"Sugarbabies" / "Arrangements" Amateurs or Not?

**Literal2** · 02-28-11 13:27

Thanks for the data, Cool. Can I ask you is your housewife still married and living with the husband? Mine have all been divorced or single moms. Also, for the five that are ready to meet, have you discussed money yet? How do you handle it? Finally, are the meetings get acquainted meetings in public or are they meetings where you will be alone?

Just curious.

**Coolhand2** · 02-28-11 02:32

Originally Posted by Literal2 [View Original Post]

I agree that if you want a sure thing you are better off with well-reviewed escorts. For me the excitement of the chase enhances the sex, but that's just me.

I understand the chase enhancing the sex. That was the main reasons I started on the SB site. According to their stats, I've emailed a hundred, received messages from 85, (somewhere between a third to half of those are unsolicited messages from out of state) and hit my home run on the one meeting that was actually set. I've seen her twice. Early thirties, not bad looking housewife type who is totally into the sex. I leave her $$ and she has always been very grateful. I'll probably see her at least once more but I'm ready for something new. I have five who say they're ready to meet and one I'm set to meet a week from tomorrow. Since my visits to the city are limited, I reserve one visit a month for an escort visit because that gives me both variety and certainty. If this meeting next week works out I'm going to substitute her for the escort visit, drop the housewife, and focus on expanding my circle of SB's. To this point funds have not been an issue but there is a limit for these type of activities. Thanks again for the info. Keep the updates coming and stay safe.

Coolhand

**Literal2** · 02-27-11 06:16

I decided to take SB5 at her word and accept her offer to come over and fuck her which I did yesterday. Skinny but nice and tight and good oral skills. Smokes like a fiend and her place stinks of smoke. I can tell she's going to be clingy so I must execute exit strategy.

Later I met up with SB9 an artist / student type who I've been emailing for nearly a month. Bad news is she was late to our meeting at a bar and I was out of time so I just paid for her drinks and left. Good news is she is gorgeous. She has told me that if we agree to an arrangement she can use her friend's apartment to host. I'm hoping this one works out because that would give me two really fine girls to fuck, SB4 being the other one.

It was an active week for me with four SB's opening their pussies for my inspection and pleasure.

I was trying to figure out how long it took from initial contact to penetration in each case. Two girls spread their legs within a day or two of our first contact, but those were the heavy ones. Of the other two, SB4 was a repeat. Although by far the best so far, my first contact with her a few weeks ago was followed quickly by penetration within a few days. On the other hand, SB5 didn't respond to my emails on the site for many days and when she did she wanted to meet right away but she spent the first session talking about her restrictions so I walked out. So from first contact to penetration in SB5's case took at least three weeks and two visits.

I agree that if you want a sure thing you are better off with well-reviewed escorts. For me the excitement of the chase enhances the sex, but that's just me.

**Coolhand2** · 02-25-11 15:10

Originally Posted by Literal2 [View Original Post]

Let me think. I started with the site in November. I search for 18-45 and recently began restricting by body type. I have probably contacted 60 to 70 girls by this point and received replies from 20 or so. I've seen 7 and been stood up twice when the girl was a no show at the meeting place and at least twice more when the girl made a date but failed to make the last confirmation but I didn't have to go to the meeting place. Of the girls I've met, I've fucked 4, two of them more than once, and I've walked away from 2 (one too heavy though with a pretty cootch, see the previous pix, and another too restrictive, she's the one who now wants to meet again) and one wouldn't meet me alone after a get acquainted session.

I've got two now who say they want to meet and I need to figure out how and when. One should be a sure fuck if I want it since she's already had my dick in her mouth but I walked out when she got restrictive about access to her pussy. She's mid-twenties and a single mother. The other is an artsy student type in early thirties, she says.

Of the 4, two are mid-thirties and two are late twenties. Two of them are single mothers. Girls over 23 commonly misstate their ages on the site. So do I. I look younger than way past 60 which is what I am. A lot of girls say they are looking for 30 to 75 or 18 to 90, but many others state they are looking for guys no older than 45 or 50. Several girls agreed to see me even though my stated age didn't meet their stated age requirement. I don't bother with a girl who wants someone close to her own age, because they aren't looking for a sugardaddy or a customer, they're looking for a husband. Two girls who state they are 19 but looking for older men acted like teenagers by making dates with me and then failing to confirm at the last minute, so they probably are teenagers. Anyway that's what I think.

