Ah, the things we do for money. They say that "money is the root of all evil." Maybe that's so. What kinds dastardly deeds have you engaged in for a buck or two? Confess your dollar driven sins with us here and now.

Started Off As Educational Purposes

During the covid years. Still in college and working a dead in part time job. There was this guy Randy that lived five houses down. Worked on cars on the side. Went and visited him about a possible brake repair. We agreed on a price, and I dropped off the car. He said should be finished the next day. Sure, enough he called me the next day. Went and picked it up. There was this teen there hanging out. Randy interduced me to Joey. Told me he lives two blocks over. He said jokingly looking at Joey and says he likes pushing the broom and reading his Play Boy magazines. He said yeah he likes looking at the boobs. Then laughed. I thought for a second. Then I said to Randy . Lets cut a deal I'll pay the labor show Joey a set of boobies for the parts. He agreed to those terms. There was this Chevy pickup with a camper. Joey followed me into this camper. Randy lowered the kitchen table that could be formed as a bed. We then laid down. Few minutes later Joey was pushing up my shirt and releasing my bra strap. Out came from Joey oh my god. He spent a good hour playing and sucking on both titties. And Randy sat next to us and watched. Randy had a freak side and enjoyed the show.

  • Extra Tips

    When I was in college in Boston, I worked for a catering company that had a lot of wealthy clients. Three or four nights a week, I'd serve or tend bar in someone's home, usually surrounded by well-dressed and lovely women.

    One night in Cambridge, I was packing up the van--being the closer paid more--and ended up having a chatting with Mrs. S (the hostess) as I ferried bins and boxes and crates. She asked if I wanted a beer before I left, and one thing led to another. I was 22, she was 48 and divorced, and we ended up having sex for most of the night. Standout memories include me eating her pussy while she perched on the granite countertop of her kitchen island, lounging on her leather sofa buck naked while she swallowed my cock, and filling her pussy with my cum as she bent over an ottoman in the same living room where I'd been serving her friends a few hours earlier. As I was leaving, she tucked an extra hundred dollars in my pocket with a smile and a kiss.

    Three weeks later, I was packing up again after a dinner party for 8 women in Marblehead. Mrs. H, the hostess, lived in a great little house right on the waterfront. When I found her to say goodnight, she gave me a sassy grin and asked if I wanted a beer. I didn't think anything of it, but as we sipped, she mentioned that she was good friends with Mrs. S and that she was hoping for a little extra service before I left. Part of me was stunned at the secret getting out, but the rest was thrilled--Mrs. H was a slim brunette in her forties with small breasts tenting her silk blouse and long, slim legs.

    Three hours later, we were lounging in her queen-sized bed overlooking the dark ocean. She smiled contentedly, her dark hair clinging to her forehead as she lay on her side and played with my chest hairs. "I haven't felt this good in years!" she murmured happily. I thought back over the preceding hours: taking her clothes off slowly and kissing every newly-exposed part of her skin; her riding me languidly, leaning down so I could bite her nipples; watching her slender hands milking my cock to explosion in the warmth of her mouth; and finally, just now, feeling her arms and legs wrapped tightly around me as I pounded down into her and emptied myself inside her.

    "I was thinking the same!" I replied with a smile.

    An hour later, $200 richer, I was unpacking the truck at the commercial kitchen, dog tired and happy.

    Word got around a little more, and for the next year, I averaged two or three nights a month with an older woman. All in all, I earned an extra couple of thousand dollars. More importantly, I had a series of amazing sexual encounters with smart, beautiful, and eager women...every young man's dream!

    One Of My Bosses Did Not Know I Was Bi

    I worked for him for like five years, we were having my annual review and joking around for sure he said well, if you were willing to get on your knees I might be able to swing a big raise for you. He started laughing at his own joke but I told him Okay, no problem and asked if he wanted to do it here or come over to my place after work. We were sitting in a small conference room that held only like six people and he asked if I would really do it, I suggested he stand up for it and lean against the door so no one could walk in on it. He did it just staring at me with wide eyes as I made my way over and knelt down in front of him, I began undoing his belt and pants and he said Shit! really, you are going to do it? I pulled down his pants and boxers at the same time, his stubby cock surrounded by thick pubic hair barely sticking out from it. I pressed forward and sucked it all in feeling him get a little more erect with each pull on it and let out whispering gasps and moans calling me by name and saying how great it felt. I stopped and looked up at him asking what my percentage increase was going to be then sucked his balls into my mouth hard, he jumped some saying Hey now, easy on those then said How about nine percent, no make it ten! I asked what if I swallow and suck you as long as you want later on this evening at my place. He thought about it and said Twelve is as high as I can manage and that is because you are a top performer for sure. I sucked him hard and deep until he came, maybe getting four inches fully erect the whole time.
    I finished up and got back up while he pulled his pants and boxers up he said I had no idea you were gay, I told him bi would be more correct and it has been quite a few years since I sucked a guy so that was fun for me also. He asked me if I was serious about him coming over later, gave him my address so he did not have to look it up and he showed up looking really happy when I answered the door.
    I probably sucked on him for half an hour thru two orgasms, he told me while I was getting him to the second one that he was going to put me in for max raise every year moving forward and I did not even have to suck him off again if I did not want to do it. I told him to come by this weekend, maybe on Saturday when you have to go to the hardware store on an errand say and he laughed saying Yeah, sounds great. I kept him happy and he kept giving me max raises until I got promoted and moved to another department, he laughed when I got the promotion and told me Hey, bet Mr. Brown your new boss will enjoy a great blow job too.

