"Sugarbabies" / "Arrangements" Amateurs or Not?

Thanks to the great advice and tips from the members on this board I have been putting some effort towards the young ones. Jackpot this morning. Cute, slim, no kids, just turned 19 and broke. I rented a low end room last night (didn't stay there, a married SD has to figure out how to have a place and good luck finding a room with a mid-day check in) and met her there this morning. We never even met for coffee or whatever before hand. She was nervous but took direction well. I had her stand in front of me while I sat in a chair directing her moves. Made her slowly strip until she was naked. Then had her come over and let me explore her body. Had her drop to her knees and take out junior and get him hard. Led her to the bed and sampled the first teenage pussy I've had in 40 years (with the possible exception of a trip to Costa Rica a few years ago). She insisted on a condom but that was fine. It was so exciting banging that tight young body. When it was time I pulled out, whipped of the rubber, and told her to give me her mouth. I missed with the first shot but the next two went right in and she had no problem swallowing. Damn, I felt like a porn star perve. Gave her $$ (which I know some of you will chastise me for overpaying but for me it was the hottest sex I've had in years). Already set another date for next week. Thanks for sharing your experiences, without the board I wouldn't even have explored that corner.

[QUOTE=FredMoore;2234852]If I want to screw a girl bad enough with condomphilia I have a pack of units that have factory defects -ahem -some slight area of rot or crack that allows Fred junior to burst forth with the first few strokes. There is nothing like the feel of a naked vagina. In my dotage I can rarely cum with a condom on, so it is frustrating to say the least. I don't mind pulling out to spray her somewhere else, but the stroking has to be bare. I also have 5 full seconds of warning before ejaculation shows outside, so can take my time with the 1st 3 contractions and pull out. I get no pleasure with oral, rare I know, but can not cum that way.

Working a really cute 19 yr old latinasian. She lives out of town with parents, no car, no job, so she is not a good prospect, but I really want to sample that tight little pussy Bareback of course! Wish me luck. If I can get into he sh e might just be an occasional booty call .[/QUOTE]My personal experience is that all 11 of my now SB experiences have all been willing bare back participants. One I chose to wear a condom as she was UTR. A few insisted and five minutes later after they were cuming all over my mouth and fingers, insisted I fuck them on the spot and the condom idea was not even a thought. Funny how worked up I can get these girls. (bragging a bit).

With that said, there is risk, we all know this. But the odds of catching HIV from male to female straight sex is minimal at best. It can happen and a risk I am willing to assume Yeah catching the big one would suck, but it's not the end all be all it was a decade ago. Proper treatment and early discovery equals a full life expectancy. And anything you do these days is a fucking risk anyhow. Heard of cancer? Half of all of us sitting here will get to deal with that one, if nothing else. And lets not forget ebola is about to sweep our lovely planet. So I say is she is clean, young and willing, fuck that pussy any way you want.

[QUOTE=VaSD1;2234947]Thanks to the great advice and tips from the members on this board I have been putting some effort towards the young ones. Jackpot this morning. Cute, slim, no kids, just turned 19 and broke. I rented a low end room last night (didn't stay there, a married SD has to figure out how to have a place and good luck finding a room with a mid-day check in) and met her there this morning. We never even met for coffee or whatever before hand. She was nervous but took direction well. I had her stand in front of me while I sat in a chair directing her moves. Made her slowly strip until she was naked. Then had her come over and let me explore her body. Had her drop to her knees and take out junior and get him hard. Led her to the bed and sampled the first teenage pussy I've had in 40 years (with the possible exception of a trip to Costa Rica a few years ago). She insisted on a condom but that was fine. It was so exciting banging that tight young body. When it was time I pulled out, whipped of the rubber, and told her to give me her mouth. I missed with the first shot but the next two went right in and she had no problem swallowing. Damn, I felt like a porn star perve. Gave her $$ (which I know some of you will chastise me for overpaying but for me it was the hottest sex I've had in years). Already set another date for next week. Thanks for sharing your experiences, without the board I wouldn't even have explored that corner.[/QUOTE]Congratulations! May you have many more dates. Still trying to join ranks of those who have enjoyed teen SB. All I've got going it three potential phone conversations for later this week. Lame as in all likelihood they will not lead to anything more (basic stats).