I second the thanks for the info about your methods. Part of my problem is I choose not to use the city where I live but use Richmond since I get a pass from the warden to go there two to three times a month on business. This restricts the amount of time I can spend in pursuit so I'm looking for a home-run right off the bat. I'm debating if it would be a better use of time to focus on escorts with good reviews. The allure of SB was to hook up with amatures but they sure take a time investment. I'm going to give it another month or so. Keep us posted on how your search is going and I will do the same.

Coolhand

**Literal2** · 02-24-11 10:42

One of the sb's was into unsafe sex before I could stop it. I checked out http://www.tstd.org/ And got anonymous std screening for about $$.5.

**Literal2** · 02-24-11 10:01

It's possible to find near-perfection in an sb, sometimes for some of us anyway. I met SB4 for the second time yesterday. If anything it was even better than the first time. This woman is gorgeous inmo. Perfect figure, lovely face, lovely long thick dark hair, white teeth, plus she's smart as hell. A butt to die for. Pussy so clean you could eat all your meals off it. She's had a boob job which took her up to double D's. I'd prefer she had stayed natural and she didn't want to get that big but right now they are very pretty to look at. Like some body art and piercings that she has, she will regret these things with time, but for now they just make her look exotic and they are well done and I love them! She's very affectionate, calling me sweet names in our emails, very sexual and cums easily, but I can tell from her vagina wetness factor and failure to ask for my dick in her mouth that she is putting up with me rather than going nuts over me (like the squirter I talked about did). She's late twenties. She's had a couple of long term sugardaddy relationships with guys about my age in the past and I'm not sure how long I can hold on to her but I have limits in terms of what I will spend and how often. So far her allowance needs have been reasonable but I took some risk seeing her yesterday. I have to drive for hours to get to her. On the way back I had a goddam flat tire! I was out in the boonies at night with a rented car and curfew looming back at the prison. I am cursing and sweating and trying to change the friggin tire with a local beer drinking dude asking nosy questions and one eye on the time. It took me about 30 minutes, which was my cushion. I made it back to my cell with about two minutes to spare before the warden would have gotten suspicious. Whew.

**Literal2** · 02-24-11 09:23

Originally Posted by Cantwinlosin [View Original Post]

There are a few different SB sites out there. The two biggest seem to be SeekingArrangement and SugarDaddyForMe. The former has more women, but I've had better success on the latter. Which are you guys using?

For what it's worth, my best success used to be posting on the women-seeking-men section of Craigslist. But now that they're policing the posts much more thoroughly, it's become alot more difficult to make a post that gets across what you're really looking for without getting deleted, and posting on the casual-encounters section is a complete waste of time.

Thanks for the info about your methods. I love usasg. I learn something new about how to search for pussy every day. The site I'm using is the second site you refer to.

**Literal2** · 02-24-11 09:18

Originally Posted by Coolhand2 [View Original Post]

I have been on SB site since mid-December last year. I have had one success which I have seen every couple of weeks since beginning of the year. I have been searching for something fresh but have not come up with anything. Question for you is; how old are the women you've been seeing and what is the age limit their looking for? Thanks in advance for your help.

Coolhand

Let me think. I started with the site in November. I search for 18-45 and recently began restricting by body type. I have probably contacted 60 to 70 girls by this point and received replies from 20 or so. I've seen 7 and been stood up twice when the girl was a no show at the meeting place and at least twice more when the girl made a date but failed to make the last confirmation but I didn't have to go to the meeting place. Of the girls I've met, I've fucked 4, two of them more than once, and I've walked away from 2 (one too heavy though with a pretty cootch, see the previous pix, and another too restrictive, she's the one who now wants to meet again) and one wouldn't meet me alone after a get acquainted session.

I've got two now who say they want to meet and I need to figure out how and when. One should be a sure fuck if I want it since she's already had my dick in her mouth but I walked out when she got restrictive about access to her pussy. She's mid-twenties and a single mother. The other is an artsy student type in early thirties, she says.

