"Sugarbabies" / "Arrangements" Amateurs or Not?

[BigTigger]

Very nice butt on this girl. Thanks.

We are meeting for the Tiggabounce tomorrow. 3 hour date at hotel. We also have an overnight date set for Tues night. I asked if she wanted anything special either night. She said dic and dic, LOL. We are going to get along great! She is very sexual and as she is older, I think I am in for a fantastic time. Seems we have had a theme of older women and great sex lately on here. I just love Latinas.

[BigTigger]

This quote originally from sub commander assumed that everything was the same except for looks and price. So hot time with a 6 three times at the same price of a 10 once. In that case, I will take the quantity with the downgrade in looks.

So we may actually agree.

BigTigg

[Literal2]

I agree. A woman in her 40's can bury most men in the bedroom. My ATF MILF (pictured) is by far the best sex I get and has a really tight body all around. The young ones may compensate with their youthful beauty, and there is nothing like going down on teen pussy. But sometimes you just need to bang.

Attachment 250510

Very sweet, much appreciated.

[Literal2]

Her Pic.

Attachment 250468

Very nice butt on this girl. Thanks.

[Literal2]

Many women hit their sexual peaks from 35 to 50 and even through their 50s sometimes. This early 40s divorcee couldn't get enough and wanted it in every hole. We sucked and fucked for the better part of a day at her place. My dick was sore from all that activity, LOL. The $ donation was extremely reasonable considering all the time allowed and I didn't even have to pay for a hotel. This SB is a keeper. My only problem will be keeping up with her.

Damn fine looking woman PTG. Thanks for the pic.

[Literal2]

Whew, just spent an hour reading the posts for the last couple months, must get new glasses or take a speed reading course. Great data, great stories, great tech though. (Note: I see that all my elipses were removed by the usasg editing software aso it looks like I'm quoting a single email. Scott's and Hollywood's quotes are excerpted from multiple emails. Sorry if this annoys them.)

Like BT I like to see pix to go with the stories too so attached is the slightly shopped ass of my Motor City baby from last week. Actually I worry that the baby will find the pic as much as I do that the baby can be identified in the pic. If she finds the pic and then reads my posts on here, she would have a large amount of information as to my sexual activities to go along with a detailed knowledge of what my equipment looks like in the flesh, so to speak, and so come that much closer to discovering my true identity, something I am paranoid about.

I re-entered the Bowl a few weeks ago (sd4me again) for the first time in more than a year and don't have much new to offer the group about it. I tried a few new things. I used a postal money order to pay, which is completely anonymous but for the postmark I guess and can't be renewed without my consent, and registered with an anonymous email addy from one of the truly anonymous email hosts. I also switched all my online mongering and monger-type communications to a VPN which should conceal my true isp from the sbs as well as anyone else (other than the fbi or nsa). I also set up a new sd profile in a faraway city.

I targeted a range about 60-70 miles away from where I reside and work and sent the same email with minor tweaks to 25 girls. I search for Caucasians between 20 and 35, average weight or less. I entered into email exchanges with six of them. All but one immediately asked to switch to texting, which I do thru a GVoice number. Which brings me to a question raised by BlakCasper's post:

Even free texting apps like Pinger / Textfree (which are great for the anonymity) show up on your Ipad, etc. Along with the string of messages. Even google voice does this. so if you share devices beware!!

On GV, I have the do not disturb option selected almost all the time, except for any brief calls needed with the baby. I installed the mobile app for GV for my cell for the drive to the FC so I could keep track of the texts but then uninstalled it when the sb left so the texts don't pop up unexpectedly on the cell when the warden is around. I think this deals with the problem Blak identified but am interested in any comments.

Of the six responders, one refused my request for a full length photo (to check her weight) after we agreed to an m&g so I cancelled. Another had a busted car so agreed to meet at her home, the address was an intersection in nowheresville, google maps showed no houses around at all, I decided she was insincere and broke it off. Two babies agreed to meet in the FC. I scheduled them both for the same time and place. One had asked for an m&g before the other's FC appointment, then requested a delay, so I converted her to an FC session rather than another day for the m&g. When I was sure the prettier one was coming, I begged off the other, postponing the date, and later sent her a small lump of sugar as an apology. She seems fine and I should see her soon. The baby who showed up wore a tight skirt with no underwear, which is a first among my limited number of sbs. Her crotch was soaking wet the first time I touched it about 5 minutes after she walked in until she left two hours later. Well I messed it up and cleaned it up a couple times in there. She was unsure what to do sexually, so I just flung her around the bed and stuffed her orifices from various angles and positions. She was one passionate sugarbaby. A cautionary note for Lit: for the first time a sb has remarked upon my age. She said our sex was better than any she'd had for a long time but that she'd never been with a middle aged guy before. I'm not a middle aged guy any longer but I wonder when the day will come that a baby will just shriek and run out of the room. I'll let you all know when that happens.

