to my atf sb4 for the first time in nearly nine months. She's as hot as ever, her ass just as perfect as before. But it felt like there was no challenge. The thrill was gone. After 10 minutes or so I was bored with her, and it was a lot of work to release. I have the opportunity to retrofuck sb9 this weekend, but I'm worried it will be the same.

[QUOTE=Literal2;1378300]I went back to my atf sb4 for the first time in nearly nine months. She's as hot as ever, her ass just as perfect as before. But it felt like there was no challenge. The thrill was gone. After 10 minutes or so I was bored with her, and it was a lot of work to release. I have the opportunity to retrofuck sb9 this weekend, but I'm worried it will be the same.[/QUOTE]Lit,

I vote in favor that you should retrofk sb9 this weekend. Of course you didn't ask for a show of hands, but I'm offering this anyhow.

What I'd suggest is intoducing something new into the mix, maybe some toyz or something that will get little Lit excited and might be sort of off the wall for sb9 too.

Let your imagination rip here Lit, and give her a thrashin like she wasn't expecting from an ole golden boy.

Then of course, report back and fill the club in on all the details. Suggest a trip to the adult store for a couple of new devices.

Vroom

[QUOTE=Varoom;1378314]What I'd suggest is intoducing something new into the mix, maybe some toyz or something that will get little Lit excited and might be sort of off the wall for sb9 too.[/QUOTE]I heartily concur. One of my babies was heavily into toys, which is something I had never experienced before, and it was a huge turn on for us both. Plus it had the added benefit of keeping her fully charged while little Scotty caught his breath for the next round.

Tally another vote for revisiting SB9! I still think fondly of my recent experience getting back together with my naughty British baby. Hot with two "t's".

Scott

Another week on the road and the fun keeps coming.

Started with SB1, the MILF. Cut out of work early and spent the afternoon and evening in adult sports. Excellent time and very easy to be around. Is going through a divorce and wants NSA at all. Told me some exploits (pursuing younger men as a Cougar but they won't pay $) and men becoming possessive. Switched of SD to SA because she says SD is all "I want a relationship", SA is let's do it and pay. She will stay in the rotation as lot's of fun.

New SB 2 (30 YO. Looks a little chunky in pic) keeps asking me to come over and oblige. Walk in the door and she attacks me. She's a fat chick (her definition is average) and I must be an addict as I tear her up for 3 hours straight. Should I leave pay? Nominal amount? I punt and 5 minutes later get text "You didn't pay me". Begin dialog where she expects exorbinant amount and I am wondering can she find me? Fatal attraction shit. Calm down and tell her she did not mention, did not know what to do, and figure it out in the morning. She wants it deposited in her bank account and sends the number. Finally decide the right thing is as earlier poster said, they all get the same amount and give her the nominal amount into her bank. Tell her that's all I got. She replies all ok, let's discuss next time I see you. Which of course will be never. Live and learn. Wow!

Out of play for 2 weeks. Need to recover!

" I've had the best experiences with SBs who are truly full-time college students that also have a job. These are the ones that seem to have their act together and a goal for their future. They want a SD, not so they can quit their job or school, but to be able to do more than just make ends meet. They want the extras and some fun. I'm not sure where that falls in the Nando classifications though!"

AMEN Brother! That is what I'm into now and it's AMAZING! My HYCB is so smart, energetic, engaged in her own life, hard working, upwardly mobile, and has NEVER asked me for a single thing. I want to give her everything I can.

She is a Nando 111 (1 = desperada. 11 = escort. 111 = HCB / SB. 1111 = MILF) more or less

Last week I found I could go back to an SB I'd ignored for eight months and she still opened up her pussy for me (and the expectation of sugar). This week I've received several emails from her requesting more semen and clearly hoping for more sugar. But as I said, I was bored with the experience so I'm avoiding her.

SB9, who I haven't seen in more than 6 months, has been persistent also. After one retrofuck last week I was dubious that another retrofuck this week would be any better. I sought to dodge the date with SB9. She has redoubled her efforts and is pleading with me to see her. She desires multiple climaxes from me, she says. She offers to borrow an apartment from her sister for us to use. I still haven't decided.

These babies are each about 28. SB4 is definitely HYB, SB is pudgier but is voluptuous rather than fat. I'm nearly 40 years older but they are chasing me! Uh, I mean my wallet. I just wish I had known how easy it is to get laid when I was younger.

If I see SB9 this weekend I know I'll be aroused during foreplay and eager to open up her vagina one more time. But after a few minutes of that, she has to be good or I'll lose interest. Then it's like work.

Thanks for the advice about toys. Where do you guys hide them? We were talking earlier about the problem of hiding a mongering cell phone and the risk of discovery. It would be a lot harder to explain a vibrator to the warden.

I skipped the session with SB9 but she and I are in a sex-talk email exchange. I'm trying to get her to send me some pix of her pussy. I'll post them if I get them.

