"Sugarbabies" / "Arrangements" Amateurs or Not?

[CaneBay]

I am very clear on my profile in the "first date" area about looking for a SB. I state I will only offer $50 for a date and that is to meet and make sure we have chemistry. I also say any future arrangement will be discussed. About half of the first dates never ask for or have the $50 come up. Another thing I have just added is that I will not accept a date if a message is not sent. This is to weed out some of the flakes. System is, either person can wink or just offer an amount for a date. Once that amount is accepted, then WYP site charges your credits to have access to that persons email. You will be notified whether or not you accept the date if you have mail from that person.

Hope this helps.

Canebay like the report. Very well done and welcome to the brotherhood. Tell us more about WYP. I have signed up and gotten many winks however I have never really participated. What have you done to be sucessfull. How do you separate the SB's from the real civilian women?

What are your findings so far? How much do you offer? Is it a negotiation that goes back and forth, and does this continue on to the FC?

Very interested.

On your question. I think that if you are doing well on WYP I would continue with it. If not then I would move on to another site. But don't get too caught up into too many sites at once. Try one and get good with it. And then try another. Also take your time. I was in a hurry at first and that got me in trouble. Also take breaks between hunts. You need time to digest and recharge.

And be careful out there.

Revvo.

[FredMoore]

Good info everyone. Geez, the videos make it look so easy, LOL!

I agree with your assessment that interaction between the two girls would be a huge boost in the excitement, which is another reason why having me go get the third would be problematic. The other thing with my SB is that we tend to have really long sessions unless our schedules are tight. If the two girls aren't comfortable with each other, it would probably lean toward the pro / UTR "get this over with and go" atmosphere.

Your SB should put her desire for a SB 3rd in her profile. If she states that she has a daddy and wants a girl to play then she can find her and bring her to the party. It might cost you an extra fee, but might be worth it. You could also put it in your profile for a month "looking for a baby to join me and my SB ".

[Walruscl]

IMHO the fun of a threesome would be the two girls into each other with me playing the voyeur and insert myself into any and all available holes during their sex play. My one and only experience involved 2 young UTRs, both very cute, who did not interact with each other. So basically I fucked each separately, one after the other. Now there is nothing wrong with that scenario since they were a little different--C cup and B Cups, Good Kisser / no kisser, slim / full figure, etc. I got to choose which one I wanted to fill with my seed so it was all good.

Good info everyone. Geez, the videos make it look so easy, LOL!

I agree with your assessment that interaction between the two girls would be a huge boost in the excitement, which is another reason why having me go get the third would be problematic. The other thing with my SB is that we tend to have really long sessions unless our schedules are tight. If the two girls aren't comfortable with each other, it would probably lean toward the pro / UTR "get this over with and go" atmosphere.

[FredMoore]

Yeah, it's curious, because I'd been fantasizing a little bit about threesomes recently. But: (a) I didn't think she'd be into that (silly me), (b) I sure as hell wasn't going to be the one to bring it up, and (c) I didn't see how we could pull it off very easily.

And yeah, agree that I'm not the one to bring in the third party. The problem there is that she doesn't know anyone. In fact she specifically bemoaned that "there aren't enough bi women out there", and her social circles are pretty limited in that regard.

Alas, fun to think about, and pretty hot that she'd be game to do it at all.

IMHO the fun of a threesome would be the two girls into each other with me playing the voyeur and insert myself into any and all available holes during their sex play. My one and only experience involved 2 young UTRs, both very cute, who did not interact with each other. So basically I fucked each separately, one after the other. Now there is nothing wrong with that scenario since they were a little different--C cup and B Cups, Good Kisser / no kisser, slim / full figure, etc. I got to choose which one I wanted to fill with my seed so it was all good.

[LandonR]

I don't get to travel for work all to often, so when my boss called me up last month and told me to make plans to attend a 3 day meeting 700 miles from home I knew it was time to renew my membership on SA. I had about a 3 week lead time to pipe line some prospects in the city I was visiting. My strategy was simple. Contact as many SB's in that city as possible in the time leading up to my trip, establish rapport with them via text, and schedule M&G's with the ultimate goal of going to the FC. I thought my strategy was simple, but as we know the sugar bowl can prove to be an interesting arena.

