"Sugarbabies" / "Arrangements" Amateurs or Not?

[Coolhand2]

One of the top 5 BJ's ever and sliding into home plate with a hot woman is not exactly a kick in the nuts. CSB11 was only playing the cards God gave her. I would hang onto this one. I like strong women if they are holding real cards. All relationships involve sharing power.

Golf let me tell you where I'm coming from. If she is a pro or semi-pro I can not count her as a SB. That means she does not qualify for one of my SB slots. It does not mean she can't be on my provider list (who I still see on occasion) , she just can't be counted as a SB. I have encountered two other semi-pro / pro via the SD site. It happens in spite of my best efforts. After I was converted to the pursuit of SB's by Lit, I became a purist. Like all converts I may be over zealous in my interpretation of the dogma, but I try to follow the true path to the Holy Grail of UTR pussy.

[Literal2]

Rock on, brother. Great reports.

[Literal2]

One of the top 5 BJ's ever and sliding into home plate with a hot woman is not exactly a kick in the nuts. CSB11 was only playing the cards God gave her. I would hang onto this one. I like strong women if they are holding real cards.

Amen, Golf.

All relationships involve sharing power.

Not sure what this means in Cool's context.

[Literal2]

As suspected, the meeting yesterday was a bust. We were to meet at 2pm at a public venue; I arrived at the meeting place about 5 minutes early and texted her that I was there and what I was wearing, and got no response. About 2:15 I texted again asking if I had missed her or was she running late, again with no response. At 2:40 I left. She called a little before 3, mumbling an apology about tied up with personal stuff. I told her to forget it.

You never get a second chance to make a good first impression.

A bummer. This has happened to me too, though mainly with escorts, and not many sbs so far. One sb stood me up after I paid for a hotel room in Short Pump. I posted about this a while ago.

CWL, you've been with many more girls than I have but the least reliable, most unpunctual girl I ever knew was a sometime stripper sometime escort in LA. She drove me nuts with never showing up on time. But she was way up on my atf list because she was so beautiful, voluptuous and passionate. She's the last girl I ever fell for actually. Eventually she was too wacky, expensive and hysterical for me and I finally dropped her after four mind bending fucks over three months.

[Literal2]

MILF or HYB, I don't much care, as long as GPS is not the problem. I see all of you referring to sb numbers. May I ask where the numbers come from? How can I see there info or profiles. Sb is PROBABLY the safest way for me to go at this point.

The numbers are just the sb mongers way of referring to their sbs. Mongers make up their own numbers. You can't find them by the sb numbers except in each mongers posts, they're utrs.

[NiceGuy804]

MILF or HYB, I don't much care, as long as GPS is not the problem. I see all of you referring to sb numbers. May I ask where the numbers come from? How can I see there info or profiles. Sb is PROBABLY the safest way for me to go at this point.

[CantWinLosin]

As suspected, the meeting yesterday was a bust. We were to meet at 2pm at a public venue; I arrived at the meeting place about 5 minutes early and texted her that I was there and what I was wearing, and got no response. About 2:15 I texted again asking if I had missed her or was she running late, again with no response. At 2:40 I left. She called a little before 3, mumbling an apology about tied up with personal stuff. I told her to forget it.

You never get a second chance to make a good first impression.

[Golfcart]

One of the top 5 BJ's ever and sliding into home plate with a hot woman is not exactly a kick in the nuts. CSB11 was only playing the cards God gave her. I would hang onto this one. I like strong women if they are holding real cards. All relationships involve sharing power.

[Coolhand2]

Time for an update. Still seeing my MILF (CSB8). Sex is still great, but she did make one request for extra sugar between visits. It was not excessive but still substantial. I complied and there have not been any subsequent requests. CSB10 (25 yr old HYB) had to go to NY for a couple of months so I had a opening in my 2 person (HYB slot) rotation which brings me to CSB11,

CSB11, (22 yr old' 5'4, HYB) and I exchanged email for a couple of months. Some on the SD site but most private. Her pictures on the site were gorgeous, definetly model quality, professionally done. She sent me other pics through email, more of the pro pics but most were private, family style pictures. I could see what she really looked like. The body was real, and even without makeup she looked great. No discussion of sugar ever took place. We met in the fucking chamber and almost immediately the discussion turned to sugar. We negotiated a amount but I was starting to feel uneasy. Proceeded to get to the task at hand where she informed me that all activities would be covered. I've never had a SB insist on a covered BJ before so I was a little taken a back (unease #2). I don't like CBJ's and have not seen providers who insisted on it. Now in her defense she proceeded to give me one of the top 5 BJ's I have ever had. Not top 5 CBJ, but top 5 ever. I have to add that she knew what to do with that pussy. All positions, very accommodating, and great skills. All in all a good experience but I could not shake the feeling that I was dealing with a pro, or semi-pro at best. Based on that I decided to keep the spot open in the rotation. Which brings me to CSB12. I'll make that a separate post.

