My biggest regret [blowjob][gangbang][non-con][paid]

My name is Hailey, and last weekend I did something I’m not very proud of. Most people would describe me as a good girl, I don’t drink, I go go to church every Sunday and I help care for my sick father. Times started to get tough though and I needed to make a few choices for my family. My dad’s medical bills were starting to pile up and my job at Walmart wasn’t covering them anymore. I would have looked for a higher paying job, but there’s not much work around here for an 18 year old high school drop out unless you want to work on an oil rig. I did consider it at one point, but it would mean that I would have to be away from my dad for a week at a time and I just couldn’t leave him alone for that long. What if something happened to him? He’s all I have left after momma passed away.

Anyways, my next option was to try to borrow some money, but around here folks aren’t doing much better than I am, other than the oil workers that is. They were always getting big paychecks that they would come back to town with. They would mostly spend it on lifted trucks, drugs, and strippers in the small window they would have to be back in the city before having to go back to the rigs. My friend Bonnie’s older brother Brent was one of these guys, so I asked her if she thought he would be willing to lend me some money. She told me “Brent has money coming out of his ears, he doesn’t even know what to do with it. He would probably just give it to you if you asked”, but I didn’t want a hand out. I assured her that I would pay him back, my dad taught me you had to work for your money so that’s what I would do.

That weekend Brent was having a party at his place with a bunch of other guys from the rig, and pretty much everybody we knew was invited. I decided that if I was going to ask him for money I’d better look cute, in hindsight this was a bit of a mistake. I wore cut off jean shorts and a tight top with no bra, not like it mattered much my boobs are tiny little things. For the finishing touch I put on some bright red lipstick and wing tip eyeliner to bring out my big blue eyes. When I showed up to the party it was packed, and everyone was pretty drunk already. Luckily I was thin enough to squeeze my way through the large crowds pretty easily, this wasn’t really my scene and I wanted to find Brent so I could get out of there. Eventually I did, he was in his bedroom getting stoned with five other guys he worked with. They were all dressed like typical rig guys, jeans with loose work boots and all wearing some kind of hat. “Hey Brent, how’s the rigs been lately?” I asked trying to make small talk before asking the big question, “aw, you know. Just about the same as always” he replied. “You want a hit of this?” He asked extending out a joint in his hand, “No thanks, I’m not looking to stay very long” I told him as his friends mentally undressed me. “I kind of feel a little bad asking, but I’m gonna cut to the chase” I nervously started “you know my dad’s been sick, well I was hoping you’d be able to lend me some money until I get paid.” He took another hit of the joint and paused a minute before exhaling, “How about you show us those titties, and I’ll give you some money” he said. I Laughed at first but then he said “No I’m serious, I’ll give you 200 bucks if you just give us a little flash, and you don’teven have to pay it back” he held out some bills in his hand.

I looked at the money, and really thought about it, this was almost how much I got paid for a week of work. “I don’t know about that” I replied, but he quickly counted out a few more bills, “what about 300?” It seemed like an awful lot of money to just to see some boobs so I asked “Just for a quick flash right?” and he nodded. I hesitated for a second, but quickly threw caution to the wind and lifted up my top. “Yeah, that’s it baby” one the men said, and I started getting self conscious. I pulled it back down blushing, “okay, was that good?” I asked, but I probably should have just took the money because then he said “You’ve gotta give them a little shake for us first.” I knew I was in no position to negotiate so I flashed them again and gave a shake with my shoulders. “That’s a girl, shake those titties for us” one of the guys laughed. Again I started getting shy and put them away, “Okay, let me have the money” I told Brent, “Not so fast, let me get a little squeeze first” he said.

“No, that wasn’t part of the deal” I told him getting frustrated, “Come on those titties aren’t big enough to get 300, you’ve gotta give him a bit more” one of his friends said. “How about 400 for a squeeze?” Brent said, adding a few more bills to the stack. I could see that he wasn’t going to give me any of the money until he got to grope me so I countered with “How about 500?” He counted out a few more bills and said “she drives a hard bargain.” So I lifted up my top a third time and he came over and grabbed my little boobs hard. He squeezed them a few times and pinched my nipples, then gave them a little shake with his hands while his friends watched. It was totally humiliating, but when he finished he handed me the 500 dollars. I stuffed the money into my pocket and got ready to leave, but then he said “what? You’re just gonna take my money and leave?” I should have, but I felt guilty for taking that much from him and stayed in the room.

