"Sugarbabies" / "Arrangements" Amateurs or Not?

[BigTigger]

On my way to STL for a week in June. I have two 6s lined up after my initial blast of about 20 emails. Both are young and cute with a little extra weight. One has a bodacious butt! The other huge boobs, either way I cannot go wrong.

Anyone in the area have any suggestions, I have used SA exclusively.

BigTigg

Wow, STL is hopping! Just got off the phone chatting with a white 33 year old with a nice body. She's lively, laughs a lot, tells jokes, flirty, horny, taller than me without heels (I like them tall) and is all excited about some dashing man to come in from the east coast that she can show around and he can screw her brains out. I may have to go back to STL!

As of now, I'm chatting with 6 POTs from SA.

(face / body / personality / skills)

BigButt 20 AA (6/6/unknown / unknown)

BigBoobs 25 White (6/6/7 / unknown). Agreed to a date.

TallLively 33 White (8/8. 5/9/unknown). Agreed to a date and Tiggabounce.

HotWaitress 23 White (9/8/7 / unknown). Agreed to a date.

BikiniBabe 22 AA(7. 5/9. 5 / unknown / unknown)

STLHOttie 20 AA (9//9/unknown/unknown)

I'm flying in one of my bootycall friends for the first part of the week. She's going to drain me twice a day from Sun-Wed. So I'm hoping to have two out of this team that I can see the other 4 nights. Wed & Fri or Thurs & Sat.

BigTigg

[BigTigger]

Since you are considering dropping her anyway. Just remind her of the link between FC and Money. LOL. You can be subtle."You know if our relationship were a little further along, I could be more comfortable helping with those bills". At least since you were considering letting her go, you have nothing to lose. I had to do this with one of mine, even gave her some other hints of things she needed to do and she got on board.

BT.

My tattooed blond baby continues to charm me, but also keeps bringing up the bills she is behind on, while at the same time telling me she's not ready for a physical relationship. I canceled dinner plans with her last night, and am considering cutting her loose, but as I write this she is texting me and I feel the pull.

[HollywoodGuy]

Funny you should mention that. During our texting, she asked if I was snipped. When I responded that I am not, she replied with "that's ok, I have an IUD". While I would love to experience some BB slipping and sliding, there's no way I'm signing up for the 18 year installment plan for pussy (again)!

Too many close calls forced me to get that operation. Best move I ever made.

[Dsprdo]

5. Sounds like a UTR girl. Consider her a booty call. Or maybe just another desperate young single mom over her head. Poor girl, don't be the next baby daddy on her list.

Funny you should mention that. During our texting, she asked if I was snipped. When I responded that I am not, she replied with "that's ok, I have an IUD". While I would love to experience some BB slipping and sliding, there's no way I'm signing up for the 18 year installment plan for pussy (again)!

[HollywoodGuy]

On Saturday I met South American Baby. There have been several recent posts about the joys that come with an experienced older woman. Unfortunately, despite her smoldering presence, the sex was not memorable, to say the least.

My tattooed blond baby continues to charm me, but also keeps bringing up the bills she is behind on, while at the same time telling me she's not ready for a physical relationship. I canceled dinner plans with her last night, and am considering cutting her loose, but as I write this she is texting me and I feel the pull.

Tomorrow I have a meet and greet with a 25 year old HCB. We really haven't texted much, she wanted to go right to coffee, so I don't know what to expect from her. I will evaluate and take it from there.

Wednesday I have another M&G scheduled, with an 18 yo cutie. When I googled her name, her recent arrest photo for a pot bust came up. I don't need that kind of hassle, so I'm not sure I will go through with meeting her.

My last POT is a 20 yo MILF. She has been sexting me for three days. A couple of quotes 'I like to be told what to do and how to do it' and 'I have no gag reflex'. Needless to say I have been trying to speed her along to the M&G but she has been too busy. I recall seeing a hypothesis here that too much sexting is actually counterproductive, I hope I don't validate that with her.

1. South American Baby. You can't always judge a book by it's cover or we would only date models.

2. Tattoo Girl. Cut her loose as fast as possible.

3. HCB. Sounds like a Taurus. Likes to get straight to business. I like that. From coffee date right to the motel or car date. Be prepared.

4. 18 yo. If you are not a smoker, then pass. It's legal here, but not always desirable unless its just to loosen her up for sex.

5. Sounds like a UTR girl. Consider her a booty call. Or maybe just another desperate young single mom over her head. Poor girl, don't be the next baby daddy on her list.

