"Sugarbabies" / "Arrangements" Amateurs or Not?

**HollywoodGuy** · 06-20-13 23:40

The emailing / txting has escalated

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**HollywoodGuy** · 06-20-13 20:16

After reading many interesting and fact filled reports, all I can say is, if you have the time and the money there is no shortage of honey. This must be the best kept secret on earth. I envy the younger guys that will get so many more satisfying years of awesome babes to bang. I really need to step up my health regimen to be ready for the big 6 0. I have never been as big on the wining and dining. But with my new POT I am going to try and lean a little more in that direction. Girls always ask me what I like to do for fun. Honestly, after a hard days work I am more than happy to just have dinner and then retire to the FC for a an hour or a night of cuddling, etc.

(being the jeans, t-shirt and allstars guy that I am) I recently have been investing in a new custom wardrobe and planning to venture more in that direction. Usually I encourage my babes to find someone else that likes to go out a lot to satisfy their travel, dancing, clubbing, etc needs. As they know there is really only one thing I am interested in. And I realize that all this socializing helps set the mood. But when I do all that I just find myself impatiently waiting for the real action.

I have compensated with the cash in hand approach more often than not. As a civi dater I was often told I wasn't very romantic. I corrected that by dating girls with high sex drives that didn't much care as long as I pushed the right buttons. And my sugar dating mostly evolves purely around sex. I do take care of the practical needs of the girls which in the long run usually they appreciate. But this isn, t always a long run game. Anyway great info I have gotten off this thread and others on the site. Thanks

**BigTigger** · 06-20-13 19:27

OMG. I'm not sure what I hit, but it took me back a page and I lost my entire report!

-

Woke up this morning about 0630. Had another hot two rounds with MsTallnDeprived. We then took another nap. We got up put on some casual clothes as we were getting ready for our breakfast. Right before we got in the shower, we started kissing again. Well before you know it, I had her sweat pants down to her ankles over her sneakers, bent over the footboard and banging her like crazy from doggie. She loved it and make the most wonderful sounds. We eventually did get showers and made it to breakfast, where she filled up my ego with compliments and accolades. I gave her. 40 for gas and we are set for another overnight date on Friday.

MsSlimnEasy could not make this afternoon as I had hoped, but we did exchange a few texts.

MsBigBoobs: Sent her a text asking if we could cum back here after dinner (an upscale restaurant that she chose) and watch the game. She agreed and I said "great!". I'm hoping this turns into another great round of Tiggabouncing. If it doesn't, it's not going to be because I didn't try. I know she's expecting a little more sugar, so she should be very motivated.

I could not resist and spent about. 80 in two strip clubs in East Saint Louis for about 2 1/2 hours. I was completely surprised at how freely sex is talked about and offered in these clubs. It was nice to know everyone was on the menu and there were a few real good lookers. Maybe I'm just too old or just to spoiled, but I had not desire to have sex in a strip club. I did however love the lap dances and I may return with different pants on to get a better feel. I had one stripper that I clicked with very well and we exchanged numbers. She's older and probably a 6. 5 in the body department. 8 in the face department and 9 in the personality department. I didn't like her price, but she's available any time and pretty much told me she'd drive to me for $$ and I can do pretty much anything I want. Tempting, but I'll probably pass. We'll see. I do like the idea of getting BJs in the club, just not sure if I'm going to take the plunge as the ones I have setup are pretty much working me over, LOL.

The one thing I've found on this trip is that STL is a hotbed of easy sex. I've been surprised. Between the SBs, Strippers and the 2 to 3 women I've flirted with, there isn't a reason that I don't have somebody's legs in the air nightly.

MsBackup has agreed to meet from 12-4pm on Saturday. Then I'll pickup MsSlimnEasy at 7pm and take her back at 10pm to finalize my STL trip. Both of these are under 22 and have big boobs and will cost less than $.

(2 Women 5 Days)
MsBigBoobs is on deck!

**BigTigger** · 06-20-13 19:03

Day 3 ended with a late date with MsBackup, STL isn't like DC, we could not find late movie on a Tuesday night. We instead hung out a bar then stopped by a casino and lost $100 as I showed her how to lose at BlackJack. She had never played and got a big kick out of it. Her $50 lasted much longer than mine did. We then found a semi-private spot in a bar to kiss and get some feels in. She's now ready for the Tiggabounce on the next date. Got back around 0200. I think FlyIn was getting the message.

-

Day 4. (I had a day off from my responsibilities)

Final morning with FlyIn, we did not have sex that morning or the evening before and I think she's caught on. I apologized and gave some crappy lie to backup why I wasn't giving it to her like day 1.

Dropped off FlyIn at 1230 (for a 1330 flight, LOL). Picked up SlimnEasy right at 1305. OMG, her body was way more hott! Than I could see in the pictures. She's 22 and not very experienced and dressed almost skanky, the shorts were very very short and her boobs were so big, that there was nothing she could do about that. She came across as very inexperienced, but very free-spirited. Face was about a 7 and she had a great personality. She was very affectionate and liked to be touched. I did downgrade our lunch location after we met, it would have just been very weird to take her where I was planning, based on her attire, LOL. By the end of the date I had touched every part of her body, caressed those big boobs, squeezed that cute butt and pretty much got all my sex questions answered. I wasn't quite sure where to squeeze her in the schedule, but I was running out of time. Dropped her off right at 1515, gave her. 40 for her time and she was very appreciative. Texted her and thanked her for a great time. Setup a date with her on Saturday and she text back saying yes and that she was ready to do the Tiggabounce as part of the date.