“Do you got a boyfriend?” He asked, I told him I didn’t, and he said “How old are you now anyways?” And I told him I turned 18 in the winter. I started to relax a bit until he asked “Are you a virgin?”, I told him that I wasn’t and he leaned back in his chair. “How many guys have you fucked?” He asked, I told him just one and his eyes widened like he was impressed. “How many dicks have you sucked though?” He followed up, this one I was a little less proud of “five” I replied blushing again. “So you like sucking dick then?” He asked, I really didn’t but I answered “I guess so” just to get him to stop probing. “I’ll make you a deal” he said reaching into his wallet, “I’ll give you another 500 if you suck my dick.” My heart sunk just hearing the words, “No I’m not that kind of girl” I said. “But you’re the type of girl that flashes her tits for money?” He responded getting a few laughs from his friends. “Hey, you need the money don’t you?” Brent said. He wasn’t wrong, my dad’s bills were piling up by the day and even with the 500 it wouldn’t be enough for the rest of the month’s treatment. “How about 700?” He asked, I started seriously considering it. I already had him grab my tits, I guess I could blow him too if it meant $1200. “Okay, I’ll do it” I told him, but right away I started to regret it. “Alright, get on your knees” he told me as he stood up and started to unbutton his pants, and I did just like he said. I got down on the floor with him and all of his friends looking down at me, it was a very humiliating feeling just waiting for him to take out his penis. Some of his friends were silently waiting for the show, but a couple of them were saying things like “This bitch knows what she’s doing” and “Look at this good little cock sucker.” I wanted to leave right then, but I was passed the point of no return, Brent’s dick was right in front of my face.

“I don’t know if I want to do this” I told him while looking up from the floor. He grabbed me by the back of my head and said “just give it a little kiss” pushing me closer until the head touched my lips. I opened them just slightly and he pushed my head the rest of the way onto it. I had to grab ahold of the shaft so he wouldn’t gag me, and I started sucking it. He continued to push my head up and down every once in a while saying things like “That’s a good girl” as if I was a dog being praised for doing a trick. As I continued to blow him he started grabbing my tits through my shirt, “Let’s take this off, I want to get a better view” he said pulling my shirt up. He pulled it until it was at my armpits, and then I gave in and let him pull it the rest of the way off. With my mouth off of his dick for a second I was able to see that one of his friends was filming it on his phone. I tried to hide my face, but he followed me with it, “Don’t be shy Hailey, you’re already sucking cock for money” he said smiling. Brent grabbed my head again and pushed my mouth back onto his dick, and I started sucking again now with a phone right next to my face. “Let me get in on this” I heard one of Brent’s friends say, then someone grabbed my arm and guided my hand to another a hard dick. I could have said something or pulled my hand off, but at this point I just wanted to get this over with and take my money so I started jacking the other man off. This was a big mistake because now all the guys in the room were getting their dicks out. I took Brent’s out of my mouth for a second but quickly I was grabbed by the other friend, he pushed his dick against my lips and tossed a few more bills on the floor in front of me. “Suck it bitch” he said, and I reluctantly opened my mouth to take his cock. My hands were grabbed and pulled to other dicks to give handjobs to, and before I knew it I was being passed around by all six men each taking turns using my mouth.

After more than 15 minutes of this they seemed to be done using my mouth and were now all standing around me jacking off. The thought hadn’t crossed my mind until now but they were all going to have to cum before I could get out of here. “What do you think should we fuck her?” Brent asked the other men, I panicked and said “no, wait. You can cum on my boobs” I told them hoping this would be good enough. My ex boyfriends always seemed eagar to cum on my boobs. I wouldn’t usually let them because I didn’t like how gross it was, but in this case I was willing to if it meant not having sex with six guys. They laughed though, “what boobs?” One of the guys joked “We’re gonna cum on your face whore.” The thought of it made me sick, I couldn’t imagine what it would feel like having sticky cum on my face. Before I could really say anything the first guy started to hold my head back and jack off right next to my cheek. Cum splashed against my face as I tried to turn my head away but he just grabbed my hair tighter as he shot the rest of his load on my face. I tried to cover up my face with my hands but they kept on pulling them down, “Don’t be a cum dodger” the next on said shooting his cum across my face. I turned my head down and the rest of it landed in my hair.

