"Sugarbabies" / "Arrangements" Amateurs or Not?

[DirtyDeeds38]

Ok, so we all know many, if not most of these girls are "dating" us, doing the friends with benefits arrangements etc, etc cause they need the money. That's a given. But Hollywood's reference a while back to the many reasons these girls get into this was spot on. They can and do vary. I'm working one right now who is not in it for the money, rather she wants a mature experienced man who is kind, but extremely dominate sexually. Some are indeed looking for a "daddy" role.

With all that said, how many, or what percentage of the girls you have seen are truly into the sex. Enjoy the sex, etc. Most of us here have to be at least late 30's if not beyond our 40's-60's and have a little experience. We know when women are being polite and faking things and we know when she is genuinely into the deed.

So far with my limited experience, all the woman have been into the sex. This last girl was going through the motions the other night, I could tell, but the first date, she was very much into it.

I don't care for sex with any woman who is just going through the motions to get her $. And I don't care how hard she tries, no woman can fool me. I learned long ago, there are things women do when they are into sex that cannot be mimicked. And faking an orgasm is clear as day to me.

So anyhow, I'm curious if most you'alls SB have been truly into the sex, or just playing along?

[JZLizard]

If you are concerned about the selfish nature of that activity, then put the condom on and don't ***** about it.

Or do what I do and just don't bang pros... LOL.

I wouldn't for a moment tell anyone else how to conduct their phallic activities any more than I would want them to tell me how conduct mine. I personally would not do something as deceitful as that simply because:

(a) I'm a believer in karma, what goes around comes around. Any chick I did that on would probably be the one that got pregnant with and ended up getting a monthly check for the next 18 years.

(b) Any girl who is pro or close enough to pro that I would need a condom for, then I should be wearing a condom for my own protection more than for hers, thus I don't want bareback (in fact I don't want to bang a pro at all, they can blow me and I mean that in the literal, not figurative way).

(c) Out of countless women I've banged, I can only recall one that both asked for a condom and held firm on her policy of no condom = no penetration that equated to no orgasm for me. That was a one night stand civy pick up in a nightclub that took me back to her condo where there were pictures of her husband right next to the couch were were on. I performed DATY on her and we had both been drinking so much that I honestly don't remember pressing her for a reciprocal BJ to completion, which I normally would expect (and have always received), I just remember falling asleep on her couch. Except for her, all of the rest of them basically find out that if they tell me no condom=no penetration after I ate them, they are going to blow me and take the load in the mouth, so I'm okay either way.

[FredMoore]

T
As for going the slow-route or playing the numbers game, I found for me maintaining 2-3 SBs works best for me and my situation.

I usually aim for one primary SB, which is usually my quality / long term SB. Then I'll have 1-2 secondary SBs. They may be more of a booty call type SBs or girls who I don't have a strong connection with but are still good for a fun reliable sex romp when needed.

Bareback and Condoms. So my primary experience with condoms has been with escorts, and escort sex is so mechanical that my mind now associates condoms with that mechanical escort sex where they try to slap on the condom before you're even fully hard.

Backup Plan is mandatory! Have at least 2 if not 3 SBs in the rotation. My one and only went missing for 1 month and I hustled back on SA and now have 2 more sure thing BCs on backup. But for 1 month I went without.

Bareback: I was vigorously banging a super hot newbie escort from a service that sent untested 18 to 26 yr old talent to my area weekly. She was tight and pumping a mile a minute (still liked sex she was so new) . All of a sudden I felt the condom give and I can't describe how good it felt. You all know what I mean. I blasted right away into her. At that point I realized that condoms were not for me.

One strategy if you want to go bareback but the SB doesn't is as follows: Open the condom pack with a razor blade carefully, slip the condom out, and slit the tip of the reservoir a little bit. When you go to put the condom on make a big production of whipping out the pack and tearing it open, and sliding the condom on without pushing through the tip. When you thrust into her the tip will give and Voila' , bareback it is. If you are concerned about semen spill or birth control, pull out when you are cumming, whip the cap off and deposit semen where ever you like.

If you are concerned about the selfish nature of that activity, then put the condom on and don't ***** about it.