[Dsprdo]

It's been a busy week for me, with successes and failures to report. First up, Shiny New Baby, whom I wrote about a few days ago. I hope to take a few pages from HG and settle in with two, maybe three ongoing SB's. This girl was guaranteed to be a long term favorite. I say 'was', because SNB, who had the wettest pussy I've encountered in a year, who came twice and told me that never happens, who said she felt extremely comfortable with me, and who had her panties on the floor on our first meet; has gone silent. We talked about getting together again yesterday. I got one brief text, and now only silence. Finally last night I sent her a text saying I understood she must have had a change of heart, but asking if she would do me the favor of telling me why. No response, and so now I'm forced to hit delete and move on.

On Saturday I met South American Baby. She is 39, and seems to ooze sex in the way only some Latina women can pull off. She is a career woman, too busy for a man she says, and is just looking for a once a week, regular NSA relationship. Cost will be very low. Now the downside. After dinner, we retired to her place, and ultimately, to her FC. There have been several recent posts about the joys that come with an experienced older woman. Unfortunately, despite her smoldering presence, the sex was not memorable, to say the least. I plan on giving it another try, to see if maybe it was one of the first time jinx situations that occur sometimes.

My tattooed blond baby continues to charm me, but also keeps bringing up the bills she is behind on, while at the same time telling me she's not ready for a physical relationship. I canceled dinner plans with her last night, and am considering cutting her loose, but as I write this she is texting me and I feel the pull.

Tomorrow I have a meet and greet with a 25 year old HCB. We really haven't texted much, she wanted to go right to coffee, so I don't know what to expect from her. I will evaluate and take it from there.

Wednesday I have another M&G scheduled, with an 18 yo cutie. When I googled her name, her recent arrest photo for a pot bust came up. I don't need that kind of hassle, so I'm not sure I will go through with meeting her.

My last POT is a 20 yo MILF. She has been sexting me for three days. A couple of quotes 'I like to be told what to do and how to do it' and 'I have no gag reflex'. Needless to say I have been trying to speed her along to the M&G but she has been too busy. I recall seeing a hypothesis here that too much sexting is actually counterproductive, I hope I don't validate that with her.

All in all, a good week, but I'm not in HG's league yet! I will keep up the efforts and repot back in soon.

[BigTigger]

On my way to STL for a week in June. I have two 6s lined up after my initial blast of about 20 emails. Both are young and cute with a little extra weight. One has a bodacious butt! The other huge boobs, either way I cannot go wrong.

Anyone in the area have any suggestions, I have used SA exclusively.

BigTigg

[BigTigger]

Well? When you come up for air let us know what happened.

Wow, the sex was great, she knew how to move and how to please. It only cost me $. She was very pleased and has stayed in constant communication. Not a real problem, but man she is loud, LOL. She said she had 4 orgasms. Body is very nice, I do need to adjust down, do now the scale is 9/8/10/9

[HollywoodGuy]

You have interesting domestic arrangements, HG. Sort of like a harem. Obviously it's working for you, and I can only fantasize about what it must be like to be single and in the Bowl every day. I have a question: if the 19 year old knows you have a live-in MILF don't you risk the kind of jealous rage and indignation you experienced by telling her you love her? The word love implies commitment to most females, visions of babies and suburban homes flash before their eyes. At least thats what I've found. So by telling the 19 year old you love her over and over, but keeping the live in MILF, it seems to me you are almost guaranteeing a crisis of jealousy. Why don't you just tell her you like fucking her a lot but you are not a one woman guy and don't really love any of your women in the conventional sense?

Just an idea, no criticism, just curious. (I avoid the word love like the plague and always tell a baby the relationship is temporary.)

My "live in" is a 22 year old asian girl. My MILF never comes here. She has her own place and her own life. I tell every girl my situation before getting serious with them. As far as the "I love yous". Two things. If a girl tells you over and over she loves you, at some point you have to respond in kind or find a new girl. Also the sex quality increases exponentially after you do. It's a girl thing.

For many women (especially the true non pro) sex can be as much as 20% physical and 80% mental. Even my experienced and sexually confident MILF. Once the reciprocating 'I love yous" started our sex quality doubled. So about 50/50 in her case. And like you said, being single allows for a different dynamic.

And while I am sure I could find some sexually proficient young ladies that don't give a hoot about me emotionally, I find that even the best seem a bit mechanical in those scenarios.

[Literal2]

We are meeting for the Tiggabounce tomorrow. ***I asked if she wanted anything special either night. She said dic and dic,***

Well? When you come up for air let us know what happened.

