"Sugarbabies" / "Arrangements" Amateurs or Not?

I recently fired up my SA account after about a year break and have been having some of the best sexual experiences of my life and then some. I have a real nose for UTR girls and such and avoid those. I seek out truly unique experiences on SA and do tend to build up a rotation. I do not see trashy, druggy, etc, type girls. All the girls I've seen over the past 6 weeks were professionals, in school finishing their masters or PhD etc. Smart girls. Of the twelve girls I've seen over the past six weeks, only ONE even mentioned a condom unless I did. I get these girls so hot, they don't care or something. Now I have been using one except for a few girls, when I was out of my mind into the romp and little head was going in. A hot 24 year old Army girl, red head with the sweetest, perfect pink little dipping box, legs pushed back just screaming, "fuck me" as was she verbally. I didn't stop for a condom.

So keep in mind, these are not trailer trash girls I've been seeing. These are smart young women. Anyone else encountering this? Yes, they were all on BC, except one, who said she would terminate in the unlikely event she missed her period. (I always pull out, but we all know how that can turn out).

Over the last six weeks, I have met some great young women. Had the best head of my life, back to back, from two different girls, both aged 24, both described loving to give head and it showed. I went four rounds with the little red head army girl, and I haven't done that in years. She had me going until I dropped.

The red head Army girl was getting revenge on cheating hubby. Had not had sex in six months. She was on fire. Another girl was spunky, sassy and sweet and after conversing for half an hour, asked if she could suck my dick and gave me the the best most teasing BJ of my life and swallowed. Then she told me to relax for ten minutes and gave me a massage and got me hard again and begged me to fuck her. CRAZY! A PhD student in psychology. Easily an 8. A girl seeking a dom, at 22 years old, told me to do anything my heart desired to her, and loved to please, a middle eastern girl, sweet and shy, but a pleaser by nature, super smart and got off on pleasing me. She had the most incredible little trick when giving head. Alternating deep suction on then just on my head while she arched her perfect body moaning and playing with my balls.

It's amazing what you can find if you treat these women polite and nice, while not coming across as a pushover. I just love the little differences in these women and experiencing them all. I feel like this hobby is ruining me for a real long term relationship though. I don't say that lightly either. I don't know if I could go back to just one woman, doing the same boring predictable things after my experiences here. Now I will say I am not probably the average SD. I body build, yes at an older age, but I'm pretty built and I have a boyish way about me. I relate to these girls, while maintaining a more mature approach. They like it. Most have been as much into me, as I ever could have them. One even joked about paying me.

Since I've been on SA and reading these threads, I've been intrigued (=obsessed) by the idea of getting that '1/3 my age' girl. It happened tonight, on a business trip. Mature for 20 and sophisticated, knows how to choose a fine restaurant. A 10/4/6. I thought dinner went ok but had no idea if we would go to the FC. Left it totally up to her but she agreed, then wanted to know what I'd gifted past SBs. Should have gone lower than I did, though later she kept saying 'I'm worth more than x'. Not really. Highly aroused / wet, many Os from DATY, took direction on the BJ (but doesn't love giving them), laid around and cuddled a long time before I decided to fuck her. Flipped her a couple of times (but I don't love doggie). Probably would not repeat as I really lust for the spinners, not the pudgy.

[QUOTE=DirtyDeeds38;3094477]I recently fired up my SA account after about a year break and have been having some of the best sexual experiences of my life and then some. I have a real nose for UTR girls and such and avoid those. I seek out truly unique experiences on SA and do tend to build up a rotation. I do not see trashy, druggy, etc, type girls. All the girls I've seen over the past 6 weeks were professionals, in school finishing their masters or PhD etc. Smart girls. Of the twelve girls I've seen over the past six weeks, only ONE even mentioned a condom unless I did. I get these girls so hot, they don't care or something. Now I have been using one except for a few girls, when I was out of my mind into the romp and little head was going in. A hot 24 year old Army girl, red head with the sweetest, perfect pink little dipping box, legs pushed back just screaming, "fuck me" as was she verbally. I didn't stop for a condom.