My first prospect that seemed to be the most promising was a 21 year old, very petite, college junior. This one immediately raised an eyebrow early on in our conversations because she made mention of the fact numerous times that she wouldn't be able to accept money from me. It seems like her motivation is that she likes having older guys in her life as a potential emergency blanket should she need financial help down the road. We made plans to meet for a lunch as soon as my plane landed. Upon her arrival I was very happy to see her. Lovely personality and a killer body in a 5'1 inch frame. Lunch went well, but as the conversation unfolded my image of a sweet and innocent college junior was quickly shattered. It turns out she's had other SD's before. She also told me she just started a job as a waitress at a strip club, but my instinct tells me I'm thinking she actually dances there. She had to leave for class, so we made plans to meet later that night. Hot and heavy texting took place throughout the afternoon and once her class got out she drove about 30 minutes to visit me at my hotel. She came up to my room to change out of her clothes she wore to class into a sexy, tight skirt. You can imagine how turned on I was when she told me to sit in the chair and watch her as she changed. I managed to control myself and we made it to the restaurant for dinner. She proceeded to talk about the useless nonsense that 21 year old girls talk about while I downed 3 drinks. $85 and an hour later we were out of the restaurant and back to the hotel. We proceeded to have a good hour or two of fun in the room and she invited herself to sleep over once we were done. I wasn't really planning on that, but it was late and couldn't really see myself kicking her out of the room at that point. I had to get up early for work, so when 6:30 am came I jumped int he shower and woke her up the only way I know how to wake up a sexy 21 year old girl lying in my bed. By 7:30 in the moring she was on her way. I did slip $60 for "gas" money into her purse. But for the $85 dinner and $60 gas money I had 3 memorable moments that evening.

My second night on the trip was supposed to be spent with either a 23 year old recent college grad now working as a bartender or another 22 year old college junior. The bartender had invited me to visit her at her bar so I stopped in on Day 1 to meet her and say Hi. We had a decent convesation but was a little difficult for much given she was at work with co-workers and such. However we made plans to hang out on the evening of Day 2 with an implied trip to the FC being tossed around over text messaging. On Day 2 we communicated throughout the day and then about an hour before she was supposed to arrive she goes dark. Nothing. No responses to texts and never shows up. I finally reach her on Day 3 and asks if she chicked out to which she just replied. Yes. The 22 year old behaved much the same way. We never met in person but she assured me she was coming over that night, even texted me 30 minutes prior saying she was on her way out the door. She never shows up. So even though I was double booked that night, both of them backed out.

My 3rd night proved to be a success. Made plans to meet with a 22 year old college senior. She shows up to the hotel and we meet in the lobby. She's dressed in a very sexy skirt and heels, however looks a little bigger than her photos showed. She's got a VERY cute face, but just a tad bigger than what I typically prefer in the sugar world. She's a pleasure to be with and the nonsense she spews is not as nutty as the girl from Day 1. We ended up hitting a couple of bars within walking distance of each other and after a few drinks I invite her back to the hotel room to listen to some music we had been talking about. We get back into the room and the fun begins. I get all of her clothes off and I start getting some last minute resistance from her. How she is not that type of girl, and doesn't want to go all the way on the first date. I decide that it's late, I don't feel like trying to bust through that, and her oral skills were mighty fine so I let her enjoy herself doing that. We had never discussed terms of an arrangement, but when we were finished we both mutually decided this was more of a test drive to see if we were compatible. So my only damage for this date was the $60 on drinks. .

Back home now and last night decided I should get out of the house at the last minute to watch some basketball. On my way to the bar I get a text message from a "29" year old local SB that I had never met but had emailed with a few times prior to my trip. I invite her to join me at this random bar for drinks and to my surprise she actually shows up. She doesn't look as good as her pictures, probably about a 7, and after further facebook investigating this morning turns out she is actually 35. We watch the game and have some cocktails at the bar and I invite her to take a ride with me. We find a empty parking lot where I get to sample her oral skills as well. As luck would have it she wasn't looking for any sugar last night and the damage was just $50 on drinks. Not sure if I'll see her again or not.

