Anonymous Confessions

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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 -
Gay Male / 19

I Made Some Homeless Man Cry From Riding Him So Good

I’m 5’4 with a brown caramel skin tone, curly bangs, wide hips, big lips, thick thighs, and a plump ass. A lot of people say I look like chel from el doarado but as a femboy and I dont blame them. I’ve been built to get pounded genetically speaking. Well I did when some homeless guy asked to fuck me for 35$. I was about 16 and just came back from partying at one of my friends house walking to my car so I decided to take him up on this offer. I’ve never did this before so he pulled out his massive already erect cock and told me to suck it. His cock was absolutely massive, the biggest one I’ve ever seen to this day and about 10-12 inches. Who knew some hairy homeless man was packing so much, I almost thought he was a pornstar in disguise. I got on my knees into the alley way and started to suck his cock. I’ve sucked things before and I also have no fag reflex so I was able to deepthroat his entire cock down my throat. After 1 minute he started squirming as I was sucking the life out of him and told me to get on top of him so I can ride him. I said okay and angled myself into a good position, slid his cock in my ass, and instantly felt pleasure to my entire body. Some people say their first anal experience was terrible but mines was absolutely amazing. There was no pain and I was able to take his entire cock balls deep either my ass. And not inly that but the feeling of him being fully inside me was unbelievable and I started to bounce on his 10 inch cock right in that alley way. After 2 minutes if this he started squirming again and told me he was about to cum. I rode him harder and he cum inside of ne. Despite that, i continue to ride him even harder and he began to start crying because he had already came and was done. I wasn’t done though and I was so close to finishing. It felt like I was on edge for about 3 more minutes and during that time he started to cry. They were being muffled every time I bounced on him and when I finally came and took his dick out, he was asleep. I made a homeless man with a 10 inch squirm from head and faint from my ass. I now wonder if I should do porn as I definitely have the face and body. I could be dominating in the industry after what I did that day!

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# 64643 - by Makeusquirm
    • - Dirty Deeds For Dollars -
    Bi-Sexual Male / 69

    My Whole Life As Far Back As I Can Remember I've Been Sexual.

    As a boy even before puberty I was jacking and sucking the older boys dicks to be in their club,tree house, fort in the woods etc.Making money or getting something I wanted was a natural progression..As long as I can remember sex was always around me.I've done fathers,grand fathers,mothers,grandmothers,little girls,little boys.I'm always horny to this day and I'm almost 70...I 'm the proverbial if it feels good do it often. I'll suck and fuck anything,everything.I've broken most of the Taboo's...You name it I bet I've tried it...I sniffed and made love my mothers panties for a long time.I'd cum in her chewed slobbered on panty crotch and place them on top of the laundry hamper so she would find them...I was always watching dad smack her butt,groping her.She'd be walking by,he'd grab her ,pull her on his lap and slide his hand up her shorts leg.You could see from her body language his finger was penetrating her.Right there in front of me and my little sister dad would finger fuck her.She was a petite blonde sex bomb 90-100 lbs,tiny little titties..

    Skip forward few years I'm a freshman in high school fucking everything that walks, sucking coaches dick and even fucking my algebra teacher..
    Dads out of town with work.I come home from a football game date a bit buzzed,moms on the couch in her robe passed out drunk. I'm horny having been heavy petting a cheer leader but no sex...Shaking mom,saying her name.No response so of course I open her robe to see she'd naked underneath...I can still see it in my mind as if it were yesterday...Her pussy shaved bare except a little patch above her clit. As I pushed her legs apart her clit stuck up erect like a little dick bugging to be touched,sucked. No shame,no fear or thought of consequences I fucked her. She was way wet,hot, willing,used to being fucked....After I came I scooped her up carrying her to bed.All the while she never woke up

    Next morning I woke her up fucking her from behind spooning her..Of course she panicked when she realized her son was fucking her and not dad... While she protested I emptied my balls in her...
    She often protested while responding to my firm forceful touch. She loved the way I touched her,having my way with her,giving her uncontrollable squirting orgasms... Even after dad was home I'd grope her, sneak quickies in her when dad was outside doing chores or out in the garage.You'd be surprised where you can get in a quick fuck. After awhile she got into it,she really had no choice....After dad died I bought her sexy outfits and would take her out in public showing her off as my girl..We had some wild sex..
    She died as parents do at 63. The booze had a lot to do with it...