So keep in mind, these are not trailer trash girls I've been seeing. These are smart young women. Anyone else encountering this? Yes, they were all on BC, except one, who said she would terminate in the unlikely event she missed her period. (I always pull out, but we all know how that can turn out).

Over the last six weeks, I have met some great young women. Had the best head of my life, back to back, from two different girls, both aged 24, both described loving to give head and it showed. I went four rounds with the little red head army girl, and I haven't done that in years. She had me going until I dropped.

The red head Army girl was getting revenge on cheating hubby. Had not had sex in six months. She was on fire. Another girl was spunky, sassy and sweet and after conversing for half an hour, asked if she could suck my dick and gave me the the best most teasing BJ of my life and swallowed. Then she told me to relax for ten minutes and gave me a massage and got me hard again and begged me to fuck her. CRAZY! A PhD student in psychology. Easily an 8. A girl seeking a dom, at 22 years old, told me to do anything my heart desired to her, and loved to please, a middle eastern girl, sweet and shy, but a pleaser by nature, super smart and got off on pleasing me. She had the most incredible little trick when giving head. Alternating deep suction on then just on my head while she arched her perfect body moaning and playing with my balls.

It's amazing what you can find if you treat these women polite and nice, while not coming across as a pushover. I just love the little differences in these women and experiencing them all. I feel like this hobby is ruining me for a real long term relationship though. I don't say that lightly either. I don't know if I could go back to just one woman, doing the same boring predictable things after my experiences here. Now I will say I am not probably the average SD. I body build, yes at an older age, but I'm pretty built and I have a boyish way about me. I relate to these girls, while maintaining a more mature approach. They like it. Most have been as much into me, as I ever could have them. One even joked about paying me.[/QUOTE]Its like civy dating, most don't care about protection. Its your responsibility to protect urself so that's on you. Just remember that your not the only one they are fucking, especially the college age girls. Oh the way to check to see how much your looks and boyish charm factors into this is stop paying them and see if they still hang around. If they receive a good arrangement in their eyes its your money and personality that matters to them.

[QUOTE=JohnHandCock;3094658]Its like civy dating, most don't care about protection. Its your responsibility to protect urself so that's on you. Just remember that your not the only one they are fucking, especially the college age girls. Oh the way to check to see how much your looks and boyish charm factors into this is stop paying them and see if they still hang around. If they receive a good arrangement in their eyes its your money and personality that matters to them.[/QUOTE]Agreed with the stop paying analogy. I wasn't attempting to brag in my former post. Just tell the entire scenario. I'm reliving a youth I never had with these girls. No regrets. As for quitting payment and see if they stick around, that has actually happened in my last long term arrangement at HER request. She no longer wanted my money and she actually started buying me gifts. I'm almost 50 and she was 26, go figure that. She was also a solid 9 and crazy about sex. My real life girlfriend is a lingerie model, financially secure beyond me and would kiss the ground I walk on. She is also 29. So you ask why I do the SB thing? Because I like it and like getting and getting to know and into different women. My real GF is also not very sexual. She never has been. She likes sex, she's just not crazy about it. She can take it or leave it and that just does not work for me. I like the excitement of meeting these women. Call it an addiction, maybe it is, but I am hooked.

As for not using condoms, again, I used them on all but 2 of the last 12. I realize it is my responsibility. I was pointing out that I thought well educated smart young women these days would all insist on them. I guess the big disease that keeps on giving is almost curable now and very easily treated so they don't worry as much. I still would not want to mess with that though. To date, I have never had an STD, knock on wood.

[QUOTE=Grumpyinva;3094385]...I will say, this is definitely an "in person" thing, though I do check the prices on [URL]hotels.com[/URL] first, to make sure the clerk doesn't try to rip me off...[/QUOTE]I guess I'll have to tell the POT that this idea of checkin in the morning will not work as you've indicated that one has to be there "in person" to get what they want. BTW I can book and pay for a room on [URL]hotels.com[/URL] for a guest different from the account holder. The SB will not know anything about who booked the room of course when she checks in she'll have to take of the CC required for incidentals.

Actually my account is under a fictitious name and the site by default uses that as the name of the guest. The first couple of hotels did not care that the name on the reservation was different from that on the I'd provided at checkin however the next hotel insisted that only the name on the reservation can check in which meant calling customer service to change the name on the reservation. After that I've been using my real name on the reservation!