With my head hung down cum dripped off of my chin and I tried to wipe it off but my hands had to steady me on the ground when I felt my hips getting pulled back. I was now on my hands and knees and could feel someone pulling my shorts off, I tried to hold onto them but I just wasn’t strong enough. “You know the deal whore, if you’re not gonna take the facials we’re gonna fuck ya” Brent said. They flipped me onto my back and started pulling my legs apart, I told them to stop but it was no use. They were much stronger than me, and I was just making myself tied resisting so I just gave in and spread my legs for them. They all took turns fucking me on the floor of the bedroom, I wasn’t proud of myself but I started to enjoy it. I started letting out faint moans as they all used me like a cheap whore. Suddenly the music from the livingroom got louder and I looked up to see that someone had come in, “We’ve got a gangbang going on in here!” the girl announced to the rest of the party. It didn’t take very long to have the whole room full of people watching my humiliation. Some of them even started to take part and soon I lost track of how many dicks I had taken. One of the worst parts was seeing some of the girls I went the school with watching and commenting about how much of a slut I was. What was even worse was seeing all of the different people who were taking videos or pictures of me. Before that day I wouldn’t even think of sending nudes to a boyfriend but now there would be pictures and videos of me being fucked by dozens of men on the internet for anyone to see.

After my pussy was completely full of cum they men didn’t want to fuck me as much. It was a relief too because I was incredibly sore, the bad news was that they were all now making me suck their cocks and either cumming in my mouth or on my face. I no longer had enough energy to avoid the cum, so I just let them cover my face. There was so much on me it felt heavy, and I couldn’t open my eyes anymore. The entire party did what they wanted with me, and all I could go by was what they were saying to know what to expect. “Let’s put this in her ass” someone said, and I started to panic trying to stand up and wipe the cum from my eyes. It was no use though, before I could even get to my feet I was bent over the side of the bed and a beer bottle was being shoved up my ass. I screamed as it went in, but all the crowd did was laugh “Come on whore, show these girls how it’s done” a man said. Then I heard him arguing with his girlfriend about her never wanting to do anal. “Hey, listen if you don’t give it up, I’ll take it where I can get it” he told her, then the girlfriend got really close to my face and spat in it “You fucking whore” and then left the room. The bottle was pulled out my ass, and replaced with the man dick. He relentlessly fucked me as he pulled on my cum covered hair and soon there was a lineup to ass fuck the whore. My whole body was sore and covered in cum by the time everyone was done with me. I laid in a puddle of of bodily fluids on the floor for about 5 minutes before even trying to clean myself off. I grabbed my shirt and cleaned off my face the best I could before putting it back on and pulled up my shorts which now had a broken zipper from being torn off.

What I did next was one of the most humiliating aspects, I crawled around on my hands and knees picking up the 20 dollar bills that were thrown at me. Any sort of sense of integrity went out the window when I gathered my money. I only found about 600 dollars before giving up and stumbling home to take a shower. All of my videos were shared around town and posted to every porn website imaginable. In just one night I went from the good girl to the town whore and there was no coming back. The money did help out with my dad’s medical bills but just as quickly as they were paid off more came in and it’s back to square one.

Tonight I received a text from Brent, the oil rig workers are going to come back to town next weekend and he said he wants me for “entertainment” at his next party. He apologized for me not being able to get all my money and promised to transfer me $1,000 this time. I’ve already lost all of my dignity, how much worse could it get at this party? Should I pretend last weekend never happened and go back to scraping by at Walmart or just become a whore for the oil workers?

Source: reddit.com/r/Erotica/comments/ni1zgo/my_biggest_regret_blowjobgangbangnonconpaid