Oh, well, you're also still a nice guy. But you really should get over all the guilt. She approached you and you tried like hell to do the right thing, even to the point of grossly over-paying her. No more to it than that.
Personally, I've only gone with a street girl once and it was my first experience. Just a quick CBJ in my car, which cost me only $20. After that I discovered whore houses, which was much better.

But if I did say yes, it would have gone pretty much the way you described.
 
Prior to that, I saw them pretty regularly when I was a whole lot younger. There were still "red-light districts" and porn shops, and I would go periodically to see the strip shows and to refresh my stash of real porn mags. And your girl's phraseology was identical to what it was then, "hey mister, you want a date?" Funny to think about what passes as a strip show these days compared to what I went to see.
 
I knew a former SW and the stories she told made my hair stand on end. Having a pimp, while on one hand a necessity, is one of the most godawful things ever perpetrated on another human being -- they are inhuman. And if you're able get away from them, they will hunt you down. Your pity on the girl was well placed.

You probably don't know who I am, and have never seen my ID, but I've known of you for a while..  

 
You are thinking way too hard man... You didn't rape her.. OK? And she was asking for only $50 and you gave her $450 more.. WTF is wrong with you.. LOL..  

 
Stop beating yourself up for something you didn't do..

 
Now my story...

 
Nov 2019, I am still riding high after Nats clinched the WS, and partying in Las Vegas. I came out of an Elvis show at the  4 Queens around 11:00 PM local time, and got myself the coveted spot  in the casino directly facing Fremont Street. A young woman approaches, and starts chatting up. She looked nice, and asked me for a lighter. I helped her light her fag.  We started talking about this, that and the other.  The dude next to me left, and she grabbed a seat.. After about 10 minutes of chatting up, and me losing $50-60 on video poker, she asked me if I was interested  moving the party upstairs..  

 
At that point I realized that this woman was a street walker. I wasn't staying at the 4Q but at The D, so I told yes yes sure.. As soon as the Free Bird finishes, we can do that..  Next three minutes were awkward silence waiting for the Lynyrd Skynyrd  classic to finish..  

 
On my way upstairs, she told me it would be $150 cash. I said.. Sure.. No problem.. I took her upstairs, and fucked her good..  Sex was so-so. No kissing, no BBBJ. Probably the safest sex I had in this hobby, but the experience will live in my memory forever. It wasn't rehearsed like the sex in hobby has become. It was very spontaneous.  

 
As I regaled this story to some other monger buddies, they informed me that I didn't fuck a street walker, but a Casino girl. I guess I stand corrected.  

 
Unlike you, I will do it again for sure should opportunity present itself in one form or another.  I live in fuckin' Northern Va. Nothing like that is going to happen here..  

 
You gotta live in the moment kid..

-- Modified on 10/1/2021 11:41:46 AM

Sooo she offered you a good time for 50 and you gave her 500, a pair of flip flops and a ride.  Just wow.  Your screen name should be Knight and Shining armor.  I'm not a speculator, but I am guessing since you said she looked out of sorts that she was trying to feed the pet, well after a 500 dollar come up she probably partied her ass off that night.  Essentially what you did was upset the market, she offered it for 50 and got 500 in return for doing absolutely nothing.  It is no wonder some of these SWs try and charge top tier provider prices, my guess is that they run into a guy or two like you and think that everyone operates like that.  As far as feeling like shit, you shouldn't.  Many on that level of the game are doing it to feed their habit.

 
I saw a few SWs during my time in San Diego, and the max I shelled out may have been 100.  The normal is they will try and haggle you on pricing, so it's up to you to either say take it or leave it, or go with it, within reason of course.  I am by no means telling you to be an asshole, because I am not one so it would be disingenuous for me to do so on this forum, but know the market and what you are willing to pay and don't go over.  For 500 you could have done much much better.  

I've mentioned before but I knew at least three SBs who became homeless. I wouldn't have sex with them after that. I did toss them a few crumbs. But nothing which would dig them out of their own mess.
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For my own peace if mind I'll only have sex with women who have some other option for survival, but choose sw for whatever reason.