My SB4 is getting nasty: why didn't you come fuck me again? I need sugar now! Etc. This is normal for the SB game. Pathetic.

Retrofucking is not multifucking. Multifucking is fucking more than one sugarbaby at the same time. Retrofucking is going back to a sugarbaby you have ignored for while and fucking her again.

[QUOTE=Literal2;1379719]Thanks for the advice about toys. Where do you guys hide them? We were talking earlier about the problem of hiding a mongering cell phone and the risk of discovery. It would be a lot harder to explain a vibrator to the warden.[/QUOTE]In a tool bag, among other tools; wrapped in a disguise then stored in a box for another purpose. Of course would only do so if detection is not likely. Or, if concerned about discovery, buy, use and dispose. 20-30 bucks added to the adventure isn't a lot compared to what the end result could be. You can also opt for even less expensive devices; ie non-motorized, if the budget is in consideration.

[QUOTE=AliasSM; 1378128]Time to let you all know that I am alive and well. And sorry to hear that some of the best posters on this thread have taken to a temporary retirement.

I have joined a SD site and am working with 2 SBs from that site to set up the first meeting. Infortunately, both are a good 2 hr drive for me and really don't have the time for that. No good candidates on the site closer to home yet, but I plan to keep trying. I have also been looking for a SB relationship through CL contacts. That has produced a couple of candidates, one of which I was able to penetrate this week. She is a 20 something college ginthat is kind of interesting, but as I have encountered before, is on the heavy side. Too big to keep me coming back for more. I seem to be seeing a trend here. Most of my contacts have been at least 20-30 pounds overweight, much too heavy for my preference.

Still has been an interesting quest, but haven't found the right connection just yet. The warden leaves town next week and I plan on driving the distance to try out my 2 distant SB potentials while she is gone. I'll keep you all posted, but these 2 SBs are also in the plus-size category. I must be a BBW magnet or something. Worth checking out anyway.

Keep the good info coming.

Alias[/QUOTE]I find heavy babies come in two flavors. One has a sloppy body all over, folds of skin and fat hanging down her abdomen, loose thighs, loose arms, etcetera. This kind is not for me. I will walk out.

The other kind can have a big ass or even a big belly but her skin is taut all over. She will have big boobs. I like the second kind especially if she thinks you are doing her a favor by fucking her. She can be very responsive and her body can be enjoyable. Just don't focus too much on her profile.

Met my first woman through SeekingArrnagement last night, and it was something of a cluster fuck. We'd emailed and set up a time when I'd call her, and (I thought) set that she could get to the meeting spot on her own without me having to pick her up. So I got a room and called her at the number she'd given me. Went to her voice mail, but she called back within a couple of minutes. She acts like she doesn't remember me, or our emails, but tells me she'll get back to me. This is in the form of a series of text messages where she asks about everything I'd thougth we'd agreed to. Then she tells me she's not to her place, and needs a ride to the motel once she can get there and get ready. Delays piles onto delay and in the end I finally call her to tell her that if she doesn't want to meet me, I'm okay with that, I just wanted to know what was going on. Finally, almost 2 hours after I first called her, she finally calls to tell me she's ready to be picked up. Gives me directions to where she is and I go there. End up waiting another ten minutes or more waiting for her to come down. Then she calls me to ask which car is mine (several parked in front of the dorm) and asks me if I can give her friends a ride to their dorm. End up with three girls in my car, two slender ones in the back and the girl I was to see, up front with me. Drop the passengers off and head for the motel. Now things start to unravel: it's cold, so she's wearing bulky clothes. No problem, I understand the need, but the bulky clothes reveal a fairly bulky woman underneath. I give thought to giving her a small amount and taking her back to her dorm, but after two hours of anticipation, the wrong head's doing the thinking now. First positive: she was more than willing to kiss me, and seemed to like it. Said this was her "first time", which I guess means I'm the first man she met through SA. I open with some tittie play and then try fingering her to get her 'warmed up'. It seems to work, as she seems to respond, then says I was getting too rough, so enough of that. Second positive: when I asked her if she wanted me to get a condom, she said no and said she was clean, and she appears to be, so I get down to business. If she were a P4P woman, I'd describe her as a "starfish": all she was up for was laying back and taking it. Worked up a sweat, stopped after a while and the two of us dried off, then got back in bed. She was more than willing to lie with me and snuggle, but when I asked her to get on board and go for a ride, it didn't work. She tried getting on top and riding me, but she just did not get into the act. After a while, I tried getting in the saddle again, but by then the initial thrill was gone and I was ready to be done. Asked if she had to be anywhere and she said she did, so gave up and we both caught a shower (separately) and got dressed. Ended up giving her a ride to some place where I think there was a 'house party' going on and dropping her off. Should I have backed out? Probably. Should I have thought to see her someplace liketo have lunch or something similar? Again, probably. My first foray into the SA was a learning experience, and I think I learned several things. One thing I learned for sure: I am NOT going to meet this woman again!