[HollywoodGuy]

Had a second date with the SB I met and mentioned here a few days ago. It likely will be the last..We met for a drink at hotel and went back to the room. Got the feeling she was subtly trying to avoid sex as she kept saying she was tired and then hungry. We started kissing and she got up and pulled me into the bedroom. I started taking off her clothing and noticed a 'not so fresh" odor enter the air. Not the infection type, but rather, "I haven't showered all day" thing going on. Rather a turnoff as this was the girl who asked for $ last time and I gave her $400.

She pulled me on top and went right into missionary. No foreplay, no oral, just straight fucking. Now this was the girl I asked about BC last time. I really have a gut feeling this one is out to get knocked up. Something just off about her. She is super sweet, but I think she is role playing. I stopped and brought it up again and she seemed bugged and flopped her arms down and said, "no I can't get pregnant" I didn; t care if she was bugged, so I asked her what the name of the pill she was on and she began stuttering and said, "who knows the name of their BC medication" followed by more reassurance she did not want kids, bla, bla, bla. As we were fucking and I started to cum, she grabbed onto me and said, "cum inside me" I pulled out and shot outside on her anyway.

So to her credit, I did google BC pill types and there are like 100 different names, so maybe she really did not recall. She is a country girl from SC and this is not something she probably worries about all day.

The other girl who is 24 from Philly who has been texting and calling me is the real deal. 100%. We exchange nudes all day and deep, downright amazing dirty talk over the phone. She is a total sex freak, but only with one guy at a time. She does not want money, she wants a man to totally dominate her, tie her up, choke her etc, etc. And she is genuine about this. She sends me family photos, all genuine real contact info, where she works, with who, etc. She wants a relationship, but only with a man who will totally take control, dominate in the bedroom and treat her as an equal outside. She went on the SD4 M site to find this as she put it, 99.99% of men who are very dominating are unfortunately assholes outside the bedroom. (her words and experience, not mine) so she setout to try and find and man who is both nice, sincere, but takes control sexually. Can't blame her, she is a young woman who knows what she wants and goes and gets it. I admire that.

I meet with her tomorrow and will report back. I best eat my Wheaties for this one. She wants to be fucked for hours, tied up, held down, face fucked, choked, spanked, cock slapped, etc, Not stuff, I've really ever done before, but I am a dominating dude in the bedroom, so I shall play my part. Oh and she is a solid 8 in looks with her body, but has the face of a model. 24, no kids, tight, blonde, super duper bright pink little pussy. Who would've thought? Lucky me. No payment required either. She actually wants to buy me presents. Hahaha.

I like girl #2. What she wants is a Loving Dom... One of my my favorite roles. I never met a super sub chic that was as hot as you say, and no sugar. Can't wait to read the next report.

[DirtyDeeds38]

Had a second date with the SB I met and mentioned here a few days ago. It likely will be the last..We met for a drink at hotel and went back to the room. Got the feeling she was subtly trying to avoid sex as she kept saying she was tired and then hungry. We started kissing and she got up and pulled me into the bedroom. I started taking off her clothing and noticed a 'not so fresh" odor enter the air. Not the infection type, but rather, "I haven't showered all day" thing going on. Rather a turnoff as this was the girl who asked for $ last time and I gave her $400.

She pulled me on top and went right into missionary. No foreplay, no oral, just straight fucking. Now this was the girl I asked about BC last time. I really have a gut feeling this one is out to get knocked up. Something just off about her. She is super sweet, but I think she is role playing. I stopped and brought it up again and she seemed bugged and flopped her arms down and said, "no I can't get pregnant" I didn; t care if she was bugged, so I asked her what the name of the pill she was on and she began stuttering and said, "who knows the name of their BC medication" followed by more reassurance she did not want kids, bla, bla, bla. As we were fucking and I started to cum, she grabbed onto me and said, "cum inside me" I pulled out and shot outside on her anyway.

So to her credit, I did google BC pill types and there are like 100 different names, so maybe she really did not recall. She is a country girl from SC and this is not something she probably worries about all day.

The other girl who is 24 from Philly who has been texting and calling me is the real deal. 100%. We exchange nudes all day and deep, downright amazing dirty talk over the phone. She is a total sex freak, but only with one guy at a time. She does not want money, she wants a man to totally dominate her, tie her up, choke her etc, etc. And she is genuine about this. She sends me family photos, all genuine real contact info, where she works, with who, etc. She wants a relationship, but only with a man who will totally take control, dominate in the bedroom and treat her as an equal outside. She went on the SD4 M site to find this as she put it, 99.99% of men who are very dominating are unfortunately assholes outside the bedroom. (her words and experience, not mine) so she setout to try and find and man who is both nice, sincere, but takes control sexually. Can't blame her, she is a young woman who knows what she wants and goes and gets it. I admire that.