Why didn't you just drive to that motel she wanted to go to and get a room, so you two could have had some kind of decent time?

... in early 2000's, when my career offered me sufficient disposable cash to upgrade, and once I really realized how much risk I was taking on.  It would be a few more years before I also left the AMP scene behind as well ("What chu wan' hunny? How much yu teep?")  

 
Since then there have only been a few occasions when I was handed an opportunity. Twice in Vegas, also with "Casino" providers, a few times with TJ street workers, and once in a UTR brothel in NYC in a beat up 3-story walk-up brick building in Manhattan.  

 
But living in LA, it's almost impossible NOT to encounter homeless (or near homeless) people who will offer, if given  the chance.  I don't fault you for giving her the $500. If it was me, and I decided to accept her offer (which is not likely), I might have done a few things differently;  I'd get a room - sex in a car is a bad idea unless you're still in HS and losing your V-Card at Lover's Point with Cheerleader Cindy after the Big Game, if I could not perform then I would just end it and pay her what was asked (or on your case more), and I might get her phone (if she had one) or ask her "usual  location" if I thought I wanted to check in (or try again under more favorable circumstances) with her.  

 
But I see no basis for guilt. Consenting adults. No one was ripped off. And you helped some one who needed help.  

 
Life is good

 
The Cat

...of the "car date" but a somewhat similar thing happened to me in Vegas not so long ago.

I was at the tables playing a few hands late one night when an attractive short-haired brunette came up and sat beside me. I initially didn't get the feeling I was getting picked up, but once the conversation turned from what she was studying in college to how she was in Vegas for the summer to work as an "exotic dancer" was when I finally caught on.

I half-jokingly asked her which strip club she was dancing at that week so that I could come "support" her the next time she was working to which she replied, "we can do something right now".

I was actually on a bit of a roll with my blackjack hands so I told her I'll be ready to go once my streak starts cooling down to which she replied "no problem". Unfortunately for her, her luck wasn't as great and I saw her buy in with a Benjamin twice before finally winning a few hands at the end before we left the table. 

As obvious as it may seem where this was going, maybe due to the lateness of the night's effect on my cognitive abilities or perhaps it was just another frequent occurrence of me underestimating the debt Father Time has collected on my "game", but up until we were in my car I wasn't 100% sure if this was a P4P situation or a legitimate civilian encounter.

So admittedly I was a bit surprised at her puzzled look when I asked her if she wanted to get something to eat or go have a drink somewhere. She responded that she had to meet her friends soon at the Cosmopolitan, but that she had just enough time for us to have some fun right there and then in my car, which was parked in a somewhat isolated area of a hotel casino parking structure.

She then asked me to reach in through the top of her blouse to cup one of her breasts to make sure I wasn't a cop, which I didn't hesitate to do even though I was fuming inside that she could possibly mistake my car with one that could be plausibly issued by a LE agency.

Though the happy squeal that she made when I pinched her nipple was a turn-on, in truth by that time I was starting to panic as the reason I've never been a connoisseur of car dates is I have perhaps an unhealthy and overreactionary aversion to exposing myself in public and run-ins with Johnny Law.

So after squeezing her breast a couple more times, I lamely made the excuse that I didn't have much cash on me, forgetting that she had literally watched me color out some yellows, to which she replied she was "flexible" on the donation and that she was willing  to negotiate as she just wanted to have some fun.

I then reached a bit further expressing I had just bust my nut only a few hours ago with another provider (which was actually true) and it being so late and past my bedtime that I wasn't confident I could "get going again", to which she said her BJ skills are "legendary" and that she would actually love to take up the "challenge" of getting me hard and blowing in her mouth.

At that point I began to accept the fact that she simply wasn't going to take no for an answer, and that there was no way I could get her out of my car without conceding in some way.

Truth is, I felt sympathy for her plight as she did spend a good deal of time chatting me up at the table, and then in the process of waiting for me to finish my game she lost maybe a couple hundred bucks, or maybe half that as she finished with some strong hands and bigger bets.

