"Sugarbabies" / "Arrangements" Amateurs or Not?

[HollywoodGuy]

Younger girls have eluded me as well, but this week a potential bounty seemed to fall into my lap. In the space of a day or so I received emails from three HYB's. 18 yo Brunette. 18 yo Blonde and 18 yo Latina. The brunette went right to texting, and things were looking good. I suggested we meet for coffee to get to know each other. She countered with a question as to whether I was ready to begin "spoiling" her right away, and if so, how much spoiling I had in mind. That was the signal that GPS was raising it's ugly head. I suggested that I might appreciate her to the tune of $.5. She responded no thanks. When I asked what she had in mind she thought $$$ was about right. I pointed out that I intended for this to be an ongoing relationship and asked if she had had another SD who provided that much spoiling on a regular basis. She replied that she had someone who gave her 10k a month (but he moved)! I thanked her for her time and wished her well. At that point she allowed as how she might feel spoiled enough for $$. I haven't taken her up on it yet for fear of a half-hearted effort on her part, and because of my experience with HYB #3 below.

The blonde baby emailed saying she definitely wanted to meet. We started texting as well definitely came across as blonde, as in, dizzy. When I asked her what she was up to, she told me she was doing work for school. High school. Shortly after she went radio silent, and I decided maybe that was a good thing.

The Latina baby has model looks. We had emailed but not texted as she said she had no phone (what 19 yo girl today has no phone?) I did some due diligence search on her name and email address with no results. We continued to correspond for several days, and were planning to get together for a bite to eat when she happened to send an email from a different address. Because of the no phone issue and due to a faint feeling that something was just not right, I searched that address and returned a link to a modeling page where she had a profile and some of the same pics she had posted on SA. And in the profile (posted this year and updated a few days ago) she listed her age. 16. I instantly sent one last note saying that I would be unable to meet her, and deleted all our correspondence.

I am thinking that I will stick with early twenties and up.

I always forward my offer of $ immediately. This does knock out a lot of POTS right off the bat (which is sad as there are many $$ girls that are so hot that I have to pass on). I always ask if they have a DMV picture ID. But $ a day is 3k a month. Right now I have to limit myself to about 15 days a month. At $$ a day I would be down to 7 or 8 days a month. If you have an SO I guess they can fill in on the other days, but for a single guy I either have to increase my income or keep the overhead down. Due to the current restrictions I have stayed true to my regulars and have only been on 2 interviews in the last 3 months (neither of those 2 worked out).

Over the long haul I have found a direct correlation to the $ and the desire for a real relationship. If they put the $$ or $$$ first, the relationship always comes second. If they take the $ usually they are keeping the $ in balance with the e-volvement. Which is what I (and they) are looking for. I know not everyone here is. But I do like the more long term arrangements combined with a gf or real friend type arrangement.

As I have very specific requirements for my regulars in terms of looks and skills I have to hang on to the ones I have, as finding a new one is not that easy in my price range. And even if I spent the $$ to get the hotter looking girls there is no guarantee they will have the skill set I am looking for and their acceptance of multiple baby arrangements.

[Dsprdo]

Those 18/19 yr old pussies still elude me. They require time to be picked up, drive around town to dinners, drive to FC, and then drive back home.

Younger girls have eluded me as well, but this week a potential bounty seemed to fall into my lap. In the space of a day or so I received emails from three HYB's. 18 yo Brunette. 18 yo Blonde and 18 yo Latina. The brunette went right to texting, and things were looking good. I suggested we meet for coffee to get to know each other. She countered with a question as to whether I was ready to begin "spoiling" her right away, and if so, how much spoiling I had in mind. That was the signal that GPS was raising it's ugly head. I suggested that I might appreciate her to the tune of $.5. She responded no thanks. When I asked what she had in mind she thought $$$ was about right. I pointed out that I intended for this to be an ongoing relationship and asked if she had had another SD who provided that much spoiling on a regular basis. She replied that she had someone who gave her 10k a month (but he moved)! I thanked her for her time and wished her well. At that point she allowed as how she might feel spoiled enough for $$. I haven't taken her up on it yet for fear of a half-hearted effort on her part, and because of my experience with HYB #3 below.

The blonde baby emailed saying she definitely wanted to meet. We started texting as well definitely came across as blonde, as in, dizzy. When I asked her what she was up to, she told me she was doing work for school. High school. Shortly after she went radio silent, and I decided maybe that was a good thing.

The Latina baby has model looks. We had emailed but not texted as she said she had no phone (what 19 yo girl today has no phone?) I did some due diligence search on her name and email address with no results. We continued to correspond for several days, and were planning to get together for a bite to eat when she happened to send an email from a different address. Because of the no phone issue and due to a faint feeling that something was just not right, I searched that address and returned a link to a modeling page where she had a profile and some of the same pics she had posted on SA. And in the profile (posted this year and updated a few days ago) she listed her age. 16. I instantly sent one last note saying that I would be unable to meet her, and deleted all our correspondence.

