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Have done some pretty questionable things to make some extra cash? From stripping to escorting, Dirty Deeds for Dollars is the category for those who have done what it takes to make a quick buck. Share your stories of financial desperation and the lengths you went to get paid. This category is all about the intersection of money and desire.

Share your secrets and stories of hu$tling for a living..

- Dirty Deeds For Dollars -
Bi-Sexual Male / 24

As much as I'd like to say I have a huge cock, I don't. And as much as I'd like to have a muscular athletic body, I haven't. I'm five feet ten, slim to average build with a five inch cock.
What I do have is a real honest love of oral sex. And when I say oral sex, I mean licking, tonguing and everything oral to do with pussy, arse and cock.
I have spent literally a whole day pleasuring a couple with my talents orally, and had both of them drained of orgasmic juices and sexual energy by the the time I left them to sleep.
They paid me for my services, and those services have been slowly growing over the past eighteen months, as I'm now selling my oral skills to both men and women.
More often than not they're married individuals who love having their cocks sucked, or having their pussy and arseholes tongued by someone who absolutely adores giving them TOTAL oral satisfaction.
The guys I service almost to a man don't want a gay individual to pleasure them orally. But they are prepared to have me release their fixation with having their cocks sucked.
Most of the women are married and older (30's to a lady in her 50's), and most have husbands who's sex drive has long left them, or they're rubbish at cunnilingus.
Not having a big dick myself, I've always had to please my girlfriends with my mouth more than my cock. And having an ex who wanted me to satisfy a guy we once shared a bed with, I gained a new found sexual pleasure in sucking off married men too.
In all I now have nine regular sex partners including the couple, who all want to enjoy what I can offer orally. And each of them offer an envelope with thanks for my talents. Occasionally I do fuck some of the women, but only after I've had them orgasming multiple times first.
Sometimes I will meet others for a one off experience for them. But I'm ultra careful in every way to keep things hygenic. After all there is nothing better than a sweet pussy and arse to tongue, or a clean cock to suck. Well not to me anyway.

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# 44747 - by Anonymous
    • - Dirty Deeds For Dollars -
    Straight Male / 43

    I suppose I had a brief career as a prostitute. I was around 43 and was at the beach with my family and a few family friends, and there was an arcade at the end of the street. My mom gave me some money every day but I was hugely disappointed when it ran out. I offered to do whatever work to everyone and had a few takers, but we were renting - not many things around the house.

    One friend of my brother and sister came to the rescue on our third night there. Hours in to an afternoon barbecue, he was fairly drunk and I was again asking everyone if they had work for me. When I asked him, he was inside coming out of the bathroom and he said maybe, but it was a secret. I agreed and swore secrecy, as I craved arcade money like I was a junkie. After several rounds of 'are you sure you'll keep the secret?' and telling me (truthfully) that it would be bad if anyone found out, he asked me if I was jerking off yet. I wasn't, half pretended to say I might be, and he shook his head.

    "Bullshit. You'd know," he said, or something funny. I laughed, then was surprised when he went back in the bathroom and took his dick out & waved me in. "Jerk me off and I'll give you twenty bucks," he said. I stared for a second and he said "told you it was a secret." Driven by arcade money, I then walked in and he closed the door. He told me to hold out my hand and he squirted suntan lotion in my palm, then told me to put it on his dick, which was getting bigger. It felt weird, soft and hot skin but quickly becoming a big erection, and then he showed me how to stroke up and down.

    I guess I jerked him for about a minute before he made weird noises, and then I had the shock of watching his shoot out and into the tub and I felt his dick flexing on my hand.

    He made some other funny comme ts as we cleaned off, and after reminding me of the importance of keeping the secret, he whipped a twenty out of his wallet and quickly left the bathroom, telling me to wait 30 seconds before coming out.

    In that time, I pondered the act. Sure, it was weird and I knew it was "wrong," but I also smiled at how easy it was. No carrying shit from the store, no drying dishes. Just moving my hand on a guy's dick. Minutes later, I was literally skipping down the street to the arcade, reward in pocket.

    When I saw him later, he asked "you good?", and when I smiled and said yes, he ruffled my hair,

    Every day the rest of the trip, we had our business arrangement. We switched from sunscreen to lotion so it wouldn't smell, and I got to work. Two days, I was hired twice. One time, he was laying in bed and I jerked him off onto his stomach, and he gave me a t-shirt to clean my hand.

    "What about that?", I asked, pointing to the mess.

    "Fuck it, whatever," and he half wiped it before throwing the shirt on the floor.