And then now to have followed me all the way to my car only for me to pussy out, I can see why she was so determined and I respected her composure as she never showed any frustration or annoyance, and instead was sweet and cheerful the whole time I presented her with my lame problems to which she seemed like she had the happy solutions to all of them.

Or maybe she was just desperate and had gotten good at hiding it.

But even though nothing could have gotten me to take the risk of having a car date that night in the middle of a hotel casino parking structure (or really in any circumstance outside of perhaps being in the secluded woods), I wasn't against just paying her for her time and company, as she most certainly deserved it.

So in the end, I politely asked her if she wouldn't mind accepting $300 from me for being such a sweetheart but without needing to do anything else, along with a ride in my car to the Cosmopolitan, and she accepted, seemingly happily so.

The way I got to the $300 figure was it was more than enough to cover any of the table losses she incurred while she was waiting for me, with perhaps just a little bit extra thrown in for her time without going overboard.

And also, perhaps not coincidentally, it's about what my total winnings were for the night after deducting what I had spent on dinner and drinks, and what I had paid to my provider earlier in the evening lol

So even though maybe from her standpoint it wasn't the score she was looking for, at least she didn't have to take a loss nor did she have to perform any services for the money she did get (aside from asking me to feel her up), and now she was getting a nice chauffeured ride to the Cosmo as well where undoubtedly she'll try her luck once more.

I respect the act of kindness. There are people enduring unimaginable suffering in the midst of our otherwise great country.  
Still, if I was your friend, I would advise giving money to a homeless shelter next time. You took an awful risk of getting robbed, busted or infected.

I worked in South Central L.A. for 12 1/2 years and had plenty of opportunity to observe "street life."

Before I decided to get into p4p, I'd seen enough to know that I could never "entertain" a SW, much because I'd probably feel shitty about their situation, much like scoed.

I was heading into work early one Saturday morning to get started on an inventory. I parked in the deserted company parking lot and, as I locked the door to my truck, I heard this voice ring out, "Honey, you wanna date?"

At 6 AM, I couldn't decide whether she was out early or late. As she got closer, I decided it was the end of a long night for her. I just said, "No, thanks" and kept walking toward the door.

Between the drugs, alcohol, pimps and other activities that we saw daily from the front glass of the store front, I'd seen enough to convince me that street walkers weren't for me.

just wanted to help someone who looked like they needed it! You probably should have given her $100, or the $50 she asked for, and a ride! You would have saved $400 without feeling bad about the whole experience!  

Disheveled and one shoe! What turned you on to have sex with her? Or, did you just need to get something to justify giving her the money?

I've never been with a street walker and had my first p2p experience relatively late in life, mainly to scratch particular fetishes.  When I've run into people on the street who look really down, I worry it's a chronic situation due to some kind of addiction (alcohol, drugs) or mental health.  In those cases, I'd rather give them a meal and arrange for something that can't be spent on alcohol or drugs.  I think you shouldn't be too down on yourself, though attempting to have sex with her (not masturbating side by side) wouldn't have been in my play book.  If you thought she was homeless in this zero-star hotel, rather than giving her lots of cash (which could also be taken from her if she's in a bad situation), it might have been better to go to the motel and pay for weeks in advance.  Then she's got a place to stay and that issue is off her plate.   If you think this might happen more frequently, it's good to get the info of a charity that helps people in need so you can provide them with their business card or contact info.

What in the fuck is wrong with you

I was told about this by Inicky and I have to say WTF is wrong with you?! You're right, you fucked up, your wife was down, but you had the best intentions.  

We just need to teach you certain things....

This whole thing was badly played, though I understand why you did it. Personally I don’t like car dates so I wouldn’t have gone that direction, and I don’t touch street walkers because I don’t want to go to jail, get robbed, or get stabbed/shot (AKA the major reasons for using review sites in the first place). If you felt bad for her then fueling her drug habit with $500 bucks was not the right choice to make. Yes I assume she’s on drugs, what you described sounds like the stereotypical street walker on drugs scenario.  

