"Sugarbabies" / "Arrangements" Amateurs or Not?

[HollywoodGuy]

So. I finally have a good story to tell. I went on an M&G with a 19 year old AA girl about 5'5" and 105-110 lbs. A real spinner. I had to pick her up from her moms house, so I parked a block away and she walked down to the car. I could see that hot spinner body coming towards me in those skin tight jeans and I was like OMG.

As soon as she got in the car we went straight to a quiet spot where we immediately started making out and my hand went straight for her pussy OTC. That lasted a few minutes until I had her take her jeans off and started what turned out to be an hour long session of amazing kissing and wild fingering. I say wild only because about half way through I finally dropped my drawers and got one of the best BJ's I have had in a while. I could have cum in minutes if I wanted to.

Instead I held back as she leaned over from the passenger seat to DT me over and over. Since her pants were already down I started fingering her from behind with my right hand as I had easy access. Prior to that she was clamping down on my two finger action so hard I thought my fingers were going to get crushed. But now she was so hot I managed to vigorously finger her with my pinky, ring and middle finger all in her pussy and my index finger deep in her ass. Have lube will travel. I didn't really need it but applied more than a few drops to step things up a bit. She had to be home at a certain time so I told her to let me CIMWS to finish up, which she happily did. It was so hot. Lots of daddy talk and role play right from the get go.

She has a respectable job in her field of choice and backs that up as a sophomore at a decent school studying for a professional degree in the same field. She is a keeper for sure. I could have easily just dropped her off and paid her on the first "real" date in the FC. But I was so happy I slipped her the $ anyway. Her reply was "wow, I can't believe I am getting paid to just have a good time". I wanted her experience to be 100% memorable. And it was for both of us. She said she had never been fingered in her ass before and loved it. At one point I had two fingers in there just to see if there was any future potential for anal. I told her I couldn't wait to fuck her in the ass on our next date.

Earlier in the evening I had the 18 year old white rocker chick whose pic I posted a couple days ago saying she wanted to surprise me by going straight to the FC on our first date, which she was saying could be right then, but then she asked for $$$ for the privilege which I declined. So that confirmed my selection of the AA spinner for last nites first date.

But I was periodically txting her throughout the nite and explaining why it had to be for a $. So once I zipped up and took home my new spinner I txted her again and said I could come by just to meet if she wanted. She agreed and only lived about 5 minutes away from girl #1. I wasnt really worried about her smelling the other girl on me as she wore no perfume and there was no pussy smell in the car. I had to get her from her parents so I just parked down the street and waited. Up walks this 8 quality 18 year old pretty white girl in a black mini skirt. A bit larger than my ideal at about 5'7" and 125. She hops in and we just drive around the corner and park in her very clean suburban neighborhood. It was already 11 pm so it was dead quiet.

We immediately started to makeout and my hand went straight under her skirt. I just moved her panties aside and started to finger her. She wanted things a little gentler than girl 1 so I backed off a bit, lifted her skirt up to her waist, had her spread her legs for daddy and then lowered her tank top sans bra so I could suck her see cup titties. I then went back to fingering her to two O's and then we stopped and talked for a bit. She said she was a one of a kind girl. I asked her why and she said she was a recent graduate with a 4. 9 GPA and was going to Harvard in the fall.

There was no reason to have her try to get me off as I was more than satisfied by girl 1. She then asked me how it worked. I told her as soon as we had sex I would start paying her the $ a date. She said that whatever I gave her was fine and that she was just bored and wanting an older guy to hang out with. So I gave her a kiss goodbye and told her maybe she could come over tonite.

Girl #1 was a 7/9/10/10 and girl two was an 8/8/9/7. Girl one was totally hot and sexy but girl 2 was a more beautiful white girl that most guys would rather have, even if her skills were less. I did go down on both of them just to get a better idea of what they were like. OTC the white girl was a hot looking hipsterish chick. But UTC the more average looking black girl had the better tasting, more suckable, wetter pussy and ass, hard erect eraser head nipples and was an awesome kisser with great head game. I know I am going to have a new SB with the AA girl. The white girl would have to really step up her skills to hit that level. I may see her tonite anyway. For sure I will being seeing the AA girl by the weekend. After 5 months my ATF is finally going to get a run for her money.