[QUOTE=DirtyDeeds38;3095136]Agreed with the stop paying analogy. I wasn't attempting to brag in my former post. Just tell the entire scenario. I'm reliving a youth I never had with these girls. No regrets. As for quitting payment and see if they stick around, that has actually happened in my last long term arrangement at HER request. She no longer wanted my money and she actually started buying me gifts. I'm almost 50 and she was 26, go figure that. She was also a solid 9 and crazy about sex. My real life girlfriend is a lingerie model, financially secure beyond me and would kiss the ground I walk on. She is also 29. So you ask why I do the SB thing? Because I like it and like getting and getting to know and into different women. My real GF is also not very sexual. She never has been. She likes sex, she's just not crazy about it. She can take it or leave it and that just does not work for me. I like the excitement of meeting these women. Call it an addiction, maybe it is, but I am hooked.
[/QUOTE]To paraphrase the Penthouse Forum: I never thought this would ever happen but. My longtime SB was in a car accident around New Year's. It was the other driver's fault and she had a slight injury. As the claim process worked its painfully slow magic, I continued to provide for her and give fatherly guidance and advice. Because she is so irresponsible with money, I suggested she give me some of the settlement money when it finally comes. For safe keeping. She texted me this week and asked to meet for lunch. She had just cashed her check and handed me $500 and bought lunch. She even wanted a quickie but I had an appointment.

Indeed, it can be a two-way street with these babies. I have no doubt the entire amount will find its way back to her before the end of this year.

[QUOTE=JeezLizard;3079227]That's a good point, I've noticed that on some sites. I didn't think about it in my response because I typically don't go for the cancellable option. For purposes of last minute hotel bookings I guess I don't have a lot to offer since I don't do that. I guess if last minute cancellation wasn't an option, I would probably just plan on doing the M&G first but just plan on the first FC trip taking place another day. If the M&G goes well, she's less likely to flake the second time you meet.[/QUOTE]I had been setting up the FC to immediately follow the M &G, primarily because I was playing an hour to 1. 5 hours from home. Didn't make sense to invest 2 to 3 hours of travel time for an M & G. Now that I have reduced my radius down to 30 to 45 minutes I may change my M. O. Meanwhile I will say Red Roof has upgraded many of their properties and for redi-card members they have a 8 pm day of check-in cancellation deadline. They also have outside doors. If I feel the POT is a bit hot (as in a 9 or a 10) then I will spring for a nicer hotel with inside doors. In my area Laquinta, Sleep in, Comfort Suites are in the 70-80 range with tax.

[QUOTE=DirtyDeeds38;3081599]Literally the last ten women I've met in their twenties are all into total dominant, bondage type sex. And they have a plethora of experience in it. One after another. I meet these women and they seem all shy, sweet and sensitive and after talking sex and such with them, come to find out they all want BDSM stuff. It's crazy! Don't get me wrong, I enjoy some aggressive play style and what not, but most of the girls are into some seriously freaky stuff. And it's often the ones you don't suspect. They seem like they want to be, "made love to" all movie like and sensual slow sex. After we get done, I usually start opening up and talking sex. Most girls enjoy this talk. And then BAM, they start saying thing like, "I had this dominant man, and I liked to be tied up, whipped, my hair pulled, choked, etc etc etc. I lay there and think, damn did I miss the boat. LOL. It's so crazy!

Anyone else experiencing this out there in the bowl?[/QUOTE]I have been in the bowl for a little over a year, but about 6 months ago had 3 consecutive two month long arrangements, an 18 yr old, a 25 yr old and a 19 year old. Each of them, in varying degrees were submissive ("subs") into BDSM as opposed to "vanilla" I stepped up my game, learned how to tie rope through internet video and rope purchases (I now consider myself a "rope top" purchased a set of mattress straps along with other accessories (blindfolds, etc). Now I even tend to search out that profile. It is a nice change of pace from vanilla.

Brother Vasail, good to see you returning from a long hiatus.

