"Sugarbabies" / "Arrangements" Amateurs or Not?

[Magic Rat]

I've had one MILF squirt and it was a huge turnon. It happened both during fucking and with a dildo. With the dildo, when she pulled it out, she squirted about 2-3 feet over and over again until she stopped because she said she was about to pass out. How I miss her!

[JustForKicks]

The problem with fling is they cross advertise their site. I have met about 9 women from there and most of them said they joined richmen. Com which also advertises them on fling as well. So they are unaware of this most of the time being the reason why they are not looking for sex. 80% of the women are not real, and the others are overweight or looking for love.

Dot com- I had one MILF success, but has generally been a bust. Most of the girls seem to be young. 18. 24 yr old. And very few will even answer my query. Even with a good pic posted. Some of the pics are TGTBT and are probably shills $$ does not seem to be the predominant motivation although I'm sure they wouldn't turn down a gift. I think I am too old for this crowd.

My MILF was upper 30's. Prob more like early 40's, beautiful face, chubby body. I'd say she is a 9 face. 5 body. 9 personality. 9 performance. If she lost her baby weight she'd be a 9 across the board. We spent two night together and she was a horndog. And I fucked her brains out. But. After our last night together. She bolted, saying that she was reevaluating her situation (marriage, kids, etc) However, she is still on there anonymously and says she likes young stuff. So who knows? If you are under 40 and run across her she might give you a run.

There is another crossover on Fling who is also on SD, and I can't get her to bite. We have talked back and forth but she is on both sites constantly and says she is a nympho and is a MILF type. Looks pretty hot.

One girl answered me hotly when I offered her some help and said she is not about sex. Really? On a site named Fling? WTF do they think a fling is?

[Hernando]

I believe all women have the ability to squirt. My research shows that the ability depends on a totally relaxed girl who is not afraid of the intensity of that type of orgasm. I would say that Lit is correct for a new partner@10 %. After you get to trust each other then I have had about 30% squirt. My favorite escort has multiple o's but can not tolerate the intensity of manual stimulation so some girls, even experienced ones, don't want to do it. Most all of my squirters have been manual. Maybe my dick isn't long enough to hit the G spot well enough.

[Literal2]

Only four of the 80+ women who've allowed Mr Johnson full access to their vaginas have squirted.

Their ages at the time were: 23, 28, 30 and 32.

In three of the four cases, Mr Johnson caused the squirt. The other case was digital.

The oldest two were sbs, the youngest was a stripper and the 28 year old was my girlfriend (long time ago).

Some say you can make any woman squirt with the right tech, but that's not been my experience.

None was a MILF, but only one was definitely a HYB.

In my case, squirters are averaging 1 out of every 20 girls I have fucked and in each case it only happened once.

I'd be interested in others' experience with this wonderful phenomenon.

[Literal2]

Oh and to answer a previous question about MILF's getting as wet as the young things, I can assure you that they can flood the place with the right inspiration. It's pretty satisfying to see a sb wiping her inner legs with a towel after you've just made out with her and sucked on her tits before the main event. A 43 yo MILF BTW so it is definitely possible. I've had 3 MILF's that get among the wettest women this old monger has ever been with.

Well, Rat, the consensus seems to be that MILFs get just as wet or wetter than HYBs. My assumption may have been wrong, thinking that HYBs are wetter. It wouldn't be my first mistake.

Also, Norm, Golf has a point.

You are less likely to get backblast if you meet her $ expectations. So, I'll modify my suggested approach somewhat but still try to get you back inside the pussy you clearly crave.

Try to avoid sugar talk. If you have to do it, be honest and tell her what your budget is. If you avoid sugar talk until the end of the session, and you think she expects the same amount as before, offer the reduced amount, as I said, but tell her that you want to see her regularly for the reduced amount. If she balks, tell her you'll pay the amount she got the first time, but it will be the last time you see her. If you are willing to risk not fucking her again you can tell her all this upfront and save your money if she declines. Just my opinion.

As before, good luck.

[Hernando]

$ is always the kicker in this process, isn't it? I think we tend to overpay more often than not. This uncertainty going in to a meet with a SB is exciting but disturbing. At least escorts make it clear up front what the sugar and the time period are and hotel is usually included. Therefore I believe your SB who had the exact $ amount and time up front has escorting experience. She may not want to get on the treadmill with multiple guys and is trying to milk one guy (that would be you) for a bigger hit.