So my brothers, some good fortune for me this week with minimal damages. None of these girls I'll probably ever see again (maybe the last one if desperate) but definatley have some memories made. .

[JZLizard]

Not sure if this has been covered so I thought I would raise the question here. We all have friends that are superhot the judge themselves on the number of Facebook friends they have. So through the years you add a number of different attractive women. Well it just so happened the other day when I went to renew my membership to SA I saw the profile of a girl I recognized as one of my friends on Facebook and has a ton of friends in common. She's definitely hot enough but as in real life I fear she may be GPS all the way.

Of course saying anything directly would most likely freak her out but she is my type I could run the game and take a chance that she won't recognize me or come from the POV of "hey, we both know what we are here for" and try to come to an agreement before connecting the dots. Of course that would be WAY after we've built a report and come to an understanding but shy of meeting...

What do you Seniors think?

Anyone ever come across a hottie you know on one of the sites?

I've come across two ladies I knew from civ dating on sugar daddy sites.

One was a late 20's hottie that I went out with a few times, I just met her on Match and her profile indicated a very wide age range of acceptance (she was open to guys my age). Sex with her was very good but right around the time she met me, she also met another guy near her age that she fell in love with. It was weird because as she was ramping up a "love" relationship with him, she was telling me how much better the sex was with me. She said her feelings for me were largely sexual but she had so much in common with him that he was deep in her heart. Fine with me as I never really liked her as anything but a friend and fuck buddy -- I always thought she was kind of a whiny ***** and she openly hated my dog (not a way to get on my good side), but sometimes bitchiness makes for good sex and in this case it did. Anyway after I knew her for a couple of months I saw her profile on a sugar daddy site but I could tell she had not logged in for many months. I sent her a screenshot of the profile and said something like "why didn't you tell me this is what you wanted? She had never indicated any need for financial support from me. She replied to the effect of "that's sooo funny! I forgot all about that site" and then proceeded to tell me that no, she is not looking for a sugar daddy and never wanted or expected that from me, that she was just experimenting when she did that to see what's out there. Funny thing is her "roommate" was a mid-40's guy that was letting her stay in his house, and I have a strong suspicion it was probably an SD she met from the site and was paying rent with her pussy... Just can't prove it. At one point, I asked if she was banging him and she said no.

The second was a 30 ish single mom from another city that I met on Match some years back and hit it off with. Match is sometimes surprisingly good at what it does in terms of the percentage match (only problem being is that as you get older your age starts to put you out of range for some of the ones you'd like to date). She drove about 2.5 hours during the day to come meet me for lunch, and was a lot better looking in person than her pics. I wanted to fuck her badly enough but the date was going more like a long-term relationship material date so I didn't want to make things awkward by suggesting we go to my house and fuck. After lunch we ended up going to an art museum, then a bookstore where she bought some books for her little girls (on her dime) and I enjoyed the day overall. We concluded we lived too far from each other to really start anything up, but if one of us were to either move closer to each other or find a reason to be in each others' city often, we would definitely try a relationship to see how it went. We remained friends and spoke in email and swapped pictures for years. I always respected her because when I met her, she was finishing her bachelors full time as well as supporting her kids and maintaining a decent living. After she graduated her career did even better, she bought a house, and continued to be self-supporting (at least I thought). That aspect of her always attracted me to her even beyond her looks. Well one day I saw her profile on a sugar daddy site, and while I didn't say anything to her about it, it completely destroyed the respect I had for her previously as I assumed that either she was never as self-supporting as I thought she had been, or she was just "throwing in the towel" in terms of believing in herself. I know life is hard for single moms but I think when someone gets over about 35 and they are still sugar babying, regardless of how attractive they are it says something about them as a person that I can't help but lose respect for. Basically it was disappointing to see her there... Didn't affect my friendship with her but it is what it is.

[FotoGuy1970]

Not sure if this has been covered so I thought I would raise the question here. We all have friends that are superhot the judge themselves on the number of Facebook friends they have. So through the years you add a number of different attractive women. Well it just so happened the other day when I went to renew my membership to SA I saw the profile of a girl I recognized as one of my friends on Facebook and has a ton of friends in common. She's definitely hot enough but as in real life I fear she may be GPS all the way.

