Straight Female / 25
Helping Out My Aunt's Boyfriend
I don't know my dad, and my mom passed when I was in 6th grade, so I was sent to live with my aunt. She lived near Midway airport in Chicago. A few years later she started dating a guy that seemed super rich. He always had so much cash, would bring us nice dinners, clothes, and even bought my aunt a new car. He was a super nice guy but we knew that he made his money by pushing powder. He was nice to me, and helped my aunt out financially alot, so we overlooked that.
I was openly drinking at this point and in highs chool, my aunt didn't care and her boyfriend would usually bring me a bottle of Burnettes or Hennesy. One day my aunt's boyfriend was picking me up from a Soccer practice and asked me if I wanted to go up north and do some shopping in the fancy parts of Chicago. He said if I helped him out with something, he would let me spend up to a grand. I was excited about that idea. He let me know that he owed a guy some money, but that the dude would take payment in a way only a 'fine young woman' could pay. I was having sex at this point and had been with a handful of guys around my age. I was hoping the guy looked good, but I was into the idea of having sex with a guy a few years older who hopefully knew what he was doing. If he looked like my Aunt's boyfriend at all, I would be good with that.
We stop at a house and head in, and there are 3 guys smoking blunts and drinking 40's, watching the bulls and had a few small bags of coke on the table. Excited phrases like "O shit" and "nice work cuz" started to fill the room, and one of the guys said to me "Damn you are a fine peice of ass aren't you." All of the guys were very fit looking and seemed to range from late 20's to late 30's. I was relieved that they were all pretty good looking guys, so which ever one I was here for I would be fine with.
One of the guys was already shirtless and had really nice abs. He told me to come over to him and let him know if I had ever seen a dick this big. He was pinching his shorts near his knee showing how far down his python cock was hanging. He told me to unwrap my present and I slid his shorts down, They were nearly down to his knee when the tip finally was uncovered. He told me to grind my ass up on his bare cock so I sat on his lap and started to move my hips, while rubbing his washboard abs with my hand. As I was giving him a lap dance, his hands started to explore my body and work their way under my shirt. Before long he was pulling it off along with my sports bra and now I was just in my Soccer shorts. He guided his cock up the leg hole of my shorts and I felt it poke at my pussy through my thong.
I was starting to get real wet thinking about how good this was going to feel, I had never been with a guy like this before. He stuck his fingers up in me and once he could tell I was wet, stood me up and slid my shorts down, held his monster cock up in the air and guided me down onto it. I was more standing than sitting for the first few pushes, but each time I kept working my way a bit further down his shaft. My legs were already starting to shake at how amazing it felt, despite hurting a little. As he was thrusting up into me while I was riding him he asked his friends "which one you motha fuckers hitting this pussy once im done?" I didn't realize that I was going to be fucking more than one of these guys, but I was in their environment and didn't feel like I had a choice at this point. Both other dudes got their cocks out and told me to work my way around the circle. The guy I was fucking looked to his friends and said "Hey fuckers, I got something for ya, and without any warning to me, his cock started pulsing thick gooey ropes of warm cum up into my guts. His tense body started shooting cum up into me and I tried to stand up off him, but he put a hand on my shoulder and held me down on his cock. He pumped into me for a solid 30 seconds, and there were at least 3 inches of cock that couldn't even fit in me, that were just visibly pulsing as each stream shot up in me. When he was all finished he let go of my shoulder and I stood up. Globs of sticky cum started to drip out and roll down my thigh.
The guy who was next up said "Ahh fuck man, making these sloppy seconds nasty, at least my fat cock will slide in nice and easy now." His cock was a bit smaller than the first one, but still a large black dick. At this point I was more nervous than excited, but I didn't feel I had much of a choice, so I worked my way over and sat down on his cock. The combination if his cock being a bit smaller, and having a pussy full of cum made it so that I was able to fit his entire cock in me on his first thrust. I noticed that the first and 3rd guys had gotten their phones out and were starting to record me, and the 3rd guy said "I'm feeling nasty today, make sure leave a big load in there." The first guy followed that up by asking my Aunt's boyfriend "your debt aint paid unless you put your dick up in a pussy full of all our cum. You gotta learn your lesson that we cum first bitch."
The 2nd guy pulled me down onto him by the shoulder also as he filled me with his cum. I could feel the warm goo flowing around inside of me and even more dripping out as I stood up off him. I went over to the 3rd guy and he did the same. At this point I was so full that as he was pumping into me, cum was being forced out and rolling down his dick with each pulse. I was over flowing and each of his ropes caused more to dribble out of me. I stood up and it was like a quick waterfall with how much cum poured out onto his thighs and the couch. I looked to my aunt's boyfriend, and I could tell part of him wanted to, and part of him didn't want to do what was about to happen. The other 3 guys were saying that this would all be for nothing if he didn't show that he knew his place, that he had to show his loyalty. All 3 of them were filming and he told me to come over to him, he pulled out his dick and I sat on it like I had for the last 3. He told me he would make it quick, and he did. Only a minute or 2 in he pulled his dick out and started shooting cum out and onto the couch. His dick was glazed with cum from the 3 other guys and they said "Next time you want to wait to pay us back, we will just send this little movie off to your girl."
