"Sugarbabies" / "Arrangements" Amateurs or Not?

[BigTigger]

So MsFreakyLawStudent agreed to meet me for 45 minutes at the airport parking lot, to hop in my backseat (tinted windows and sun shades) and give me a great send off. I'm trying to decided how far I'm going to let it go, because as soon as I get off the plane, my fly-in is going to be all over me. If nothing else, it will be some heavy 17 year old action, I'll get those beautiful boobs out and check her microphone skills!

So sent out a few SA emails blasts today and got 3 good nibbles!

28 Year Old Slim AA. Very pretty a little slimmer than I like, but she's pretty and seems to have the right attitude. Told me that the right man can bring the freak out of her. Once we get to an actual date, she'll get her codename. (7. 5/8. 5/8/unknown). Does not live alone, does not have transportation. Ugh!

26 Year old slim mixed AA / Asian. Very very pretty. Seems to have the right attitude and the body is smoking. I'm hoping to have her in line to meet as soon as I get off the plane when I get back. (9/9. 5/9/unknown). If she gets back in contact with me today, I'm hoping to setup lunch with her instead of the backseat action with MsFreakyLawStudent. It's amazing how motivated I get when someone is super pretty!

19 Year old Slim White waitress. (8/7/unknown / unknown)

22 Year old trainer and college student. AA. Slim up top, but hips and butt for dayzzzz! She already has a number in mind and will email me later to discuss."She's never done this before", but she already seems like an old pro. (8/8. 7 / unknown / unknown).

I have another backup for STL. 21 Year old AA with slim to medium build, great smile. Communication is sporadic and she'll only be used in case of emergency, LOL. As the other two in STL have picked up their money and are very pleased and looking forward to showing me their appreciation. .

BigTigg

[HollywoodGuy]

In my experience, AA girls just don't seem to enjoy having cocks in their mouths. My best BJs came from white girls.

I haven't found race to be a factor in desire, willingness or skills. If I look back at my top 4 BJ girls of all time one was black (my current MILF) , two white (one was my x wife the other an x civi gf) , one asian (X SB) Here is the one I am hoping will measure up over time. My "little princess"

[Member #5570]

CL has been busy in my local areas. More busy than I have the time for.

This is the 19yr AA MILF. Have her on a 300 monthly allowance, for getting the FC twice a week. I am a cheap bastard. .

Cute face, and one heck of an ass. Have her on the dock next week as well.

Attachment 253468

Attachment 253467

Met up with this girl couple days ago. Needless to say, not much of an experience.

Conversation with her were almost non existent. Her responses are no more than 3 words at a times, and most are 'Yah', 'Nahh'.

I gave up trying to make a conversation with her and have her undressed, dropped on her knees and I put my cock in her mouth and told her to start sucking.

After every minute or two she pops up and look at me like 'is that enough'? NO, and I told her to keep sucking. After about 10 min, I have her ass up on the edge of the bed and I just banged away hard. Busted a nut, went to wash up, dressed, and get the hell out of there.

In my experience, AA girls just don't seem to enjoy having cocks in their mouths. My best BJs came from white girls. They just love chewing on it, and could go all day if I can take it.

If this AA girl had some brains to go with that booty, I'll keep her in the rotation but she's definitely not going to make it. I was too uninspired to take any pics.

Back to SA too look for some new blood. Hoping to hook up with the preggo MILF next week. We're both too busy to get together this week.

[BigTigger]

MsIntelligentBeauty. Tried a couple of times to end it, but she debates like crazy when I do. She needs too much training and her life is one significant expense after the next. Communication has been limited lately and I think the relationship is dying a slow death. I spent way too much money for very little return. She was abused sexually and that's caused some major hangups.

MsLifeguard. Another one who was abused and had lots of negativity around passion and sex. We have an agreement and are supposed to be hitting the FC soon. But overall she has major sex hangups, but always wants money. But never wants to make me a priority. Yesterday she breaks a date to go out of town and asks me to fund the gas for the trip! So you want me to pay you to to leave me hanging? I told her no. I used that free time to meet MsFreakyLawStudent.

MsCLBeauty- dropped a few bombs, one that early in life she was raped, so that explains lots of her hangups and lack of foreplay and passion. I cannot believe my luck with the women and sex issues. Anyway she is also flying out of town today, does not know when she is returning. Very weird, but she has been that way. Went to see her yesterday, but she cancelled 30 prior, I had already driven over an hour, that was frustrating.