[Literal2]

My 19 year old "little princess" went off the deep end after a lovey dovey weekend when it came out that she is basically jealous of my roommate. So after 10 weeks of me kissing her ass (and loving it) I may have to cut her loose.***I honestly did everything for this girl. Got her what she needed. Helped try and turn her into a woman in bed (made some little progress there, and was ready to stick it out a bit more). Cuddled her to death. Told her I loved her over and over. ***when she went off on her yelling and sobbing spree I just took her home. ***Anyway I have lots of delayed interviews from pre qualified hotties, guess I'll go on a few.

You have interesting domestic arrangements, HG. Sort of like a harem. Obviously it's working for you, and I can only fantasize about what it must be like to be single and in the Bowl every day. I have a question: if the 19 year old knows you have a live-in MILF don't you risk the kind of jealous rage and indignation you experienced by telling her you love her? The word love implies commitment to most females, visions of babies and suburban homes flash before their eyes. At least thats what I've found. So by telling the 19 year old you love her over and over, but keeping the live in MILF, it seems to me you are almost guaranteeing a crisis of jealousy. Why don't you just tell her you like fucking her a lot but you are not a one woman guy and don't really love any of your women in the conventional sense?

Just an idea, no criticism, just curious. (I avoid the word love like the plague and always tell a baby the relationship is temporary.)

[Literal2]

I ask that they produce facts.

Excellent advice. Before I change my behavior / the allowance based on the story of tragedy I will ask for proof of facts. Thanks.

[HollywoodGuy]

My 19 year old "little princess" went off the deep end after a lovey dovey weekend when it came out that she is basically jealous of my roommate. So after 10 weeks of me kissing her ass (and loving it) I may have to cut her loose. Lucky for me the e-volvement level was low. I even broke up with a girl that had no problem waking me up with a 45 minute BJ every time she slept here (it was ending anyway and this girl just expedited the matter).

I honestly did everything for this girl. Got her what she needed. Helped try and turn her into a woman in bed (made some little progress there, and was ready to stick it out a bit more). Cuddled her to death. Told her I loved her over and over. Still not enough? Took her to the dentist, put up a website for her and got her a tablet. I am beating girls off with a stick so when she went off on her yelling and sobbing spree I just took her home. She was on her period and didn't even offer up a proper BJ when she saw I was horny. The nerve of some girls.

But I like that she looked 16 and acted 13. The perv that I am. Anyway I have lots of delayed interviews from pre qualified hotties, guess I'll go on a few. Or maybe just tough it out with my MILF and roommate and save some very needed dough for a month or two. Last week I did both of them on the same day. Kept me satisfied for at least 24 hours or more. LOL. We are just too damn spoiled on here. So I am grateful, I just wish I had a little more coin to increase my level of gratitude to the power above.

[Joesouncool]

So with the morning texts / emails from the sbs my 21 yo NC cheerleader tells me she's really a couple years older and in tragic circumstances. She says she has a daughter with a deformity, absolutely no income, no folks to help her out. She wants to meet. Her pix are demure but if she's anything like them she is a very cute girl with lovely large breasts. No sign she's a dancer but she could be and I won't be surprised.

So the story is she's broke broke broke and extremely needy. We've agreed to an m&g later in the week.

In a way, if she is or was a stripper and the tale of the sick daughter is just BS, I'd be relieved. Then she's just scamming for sugar and I'll likely oblige so Mr Johnson can poke her cervix for a while.

But what if she's legit? What if she's a really nice young momma trying to take care of a sick kid who in desperation will offer her body to a much older man just so she'll have food for herself and her child?

Have any of you guys developed a code of morality that applies to hard luck cases like this if they are legit? My code so far has been pretty primitive, just "do no harm."

I had a girl a long time ago that begged for money. Claimed she was in bad straights. Claimed she had gotten cancer. Took me for more than I care to remember. Ended up she had nothing. Read where she killed herself in 2008.

I had a girl that is still a friend of mine today. She needed money. I gave it to her. She always paid off. She hasn't asked me for a dime in almost 10 years.

The question of "being legit" will go on to the end of time. I ask that they produce facts. If they won't produce facts, they are not worth it. I feel for you my friend. :/

[Literal2]

By the way Lit asks the question it is clear Lit can't.

What does this mean? Doesn't sound positive.

Gee, I was just getting ready to ask you to repeat your patented method of slipping sugar in the girls handbag without saying a word thereby causing her panties to drop.