"Sugarbabies" / "Arrangements" Amateurs or Not?

[FredMoore]

I love Asians! The spinner bodies, the glossy black hair, etc. But one of my favorite SBs was a Korean beauty who entertained me at home (her) for $250 all night. We had bareback sex and she screamed her brains out when orgasming -it was HOt! But she had a rule -she did not like kissing. That was a bummer but oral was great as was the multifucking. But she got herself SD #2 who gave her chlamydia, so she decided no more BB sex and the cost went up to $500. Well by now I'm thinking UTR evolving but I had the hunger, so I refused $5 but agreed to one try with a cover. It was a no go and I said right then and there no condo and $250 or move on. She agreed and we had a few more dates but she "gave up " the lifestyle. SHe moved to Florida, but I do miss her screaming tight pussy.

SB to SO -what's to watch out for? Everything. Why ruin a good thing Bro? How many years separate you two?

Mike, judging from your 3 SBs, we have similar taste. They are all hot to me.

[JZLizard]

It had more to do with her realizing my level of promiscuity overall. Which doesn't always sink in with these girls immediately. It took her about 3 weeks to fully understand who she was dealing with. A crazy person. LOL.

I think someone looking for a true SB situation is going to have a problem with their "boyfriend" or SD bringing girls over by the hour. Just one of the differences between SBs and UTR escorts.

[HollywoodGuy]

Know what is your exit strategy BEFORE you go into this! Have it thought out, set-up and in place!

You are going to make yourself more vulnerable to a SB girl. What possibly could go wrong?

Every time I get in this situation I know the breakup is most likely gonna come from my side and it isn't going to be pretty or easy. I always paper things over at the end, when theoretically I should be paying less, just so the girl cant say shit that I used her or whatever.

I am always in this game for the sex but I love the illusion of being deeply in love with these girls when we are together as well. I know this is just going to make it even that much harder to break up when we do. But I don't care.

My Hawaiian Princess is going out of town for a few days (and is on her period anyway), but I went over to just say hi to her this morning at her cousins house before she left. Just to solidify the fact that we are done fighting and that she is gonna move back in wed until she leaves at the end of the month. She still has all her stuff at my house anyway. She just took a small bag to travel with.

So back to the original question. Exit strategy. Never easy, but the pain and drama of the breakup is worth all the crazy sex and/or playing house. For me anyway. Only a very few times was there minor drama. Usually its a mini or even major nightmare. This applies to any girl you have had sex with at least 50 times. If it was only like 10 times, that doesn't even qualify as a real relationship.

[Cephlapod Love]

I find myself in a SB relationship that's now been a 8-9 month ordeal. We've been discussing being more exclusive and living together. She's a total spinner and full-time grad student. I'm burned out of seeing new SBs that don't compare physically and in holding my attention. It's been hard turning down 21 year old wet pu $$why at the simple access of a text message, but overall I feel good about my current SB / GF situation. Anything to look out for when getting closer with your SB?

Know what is your exit strategy BEFORE you go into this! Have it thought out, set-up and in place!

You are going to make yourself more vulnerable to a SB girl. What possibly could go wrong?

[HollywoodGuy]

It had more to do with her realizing my level of promiscuity overall. Which doesn't always sink in with these girls immediately. It took her about 3 weeks to fully understand who she was dealing with. A crazy person. LOL.

We made up today. So she postponed her return till the 24th, but she started her period today. Maybe that's why she was acting all crazy? I may or may not see her again. If I do, I told her no more sugar, since I over spent already. So we will see what she decides. But I ended up at about 1.5 a date, so she would owe me like 5 dates to get the numbers back down to about 1.1 per. I told her only food and she only eats at taco bell, so no big deal.

She said some relative was sending her money, so maybe its a stall tactic, but I don't think this girl has too many tactics. It's gonna come down to her acceptance of other girls.

I have lost girls in one day because of this, some have begrudgingly hung in there and others could give a shit. But I wouldn't mind getting back to work on her. As it was all pretty sexy. And I like her endurance. Beach pic in Malibu.