I've found that long term arrangements tend to work out this way. Something more than a friend, less than a boyfriend, but with a spattering of mentoring and real caring thrown in here and there for good measure. Also, although I now tend to avoid them, I've found older sbs tend to realize that they need to treat a good daddy with as much respect as they receive, but even the younger ones realize this if they're old souls or wise beyond their years.

Sounds like your baby was particularly dependent on you for guidance. These are my favorite kind. Happy hunting brother.

[QUOTE=Vasail;3095632]To paraphrase the Penthouse Forum: I never thought this would ever happen but. My longtime SB was in a car accident around New Year's. It was the other driver's fault and she had a slight injury. As the claim process worked its painfully slow magic, I continued to provide for her and give fatherly guidance and advice. Because she is so irresponsible with money, I suggested she give me some of the settlement money when it finally comes. For safe keeping. She texted me this week and asked to meet for lunch. She had just cashed her check and handed me $500 and bought lunch. She even wanted a quickie but I had an appointment.

Indeed, it can be a two-way street with these babies. I have no doubt the entire amount will find its way back to her before the end of this year.[/QUOTE]

Dirty, you are indeed correct. I've been floored by the amount of babies that don't care about protection. This new generation didn't grow up with the aids scare though.

For me personally, barebacking is only something I'll do with a trusted baby that isn't banging multiple guys or is also in a long term relationship ship with one guy. I can't bring anything back to my SO, and also fear the possibility of a Sb showing up at my door one day with a real live infant baby in her arms. I have chosen not to be snipped at this point in my life.

When I first started in this game, barebacking was out of the question. I've let my little head take control on one or two occasions though. And of course in instances where I hit the point in the relationship where we swap std test reports, I feel like I can trust the baby enough to stay on the pill and to not be banging 10 other daddies at the same time.

[QUOTE=DirtyDeeds38;3095136]Agreed with the stop paying analogy. I wasn't attempting to brag in my former post. Just tell the entire scenario. I'm reliving a youth I never had with these girls. No regrets. As for quitting payment and see if they stick around, that has actually happened in my last long term arrangement at HER request. She no longer wanted my money and she actually started buying me gifts. I'm almost 50 and she was 26, go figure that. She was also a solid 9 and crazy about sex. My real life girlfriend is a lingerie model, financially secure beyond me and would kiss the ground I walk on. She is also 29. So you ask why I do the SB thing? Because I like it and like getting and getting to know and into different women. My real GF is also not very sexual. She never has been. She likes sex, she's just not crazy about it. She can take it or leave it and that just does not work for me. I like the excitement of meeting these women. Call it an addiction, maybe it is, but I am hooked.

As for not using condoms, again, I used them on all but 2 of the last 12. I realize it is my responsibility. I was pointing out that I thought well educated smart young women these days would all insist on them. I guess the big disease that keeps on giving is almost curable now and very easily treated so they don't worry as much. I still would not want to mess with that though. To date, I have never had an STD, knock on wood.[/QUOTE]

Congrats on the win Ffa. As you continue to play, I think you'll find that you'll hit paydirt eventually. That spinner you're looking for is waiting for you.

It's a numbers game. Even a fat, arrogant, narcissist has a chance in the bowl.

Read the entire thread that was put together by an enterprising young SD (I think JeezLizzard is the admin assistant for that thread).

It has great tips for how to differentiate yourself from the other daddys (e. G. Work out, be nice, always leave an encounter by being respectful even if it doesn't end up at the fc since they tend to cum back after meeting the Jerks etc).

Give it time and you'll meet that 20 year old spinner, who looks like a librarian when she walks into the hotel in the trench coat you bought for her, but is wearing nothing but a bra, garter, and black nylon thigh highs underneath. When she's on the bed facedown begging you to take her in the ass, while she's playing with her dripping wet pussy, you'll be glad you stuck with it. You may even start to like doggy more.

Oh how I miss my swim instructor some days.

