"Sugarbabies" / "Arrangements" Amateurs or Not?

[QUOTE=Dsprdo;2137150]I find that I get most responses from new girls that I have contacted on Monday or Tuesday. They usually are busy on the weekends. Even if I make a date for a M&G on the weekend it seems like I have a high flake rate.

I do have a very promising M&G from a 24 yo mixed single mom this evening. Her communication has been outstanding, she says she had one SB before (about a year ago) and she understands the deal here. [/QUOTE]Almost on cue about the time I hit upload on this post, my promising 24 yo texted me with a "family issue, I promise I'm not blowing you off, can we reschedule" message.

[QUOTE=DirtyDeeds38;2136554],bad idea? Perhaps, but I'm enjoying the ride. My first true and real SB has now turned into a thing. She's 21, with one kid from Virginia, girl next door type. 7 body, face a solid 8, sex is moving up into the high 9 range. The girl is truly madly in love with me and I've decided, hey, I'm 44 years old, how many chances does a guy my age truly get to have a 21 year old so in love with you, she changes her life and wants to spend it with me? So why not. I've met her entire family and they all approve so far and even told her, I was a catch. True, this does not really fit into the mold of things here, but we only live this life once and I don't see another chance to engage in this level of a relationship with someone so fresh, appealing, sexy, and all that again.

I am as skeptical as they come, having been burned more then once by a nice ass and pretty face, but I have tested this girl and she is legit madly in love with me. So for a while at least, my SB dating will slow to a crawl. I've been telling myself this can't really be happening, even reading articles on other couples of such opposite age extremes and finding it does happen and on occasion does work.[/QUOTE]It absolutely does happen. Probably more than gets discussed here, since most of us here already have a wife or GF and / or are literally going out of our way to avoid anything "real" from forming. What you're experiencing is just a symptom of a real SB versus a pro. Many of them do get attached to their SDs. Even before the M&G and early on in e-mail contact, I've found a significant percentage of them will hint that they would like to find something real (love etc) to go a long with the more obvious forms of help or even to replace it.

If you don't mind my asking, what was her relationship with her father like? I ask because I've found these types usually either had an absent father or one that was extremely good to them. Very that I've found fall between those two extremes.

[QUOTE=JeezLizard;2137336]It absolutely does happen. Probably more than gets discussed here, since most of us here already have a wife or GF and / or are literally going out of our way to avoid anything "real" from forming. What you're experiencing is just a symptom of a real SB versus a pro. Many of them do get attached to their SDs. Even before the M&G and early on in e-mail contact, I've found a significant percentage of them will hint that they would like to find something real (love etc) to go a long with the more obvious forms of help or even to replace it.

If you don't mind my asking, what was her relationship with her father like? I ask because I've found these types usually either had an absent father or one that was extremely good to them. Very that I've found fall between those two extremes.[/QUOTE]Well I'm still a little leary of all this, but leave it to me to jump in and see what happens. As for the father, that was my guess early on, as was possibly being insecure. Dads in her life and she calls herself a "daddies girl" Although looking at the picture more, he was quite absent, but not a loser dad. He cares about her and she knows it. Insecure is out too. She's quite secure with who she is. Still young and immature as expected in many ways, but very mature in others. I like that she has a kid as this kind of forces her into the box of growing up and taking on some responsibilities. She has SOME wisdom when she gets cornered it will show up. She is the classic very small town girl, big family, knows everyone in her town. She enjoys showing me off to her friends who always first kind of give us that look of shock and than later feel more comfortable. I can't say as of yet I'm in love with her, but I'm human and have some strong feelings for her and genuinely care about her well being.

So looking back on our now two months of courting, the thing I think that reeled her in (initially against my wishes) was that I treat her extra nicely. And that honestly comes natural to me. She's had two really bad relationships. One with a drunk abuser and the other, the father of her kid, dumped her when she was six months pregnant. Then she spent a few years bouncing around from guy to guy basically being used, etc. I came along treated her nicely, affectionately, spoiled her a bit and she fell head over heels. She's the girl I wrote about on here a while back that told me she had feelings and then I found out she was still setting dates. When I confronted her, she did not know what info I had and she came completely clean with it all and told me the truth. She cried her little eyes out and since, doesn't go out and do anything unless it's with me. She is a sweet girl by nature and not really cut out for being a hard core SB in the first place.