    Another time, pretty late at night (for me), we were outside by where cars were parked, and right before he came, he said "here" and turned, then said "fuck them" before the dick being stroked by a kid's hand jizzed on the rear quarter-panel. I still laugh when I think about it. He didn't have cash on him but promised payment the next day, and he tipped me an extra five for waiting.

    Other than one time when he grabbed my ass as he came, he never tried take it farther. As great as I thought the arrangement was, who knows what I would have agreed to. I still see that whole arrangement as being awesome and feel zero regret, nor do I feel like I was wronged. Hell, I was making a grand an hour to have a smoother right hand.

    That said, I'd likely be reflecting differently if I had been walking gingerly to that arcade with load in my ass, but I would have played a shit ton more Double Dragon.

    1
    # 44730 - by Anonymous
    - Dirty Deeds For Dollars -
    Straight Female / 33

    Needing cash to help feed and clothe our kids, I gave an older neighbor of ours a series of blow jobs for money. Eventually he told me if I'd do other sexual things with him, he'd pay lots more money and probably be able to have my husband promoted as he knew his boss.
    The extra's he wanted, was for me to sit on his face as he tongued my pussy and ass. And also for me to use a relatively small dildo up his asshole, when I sucked on his dick.
    For months I enjoyed giving him his sexual kicks and once mounted his cock, fucking him as I myself was so damn horny that afternoon. But it was only the once, and I regretted it afterwards. Not for the sex, as that was really good. But for cheating on my husband when I said I would never allow another man to fuck me.
    This was all years ago, and we've moved home with my husbands new role and much better salary. However last month by pure chance, my husband over heard our ex neighbor telling someone in a bar, how he used to have sex with a beautiful younger mom, because they were next to broke. He described me so well, and also described what we did together, my husband knew it was me and also he later told me, got turned on knowing I'd been fucked by another man.
    Since my husband has discovered and I finally owned up to it all, he's not stopped asking me if I'd consider having sex with another man in front of him. He's even suggested he gets in contact with our old neighbor and invites him around.
    I'm baffled by his reaction and also by the fact he'd allow another man to fuck me in front of him. I'm also a little hurt he wasn't that hurt, if at all.
    What's really troubling me though, is I'm now actually thinking of saying yes and have masturbated a lot to the memory of our old neighbor and I got up to.
    Life can be so funny sometimes.

    3
    # 44643 - by Anonymous
    • - Dirty Deeds For Dollars -
    Bi-Sexual Female / 20

    A friend of mine asked me a couple of years ago if I'd agree to help her out. She said she was desperate to find someone she trusted, someone who was good looking and had a fantastic figure. When I asked why, she told me her grandfather who was in an elderly home, wanted to experience sex with a beautiful girl, just one more time. Before I could say no, she added "And hes prepared to pay a thousand bucks".
    She knew I needed money, and she also knew I'd had sex with an older man (41). I said no at first and kept it that way for over a week. But when she asked again showing me a picture of her grandfather I agreed.
    The night came around quickly, and I found myself being let in by a night auderly. He'd been paid some money, yet couldn't have cared less anyway.
    Entering Clives room I was instantly taken aback by the fact he was semi naked and slowly stroking a huge blue pill helped erection.
    Telling me he'd taken viagra, and that at his age it wouldn't last too long, I walked over, dipped my head and sucked in his seventy four year old erection.
    The thing is, he needn't have worried. Clive and I had nearly two hours of the best sex I've still ever had. It wasn't wham bam thank you ma'am. It was everything from long slow oral sex, to oh so deep penetration inside my pussy and ass. The intensity and amount of orgasms just kept on flowing through me, as Clive showed me sexual positions I'd never heard of. At one point I had my legs over my head, Clive above me with his cock ever so slowly sliding in and out of my pussy, as he double fingered my asshole. I came so strongly and for so long, as he slid out to instantly begin tonguing my holes, I had multiple climaxes sending squirt after squirt all over his face and neck. Yet he just carried on giving me the best oral sex I can ever remember having.
    In all Clive came three times, with me taking his last watery load down my throat.
    It was supposed to be a one time thing, yet I ended up visiting Clive five more times for sex. Admittedly it was never quite as good, but then I'm being picky, as he never once failed to have me orgasming multiple times.
    Sadly and it still hurts to say this, Clive passed away two months after our last sexual encounter. His granddaughter and I are very much still friends and indeed have become more than that together. We're not a couple per say, but she's just like her gramps, as she adores licking and tonguing both my holes.

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    # 44600 - by Anonymous
    - Dirty Deeds For Dollars -
    Straight Female / 21

    I have a single mom. She had me when she was 16 and has been taking care of me since. The only job she could ever get was bartending. My Nana would watch me until she got home.