  • Beach Blowie

    Not like whole story here just quick facts.

    Drunk on a beach one evening a guy came up to me and said he would pay me $200 if I blew him right then and there in front of his buddies who were being total losers teasing him. So I sucked his dick and on top of that I let him finish on my face. I didn’t mind at all and was acutely kinda hot

    Arranged Marriage American Style

    I lived in a rental with my mother and father. The rental was owned by the family my mother works for as a housekeeper. My father works for the USPS. I was fourteen, the 'son' in question turned sixteen. I was encouraged to marry him.

    He wanted me, always did since I was seven when I first met him. Now he was sixteen and not having me with him was driving him crazy. I stood with my father, in hours I would not be a virgin. Two words, I do. What if I said no?

    I said I do, I lost my virginity. I moved to his house, his mother's first daughter. I sat at the main dining room table, my mother served me. My mother folded my clothes and put them in the drawers. My mother called me Ms. Alison. I was no longer her daughter.

  • The Ugly Girl

    Me and my pals were messing about and joking . We were betting each other that we would not have sex with a girl who was the ugliest in the area . She never had a boyfriend and the boys avoided her . It started with all of us offering to pay £5 to the one who had sex with her . It went up to £25 . Then when no one was expected to accept the challenge . Out of brovado one of us said make it £50 each . So we all agreed . Me and my big mouth i half joking said i would acceept the challenge . They took me up on it . If i did it they wanted proof . They wanted me to take a picture on my phone . Of my cum leaking out of her pussy . Possibly the hardest part was pretending to like her and becoming her friend . When i eventually got round to asking her to have sex . She was all for it . She told me that she was going to be on her own in the house in 2 days time . That would be the day . On the day i admit that i wanted to back out but knew my pals would make fun of me . I went round to the house and we ended up in her bedroom . She undressed and i did the same . She was ugly but she has a nice sexy body . I fingered her to make sure she was wet . Then i pushed in to her pussy . I had to break her hymen . I had not thought about her being a virgin . I fucked her making sure that she did not kiss me . She was a nice fuck . It took me longer than normal to cum . Knowing who i was fucking . When i pulled out i took the picture of her pussy . I got dressed and left . I got my money but i swore my friends to secrecy . They could never tell anyone about it . They were true to their word . No one has found out . For weeks she sent me messages on my phone . Wanting me to go round .

    Company Layoff

    I was 32 years old and my company announced they were closing the location I was working at. I was given a few months of salary as a termination package. I began looking for a new job and didn't have much success. I had to cut into my savings to pay for things but it got to a point where my savings were quickly depleting. I saw an ad where they were looking for both male and female models and it paid well. I was wary about the type of modelling they expected but decided it couldn't hurt to inquire. They told me come in and we could talk.

    I went to their office and they told me more about the modelling. It was a man and a woman I met with. They mentioned what would be required and showed me a price list of what they paid for depending how I posed. Nudity was required but depending on how much you showed and what you did and if it was photos only or videos the amount paid varied. They only paid $20 for nude with only your bare ass photographed. It was a $50 for full frontal nude and went up to $100 for full frontal with erection. They paid more if you were willing to do more in front of the camera and the amounts went up if it was solo with someone else and if it was a video.

    I was relectuant to do any of this but I had a car payment coming up for around a $100 and didn't know if I was going to have a job soon. Before they would considering using me they wanted a look at me and told me I had to fully strip. They saw I was reluctant and made it clear nudity was required and if I wasn't willing to strip down in front of just the 2 of them that this wasn't for me. I went ahead and just did it. They looked me over and even had me get erect for them. I stood there nude as they looked me over. They offered me $500 to do a fully nude photo and video shoot with me mastrubating. I told them I wasn't willing to go that far and was asked if I was willing to do a full frontal photoshoot. I said that was as far as I would go and they added it had to be with a erection. I agreed, They told me that only pays $100 and to do just a little more would pay me $500. I told them I wasn't willing to do masturbation. They said they respected my decision but it was $400 less in my hands.

    I did the photoshoot and was photographed nude in various positions and my cock in an erect state. They asked me if I wanted to know where the photos end up being used as they can let me know.

