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.

Slut Mouth

I was much younger.

We had a group get together my brother his older friends and my friends. Stayed up playing games and watching movies.
We knew our parents had gone to bed and the older guys decided to play porn for everyone you know trying to be cool and shit. It was awesome. Watching muscular men rail women, sucking and fucking each other vaginal anal all of it. Eventually we went to bed a few boys snuck off at various times that I now recognize, to embarrassed they waited till later to Jack it.
I watched one of the older boys head outside and I joined. He handed me a smoke, I’d never partaken so he’ll why not?
We talked about the porn he was visibly getting aroused. I told him how much I was enamored with the cock sucking. He misunderstood and thought I really wanted my little penis sucked. I corrected him saying I’d like to do that. I’d kinda crushed on this guy for a while. You know confusing time I also crushed hard on a friends sister. That’s another story.
He laughed and looked uncomfortable. Then blurted would you suck dick for money?
My brain went nuts. What you can get paid for that. It looks fun I didn’t say any of that out loud. And nodded.
He offered me 20 bucks if I’d suck on him, 40 if I could get him to cum and 60 if I showed him and swallowed. We shook and I was on my knees unzipping him.
His semi hard cock looked huge in comparison to my winki. Took a minute for me to adjust and get the hang of it. In minutes he was heavy breathing and moaning. Minutes later he was grabbing the back of my head and thrusting. I gagged a bit till I was able to relax. And then gooey hot stuff was filling my mouth. He pulled away I showed him and swallowed.
Good to his word he handed me $60 bucks. I informed him he owed me $20 more for the roughness without warning. Without another word he handed it to me and lit another smoke.

It didn’t take long several boys were begging, trading and paying for my mouth. I fucking loved the attention and money.

  • My Time With A Sugar Daddy

    When I was 20-22 I found a sugar daddy on a website meant for those kinds of relationships. I mostly did it to get to travel and get nice presents, but it's also a bonus to find someone who's a bit more mature than the guys in my age.

    I ended up meeting a man who was 47 years old when we met. Decent looking, well paid, looking for someone around my age. He was married with a family, but none of us really cared about that. We started hooking up and it was everything I thought it would be. Sometimes we would go out to nice restaurants, he took me to nice hotels, bought me presents (bags, clothes, j*welry) and in return I'd let him fuck me how and wherever he wanted, or suck him off when he was in the mood.

    As time progressed, he started giving me "assignments" between our meetings. In the beginning It could be that the next time I went into the city, I would wear a very short skirt and show off my but. Another time he wanted me to wear an extremely revealing top with a lot of cleavage and no brah at my workplace (cashier). He moved on to more daring assignments after a while, like wearing his daughters dress when he fucked me, wear an almost see-through top when meeting my relatives and "accidentally" letting my dad see me completely naked when I was visiting my parents over the weekend. If I did the assignments he told me to, he'd give me something I wanted.

    The most memorable thing we did was that he brought me with him to a friends place where he was going to have dinner with some other men, there were 6 in total, everyone between maybe 45-55 years old. When we arrived they showed me a bedroom that were designated to me for the evening, and if someone came to me during the evening, I'd show them a good time. Everyone single guest at the dinner came in to visit, except for my daddy. At one time one middle aged man was fucking my mouth while another was fucking me from behind.

    We stopped when after 2 years his wife found out.