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    # 64559 - by OB
    - Dirty Deeds For Dollars -
    Straight Female / 22

    Sugar Baby

    I have always considered being a sugar baby, but never know which sites is the best?? anyone have any tips or recs??

    2
    # 64513 - by Deadkayz
    • - Dirty Deeds For Dollars -
    Straight Male / 30

    Wife For Sex

    I want my wife to go out and have sex with people and let me watch or at least takes videos and show me.

    1
    # 64464 - by Chriskk1982
    - Dirty Deeds For Dollars -
    Straight Female / 24

    I'm A Sugar Baby And I Love It

    I'm a sugar baby and I love it. I've had several older men pay for my expenses, give me g*fts, and take me on trips in exchange for my companionship. It's not just about the money for me; I enjoy spending time with them and feeling desired. I know it's not a conventional lifestyle, but it works for me.

    0
    # 64442 - by Chloe
    • - Dirty Deeds For Dollars -
    Bi-Sexual Female / 20

    My Submission To My Older, Wealthy Lesbian Mistress

    It was 4 years ago, I had a part time job in an art store, and for reasons I won't go into, I left my moms place when I was 16. I was out on the street and scared to death. I snuck back into the art store and slept, eventually without changes in clothes the owner noticed. Val was divorced, 45 years old, owned several office buildings, and used the art store as something to busy herself. She is 5ft. 8in, 34d cups with dark thick nipples and very short black hair. Short except on her pubes, the hair there is even darker if possible, super thick and pretty long. I on the other hand was 16, thin, only 5t. 4in, with a cup boobs, thin waist and natural blonde hair on hear and between my legs. Once she got the true story, she took me to her home to stay. It was a mansion and she had me wear a few things of hers while, after my shower, we went out and she bought me clothes. The handbag she bought me cost more than every piece of clothing I owned at my moms house. It didn't stop there, she got me clothes, super sexy underwear, even some lingerie.

    Upon getting to her house I commented that I couldn't repay her in any way, I didn't have, nor make enough money. She told me to get into a bustier and stockings and come into the bedroom. I was petrified, 16, virgin and now a woman almost 30 years older than me wants to have sex with me. There was no quibbling about it, Val was in charge and I was going to have sex with her. I told her I was a virgin, and she immediately pushed me down on the bed and licked me. I get really wet when aroused and when I was at the peak of wetness she pushed 3 fingers into my vag. She thrust in and out of me several times, and showed me her fingers with some blood and my wetness on them. I was shocked, sore, and crying and she pierced me again, only this time she added her tongue on me and I was still so scared that I couldn't orgasm even though it felt really good.

    After a while she came up to me and was kissing me, playing with my boobs and I with hers, she moved my hand down her belly and I went to her pussy, or as I was told to call it . . . her c**t. I rubbed her, licked her and made her orgasm. She got up after a rest, then came back and took off the bustier and stockings and with me totally naked she walked back out and came in wearing a strapon. I got fucked for 30 minutes, then I finally came I think mostly from her pinching my nipples rather than the sore fucking she was giving me.

    I became her lover, her total sex slave, and do whatever she wants to do sexually. She really loves feeling me, kissing me, even exposing my c**t and ass by lifting my skirts or dresses in public. I only wear panties when I'm on my period so I'm available to her as she wishes. Many times she'll take me by the hand or reach her hand under my skirt in front of the other employees and say not to disturb her that she has to talk to me in her office. She cums very loudly, or gives her demands very loudly, everyone knows I'm hers. The only man I've ever had sex with was when she had a man pay $1000 to be my first. After that he's been with me about 20 times through the years. He pays $500 to her everytime. I'm a lesbian lover, submissive slut who drives a jag and lies in a 12,000 sq. ft. mansion with my older lesbian mistress.

    2
    # 46110 - by Anonymous
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