[BigTigger]

TB2 has been flaky and cannot seem to make the times work. Had a date setup for Saturday, first hotel date. She cancelled the day of. Just think, I had just moved her to the #1 position. I never got to taste the goodies. Bummer!

TB3 had another meet and greet with her. We are on to have a ride on the wild side this weekend. She seems to be the most dependable.

TB4, she was backup to TB2, she also fizzed out. This was a typical low-rent move on her part. Sent 1/2 of sugar for gas and sitter. She never showed. Offered some lame excuses via email. (car. Accident. Cell phone. Yada yada). When will they learn, you can get away with the little, but you lose out on the bigger paydays. This is twice now I've paid some upfront, both times were a waste. That practice is over.

TB5 has purchased her roundtrip ticket for August. So that weekend seems to be ready to roll.

TB6 (I listed wrong as TB7) had some drama in her life, still wants to cum, but cannot seem to get her act together to coordinate getting the plane ticket. So I'm moving on from her. Very disappointed in this one. She was a nice HYB.

TB7 Young 25 year old African American. Great thick body, shorty, with nice assets all around. She's scheduled to get the Tigger Bounce in the TiggerChamber in a couple of weeks. We have the date time and location picked out. She's not specific with the sugar she wants, so I'll be able to provide assistance accordingly.

TB8 Smoking hot HYB. 25 year old African American. Will have first meet-and-greet this week. Sugar has only been discussed vaguely, will update you after the meet-and-greet.

-

So lost 3, but gained 2 more. Lost some upfront money and wasted a hotel night. Best TiggerBounce opportunity should cum this weekend with TB3. I don't think I confirmed, so will need to work on that.

BigTigg

[Literal2]

Not much for me to report either. Too damn hot to be out chasing anything, pussy or otherwise, for me!

I am meeting a new SB tomorrow afternoon, though. 29, tall, dark hair, MILF w / a couple of kids, fairly attractive and sexy from her pics but time will tell. I don't know what she does but I'm starting to suspect she either is or has been in the trade. Stripper, escort, etc. As she seems quite comfortable with and even mercenary about this. That all by itself may cause me to pass on her; my experiences with strippers continues to be uniformly bad. I met another stripper not too long ago via SD4Me. 32 but looked younger, tall, dark hair, smokin' body, that actually seemed very real and nice (unlike a lot of these girls) but she was so incredibly flaky just trying to get the first meeting scheduled that I could see nothing but heartburn in the future, so I told her so and abandoned the attempt.

Good luck, CWL.

[Literal2]

Here are new views of some previous sbs' confidential body parts and a pic of the rubbery pubic mound of sb18.

[CantWinLosin]

Not much for me to report either. Too damn hot to be out chasing anything, pussy or otherwise, for me!

I am meeting a new SB tomorrow afternoon, though. 29, tall, dark hair, MILF w / a couple of kids, fairly attractive and sexy from her pics but time will tell. I don't know what she does but I'm starting to suspect she either is or has been in the trade - stripper, escort, etc. - as she seems quite comfortable with and even mercenary about this. That all by itself may cause me to pass on her; my experiences with strippers continues to be uniformly bad. I met another stripper not too long ago via SD4Me - 32 but looked younger, tall, dark hair, smokin' body, that actually seemed very real and nice (unlike a lot of these girls) but she was so incredibly flaky just trying to get the first meeting scheduled that I could see nothing but heartburn in the future, so I told her so and abandoned the attempt.

[Literal2]

Some of you mongers are definitely more open to emotional attachment with sbs than I am. Good luck with that, guys. I wouldn't be able to handle it.

I'm not doing much with sbs at present. The last one I fucked was sb 18 more than 10 days ago. She is definitely a HYB. 23, and I think I've now fucked her as many times as I fucked sb4, definitely another HYB, although 27 and a momma. So in my mind anyway the MILF and HYB categories are not necessarily mutually exclusive.

SB4: I continue to have contact with sb4 and send her sugar from time to time. She often asks me for sugar and I usually refuse if I'm not actually opening her pussy at the time but I want to keep her around and interested so I have subsidized her a little bit. Nothing like what she asks for, but she still hasn't broken off with me. I won't get to see her again for another several months, but I exchange email with her every few weeks. I posted a pic of her HYB ass, prefuck, a while back and may post another.

SB18: My other atf. She never contacts me, never asks for sugar. One time she said after orgasm that she felt like she was tricking me into giving her sugar for something she loved to do anyway. I haven't heard from her since I last fucked her. I may post a pic of her HYB pussy.

Other sbs who am still in touch with are:

SB9, 27 and single, big boobed, somewhat fleshy though not fat (yet) , not an HYB or a MILF. She sends me emails every couple of weeks just to stay in touch. No requests for sugar. She never mentioned sugar either.