[HoyaSvnFgr]

I find myself in a SB relationship that's now been a 8-9 month ordeal. We've been discussing being more exclusive and living together. She's a total spinner and full-time grad student. I'm burned out of seeing new SBs that don't compare physically and in holding my attention. It's been hard turning down 21 year old wet pu $$why at the simple access of a text message, but overall I feel good about my current SB / GF situation. Anything to look out for when getting closer with your SB?

[HollywoodGuy]

Was the assumption by any chance that, if a naked girl happens to be in your bed in the middle of the night that you should be able to fuck her? I ask because I've been there. I have this issue of "sleepwalking sex" where if a girl is in bed (even if I've already fucked her before going to sleep), there's a good chance I will enter "sleepwalk-boner mode", especially if I've had a few drinks. I just start going through the motions of foreplay and I'm usually almost to the point of insertion before I fully wake up.

It had more to do with her realizing my level of promiscuity overall. Which doesn't always sink in with these girls immediately. It took her about 3 weeks to fully understand who she was dealing with. A crazy person. LOL.

[JZLizard]

It's basically over and at the moment we are in sort of a fight. I made a couple of assumptions that got me in to a world of trouble. I hope I can smooth things over (which I seriously doubt) and get one last visit in before she is totally long gone. I am like Spock being yelled at by McCoy. "Are you out of your Vulcan mind?

Was the assumption by any chance that, if a naked girl happens to be in your bed in the middle of the night that you should be able to fuck her? I ask because I've been there. I have this issue of "sleepwalking sex" where if a girl is in bed (even if I've already fucked her before going to sleep), there's a good chance I will enter "sleepwalk-boner mode", especially if I've had a few drinks. I just start going through the motions of foreplay and I'm usually almost to the point of insertion before I fully wake up.

When you started describing the abrupt breakup, I recalled a girl I dated many years ago. She was from Taiwan, and like your Hawaiian girl she was from an extremely wealthy family (father owned a huge Taiwanese company) and was going to college in America because she wanted to, princess gets what princess wants, and I guess her parents liked the "prestige" that a degree from a US school brings in Asia. I met her on a civy dating site, she already had all the money anyone could want and didn't need an SD.

So after a few weeks of chat and phone call she agrees to come meet me (she lived a couple of hours away), staying at my house for 3 nights during her break for school. One of the conditions of the visit was that she would have to herself a spare bedroom of my house (because she didn't know if we would hit it off in person, and she wanted to be sure that there was no pressure to "date" me if the chemistry wasn't there.) So, I agreed and when she arrived showed her the bedroom she would be staying in. I didn't mind her cautious approach because I like to meet in person first too, and was a little worried I might be stuck for 3 nights with someone I couldn't stand.

Well everything went well enough from the moment she walked in. By lights out on the first day, I had her on board to sleep in the same bed with me, but she was extremely adamant that there would be no sex (she was not a virgin but the no sex rule was because she said it's bad luck to start off any relationship based on sex and she wanted to know me better first). I'm not sure how I restrained myself that night. Second night, kissing before sleep but I kept my word and went to sleep with no fucking or uninvited molesting in the middle of the night. So third night, last night before she had to go back to school she decides it's game on and fucked me and declares me her new "boyfriend". LOL.

Now the relationship itself was a nightmare. I only dated her for maybe 4 months but that girl was one of the bigger pain in the asses I ever remember committing to a relationship with, and while she was hot she wasn't even particularly great at sex. She was a constant source of arguments, attempts to be bossy and control every situation (which is never going to be a good combination with my personality), she always trying to make some new "deal" or "rule" in the relationship that was to her advantage and I eventually just broke up, told her to fuck off, blocked all her chats and calls and that was that (one of the coldest breakups I've ever had to do).

So, long story short I cannot claim good luck with these mega-rich Asian girls. I think being spoiled they are pre-programmed to be neither good sex partners or relationship participants, at least from what I've seen.

