"Sugarbabies" / "Arrangements" Amateurs or Not?

[BigTigger]

So MsSuccessful is having problems at home that are causing dramatic changes in her life. Wow and things were going so good. I really didn't feel like hitting the SD sites just yet. So I hit up TheTeacher, she's done with her relationship and is willing to give this another try. She's looking for a husband, so I'll never really be a priority, but she has her own place and live in the right location, so I'm going to keep at it.

I put my CL ad back up (they keep getting flagged) , I've had some good hits, but one unbelievable hit. 22 year old. 5'2 100lbs, Dcups and absolutely beautiful. She seems like she's a mix of Spanish / Italian. She's never done this before and taking it real slow. Right now everything is email. I checked her out online and she's 100% legit. I was floored when I saw her fb, ******* and other pages chronicling her life. Here pics were so nice that initially I thought it was a scam and almost didn't reply. She doesn't have money requirements per say, but likes the way I approach things. So following the established practice, I asked what does she need help with and primarily has one bill that she needs help with. Rent. $800. I'm sure I can contribute at least 1/2 towards that and combined with the dating, this should work out great. I'll keep you informed.

By the way, thanks to those who responded to the location request.

BigTigg

[John G Smith]

It's been a while since I posted an update. Things have been in flux, so I was waiting for some of the dust to settle before submitting a new report. The dust still hasn't settled but I figured it was time anyway.

Backseat SB

We are officially on hiatus (again) after a scare in our last encounter. We were getting it on when the neighborhood security patrol "interrupted" us. I was able to talk us out of it but initially he was threatening to arrest me for trespassing on private property. Apparently my car was parked on some HOA private property or something. It just looked like an empty parking lot to me. We had been using that spot without incident for 7-8 months, but clearly that spot was a no-go going forward. She also was getting annoyed at meeting late at night because she had classes in the morning and I didn't like almost getting arrested. So we called it quits (for the third time). I could see us resuming again at some point, but for now we both need a break.

Collegiate Athlete SB

We've also had our ups and downs the past month. Problems started when I got the vibe that I should test her if she's fully on board with the "physical" aspect of the arrangement. She gave hints that she was, but I thought I needed to put it into action to find out for sure. Good thing I did because when I suggested we meet together for some boom boom, she balked and acted all offended and said "I thought you were different!". So I had on my hands a SB that didn't want to put out. I was ready to move on, but she still kept contacting me. I decided to treat her as a long term project. Besides, she's smoking hot and one of the more "normal" girls I met. She's a full-time student and recently went to Nationals in her sport. This isn't some unemployed no-direction SB who's high half the time. Nor is this girl going to go UTR and then semi-Pro within the next 6-12 months. My Collegiate Athlete SB is actually in the local newspaper, so it's a nice ego-stroke knowing this girl is texting me everyday and that we're gradually building up toward the FC. As FScott put it, this SB actually feels like a notch on the belt and not just shooting fish in a barrel, so I'm willing to be patient with this one. So right now, I told her I'm fine if she wants to take things slow, but I'm going to take things slow on my end as well. She's cool with that, so I'm helping with very small things (groceries and such) while we talk regularly. Her school & sport schedule and my work schedule has made it difficult for us to meet regularly to progress things. But lately she's been the one pushing for us to get together, so that's promising. I honestly I have no idea if I'll ever get to the FC with her, it's a total crap shoot. I did make out with her and her lips were so soft it was almost like sex itself. So I'm going to enjoy the chase on this one. I'm not spending a lot of money on her at the moment, so it's primarily a time investment.

Doublemint SBs

Okay they're not exactly twins, but they're two 18 year-old brunettes that live together. I had been corresponding with one of them off and on for the past couple of weeks. We'd make some progress on negotiations then she'd disappear for a few days, then make more progress, and repeat. We finally agreed on a rough amount for the monthly allowance and I made it clear sugar begot sugar. She was onboard, so we started planning to meetup. She mentioned her roommate is also looking for a SD and I told her I could cover some of her needs too if we could all "share" in the fun. I'm rarely this forward and I thought for sure she would give me a verbal lashing but she was up for it! To be honest, I'm not sure if I could sustain the needs of two SBs under one roof long-term, but at the minimum I'll give the allusion that I can for one night or two. A threesome with two willing petite 18 year-olds (Did I mention they were cheerleaders in high school)? No way I'm passing that up, I have to experience it at least the once. However contact hasn't always been consistent with them, so there's a high chance of "flaking out" in any of the remaining steps, so we'll see.