[IluvSmellyFish]

Attractiveness in the sugar bowl is based on the following factors: (you might differ with the order).

1) allowance offered.

2) appearance.

3) age.

4) personality

And I agree about age. I would never date anyone IRL older than 30 if I were single.

You addressed my caveat with your last line, but just wanted to point out that someone's marital status also weighs into the consideration of some babies as well. For some it ranks high, for others it is a non issue. In my time in the bowl though, I have encountered a few babies for whom it was a major problem.

For a SD who is single and has the ability to put in the time committment to have a m&g or FC session on a random Wednesday night, I suspect your success rates will be higher. Of course some babies won't care, but I have found that more of the high end, high quality babies do take this into consideration (e. G. Non utr / non pro).

Having an SO has the potential to seriously cramp ones success rates.

[FredMoore]

Brethren,

I've been in the bowl for only a few months. I'm late 30's. It dawned on me today that I'll probably never date my age again. The young girls are pulling out all the stops in the FC nowadays. In my 20's I was not getting this level of sex or oral. I have no idea how or why, but these 20 year old spinners are the absolute truth.

My one SB that I lost and came back is more sexual than ever and I have two 10/10 spinners for M&G this week and both seem like the FC is on the table after the preliminary M&G. My inbox has been flooded lately. I'm not sure if it's something with this time of the college year or if it's just the mid-Atlantic area.

I'm definitely getting more interest since I used a professional headshot on my profile. I know I compromise discretion, but if you calculate the level of p $$why per volume I don't give two f-ks.

Attractiveness in the sugar bowl is based on the following factors: (you might differ with the order).

1) allowance offered.

2) appearance.

3) age.

4) personality.

Here's an example. I went to Tampa for a strip club binge for a few days with a studly business associate 35 yrs younger. Except for age I would say he and I are of equal attractiveness (#1,2,and 4). I might as well have been invisible. The girls were circling the chair in which ruled. I found it understandable but mildly annoying.

My point being, a young SD only 10 yrs older than the target audience will always prevail over us older gents. And someone throwing out Benjamins will rule over age. If you do both you are unstoppable.

So us older SDs who are on a tight budget, even if we are dashing (think Robert Redford) have to have more game.

And I agree about age. I would never date anyone IRL older than 30 if I were single.

[IluvSmellyFish]

Glad to hear you about your success. As a cautionary note, you may be at a point in your career where you don't feel the need to advance further, but a professional headshot makes it much easier for a jilted baby to track you down. Especially if you're using it, or one similar to it, on your linked in profile.

While you may be in a profession that doesn't care about whether you play in the bowl, I doubt any employer wants to have their workplace disrupted with jilted babies showing up angry in the middle of the work day. Also, while your career aspirations may not be affected now, your aspirations may change in the future. IMHO, getting random babies to the FC is much easier than rebuilding a career or trying to fix ones professional reputation (unless you're a career politician).

I am sure you already considered all this, but as a cautionary tale to other younger brothers, I wanted to provide food for thought. It also probably helps that based on your prior posts, you seem to be willing to provide an allowance that is five to ten times the norm in the mid-atlantic (please correct me if I'm wrong but I vaguely remember you mentioning that you had pulled out wars of hundred dollar bills to cover an allowance). Nothing wrong with that, but again, it may be that much of your success may also be tied to your generosity on top of adding the professional headshot).

Brethren,

I've been in the bowl for only a few months. I'm late 30's. It dawned on me today that I'll probably never date my age again. The young girls are pulling out all the stops in the FC nowadays. In my 20's I was not getting this level of sex or oral. I have no idea how or why, but these 20 year old spinners are the absolute truth.

My one SB that I lost and came back is more sexual than ever and I have two 10/10 spinners for M&G this week and both seem like the FC is on the table after the preliminary M&G. My inbox has been flooded lately. I'm not sure if it's something with this time of the college year or if it's just the mid-Atlantic area.

I'm definitely getting more interest since I used a professional headshot on my profile. I know I compromise discretion, but if you calculate the level of p $$why per volume I don't give two f-ks.

[Mike7794]

Long story short, I laid down the foundation for the dump so I can get back into the selective sugar bowl. (see prior post).