I know this probably won't last, but for me, it's chance to relive a period of life I never had being that I married really young. I'll make the most of it, enjoy her, take care of her for a while and then we will probably have some kind of sad ending. 23 years her senior is not something you can wish or will away and eventually I suspect that will catch up to us.

[QUOTE=DirtyDeeds38;2137444]Well I'm still a little leary of all this, but leave it to me to jump in and see what happens. As for the father, that was my guess early on, as was possibly being insecure. Dads in her life and she calls herself a "daddies girl" Although looking at the picture more, he was quite absent, but not a loser dad. He cares about her and she knows it. Insecure is out too. She's quite secure with who she is.
[/QUOTE]I wouldn't have even entered insecure into the conversation, because I've seen all types. But, dad being absent + being a positive figure overall that loves her would not only corroborate what I've noticed, but actually might magnify it in her case. First I should probably say that I'm not remotely involved in psychology as a profession, just have a natural curiosity about it. I'm sure some of my ideas would cause Dr. Phil to shuffle his moustache and raise an eyebrow at my non-profit theories but I bet I've banged way more women than him.

One of the patterns I've noticed (and an observation I've tried to utilize when I asses what type of a girl they are) is that if Dad was abusive, perceived as a loser, absent in a highly negative way (daddy did 20 years for killing his drug dealer) or rejected her, it seems to lead them down more of a path of pro. But, if daddy was absent because he was highly successful, had too many women tempting him and was a player, or he was just a good hardworking man trying to provide for his family then the absence is perceived as justifiable by her -- she misses the dad element in her life but does not have built in resentment.

Hope that makes sense. There can be absence perceived in a good "longing" sort of way (miss you daddy), and absence perceived as bad "fuck you for not caring daddy and drinking too much" kind of way. Despite the examples I gave above, either can be present in any socioeconomic situation (I. E. "good" absence is not always a factor of wealth or success and vice versa). The type of absence results in a very different type of girl.

My current girlfriend's dad just plain died on her at a young age. To me that falls into the "miss you daddy" type of category for example.

Then there is another type of SB I've met that doesn't really have an absent dad at all, they just have an overwhelmingly loving / spoiling dad who has made it his life's calling to be sure she knows she is his angel, and he has set a standard for which she will settle for no less, and she's obviously not going to get it from someone her age so she is looking for a partner that can live up to her standard, so she finds herself instantly attracted to people her dad's age.

In civy dating, the majority of the women I met would fall into neither the "absent daddy" or the "daddy's princess" category, but when I did meet one, her SB potential was usually worn on her sleeve -- I could see them from a mile away and not just because they were younger. They never get over it and you'll be able to spot them when they are 20 or 30 or 40, it's fundamentally who they are.

Oddly, unlike civy dating, MOST of the true SBs I've talked to in depth fall into one of those two categories.

As far as secure or insecure.... I see that as a separate personality trait that's unrelated to any of the above. To me when an SB tells me exactly why she likes older men on the first date, and goes into depth about the absence of her real father, I tend to see her as a relative secure person who is in touch with her feelings and doesn't mind describing who she is and what she is looking for.

[QUOTE=DirtyDeeds38;2137444]
I know this probably won't last, but for me, it's chance to relive a period of life I never had being that I married really young. I'll make the most of it, enjoy her, take care of her for a while and then we will probably have some kind of sad ending. 23 years her senior is not something you can wish or will away and eventually I suspect that will catch up to us.[/QUOTE]Good luck mate. Definitely enjoy the ride.

If I wasn't married, I would probably entertain a similar adventure. But so far in my Sugar Bowl career, I haven't had a girl fall head over heels for me. I've had SBs that turned into FWBs where the allowance became less important. But so far never a full-on romance. I think it's mostly due to my unavailability, I don't do overnights, I don't do long phone conversations, and I don't video chat. I just text and maybe see them a few times a month on relatively short dates. A couple of SBs did want more from me (they wanted me to call more often) but that was a no-go for me with my situation so that pretty much stopped any real romantic feelings from developing because I could never really "be there" for them.