SB11, 27 and HYB. Too wham bam for me, she's contacted me several times requesting another session and / or more sugar. I don't plan to see her again.

SB3, 30 and a momma, not a HYB because her thighs are too big, a young MILF. This girl cums easily but wants her pussy fingered until she cums and squirts. Never saw this before. She never mentions sugar but contacts me every few weeks asking for another session.

Another two MILF sbs contacted me. (In writing this I realized I've fucked more sb MILFs than I thought.) I forget their sb numbers. One is a heavy girl, probably 38-9, very shy but very passionate. When I replied I asked her if she was contacting me because she wanted to get fucked again, she replied "yes!" She's never mentioned sugar. Another was my little hard working redneck trucker. She just asked if we could get together again. No mention of sugar.

Another HYB who contacted me was a 23 year old smoker with offspring. Too messy and dumb, I won't see her again. She spoke sweetly but clearly just wanted more sugar.

The only sbs I'm not still in touch with are: sb2, who was not a MILF (no kids) , not a HYB (she was chubby).32. She never said anything about sugar until she emailed me the sugar I gave her wasn't enough. She was an office manager type and freaky for me in the sack. She squited like a fire hose the first time and slipped my dick up her butt minus the condom. Also: sb1 who moved away. 28, a HYB. Never said anything about sugar other than thanks. I posted a pic of her pussy and may post another. She was a veteran. Also the fat girl whose pussy I opened up for a pic, of course. She did contact me for another session but I'm not going there.

One thing I really like about the HYBs is that the flesh above and around their pussy is like firm rubber. You press it with a finger and the skin immediately returns to its original form. As they get older it softens up. You press on it and it

"and the skin stay depressed" is how it should end. Also "squited" should be "squirted." Sorry.

[Literal2]

Some of you mongers are definitely more open to emotional attachment with sbs than I am. Good luck with that, guys. I wouldn't be able to handle it.

I'm not doing much with sbs at present. The last one I fucked was sb 18 more than 10 days ago. She is definitely a HYB. 23, and I think I've now fucked her as many times as I fucked sb4, definitely another HYB, although 27 and a momma. So in my mind anyway the MILF and HYB categories are not necessarily mutually exclusive.

SB4: I continue to have contact with sb4 and send her sugar from time to time. She often asks me for sugar and I usually refuse if I'm not actually opening her pussy at the time but I want to keep her around and interested so I have subsidized her a little bit. Nothing like what she asks for, but she still hasn't broken off with me. I won't get to see her again for another several months, but I exchange email with her every few weeks. I posted a pic of her HYB ass, prefuck, a while back and may post another.

SB18: My other atf. She never contacts me, never asks for sugar. One time she said after orgasm that she felt like she was tricking me into giving her sugar for something she loved to do anyway. I haven't heard from her since I last fucked her. I may post a pic of her HYB pussy.

Other sbs who am still in touch with are:

SB9, 27 and single, big boobed, somewhat fleshy though not fat (yet) , not an HYB or a MILF. She sends me emails every couple of weeks just to stay in touch. No requests for sugar. She never mentioned sugar either.

SB11, 27 and HYB. Too wham bam for me, she's contacted me several times requesting another session and / or more sugar. I don't plan to see her again.

SB3, 30 and a momma, not a HYB because her thighs are too big, a young MILF. This girl cums easily but wants her pussy fingered until she cums and squirts. Never saw this before. She never mentions sugar but contacts me every few weeks asking for another session.

Another two MILF sbs contacted me. (In writing this I realized I've fucked more sb MILFs than I thought.) I forget their sb numbers. One is a heavy girl, probably 38-9, very shy but very passionate. When I replied I asked her if she was contacting me because she wanted to get fucked again, she replied "yes!" She's never mentioned sugar. Another was my little hard working redneck trucker. She just asked if we could get together again. No mention of sugar.

Another HYB who contacted me was a 23 year old smoker with offspring. Too messy and dumb, I won't see her again. She spoke sweetly but clearly just wanted more sugar.

The only sbs I'm not still in touch with are: sb2, who was not a MILF (no kids) , not a HYB (she was chubby) .32. She never said anything about sugar until she emailed me the sugar I gave her wasn't enough. She was an office manager type and freaky for me in the sack. She squited like a fire hose the first time and slipped my dick up her butt minus the condom. Also: sb1 who moved away. 28, a HYB. Never said anything about sugar other than thanks. I posted a pic of her pussy and may post another. She was a veteran. Also the fat girl whose pussy I opened up for a pic, of course. She did contact me for another session but I'm not going there.

One thing I really like about the HYBs is that the flesh above and around their pussy is like firm rubber. You press it with a finger and the skin immediately returns to its original form. As they get older it softens up. You press on it and it