I meet with her tomorrow and will report back. I best eat my Wheaties for this one. She wants to be fucked for hours, tied up, held down, face fucked, choked, spanked, cock slapped, etc, Not stuff, I've really ever done before, but I am a dominating dude in the bedroom, so I shall play my part. Oh and she is a solid 8 in looks with her body, but has the face of a model. 24, no kids, tight, blonde, super duper bright pink little pussy. Who would've thought? Lucky me. No payment required either. She actually wants to buy me presents. Hahaha.

[John G Smith]

John, I don't think you can make any assumption based on a girl's FB profile you see in 2014. Many of those profiles are not kept up to date. I know two escorts with civie FB profiles today the same as in 2011. You could be looking at a very old listing of your girl. She might keep a guy-long-gone's picture on it for reasons of her own. One reason could be to throw people off.

True, but in my situation I was looking at the boyfriend's profile and he updated with pictures of my SB just a couple of weeks ago. Also last month she told she was going on vacation with friends at a particular destination. The boyfriend had pictures with her at this destination, so I know it was fresh pics. And I now know when she says she's hanging out with out of town friends, she actually means her boyfriend, LOL.

Anyway, I'm going to follow the advice here and keep the status quo. She and I talk a lot and about a lot of things in her life, but she never brought up that she had a boyfriend and she doesn't mention guy friends to me, only female friends. This tells me she wants to maintain a certain illusion / fantasy with me, which is probably important for her to maintain our type of relationship. I've had other SBs easily tell me they had SOs, so if she was comfortable with it, she would probably tell me or give hints.

As for going the slow-route or playing the numbers game, I found for me maintaining 2-3 SBs works best for me and my situation. I usually aim for one primary SB, which is usually my quality / long term SB. Then I'll have 1-2 secondary SBs. They may be more of a booty call type SBs or girls who I don't have a strong connection with but are still good for a fun reliable sex romp when needed. When I just have one primary and no secondary SBs I found I get way too attached and go through more of an emotional roller-coaster because all my eggs are in one basket. But the secondary SBs help me relax with my primary and not get so bummed out if my primary goes out of contact or becomes flaky for a period. Still the challenge has been especially last year was not to get too many secondaries and not to spend too much money on them because then I end up too broke to keep my primary happy. Yes I do like variety but usually one quality SBs is equal to 5-6 mediocre SBs in terms of overall satisfaction. So my 2014 goal has been to be able to hold on to the quality SBs for a decent length before it's time to move on. I'm doing good so far, my CL Teacher SB who I consider a quality SB we've been together for 6 months now. I'm not breaking the bank with her but I also haven't been going cheap either and it's been paying off.

Bareback and Condoms. I'm middle-aged and both the loss of sensation and the psychological aspect of having a piece of latex on my wang usually just kills it for me as well. I blame my first couple of girlfriends because I never used condoms when I was younger because I was in committed relationships and not really in the party scene. And then I got married. So I've never gotten a good comfort level with condoms where I used them on a regular basis. I only started using condoms when I began to see escorts many years after I was married. And even then I was only seeing an escort maybe once every few months. So my primary experience with condoms has been with escorts, and escort sex is so mechanical that my mind now associates condoms with that mechanical escort sex where they try to slap on the condom before you're even fully hard. My experience with escorts was so uneven and usually negative. I'm pretty sure that's why when I try to use a condom with a SB it's almost always a total fail because my mind just flashes back to being with a cold distant escort with the clock ticking. Whereas bareback has allowed me to actually enjoy sex again because it gets me back in the mindset when the girl actually enjoyed sex and wanted to see me pleasured. It was like having real sex again. That's why despite the STD risks, I opt to have bareback sex with SBs who aren't UTRs or serial SBs.

[Rouleur]

Something about putting latex between me and the girl just makes it less real, it's like virtual reality instead of reality. LOL.

