"Sugarbabies" / "Arrangements" Amateurs or Not?

[HollywoodGuy]

Saw Miss purple dress (see pic below). Total disaster. No details. No PM's.

[HollywoodGuy]

Is the insatiable MILG. "do me good"? I like that one

[Graham111]

Me - 55. Youngest lucky lady -19 = 36 years difference

Married but with apartment 500 miles from home due to work. Obviously that is where the I hobby.

[Literal2]

Very nice array of females.

[PartyTimeGuy]

Thanks for sharing your lineup Hollywood. Here's mine with some different pics than I previously posted with updated commentary.

Nerdy Kinky Librarian- Whenever I am in the mood for something completely different this flexible 19 YO is probably willing to try it. Last time she wanted to be spanked cherry red while I pulled her hair back like reins and rode her doggie style. She says it heightens her orgasm. Based on the pitch and loudness of her screaming I would guess it did just that.

Dress-Up SB- Playing dress-up with this 20 YO can be novel but as I said before she is getting jaded and demanding and less fun. It is time to give this one a good-bye fuck.

Stripper Baby 1- Still financially needy and very sexually accommodating but I see subtle changes in her attitude that tell me I may not be happy with future developments. I will enjoy her for the moment and wait and see.

Horny MILF- This 30 something is not as tight and hard bodied as my younger SBs but what she lacks in looks she more than makes up for in pure raw sex drive and willingness to try absolutely anything. Besides, she pays for the hotel room now and it is a free ride for me. A keeper even if not an all around 10 for my peepers.

Stripper Baby 2- This 19 YO is a solid 10 all the way around and has sexual energy to burn. I see this one lasting as long as I can keep up with her which I fully intend to try to do.

Insatiable MILF: I do this early40 something at her place for free now and as many times as I can get it up she is ready to take it anyswhere I want to put it. Whenever I start a day ready to rip up the world this nympho will stay right with me.

19YO Spinner- A relatively recent addition but this incredibly cute and well-built aspiring porn star just has to give me a sultry look and I am hard. She may be the most likely candidate to wear out my cock.

Booby Baby: Not as cute and well built as the other youngsters but there is something about her that keeps me coming back for more.

Stripper Baby 3: The most recent addition and only one tryst in the basket so far but I can't get enough of her tongue baths of my cock balls and ass.

It's a wonderful life.

[Literal2]

DOWN.

1. To be cool with.

2. Saying that you understand.

Down for life.

She is cool with our arrangement for life.

I learn something every day. Thanks.

[HollywoodGuy]

Nice portfolio, Hollywood.

(Not sure what "down for life" means.)

I'm still thinking about your 592 emails and 20 interviews resulting in one keeper. In the new zip code I'm cruising online at the sd4 site the selection is slim. If I can't leverage the averages I may not do very well.

DOWN.

1. To be cool with.

2. Saying that you understand.

Down for life.

She is cool with our arrangement for life.

[Literal2]

Nice portfolio, Hollywood.

(Not sure what "down for life" means.)

I'm still thinking about your 592 emails and 20 interviews resulting in one keeper. In the new zip code I'm cruising online at the sd4 site the selection is slim. If I can't leverage the averages I may not do very well.

[HollywoodGuy]

Finally made up with my ebony princess. I just need to keep her away from my roomy. There really is no competition and she is starting to understand that. Saw my latina fetish goddess yesterday and she has finally decided she likes me as a bf. No easy task on my end. I have been pursuing her for a year. She has a zillion guys that want her and aren't shy about saying so. Interviewing a 29 y o MILF spinner tomorrow. Seems real and needy for some good lovin. Just got divorced recently, new on the site. And the only white girl I see says she will marry me and still let me see my girls. Probly not going to happen anytime soon.