I am thinking that I will stick with early twenties and up.

[F Scott]

Too many damn acronyms in this thread.

We need a wiki for newbie like myself.

Anyone care to take on the creation of a lexicon for the clubhouse?

[Member #5570]

Smoke,

I am wondering if it's not simply a matter of semantics. I may be wrong, but doesn't MILF carry with it the connotation of "well north of 30?" To my eye, your MILF would be my HYM (Hot Young Mom). Much better sounding, don't you think?

Hold your head proud, my brother, that's a hot baby, no matter what you call her!

Don't forget to write,

Scott

Sir. You are correct.

Too many damn acronyms in this thread.

We need a wiki for newbie like myself.

[F Scott]

25 yr old white MILF. Recently separated. Lonely, horny, and hungry for cock. And also need a little financial help. Sounds like a perfect recipe to me. No sugar amount was ever discussed, but the expectation is she'll be sucking and fucking like crazy.

Smoke,

I am wondering if it's not simply a matter of semantics. I may be wrong, but doesn't MILF carry with it the connotation of "well north of 30?" To my eye, your MILF would be my HYM (Hot Young Mom). Much better sounding, don't you think?

Hold your head proud, my brother, that's a hot baby, no matter what you call her!

Don't forget to write,

Scott

[Member #5570]

As if the preggo Sicilian MILF wasn't enough to drained me, I have this MILF lined up for later this week.

25 yr old white MILF. Recently separated. Lonely, horny, and hungry for cock. And also need a little financial help. Sounds like a perfect recipe to me. No sugar amount was ever discussed, but the expectation is she'll be sucking and fucking like crazy.

I am still very envy of you guys with all the free time you have. Those 18/19 yr old pussies still elude me. They require time to be picked up, drive around town to dinners, drive to FC, and then drive back home.

That's a lot of driving which I simply do not have the time for.

I always try to set up first date at the FC, and I've been quite successful with the MILFs and older girls that have their own transportation.

Keep posting gentlemen, I love hearing your adventures / conquests.

[AsianFrosty]

Day 6 Ended with1 session with TallnDeprived. As we were hanging out, I noticed that her top teeth are beautiful, but the bottom are horrendous. They could not be seen clearly, but as she talked I kept getting terrifying peeks. This combined with her constant smoke breath and taste became a major turnoff.

Potential drug user? Half meth mouth?

[HollywoodGuy]

I'm with you, Tigg! Ugh.

Fortunately, the Shiny New Baby I'm meeting tomorrow in the FC has perfect teeth. She could be a tooth model, if there is such a thing. I truly can't wait.

Eagerly awaiting the full update,

Scott

I once dated a girl whose top teeth were a little bit bucked out and the bottom ones were a little pushed in. I was a little freaked out until I realized why.

[Magic Rat]

Last night I was browsing through local girls on SA. I saw that a new profile was up, but the pictures of said profile were not approved yet, which is typical for SA. The profile sounded promising, so I sent her a message and gave her permission to view my private pictures that clearly show my face. This morning I log onto SA and see that the pictures of this girl's profile had been approved and were now viewable. Lo and behold, the profile belongs to the daughter of a woman I've briefly dated off and on over the span of several years! Yikes! Thankfully this girl hadn't viewed my profile yet, so I removed her permission to view my private pics and I'm hoping my public picture and profile are secure enough that she doesn't know it's me. It wouldn't be the end of the world if she did recognize me, I'd just prefer that she didn't. It was a very, very weird feeling seeing her on there. I'm really going to have to be more careful about giving private pic permissions in the future. Any similar stories from you guys on two worlds nearly colliding or actually colliding?

I have seen anyone on the Baby sites that I know in the real world. I live in a smaller city close to where I grew up so I know a lot of people around. I never sent a picture until I know for sure that I don't know the baby in real life, even though in a couple of instances the Baby has gotten spooked and bolted on me. As Scott says, it just ain't worth it!

[F Scott]

At one point during the time together, she mentioned she has a girl friend she could bring to have a three way with and she quickly rattled off an amount and specifics for the two of them for an all night. She did it so quickly and without hesitation that it seemed like she had said that offer plenty of times to other guys in the past. That was the big red flag that she was a pro on some level.

This is what would have clinched it for me. When they recite a menu, with prices, they are pros in my book, whether they think so or not.

[F Scott]

Day 6 Ended with1 session with TallnDeprived. As we were hanging out, I noticed that her top teeth are beautiful, but the bottom are horrendous. They could not be seen clearly, but as she talked I kept getting terrifying peeks. This combined with her constant smoke breath and taste became a major turnoff.

I'm with you, Tigg! Ugh.
Fortunately, the Shiny New Baby I'm meeting tomorrow in the FC has perfect teeth. She could be a tooth model, if there is such a thing. I truly can't wait.