I agree with getting her a pair of shoes and some food. It’s nice that you helped her get back to her motel. If you wanted to help her out money wise then give her a solid $100, as that’s a nice round number and twice what she was asking. It’s also the limit on what I’d be willing to spend on a SS BBBJ. Typically I don’t bang chicks that make me feel bad, so I wouldn’t have let this girl touch me. I would’ve taken her to her motel with some food, shoes, and a hundred bucks that I’m 99% sure she’d use on drugs but hope for that 1% chance where she’ll chose to use the cash on more food or rent or whatever.

Stop feeling bad, you’re not on this Earth to save every broken prostitute that wanders your way. I’ve met women who were clearly on drugs and had serious issues that I banged anyway and then either chose to not see again or decided to see again specifically because the prices were low. It’s not my job to save broken women, the best I can do is support the people in my life, which does include models that can engage in mutually beneficial transactions instead of being depression-fueled charity cases, where the charity went directly to drugs.

Which brings me to the $500 you spent. You have a wife and you didn’t think to just spend it on her? Alternatively, you couldn’t have spent it on your favorite model instead? I’m sure your favorite girl needs the money as well, and will show you a better time to boot. Plenty of things you could’ve done with the money that doesn’t involved giving it to a random drug addict that you didn’t actually save in anyway whatsoever. Cause you’re not saving anyone with $500 bucks, a salad, some flip flops, and a ride back to a shithole motel. Sorry, but Jesus Christ you ain’t. : P  

Again, it’s nice to be helpful, but don’t turn it into some nonsense narrative about you feeling guilty for getting a lame blow job from a broken hooker. Also, stop giving drug addicts $500 bucks, unless they’re really doing a good ass job.

First of all, I think what you did was OK and even generous. Maybe you helped, maybe you didn't but I think it was clear that your intention was to help.  Do not feel bad. Do not feel guilty.  
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I grew up in NY. There were quite a few panhandlers throughout the neighborhoods and environs. (I am not referring to SWs, just regular panhandlers. We were just KIDS!) The thing is, you quickly learn about how fake many of these guys are. "Wheelchair Willy? He wheels himself over to 10th Avenue where he garage-parked his BMW. He puts the wheelchair in the trunk and drives home to his split level house in New Jersey." "Shaking Shelly? She goes home to New Rochelle at 6 PM sharp. She needs to get cleaned up and dressed to go dancing at Arthur Murray's.  She never misses a beat!" "Watch out for Sleepy Sam. He's an expert pickpocket and will rob you of your lunch money as happily as he'd rob some business guy of his watch and wallet." ... Some of these guys were written up in the obits. "William Snootypants, 65, of New Jersey, Miami FL and Taos NM, passed away in his sleep the other day, surrounded by his wife, 4 children, and 14 grandchildren. He worked for 30 years in finance in the Bronx where his friends and co-workers remembered him fondly. He loved painting watercolors at his Taos home studio where he spent 2 months per year. He was an avid fisherman who piloted his own 30-footer out of his beachfront home in Miami where he spent the winters. He won many sport fishing awards over the past 25 years. ..."  
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And on and on. As a kid, it just seemed incongruously funny. But the consequence is that, as an adult, I am very suspicious of almost all panhandlers. In non-Covid times, some of these guys can collect several hundred tax-free $ per day. I donate to the United Way and let them make the tough decisions about who is truly needy and who is not.  

more popular providers locally was doing both at the same time. She was very good at what she did here but I found out after she was gone that the was walking the streets in a neighborhood that can only be described as dirt, scum and just plain ole nasty. Ask yourself if you could really see this one hanging with the homeless?..... yeesh....Documented in detail on another website, too. Out of the business now or utr as she really has tried to kick her habit of heroin. It was reviewed here too but cast aside as a fake review but was spot on. The whole of the agency where she was from was also doing the same thing. You could have had her for 20-50 bucks in the hood or 300 plus via her photographer/pimp. There is still one left that works but is probably going down hill with the rest of them as she is in the heart of the same area, getting busted for various street shit. The one I'm talking about isn't just on the local HoF list here....she is known as the best thing that that neighborhood has ever had. The Queen of NMS.