[QUOTE=VaSD1;2234947]Thanks to the great advice and tips from the members on this board I have been putting some effort towards the young ones. Jackpot this morning. Cute, slim, no kids, just turned 19 and broke. I rented a low end room last night (didn't stay there, a married SD has to figure out how to have a place and good luck finding a room with a mid-day check in) and met her there this morning. We never even met for coffee or whatever before hand. She was nervous but took direction well. I had her stand in front of me while I sat in a chair directing her moves. Made her slowly strip until she was naked. Then had her come over and let me explore her body. Had her drop to her knees and take out junior and get him hard. Led her to the bed and sampled the first teenage pussy I've had in 40 years (with the possible exception of a trip to Costa Rica a few years ago). She insisted on a condom but that was fine. It was so exciting banging that tight young body. When it was time I pulled out, whipped of the rubber, and told her to give me her mouth. I missed with the first shot but the next two went right in and she had no problem swallowing. Damn, I felt like a porn star perve. Gave her $$ (which I know some of you will chastise me for overpaying but for me it was the hottest sex I've had in years). Already set another date for next week. Thanks for sharing your experiences, without the board I wouldn't even have explored that corner.[/QUOTE]Sounds like a perfect first date. As I am a proponent of only paying $ a date all I can say is it has to do with frequency. If you date once or twice a week who cares what your paying. But if you date 5+ times a week that's another story. And its all relative to your income. I would pay 10 k a month if I could afford it. And I would be fucking nothing but 10's. I can think of worse ways to spend my money.

[QUOTE=HollywoodGuy;2235326]Sounds like a perfect first date. As I am a proponent of only paying $ a date all I can say is it has to do with frequency. If you date once or twice a week who cares what your paying. But if you date 5+ times a week that's another story. And its all relative to your income. I would pay 10 k a month if I could afford it. And I would be fucking nothing but 10's. I can think of worse ways to spend my money.[/QUOTE]I can only dream about 5+ times per week. Once or twice a week is the best I can do because that's the limits of my time available for sugaring. Agree on the 10 k per month per month scene. Played the lottery tonight so there is always hope!

[QUOTE=HollywoodGuy;2235326]Sounds like a perfect first date. As I am a proponent of only paying $ a date all I can say is it has to do with frequency. If you date once or twice a week who cares what your paying. But if you date 5+ times a week that's another story. And its all relative to your income. I would pay 10 k a month if I could afford it. And I would be fucking nothing but 10's. I can think of worse ways to spend my money.[/QUOTE]Excluding old age where it would be nice to have someone give a shit about your well being when you can't get it up anymore.

An ideal life would be (drum roll) Hollywood's! Oh to have fresh nubile teens mixed in with a stable of regulars every week, SIGH! It would be glorious. At the same time living alone in your own space.

JL is correct in that most of us would like to be in an IRL relationship with a bevy of babes on the side. It would be nice to be above board and have the SO accept your need for speed. But Alas, it is not to be. Every so often I see on the SA website a SB who claims to have a happy marriage where both parties have Sugar on the side. I am not so sure about my SO fucking around, so the double standard is alive and well. Most of us here are married or have an SO and are sneaking around to achieve this lifestyle. It is stressful and wears on you wondering if you will get caught.

Hello gents. I've dipped my toe into and back out of SA several times. Now I know this topic is a horse that has been beaten to death, butchered into quarters, roasted on a slow spit with a nice apricot glaze and served with fava beans and a nice Chianti.

Is there ANYONE out there who is REALLY paying these girls upwards of 2 K a month for only a few visits here and there? Anyone care to give the SA lay-of-the-land testimonial once again??