I agree with these sentiments exactly. The last time I tried a condom with my then Wife, I literally felt like I was in another room rather than inside my otherwise tight spouse. I'm not goiing to get lost in that room again.

[JZLizard]

Bare Back: Is the only way I roll. I am old and condoms are guaranteed tumescence inhibitors.

This is me, but I'm not sure it's an age thing, I've been like this since I was a teen. Sure there have been times when I was able to cum with one on, but it takes a sort of intentional focus to do so. When I was really young there was usually no alcohol involved (at least until upper teens), which might have made it a little easier, but it was always still a problem. If the girl is hot enough (and she of course is or I wouldn't be screwing her in the first place) I can always enhance the situation by gawking at her body or upping the dirty talk which can help, but to me if I have to push myself to cum it kind of defeats the purpose of sex.

It's not even just the physical sensation loss of a condom that bothers me. Something about putting latex between me and the girl just makes it less real, it's like virtual reality instead of reality. LOL.

[Golfcart]

Boyfriends.

I want to get some opinions from the group on a recent discovery.

Remember I asked you guys recently if I should disclose to my CL Teacher SB if I was married? There was a slight majority of maintaining the status quo. I ended up splitting the difference. I began to describe certain things in the plural form, to basically give her a hint that I had some kind of family but still keeping it vague. She hasn't acted any differently so far, so that's good.

However while I was doing a routine check of FB profiles, hers looked mostly the same but I ran a search of "Photos of (Sugar Baby) by Friends" (BTW, Facebook with their recent changes has made Internet stalking too easy it's scary) and some new pictures came up. I found a picture with my SB in a profile picture with a guy cozy-ed up together. My SB's FB page has no pictures and no mentions of this guy (which is why I never bothered to check him) but I decided to do a deep dig through this guy's profile and I started to find more and more pictures of them together or posts referencing her. Eventually I found out they've been together for at least a year. For the first few minutes of discovering this, I was oddly jealous, LOL. But then I was pretty happy about it. She's attached so it means she's not going to do anything overly crazy / psycho and probably won't get clingy. It also explains why she's been okay with doing things discretely and explains the periods where she dropped out of communication for a bit. She was probably having a moral dilemma. But she has kept seeing me for over 5 months, almost half their relationship so I'm giving her something he isn't. Plus he lives over a hour away, so I'm not going to bump into him.

Now the question, since I now know she has a boyfriend, is it safer to tell her I'm married without messing things up? She's messing around on her man, so I can't see her having a major moral outrage that I'm cheating on my SO with her. Then again women are weird and some have issues with being perceived as "breaking up" a marriage. I doubt she's one of them though. Then again, we have a good thing going and maybe vague is good. It's just I'm not used to hiding that I'm married from Long-Term SBs so that's why I'm uncomfortable with it.

To ensure my post contains at least some useful information when you're doing a FB background check, use the various tools to search the friends of your target. It's often the friends who are the weak point in the privacy shield. Conversely, you need to keep this in mind with your personal info and you should always pay attention to the alerts when someone tags you. Even if you lockdown your own timeline / profile, if someone has tagged you in a bunch of photos then your face / name will show up in a search. I always remove tags anytime someone tries to tag me and I keep a very low almost non-existent FB presence. You don't want to give a rogue SB a direct line to your SO if they know your real name, which can happen if you're tagged in family or group photos. Facebook just makes it too easy to connect the dots.

John, I don't think you can make any assumption based on a girl's FB profile you see in 2014. Many of those profiles are not kept up to date. I know two escorts with civie FB profiles today the same as in 2011. You could be looking at a very old listing of your girl. She might keep a guy-long-gone's picture on it for reasons of her own. One reason could be to throw people off.

[FredMoore]

Happy Holidays men. Thanks to all you Vets out there who helped keep the peace.

Bare Back: Is the only way I roll. I am old and condoms are guaranteed tumescence inhibitors. I am lucky to last a long time and if I am covered I will wear my girl's pussy flat out. I'll never forget a Pro I saw some years back. She was highly reviewed and a 10 in anyones' book. I covered up and after 1/2 hour (of my hour) she just got up and asked (I kid you not) "What do you think I am, a fucking machine? " I said "YEP " She reluctantly gave me some money back and I left early I also wrote her a bad review on TER but she had so many great ones I'm sure it didn't hurt her business. Most guys probably popped after 5 minutes. Not me brothers.