IMHO :

$ 300 / hour is a high local escort rate and you should view your SB as just that.an escort. Also keep in mind the cost of hotel, flowers, and other sundries bring the total up. If her needs are simple and she is not greedy then you might be her single client for a while but if she is watching the clock that also confirms her E status. I believe SBs should have minimal time constraints and the fee should be for multiple hours / overnight. If they work strictly on the clock it is escortish. My escort friends charge $800 to 2500 / overnight. I have never been that desperate (or rich) enough to be tempted. One of my SBs charged $100 / session which frequently included an all nighter. She had children and her availablity was spotty and unreliable, but the price was right and she was a pretty good lay.

$300 is usury and gets into that GP Syndrome. I have never fucked a $300 pussy that felt better than a $200 one.

$200. 250 is probably average and reasonable for this area, particularly if time is very flexible. Keep in mind the hotel and sundry cost which brings the grand total to $200-250 plus $100 ($300. 350 / fuck)

< $200 = our goal! With room and all we are still looking at $250 to $300 / fuck. This is all for the uber GFE experience, since escorts can be enjoyed for less. I see some of the ladies on the E sites I mentioned to some of you who charge $300 plus / hour. Good for them if they are getting it but Ican't go there regularly.

My experience: I have a College girl SB SO currently and am loving the relationship. I am by nature a multifucker but am still digging this HYB. She is emptying my sperm ducts and wallet on a 2 to 3 X weekly basis. We negociated the price after she opened the bidding. She did say what she would like to get, so I know her number was based on her projected budget and not escort savvy. The price was basically $175 / all night plus hotel etc. I actually gave her a raise without being asked because I want her to be happy with me. She fucks me to sleep, wakes me up on top of me, and wants to be serviced in the AM. As an older guy I could not keep up with her on a daily basis, so we are doing OK. In the end though I am looking at spending $25000 / year if we stay together. It is cheaper than a wife though, although I have one of those too. This is an expensive hobby men, but I am preaching to the choir. I also know nothing lasts for ever and that I will be back in the pool of horny dudes looking for love with the rest of you.

My recommendation : Let's keep the price down so these ladies don't get GP Syndrome. If you throw a generous tip in their pocketbook at the end of a session, you will never be able to go back because you have set the standard and they know their pussy was worth that to you. I suggest $100 to 200 starting tip. They will fish for more but do you really want to spend a total of $300 to 400 / fuck? I would also recommend demanding an extended session for the $ so that their pussies are not priced at an hourly rate. Again, you can go to your favorite escort for an hour (or 1/2 hour) for less. Let's set high standards for us local Mongers and demand quality for our money! Rah! Rah!

[Magic Rat]

Norm, you're getting great advice from two wise and experienced sds here, even though they differ slightly.

I had a similiar situation early on in my sd "career". A young, very pretty, petite sb and I met up for the meet and greet. The first meeting was lunch and drinks only. We did communicate online and set up a for real meeting a couple weeks later. While a knockout, the sex wasn't off the charts but pretty decent. I slipped what I thought was an appropriate amount of sugar in her back jeans pocket as she left. Well we chat more online and she's having trouble making her car payment, so I agree to meet her halfway to advance her some sugar. Somewhere in the process she mentioned what I had given her before and evidently she was disappointed in the amount. She threw a number out there that, while not extreme, was what I considered way too rich for a fairly short visit, one and done. Since I had advanced her the sugar, we did meet one more time and the sex was worse than the first time. I ended up being out more than my norm, but I also discovered I didn't want to fuck her again. Remember she was young, tight, and pretty. Anyways, there it is and it's worth what you paid for it.

She and one other sb are probably the reasons I've concentrated on MILF's for the past year +, but you guys have given me hope that the young ones can be wild and fun. I just haven't had that experience yet.

Oh and to answer a previous question about MILF's getting as wet as the young things, I can assure you that they can flood the place with the right inspiration. It's pretty satisfying to see a sb wiping her inner legs with a towel after you've just made out with her and sucked on her tits before the main event. A 43 yo MILF BTW so it is definitely possible. I've had 3 MILF's that get among the wettest women this old monger has ever been with.

[Varoom]

TB #5 will be part of an August trip. Again, paying for flight and hotel, but she doesn't want any sugar either, as long as I cover the weekend, wine and dine I can get all the young pu$$why I can handle. She's 32. This will be 2 nights and 1 day of hotel heaven. Total price before meals will be $350. Not a bad deal at all.

