"Sugarbabies" / "Arrangements" Amateurs or Not?

[Literal2]

So, my slender little late twentyish blond stripper looking for a sugardaddy responded with alacrity to my thank-you-it-was-great-fucking-you-yesterday email.

She sent some rather demure modelling photographs along. Nice, but I'll say now she's more 7. 5 than 8 in the daylight.

I'd share them with you but I'm paranoid about identifying details because of the draconian Sex Prison consequences for getting caught mongering.

She also said she would meet me wherever, whenever. No request for sugar, but I know she's looking for a daddy and she knows I won't leave my semen in her without giving her a gift. No words are needed. A stripper / semi pro / pro / wannabe sugarbaby who orgasms easily, what could be better?

I don't know if I want to fuck her again or not. I'll think about it.

It's a hard life for a geezer when he has to make these kind of decisions.

[Literal2]

What do you guys use to help get your tool up into the shit hole?

This is not my thing, but a girl told me once "that's where all the nerve endings come together."

My impression is this is an American practice, at least in non-violent forms. Don't see it much elsewhere.

But what do I know?

[Member #5570]

What do you guys use to help get your tool up into the shit hole?

[Literal2]

The great thing about the SB sites is that the girls know they are inviting guys who probably won't marry them to offer them sugar for sex. On an escort site the girls agree to have sex for money. That's a business deal to get your rocks off. Without more, you might as well attach your dick to a milking machine.

The girls on SB sites think they are collecting offers of support and affection but don't want to be viewed as escorts. They want to be seduced may be the best way of describing it. The process of decision making itself gets many of them excited sexually. They're like a herd of cows sneaking peeks at a bull's penis and testicles. They're just cows. They have a hard time being decisive. We have to make it easy for them.

Maybe I should close with:

May all your females have swollen pussies.

Lit2

[HappyHunter44]

I focus on getting them to enter the fucking chamber rather than trying to get them to agree to fuck. As has been previously observed, for genetic reasons I guess, most non-pro women try to conceal even from themselves what they are doing with you is deciding whether or not to fuck you. You could just say, well, what have you decided? Are you going to let me fuck you? But they hate that and will often run for the exit if you try that. On the other hand, she knows full well that if she comes to your room you will expect to fuck her and she won't come unless she's willing to let you fuck her. I'm talking about a normal girl, not a pro. This is why a girl who sex texts you is likely to be either a pro or a flake who won't show. It's hard wired.

May all your females be wet.

Lit2

Ah, reminds me of college days. I purposely lived on the top floor all years because I knew if a girl was willing to walk up three flights, then she will put out. No asking required. The FC logic is identical.

[Literal2]

****I am not rushing them to meet and fuck immediately, that might scared them away. But I am trying to get them to the FC on a first date, I always do. I don't have time like many of you guys that take the babes out for lunch and dinner, etc.

I focus on getting them to enter the fucking chamber rather than trying to get them to agree to fuck. As has been previously observed, for genetic reasons I guess, most non-pro women try to conceal even from themselves what they are doing with you is deciding whether or not to fuck you. You could just say, well, what have you decided? Are you going to let me fuck you? But they hate that and will often run for the exit if you try that. On the other hand, she knows full well that if she comes to your room you will expect to fuck her and she won't come unless she's willing to let you fuck her. I'm talking about a normal girl, not a pro. This is why a girl who sex texts you is likely to be either a pro or a flake who won't show. It's hard wired.

May all your females be wet.

Lit2

[Member #5570]

Met a lady on one of the sites awhile ago, hit it off big and now are good friends. She has given me a ton of perspective from the other side and one of the things she has commented on a lot is the fact that most, yes most, of the men contacting her have been way past weird and total jackasses. They come off immediately as though these women are prostitutes and are buying their services and make it very clear what they want, expect and are willing to pay.

Come on. Really? The lesson here is treat them like anyone else and don't be a dick. This normally is not a quick process. Have patience, work your game and you have a very good chance of moving on.

BTW, she and I have been baby searching together. You would be surprised how many of the young ones want a sugarmama too! .

Stay Safe.

Strict

I agreed! But at the same time, there are many UTRs and semi pros that hang around these sites. A direct approach might work better / faster for guys (married especially) that don't have a lot of times available on their hands.