    Retun Of My Mistress

    I got in contact with my previous mistress last month. She lives in Germany with her husband. I somehow found her on Facebook and knocked her to ask if she remembers me. She said yes. We talked over the messenger and I thanked her for her support during my struggling days. Meanwhile, she told me that she was visiting my country for 2 weeks and would like to meet me. I agreed. So, I went to meet her on Mayday in her hotel room in the evening. There was another woman in her room. They were happy to see me. Moly (fake name of mistress) and Gini (Fake name of her friend) welcomed me to the room. Gini told me that she has heard everything about me. She also wanted to see me.
    I was a bit shy but Moly said to me that Gini is excited to have a session with me. I was promised a good chunk of money as well. I had no problem with Moly but for Gini I was hesitant. Also, I am no longer a teen. However, when Gini put a bundle of notes on the table, my intention changed. I said I am ready. So, I removed all my clothes one by one but I was instructed by Gini to keep my undies on as she wishes to unveil my package. So, I did. I wear briefs and my manhood was already hard showing off my package’s shape from the outside. Gini was excited. She came forward and she got to my back. She then binds my hands from behind with a handcuff. I knew that I am going to be humiliated and I did not mind considering the reward. Then she came in the front and pulled down my undies from close and my cock hit her face. She was laughing. She was stroking my cock when suddenly I hear a girl's voice from a phone which was set on a stand on a bedside table. I have been put on a video call with the 15 year old daughter of Gini. All wanted to enjoy the show. Moly said, keep it up we are paying you. I did not say anything and let Gini play with me.
    Moly was holding the phone to show everything that was happening to me. She even took close shots of my manhood. Then she put it on a table close to me so that the daughter can see the whole session. Gini and Moly took turns to stroke my cock and massage my balls. Then the daughter said, “mom, when will you start torturing his balls? I wanna see his miserable state.” Gini answered that she will start soon. Moly said to me that I am big man now so the torture will be upgraded than the last time. I was told I will be squeezed, kicked, kneed, punched and slapped. As I begged them not to do all as I am not used to this, the daughter insited that they don’t listen to me. Still Moly sided with me and said I can choose any three tortures and they will each do two of each category. I chose slap, kick and squeeze, but Gini changed slap to knee.
    So, as it began Gini started off with a Kick and it hit me badly as I began to see darkness with the first kick. Still I managed to keep standing while leaning on the wall. Her second kick was not hard yet I felt it badly. Then Moly did her two simultaneously and I dropped and rolled. I was put to kneel and Moly began to squeeze me. Two squeezes and I lost my sensation of the body. I could no longer feel my legs. Then Gini grabbed my balls from behind and began squeezing and I wanted to scream but I couldnot as I did not have the strength. Then I was given half a minutes to stand up. Just as a stood up with my eyes closed with pain, a shooting pain from my balls shocked me. Gini had kneed me. She held me to the wall and kneed me again. Moly as usual kneed me consecutively two times. I laid there for how many minutes I don’t know but when I came to Gini was not in the room and three bundles were on the table. Moly was watching tv and told me to take the money and go home. I rested for 15 more minutes before I left.

  • Did Gay Porn For Money

    Back in my college days I was broke. Probably like most college kids. I moved across county to go to college.

    This was back in the 90s. Every guy still wore tighty whities back then and was hairy. I remember fucking a few college girls then who had hairy pussy.

    Then one day as I’m out looking for a part time job a guy starts a conversation with me. Says I’m good looking abs he has a money making opportunity for me. He hands me his business card. A few days later I decided to stop by his office listed on the card.

    Once at the office it definitely looked sketchy but I stuck around. Then the guy straight up tells me I’m good looking and can tell I’m a country boy in the city. Then tells me he does porn. I was surprised. At first I thought straight porn but once I asked what I would have to do with women he said no other gender. You’ll be with a guy. Sucking dick getting sucked fucking and taking dick in your ass. He said I figure your an anal virgin which he was right

    At first I was shocked and so hesitant but we kept talking. He talked about the money I’d be paid per scene and said lots of straight guys do gay porn because it pays good. There in his office I lowered my jeans down then he told me to lower my briefs down. When he saw I was more then average in my briefs he instantly offered me a scene. He said a country boy with a dick like mine would make me good money.

    He stood up while I pulled my underwear and jeans back up. He set up a camera by his chair. Took his shorts off to expose his white briefs then took his briefs off. He was already hard. He was kinda small but very hairy. I was asked if I wanted to try sucking a dick for a quick $50. So I said fuck it. I sucked him. I finished him with a handjob.

    I felt so awkward after sucking a dick as I drove back to my dorm room but it was quick cash. The next day I called him back and said I’ll do a few scenes. He promptly gave me and address and told me to be there after I’m done with my daily classes.

    I showed up. There was 5 guys there. All older guys. Then the one older gray haired guy said is this the virgin country boy I’m working with. He introduced himself to me. He was a really nice guy.

    Fast forward to us having sex. We start with BJs. Then it switches to me getting fucked by him! Losing my virginity on camera was so odd but it paid good. And it hurt at first but it was a highly sought after porno I bet. That man cummed in my ass. Then the scene was over. The man thanked me for the tight hole to cum in as we both went to shower. He told me more about the industry and how other guys definitely would want a hung country boy like me.

    And after that scene that began my journey into gay porn. As a guy who liked women it felt so awkward having sex with guys but I was more interested in the money. I did scenes on and off throughout the early and mid 90s. It provided me with enough money while in college. I can’t tell you how many guys I fucked or how much dick I took. It was a lot.

    I never told my parents about it. They definitely would had freaked out knowing I was taking dick in my ass! But they surly did wonder how I found a good job while in college. Little did they know every Friday and Saturday I was sucking dick and fucking to make money.