    She would often bring guys home when they were drunk and bang them in the bedroom next to me. I know that they were giving her money, but I could not judge her.

    By the time I was 14 I started to stay up late to listen to them getting it on. I began to get aroused myself and started to diddle myself after a gf showed me how.

    Sometimes I got so aroused I couldn't help it and got a little loud. I hoped that my mother and her bf for the evening did not hear me.

    When I was 15, my mom came home late with some random guy. I heard them arguing a bit and then my mom showed up in my bedroom naked.

    She told me that the guy wanted a threesome with me. I was shocked but my mom said that it was about time I started to pull my weight around. Besides she told me that she had been listening to me diddle myself during her fuck sessions.

    The guy was paying her good money for my virginity, and she offered to buy me some new clothes, which I desperately needed. So I agreed.

    I went into her bedroom and the guy, who was grey haired, was lying on the bed stroking his cock. He told me that I better be worth it for a $1000 bucks.

    My mom laid down on the bed and started to lick his cock in front of me. I must admit I found it hot. Then she told me "Honey take off your nighty, you are not just here to talk."

    So I started to strip out of my nighty but did a terrible job. I did not have a bra on because I just wore a training one at the time. But I did have white panties on, so I began to massage myself through them.

    My mom said "Come on Honey he is paying for more than that." So I took my panties off and began to diddle myself. But I was nervous and could't get off.

    So my mom came over and began to finger bang me herself. First with one then two fingers. At the same time the guy began to suckle my tiny titties, and they both began to alternate french kissing me.

    I was really getting wet as mom was diddling me, and then I gushed all over her hand. At first I was embarrassed because I thought I had peed. But mom told me "You did good, honey".

    The guy was a little upset because he had not had any fun yet. But mom told him to be patient because I was inexperienced. She ask if he wanted us to treat him to a duo blowjob. He said "You don't have to ask me twice".

    So mom began to show me how to give a blow job. She licked up and down the shaft of his cock, and I followed suit. She began to lick his balls, and I copied. At first I did't like the taste, but I imitated her enthusiasm. He started to breath heavily, then announced he was going to cum and thrusted his cock into my mouth, forcing me onto it with his hand on the back of my head.

    His load was quite big, and I began to choke on it. My mom pulled him out and began to lick his cum out of my mouth and all over our faces. I was wildly turned on and did the same to her.

    Next the guy said he wanted to watch my mom licking my pussy. So mom went down on me, fingering my pussy and sucking on my clitty. Mean while, the guy started to play with her ass and finger her asshole.

    Then the guy turned to fucking my mom doggy-style. In turn, my mom began licking me more vigorously and even fingered the spongy area in the front wall of my pussy (which I found out later was my g-spot).

    Soon I was uncontrollably squirting my pussy juices all over my mom's face. Then the guy came in mom's pussy. Then for show, she made me lick his cum out of her pussy. I was surprised that it did not have much of a taste.

    By now the guy was pretty spent and said he would take my virginity another time (which he did).

    As I got older, mom brought more guys home to service together. When I became of age, we began to go to bars together as she realized I was the main attraction.

    This is how my mom turned me out as a bar whore hooker.

    1
    # 44525 - by Anonymous
    • - Dirty Deeds For Dollars -
    Straight Male / 41

    My dear wife of now 16 years decided that after a year of marriage, she wanted a job. She liked the idea that she didn't need to work since I had a good job right out of college that afforded us a nice life on a single income, but she wanted a way to bring in some additional income for herself. We talked about it and she thought she would like something where she could work from home and not be tied to something permanently I told her to go on line and look at some suggestions others have made. She agreed.

    She did just that and found something she thought she could easily do it and if done correctly by what she had found, could be nice financial rewards. She never told me a thing and until she announced she had found something, I didn't ask about it thinking it may make her feel down. A couple months passed and nothing. A couple more months passed and nothing. I pretty much forgot about it and figured she did too. A year and it was completely forgotten by me. That us until one afternoon I noticed a small package sticking up out if her purse. I lifted it being the curious one and seen it was addressed to a man I had no idea who he was. The return address was to a one word sexy kind of name with a PO box address. It was stamped, undeliverable, unknown address. I wondered what my wife was doing with someone else's male? Curiosity continued to get the best of me so I gently opened the package.

    In opening that package I think I entered a passage to a new world. The first thing I noticed was a plastic ziplock bag that contained sone kind of material. I opened it and immediately got a wiff if pussy. Unfolding the material a pantie reveiled itself. A used pantie with a definately sweet pussy aroma. Crazily, I brought it to my nose and I knew right then I recognized that sweet smell to be that if my wife. There was something else in the package, between two peices if thin card was a cd sleeve containing a cd disk. I remived it and went to the computer and loaded it. There before me were 25 images if a female wearing the same panties and without any panties. No face was shown but I knew exactly who it was. It was my wife in all her naked, beautiful glory.