Of course saying anything directly would most likely freak her out but she is my type I could run the game and take a chance that she won't recognize me or come from the POV of "hey, we both know what we are here for" and try to come to an agreement before connecting the dots. Of course that would be WAY after we've built a report and come to an understanding but shy of meeting...

What do you Seniors think?

Anyone ever come across a hottie you know on one of the sites?

Not too long ago, I related the story of when I came across the daughter of a woman I had dated off and on. It was actually a really strange feeling seeing someone I knew on there. Don't get me wrong, if things had aligned and she showed interest, I probably would have banged the shit out of her. But this girl created her profile and never logged back in to the site.

[Walruscl]

If your girl is hot I guarantee other girls are flirting with her. Just tell her to keep her antennae up. Where I live its quite common. But I am sure it happens everywhere.

Can't hurt. Though she's not hot in the traditional sense. Plain-Jane bookish face, introverted, a bit uncomfortable in her own skin. Which is intensely ironic when you see her in all of her skin. Personally I think she's hot as hell, but that's not at all obvious on first impression.

[HollywoodGuy]

Yeah, it's curious, because I'd been fantasizing a little bit about threesomes recently. But: (a) I didn't think she'd be into that (silly me), (b) I sure as hell wasn't going to be the one to bring it up, and (c) I didn't see how we could pull it off very easily.

And yeah, agree that I'm not the one to bring in the third party. The problem there is that she doesn't know anyone. In fact she specifically bemoaned that "there aren't enough bi women out there", and her social circles are pretty limited in that regard.

Alas, fun to think about, and pretty hot that she'd be game to do it at all.

If your girl is hot I guarantee other girls are flirting with her. Just tell her to keep her antennae up. Where I live its quite common. But I am sure it happens everywhere.

[JZLizard]

Yeah, it's curious, because I'd been fantasizing a little bit about threesomes recently. But: (a) I didn't think she'd be into that (silly me), (b) I sure as hell wasn't going to be the one to bring it up, and (c) I didn't see how we could pull it off very easily.

And yeah, agree that I'm not the one to bring in the third party. The problem there is that she doesn't know anyone. In fact she specifically bemoaned that "there aren't enough bi women out there", and her social circles are pretty limited in that regard.

Alas, fun to think about, and pretty hot that she'd be game to do it at all.

Some suggestions:

If you search the web for threesome hookup sites, there are plenty out there. I don't have first hand experiences with them so I couldn't tell you which ones, but you could also try the 3 NDR app: http://www.3nderapp.com.

I believe Craigslist has casual encounter forums for this very purpose.

Do some research on the web to see if you can find some lesbian friendly or swinger nightclubs and take her there to see what you can get into.

Some of the SD sites allow sugar mommas to go looking for SBs, so maybe that approach could work to your advantage?

[Walruscl]

I wish my ATF wanted that, as she attracts girls all the time (and she claims to be totally uninterested, if not outright creeped out by it). And most strippers are at least bi. But unless your girl is really is a bit out there, finding one from scratch is probably not advised. Better to let her bring the girl.

Yeah, it's curious, because I'd been fantasizing a little bit about threesomes recently. But: (a) I didn't think she'd be into that (silly me), (b) I sure as hell wasn't going to be the one to bring it up, and (c) I didn't see how we could pull it off very easily.

And yeah, agree that I'm not the one to bring in the third party. The problem there is that she doesn't know anyone. In fact she specifically bemoaned that "there aren't enough bi women out there", and her social circles are pretty limited in that regard.

Alas, fun to think about, and pretty hot that she'd be game to do it at all.