MsParaLegal. Moving along very slow. Minimal communication, but still seems interested. Mentioned the Tiggabounce could take a, while. I said that is fine, as the sugar will take a while too.

MsFreakyLawStudent. After having a hard time just trying to talk, finally talked yesterday. After having two dates cancelled yesterday, I had a free night. We met for dinner the same day we talked. She is a free spirit, wants no attachment, has a nice curvy body, dressed real sexy and was easy to get along with. We had dinner, she let me touch her all over and did some kissing and petting in the car. She Is the real deal. She is a self proclaimed freak and at 23 just wants to have fun. I am probably going to drop MsLifeGuard for her as I need someone without all the hangups. 8.5/8/9. 5.

Headed to STL.

MsTopHeavy- Boobs have to be a G or H. She was stressing over some bills, I offered to help, depending on the amount. They came out to $108. I am sending her money today to cover that. I know it is money in advance, but I trust her from that perspective. I have two dates setup with her and expect to do the Tiggabounce on the 2nd date. She seems to be a sweetheart, but also seems to be one that will try to hold out, we will see. We talk or text every day, but that is too clingy for her. So I will cut back on communicating, but I still expect to hit it good.

MsTallnDeprived. 5'10. We talk and text throughout the day. She has upped the nasty factor on the pics and is super excited about the date. I am sending her some funds in advance too. She is going shopping for a dress and shoes to wear for the date. She has already agreed to stay over night and she is clear about screwing as much as possible while I am in STL.

[John G Smith]

I decided to finally do an official update.

On-going SBs

Euro Baby (21 year / o Eastern Euro. 10/10/10)

I've already raved enough about her in "I can die now" and subsequent posts, so I won't repeat it. But we're still in communication, we exchange maybe 1-2 texts a day. Not as much as some of my other recent SBs, but at least we're staying in touch, so chances are good that I'll see her again. She told me though that she broke up with her previous SD because he got too clingy, so I want to be careful not to fall into that same trap and make sure to give her enough space. But damn, there's a reason guys get easily clingy with this girl, she's that awesome.

Girlfriend SB (18 year / o AA. 8/8/6)

I actually tried breaking up with her because I hadn't seen her in a while and it seemed she was becoming distant. We've also been arguing a lot. And of course the Euro Baby. But when I tried breaking up with her, she refused and wanted to try to keep working things out. Remember I'm not giving her an allowance, this is basically a real relationship, albeit a long distance one. So it's not costing me any money lately, just headaches. But if she can snap out of her funk, then it'll probably still be worth it because she's young, tight, and willing. And it'll just cost me gas and hotel fee to bang her even if it's just every 4-6 weeks. It's a shame this girl is the most immature of my current SBs. I can't really have too in-depth conversations with this one compared to the other girls.

On the way out

Care-Giver SB (18 year / o, Latina. 8/7/ 8)

Our last FC romp a couple of weeks ago went very well actually. In particular, we had some good conversations before and after the bedroom activities. She was very easy to talk to and she had a maturity beyond her years. But sadly she's moving out of state this Sunday. Not sure if she's ever coming back because she's originally from out of state. Which is a shame. Her body wasn't as tight as the Euro Baby but she had a very good personality that made it easy for me to relax around. She was a perfect candidate for a long-term SB. She wasn't so hot that a bunch of rich / fake guys were constantly hounding her. But she was very cute and basically in my league. Too bad.

Green-eyed SB

She stopped texting me and I decided to give up on her. She was going to be a project anyway and I just wasn't in the mood for a project.

Punk SB (18 year / o, asian / latina 8/6/6)

Even though we've texted almost everyday, I still haven't seen her since late April. She also keeps getting grounded and has a fairly restrictive schedule. And even though she texts me almost everyday, the texts are pretty dry and we don't have too much in common. It's basically just "check-in" texts. Since I last saw her in April, I've had other better options come along, so I've kind of lost patience / interest with her.

So I'm basically down to two SBs. I'm purposely trying to keep my roster thin until I find out if things with my Euro Baby are legit or not. If she's happy but wants a little more money, I'll give it to her (within reason). We still haven't talked about the allowance at all. Also in general I don't consider an SB relationship to be official until after there's a second date. If it's just one date, it could still just be a booty call / one-night stand. But if there's a second date then usually there's a good chance it will be an on-going thing.

