Why I am who I am 5

This chapter may not be for everyone. But it was part of my journey. So I decided to share. Poor Charles. He thought my job was easy.

I had made quite a bit more money. And I really wanted, no I really needed a weekend off. This put Charles and I into a big argument.
“ look I thought you wanted to be rich. I thought you were going to be down for this till we got back to the states “
“ I’m down with it. But damn I need some down time. How much abuse do you think I can handle. My ass and cunt isn’t made of rubber. I’m flashing blood. It doesn’t just bounce back after I take 20 dicks at night . It’s a hard job Charles. I have to take off. Let go somewhere. Put in for leave and go see the sites around Germany. We don’t have to do this every weekend.”
“ shit, you have the easy part. I’m out there finding guys who won’t go running to the MPs. I find guys that won’t fuck you up like your some street whore. Hell, I wish I could lay down all weekend and just get fucked.”
“ find with me. I’m sure I could find a few men who would love to fuck your black ass”
“ there isn’t any gay men around. None that would tell you anyway.”
“ your on. If I can find 3 men who will pay to fuck you. Will you do it? If you do and don’t think it’s that hard of a job I’ll never complain again about it.”
“ You got a deal. But my face stays hidden. I don’t want to be walking around and running into someone who fucked me. He might ask for seconds and I don’t roll that way.”
And that was it. Our next trip to the airport I Lubed sergeant Davis’s Virgin ass up with half a bottle. I didn’t want his first time to kill him. But I did want him to know how it felt for me. After I was sure he was ready to go. I covered his head with a sheet and went to find 3 guys willing to pop his cherry. It was harder than I thought it would be. I ended up with a big kid from Oklahoma, A German national, and another private from Ohio. I’ll be honest, they weren’t into it. I ended up having to pay them to do it. But Charles never found out about that.
We all got in the truck and I pulled back the curtain. Charles was right where I left him
On his knees with his head, resting on a pillow. He sounded kind of scared when I said I found 3 men.
“ well I’m ready. I’ll show you it isn’t that hard”
I smiled. I drop to my knees and pulled Oklahoma closer. I dropped his pants down to give him a blow job to get him hard. He was hung like a fucking horse. Long and thick , much like the first cock I took up my ass .
“ Whoa, I think we’re going to have to wait a little bit for you. I don’t think he wants his cherry pop or something this big”
Charles shouted he could take it. He was determine to show me it was no big deal. I don’t know why he thought it was so easy. Maybe if he would’ve turned around and looked at the cock that was about to take him he would’ve changed his mind. But I shrug my shoulders and figured if I lived through it, so would he. At least his ass was warmed up and lubed up. I just got my ass spit on before Mr Ben ripped it apart. So I gave Oklahoma a nice long blowjob and got him hard. Then I lined him up with Charles’s untouched asshole and slapped Oklahoma on the butt and told him to have at it.
Man Charles scream like a girl into his pillow. And Oklahoma enjoyed the ride. He wasn’t gentle or slow, he ripped open Charles’s ass and Started rearranging his guts to make his cock fit. I felt bad for sergeant Davis. But not bad enough to tell Oklahoma to stop. Oklahoma lasted a long time. A good 20 minutes of treating Charles like a little bitch. Oklahoma was a big guy with big hands . He held Charles down and showed him What a good ass fucking felt like. When he finally came deep in his ass. Sergeant Davises butt hole look much like mine would have, Gaped open With cum dripping out of it. I was going to call it quits. I thought Charles had learned his lesson.. but he didn’t. He cried from under his sheets that he could take it. I just shook my head and ask, which one of the men wanted to go next. The German national stood up. His cock was thick, but not half as long. Not that it mattered much. Once Oklahoma had turned Charles‘s ass into a gaping mud hole. Our German friend didn’t have much resistance. Which only made it worse for Charles. Since it seemed to take forever. I laid back and played with my cunt so our German friend would have something to look at besides Charles‘s black ass. From where I was laying I could see Charles‘s dick dripping cum. I thought about Steve. And how Mr. Ben Had told me he sprayed cum all over the sheets as the three men raped him. Man I felt bad. I wanted sergeant Davis to have a good experience so I reached over and started giving him a hand job
It didn’t take long and he was spraying the sheets. It was just what our German friend needed to get off. And he deposited his load into Charles‘s butt. The private from Ohio
Wouldn’t have taken long if his dick didn’t have to go from side to side just to feel anything. I had to stop him in the middle and give him another blowjob just to keep him hard. He ended up just jacking off into Charles‘s butt. The three of them thanked me for a good time and crawled out of the truck.