Eagerly awaiting the full update,

Scott

[F Scott]

Last night I was browsing through local girls on SA. I saw that a new profile was up, but the pictures of said profile were not approved yet, which is typical for SA. The profile sounded promising, so I sent her a message and gave her permission to view my private pictures that clearly show my face. This morning I log onto SA and see that the pictures of this girl's profile had been approved and were now viewable. Lo and behold, the profile belongs to the daughter of a woman I've briefly dated off and on over the span of several years! Yikes! Thankfully this girl hadn't viewed my profile yet, so I removed her permission to view my private pics and I'm hoping my public picture and profile are secure enough that she doesn't know it's me. It wouldn't be the end of the world if she did recognize me, I'd just prefer that she didn't. It was a very, very weird feeling seeing her on there. I'm really going to have to be more careful about giving private pic permissions in the future. Any similar stories from you guys on two worlds nearly colliding or actually colliding?

Guy,

I have had two such occurances, and both were freaky, to say the least. The first was a hot Latina spinner who used to work for me, and for whom I had the total hots long before I entered the Bowl. I saw her profile on SA, and decided I would see how close I could get to the white hot center without getting burned. Since my photo is private, and my Sugar name is nothing close to my real name, I emailed her back and forth several times, and got to the point of her sending me some naughty pics, but then had to vanish, since the next step was meeting in the FC, and that just could not happen. This was over a year ago.

More recently, I ran across the profile of one of my daughter's roommates from college, again someone I had the most consuming hots for. She is now down in New Orleans, a city I visit from time to time. In this instance, I left well enough alone, thanks to the sage advice of the assembled brotherhood, but it did provide me with a few weeks of very enjoyable fantasy.

Since then, I never send a pic or give permission to see my private one without seeing a photo of the baby. Since I'm married, it's just far too risky.

Scott

[Walruscl]

So I haven't mentioned age yet on my new SB: she's 19. From all indications so far, a pretty level-headed, got-it-together 19. But still 19, and at that age things can turn on a dime, so I am being appropriately cautious.

What I've recently run into is minimum age requirement of 21 to be the primary check-in person. Some Google hits imply it's set by law in my state, although the jury is mixed on that. I'm sure it's something that might get glossed over if one gets lucky, but my daytime-only profile already puts me at the mercy of room availability and the willingness of the clerk to do a morning check-in. Her face and looks would raise no red flags as a potential troublemaker (quite the contrary, she's gives a very innocent vibe) , but she does not look a day over 19, and nobody is going to mistake her for 21. The last thing I need is to have her denied based on age and then have me saunter in to do the check-in myself. I know that most clerks have "seen it all", but that's out of my comfort zone and not exactly in my definition of laying low.

So while my most fervent wish would be to have the room under her name, I've pretty much talked myself into being comfortable with the stay being under my name and paid with an anonymous gift card. My assumption being that it would require some serious social engineering to uncover that information, or the involvement of law enforcement. In either case I'm probably cooked already.

But my latest concern is how easy would it be for the SB to get hold of the primary guest name. Presumably she could call from the room phone, and the clerk could very well be overly polite and refer to her as "Mrs. XXXX". My last name is sufficiently unusual that it alone would provide a crack in the deep cover.

I've read parts of the thread which talk about requesting a different name be listed. But I'm unclear on the likelihood that the request will be honored, and whether the "real" information remains in the system, vulnerable to a deliberate or unintentional social engineering attempt from within.

Thoughts anyone?

[BigTigger]

Day 6 Ended with1 session with TallnDeprived. As we were hanging out, I noticed that her top teeth are beautiful, but the bottom are horrendous. They could not be seen clearly, but as she talked I kept getting terrifying peeks. This combined with her constant smoke breath and taste became a major turnoff.

Day 7.

MsBigBoobs stops by around 7:30. Wow she has a nice thick body, boobs and butt. We went out fir Chinese abd when we got back, I started the foreplay and git down to business. She is very passionate and soft all over. She could not handle a few positions and I could tell my size was working her over pretty good. She did get a nice big orgasm via oral, so that was fun to watch. She brought out an interesting fact. That fact was that she was bi and currently has a live in gf. They got into a little argument the night of our first dinner as she explained to the gf what was going on. She seemed very genuine, just inexoerienced, not ready for sex that lasted 45 mins or more and during sex, she seemed to be overmatched and was not very affectionate (into it) with her hands and body. Overall it was good, just not great, she seemed to really waiting for sex to be over. She seemed subdued. After she left I went to sleep. Her texts have been dry, I thinkshe was having philosophical issues, but at times I was licking and banging so effectively that she was forced to make sounds and respond. Gave her $.

Too tired, I will update more later.

[HollywoodGuy]

She told me that she's been so sketched out by the guys contacting her on SD4M that she's going to shutdown her profile. She has a job and really only wants to get a little extra so she can save up and move to a nicer place, so she doesn't want to have more than one SD (not that I necessarily believe her, but we'll see).

Very common. A lot of times if you don't jump right in they end up jump right off and you lose them forever.