I always treat the girls nice. Not at the girlfriend / wife level, but perhaps a neighbor or coworker level. A drink, lunch, etc does counts. Just be respectful, courteous, don't act like a jerk and you'll have plenty of fun with the ladies.

I've been banging a decent, petite looking 23yr old single mom, french / italian mix for the past couple of months who's waiting tables part time. I give her $60 each time we meet and I do anything I desire. I am not the best looking guy out there, but I am sure she ain't coming back if I was acting like a jerk.

I am also working on a very hot looking, petite, AA college student. I offer to pay her cell ($100) and some funding for school supplies. I figure no more than 400-500 a month, and I suggested we meet twice a week. She agreed.

Also trying to bring in a 21yr Latina that's a hairdresser. I suggested a similar offer, and she agreed. I am taking my time to work with them. I am not rushing them to meet and fuck immediately, that might scared them away. But I am trying to get them to the FC on a first date, I always do. I don't have time like many of you guys that take the babes out for lunch and dinner, etc. But I will bring lunch / drinks to the hotel if I sense a bit of reluctant from the babes.

Always try to be suggestive and a little flirtatious. I think that keep that help maintain the babes interests. And don't stalk her, drop a few msg here and there and if she responds then chat more, if not she's busy or whatever so just leave them alone for a while.

[Literal2]

***The lesson here is treat them like anyone else and don't be a dick. This normally is not a quick process. Have patience, work your game and you have a very good chance of moving on.

Right on, brother. I think the slow respectful approach emerges from many of the posters here: Scott, Golf, etcetera. Those who fall in love with their babies (which I don't recommend but is inevitable for some) treat them right instinctively.

I always try for the personal connection, even when she's a hard core pro. You find these less on the SB sites than the escort sites which is what makes them fun. Clubs are somewhere in between, inmo.

One of my SBs told a horror tale of being forced out of a car without her shoes when the dude was done with her; another told of being flim flammed into believing a private jet was going to pick her up. It can be rough out there.

[Kyowa]

I was fucking a stripper in a club a little earlier today (not in Richmond) and was growing fond of the girl. I said,"Maybe we should get married." _She said,"Well I'm single, if you're willing I'll think about it." _ I'd just met her an hour earlier. I said there was just one problem. She guessed, you're already married. We laughed and laughed. _ She said, well do you need a mistress? I've been thinking about going on one of those sugardaddy sites. _ She was a blond. Talked like a college grad. Perfect white teeth and smile, beautiful lithe body with natural B cups, firm ass, long legs, looked like Janet Leigh for any fellow geezers out there who remember Psycho, a definite 8, forty years or so younger than me. She'd gotten so worked up in the lap dances I thought she was going to cum so I took a break to slow things down before I fucked her. I asked about her circumstances. She's been stripping about a year, has a child, mother and sister all of whom she supports, she says. _ Wouldn't the sugardaddy sites be easier on you than working here? I asked. _ I know, she said, but the guys on those sites are so weird. _ True story! _ A pretty girl who would rather fuck old guys in a strip club than risk a hotel room. Everything's in the eye of the beholder I guess. She did give me her digits and ask if I was staying nearby. Maybe I'll see her again.

If that club knows what she (+ probably other girls there, too) are doing in the private-room (s) & the management &\or "security"/bouncer un-officially allows it (because, obviously, the management + owners could be prosecuted if the cops could show they knew + condoned it) then she has all the protection of the club-security without any of the headaches of having to learn + do all of her own background-checks + security precautions against "weird" guys! Even if she is sneaking it in against the club's policy: if she had trouble with some whacko all she'd be risking is losing her stripper-gig there; she wouldn't likely be dead, or worse! Some idiot in Clarksville IN just last week or the week before murdered a single-mom / stripper who worked just across the Ohio River in Louisville KY because he'd become obsessed with her & was stalking her after she'd "dated" him & he "loaned" her his car + lots of cash to try to keep her from "dating" anybody else! She was a gorgeous 40-something blonde who was stripping (+ doing "take-out dates" with customers) to support her 4 kids + her sick mom; so "your" gal probably has perfectly valid reasons for her preference: at least it sounds like she might be willing to do "out-dates" with guys, like you, that she's "pre-screened" in the club & feels safer with!

[Mr Strict]

Wouldn't the sugardaddy sites be easier on you than working here? I asked.