TB #7 will be here this month for hot TiggerChamber session, looks like 4 to 5 hours of the TiggerBounce. She's 23, and just wants to have fun, no sugar required. By the time I pay for the flight ($150) and room ($100) , I'm paying normal rates anyway. I'm really looking forward to this one. She will be the youngest.

Even though neither one of TB5 or 7 are saying that they are looking for sugar, (just wine, dine and dick) I would recommend sending them home with some foldin money in their purse anyway. In the interest of nurturing a longer term meets with either of these gals, I would make sure that you did more than they expected. A weekend away is a pretty sweet gig but you don't want them coming up with sb remorse after the trip. Hence the suggestion of a few Franklin's anyway, so that they can later splurge on something and remember where it came from. All assuming that at the end of the w / e you wish for there to be more of the same with the lady.

[Literal2]

Ah, it's a wonderful hobby.

Golf is experienced and has made many informative observations on this thread and elsewhere. I know a few things myself. In this case, I think he and I differ in our views. I think there is still hope you will get what you want as long as you avoid talking about money. Golf seems dubious that this is the girl for you.

In any case, Norm, let us know what happens and GOOD LUCK!

[Golfcart]

Norm found her on a SB site. She was up front about her donation (escort higher end) (more than Norm's comfort level). They met, she was Grade A Prime and Norm got laid, but he has questions. She was short on time and will make it up to Norm next time. She didn't bring the condom. She said she not dating and is looking for just one Norm.

Norm, my observations:

She sounds like a girl who is looking to cover her rent or car payment. I speculate she may have a friend who is an internet escort and is aware of the side effects of that life which she wants to avoid. A lot of this goes on. She sounds smart for 21.

I almost always see a girl a second time at least. More often than not the second time confirms the first.

No matter how good, how exciting, things settle in and eventually it gets old where the only hold is sex.

She's not what Norm is looking for and Norm is not what she is looking for. There is no future unless the parties accommodate each other naturally without working at it and the culture must be a good fit. The culture was right but she was short on time their first time (Norm that is a real bad sign) and more money than Norm had in mind (a real bad sign). This is not the parties accommodating each other naturally without working at it. I've never seen extra time except in the early stages.

So Norm, call it a day. Do not call to explain. She will get it.

If you must, being so hot and all, okay, see her once more, then call it a day. At the set up make sure she has the time available. This is not negotiable. Give her what you gave her last time. You set that tone. Anything less would be power and control. But there is no point in meeting if there is power and control by her over her time. Say nothing about this being the end. If there is any clock watching the second time that things are being cut short, leave on the spot before the blessed event happens and say nothing, and do not leave her any money.

[Literal2]

We discussed earlier on this thread that sb's are running an auction market. She has no reason to accept a low bid for access to her pussy when a higher bid is available. This is unlike escorts who have a business reputation to maintain.

The fact is a hot sb can get fucked by the first man she meets when she walks out the door if she wants to. A MILF might have to walk all the way to the corner before she finds a horny guy to fuck her but it won't take long.

If you negotiate too good a deal with an sb, she will break it.

I think its better not to discuss sugar in advance with sbs. At the end of the session, slip some sugar into her purse. If you want to see her again, give her a premium. If you don't care, just give what you think is fair and what will keep her off your back. (See Golfcart's previous posts for how to handle sugar in a classy way, for those who are interested.)

(All "tech advisories" are strictly just my opinion, no offense intended to those with other views.)

[Literal2]

My little head did all the thinking from then on out, and after spending some time having a drink, we went back to her place. While she did not rush me, there was a time constraint (hers not mine) and she was very safety conscious as well, meaning CBJ. Not too thrilling for me, and I think she knew it because we switch to something else after about 30 seconds of that. Also, because of the time situation she told me she would "make it up to me next time".

Inmo, this could possibly be a sign of a pro, but just as likely an amateur nervous about getting a strange guy's semen down her throat or up her pussy. The fact you had a drink with her first and went to her place suggest a non-pro to me.

Now some additional facts for your consideration:

1) Age is 21.

2) She dances, but apparently its only once in a while. Maybe one night a month at most. Does not dance where she lives, but closer to me actually.