[Revvo]

Hello and thanks to all the posters in here. There is a wealth of knowledge! I have been getting my toes wet in the bowl for the last couple of months. I have been using the free sites (or mostly free sites) to work on my game so to speak. I do have a SO and do not want that situation to change. I travel with work and set my own schedule so I have several areas where I can play in the bowl. I have had the most success on WYP site. There are costs to this site, but they do not add up to much. I have also been trying SDT site. No costs. On the SDT site, I have sent out just over 20 intro, had 4 POTs with 3 disappearing and meeting one - 19 and good to go. Just not my type. Had fun and called it quits. For the most part SDT is a waste of time. On WYP. Quality here really varies as to the local. May have to do with where they spend their advertising dollars. This may be a good way to pick which sites you use. An advertise search for that website in your bowl area? Have been really working on my intro and texting game. Sent 25-30 requests. Had about half accept and begin chatting. This site has both civi's and SB's so make sure your profile really spells out what you are looking for. Boiled it down to 4 POTS. 2 of which are not SB. S ATLSB - 19 a bit flaky but lots of fun. And countrySB. Ex barrel racer. A bit taller then me a great potential for a long term arrangement. I read somewhere, that single moms made great SB's. So far I have found this to be true in that they are not as flakey as the 18-15 single ladies are. Working on the 2 other POTS. CollegePOT disappeared 2 days ago right before our meet. Believe she is out, but time will tell. ChattPOT, meet had a great M&G and then she backed off a bit. Trying to work out being a SB instead of a GF. We keep in touch and she is still sending pics and messages, not holding my breathe but the random pics are fun!

I have taken as much advice from this site and applied it to my game. I am using google voice for text and calls as well as google mail. Only issue with this set up is I can not receive pics as texts. Rest works really well. I have set up a SD persona that does not trace back to my actual life in any way. I am able to meet and play a couple of days a week and working on setting up a SB in each major city I travel too. This means each SB will get 2-5 dates a month. Ideally of course.

My question now. Do I keep playing in WYP or do I move on to SDFM, SA, other sites? I have a non paying profile on SBFM and have received a ton of emails. -- I believe most of these are fake as I do not have a pic on the site and a limited profile. I am not sure about SA because I have not found a way to do any free searches in my target areas. My target areas are Nashville, Lexington, Atlanta, Chattanooga and Asheville.

Thanks again for all the help. Indirectly and directly!

Canebay like the report. Very well done and welcome to the brotherhood. Tell us more about WYP. I have signed up and gotten many winks however I have never really participated. What have you done to be sucessfull. How do you separate the SB's from the real civilian women?

What are your findings so far? How much do you offer? Is it a negotiation that goes back and forth, and does this continue on to the FC?

Very interested.

On your question. I think that if you are doing well on WYP I would continue with it. If not then I would move on to another site. But don't get too caught up into too many sites at once. Try one and get good with it. And then try another. Also take your time. I was in a hurry at first and that got me in trouble. Also take breaks between hunts. You need time to digest and recharge.

And be careful out there.

Revvo.

[HollywoodGuy]

With my family situation (and the fact that I don't travel), overnights with my SB are a rare and glorious thing. Well, the stars aligned finally, and bliss ensued.

In the fantasies-I-didn't-know-I-had category, I was treated to a relentless BJ for the last fifteen minutes of the car ride after picking her up. Not sure I would do that again, and don't really recommend it, but... Wow, what a rush.

Short of a two-hour nap before having to rise and shine, it was playtime all night long. We've all heard the "all night long" line, and know that most of the time it's hyperbole. But I got to check off another fantasy from the bucket-list, because this time it was literally all night. The icing of course was that the nap didn't mark the end of the festivities, I awoke to a quick kiss then her going right back to town: extended BJ, then cowgirl because she couldn't stand it any longer.

In the wee hours she asked whether I watched porn: like, duh, what guy doesn't? So we compared our tastes, what got us off versus what we watched more as a curiousity, etc. Which is a discussion I've had with nobody else on the planet (the SO is decidedly not into porn-she doesn't mind if I am, but it's mostly don't-ask-don't-tell). So she's totally amazed that I watch porn, or more to the point, am willing to talk with her about it. And also finds it hot to be going at it while it's running in the background.

One example I showed was one of the more tasteful MFF threesomes, though I played it down as something I couldn't imagine actually doing. To which she replied, "that is *so* one of my fantasies! I really want to do that." We talked a little about what would be hot about actually doing it, but I didn't really take it seriously.

So later that day she says, "So, about that threesome thing: how do we make that happen? I *really* want to do that." I responded with the accepted wisdom from the brothers that she should probably be the one to find the other girl, since it's most important that she be comfortable. But her social circle isn't really amenable to that, so I figure for now it will be in the "fun to talk about" category. The path between just talking about it and doing it in a safe and secure fashion is such a minefield that I really don't see how we'd get there.