[HollywoodGuy]

Exactly what I do. I always pick a funny card. Either thank you or thinking of you. If we are already in the FC, then I give the card in advance.

I like to put the cold hard cash in their hand. Sort keeps things in perspective. But my roommate says she has gotten a lot of cards and i do recall her finding unexpected cash in her purse before.

[Revvo]

Is This Déjà vu All Over Again?

Well I thought I was moving forward into another era but the Sugar Bowl continues to present a fluid situation. I am having a lot of fun. But it is not at all that stable. So here is a report with a little of everything.

REVVO_ATF: My beautiful little ATF is still out working and probably will not see her for another week. She has been a little non communicative via text and phone but, I am not worried. She is really into me and she even put a little ring on her finger just to keep the men from hitting on her, since she is taken by me. She is very cute so she gets plenty of attention.

REVVO_OLD_ATF: Did not see her for almost three weeks. She has been traveling also. But we just had a visit last night. I always have worried about this one first because she is so gorgeous, but also because she has been hard to pin down. I still feel she is a little distant. And this may be her protecting herself. But that did not stop us from having a great time last night. We met for drinks and then straight to the FC. She has gained a little weight, and she was very tired from her trip. But she soldiered on and we had great conversation and laughs. It is so easy to talk with her and to make her laugh and her to make me laugh. WE did some serious fucking but she was tired so two nuts and some badly needed snuggling, and I took her home. We are planning for next Thursday night and a possible sleepover. She will be rested and she wants to go to a titty bar. She is quite the voyer. I just love her pussy. It is so nice and sweet and juicy. Like a juicy little peach.

REVVOPOT1: I am plugging a new one in here. This was a revisit from a failed email to a previous POT that never worked out. I am using a new technique and it is paying off big time. Actually too well. I will have to mention it in a different thread. But anyway we met for drinks. And she is cute not as good as her pics but definitely cute and fuckable. She is a little 5'1' spinner tiny, about 110 pounds. Red hair, a thin body and nice C cups. 38YO White, single. 7/8/8 she is full of energy and bubbly. One concern is that she appears to be a potential UTR, or non pro. Not sure. But she looks like she would like to be a lot of fun. I am planning something with her for next week if I can squeeze her in. But she is also trying to work me for money which has me concerened. We will see. I am excited to see how good of a fuck she is. So I may bite the bullet just to see how good she is. She is ready to set up a threesome for us. She was a great kisser and we did have fun.

REVVOPOT2: Had lunch with this one on Tuesday and we had a really good time. Had some very deep conversation. And did not have time to pursue her physically and escalate to the FC. But I am not so sure she is ready for this anyway. But I am definetly moving up her status. Quality woman here. Speaking of kissing a definite litmus test. Did not go well. Everything else went well good physical contact, lots of touching and hugging and handholding but the kiss was kind of a half kiss and she did not really kiss me back. This is a cause for concern. But I think she is nervous and inexperienced in general. We are planning on another date for next week. She seems anxious to be together. So I will carve out time to work her in. She is so sexy with that Latvian accent and these huge blue eyes. She is being upgraded, to 8/8/9. A lot more to come on this one. I consider this one a success so far. That is my problem. Too many successes to handle.

REVVOPOT3: This one is now REVVOSB4 see below.

REVVOPOT4: This one is now REVVOSB2 see below.

REVVOPOT5: This is an interesting one. Her profile is short and not too interesting but I liked the picture. And invited her to meet. And after a few tries she bit. So off to Starbucks we go. Much more reliable than a lot of these POTs. Man was she gorgeous. 23YO White little spinner strawberry blond hair, cute little body, very small breasts. Much better than her pics. And she is Russian. Kind of got the vibe she was not such a happy person. Not depressed like REVVOSB4, just a little too untrusting and you were going to have to work to get her trust. We chatted and I finally got her smiling but she had to go she was moving. Man she is cute. Those smoldering green eyes, and those delicate features, I get a woody just thinking about it. She is a 10/8/7 so far. We are set to meet next week. So I have two eastern European dates next week, and I wasn't even trying for them. My area is so international. We will see how it goes. This is by far not in the bag. She will have to be worked. Carefully.

REVVOSB1: Still nothing from her. I kind of miss her cute little blond head, and her thin sexy body. But she is on the back burner. But I am going to have to fuck her soon to keep her on the payroll. She is the sweetest.