The fifth baby is a 21 year old cheerleader type who responds in a friendly but non-committal way to my texts. I'll keep this going until I'm sure she won't meet. Sometimes girls that age are impulsive and if she gets the impulse for sugar coated fucking I want to be ready.

The sixth just popped up on the site this morning, two weeks after I emailed her. We are now texting. Too early to tell anything.

Scott, thanks for your helpful posts. I have a couple questions:

Lastly, when booking online, I use the baby's name as the registered guest, just in case. I've found that when I show up to check in, I say the room is "under the name XX", and since it's prepaid, they are fine with that. I just give them a cc for incidentals, and since there never are any, there aren't any issues with charges showing up later. Early check-in allows me to get the room the way I like it, and any bevies, eatables or toys laid out just so. Trust me, the babies dig it! 888. If, however, you are asking about getting a green dot card for yourself to use for things like hotels, meals etc, I recently did this, and used my Sugar name, (not my real one) and my work address, and all went through without a snag.

Do you book the room under the baby's real last name on hotels dot com and then prepay it with a credit card? When you arrive don't you have to show your drivers license before they give you the key? How do they know the lady wants you in her room?

BigTigger has written many good things. I agree with most but differ when he writes:

I'd rather have a 6 three times than a 10 once.

To each his own, but to me it all depends on whether the female of our species is truly aroused. If she's breathing hard, squirming around and leaking from her vagina, she's my kind of girl. If not, I don't much care if she's one 10 or three 6's, life's too short to fuck cold women.

Hollywood's posts are fascinating and useful:

I am 59 and I have an endless supply of 18 to 20 year olds at my disposal. And thats at $ per date max. It has taken me years to find these girls. And currently I have 4, but need to let one go due to my inability to fully sexually satisfy all four, L. A. Is just too overloaded with pussy. Especially in the burbs. Pussy should taste like candy, or clean, or just a hint of that sexy smell that only a black girl has. I am single and have some flexibility and no need to be discreet. I am attracting more girls than ever. And its not the dollars, because I got less of them than before. Way less. Confidence is a huge factor. I lost 20 lbs, started working out and got a better haircut. It works. I just checked my stats on SD4me and I messaged 592 girls in the last 6 months. I got one new regular for my efforts. That works out to about 3 messages a day. And damn is she worth it. And I did do maybe 20+ face to face interviews. Rejection doesn't mean shit. Every no just puts you one step closer to a yes. I think I need a way older beverly hills sugar momma to finance this shit for me. I have been slowly working on a plan to be able to do just that.

Great stuff. And then there is Hollywoods tour de force of qualifying criteria, Very interesting requirements, some of which are not for me, but then I only seek short term discreet / secret relationships. It would be fun to be single and see how this game works. I think it would be a blast.

Revvo, thanks for the referral. I'll try Trivago. Sound advice re hotel clerks also.

[BigTigger]

It is good to see more pics on the board. I understand why we don't post more and I always worry a little with each one that I post. There are random jerks lurking on every thread, LOL. None the less, I enjoy seeing the pics that go with the stories. I am glad we can share, keep the woman's identity hidden and still gawk at some great photos.

BigTigg

[PartyTimeGuy]

Her Pic.

Attachment 250468

I am an ass man and that is a very nice ass on your Latina SB.

[PartyTimeGuy]

I agree. A woman in her 40's can bury most men in the bedroom. My ATF MILF (pictured) is by far the best sex I get and has a really tight body all around. The young ones may compensate with their youthful beauty, and there is nothing like going down on teen pussy. But sometimes you just need to bang.

Attachment 250510

Nice MILF Hollywood. A woman in her 40s definitely is a lot of bang for the buck.

[HollywoodGuy]

Many women hit their sexual peaks from 35 to 50 and even through their 50s sometimes. This early 40s divorcee couldn't get enough and wanted it in every hole. We sucked and fucked for the better part of a day at her place. My dick was sore from all that activity, LOL. The $ donation was extremely reasonable considering all the time allowed and I didn't even have to pay for a hotel. This SB is a keeper. My only problem will be keeping up with her.

I agree. A woman in her 40's can bury most men in the bedroom. My ATF MILF (pictured) is by far the best sex I get and has a really tight body all around. The young ones may compensate with their youthful beauty, and there is nothing like going down on teen pussy. But sometimes you just need to bang.

[BigTigger]

The older Latina that I met is a keeper. We have laughed and talked about all topics. We had the first dinner date and wow she is beautiful and sexy. The date went well and we somehow ended up in my car doing some heavy kissing with lots of hands roaming by both. Later she emailed me that if she had more time she wanted to get a room.

She has her own place that I can come by.

She can travel.