    My last year of college when I was 22 I did my last scene. As I’m standing there in my tighty whities with two guys cum dripping out of my ass I told the guy who hired me that I was moving once I graduate. All he said was okay and thanks for a good 4 years of work.

    After that I never had gay sex. By the late 90s I was married and had 4 kids throughout the 2000s. But I did tell my wife about my money making adventure in college. At first she was so surprised but understood I was a broke college guy. I told her about it just in case someone came across me on a vhs of porn. I honestly still have every porno I was in. I have tubs of vhs tapes.

    It Was Just Luck That I Met Greg Who Taught Me The Ways Of The Trade

    I was between college and finishing and had dropped out for a semester and took a job working for downtown hotel as a bellman. I got the 3-11 shift and worked with two other guys. One of the guys was Greg. He was from San Francisco and had long hair, as long as they would let him wear it at the hotel. He was assigned to show me the ropes and during one of the treks back to the front desk he told me that the real tips were made with customers that wanted help with stuff from outside of the hotel. Like liquor, or special kinds of cigarettes, or young girls that were otherwise going to sleep on the street. Or young boys. Especially boys. If you hooked up with a man that wanted boys you could make more money in a night than you would in a month of carrying bags.

    In the elevator he told me that man that we had just helped get his luggage to his room was looking for young boy to come up later that evening. Was I interested? I could make a hundred bucks for a couple of hours, just make sure you took a shower with him first. How about it? If I was with him on that he would tell the guest that I would be up there around 11:15 after I got off. And that's how Greg put me in his stable and rented me out to guests. He had rules, he scoped out the guest first, most of the time he collected up front and I went up for a couple of hours after work. Some guests were into all the weird stuff, others just wanted to suck my dick, and some were into me taking my place under them on the bed.

    One night during a convention that was in town Greg lined me up with a man that seemed to have lots of money. Expensive watch, clothes, shoes, suitcases. And he was ok with 200 for a couple of hours around midnight. I had dinner before going up. He was waiting and let me in. He was in a night shirt, nothing underneath. He was quick to get me to undress and stand around for him. He played with my dick and sucked it a little and told me to suck him so I did. He went to the bathroom and called me in and told me to suck his dick clean.

    Then he got hard, his dick was the biggest I had seen. He wanted to get on me, and 'make it hurt'. He made it happen without any gel and it hurt, it hurt and burned, which just made him do it harder and when he pulled out I was bleeding. He liked that, it was a win for him. It was at that time that I understood what tearing a new asshole meant. He kept me a couple of hours and I left and went home.

    When I woke up the next morning I still hurt and it burned. I had bright red blood on the tissue. I wasn't able to make it to work or see other guests during the convention. I ended up having to see a proctologist who took great pleasure and teasing me about how big the guy was and had to give me a stitch where you never want a needle and thread.

    That semester I made enough to pay for my next semester. I became a regular for Greg and he gave me to good customers, who paid well and tipped. He kept half and I got half, a half more than I would have gotten on my own. I moved to New York after college and worked in a midtown hotel and got on with a guy who set you up with guests who were willing to pay. I did make it a habit that I had to have gel, I wasn't going to go through that kind of a pain in the butt again.

    I made a good living, better than most of the college kids that went to school with me.

  • Guy Outside A Bar Paid Me 20$ To Watch Me Pee.

    When I was in college I was broke as shit. We just drank whereever there was the cheapest alcohol. There was a dumpy little bar that did dollar bottles on wednesday nights. This bar only had 1 toilet in the mens room so most of the guys would just go out back to piss. One night I went out to take a leak and some older guy offered me 20$ to watch. That was like a week budget for me in those days so I told him he could. I pulled it and he just locked his eyes onto my dick, told me I had a nice dick, and watched me relieve myself. When I was done he gave me a 20$ and I went back in and never told anyone about it.

    It's The Way I Pay The Rent

    Today I'm 29. Happy Birthday to me. I'm the office girlfriend of a man my father's age. I have been since I was 25. When I go home I have a girlfriend. We have been together for three years. She is not his girlfriend, I don't let her near him. He owns the townhouse where we live and I drive one of his cars. It's the only way we can afford living here.

    I'm Sick At The Stomach I Am Having Sex With A Man

    A 23 yo lesbian waitress accosted by 55 yo man. He wants sex. I don't have sex with men. He offered a nice tip. I don't have sex with men. He offered use of a used car. I don't have sex with men. He offered a new car. I got sick at the stomach I don't have sex with men. He offered to pay off my student debt. I have sex with men. He claimed I was born for him. I have sex with men. He put me in an apartment. I have sex with men. He put me on an allowance so I can return to school. I have sex with men.