STDs: well, that is a risk in our hobby. I agree not to go bare with a Pro but these slutty amateurs are screwing a lot of dudes casually. Gonorrhea and chlamydia are pretty common. HIV is rare unless you are dealing with an IV druggie -needle sharer or a PRO.

FaceBook: I don't have one period. I have an unfleshed out dummy so I can look at other girls but my name will never show up there.

GF with an SO: Sounds like that is a good thing. Don't tell her you are married and let her feel guilty "cheating" on you. She will be more appreciative and think she is getting away with something.

Pots Galore!: All of a sudden girls are falling out of trees. Unfortunately I don't have the budget to service them all. Damn! I wish I were rich again.

[HollywoodGuy]

Update on my M&G today with my blonde / blue first-timer:

For a while I thought it wasn't going to happen. She expressed that she was nervous and that she wouldn't meet my standards because she is inexperienced sexually. But we talked and calmed her concerns. We met for lunch, it went great and then we checked ourselves into a hotel. I was going to take things slow with her because I knew she was nervous. But after a few minutes of cuddling, she took the lead and made it clear that she didn't want to take things slow. This little cutie is the most eager to please SB I've ever had. The date ended shorter than originally planned because of some health-related issues with her, but it was clear she felt really bad for ending it before we had planned. I gave her a few $ for a few hours, as I like her very much. She has the potential to be the best SB I've had overall.

It's funny that just as I was about to give up on a search for a SB until the end of summer, this HCB dropped in my lap. Let that be a lesson to the brothers who look for a quality SB but have issues finding one due to location or whatever: Be patient, you never know when one will show up.

Actually you never do. It's totally random. I stick to my looks and age demographic. But after that it's all a crap shoot till you get to the FC. Then you can start to see if there is a chance for something more. I guess if things are a bit sparse in your area you feel the need to lock a girl in. Makes perfect sense. Because time is money.

In L.A. its a little different. I feel more of a need to let them know that there is competition out there. I dont want them getting over confident or complacent.

[FotoGuy1970]

Wouldn't it be better to find a HCB right about now when school's out for summer?

I've been searching on SA for nearly two months now and I had been worn down by the lack of quality POTs in this area. And my area is not within any major cities, so the new girls who join SA within my desired range is at a trickle. In addition, CL had recently gotten wise to the ads I had been posting looking for SBs and really started to crack down on them in this and surrounding areas. I can post ads that are vague and such, but the responses to those are few, far between, and disappointing compared to the ads I had been posting before. So I felt like I needed to just take a break for the summer and try to catch girls when they are going back to school. But my new SB came in at just the right time.

[JZLizard]

Wouldn't it be better to find a HCB right about now when school's out for summer?

More free time and a need for summer fun spending cash. Someone's got to pay for their new bikinis.

Only thing is some of them go home for the summer and might not be feeling as daring with mom and dad around, and in their home towns, or they are traveling with their family etc.

[Dolato]

It's funny that just as I was about to give up on a search for a SB until the end of summer, this HCB dropped in my lap. Let that be a lesson to the brothers who look for a quality SB but have issues finding one due to location or whatever: Be patient, you never know when one will show up.

Wouldn't it be better to find a HCB right about now when school's out for summer?

More free time and a need for summer fun spending cash. Someone's got to pay for their new bikinis.

[FotoGuy1970]

Update on my M&G today with my blonde / blue first-timer:

For a while I thought it wasn't going to happen. She expressed that she was nervous and that she wouldn't meet my standards because she is inexperienced sexually. But we talked and calmed her concerns. We met for lunch, it went great and then we checked ourselves into a hotel. I was going to take things slow with her because I knew she was nervous. But after a few minutes of cuddling, she took the lead and made it clear that she didn't want to take things slow. This little cutie is the most eager to please SB I've ever had. The date ended shorter than originally planned because of some health-related issues with her, but it was clear she felt really bad for ending it before we had planned. I gave her a few $ for a few hours, as I like her very much. She has the potential to be the best SB I've had overall.

It's funny that just as I was about to give up on a search for a SB until the end of summer, this HCB dropped in my lap. Let that be a lesson to the brothers who look for a quality SB but have issues finding one due to location or whatever: Be patient, you never know when one will show up.