Of the 4, two are mid-thirties and two are late twenties. Two of them are single mothers. Girls over 23 commonly misstate their ages on the site. So do I. I look younger than way past 60 which is what I am. A lot of girls say they are looking for 30 to 75 or 18 to 90, but many others state they are looking for guys no older than 45 or 50. Several girls agreed to see me even though my stated age didn't meet their stated age requirement. I don't bother with a girl who wants someone close to her own age, because they aren't looking for a sugardaddy or a customer, they're looking for a husband. Two girls who state they are 19 but looking for older men acted like teenagers by making dates with me and then failing to confirm at the last minute, so they probably are teenagers. Anyway that's what I think.

**Coolhand2** · 02-23-11 23:57

Originally Posted by Cantwinlosin [View Original Post]

There are a few different SB sites out there. The two biggest seem to be SeekingArrangement and SugarDaddyForMe. The former has more women, but I've had better success on the latter. Which are you guys using?

I'm using SugarDaddy.

**CantWinLosin** · 02-23-11 18:03

There are a few different SB sites out there. The two biggest seem to be SeekingArrangement and SugarDaddyForMe. The former has more women, but I've had better success on the latter. Which are you guys using?

For what it's worth, my best success used to be posting on the women-seeking-men section of Craigslist. But now that they're policing the posts much more thoroughly, it's become alot more difficult to make a post that gets across what you're really looking for without getting deleted, and posting on the casual-encounters section is a complete waste of time.

**Coolhand2** · 02-23-11 11:11

Originally Posted by Literal2 [View Original Post]

I think the sb website has three types of girls. 1. Real amateurs who want some money but would never think of themselves as escorts. 2. Girls who are escorts or part time escorts. 3. Girls too unattractive to be escorts. I don't partake of the SW scene so I don't know how they compare. I assume the SW's are also at the low end of the looks department, but I don't really know.

I have been on SB site since mid-December last year. I have had one success which I have seen every couple of weeks since beginning of the year. I have been searching for something fresh but have not come up with anything. Question for you is; how old are the women you've been seeing and what is the age limit their looking for? Thanks in advance for your help.

Coolhand

**Literal2** · 02-21-11 16:24

I decided to skip SB7 who called yesterday until she sends me a pic with her clothes off, which I asked for last night after I got home from SB6. Why? Because some of these SB girls are NOT TRUTHFUL when they post their pix online. I'm SHOCKED!

SB6 as I said was much heavier than her pix showed and her body type was not "average" as she claimed. But she had a certain firmness and was a heavy breather and smelled good so Mr Johnson took over the meet as I previously reported. I don't regret it. She was a good fuck.

The next SB girl was a different story. I ran into her out of state. She did not look anything like her pix online and she had lied about her weight online. She was a fatso. As soon as I saw her I realized Mr Johnson did not approve so I just had her spread her legs and took a few gyno shots for you guys (if these offend you don't look).

I think the sb website has three types of girls. 1. Real amateurs who want some money but would never think of themselves as escorts. 2. Girls who are escorts or part time escorts. 3. Girls too unattractive to be escorts. I don't partake of the SW scene so I don't know how they compare. I assume the SW's are also at the low end of the looks department, but I don't really know.

Anyway with SB8 I just fingered her for a while, never took off my pants. BTW, she was a little smelly in the pussy. You know how some of that aroma is nice? Well too much of it isn't. Even so, Johnson started to perk up as the girl rolled around and helped out with the fingering. I thought maybe he was going to take over again which would have been very depressing. Just then the doorbell rang. The girl said come back in a few minutes. We resumed pussy play. The doorbell rang again. It turned out there was a delivery team right outside the door trying to deliver a sofa. I went in the bathroom to wash my hands. No soap. WTF. I opened the door and said come on in guys I was just leaving. Funny I guess but kind of repulsive too. I have to get tougher on who I will see off that website.

Oh well. At least I should see SB4 again in a few days.

**Literal2** · 02-20-11 22:16

Surprise surprise. I opened my email yesterday to a sweet email from SB5 (the one who didn't want FS right now but who attempted to placate Mr Johnson orally). Now she has thought it over, she says, I really am a wonderful guy and she will accept all my terms and conditions and wants to "make love" if I will just agree to see her again. So I guess this means she is ready to be fucked. Maybe next week.