My SB / GF went nuts. Had a total breakdown. Went something like this. Her clutching me, scratching at me, trying to kiss my face off as she trembled in tears running down her body crying out she's]d wait for me forever and could never let another man so much as touch her, I showed her what love is and to be wanted for real. On and on the breakdown went. Screamed out all her deep seeded emotional issues. Tore off in her car screaming, crying and came back. Laid down on the ground trembling, crying until I comforted her. Then she asked me to dominate her one last time. Said she would go home and wait for me to figure myself out. Crying out how she could see her entire life with me and so on. Can't go five minutes without contact from me. As we lay on the ground making out and I'm about to fuck her right there, some cops showed up and shined their lights on us. Asked is everything was ok, then believe it or not, the one cop, "said resume, just keep it decent. Haha. We fucked right there, my knees are raw from the ground. Crazy night.

I think it's safe to say this girl is real with me. But I'm holding me ground and can't do a life of craziness. The girl is golden and ten years earlier, I'd take her away. I'm just too old for this kind of life of drama and such. I feel like shit today, but it has to be done.

Whoa. Stage 5 clinger. Must cut her loose, and when you do you might have to look over your shoulder for a while.

[HoyaSvnFgr]

Brethren,

I've been in the bowl for only a few months. I'm late 30's. It dawned on me today that I'll probably never date my age again. The young girls are pulling out all the stops in the FC nowadays. In my 20's I was not getting this level of sex or oral. I have no idea how or why, but these 20 year old spinners are the absolute truth.

My one SB that I lost and came back is more sexual than ever and I have two 10/10 spinners for M&G this week and both seem like the FC is on the table after the preliminary M&G. My inbox has been flooded lately. I'm not sure if it's something with this time of the college year or if it's just the mid-Atlantic area.

I'm definitely getting more interest since I used a professional headshot on my profile. I know I compromise discretion, but if you calculate the level of p $$why per volume I don't give two f-ks.

[JZLizard]

Long story short, I laid down the foundation for the dump so I can get back into the selective sugar bowl. (see prior post).

My SB / GF went nuts. Had a total breakdown. Went something like this. Her clutching me, scratching at me, trying to kiss my face off as she trembled in tears running down her body crying out she's]d wait for me forever and could never let another man so much as touch her, I showed her what love is and to be wanted for real. On and on the breakdown went. Screamed out all her deep seeded emotional issues. Tore off in her car screaming, crying and came back. Laid down on the ground trembling, crying until I comforted her. Then she asked me to dominate her one last time. Said she would go home and wait for me to figure myself out. Crying out how she could see her entire life with me and so on. Can't go five minutes without contact from me. As we lay on the ground making out and I'm about to fuck her right there, some cops showed up and shined their lights on us. Asked is everything was ok, then believe it or not, the one cop, "said resume, just keep it decent. Haha. We fucked right there, my knees are raw from the ground. Crazy night.

I think it's safe to say this girl is real with me. But I'm holding me ground and can't do a life of craziness. The girl is golden and ten years earlier, I'd take her away. I'm just too old for this kind of life of drama and such. I feel like shit today, but it has to be done.

I think I'd just send 'them a text next time. Even with the sex it doesn't seem worth it.

[FyrGuy33]

I had a very pleasant M&G this afternoon with the Ebony MILF. Pics were accurate as she does look like Diamond Jackson. Very nice personality and we were hitting it off just fine. I make my offer of $150 per meet. She is going to think about it and let me know. She says it's her first time attempting a SB relationship. Could be as she seemd totally awkward with the sugar discussion.

On to the breakfast M&G tomorrow morning. I'm hoping this one is not out of my budget.

[FyrGuy33]

I got five days to go silent and deep. Hopefully that's enough for her to move on. Her last words, "I'll never let you go or give up. " Ugh!

This is the danger of letting them get to emotionally involved. As much as we can avoid doing that, women tend to get more involved. As long as she desn't have any personal info and could not track you down, going silent is the best answer. Be diligent my friend.

[DirtyDeeds38]

Go silent. Go deep.

I got five days to go silent and deep. Hopefully that's enough for her to move on. Her last words, "I'll never let you go or give up. " Ugh!

[Member #5055]

Go silent. Go deep.

Long story short, I laid down the foundation for the dump so I can get back into the selective sugar bowl. (see prior post).