She asked me about meeting this weekend for the tiggabounce.

No allowance, just a little help now and then and small gifts.

I am expecting to give $400 per month at least and see her 2 to 3 times a week.

There will be money for others, just not too much time for them.

9. 5/8/10 / unknown.

If she lasts a month, then she will be my primary and I can give most of these others a rest.

BigTigg

Her Pic.

[BigTigger]

The older Latina that I met is a keeper. We have laughed and talked about all topics. We had the first dinner date and wow she is beautiful and sexy. The date went well and we somehow ended up in my car doing some heavy kissing with lots of hands roaming by both. Later she emailed me that if she had more time she wanted to get a room.

She has her own place that I can come by.

She can travel.

She asked me about meeting this weekend for the tiggabounce.

No allowance, just a little help now and then and small gifts.

I am expecting to give $400 per month at least and see her 2 to 3 times a week.

There will be money for others, just not too much time for them.

9. 5/8/10 / unknown.

If she lasts a month, then she will be my primary and I can give most of these others a rest.

BigTigg

[PartyTimeGuy]

Many women hit their sexual peaks from 35 to 50 and even through their 50s sometimes. This early 40s divorcee couldn't get enough and wanted it in every hole. We sucked and fucked for the better part of a day at her place. My dick was sore from all that activity, LOL. The $ donation was extremely reasonable considering all the time allowed and I didn't even have to pay for a hotel. This SB is a keeper. My only problem will be keeping up with her.

[HollywoodGuy]

ASL,

It's their profile, and they can put whatever they want in it, but it doesn't mean that they'll get it, or that it's even true! Shocking, I know. I think some of them put a high figure as their expectation to help them be okay with the whole scenario.

I very often contact the 3 to 5 K babies anyway, if they fit my other requirements, and try and gauge how firm they are on the figure before the m&g, but if it's not possible, and negotiations break down over coffee, the worst that has happened is I've spent a pleasant hour with an HYB, looking at her cleavage.

I have found, more often than not, that once things get rolling, and they start to experience the old Scotty charm, a more reasonable situation can usually be agreed upon. Remember, there are 10 babies for every daddy on these sites, and that works to our advantage in terms of negotiations in general. I have successfully bedded several babies whose initial demands were out of reach for me just by forging ahead, or treating them to lunch and a second meeting. Sometimes you need to let them see just exactly what's out there in Realityville, and hopefully, if you've been polite, charming and respectful, they will come back to you with a more reasonable attitude.

If not, move on. There are plenty of little fish out there, and more arriving every day! In the end, they are women, and we will never be able to fathom how they think, so why try? Better to expend your energy trying to get them to fuck you, right?

Let us know how it works out,

Scott

I always hear about guys negotiating and obviously it works. I just feel like if someone asks for a certain amount they are more than welcome to it (just not from me). Like if I did talk them down in price there might be a hidden resentment that pops up later or a less than thrilling ride in bed. And yes, maybe they need to go back out in the bowl and see how tough it is and come back later. Most don't, some do, but I like the "friendly handshake" approach best. And of course leaving them feeling like if they are worth it, I will spend more later. And for the lucky 2 or 3 regulars I may find in a year, I do.

[HollywoodGuy]

I'm assuming you are asking about how to transfer the sugar to your new baby? If so, have her get her own card, activate it herself with her own name, info etc, and then you can just purchase, with cash, a refill card and send her the number, which she then uses to add the amount to her card. Simple as can be. Keep in mind, however, this is the preferred method for scammers, since once you give her the number, you are essentially giving her the money, and she doesn't have to do shit for you afterwards, even though her brakes are now fixed and she can finally drive to meet you like she promised LOL!

If, however, you are asking about getting a green dot card for yourself to use for things like hotels, meals etc, I recently did this, and used my Sugar name, (not my real one) and my work address, and all went through without a snag. I now have a card I can load up at will, and use on Orbitz, Priceline, and so on, and even at restaurants, since it doesn't have my name printed on it, so no worries about the waitress coming back with the bill and saying,"thank you, Mr. X", and thus having my cover blown. Plus, when I use it online, it thinks I am my Sugar name, so I believe it to be totally footprint-proof, except perhaps by a wiley divorce lawyer, by which point my goose is cooked anyway.

As for your unsatisfying experience with an undercover pro, don't beat yourself up over it too much. We all, I dare say, have had this same sad experience. Try to learn from it. Were there tell-tale signs that the little brain told you to ignore? Was there a moment when you could have bailed but didn't? What would you do differently next time? We often learn far more from our mistakes than our successes. Onward, my brother.

Scott

Just remember when you have an anonymous GD card. If you loose it. Anyone can use it. Best to load it on an as needed basis. I give all my SB's a GD card for convenience. Unless they are just totally happy with whatever card they have. As western union etc may be a hassle when the situation arises.