I know, she said, but the guys on those sites are so weird.

Met a lady on one of the sites awhile ago, hit it off big and now are good friends. She has given me a ton of perspective from the other side and one of the things she has commented on a lot is the fact that most, yes most, of the men contacting her have been way past weird and total jackasses. They come off immediately as though these women are prostitutes and are buying their services and make it very clear what they want, expect and are willing to pay.

Come on. Really? The lesson here is treat them like anyone else and don't be a dick. This normally is not a quick process. Have patience, work your game and you have a very good chance of moving on.

BTW, she and I have been baby searching together. You would be surprised how many of the young ones want a sugarmama too! .

Stay Safe.

Strict

[Mr Strict]

I-95 corridor, NOVA to Richmond, west to C'ville.

[Literal2]

I was fucking a stripper in a club a little earlier today (not in Richmond) and was growing fond of the girl. I said,"Maybe we should get married."

She said,"Well I'm single, if you're willing I'll think about it."

I'd just met her an hour earlier. I said there was just one problem. She guessed, you're already married. We laughed and laughed.

She said, well do you need a mistress? I've been thinking about going on one of those sugardaddy sites.

She was a blond. Talked like a college grad. Perfect white teeth and smile, beautiful lithe body with natural B cups, firm ass, long legs, looked like Janet Leigh for any fellow geezers out there who remember Psycho, a definite 8, forty years or so younger than me. She'd gotten so worked up in the lap dances I thought she was going to cum so I took a break to slow things down before I fucked her. I asked about her circumstances. She's been stripping about a year, has a child, mother and sister all of whom she supports, she says.

Wouldn't the sugardaddy sites be easier on you than working here? I asked.

I know, she said, but the guys on those sites are so weird.

True story.

A pretty girl who would rather fuck old guys in a strip club than risk a hotel room. Everything's in the eye of the beholder I guess. She did give me her digits and ask if I was staying nearby. Maybe I'll see her again.

[Hernando]

Speaking of paranoia, Chasing (and catching) these taken women adds another element of risk to the Sugar Bowl.

My recent experience was with an enraged SD hiring a PI to track his SB's movements, who was triple dipping in the Bowl on us all. We are open to investigations from her side of the equation, not just from our SOs. Dating married is great in other ways since they want to be super discrete But we are lulled into a false sense of security since we have our side covered.

Just saying

[West Central]

There simply is no upside to pay for play at home other than temporary convenience. At the core this is boundary crossing. Boundary crossing however it happens leads to problems.

This is absolute gold. There's a way to play the game correctly. When bad things happen, it's usually because we didn't play it right.

Some of us have PO boxes for sugar activity as a back-up precaution, and give that as an address at check-in.

I go a step further, and use a commercial mailbox for playtime. It doesn't have the stigma that a PO box does, as most people would think mine is an apartment address. They're useful for being able to have a SB's utility bill sent there if needed, as I've had some balk at PO boxes before. That address gets a surprising amount of junk mail that, if someone interested enough took a look at it, might tell a story. I actually sign up for some garbage mail to break up the pattern. Paranoid is my middle name.

I once had a scary moment with pizza delivery. I had used my hobby phone to call ahead for pizza delivery once. The shop had attached the number to my address. Fast forward many months later. Off-and-on-GF is at home. I call for a pie delivery, give them the address I'm at, and wait. 45 minutes later, I call asking about my pizza. The guy tells me "They didn't have the address, but we got it out of your file. The driver will be there in about 10 minutes." So, a pizza that I like but nobody else at home does is being delivered to my house while I'm "working late." Bad news. This taught me that as careful as I thought I was being, I was capable of making that one mistake that would end up in questions being asked.

[Member #4103]

Furthermore gentleman if you are on a business trip and you don't own the company paying for the room, get a separate room if you are going to have a garden tool over.

http://www.huffingtonpost.com/2012/0...n_1738712.html

And what they did was LEGAL in the country they were in.

Good deep, Go HAM and Prosper!

Subcmdr out!

I'm going to get me one of those retro conversion vans. Backseat baby!

Seriously. I'm single and still won't have SB's over. I even have a couple regulars from Ashley Madison that are married, don't have them over either. To an earlier point made, there's going to be a blowup at some point, I want to live far from ground zero.