Instead of going shopping, he gave me a big stack of cash. after just a few minutes in the car, cum had started to soak through my thong and shorts as it was still tricking out of me.
I was openly drinking at this point and in highs chool, my aunt didn't care and her boyfriend would usually bring me a bottle of Burnettes or Hennesy. One day my aunt's boyfriend was picking me up from a Soccer practice and asked me if I wanted to go up north and do some shopping in the fancy parts of Chicago. He said if I helped him out with something, he would let me spend up to a grand. I was excited about that idea. He let me know that he owed a guy some money, but that the dude would take payment in a way only a 'fine young woman' could pay. I was having sex at this point and had been with a handful of guys around my age. I was hoping the guy looked good, but I was into the idea of having sex with a guy a few years older who hopefully knew what he was doing. If he looked like my Aunt's boyfriend at all, I would be good with that.
We stop at a house and head in, and there are 3 guys smoking blunts and drinking 40's, watching the bulls and had a few small bags of coke on the table. Excited phrases like "O shit" and "nice work cuz" started to fill the room, and one of the guys said to me "Damn you are a fine peice of ass aren't you." All of the guys were very fit looking and seemed to range from late 20's to late 30's. I was relieved that they were all pretty good looking guys, so which ever one I was here for I would be fine with.
One of the guys was already shirtless and had really nice abs. He told me to come over to him and let him know if I had ever seen a dick this big. He was pinching his shorts near his knee showing how far down his python cock was hanging. He told me to unwrap my present and I slid his shorts down, They were nearly down to his knee when the tip finally was uncovered. He told me to grind my ass up on his bare cock so I sat on his lap and started to move my hips, while rubbing his washboard abs with my hand. As I was giving him a lap dance, his hands started to explore my body and work their way under my shirt. Before long he was pulling it off along with my sports bra and now I was just in my Soccer shorts. He guided his cock up the leg hole of my shorts and I felt it poke at my pussy through my thong.
I was starting to get real wet thinking about how good this was going to feel, I had never been with a guy like this before. He stuck his fingers up in me and once he could tell I was wet, stood me up and slid my shorts down, held his monster cock up in the air and guided me down onto it. I was more standing than sitting for the first few pushes, but each time I kept working my way a bit further down his shaft. My legs were already starting to shake at how amazing it felt, despite hurting a little. As he was thrusting up into me while I was riding him he asked his friends "which one you motha fuckers hitting this pussy once im done?" I didn't realize that I was going to be fucking more than one of these guys, but I was in their environment and didn't feel like I had a choice at this point. Both other dudes got their cocks out and told me to work my way around the circle. The guy I was fucking looked to his friends and said "Hey fuckers, I got something for ya, and without any warning to me, his cock started pulsing thick gooey ropes of warm cum up into my guts. His tense body started shooting cum up into me and I tried to stand up off him, but he put a hand on my shoulder and held me down on his cock. He pumped into me for a solid 30 seconds, and there were at least 3 inches of cock that couldn't even fit in me, that were just visibly pulsing as each stream shot up in me. When he was all finished he let go of my shoulder and I stood up. Globs of sticky cum started to drip out and roll down my thigh.
The guy who was next up said "Ahh fuck man, making these sloppy seconds nasty, at least my fat cock will slide in nice and easy now." His cock was a bit smaller than the first one, but still a large black dick. At this point I was more nervous than excited, but I didn't feel I had much of a choice, so I worked my way over and sat down on his cock. The combination if his cock being a bit smaller, and having a pussy full of cum made it so that I was able to fit his entire cock in me on his first thrust. I noticed that the first and 3rd guys had gotten their phones out and were starting to record me, and the 3rd guy said "I'm feeling nasty today, make sure leave a big load in there." The first guy followed that up by asking my Aunt's boyfriend "your debt aint paid unless you put your dick up in a pussy full of all our cum. You gotta learn your lesson that we cum first bitch."
The 2nd guy pulled me down onto him by the shoulder also as he filled me with his cum. I could feel the warm goo flowing around inside of me and even more dripping out as I stood up off him. I went over to the 3rd guy and he did the same. At this point I was so full that as he was pumping into me, cum was being forced out and rolling down his dick with each pulse. I was over flowing and each of his ropes caused more to dribble out of me. I stood up and it was like a quick waterfall with how much cum poured out onto his thighs and the couch. I looked to my aunt's boyfriend, and I could tell part of him wanted to, and part of him didn't want to do what was about to happen. The other 3 guys were saying that this would all be for nothing if he didn't show that he knew his place, that he had to show his loyalty. All 3 of them were filming and he told me to come over to him, he pulled out his dick and I sat on it like I had for the last 3. He told me he would make it quick, and he did. Only a minute or 2 in he pulled his dick out and started shooting cum out and onto the couch. His dick was glazed with cum from the 3 other guys and they said "Next time you want to wait to pay us back, we will just send this little movie off to your girl."
Instead of going shopping, he gave me a big stack of cash. after just a few minutes in the car, cum had started to soak through my thong and shorts as it was still tricking out of me.
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