"Sugarbabies" / "Arrangements" Amateurs or Not?

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.

[QUOTE=F Scott;1795066]Can files on a flashdrive be hidden, or locked or something like that?[/QUOTE]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.

[QUOTE=F Scott;1795066]Can files on a flashdrive be hidden, or locked or something like that?[/QUOTE]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.

[QUOTE=Randytomcatt;1795075]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.[/QUOTE]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

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.

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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.

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

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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!

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

The emailing / txting has escalated

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MsBigBoobs actually had a big butt to. She is actually very shapely and looked great. The date when fine and we got back to my place around 10:20. We watched the end of the game and since the drive was so long and she had to work, she left at 11:00. I was a little surprised because the kissing had just started to heat up. So a dinner date and some kissing and light touching. I was disappointed, and on the way to walk her to the care she asked about the other funds I was going to give her and I subtly told her that that money was associated with intimacy. She nodded and understood. I gave her. 40 for gas. Originally she wasn't sure exactly when she could meet, after saying that money and sex are connected, she was like "oh we should be able to meet tomorrow night". What she doesn't know is that more than likely I'll not be available.

I am texting with MsSlimnEasy to see if she's up for a late night booty call. If she doesn't work out, I'm probably headed to a strip club, not sure just yet. Nope, she's not, she wanted to be back by 4am. That's too late. Hmmm, not sure what's next. Actually I had the time wrong, so I'm on my way to pick her up. $ is the damage. :D

BigTigg

[QUOTE=BigTigger; 1795436]MsBigBoobs actually had a big butt to. She is actually very shapely and looked great. The date when fine and we got back to my place around 10:20. We watched the end of the game and since the drive was so long and she had to work, she left at 11:00. I was a little surprised because the kissing had just started to heat up. So a dinner date and some kissing and light touching. I was disappointed, and on the way to walk her to the care she asked about the other funds I was going to give her and I subtly told her that that money was associated with intimacy. She nodded and understood. I gave her. 40 for gas. Originally she wasn't sure exactly when she could meet, after saying that money and sex are connected, she was like "oh we should be able to meet tomorrow night". What she doesn't know is that more than likely I'll not be available.

I am texting with MsSlimnEasy to see if she's up for a late night booty call. If she doesn't work out, I'm probably headed to a strip club, not sure just yet. Nope, she's not, she wanted to be back by 4am. That's too late. Hmmm, not sure what's next. Actually I had the time wrong, so I'm on my way to pick her up. $ is the damage. .

BigTigg[/QUOTE]Hi BigT, I could use a bit of help. When you said you subtly told her sugar and sex were related, how did you do that? What did you say to get the point across? Thanks.

[QUOTE=HappyHunter44;1795474]Hi BigT, I could use a bit of help. When you said you subtly told her sugar and sex were related, how did you do that? What did you say to get the point across? Thanks.[/QUOTE]On the way out to her car she asked how I was going to get her the rest of the money.

I said in a very nice and apologetic tone, "oh I'm sorry, I was expecting intimacy on this date, that's why I said I would give you the rest of the money after our date was over, they are kinda connected".

So MsSlimnEasy is picked up and brought back to the room for the Tiggabounce. She agreed to $ and after being let down by MsBigBoobs, I was in not room to negotiate more. The sex was very good. , she had about 5 to 6 orgasms. At some point I was reminded of how young she is and inexperienced. Overall she had a great attitude and did almost everything I asked. She was very clean and I was awed by how beautiful the kitty looked and smelled. She comes across as a potential nasty ghetto queen, but behind closed doors she's a real clean cut jewel. We fell asleep and was still able to get up and get her back by 4am. Her body was absolutely amazing. She had this perfect shaped bubble butt with these 32 DDs, they may have actually been E's. It was pretty amazing to see.

I was a little put off to find that she is an ex-dancer and I was not feeling her doing some oral when I had the condom on. That is a classic pro move, fortunately it was only for about a minute. We are supposed to meet on Saturday, but I'm not sure if I'm doing to go through with that date. I added an additional. 20. So the total damage was $.2.

(3 Women. 5 Days. 8 Dates)

[QUOTE=HollywoodGuy;1795236]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.[/QUOTE]It also shows that despite our society frowning upon prostitution, there are A LOT of women who are not too far removed from being convincing to do a little Pay-for-Play. It's not just your drug addicts and runaways. This forum is proof that women from all walks of life are willing to spread their legs pretty much to a complete stranger (who might also be several decades older) in exchange for a little financial support. What's really been eye-opening for me the last several years is just how many "normal" women will have sex with guys for money discretely. It really is the best kept secret. An upper middle class guy (even just middle class guy who is smart with their money) can pretty much live like a Hollywood playboy banging women a 1/3 or half his age.

I also agree that improving your wardrobe and other small touches can get you even better mileage. Last year I got a new luxury car and got a few nice clothes and it really helped my sugar bowl performance. It made the girls feel like they were with an actual sugar daddy. Especially the young ones rarely have been in luxury cars or nice restaurants, so a $50-60 dinner can make them feel like they're experiencing the "finer things in life", lol.

MsCoolnFine has went radio silence on me. This is day 3 and she has been more active on SA. She gave no indications that something was wrong. I was really excited about her. I thought she was going to make a honest SB out of me.

Anyway, on to Stl Day 6.

Tigg, my brother,

That is an astounding saga so far! Are you a porn star or something, or are you taking mega-doses of vitamin V? Keep up the good work, my man!

Living vicariously,

Scott