1645: I meet TallnDeprived at the bowling alley. Since she had already agreed to stay overnight, I wanted to start with something casual so we could get a good feel for each other. It turned out to be the perfect spot. We had a ball bowling, lots of flirting, kissing, spontaneous hugs and it was off to the room to change for our upscale dinner date. As we walk in, she's absolutely stunned by the chocolates and flowers that I have laid out for her. At this point, I could have sneezed and all of her clothes were coming off. She was so mentally ready. We had about an hour and 1/2 before dinner. I called and moved the reservation another 30 minutes and with all that time in between, we ended up with an extended foreplay session, she was extremely wet. She has an enlarged clit and that came in handy as oral had her jumping, shivering and literally just trying to hang on. I can't remember the last time I had that type of response to oral. Overall, we had some absolutely great sex. Hot, sweaty, lots of orgasms, multiple positions, her sounds were great, loud, but not too loud and she took a great pounding, was very affectionate she's 33 and the experience showed. She looked great without clothes on and a great time was had by all.

Took her to a restaurant that she always wanted to go to. It was upscale, but not as expensive as I expected. The dinner date was lovely and romantic. Got back to the room and went at it 2 to 3 more times before falling asleep for the night.

**F Scott** · 06-20-13 17:11

Originally Posted by Randytomcatt [View Original Post]

They can be encrypted. Of course,"what are these files that I can't open?" is not a good question to hear. Better in the cloud. When you delete from hard drive or flash drive, might want to use a shredder program which makes them pretty much unrecoverable.

Is there one you would recommend for Windows?
Also, are you interested in membership to the Clubhouse, or just passing by? We welcome all serious and respectful SDs, and would enjoy your intel from the Bowl.
Scott

**Randytomcatt** · 06-20-13 16:59

Originally Posted by F Scott [View Original Post]

Can files on a flashdrive be hidden, or locked or something like that?

They can be encrypted. Of course,"what are these files that I can't open?" is not a good question to hear. Better in the cloud. When you delete from hard drive or flash drive, might want to use a shredder program which makes them pretty much unrecoverable.

**HollywoodGuy** · 06-20-13 16:54

Originally Posted by F Scott [View Original Post]

Can files on a flashdrive be hidden, or locked or something like that?

Thats a good question. For a tech company owner thats not a techie I know a few things. But can not definitively answer that question. I am sure someone can.

**HollywoodGuy** · 06-20-13 16:52

I haven't posted much about POT's as the closing percentage is so low I don't want to bore anyone. But I did see a fresh hottie (HCB) on sd4me that fit my demographic. 19, mixed, skinny with curves, (5'7" 122) cute, close enough by (but just barely) , likes to make-out (so she says). She just posted last nite and after talking to me she put her profile in suspend mode. So you see how fast some of these girls disappear.

She said in her profile that she was bored. I like that because it tells me maybe she doesn't really care about the sugar as much as the adventure. We messaged, then txted, then talked for a half hour. Says she wants to go on a real date. Doesn't care about sugar (she has a job) and thinks that may be immoral (or something to that effect).

She just broke up from her BF and doesn't want another one but doesn't want to be alone. Sounds perfect. Will update after the date. One thing about being low on funds is that it has forced me to be much pickier. It's been over 3 months since my last close. But I am ready to find a new SB if the right one comes along. Cant really afford to add a 4th. So either I would have to drop one or if this one is low sugar (dating expenses only) then I could add her to the list.

She did ask if I was seeing anyone. I told her I do date but did not get into the specifics as there would be no reason this early in the game. Even though she said that she did not want a BF or anything close to that I do not want her thinking player. I told her I live with my daughter but didn't mention the live in. Usually if they meet me and everything is cool at that point I will mention my roommate before we head back to my place. I usually (but not always) let them think its platonic unless it goes to a second date.

EDIT: her response to my first email. "Omg! Haha omg you are so fucking hilarious!" I always try to keep them either sexting or laughing. Either way the end result is usually the same. Also googled her email address and now have her facebook and twitter.

**F Scott** · 06-20-13 16:50

Originally Posted by HollywoodGuy [View Original Post]

I work online so probably that stuff doesn't bother me as much. I work in "big data" like you been hearing about on the news. But a flash drive is easily hidden.

Can files on a flashdrive be hidden, or locked or something like that?

**HollywoodGuy** · 06-20-13 16:42

Originally Posted by BigTime2 [View Original Post]

Flash Drive and I'd leave the ONLINE backup service alone, just saying.

I work online so probably that stuff doesn't bother me as much. I work in "big data" like you been hearing about on the news. But a flash drive is easily hidden.