I also got married young so part of the reason I'm in the Sugar Bowl is to relive a period in my life and have experiences that I never had a chance to when I was younger. The vast vast majority of SBs encounters will be short-term but then again so is civvy dating for 20-somethings. If however you do find a young woman in the Bowl that you genuinely click with and you're not married, then go for it. It probably won't last the distance but enjoy the ride and you'll sure to get a lot of great memories from it.

So on my last update, I reconnected with two SBs I thought were lost causes. Here's a brief update.

Asian SB.

I thought this was a one-time deal because she never returned my text messages for several days after we hooked up. But over the past week, she's called my phone several times. Unfortunately I wasn't able to answer when she called and when I called her back, she didn't pick up. I'm guessing at some point down the line I might be able to hookup with her again, but she seems pretty allusive, so in all likelihood it'll remain a one-time thing. I'm glad I had the experience, but man one-time deals can be such a tease!

Collegiate SB (now known as Collegiate BC).

I wasn't sure if this was going to be a one-time deal too but I contacted last week and we hooked up again after her workshift ended. This time she asked for a little more allowance, but when I said no she didn't give much resistance at all and was still eager to meet. We had another fun-time and I still marveled at just how amazing her body was. After our romp, I found out she did find a SD who gave her a lot of money (I believe it because she really is that hot). That SD trained her well because she's completely housebroken now, LOL. No more diva attitude and just appreciative and eager to please. That said, there must be trouble in paradise because if her rich SD was still giving her a lot of money, I doubt she would be seeing me for a fraction of the amount. So there's more to the story obviously, but whatever the circumstances it's currently working out to my benefit. She indicated she wants to keep making this a weekly thing, which is absolutely okay in my book. We don't have much of a connection, so it's pretty much just a very convenient booty call setup. We just text each other on when to hookup.

I see a fair number of 5 hundred dollar girls on SD$M. One can only dream. The true 10+ super hotties. Still no guarantee of 10+ skills. But there is nothing like taking in the view when you got your tongue inside one of those babes. I need to get rich again.

So out of the blue, the swimsuit model that I haven't seen in 4 months texts me about getting together. I mentioned that last time we saw each other she had "rules" that were a problem (no BBBJ) She says "Oh I know you well enough now that is not a problem" So I am set with my perfect 10 body for Thursday. Then I had set a date to take my current favorite (the translator) out for a nice lunch for her birthday on Wednesday and she emails last night that she wanted it to be a memorable birthday so she had made arrangments for a room (don't get any better than that).

Now my 23 yr old hottie is emailing that she will be "home alone" on the 4th and do I want to come over that morning. So, I have dates with a 10 that is promising to step up her game, a solid 9 that has exceptional game and another 8. 5 that is a 9 in the bedroom. Going to have to eat my Wheaties.

So my favorite says during our last visit that she likes to go to strip clubs to see the women, but finds it frustrating because it is "look but don't touch" Might have to explore with my other 2 this week their thoughts on being with another woman. Here is a shot of her. [ATTACH=CONFIG]330143[/ATTACH].

[QUOTE=Beachesnole02;2138025]So out of the blue, the swimsuit model that I haven't seen in 4 months texts me about getting together. I mentioned that last time we saw each other she had "rules" that were a problem (no BBBJ) She says "Oh I know you well enough now that is not a problem" So I am set with my perfect 10 body for Thursday. Then I had set a date to take my current favorite (the translator) out for a nice lunch for her birthday on Wednesday and she emails last night that she wanted it to be a memorable birthday so she had made arrangments for a room (don't get any better than that).

Now my 23 yr old hottie is emailing that she will be "home alone" on the 4th and do I want to come over that morning. So, I have dates with a 10 that is promising to step up her game, a solid 9 that has exceptional game and another 8. 5 that is a 9 in the bedroom. Going to have to eat my Wheaties.

So my favorite says during our last visit that she likes to go to strip clubs to see the women, but finds it frustrating because it is "look but don't touch" Might have to explore with my other 2 this week their thoughts on being with another woman. Here is a shot of her. [ATTACH=CONFIG]330143[/ATTACH].[/QUOTE]We are so lucky. LOL.