[QUOTE=FarFarAway;3094504]Since I've been on SA and reading these threads, I've been intrigued (=obsessed) by the idea of getting that '1/3 my age' girl. It happened tonight, on a business trip. Mature for 20 and sophisticated, knows how to choose a fine restaurant. A 10/4/6. I thought dinner went ok but had no idea if we would go to the FC. Left it totally up to her but she agreed, then wanted to know what I'd gifted past SBs. Should have gone lower than I did, though later she kept saying 'I'm worth more than x'. Not really. Highly aroused / wet, many Os from DATY, took direction on the BJ (but doesn't love giving them), laid around and cuddled a long time before I decided to fuck her. Flipped her a couple of times (but I don't love doggie). Probably would not repeat as I really lust for the spinners, not the pudgy.[/QUOTE]

[QUOTE=DirtyDeeds38;3094477]

It's amazing what you can find if you treat these women polite and nice, while not coming across as a pushover. I just love the little differences in these women and experiencing them all. I feel like this hobby is ruining me for a real long term relationship though. I don't say that lightly either. I don't know if I could go back to just one woman, doing the same boring predictable things after my experiences here. Now I will say I am not probably the average SD. I body build, yes at an older age, but I'm pretty built and I have a boyish way about me. I relate to these girls, while maintaining a more mature approach. They like it. Most have been as much into me, as I ever could have them. One even joked about paying me.[/QUOTE]I am pretty sure it was hwg that said it a few years ago, but this game is like hotel california. You can check out anytime you like, but you can never leave.

There are days when I regret ever opening this Pandora box. Of course those regrets seem like a distant memory when I'm balls deep in a PYT with her legs over my shoulders.

BTW, good to see that you've returned to the forum as well double D. After a year long hiatus, your return is welcomed by the the brotherhood.

Grumpy. My experience is similar to yours, in that most large hotel chains are pretty strict about checkin and checkout, with uncharges incurred for late checkout that goes past 3 pm.

When dealing with motels though, I've found much more flexibility. There are also some motels that cater directly to our activities. Harder to convince email a new sb to play in them though.

I think I remember bikerider indicating that he found an app that could identify large hotel chains that would allow for partial day stays. I never ended up using it though.

[QUOTE=Grumpyinva;3094385]That sounds less than ideal. I'm also curious about how to book a hotel online in her name, unless she has given you her credit card, and I really don't like booking when the girl isn't there. However, you're experienced, so I'll assume she's an exception for you. To be fair, late checkout rarely goes into the afternoon, so you'd wind up paying extra.

In less-crowded hotels, I have had some success by physically walking into the hotel, and saying "hey, I need a room tonight, and I know your check-in isn't until 3 pm, but do you have anything available sooner?" There's never a guarantee, but I've had about half the hotels where this has come up actually offer me a room in the morning, if they have them. The ones I don't count as wins try to charge extra, though I did accept a $20 "early check in" fee for one, that was completely worthwhile, for the SB in question. I will say, this is definitely an "in person" thing, though I do check the prices on [URL]hotels.com[/URL] first, to make sure the clerk doesn't try to rip me off.

Of course, "in person" means that she's really the one who needs to show up to try this, since the room is going to be in her name, and all.

Good luck.[/QUOTE]

[QUOTE=IluvSmellyFish;3096022] And of course in instances where I hit the point in the relationship where we swap std test reports, I feel like I can trust the baby enough to stay on the pill and to not be banging 10 other daddies at the same time.[/QUOTE]Er, I wouldn't be so sure.

Can't tell you how many MILFs have told me they got knocked up while on the pill! Oh and then there are those flaky SBs that "forget" to take it. Best bet is a girl with Norplant or the shot. With those "on the pill" best bet is to get some spremicide gel. Insert it like a tampon as you are doing oral and then rest assured any "accident" she has isn't yours. For me THAT is being responsible when BB.

[QUOTE=CephlapodLove;3096116]Er, I wouldn't be so sure.

Can't tell you how many MILFs have told me they got knocked up while on the pill! Oh and then there are those flaky SBs that "forget" to take it. Best bet is a girl with Norplant or the shot. With those "on the pill" best bet is to get some spremicide gel. Insert it like a tampon as you are doing oral and then rest assured any "accident" she has isn't yours. For me THAT is being responsible when BB.[/QUOTE]You're right. Too much to lose if the baby gets pregnant. Don't need any extra kids. That would be hard to explain to the SO. The baby's I used to bareback have all moved on. My current rotation is relatively new, and from the summer.

Best not let old bad habits become new ones. In my defense, the little head is hard to disagree with. Especially if I've been drinking.