REVVOSB2: M&G on Monday and fucked her today. Wow what a great time. She looked much better this time. 29 YO latina from Columbia. 5'1' voluptuous body. Great titties, and a power ass. Very cool and so easy going and ready to fuck. We had lunch and on to the FC. Sweet little pussy very juicy and very orgasmic. Great kisser, and she very definitely liked me, and told me several times. This is always good to hear. She loved getting pounded from the back and orgasmed quickly. Oh and she is ready to set up a threesome for us also. I am rating her a 8/8/9, very nice touch and smooth skin like silk. I could fuck her all day long but had a limited amount of time so settled for two nuts hell I am exhausted anyway. She is also really cool to hang with. Lots of fun. One hitch though. I slipped 150 in her purse as she was leaving planning a visit for next week so I could feed her some more badly needed dick. And she texted me later saying she felt underappreciated with the sugar. So I promised we would talk about it. So we will see. But with all of the money I am spending I may not be able to move on this much. I would really hate to see her go. But I am going to have to make some hard decisions in the next couple of weeks. We shall see.

REVVOSB3: This went great but it was very short. She is moving away. Only had two visits. Great fuck and incredible blowjobs. Absolutely beautiful. But she was weird and she had some strange quirks. And I could see she would be trouble after a while. Anyway it was fun while it lasted. Easy come easy go. Makes the decision on who to cut easier.

REVVOSB4: Well I got to fuck a fatty. And it was not a bad fuck. Man she sucked dick like a hoover a true deepthroater. That was kind of cool. And I had to pull her away from my dick. But she was much bigger than her pictures and profile indicated. She was boring almost depressed to talk to. Nice kid and I could fuck her as much as I wanted but not into it. Too many other exciting and beautiful women. Final rating is 7/5/6. Lose some weight and grow a personality and she would be a real catch for a tall guy. Did I mention she is not only heavy but about 5'10'. I will not contact her again.

So here I am ass deep in poontang and not enough time, or money or sanity to service it all. What am I going to do? Which ones would you cut? I got to be honest with you I never thought I would consider cutting REVVO_OLD_ATF, but with her getting heavier and still somewhat distant. I am considering it. These other ones are making good sense for an ATF type position with true GFE. Someone has to go and soon. I am going broke at this pace and my dick may fall off just from overuse. See my report on Obsession. I am still pondering that one. But boys I am living proof you can get some first class pussy if you put in the work and do the right things. Read the shit I went through before getting to this point.

Be careful out there.

Revvo

[BigTigger]

It sounds like you had a stellar experience, even if you two don't have a lot to talk about just yet. It may develop over time, or it may not, LOL!

As for handing over the sugar, I'm sure the brethren will weigh in on this, but I prefer, as much for my own comfort as the baby's, to buy a nice card, maybe something funny or tailored to something I know about the baby, put the sugar in that, write "thank you. It was wonderful" or the equivalent, and either hand the envelope to her in leaving, or leave it somewhere she can find it like her purse or a table if we are at her apt. That way you're not counting out Jacksons by the door, and it looks more like a gift than a payment.

Just how I roll, but it works for me.

Scott

Exactly what I do. I always pick a funny card. Either thank you or thinking of you. If we are already in the FC, then I give the card in advance.

[F Scott]

I also felt a bit awkward handing over the sugar.

It sounds like you had a stellar experience, even if you two don't have a lot to talk about just yet. It may develop over time, or it may not, LOL!

As for handing over the sugar, I'm sure the brethren will weigh in on this, but I prefer, as much for my own comfort as the baby's, to buy a nice card, maybe something funny or tailored to something I know about the baby, put the sugar in that, write "thank you - it was wonderful" or the equivalent, and either hand the envelope to her in leaving, or leave it somewhere she can find it like her purse or a table if we are at her apt. That way you're not counting out Jacksons by the door, and it looks more like a gift than a payment.

Just how I roll, but it works for me.

Scott

[BikeRider]

I had the second meeting with the 27 year old AA earlier this week. I confirmed we'd be hitting the FC, and made the arrangements for an afternoon off. I checked into a nice hotel. They upgraded me for free to a nice suite, and I txt'd her the room number. She arrived dressed to the T's and looked pretty hot. I usually have some small talk and a drink or two so everyone is comfortable. She was off to the races though. Some great DFK on the sofa. She hops on my lap. Her dress is coming off. And I pick her up and carry her to the bedroom.

