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..

I'm a professional masseur. I'm good and I have a decent number of clientele that keep me busy for about 12 hours a day. Most of my business is in house calls.

Out of all I have one who always want a happy ending. As a matter of fact it's a family of three. I became acquainted with the mom first. I massaged her for about a year before hubby decided to try. After their daughter's 13th birthday I started her massages, not the same as adults, BTW. A lot less aggressive.
The mom insisted on being done in the nude. The happy endings started with her when I lightly pressed on her mons pubis. She sucken in a huge breath and said do that again! I explained if I gave it too much time and pressure she will likely get sore as she wasn't shaved or waxed. She insisted so I massage her mons. I did not touch her pussy once but she had such a hard orgasm it shocked me. Her husband was next and I was afraid she would tell what happened. Not a word, I guessed we were going to keep it secret. Hubby enjoyed his massage but nothing happened this time. The daughter I would never massage in privat. One of the parents had to be there because the horny little bitch would not stay dressed. She was always exposing her pussy which by now was covered with beutiful black peach fuzz. I prefered when dad was there becasue she left her pussy covered. Mom didn't seem to mind what she did.

The next week the mom was waxed! She was ready as soon as I touched her ass. She flipped over before I finished and asked me to do her mons. I did and this orgasm was just as hard as the last, almost like she was saving them up. Nothing changed with the dad and the daughter. This worked out well for about 6 months.

Suddenly dad was getting waxed and he started getting boners as I massaged him. After a few weeks when he climbed on the table I noticed he was freshley waxed. He had a nice looking dick. I had never touched a dick other than my own.
I did that day. He was surprised. I immediately bent down and sucked his dick. I almost sucked that fucker off his body. I was so excited I did not noticed he cummed until he was pushing me away. He asked if he still got a massage. I gave him his masage and after we were finished he had a nother boner, so I sucked his dick again. I was hooked and I couldn't get enough. All I could think about for weeks was sucking his dick. I found my self rushing with mom and daughter just so I could suck him off.

One week I was really into eating his dick when I happened to look up and the horny little bitch was sitting there watching us. Just as I was pulling my lips off the red swollen cock and my lips were still caressing the head my eyes locked with hers. She said she has been watching us for a long time now and asked her dad if mom knew he was getting a blow job with his massage? No she doesn't know. Then she smiled and looked at me and said to him, I quess you won't tell if he eats my pussy then, will you?

I've turned into a whore. A little uneasy about part of it, but it pays good.

  • Back when I was 18 and going to college I needed to make more money. I was working a part-time job but it wasn't enough. I saw an advertisement looking for male dancers and how much money could easily be made. I wasn't willing to go fully nude which I excepted to be a requirement but I decided to go in and ask some questions anyway. I go in and was surprised that the owner was a woman. We talked and she answered all my questions including my concerns about nudity. She told me I didn't need to go fully nude but I would need to strip down to at least a g-string. I was comfortable taking to this woman as she really put me at ease and even though I thought a g-string might be a little too little to wear I was opening up to the idea. She asked me to strip down to my underwear to have a look at my body. I complied and she said the job was mine as she then handed me a g-string and said she would need to see me in it first. She told me to turn around and to put them on. I took my underwear off exposing my ass to her and put the g-string on. I was then facing her with very little covering my junk. She mentioned I had a good sized bulge and asked for me to rethink not wanting to show it. I told her I wouldn't feel comfortable showing it to everyone in a club. She then told me it was just me and her now and to give her a quick flash. I broke down and I gave her a quick flash of my cock. She asked how I felt showing her and I replied not bad. She then told me I had the job and asked me to just finish off my interview with the g-string right off. She added when I worked I could keep them on but it would be a nice gesture on my part if I took them off while it was just us 2 alone and talking. I did as she asked and was fully nude while we finished off interview. Once done I got dressed and had a job I didn't think was going to get let alone accept.

    My first night working, except for the first half hour, wasn't as nerve racking as I thought it would be. My ass was on display but my junk was covered. The other guys working with me exposed it all. It was a little weird seeing the cocks of the guys I was working with but it was a male strip club. After my first night the woman owner asked how I felt the evening went and once again asked if I had decided to work with no g-string yet. I told her I couldn't so that was the end of that topic. The other guys overheard this and told me they would give me a few weeks before I would be up on stage and walking around the club with no g-string.

    A month went by and I was never asked by the woman owner about going fully nude. I worked in my g-string each time and it was no issue. This time she called me into her office before my shift and told me I had a month to get used to everything and it was time. She told me the g-string goes tonight or I do. She wasn't as nice as she had been before. I told her I had quit my other part-time job and this was my only source of income. Her reply was very simple. If I needed the money then I knew what I had to do. I could tell she was serious and there I now was naked in front of her again but this time it was also going to be in front of everyone else in that club. I did it. I worked that night and every other night wearing nothing. The money was good so I couldn't quit. As the weeks went on I got more comfortable being fully nude. The college eventually found out and I was expelled. It was a female teacher who had come into the club who recognized me. It was uncomfortable to have that teacher see me this way but it was my job. She came in a few times and tried to escalate things with me each time. I did give her private dances which she paid for but she really pushed what she was allowed to do. She touched me in places she wasn't allowed to and I always politely told her it wasn't allowed and removed her hand. One time I was giving her a private dance and she hiked up her dress exposing her pantyless pussy and told me to rub my cock along it. I told her that type of activity was not allowed in the club. She literally spread her pussy and told me to put it in then. I told her the same thing. The next time at college she saw me and pulled me into her classroom and locked the door. I figured she was going to try something sexual with me. She told me to undress and seeing I was reluctant began show me some pictures of me naked in the club. She told me wheat we could not do in the club we were going to do here now. I refused and I think this was what actually had her tell the college where I was working.