    While looking through the pictures my wife had finished her shower and came into the room. She asked calmly, what I was looking at. I replied, her. She looked puzzled and came over to me and looked at what I was seeing. A look of fright came in her face and then she seen the panties setting next to me and started in with, I can explain, I was afraid to tell you. You won't understand, let me explain. I tood her that yeah, she should probably explain.

    She sat just across from me wrapped in her towel and I seen her take a deep breath. When she did that the towel opened and fell to the side exposing her full beautiful nakedness. She did nothing to correct her towel and I figured she knew my weakness seeing her naked. She started by asking me about remembering how I suggested she go on line and see what she could find staying at home while making an income. I said I did. She then started explaining that after a few days of looking, totally by accident she was directed to a site where females primarily sold their used undergarments and or pictures to paying males. At first she explained that she felt it was disgusting but for sone reason she was pulled back to learn more. That ked to actually joining the site which was free and learning more from the ads and what sellers and buyers were posting in the sites forums. She tood me she learned a lot and that many if the make buyers were just guys who for sone reason or another, couldn't go and find their own sexual partner. It almost seemed to be a needed service but you get paid for it. She told me that at first she just was curious if she could even sell one so she checked out other ads, looked at prices the seller was asking and what all they put in the ads. She told me there were ads from a hundred dollars to around 12 to 15 dollars. Based in what sine had said in the forums, this was all based on popularity and what the seller included. She said she took sone pictures if herself wearing the panties, set up a sexy looking profile that didn't really show much and placed her first ad. When was that I asked. 11 months ago, she replied. You have been at this for 11 months but never said a word, I said. Sorry, she replies. OK, you placed an ad, I repeated her words. What then. They sold at my asking price. I asked how much? 15 dollars and enough for priority mail. Was that good I asked? I thought so considering the panties were old and I never used them any more. What did you have to do then, I asked? Wear the panties si they get my Smell 8n them and send to the buyer. How did he pay you, I inquired? Through an online payment service I set up. He paid withing 15 minutes of buying, she told me. I wore the panties for a full day and put them in a ziplock bag. The next morning I wrapped them pretty, put the phots from the ad on a cd and enclosed that in a cd sized priority male box. I then went and mailed it.i asked about the po box and she said she rented one for a year before placing her first ad. So, I said, you basically started in the red. Who doesn't she replied but just not that much.

    I asked her who here first customer was. She said that she really couldn't disclose that just as she trusted him not to disclose although, all he really knows is my city. She explained she used a fake first name and a lot of her information wasn't quite honest in her profile. Life being single. I asked if her 1st customer was happy with his purchase. She laughed and tells me he is a repeat customer after the first one. He bought a second the next week for 25 dollars. After that one he offered me 100 dollars if I would be willing to share some photos removing panties and naked. He told me no face. I thought about it and figured, what the hell. It's what the other sellers do. He paid and I sent him 30 pictures. You do know what he is doing with your pictures, right, I asked? I'm not stupid, of course I know. He looks at my ass, my tits, and my pussy and jerks off, she quickly explains. But, he never sees my face. You said regular, I inquired. Yes, my best regular. He likes what I smell like and how I look. He says I,m his favorite. What does that mean I ask. It means that instead of my buying panties, he buys them and sends to me to wear. He ask for one a week to be worn and returned to him. Fir that, he pays upfront, 50 dollars per pantie plus the shipping. So every 6 weeks I get 6 panties and a payment of 300 dollars plus shipping for all 6. No kidding, I asked. He must love something about you. Seems the same things that turn me on. You wear a pantie for a day or two and take some pictures of yourself and send them along to him. Just that basic and easy. What about when you're on the rag I asked. Skip those weeks? Not really, she tells me. He seems to really enjoy the scents right before and likes it 80if there is some blood pressent. Weird, I told her. That's it to keep him more interested regularly? I do give him more explicit pictures now, she answers. You already give him you naked, how more explicit could they be, I asked. I do more spreading and exposing my holes to him, she explains and I have made a couple videos fir him playing with myself. No face though. Geesh, I ask. Do you not see anything wrong with all this? At first,she answered but as time went on I got more and more into it. It got me excited doing a lot of this and when that happened, I took my excitement to you. Come to think of it, she was more sexual that what she was ..(continue confession)

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    # 44503 - by Anonymous
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