So overall, I'm down to one long-term SB project (Collegiate Athlete SB) and pot SBs (Doublemint SBs) involving a possible threesome. But I don't have any SBs that I'm actively banging right now sadly. So I'm actually having to dip my toes into the escort world to take care of my base needs while I work on these projects.

[John G Smith]

Hollywood Guy touched on something that I've been meaning to bring up for a while. About 60-70% of the sugar babies I spent meaningful time with had an "experience" with another girl or considered themselves bisexual. Unfortunately for me, every one of them was strongly oppose to "combining" the experience. They wanted to keep their male and female sex activities completely separate. So I haven't come close to experiencing a threesome until recently (more on this in another report).

But I just find it interesting at such the high percentage of bi-curious sugar babies compared to the rest of the dating population. And I think Hollywood Guy nailed it, these girls are inherently wired different and more adventurous. Even some of the "shy" SBs, have the "kinky" gene, it's just dormant.

Anybody else want to put forward a theory on the high percentage of bi-curioius babies?

[Joesouncool]

For those who are willing, I'd like to go back to my old AOL chat room days and do a location check. It might be fun to see where everyone is. So if you are game reply with your "general" area.

BigTigg. DMV (Washington DC, Maryland & Northern Virginia)

I'm in the GA / TN area. I primarily lurk in this forum and read. I don't have an SB and just live vicariously through you guys.

[Member #5570]

For those who are willing, I'd like to go back to my old AOL chat room days and do a location check. It might be fun to see where everyone is. So if you are game reply with your "general" area.

BigTigg. DMV (Washington DC, Maryland & Northern Virginia)

Hartford, CT

[Ky Man629]

Central Kentucky to Southern Ohio and Southern Indiana.

[Hernando]

Richmond, Va to Washington, DC is my playground

[DantaKarma]

DMV area, Nova, DC, Southern Md.

[DantaKarma]

Well I m not hung like a horse I am 5 1/2 and get no complaints so I think I'm good.

Well I am not that small as you. I have had them run away and get PTSD after I dropped my pants a few times.

[BigTigger]

Now this is what I'm talking about! Once you get a taste of these type of SBs, it's hard to go back. I see SubCmdr has made it down the yellow brick road of CPO happiness! Welcome my brother!

Was with a MILF gone wild (36) and busted twice in her mouth and twice in her pussy (covered). Good oral skills but really couldn't take dick. Damage: just expenses. (Hotel room, dinner and breakfast). Time on station: 18 hours. CPO =37. 5. One of my best CPO's ever. Best part: received a text the next day thanking me for the evening, dinner and breakfast. Just got to love it!

Go deep, go HAM & prosper,

SubCmdr out!

[SubCmdr]

Was with a MILF gone wild (36) and busted twice in her mouth and twice in her pussy (covered). Good oral skills but really couldn't take dick. Damage: just expenses. (Hotel room, dinner and breakfast). Time on station: 18 hours. CPO =37. 5. One of my best CPO's ever. Best part: received a text the next day thanking me for the evening, dinner and breakfast. Just got to love it!

Go deep, go HAM & prosper,

SubCmdr out!

[Donwhite]

I'm in Nashville. I have a 23 yr old from Springfield, Illinois driving down to see me today. Hopefully tonight will end in a hotel room.

[Member #4103]

For those who are willing, I'd like to go back to my old AOL chat room days and do a location check. It might be fun to see where everyone is. So if you are game reply with your "general" area.

BigTigg. DMV (Washington DC, Maryland & Northern Virginia)

HC. Richmond, VA, though most of my SB activity has happened during business trips.

[Member #5055]

C'ville VA.

For those who are willing, I'd like to go back to my old AOL chat room days and do a location check. It might be fun to see where everyone is. So if you are game reply with your "general" area.

BigTigg. DMV (Washington DC, Maryland & Northern Virginia)

[HollywoodGuy]

For those who are willing, I'd like to go back to my old AOL chat room days and do a location check. It might be fun to see where everyone is. So if you are game reply with your "general" area.

BigTigg. DMV (Washington DC, Maryland & Northern Virginia)

Take a wild guess