My SB / GF went nuts. Had a total breakdown. Went something like this. Her clutching me, scratching at me, trying to kiss my face off as she trembled in tears running down her body crying out she's]d wait for me forever and could never let another man so much as touch her, I showed her what love is and to be wanted for real. On and on the breakdown went. Screamed out all her deep seeded emotional issues. Tore off in her car screaming, crying and came back. Laid down on the ground trembling, crying until I comforted her. Then she asked me to dominate her one last time. Said she would go home and wait for me to figure myself out. Crying out how she could see her entire life with me and so on. Can't go five minutes without contact from me. As we lay on the ground making out and I'm about to fuck her right there, some cops showed up and shined their lights on us. Asked is everything was ok, then believe it or not, the one cop, "said resume, just keep it decent. Haha. We fucked right there, my knees are raw from the ground. Crazy night.

I think it's safe to say this girl is real with me. But I'm holding me ground and can't do a life of craziness. The girl is golden and ten years earlier, I'd take her away. I'm just too old for this kind of life of drama and such. I feel like shit today, but it has to be done.

[DirtyDeeds38]

Long story short, I laid down the foundation for the dump so I can get back into the selective sugar bowl. (see prior post).

My SB / GF went nuts. Had a total breakdown. Went something like this. Her clutching me, scratching at me, trying to kiss my face off as she trembled in tears running down her body crying out she's]d wait for me forever and could never let another man so much as touch her, I showed her what love is and to be wanted for real. On and on the breakdown went. Screamed out all her deep seeded emotional issues. Tore off in her car screaming, crying and came back. Laid down on the ground trembling, crying until I comforted her. Then she asked me to dominate her one last time. Said she would go home and wait for me to figure myself out. Crying out how she could see her entire life with me and so on. Can't go five minutes without contact from me. As we lay on the ground making out and I'm about to fuck her right there, some cops showed up and shined their lights on us. Asked is everything was ok, then believe it or not, the one cop, "said resume, just keep it decent. Haha. We fucked right there, my knees are raw from the ground. Crazy night.

I think it's safe to say this girl is real with me. But I'm holding me ground and can't do a life of craziness. The girl is golden and ten years earlier, I'd take her away. I'm just too old for this kind of life of drama and such. I feel like shit today, but it has to be done.

[HollywoodGuy]

Parents: Be very careful when dating 18 -20 yr old Girls and picking then up at home. I did so one time and nothing happened. The Daddy was in the yard working on a jacked up truck and I slid by 20 ft away. Any (normal) parent would think it extremely weird and objectional for a senior citizen to pickup his teen daughter --for what?? You do not want a confrontation. I advise parking out of sight and let the SB walk to your location. A 10/10 Hispanic I had a M&G with walked 1 mile since her Daddy would have flipped if she was doing this.

Experienced SBs: Funny that this comes up on the Board today. I am in talks now with a cute 20 yr old whose former SD paid her a lot more than my offer. It is hefty but not GPS, so I can believe it to be true. Actually, I paid my former SBs more than I offer now but my finances are not as secure either.

I have never found this to be an issue. Just park a couple blocks away or meet at a local public place of their choice. I have had the approval of a few parent over the years as well. As the apple doesn't always fall too far from the tree.

[FredMoore]

Parents: Be very careful when dating 18 -20 yr old Girls and picking then up at home. I did so one time and nothing happened. The Daddy was in the yard working on a jacked up truck and I slid by 20 ft away. Any (normal) parent would think it extremely weird and objectional for a senior citizen to pickup his teen daughter --for what?? You do not want a confrontation. I advise parking out of sight and let the SB walk to your location. A 10/10 Hispanic I had a M&G with walked 1 mile since her Daddy would have flipped if she was doing this.

Experienced SBs: Funny that this comes up on the Board today. I am in talks now with a cute 20 yr old whose former SD paid her a lot more than my offer. It is hefty but not GPS, so I can believe it to be true. Actually, I paid my former SBs more than I offer now but my finances are not as secure either.

[FyrGuy33]

I wouldn't normally put this kind of effort into a SB, but, since I can't meet up with her until the end of April anyway I figure it's worth making the time investment via e-mail and text to build up chemistry and try to lure her in. A bad experience with a former SD will make any of these girls very cautious moving forward. That is where she is at. So, I need to build up her trust and fortunately have the time to do so. She is very sweet and fun to talk with.