[QUOTE=VaSD1;2235461]I can only dream about 5+ times per week. Once or twice a week is the best I can do because that's the limits of my time available for sugaring. Agree on the 10 k per month per month scene. Played the lottery tonight so there is always hope![/QUOTE]If I was only doing this once a week I would go straight to the $$$ babes. I drool over their pics and politely refuse their offers. Twice a week I would go to $$ a visit. Still some amazing babes. All 9,s and up. Now when they are that amazing looking they may still have a couple rules to deal with. But an 8 or 9 at $$$ should be a GFE / PSE multi hour experience every time.

The thing is I can't do those multi hour dates everyday anyway. LOL. When I do get one, at least 50% of the time I take the next day off. But a highly trained regular can easily satisfy me in 45 to 75 minutes. I have experimented and find that a reasonable amount of sex per day allows me to partake daily if I want to. Many times I turn down a round 2 to save myself for the next day. At one point earlier in the year I fucked everyday for 2 months just to see if I could. Due to being sick recently (and backing off my princess) I backed it down to just around 20 times a month. Still paying the same $ so my overhead is way down. It still hasnt made me cave to a $$ girl. But if next year the recession continues to turn around anything is possible.

Here is my latest obsession. She quoted me $$$$. I didnt even counter offer, but am trying to at least stay in her view. I find these girls never really back down. And in my mind negotiating diminishes the experience. But could I get her on a starter date for $$? Maybe, but she would still want me to go up after and I wouldn't want to. But I have an extra minute or two a day to say hi and stay blissfully ignorant as to the possibility of ever getting with her.

I am happily married but wife sure doesn't do it like this one.

[ATTACH=CONFIG]346678[/ATTACH]

23 yo. Tighter than the previous teen or any SB I have dated - 23 total. Absolutely crazy, a royal pain in the ass logistically and good for one thing! But boy is she good at that. This is the one I mentioned I chased for 6 months. She has fallen on hard times and now is available but logistics are 1. 5 hrs each way and getting up pretty early to dump her off and make it to work. But I can't help myself.

Had a scare a few months ago and quit for a month but then my mind wanders and. You know what happens!

[QUOTE=FredMoore;2235851]Excluding old age where it would be nice to have someone give a shit about your well being when you can't get it up anymore.

An ideal life would be (drum roll) Hollywood's! Oh to have fresh nubile teens mixed in with a stable of regulars every week, SIGH! It would be glorious. At the same time living alone in your own space.

JL is correct in that most of us would like to be in an IRL relationship with a bevy of babes on the side. It would be nice to be above board and have the SO accept your need for speed. But Alas, it is not to be. Every so often I see on the SA website a SB who claims to have a happy marriage where both parties have Sugar on the side. I am not so sure about my SO fucking around, so the double standard is alive and well. Most of us here are married or have an SO and are sneaking around to achieve this lifestyle. It is stressful and wears on you wondering if you will get caught.[/QUOTE]

[QUOTE=HollywoodGuy;2232773]So after having this girl get me all excited and then turning me down after hearing how she was gonna have to this and that in bed. . She txted tonite unexpectedly and said she thought it over and as long as we didn't do anything extreme we could hook-up tonite. So I drove to get her, brought her back to the FC and had one of the best first dates ever. As promised she let me pound away on her. We went for three hours and three rounds before she said she had to go home.

She was an amazing kisser and had a really cute little body with a close to perfect pussy as you would ever want to have. I loved playing with thos fim teen tits and juicy nipplesI would say she left more than happy with a good banging and a $ in sugar. In the FC, dimly lit as it were, she was a 8/9/9/9... In the bright of day more like a 6.5/8.5/9/9... Can't wait to see her again. I am really gaining an appreciation for the curvy little girls. I like spinners and the positions you can twist them into, but this girl was right there with it. I am sure we surprised each other.[/QUOTE]So after this awesome date we agreed to do it again saturady. She just txted me that $ was too low and she was going to flake. I know that because of where she lives and her demographic that unless she is ready to go UTR she is never going to get more on a steady basis. By the time she figures that out she may lose interest all together. But I am not going to cave for $$. Even though she was a 9 in bed. Lets see how it plays out over the next few days. Whenever I get into these situations I always tell them to just go find another guy for $$ or more but to see me on an off day and I will try to fit into their schedule. Sometimes it works.