**BigTime2** · 06-20-13 14:40

Originally Posted by HollywoodGuy [View Original Post]

8. Now transfer them to a backup hard drive which you could hide anywhere or an online backup service which is password protected. Then delete the pics from your computer.

Flash Drive and I'd leave the ONLINE backup service alone, just saying.

**Dsprdo** · 06-20-13 14:29

Quick update:

Tattoo SB-I was worried about her when I started as she seemed to always have a new money problem and I thought she wasn't going to last. I gently coached her on that and the issue has all but disappeared. We are settled now on $.5 a visit, and she would usually rather come to my house and hit the pool or cuddle on the couch prior to FC duty than go out for drinks or dinner, so she isn't costing me much as far as expenses go. The sex has gotten better and better. The last time she was here when she got out of bed her legs were shaking so badly she had trouble getting her balance for a minute. She is now my primary SB, only problem is now she wants to come over all the time, restricting time and funding for other operations. Oh, well, there are worse problems to have.

Needy MILF Pot- This is a sweet white girl. 31, 7/6/9 (six on body because of baby pooch, otherwise a spinner with nice legs and booty). She has had some hard luck in her life and is needy both emotionally and financially. After an initial M&G over dinner, we had progressed to the point where the sugar discussion came up. She said that she wasn't even going to bring it up, but she did need some financial help. She said that she liked me so much that she'd be happy just to go out if I was uncomfortable with it. When I broached the subject of a physical relationship she said that a friend told her that there were guys on SA who were willing to help out just for company. She stressed that she was hoping our relationship would go there, but didn't want to feel like she was just doing it for money. I didn't commit to anything and we decided to have lunch the next day. At the last minute, she texted me that her sitter had fallen through, and could her son come along? I was already on the way, and didn't want to be a jerk about it, so I said okay, intending to bail early. We actually had a nice lunch, and then she talked me into going to the pool; At the end of the day, when I dropped them off, she pretty much begged me to come over after the kids were asleep. To which I had to say no. I know she's sizing me up to be replacement daddy and solve all her problems. That is not for me and I had to tell her so. She took it well, and asked if we could get together next week. I left that one open as at the time I could hardly hear myself think over the internal earful I was getting from little me, who had been discreetly petted a couple of times over the afternoon when we had a moment to ourselves. In the long run I could string her along for low sugar, but I think she has had enough bad luck in her life and I don't want a karma debt for making it worse for her.

Things have slowed down a little as far as new Pots. A week or two ago I had several nibbles from SA, but only one has moved along to a meet and greet. For the last week or so I've not had many responses and some of the girls that I was communicating with have gone silent. My subscription is up at the end of the month and I think I'm going to see what SD4M has to offer.

**HollywoodGuy** · 06-20-13 11:17

Originally Posted by John G Smith [View Original Post]

So the chain of custody of my Sugar Pics would go like this:

1). Naked SB 2). Pull out Sugar Cam 3). *Click* 4). Sugar Pics on Sugar Cam 5). After quick review, Sugar Cam Phone stays locked indefinitely 6). Transfer Sugar Pics to secure device / computer to password protected folders 7). Wipe Sugar Cam of Sugar Pics.

What do you guys think of that? Those of you who take pictures how do you transfer and store them securely?

8. Now transfer them to a backup hard drive which you could hide anywhere or an online backup service which is password protected. Then delete the pics from your computer.

**F Scott** · 06-20-13 11:08

My brothers,

I was communicating on SA this morning with a hot-looking baby, a little older than I like them, but still do-able, at least from her photos. I coaxed her over to my Sugar email account, where her message to me contained her real name in her email address. Things were going along nicely, and we were setting up an m&g for later today when I idly put her name into pipl. Not only did more recent, and skanky, pics come up, but an article about her boyfriend and father of her SIX children, who was sent to prison for burning her clothes and setting the house on fire in a drunken jealous rage over her cheating on him. Oh, and he also set her parents' house on fire, and attacked a police officer with a butcher knife. This was back in 2011, and he was sentenced to 2 1/2 years, meaning he is probably just getting out, if not free already! I can just see it now: "Hi honey, I'm home from prison! Who the FUCK is this?"

Needless to say, I am going to vanish on this one. Any bro in the Chicago area on SA, pm me and I'll give you her profile. Unless you live for danger, in which case, tall ho!

You can never be too careful in your initial screening process, I say, and any little bit of intel is helpful.

Peace,

Scott

**Hernando** · 06-20-13 10:24

Originally Posted by Revvo [View Original Post]

Anyone tried this Fling. Com that is being advertised on here?

I tried signing up for the free trial membership. But it does not let you do hardly anything.

Just curious if anyone has had any luck. You know the internet is always evolving.

Revvo

Fling is full of young girls looking for fun. I found a 40ish MILF who was a beautiful sex freak, a little chubby but could take incredible nipple biting and beg for more. But besides her I am too old to play in that pool. Most of the girls are 18-20's and they don't want an old man. If the girls are on a sugar site then they will do old men, but not here.

Also I think a lot of the amazingly hot girls there are shills. See the strip of hotties above . I bet they are all fake .

Having said that give it a try and see for yourself. Let us know.