    I'm having sex with this man.

    What?

    I guess I was born girly. As a kid I was always mistaken for a girl though I used to think it was due to the long blond hair. But when I got older I realized it's because I look like a young girl regardless. I'm five feet two inches tall and weigh about 90 lbs and with my waist length blond hair and my extremely slender body I look like I'm about 12. The only thing missing are tits and a camel toe. If I had tits I probably would look like a 15 year old girl.

    Then I met Milly and she said I would look gorgeous with make-up, a new hairdo and girl's clothes. I was reluctant and skeptical. Four hours later we were out at a club for 18-20 year old's dressed in similar outfits, both shear black short and skimpy little black dresses, matching heals with our hair done up in glamorous styles. A couple of guys hit on me and Milly explained that I liked girls. I hadn't yet gotten brave enough to tell her I also liked guys. Then a lesbian hit on her and she said she was taken (by me) and the lesbian asked if her girlfriend was available, meaning me. She said yes and told the lesbian that I am a good dancer and better kisser. Five minutes later I was slow dancing with a lesbian who was gripping my ass and licking around inside my mouth while we dry humped. The make-out session continued at our table and only ended when she slipped her hands up my dress and discovered my secret. She felt betrayed and told me I shouldn't have tricked her but then pulled me back for one final 20 minutes of making out. When she was done she said "you kiss like a girl, Are you sure you're not a girl?"

    Milly and I did this sort of thing a few more times when a guy she met said we ought to go on line and have a channel where we would put on live sex shows for money. We gave it a try and couldn't believe our success. We now earn plenty enough to live on and get to indulge in our exhibitionist hunger. Our account says I'm a transgender female

  • Gave Head For Money

    When I was in college is when I had my sexual awakening. I lost my virginity my first week living in the dorms to a fellow virgin freshman. After that I really got into BJs. No idea why but I just loved giving head

    One day I wound up giving a grounds keeper at the college a bj. He had a very hairy cock and he was on older guy. Once he came in my mouth I swallowed. After he pulled his underwear and pants back up he pulled a 20 dollar bill out of his wallet and handed it to me. At first I said no but he said I did him a huge favor and swallowed. A week later I’m sucking his hairy cock again. He paid me again. Then it got me thinking that I could have extra spending cash just from sucking dick.

    As the grounds keeper is putting his dick back in his tighty whities I asked him if he knew if any other guys who needed a bj that would pay. He told me he knew of one other guy for sure and possibly two others. So as I’m sitting in his car he calls a guy. Once off the phone he tells me Steve will be here shortly. Said Steve is my childhood best friend and he’s been divorced for years now. About 20 minutes later Steve shows up in his truck. The grounds keeper talks to him. Tells him who I am then Steve invites me into his truck.

    Once in Steve’s truck the grounds keeper takes off. Steve starts by introducing himself then telling me right from the start he’s a divorced dad with no sex live so I’m doing him a huge favor. Then he gives me 40 dollars right from the start. As I’m putting the money in my pocket he lowers his Jean shorts. I’m looking at a nice bulge in his tighty whities. I grab his waistband and pull his tighty whities under his balls. He dick looked like the ground keepers to be honest. 6 inches cut and very hairy. Huge balls too. I got to sucking.

    He came in less then 5 minutes. A huge load that I couldn’t keep all in my mouth! But I swallowed as much as I could. The rest of the cum wound up in his pubic hair. He moaned while he came then once finished I swallowed and licked his dick head clean. He thanked me a few times for the bj. He pulled his tighty whities back up despite the cum in his pubes. I sat and talked with him for about 20 minutes. Then I headed back to my dorm with his number in my phone

    The grounds keeper I typically sucked once a week. Steve texted me ove or twice a week needing a bj.

    Then came along mike. He was a friend of Steve’s. Mike was almost 7 inches and uncut. He was my first uncut guy. Definitely and experience. Mike was 51. He always wanted sucked Friday night when he his wife was at work. I guess she didnt put out anymore. Mike was a heavy tipper. He was a business owner. Mikes oldest daughter went to the same college I was at.

    Those 3 guys were the main guys I sucked during my 4 years in college. The grounds keeper was 48 when I started sucking him. Steve was 48 and Mike was 51.

    Steve and I ended up having sex my senior year of college.