[QUOTE=FredMoore;2235851]Excluding old age where it would be nice to have someone give a shit about your well being when you can't get it up anymore.

An ideal life would be (drum roll) Hollywood's! Oh to have fresh nubile teens mixed in with a stable of regulars every week, SIGH! It would be glorious. At the same time living alone in your own space.

JL is correct in that most of us would like to be in an IRL relationship with a bevy of babes on the side. It would be nice to be above board and have the SO accept your need for speed. But Alas, it is not to be. Every so often I see on the SA website a SB who claims to have a happy marriage where both parties have Sugar on the side. I am not so sure about my SO fucking around, so the double standard is alive and well. Most of us here are married or have an SO and are sneaking around to achieve this lifestyle. It is stressful and wears on you wondering if you will get caught.[/QUOTE]It might go back to Maslow's hierarchy of needs. Not that anyone should accept academic psychological theories without questioning them, but just from a logical standpoint those who make studying human behavior their life goal (like Abraham Maslow) probably have more of the answers than those who don't. Basically his theory was that nobody can progress up the hierarchy to social needs (like a long term relationship) if they are struggling to meet basic needs (food / water / sex / etc). If you're always struggling to get one of the lower-hierarchy needs met, you're too busy / preoccupied to worry about the higher needs like finding a life partner. It's always made sense to me -- the times I've found myself completely outside of a relationship (for example when I was newly divorced and had to rebuild my social network of women from scratch), I cared about one thing and one thing only -- who was I going to drop my load on next? It's sort of like being inconvenienced by a swelling in my pants and struggling to fill the position of the next girl to relieve it. It was only after some time being single again and having a steady stream of women who were willing to just have fun, be my last minute booty call or whatever, did I start to feel like I was missing out on something bigger.

What Maslow did not address (to the best of my knowledge) is that once you progress up the hierarchy and some of the higher needs are met, you still have this inner craving to dip down into the lower needs once in a while that is always knocking at the door. Maybe it's the human's way of telling you to keep your lower-rung hunting skills sharp incase some of the higher-rungs collapse and your world comes tumbling down?

[QUOTE=HollywoodGuy;2236118]So after this awesome date we agreed to do it again saturady. She just txted me that $ was too low and she was going to flake. I know that because of where she lives and her demographic that unless she is ready to go UTR she is never going to get more on a steady basis. By the time she figures that out she may lose interest all together. But I am not going to cave for $$. Even though she was a 9 in bed. Lets see how it plays out over the next few days. Whenever I get into these situations I always tell them to just go find another guy for $$ or more but to see me on an off day and I will try to fit into their schedule. Sometimes it works.[/QUOTE]So we txted a little and decided to meet for $. 5 (one time only) and then it drops back to $1. 2. So I did negotiate but this minor amount is not a mood killer. She is a 9 in bed and she is a 19 year old first timer. Lets see if I can get some pics. She declined last time.

[QUOTE=JeezLizard;2236198]

What Maslow did not address (to the best of my knowledge) is that once you progress up the hierarchy and some of the higher needs are met, you still have this inner craving to dip down into the lower needs once in a while that is always knocking at the door. Maybe it's the human's way of telling you to keep your lower-rung hunting skills sharp incase some of the higher-rungs collapse and your world comes tumbling down?[/QUOTE]Damn Maslow! Psychologically the need for variety is deep seated and has to do with protecting the species. I believe that once one's appetite and hunting skills are honed that it is near impossible to suppress it. For example JL, your relationship with the SO is rewarding in every way except variety (it seems) . Yet you will take risks to hunt and conquer prey in the face of losing what you already have. All of us are doing that here, and I suspect those on this (and other) sites are a drop in the bucket spreading their seed far and wide. How many guys are reading this blog site and quietly going about their business without signing in? A higher cortical development differentiates us from lower species--reasoning and conscience to name a few. How can some men resist it where others cannot? Our lives would be a lot less complicated if we didn't think about finding the next conquest all day long. I'll bet Warren Buffett isn't thinking about the next teenage piece of ass.