I know this has been discussed, and I'm pretty sure some of the brothers have done it. But my impression is that it happens usually because the girl already knows a willing partner, rather than a start-from-scratch search for a candidate like would happen here. Has anyone pulled off the latter strategy? It sure would be one hell of a fantasy to actually live, but I'm not willing to totally abandon my current risk profile for it.

What say ye?

I wish my ATF wanted that, as she attracts girls all the time (and she claims to be totally uninterested, if not outright creeped out by it). And most strippers are at least bi. But unless your girl is really is a bit out there, finding one from scratch is probably not advised. Better to let her bring the girl.

[Madaboutmax]

With my family situation (and the fact that I don't travel), overnights with my SB are a rare and glorious thing. Well, the stars aligned finally, and bliss ensued.

In the fantasies-I-didn't-know-I-had category, I was treated to a relentless BJ for the last fifteen minutes of the car ride after picking her up. Not sure I would do that again, and don't really recommend it, but... Wow, what a rush.

Short of a two-hour nap before having to rise and shine, it was playtime all night long. We've all heard the "all night long" line, and know that most of the time it's hyperbole. But I got to check off another fantasy from the bucket-list, because this time it was literally all night. The icing of course was that the nap didn't mark the end of the festivities, I awoke to a quick kiss then her going right back to town: extended BJ, then cowgirl because she couldn't stand it any longer.

In the wee hours she asked whether I watched porn: like, duh, what guy doesn't? So we compared our tastes, what got us off versus what we watched more as a curiousity, etc. Which is a discussion I've had with nobody else on the planet (the SO is decidedly not into porn-she doesn't mind if I am, but it's mostly don't-ask-don't-tell). So she's totally amazed that I watch porn, or more to the point, am willing to talk with her about it. And also finds it hot to be going at it while it's running in the background.

One example I showed was one of the more tasteful MFF threesomes, though I played it down as something I couldn't imagine actually doing. To which she replied, "that is *so* one of my fantasies! I really want to do that." We talked a little about what would be hot about actually doing it, but I didn't really take it seriously.

So later that day she says, "So, about that threesome thing: how do we make that happen? I *really* want to do that." I responded with the accepted wisdom from the brothers that she should probably be the one to find the other girl, since it's most important that she be comfortable. But her social circle isn't really amenable to that, so I figure for now it will be in the "fun to talk about" category. The path between just talking about it and doing it in a safe and secure fashion is such a minefield that I really don't see how we'd get there.

I know this has been discussed, and I'm pretty sure some of the brothers have done it. But my impression is that it happens usually because the girl already knows a willing partner, rather than a start-from-scratch search for a candidate like would happen here. Has anyone pulled off the latter strategy? It sure would be one hell of a fantasy to actually live, but I'm not willing to totally abandon my current risk profile for it.

What say ye?

I have had 20+ threesomes. I'm actually not that into them because there is only one of me and they rarely turn out as good as planned. Very few sexual experiences are as good if they require too much planning and threesomes usually require a lot of planning. It works best when it is the girls idea. The best times I've had is taking a girl to s stripclub and she really hit it off with a dancer who decided to come home with us.

In summary, it needs to be the girls call, but you can create the right environment (going to a strip club togetheer). Always best if it is more spontaneous and involves a woman I'm very interested in.

Good luck!

[JoeBlowDC]

Not sure if this has been covered so I thought I would raise the question here. We all have friends that are superhot the judge themselves on the number of Facebook friends they have. So through the years you add a number of different attractive women. Well it just so happened the other day when I went to renew my membership to SA I saw the profile of a girl I recognized as one of my friends on Facebook and has a ton of friends in common. She's definitely hot enough but as in real life I fear she may be GPS all the way.

Of course saying anything directly would most likely freak her out but she is my type I could run the game and take a chance that she won't recognize me or come from the POV of "hey, we both know what we are here for" and try to come to an agreement before connecting the dots. Of course that would be WAY after we've built a report and come to an understanding but shy of meeting...

What do you Seniors think?

Anyone ever come across a hottie you know on one of the sites?