    Once I was expelled, word got around college and some students did come in to see me. It was a little embarrassing but also arousing to have the female students seek me out to check out my stuff.

    Every week day without fail, I lick and suck my bosses pussy to orgasm.
    It was the price of promotion and after eight months I'm still devouring her c**t.
    We never fuck vaginally, as she's still able to have kids, and her husband doesn't like her taking birth control. But once she's had her fill of orgasms from the oral sex, she does have me fuck her ass until I cum inside of her.
    My cock's not big at six inches, but she says it's more than enough meat up her ass.
    Its amazing how we fit the half hours into each day.

  • I'm sat here thinking, did I and am I doing the right thing. And I'm also sat here knowing it was and is by far the best sex of my life.

    My husband lost his job just before lockdown. I got extra work cleaning for a well off business man.

    He got to know about our money problems and gave me a option. Still clean for him, but every time I did, he'd want sex with me.

    My cleaning rota was twice a week. Now I clean his home four days a week. And each time we have such amazing sex.

    My husband and I no longer have financial problems, as all of our debts are clear, including the rent arrears.

    The sex is so good, I now find myself so eager for the days I clean for him. He's forty one, fit and has a huge penis. It's much much larger than my husband's, and he fucks my mouth, pussy and asshole so damn good.

    The schedule for his home is an hour. I'm rarely there less than two. And the vast majority of the time we're having sex.

    He tells me he's never enjoyed sex so much, and we've now met off schedule for sex in his car.

    If we stopped tomorrow, I know I'd miss him and the sex terribly. Yet I'm married and know with my husband hopefully getting the job he's been offered, we'd be fine.

    But how can I give up such awesome sex.

    Yesterday I went to see a man. I have seen him before, he is always generous, the money is up front on the dresser, he is showered and the bed is turned down, the sheets are clean, the room picked up. Because of the Covid restrictions I am impersonating a Grubhub driver, which I have done from time to time, I know the drill.

    He likes me, it's nice to be liked. I help him get undressed down to his boxers and black socks, I give him a back rub, his shoulders, his neck before tying his wrists to the bedposts and the gag in his mouth. The towel is already on the sheets, to catch any mess. I pull his boxers down below his but cheeks, his smooth white cheeks which I spank with my hand until his cheeks are bright red. With his butt cheeks red from his spanking I open his cheeks and gently lick his anus until he can no longer control his involuntary response to close his cheeks, I lube up my cock, the effect of the Viagra pills I took before coming over gives me a mighty hard on, I line up an force my cock into his anus until it is balls to the wall and then I fuck.

    The Viagra and the lube slows down the ability to ejaculate, so I fuck, and fuck those pink white cheeks. When I ejaculate it burns, but it feels good to pump. I pull out and use the towel to wipe my cock clean. I get dressed, collect my money and leave. The maid will find him in the morning. If he calls again, I will go see him again, another room, another motel.

  • I live in the UK now, I was born in the Netherlands. I was on my own at 15 and with forged ID went to Antwerp in Belgium. I resorted to being a sex worker one of the girls or guys in the windows. I wasn't a virgin to oral or vaginal sex, but hadn't had anal sex. I got a lot of customers, men, women, couples even. It was one of the couples I was with and while sucking on the husband the wife stuck her finger in my butt. It hurt I was very tight and she asked and I explained I'd never had sex back there. I even admitted my real age. At that point she pulled out what was then the equivalent of 500 pounds in cash. The stipulation was that the husband could take me for my first anal sex while she watched. After that they came around even more giving me very generous tips. I stopped working in the windows and moved to Paris where I worked for an agency. Taking sex in all three places in my body, and doing men and women, and young. I was very popular. For another 3 years I was a prostitute and a student. I got my advanced degrees and stopped prostituting myself and even after school costs and living costs had about 100,000 pounds saved.

    I am now married for the past 7 years to the Director of a large corporation, I have given him 2 children. I do miss sometimes have large cocks inside me, and really miss being with women. I lived with an older woman in Belgium and a girl my age in Paris. But I'm respectable now, a professor at a university - out due to the virus currently - and in a way I look back on those past days with envy. I never got into drugs, I didn't enjoy the sex unless it was in my personal life, and quite frankly don't really enjoy it with my husband though he tries very hard. I mainly get off when he's inside me by remembering some of my kinkiest acts when I was a teenage runaway prostitute.