[QUOTE=FredMoore;2236911]Damn Maslow! Psychologically the need for variety is deep seated and has to do with protecting the species. I believe that once one's appetite and hunting skills are honed that it is near impossible to suppress it. For example JL, your relationship with the SO is rewarding in every way except variety (it seems) . Yet you will take risks to hunt and conquer prey in the face of losing what you already have. All of us are doing that here, and I suspect those on this (and other) sites are a drop in the bucket spreading their seed far and wide. How many guys are reading this blog site and quietly going about their business without signing in? A higher cortical development differentiates us from lower species--reasoning and conscience to name a few. How can some men resist it where others cannot? Our lives would be a lot less complicated if we didn't think about finding the next conquest all day long. I'll bet Warren Buffett isn't thinking about the next teenage piece of ass.[/QUOTE]When I was younger and married I was much more in the category of enjoying the risk itself, and my need for variety was far less controllable. In fact the urges were so great that I think I would have always been somewhat dissatisfied in my marriage until I pursued those urges.

These days it's a bit different. As much as I do crave the variety, I don't have the need to pursue risk just for the sake of risk, because I have so many years of it under my belt that there is kind of a "been there, done that" feeling. And as you said, my relationship is very rewarding in itself, so I have very little motivation to do anything that would threaten it.

The only time I get weak is when she has to travel to deal with family matters, I get a sudden sense of boredom and not knowing what to do with myself, then my mind starts to work in adventurous ways. I decide to travel to some new area just for a change of scenery and to cure the boredom, and since nobody knows me in that area, why not have a nice young piece of ass on my arm at the same time? Aside from that I actually have very little desire or motivation to cheat on her.

It sounds hard to believe but I only do it because I hate being alone when she travels, and I don't have a network of friends to hang out with during those times like I did when I was younger. When you get to my age all the friends you've made along the way are busy with their own lives, putting their kids through college, dealing with family matters and work or whatever, they are not really good candidates to "hang out with". I'm no spring chicken but I still enjoy behaving like I am sometimes just because I'm able to.

[QUOTE=JeezLizard;2237026]When I was younger and married I was much more in the category of enjoying the risk itself, and my need for variety was far less controllable. In fact the urges were so great that I think I would have always been somewhat dissatisfied in my marriage until I pursued those urges.

These days it's a bit different. As much as I do crave the variety, I don't have the need to pursue risk just for the sake of risk, because I have so many years of it under my belt that there is kind of a "been there, done that" feeling. And as you said, my relationship is very rewarding in itself, so I have very little motivation to do anything that would threaten it.

The only time I get weak is when she has to travel to deal with family matters, I get a sudden sense of boredom and not knowing what to do with myself, then my mind starts to work in adventurous ways. I decide to travel to some new area just for a change of scenery and to cure the boredom, and since nobody knows me in that area, why not have a nice young piece of ass on my arm at the same time? Aside from that I actually have very little desire or motivation to cheat on her.

It sounds hard to believe but I only do it because I hate being alone when she travels, and I don't have a network of friends to hang out with during those times like I did when I was younger. When you get to my age all the friends you've made along the way are busy with their own lives, putting their kids through college, dealing with family matters and work or whatever, they are not really good candidates to "hang out with". I'm no spring chicken but I still enjoy behaving like I am sometimes just because I'm able to.[/QUOTE]It's weird as I feel like I could have written this post myself. But I'd like to add, that once inside the bowl and you make a few connections with these incredible sexy, naïve," innocent" young women, it will without doubt, forever change you. And if in the wrong situation (wife at home, or other long standing SO) it will ruin this! Just plain straight ruin it. You will never be able to look at her the same. This is something some of you more new SD's need to consider before starting this part of the hobby. It will change you and your life significantly. The reasons are too many to list here. And in my conclusion it has lead me to believe more then ever that on a raw and evolutionary level, man was designed to spread his seed. My early adventures inside the bowl has tapped into a side of me I did not know was there. And if I had a wife at home, I would be on my way out.