I pulled back the sheets and saw Charles had been crying. He stretched out on the little cot, and I laid down beside him, rubbing his back.
“ oh fuck, oh Jen I’m sorry. I didn’t know it was going to be like this. I’m sorry if I made you feel like this. I think they Ruptured something. I think I’m bleeding to death. I looked back down at his asshole. It was still Twitching from the trauma it had received. Cum and lube oozed out slowly.
“ it feels like I’m shitting myself “
“ your okay baby. It’s just cum. I told you it wasn’t easy. But you took it like a champ. I’m proud of you. “
“I have to piss”
“ no, I’m pretty sure you don’t. The feeling will pass. And even if you do have to piss, I don’t you could after a screw like that. They just beat your guts up. After a bit it will all be normal again. “
“ my stomach hurts bad. I think I might throw up “
“ really, I walked a half mile after I got my cherry popped. Stop being such a baby. Girls take dick up their butt every day all the time. You’re a strong man you can take it.”
I folded up a towel and stuck it between Charles‘s butt cheeks and had him roll over. I gave him a nice slow blow job. But those men must’ve drove all the cum out of his balls. He had nothing else to give. After about an hour, Charles was able to sit up. Even then, when he tried to take a piss, nothing came out.
“ It’s just the swelling inside. Once it goes down, you’ll be able to piss. They must’ve really rammed that prostate of yours hard. “
They rammed everything hard. Fuck me, they beat the shit out of me and they enjoyed too.”
“ They really didn’t enjoy it that much, Don’t take this the wrong way, but you’re a terrible fuck, just sitting there whimpering. Guys like to hear they’re doing good. It wouldn’t have taken so long if you would’ve just said, give it to me or something like that. “
“ But I didn’t want them to give it to me. I could barely take what they were given to me anyway.”
“ I guess it settled then. I’m the money maker. And you’re just the pimp.”
Charles smiled for the first time and I knew he was going to be OK. I felt sorry for him so I drove back on Sunday. After that, we took the next weekend off and went skiing close to Hitler’s Eagles nest. It was beautiful up in the mountains. We spent the whole weekend sitting around the lodge, eating good food, drinking, and just talking. Nothing sexual happen between us. And it was a good weekend between just two good friends.
I was ready to go by the next weekend. But Charles thought I needed one more weekend. I think his ass was still twitching. I think he felt sorry for me. I told him I was fine. But he insisted on one more weekend of just walking around town drinking in the bars.
I had drank too much and was quite drunk. I felt really happy. I felt safe because Charles was with me. I got up and went to the restroom. After much needed long piss. I opened the stall door to find three men waiting for me. I smiled. I knew it was no use in fighting them. Not in my condition. So I asked them if they just wanted a blow job or were they going to fuck me?.
I was on my knees, sucking a dick when Charles broke the door. I would like to say that he drugged them off of me and kick their ass. But he was just as drunk and ended up on the floor, holding his ribs watching the three men fuck the shit out of me. He was crying when I picked him up. Not Because he was really hurt. But because he couldn’t protect me. I picked him up and washed his face. He sat back down on the floor, and his eyes were level with my cunt. He saw the come slowly dripping out of me. And I guess he just felt sorry for me. He kissed my pussy lips. Then he sucked on my clit. He eat my to an orgasm in that dirty bathroom stall. We kissed and walked out. He dropped me back at my barracks.
“ are you ready to start making money again at the airport?”
“ me? I told you I was ready. I just took three cocks in a bathroom and I didn’t even get paid for it. I’m really “
Well , I’ve come to a decision, Those guys are gonna pay extra if they want to fuck your ass.”
“ What the fuck are you talking about? You mean you’ve been letting them fuck my ass for the same price as my pussy, I thought you were a good pimp. Everybody knows you pay the extra for the ass. What the fuck Charles.”
“ Sorry, I didn’t think it was that big of a deal.”
“ It’s a pretty big deal.”
“ I’ll give you 1000 out of my money. Will that make you happy?”
“ No, you don’t have to spend your money on me. It’ll just make me feel bad. But yeah, from now on the ass cost extra”
“ Got it!”

Well another chapter done. I hope it makes up for me missing a few days. And I’m sorry in advance because it might be a few more days before I get a chance to write again. Hope you all enjoyed this. For those who didn’t enjoy the rougher parts. My next chapter will be on the easy side. I think I only got rapped once or twice the summer after I made all that money as a prostitute. We will see!!