    A few months went by and I recieved a call from them. They asked me how I was doing and I told them I was well and was working. They asked me about my job and I told them which I after realized may have been a mistake. They told me I would be appearing in a magazine and even said they would send me a few copies which they did. After seeing myself in the magazine I felt embarrassed and prayed no one I knew would see them.

    Two weeks later I get a call from them asking if I recieved the magazines. They told me to come down for a video shoot and it would require cumming. I told them I wasn't interested. They asked if my current employer would be. They gave details of my employer, my job, my title, who I reported to and the address and asked if they should be sent a copy of the magazine. I told them they can't do that and thier reply was "Can't we?". We talked a bit more on the phone and I agreed to meet with them.

    Our meeting was pretty simple. They said the readers liked my photos, put $1500 in front of me, told me I was going to have sex on camera with another guy and if I didn't want to it was fine but my employer would see my past work. My company s very conservative and I figured I would be gone so I agreed. They immediatey had me do the video shoot. It turned out to be 2 other guys and they did things to me I never expected a guy would do to me and I did it back to them. It felt good but having it recorded took it to another level. After it was done I was really embarrassed and figured I may have played in thier hand. I thought I would get another call to do more but fortunately they never did. I still worried my employer may see it or even my friends or family. So far if anyone I know has seen it they never mentioned t to me.

    I Do What It Takes

    I was barely able to graduate high school as a teen mom. Deadbeat dad walked out when he turned 18 and moved out from his parents. No one wants to help me but I had to make it work.

    It started with house calls as a cleaner. Then I got the ads right and started getting calls for home spa and relaxation services. The easiest is horny husbands that need 3 licks to pop because their wives aren't putting out.

    I mainly do bjs and hjs. My ex would normally fuck me in doggy so I wasn't good at riding cock until recently. Still lots to learn to make top money.

    Uncle Allergic To Jail

    I learned early on as a boy pre puberty that men do thiings that they don't want found out , they pay money for your secrecy . I saw my first 50 dollar bill after my uncle m****ted me as a young boy..I would get 10 more of them the summer uncle lived with us.I hid them until I was older earning money mowing etc. Put them in my Christmas savings mamma helped me open in town.
    I really didn't like it but the money was good..

  • Not Bad Pay

    My husband’s sis had been married to this guy for a while. She and him are both in there late 40s. She has let herself go and he is fit and very easily could pass as a 20 something. I always found him very attractive and wondered what he saw in his wife. Especially after she gained what seemed like 60 pounds. I’m tall and slender dirty blind have kind of a bubble butt but my fake D cup tits are best asset. I flaunt them all the time and have even had them squeezed a few times. I love to have my nipples played with especially if I’m giving head or getting railed. Nipple play will have me shoot streams I’m a squirter but have not in a while. My husband does sales so he is gone some days and evenings during the week. My BIL took advantage of this one evening. He had golfed in a tournament and his buddy and him ran into me while I was out with a friend during happy hour. I complained about having to work at this shitty part time thing that didn’t pay well out of the blue he offers me cash to show him my boob. He pulls out 50 bucks and says he want a to see and play with them. Instead of saying no I was excited he was noticing me and asked him here he got up put a napkin over out drinks and took me out to where we where allowed to smoke. He knew the bartender and he just waved and let him know we would be back.

    We where out front he pulled me to his Tahoe and had me get in the back. I was nervous not sure why but I got in and he reached over and pulled my tits out. I had on a blouse that was a v neck so it was easy to plop them out from the top. He played squeezed the nipples and saw I was puffy in his hands I felt his tongue lick them suck then I felt he hands on my thigh easily slid up my skirt and right into what he called the warmest wet pussy he ever felt. From sucking my tits to laying back spread eagle eating me out I was fucked for the first time in a long time. I had sex with my husband but I was fucked and it was beat up. We went back in I felt like I was walking funny we finished our drinks that where watered down by now paid the tab and I was taken one more time this time in my car. After he used me he slipped 100 bucks in my panties and said that was good. My husband thinks I work part time for that shitty store instead we use those hours to meet up. It’s been a while he uses me as he pleases. He had me do him and his college buddy when he was in town. He is from back east and came to visit. He took some time off during the week and for the 3 days he was here they golfed hung out and fucked me. I did my first DP felt as if I was going to be ripped in half definitely not my favorite but they enjoyed it and I was called a good little slut. Lots of spit roasting those days. Nice to be one on one with him again. Definitely enjoy when it’s just us. Told me only reason he let his buddy do me was because he isn’t from a round here and his friends here would never leave me alone. He said we have a good thing going and likes fucking me. I always wink and tell him that he won the prize and he owns me. Always love when we have family get togethers and our family is feet away and he is aggressively banging me into submission. Ass pussy I lick his finger clean. Never thought I would be such a submissive slut for anyone.