Lit- Thanks for your advice and also for the great guidance you have provided in the past through this board.

I have run into more than my share of heavier young women it seems. Probably a result of where I have been fishing in the past. If sloppy overweight, I will still go ahead with the session and just end all contact after the first visit. This last SB was a college student in her early twenties and you could tell that she had really been hot as a teen. She had a Mid-Eastern heritage that can really produce some beautiful ladies. But she was at least 50 lbs over what you would call pleasantly plump. Still, banging a 22 year old has it's benefits. She claimed to have not had sex in years (believable at her weight) , and was hot, horny, responsive, and wet. She responded with about everything I could ask for except squirting when she climaxed. Still, not what I am looking for in a LT relationship.

Next week I plan to try the marathon of SDs. The warden leaves Sunday and I already have first meets firmly set up with SBs on Sunday and Monday, and potential dates not yet finalized with 3 other SBs the remainder of the week. My goal is to set up a meeting every evening, hoping to land at least 50% in the famous FC. I think that might be pushing it for me with my lack of honed fishing skills at this point, but I plan to try my hardest. I think several of these girls may be pros in disguise, so landing 50% may in fact be attainable, just not leading to any future LT relationships.

I will of course report back to this forum. I've come to respect all of guidance and the many hours of experience in this part of the hobby. My goal is to find maybe one or two regulars (Preferably HYBs in their 20s) to supplement my existing sex life with the warden. To all on this forum. Keep up the great posts and advice.

Alias.

[QUOTE=Literal2; 1380871]I find heavy babies come in two flavors. One has a sloppy body all over, folds of skin and fat hanging down her abdomen, loose thighs, loose arms, etcetera. This kind is not for me. I will walk out.

The other kind can have a big ass or even a big belly but her skin is taut all over. She will have big boobs. I like the second kind especially if she thinks you are doing her a favor by fucking her. She can be very responsive and her body can be enjoyable. Just don't focus too much on her profile.[/QUOTE]

[QUOTE=Castlerae;1380908]so I get down to business.My first foray into the SA was a learning experience, and I think I learned several things.[/QUOTE]You also learned one of my positives. If I can't get anything out of it emotionally and or long term, at least get a short term screw out of it. It may not be the best, but in this lifestyle, getting some pudding is some reward for the effort.

BigTigg

[QUOTE=Castlerae;1380908]Should I have backed out? Probably. Should I have thought to see her someplace like to have lunch or something similar? Again, probably. My first foray into the SA was a learning experience, and I think I learned several things. One thing I learned for sure: I am NOT going to meet this woman again![/QUOTE]Castle,

Congratulations on landing your first little fish, though perhaps she was not as little as you might have liked! In any event, the ice is broken, and I confidently predict that you will find things easier, and more to your taste, from here on forward. No matter how much information is shared on this thread, a person needs to gain his own experiences in order to hone his technique. All the excellent posts serve to keep one from going in completely blind and raw, and possibly making a serious mistake, but that's all they can really do. There is no such thing as a perfect first time, I believe, but the knowledge shared here can exponentially shorten the learning period.

As for heavy girls, I met one in college and enjoyed fucking her for the exact reasons that have been alluded to by you and Alias: they tend to be horny, totally into whatever you suggest, and mine, at least, was extremely wet and oddly tight. Close your eyes and they all feel the same. It was with her that I had my first three-way, actually. She was a nursing student and she would bring her roommate over from time to time and we would all fuck for hours. They were into each other as well as me - a truly erotic experience that I have enjoyed only once since. This was pre-Aids, pre-stds that couldn't be easily taken care of, and I was young, thin, and good looking. Ah, the days.

Keep up the good work, my brothers. I am living vicariously through you, so I need you all to be especially active. Alias, I applaud your setting yourself an ambitious goal for your upcoming week of freedom. Remember to take your vitamins and do some sit-ups. We can't have you running out of steam!

Best,

Scott

[QUOTE=Varoom;1380840]In a tool bag, among other tools; wrapped in a disguise then stored in a box for another purpose.[/QUOTE]Vroom,

I thought I was the only one who used this ruse! I have a few things "stored" in my workroom in the basement in this manner. Fortunately, my SO is not in the lest bit handy, nor even inclined in that direction, but she has occasionally breached the Fortress of Solitude in search of an extension cord or tape measure, both of which I now keep in the junk drawer in the kitchen. I find that an old drill case is the perfect size for many an incriminating item, and my SO would never in a million years think of using a drill to do anything around the house.

Although, come to think of it, isn't this where you found your dad's or, in my case, uncle's, stash of Playboy magazines? Either in the workroom or the garage. I believe it's in the Guy Handbook on page 47.

Scott