Ebony princess. Going to the next level. 19

Roomy. Chill is her middle name. 22

Latina goddess. Willing to switch for me. 26

White girl. Crazy in love? 26

MILF spinner. I need a break now and then. 29

MILF wifey. Down for life. 46

[PartyTimeGuy]

I like to post to keep my roommates stalkers in line. Hey stalker dude / lurker this is for you. My roommate sucked me off and all the pussy juice still on my dick right after I got home from the motel with my ATF MILF bangin for an hour and half, by the time I got home I was hard again. And there she was, high, willing and horney. She worked me over but good. All the stuff you and her never did. Like she says "get the memo". So maybe give it a rest dude. She got 2 other bf"s (plus me) and one is rich and buying her everything.

Attachment 251704

I get my share of SB pie but you are my hero. Let the stalkers / lurkers eat their hearts out. Keep up the great work contributing. I love your valuable information and musings on SB Philosophy, Strategy and Tactics.

[Literal2]

You are welcome for the pics. I am into them. They are my scrap book of SB trysts.

Yes I have one of these also. Its like trophy hunting (with a camera). I can see how the safari types get into taking pix rather than killing lions and tigers. Its kind of an ultimate surrender by the female of our species. Much better than wild animals.

[Literal2]

Try grape seed oil and almond oil in the organic food section of the grocery store. They are natural, edible, good source of omegas, and pleasant feeling

My ATF HCG is pulling away. I'm not sure why but she is the one who is depressed and possibly bipolar and was crying uncontrollably the last time I was with her. She went away for the weekend and has been barely responsive, just the minimum to confirm our hookup next week. I will get the scoop. I will miss her badly but if she has lost that loving feeling or found a higher paying replacement I do not want her. She is a screamer orgasm wise and very easy to bring along.

I am working a super hot young MILF in the same city as my ATF for the next night. She is early 20s with 4 kids. She is a hottie but her vagina might be too roomy. Her youngest is under 1. If ATF is still on board after this weekend I might have to be careful not to run into her while taking my new girl out to dinner.

I also have an young Asian hottie lined up for next week as well. As soon as ATF started getting less communicative I hit the boards and got these two for reserves.

The bottom line is these babes are skittish and fickle, and never forget that they all have "issues " We are just capitalizing on their issues to bring us joy and satisfaction.

Thank you for the organic options! I had no idea.

Too bad about your atf but the crying is not good. Good luck with the alternatives.

[PartyTimeGuy]

Strippers can be great. I have one I can fuck whenever I can get to her which is nice. They can be even crazier than sbs of course.

And thanks for the pic PTG. That is a very fuckable female. I'd say she's in heat. She may be ready to conceive so watch out.

You are welcome for the pics. I am into them. They are my scrap book of SB trysts.

As far as her being ready to conceive? I am snipped so that would be next to impossible. However, I always fuck wrapped. I figure that if I am tapping a pussy and she lets me go BB then how many others has she let tap her BB and who else have they tapped ad infinitum. I don't mind getting an occasional mega dose of antibiotics but some STDs are lifetime afflictions.

[Literal2]

Strippers can be great. I have one I can fuck whenever I can get to her which is nice. They can be even crazier than sbs of course.

And thanks for the pic PTG. That is a very fuckable female. I'd say she's in heat. She may be ready to conceive so watch out.

[PartyTimeGuy]

I wouldn't generally recommend strippers as SBs but the exceptions prove the rule. This one said she was shy and "didn't do that sort of thing," etc. I thought it was all an act because strippers will say almost anything to keep you coming back to buy them drinks and pay for lap dances and the infamous "champagne room" where all you get is rubbed for a long lap dance for a big fee. But this one was behind on her rent and was willing to try the SB thing. She was spooked that I might be LE trying to sting her so she was very cagey about actually showing up. I thought she wouldn't show so I didn't rent the hotel room until I saw her. I am glad I was persistent on this. She is a cute and hard bodied 18 YO and actually was shy. I know that sounds odd. A few hours before she was gyrating at the bar naked and spreading her koochie for all to see and here she was in my room ready to get naked and suck and fuck while claiming innocence and shyness. This was one of the best pieces of ass I ever had: energetic, playful, sloppily worshiped my cock balls and ass with her tongue and fucked me silly. I only hope I can have many helpings of this delightful morsel before she gets jaded. It's a wonderful life.