SB6 showed up tonight. Nothing like her pic which was admittedly a little blurry. This girl is 38, spiky blond hair, and heavy. Not so much flabby though, just big butt, big thighs, big belly and big boobs. Also she is on crutches. Some knee problem. I was going to turn her away but she was an hour late and I had already turned away SB7 in a phone call and Mr Johnson wanted some pussy. So I let her stay. She turned out all the lights. OK, I can deal with that. I peeled off her clothes as her breathing got harder and faster by the minute. She turned out to be a great fuck. Why? Because she was totally passionate and into it. Still, I am a little weirded out: I don't fuck heavy girls. This is only about no 2 fat girl out of 65 or so total girls to date. She asked for nothing. In fact she thanked me. I gave her $$$ which delighted her. I won't see her again.

I am worried about SB4. I am going to a lot of inconvenience in order to fuck her again on Wednesday. She is so fine. So tight. So pretty. So firm everywhere. So passionate. (She's not perfect. She's a lousy housekeeper.) I am worried I will start behaving irrationally because of her and this may affect my stability. The only thing I can think to do is to try to fuck another few girls during the same time period. I find this tends to reduce the infatuation factor.

Thank you for the guidance and insights, USASG.

Thank you Heaven for Mr Johnson.

Thank you girls, for all your wonderful body parts.

I hope I die with my dick in a 25 year old girl.

Not right now though.

**Literal2** · 02-15-11 22:14

I got an email this AM from a girl I'd been chasing without success on the SB site asking to meet right away. I was pressed for time but I set it up for 12 noon. She wanted to meet at a Walmart first to check me out. She arrived half an hour late then wanted to buy cigarettes. More time wasted. Then we walked to her house where the utilities had been cut off which is why she contacted me I guess. The place was a mess. She has to shower next door and has a baby to care for. She wanted to talk about a regular relationship. I said we'd have to see. She is real skinny and small breasted but took off her clothes and got on the bed. More talking about how long a relationship woud I commit for. I said I don't know yet. She said no sex on first meeting but she'd give me a BJ, which she commenced. I pulled her up after a while and tried to home in on her pussy, but she said it was too soon, no DATY either. I said WTF and started to leave. She said she was sure I would like her over time and she would loosen up, but if I wanted FS today it would be 8x$. I walked out but left her some sugar to help pay her bills. I don't care much for real skinny girls anyway.

**Literal2** · 02-14-11 05:45

There hasn't been much interesting to report on the sb front in recent weeks. Lots of prospecting but no action. A string of broken dates: I got a room in Short Pump for one sb girl who didn't show and I quickly called a referral from a good old boy on this site but the girl who showed probably wasn't actually the one he referred plus was flabby in the extreme so I sent her away. That was a wasted evening, except for the ego-boost I got at a bar from a red haired 26 year old beauty who rejected several dudes half my age before accepting my offer of a drink. Probably thought I'd be harmless and good cover. Then there was the sb who agreed to a date but canceled because of her period. Then there were two 19 year olds who emailed me furiously for a week confirming and reconfirming our dates only to disappear just before they were to take place. Has anyone noticed teenagers can be unreliable? Then I worked a 22 year old Euro student / model and offered a monthly allowance for weekly meets. She said it was the lowest cheapest offer anyone ever made her on the site. OK, I said, how about the entire monthly allowance for one meet? This was acceptable and we set it up for tomorrow. Meanwhile, another sb emerged on a trip out of state, I'll call her SB4 or "Abby." She's a slim 25 year old, long haired brunette, flawless tight skin everywhere, perfect teeth, about 5"2," big breasted and small firm butt. A knockout, in other words. One of the top three prettiest girls I've ever dated. Very tight vagina. I licked and fingered her and she came in about three minutes, squirming to get away from me at the end as her clit got oversensitive. I love that. She cried out a little every time I thrust into her. It was just great. She tells me she gets so many emails on the sb site that she can't possibly read them all. I gave her 5x$. To me she was worth it, but that's just my opinion. I canceled tomorrow's date with the Euro.