3) Has a full time job and says she goes to school. Her Facebook page verifies that (which I located through her email. Thanks to whoever gave that tip.)

4) She says she only wants one SD, and is up for meeting as often as I would like (but at her rate for me that will not be often). This was verified to some extent by the fact that she has not logged on to the SD site since our meeting.

5) She says once she gets to know me she will be comfortable with BBBJ.

6) I don't think she is a pro. For instance she did not have condoms. We were going to stop at the store, but luckily, I found a couple in my car.

All of the above suggest non-pro to me.

Should I make the next contact or should I wait for her to contact me? I think if I wait for her, perhaps I can get a little leverage on the rate? I think $$ or $$.5 would allow me to see her 3-4 times a month.

Any other constructive criticism would be welcome. I want to see her again for sure.

Norm, this girl is hot and you want badly to fuck her again. You don't want to spend too much. If she's not a pro she will be nervous about calling you up. She may do it, but why wait? I think if I were you I'd call her up and ask to get together but avoid discussing sugar. At the end of the session, give her the amount you want to. If she questions it, just say its what you can afford if you are going to see her regularly. If she wants one sd, you have given her that option. In addition, you have fucked her again. If she says its not enough, you can let her walk away and call her up later to try to change her mind. Anyway, that's my view.

[Literal2]

So had to drop TB#1, she was all about money. I did a quick test to see if she knew how to appreciate a SD and she failed. Gave her a little in advance, and before that money got cold, literally less that 24 hours, she was asking for more. Asking to work off more before she had even worked of the pre-payment. It's a shame, she had such potential. Overall I paid for much less than I received. And if I were stupid, she would have taken me for much more.

Although many of us have sugared up a baby in advance, including me, the general opinion of the practice is that it's risky, as your experience indicates. I won't do it anymore.

TB#2 is coming along great. Had 3rd date, not "taste of heaven" yet. But the investment is paying off. Have agreed to a monthly amount that is too low to mention in the forum, because some jealous newbie would give me grief over it. One low monthly amount and all the younger pu$$y that I can handle (based on hotel rates of course).

I'll be interested to see how this turns out for you BT. I found that when a babe seems like she's available for a discount, she may not show up at all. Let us know what happens. If you are successful, you'll get our congratulations. If you fail, we appreciate learning from you and nobody who's a regular on this thread hassles a fellow sb monger who discloses failure so other mongers may learn.

TB #5 will be part of an August trip. Again, paying for flight and hotel, but she doesn't want any sugar either, as long as I cover the weekend, wine and dine I can get all the young pu$$why I can handle. She's 32. This will be 2 nights and 1 day of hotel heaven. Total price before meals will be $350. Not a bad deal at all.

TB #7 will be here this month for hot TiggerChamber session, looks like 4 to 5 hours of the TiggerBounce. She's 23, and just wants to have fun, no sugar required. By the time I pay for the flight ($150) and room ($100) , I'm paying normal rates anyway. I'm really looking forward to this one. She will be the youngest.

Good luck BT. If you pull these off, you will be some kind of champion of a new style of sb negotiation. Let us know how these work out so we can learn from your experience, which is what this thread is all about.

[Literal2]

So first off, did I overpay? It have read this whole thread, and I really have not gotten a sense of what everyone else is paying. I think I am probably on the high end. Especially in light of CBJ. But I keep trying to remind myself that its not an escort situation. I am actually looking for someone to see regularly, so that may be worth a little more.

Should I make the next contact or should I wait for her to contact me? I think if I wait for her, perhaps I can get a little leverage on the rate? I think $$ or $$.5 would allow me to see her 3-4 times a month.

Any other constructive criticism would be welcome. I want to see her again for sure.

Norm!

Your baby sounds hot as hell so congratulations and good future fucking. Dancers have those firm bodies. I probably overpay for my sbs because I want them to look forward to seeing me again, old, fat and bald as I may be. I've only discussed sugar in advance with a few sbs. I just put what I feel like giving them in their purse at the end of the session. If I like her and want to see her again I give her about what I'd give a higher end escort. I'm sure I could get laid for less by some SW but I'm not interested.

[CiceroGolden]

"Also, because of the time situation she told me she would "make it up to me next time".

Yes, this is the sound of a pro. I've been given this line by a pro in Las Vegas who I no longer see. It's equivalent to an upsell.

Unless she overwhelms in performance and personality (along with the looks) , move on.