I think you said you were never allowed penetration with the Hawaiian girl -- I wouldn't sweat it though, because most likely you would have been disappointed with the overall performance. The journey of the imagination during the anticipation stage is often much better than the actual performance.

[HollywoodGuy]

So the "Hawaiian Pillow Princess" decided she hated L. A. and is going home. She got tired of me too and went to a friends till mid week when she will come to get the rest of the stuff she left behind. I was getting a little scared because she had no ID and kept saying it would be here any day. It finally arrived and she was 18 (and a half to boot).

All in all an interesting learning experience and one of our sessions included an hour and 15 minutes of me going down on her without a break. That's got to be a new record for me (as I am not a huge DATY freak). I would consider 30 minutes a good run. But her pussy and ass were that good. She took a licking and kept on ticking.

I think I got nine FC trips out of her and about 5 sleepovers. With me being a bit disabled and to keep her around I did go over budget and ended up at about 1500. It's basically over and at the moment we are in sort of a fight. I made a couple of assumptions that got me in to a world of trouble. I hope I can smooth things over (which I seriously doubt) and get one last visit in before she is totally long gone.

I am like Spock being yelled at by McCoy. "Are you out of your Vulcan mind?

I may be, but I'm no quitter and when I want something bad enough my obsessive compulsiveness kicks in. But she is history.

[Mike7794]

So who is she -the 28 yr old Pot or the 21 yr old? And did she send the naked pic before meeting you?

Seeing my 22 yr old hottie weekly. It is about all I can manage right now. I am envious of you unencumbered guys who can work through multiple SBs. Keep up the good work!

The pictures uploaded out of the order that I put them in. That is why I wasn't able to list them in a logical order of Friday, Saturday, and Sunday. She has a five year old and works two jobs and needs the help of a daddy. Her jobs are in health care and waitress. I was thinking another career, so seems legit. Yes she sent that after texting at length with me. I know what you are thinking. She might be utr? I'm sensing she is just desperate, because of the way she emphasizes being able to properly take care of her child.

You know I married for the first time when I was 50. I married the hot little Chinese woman I brought back from China. We were married about 2 years, but lived together 5 years. Six months into the marriage I quickly came to the realization that I was right all those years of the reasons of not wanting to get married, and I told myself I was right. My now ex. should feel thankful that I didnt discover the bowl in 2010, or she would never have made it to this country. Im having so much fun, unencumbered again like the old days for me.

[FredMoore]

Very nice HG, very nice indeed. I love the shiny jet black hair Asians have.

JL you have me laughing at the pulse comment.

Sunday 23 yo, 5'3" slim, Asian.

Later today I'll be meeting a POT 28 yo, 5'5" athletic build?

And trying to confirm times for Saturday with 21 yo, 5'4" slim.

So who is she -the 28 yr old Pot or the 21 yr old? And did she send the naked pic before meeting you?

Seeing my 22 yr old hottie weekly. It is about all I can manage right now. I am envious of you unencumbered guys who can work through multiple SBs. Keep up the good work!

[Mike7794]

Very nice HG, very nice indeed. I love the shiny jet black hair Asians have.

JL you have me laughing at the pulse comment.

Sunday 23 yo, 5'3" slim, Asian.

Later today I'll be meeting a POT 28 yo, 5'5" athletic build?

And trying to confirm times for Saturday with 21 yo, 5'4" slim.

[JZLizard]

Nah. She was just getting a massage. LOL.

LOL. Yeah I figured as much but the writer in me, dying for an embellishment opportunity, broke free for a moment.

Besides, any filmed massage involving Asians should be of the nuru variety, very sloppy and dripping with oil, complete with two handed tug job.

[HollywoodGuy]

I like the dimensions, but looking at the pic I just hope whoevers searching for a pulse found one. I hope nobody Bill Cosbied this lovely young lady?

Nah. She was just getting a massage. LOL.

[JZLizard]

Hawaiian Princess Pic. Its the best I can do for now. 18,5'4", 105.

I like the dimensions, but looking at the pic I just hope whoevers searching for a pulse found one. I hope nobody Bill Cosbied this lovely young lady?