Long story short. Three hours of fun (small break for room service). And multiple rounds. She's open to just about everything and is VERY bisexual. She also squirts. Which surprised her as she said she's only done it with guys she's been with for a while.

If she weren't bi, I'd probably not see her again. We had great fun in the sack, but out of bed there isn't much commonality. I also felt a bit awkward handing over the sugar.

[FredMoore]

Sigh! I must be picking the wrong girls. My ATF loved kissing and I would have married her just for that, but #s 2 and 3 did not. All three had daddy issues and are obviously not into me sexually. I went to a long term escort I have seen for 5 years who was retiring from the biz for a last hoorah and asked her for a critique of my K skills. She said I was great so I felt better that it must be these girls I am settling for.

I'd like to say I will reject them if they won't kiss but the last two were fun enough without it. If I can eat pussy and dump a BB load I am good as gold. Well, silver anyway.

New chubby SB is texting a lot and likes kissing but I am just not into her. I might keep her on the line to empty the tanks until I find a better option. Too bad these super hot SBs are not into me.

[LoriTruck]

The second meeting with Chatter box didn't take place. I texted her that morning, no answer. Sent a text 7 hours later & still no reply. I sent a text saying I won't make it that night. 3 hours after that I sent a text pretending to be at a nearby hotel in her city & that's when I heard from her. She claimed she got robbed and only had 30cents to her name. She wanted to know if we could do a quickie for 125 which would take care of the balance for her apartment so she doesn't get evicted. She also wanted a little spending money and asked if we could meet for 175 total. A few days earlier, I had advanced her 160 since they were kind enough to break the payments up for her so she could keep the apartment. Our 1st meeting, we had a ball! Kissed, cuddled, she turned all the lights off so the room was pitch black. We could've done just about anything that night. She made no mention of sugar then & was even willing to stay the whole night with me I gave her 160 that night for what was a night to remember. Some how she is all about the sugar now, claims she wrecked her car and it may be totaled. If I had made the trip for our 2nd meeting a lot of my questions would've been answered. I would've asked for the eviction notice so I know she isn't making up sad stories to lure a sucker. It's hard to drop her since she has the looks & skills but with her being 5 hours away I am pissing in the wind on this one. I didn't make the journey due to a rental car not falling through. All my calls to her go to voicemail & it's slap full so I can't leave a message. May just have to chance it one night and make the journey but have a back up plan in place just in case.

[HollywoodGuy]

I tell every POT before meeting they have to be into some very serious kissing or there is no reason to meet.

1. Many will lie just to get the $

2. Some say they are (and they are) , but then their kissing skills are no good.

3. Some say they aren't and it saves us both a wasted date.

4. UTR's may or may not be, but if it's strictly a booty call girl I may relent.

5. One of the main reasons I broke up with my last SB was I didn't like her kissing style. Had another awesome babe before her, but same problem.

6. My ATF MILF is the best kisser I have ever met. And so was my 2nd wife at the time I met her. (one reason I married her).

7. My "little princess" is still learning about the facts of life, but her good kissing skills keep me around. Without them she would already be long gone.

8. I have never kissed my roommate. And she never kisses anyone and barely her boyfriend.

9. Awesome kissing is like vitamin C, maybe stronger.

10. Read "The Multi-Orgasmic Man" by Chia and Abrams (see page 128 for quick reference pic on this topic, says it all)

[F Scott]

I agree with you all. No kissing, or even uninspired kissing, is a deal breaker for me. I enjoy kissing all the way from start to finish, and afterwards as well, and though I'm sure I wouldn't get up and walk out, a baby who didn't like kissing would not make my roster either.

I have only encountered it once, and I just went ahead and started kissing her anyway, and she apparently forgot that she didn't like it, so things ended up fine in the end.

The only date who never kisses me is Rosie LOL!

Scott

[Revvo]

Massive deal breaker. In fact I have my own challenges with the babies. But I have not found one yet that would not kiss.

Even the weak POTs will. Now I have found several that were bad kissers. But that just requires a little training.

In fact kissing is part of the escalation process to get them to the FC quickly. Touching, then hand holding, then kissing. A good kiss communicates a lot right off the bat. Physical escalation is key.

Revvo