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Have you ever paid for sex?

SenatorSmutt said:
Be honest. Cheap street whore? High class escort? Arrangement with a cash strapped friend? I have. There is something thrilling about paying for intimacy. Please tell me your story.
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I sure have. Total street whores, five times in total throughout my adult life. I'm still kind of open to it, but with all the sting operations and diseases going around it may not be worth it nowadays. Sure, it's quite the lowbrow thrill, but once you've realized what a bullet you've dodged, you may think twice.

I've also seen it from the girl's point of view as well. I had a friend who was a paid escort and I would accompany her for her tricks and services. She'd come back an hour later all grossed out, but we needed the money at the time. Eventually she walked away from the lifestyle so she could her kids out of foster care.
 
If I'm going to experience a trans before I'm too old I'm going to pay. At least I can pick and chose within reason.
 
BiDrew42 said:
All of the above. Many times with the first two categories. Only once with a cash strapped friend.

My first was at the North Carolina State Fair, where they had a hoochie-coochie show. Three women on stage would dance and strip and for an additional small fee the audience members could eat their pussies for a few blissful seconds. I went back for seconds on several occasions.

In Germany, I was a frequent visitor to 40 Mark Strasse, where you could get a BJ for cheap and a suck & fuck for a little more, all in your car. I was also a frequent guest at Annabella Haus, a brothel just outside the base I was stationed at. There was also a Vietnamese bar in the main town nearby where the pretty Vietnamese women would dance and partially strip, then sit at your table and play with your cock and allow you to play with their breasts and pussies for the cost of a drink. For approximately $100, you could take one back to the Champagne Room for a suck and fuck.

I had sex with a lot of cheap street hookers in Miami when I first moved to South Florida. Most of them were black, but there was an occasional white or Hispanic woman also. On Federal Highway in Ft. Lauderdale, there was a slightly higher class of street hookers. After I discovered the joys of trans women, I would hookup with trans escorts that I found in a Swinger's magazine.

I was married and monogamous for nearly 20 years. After my divorce, I spent most of my extra money on trans escorts and street walkers.

Since moving to Australia, I was a frequent visitor to trans brothels. I also utilize escort services on my travels throughout Southeast Asia.

I have paid for sex with men on two occasions. Once in Miami, driving home from work, a gorgeous homeless guy was panhandling at a busy intersection. We made eye contact and when he came to my window I handed him a fiver and told him there was more where that came from if he was willing to let me blow him. He thought about it for a few seconds and then said "why not?" He hopped in, directed me to a secluded alley off the main drag, I gave him $50 and sucked his rather large cock from fully flaccid until he was rock hard and dripping pre-cum. Then I told him I would give him another hundred if he fucked me. He was hesitant, but I showed him the cash and a few moments later, at my direction, he was lubing my ass and his cock with his spit. His big cock felt amazing when he entered me. Unfortunately, he didn't last very long before squirting his cum deep inside me. After he pulled out, I cleaned his cock with my mouth in the hopes that he would get hard again, but he didn't.

The second man was right after I moved to Australia. I was craving cock and called a gay escort service. He had a nice cock and knew how to use it.
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I would gladly pay someone to top me, just for the experience.
 
S1e2t3h said:
Based on the rear view, "having sex" with her sounds great. Not too sure about it, given the number of guys she would have been with already by the time she got round to me. If I am getting sloppy seconds, I like to know who has been there before.
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One would assume a working girl is using condoms. Otherwise you should not even consider fucking her not matter how hot that ass is.
 
My first piece of ass was paid for. It was my first deployment overseas (I was in the Philippines whilst in the Navy), and I couldn’t take being a virgin anymore. I talked a friend into loaning me some money and found myself in heaven.
 
A married woman I knew was also in a sexless marriage at the time we did it. Her husband was also very controlling and had her on an allowance.

We made an arrangement for sex only and I gave her financial support in return. $1K a fuck. We had a whole rate table for everything. No emotional involvement at all.
 
Never have, though mostly because I can never shake the fear that I'd be being scammed (blackmailed, robbed, or even unalived!). Have given it serious thought on numerous occasions, but have never been able to get over that fear.
 
Paid for lap dances, and one almost turned to sex. She was pushing hard for me to get her in a private room for a no limits fun.
 
lovedoublepenetration said:
Long back, I was hired as waitress by my then bf's dad for a football match they were watching. I had plans to fuck the dad. But ended up being gangbanged by the dad and his friends. Can be interpretated as payment for waitress or for being fucked.
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That was my only instance. I prefer being fucked to lots of orgasms than being paid like a hoe.
 
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