[QUOTE=Beachesnole02;2138025]So out of the blue, the swimsuit model that I haven't seen in 4 months texts me about getting together. I mentioned that last time we saw each other she had "rules" that were a problem (no BBBJ) She says "Oh I know you well enough now that is not a problem" So I am set with my perfect 10 body for Thursday. Then I had set a date to take my current favorite (the translator) out for a nice lunch for her birthday on Wednesday and she emails last night that she wanted it to be a memorable birthday so she had made arrangments for a room (don't get any better than that).

Now my 23 yr old hottie is emailing that she will be "home alone" on the 4th and do I want to come over that morning. So, I have dates with a 10 that is promising to step up her game, a solid 9 that has exceptional game and another 8. 5 that is a 9 in the bedroom. Going to have to eat my Wheaties.

So my favorite says during our last visit that she likes to go to strip clubs to see the women, but finds it frustrating because it is "look but don't touch" Might have to explore with my other 2 this week their thoughts on being with another woman. Here is a shot of her. [ATTACH=CONFIG]330143[/ATTACH].[/QUOTE]Beautiful body, the kind I dream about. Thank you for sharing the photo Beach.

[QUOTE=Rouleur;2138055]Beautiful body, the kind I dream about. Thank you for sharing the photo Beach.[/QUOTE]I am so lucky. I guarantee you having been with her that I dream about her every night.

Does anyone in Richmond have experience with that older woman on SA called Virginia? She seems out of sorts?

I messaged this girl yesterday asking her if she was meeting anyone on the site. She turned down my original offer of $ a week earlier. I also mentioned to her that I lived only 10 minutes a way and that it would be easy to meet her.

One message led to another and I took her to lunch today. She seemed nice, very bright, middle class but kinda bold. I go more for the sweet submissive types. Anyway we had a nice lunch and I went for a small kiss as I dropped her off. Very small, but I could sense some possible chemistry and that she was a sexually confident 19 year old. So we agreed to meet Thursday for a 5 hour date at my place.

I get home and an hour later she txt's me that she is free this afternoon for a couple hours. I was a little hesitant as she was a little curvier than my preference, but she was tight, so I said ok. Also the date was only for 2 hours so I figured if it didn't go well I wouldn't be stuck with her all day.

So we get back to my place and I am showing her around, living room, dining room, bedroom. She walks in and immediately started to disrobe. After about 3 minutes of foreplay we just went straight to it. In bed she was a real daddies girl and an awesome kisser (lots of hair pulling, spanking and daddy talk).

After about 20 minutes and a few O's she says she is done and that I don't cum too fast. I acknowledged that and proceeded to bang her for another 20 minutes and her final O. Then it was my turn. She finished me off with some good oral and then we chatted for a few before I took her home.

This might be the first time a girl that turned me down said yes after hitting her back up. Something I usually never do but have started to a couple months ago. I am sure I will see her again.

142 total dates averaged $.22 per date.

Out of Which.

93 A team dates (3 girls on the team) averaged $.33 per date.

49 dates between 15 other girls averaged $.02 per date. 4 Pros, 3 UTR's and 8 SB's. The Pros got 1 date each.

This includes all expenses (12 notel stays, meals, gifts, etc.) except gas.

I did 15 other M&G's for $$$ total that didn't go to the FC. 3 Pros, 3 UTR's and 9 SB's

So basically 3k a month. There is safety in numbers.

[QUOTE=HollywoodGuy;2138633]142 total dates averaged $.22 per date.

Out of Which.

93 A team dates (3 girls on the team) averaged $.33 per date.

49 dates between 15 other girls averaged $.02 per date. 4 Pros, 3 UTR's and 8 SB's. The Pros got 1 date each.

This includes all expenses (12 notel stays, meals, gifts, etc.) except gas.

I did 15 other M&G's for $$$ total that didn't go to the FC. 3 Pros, 3 UTR's and 9 SB's

So basically 3k a month. There is safety in numbers.[/QUOTE]Hollowood, were the 4 Pros known as such before your dates or were they weeded out through your discovery process? Just curious.